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Database Name: EPFL_LISP_BXD_Liver_Polar_Metabolites_HFD_Jun14_Log2_**
GeneNetwork Accession Number: GN713
For more information regarding this data set please visit: http://www.genenetwork.org/webqtl/main.py?FormID=sharinginfo&GN_AccessionId=713

Z-Score.
In general, the array data that we enter in GeneNetwork have been log transformed and then z-score normalized, but instead of leaving the mean at 0 and the standard deviation of 1 unit,
the data is rescaled to a mean of 8 units with a standard deviation of 2 units (what we call 2Z + 8 normalized data).

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ProbeSet	Gene Symbol	Chr	Mb	Gene Id	Strand Gene	Blat Mb Start	Blat Mb End	Description	Aliases	Blat Sequence	UniGeneId	OMIM	HomoloGeneID	C57BL/6J	DBA/2J	BXD68	BXD43	BXD44	BXD45	BXD48	BXD49	BXD50	BXD51	BXD55	BXD56	BXD61	BXD62	BXD63	BXD65	BXD66	BXD69	BXD70	BXD71	BXD73	BXD75	BXD79	BXD73a	BXD81	BXD83	BXD84	BXD85	BXD87	BXD89	BXD90	BXD48a	BXD98	BXD95	BXD99	BXD100	BXD101	BXD103	BXD97	
51.02407804_MZ	Methanol	Un	1.0	None	None	None	None	Methanol is the simplest alcohol, and is a light, volatile, colourless, flammable, poisonous liquid with a distinctive odor that is somewhat milder and sweeter than ethanol (Wikipedia). Methanol is responsible for accidental, suicidal, and epidemic poisonings, resulting in death or permanent sequelae. Toxicity is due to the metabolic products of alcohol dehydrogenase (ADH) and aldehyde dehydrogenase. (PMID 15627163). The rapid and accurate diagnosis of toxic alcohol poisoning due to methanol (methyl alcohol) is paramount in preventing serious adverse outcomes. The quantitative measurement of specific serum levels of methanol using gas chromatography is expensive, time consuming and generally only available at major tertiary-care facilities. (PMID 15862085).	CH4O		None	None	None	11.922	11.967	11.954	11.805	11.968	12.68	12.257	11.857	12.456	12.328	12.209	12.164	12.038	11.931	11.759	12.13	12.442	11.927	12.435	12.054	12.392	11.971	11.821	12.23	12.052	12.033	11.838	12.307	12.122	11.704	11.724	12.245	12.42	12.402	12.45	12.165	12.383	12.004	11.682	
52.02081441_MZ	Hydroxylamine	Un	1.0	None	None	None	None	Hydroxylamine is a reactive chemical with formula NH2OH. It can be considered a hybrid of ammonia and water due to parallels it shares with each. At room temperature pure NH2OH is ordinarily a white, unstable crystalline, hygroscopic compound; however it is almost always encountered as an aqueous solution. A colorless inorganic compound (HONH2) used in organic synthesis and as a reducing agent, due to its ability to donate nitric oxide. Hydroxylamine may explode on heating. It is an irritant to the respiratory tract, skin, eyes, and other mucous membranes. It may be absorbed through the skin, is harmful if swallowed, and is a possible mutagen. NH2OH is an intermediate in the biological nitrification. The oxidation of NH3 is mediated by HAO (hydroxylamine oxidoreductase).	H3NO		None	None	None	9.932	10.095	10.205	10.039	9.777	9.515	10.49	10.152	10.023	10.205	10.314	7.682	9.576	9.583	9.716	9.097	10.092	9.777	9.795	10.842	9.728	10.437	9.782	9.655	10.077	9.428	10.21	10.784	9.887	9.29	8.991	9.118	10.191	10.102	9.739	9.522	10.404	9.184	9.501	
53.00263058_MZ	2-Propyn-1-al	Un	1.0	None	None	None	None	2-Propyn-1-al is involved in the propanoate metabolism system. It is created from 2-Propyn-1-ol through the action of alcohol dehydrogenase [EC:1.1.99.8]. 2-Propyn-1-al is converted to propynoate by aldehyde dehydrogenase [EC:1.2.1.3].	C3H2O		None	None	None	9.629	8.99	9.072	9.543	9.746	9.839	10.175	10.144	9.773	9.544	9.581	8.7	9.887	9.751	9.919	10.794	9.391	9.091	9.403	10.008	9.683	9.654	9.883	9.904	9.895	9.068	9.844	9.295	10.173	9.452	9.64	9.316	9.809	9.184	9.873	10.079	9.833	10.406	9.528	
54.97564605_MZ	Hydrochloric acid	Un	1.0	None	None	None	None	Hydrochloric acid constitutes the majority of gastric acid, the human digestive fluid. In a complex process and at a large energetic burden, it is secreted by parietal cells (also known as oxyntic cells). These cells contain an extensive secretory network (called canaliculi) from which the HCl is secreted into the lumen of the stomach. They are part of the epithelial fundic glands (also known as oxyntic glands) in the stomach. The chemical compound hydrochloric acid is the aqueous (water-based) solution of hydrogen chloride gas (HCl). It is a strong acid, the major component of gastric acid and of wide industrial use. Hydrochloric acid must be handled with appropriate safety precautions because it is a highly corrosive liquid. Hydrochloric acid, or muriatic acid by its historical but still occasionally used name, has been an important and frequently used chemical from early history and was discovered by the alchemist Jabir ibn Hayyan around the year 800. Hydrogen chloride, also known under the name HCl, is a highly corrosive and toxic colorless gas that forms white fumes on contact with humidity. These fumes consist of hydrochloric acid which forms when hydrogen chloride dissolves in water. The hydrogen chloride molecule HCl is a simple diatomic molecule consisting of a hydrogen atom H and a chlorine atom Cl connected with a covalent single bond. Since the chlorine atom is much more electronegative than the hydrogen atom, the covalent bond between the atoms is quite polar. Hydrogen chloride forms corrosive hydrochloric acid on contact with body tissue. Inhalation of the fumes can cause coughing, choking, inflammation of the nose, throat, and upper respiratory tract, and in severe cases, pulmonary edema, circulatory system failure, and death. Skin contact can cause redness, pain, and severe skin burns. Hydrogen chloride may cause severe burns to the eye and permanent eye damage.	ClH		None	None	None	9.91	9.373	10.191	10.626	10.513	9.985	8.631	10.115	9.953	10.721	9.795	11.228	9.679	9.533	9.97	10.374	10.265	9.893	9.769	8.0	9.753	10.14	10.539	9.674	10.683	10.026	10.011	9.37	9.758	8.618	10.615	9.892	9.825	10.985	9.854	8.815	10.618	9.698	9.191	
57.03446253_MZ	Acetone	Un	1.0	None	None	None	None	Acetone is one of the ketone bodies produced during ketoacidosis. Acetone is not regarded as a waste product of metabolism. However, its physiological role in biochemical machinery is not clear. A model for the role of acetone metabolism is presented that orders the events occurring in acetonemia in sequence: in diabetic ketosis or starvation, ketone body production (b-hydroxy-butyrate, acetoacetate) provides fuel for vital organs (heart, brain .) raising the chance of survival of the metabolic catastrophe. However, when ketone body production exceeds the degrading capacity, the accumulating acetoacetic acid presents a new challenge to the pH regulatory system. Acetone production and its further degradation to C3 fragments fulfill two purposes: the maintenance of pH buffering capacity and provision of fuel for peripheral tissues. Since ketosis develops under serious metabolic circumstances, all the mechanisms that balance or moderate the effects of ketosis enhance the chance for survival. From this point of view, the theory that transportable C3 fragments can serve as additional nutrients is a novel view of acetone metabolism which introduces a new approach to the study of acetone degradation, especially in understanding its physiological function and the interrelationship between liver and peripheral tissues. (PMID 10580530). Acetone is typically derived from acetoacetate through the action of microbial acetoacetate decarboxylases found in gut microflora. In chemistry, acetone is the simplest representative of the ketones. Acetone is a colorless, mobile, flammable liquid readily soluble in water, ethanol, ether, etc., and itself serves as an important solvent. Acetone is an irritant and inhalation may lead to hepatotoxic effects (causing liver damage).	C3H6O, Propanal		None	None	None	14.859	15.165	15.282	15.121	15.205	15.669	15.128	14.773	15.185	15.348	15.529	15.31	15.404	15.49	14.92	14.779	14.966	14.881	14.953	15.001	15.281	14.803	15.018	15.148	15.116	15.0	14.83	14.963	15.804	14.972	15.168	14.732	15.071	15.079	15.211	14.98	14.96	15.148	14.744	
58.02967943_MZ	N-Methylformamide	Un	1.0	None	None	None	None	N-Methylformamide (NMF) is one of the two major urinary biomarkers of exposure to N,N-Dimethylformamide (DMF), a compound widely used in industries because of its extensive miscibility with water and solvents. Metabolism of NMF results in the formation of N-methylcarbamoyl adducts at the N-terminal valine and lysine in blood protein globin. (PMID: 17254560, 17254560, 16289959).	C2H5NO, Acetaldehyde oxime		None	None	None	11.972	11.598	11.538	11.466	11.537	11.765	11.37	11.731	11.638	11.729	11.343	11.144	11.759	11.235	11.871	11.242	11.565	11.422	12.037	11.013	11.469	11.235	11.705	11.46	11.411	11.993	11.55	11.699	11.38	11.51	11.897	11.758	11.191	11.228	11.779	11.952	11.596	10.996	11.385	
59.01373236_MZ	Acetic acid	Un	1.0	None	None	None	None	Acetic acid is one of the simplest carboxylic acids. It is an important chemical reagent and industrial chemical that is used in the production of plastic soft drink bottles, photographic film; and polyvinyl acetate for wood glue, as well as many synthetic fibres and fabrics. In households diluted acetic acid is often used as a cleaning agent. In the food industry acetic acid is used as an acidity regulator. The acetyl group, derived from acetic acid, is fundamental to the biochemistry of virtually all forms of life. When bound to coenzyme A it is central to the metabolism of carbohydrates and fats. However, the concentration of free acetic acid in cells is kept at a low level to avoid disrupting the control of the pH of the cell contents. Acetic acid is produced and excreted by certain bacteria, notably the Acetobacter genus and Clostridium acetobutylicum. These bacteria are found universally in foodstuffs, water, and soil, and acetic acid is produced naturally as fruits and some other foods spoil. Acetic acid is also a component of the vaginal lubrication of humans and other primates, where it appears to serve as a mild antibacterial agent.	C2H4O2, Glycolaldehyde		None	None	None	16.523	16.481	16.636	16.738	16.516	16.837	16.445	16.406	16.455	16.56	16.359	16.587	16.316	16.657	16.498	16.745	16.74	16.666	16.594	16.251	16.45	16.398	16.438	16.707	16.747	16.614	16.788	16.552	16.318	16.274	16.813	16.529	16.537	16.795	16.776	16.718	16.781	16.332	16.067	
59.05011986_MZ	Propyl alcohol	Un	1.0	None	None	None	None		C3H8O, Isopropyl alcohol		None	None	None	12.163	12.492	12.075	12.24	11.981	12.086	11.962	12.076	12.065	12.262	12.258	11.987	12.062	12.224	12.141	12.271	12.024	12.106	12.173	12.141	12.263	12.212	12.009	12.231	12.127	12.082	12.127	12.133	12.144	11.998	12.065	11.978	12.033	12.078	12.381	12.231	12.046	12.217	12.021	
64.01869394_MZ	Formamide	Un	1.0	None	None	None	None	Formamide is a metabolite used for biological monitoring of workers exposed to N-N-dimethylformamide (DMF).(PMID 7622279). There is a case of significant association between ever having been exposed to DMF and subsequent development of prostate cancer (PMID 2715850).	CH3NO		None	None	None	10.286	10.629	10.106	10.213	10.435	10.024	9.564	10.165	9.535	10.449	9.648	10.046	9.928	10.421	10.155	10.412	9.927	9.456	9.473	10.345	10.498	9.855	9.86	10.143	9.997	9.929	10.133	10.935	9.353	10.105	10.571	9.456	10.419	10.552	10.343	10.51	9.608	10.756	9.767	
65.03921071_MZ	Ethanol	Un	1.0	None	None	None	None	Ethanol is a clear, colorless liquid rapidly absorbed from the gastrointestinal tract and distributed throughout the body. It has bactericidal activity and is used often as a topical disinfectant. It is widely used as a solvent and preservative in pharmaceutical preparations as well as serving as the primary ingredient in alcoholic beverages. Indeed, ethanol has widespread use as a solvent of substances intended for human contact or consumption, including scents, flavorings, colorings, and medicines. Ethanol has a depressive effect on the central nervous system and because of its psychoactive effects, it is considered a drug. Ethanol has a complex mode of action and affects multiple systems in the brain, most notably it acts as an agonist to the GABA receptors. Death from ethanol consumption is possible when blood alcohol level reaches 0.4%. A blood level of 0.5% or more is commonly fatal. Levels of even less than 0.1% can cause intoxication, with unconsciousness often occurring at 0.3-0.4 %. Ethanol is metabolized by the body as an energy-providing carbohydrate nutrient, as it metabolizes into acetyl CoA, an intermediate common with glucose metabolism, that can be used for energy in the citric acid cycle or for biosynthesis. Ethanol within the human body is converted into acetaldehyde by alcohol dehydrogenase and then into acetic acid by acetaldehyde dehydrogenase. The product of the first step of this breakdown, acetaldehyde, is more toxic than ethanol. Acetaldehyde is linked to most of the clinical effects of alcohol. It has been shown to increase the risk of developing cirrhosis of the liver,[77] multiple forms of cancer, and alcoholism. Industrially, ethanol is produced both as a petrochemical, through the hydration of ethylene, and biologically, by fermenting sugars with yeast. Small amounts of ethanol are endogenously produced by gut microflora through anaerobic fermentation. However most ethanol detected in biofluids and tissues likely comes from consumption of alcoholic beverages. Absolute ethanol or anhydrous alcohol generally refers to purified ethanol, containing no more than one percent water. Absolute alcohol is not intended for human consumption. It often contains trace amounts of toxic benzene (used to remove water by azeotropic distillation). Consumption of this form of ethanol can be fatal over a short time period. Generally absolute or pure ethanol is used as a solvent for lab and industrial settings where water will disrupt a desired reaction. Pure ethanol is classed as 200 proof in the USA and Canada, equivalent to 175 degrees proof in the UK system.	C2H6O		None	None	None	9.764	10.085	10.35	10.098	10.338	10.313	10.071	10.386	10.194	9.963	10.697	10.02	10.093	10.405	10.228	10.3	9.683	10.227	10.312	10.028	10.298	10.083	10.147	10.304	9.954	10.303	9.728	9.935	9.965	9.854	9.468	9.482	9.927	10.307	9.61	9.531	10.306	10.385	9.842	
67.01885406_MZ	3-Butyn-1-al	Un	1.0	None	None	None	None	3-Butyn-1-al is an intermediate in Butanoate metabolism (KEGG ID C06145). It is the third to last step in the synthesis and degradation of ketone bodies and is converted from 3-Butyn-1-ol via the enzyme alcohol dehydrogenase (acceptor) [EC:1.1.99.8]. It is then converted to 3-Butynoate via the enzyme aldehyde dehydrogenase (NAD+) [EC:1.2.1.3].	C4H4O		None	None	None	12.335	12.004	12.554	12.281	12.459	12.639	12.389	12.341	12.443	12.512	12.483	12.417	12.766	12.517	11.784	12.306	12.512	12.395	12.261	12.544	12.581	12.276	12.297	12.497	12.244	12.461	12.334	12.411	12.485	12.257	12.217	12.449	12.485	12.673	12.529	12.406	12.667	12.464	12.497	
67.02953357_MZ	Imidazole	Un	1.0	None	None	None	None	Imidazole is a heterocyclic aromatic organic compound. It is further classified as an alkaloid. Imidazole refers to the parent compound C3H4N2, while imidazoles are a class of heterocycles with similar ring structure but varying substituents. This ring system is present in important biological building blocks such as histidine and histamine. Imidazole can act as a base and as a weak acid. Imidazole exists in two tautomeric forms with the hydrogen atom moving between the two nitrogens. Many drugs contain an imidazole ring, such as antifungal drugs and nitroimidazole. Imidazole is a 5 membered planar ring which is soluble in water and polar solvents. Imidazole is a base and an excellent nucleophile. It reacts at the NH nitrogen, attacking alkylating and acylating compounds. It is not particularly susceptible to electrophilic attacks at the carbon atoms, and most of these reactions are substitutions that keep the aromaticity intact. One can see from the resonance structure that the carbon-2 is the carbon most likely to have a nucleophile attack it, but in general nucleophilic substitutions are difficult with imidazole. Imidazole is incorporated into many important biological molecules. The most obvious is the amino acid histidine, which has an imidazole side chain. histidine is present in many proteins and enzymes and plays a vital part in the structure and binding functions of hemoglobin.	C3H4N2		None	None	None	12.018	11.395	11.989	12.112	11.856	12.106	11.801	11.854	11.719	11.865	12.033	11.871	12.021	11.903	11.711	11.7	11.92	11.848	11.827	11.942	12.125	11.891	11.818	11.935	11.65	11.794	11.718	11.955	12.009	11.604	11.959	12.011	11.963	12.241	12.168	12.136	12.149	11.898	12.069	
70.02977243_MZ	Acrylamide	Un	1.0	None	None	None	None	Acrylamide (ACR) is a chemical used in many industries around the world and more recently was found to form naturally in foods cooked at high temperatures. Acrylamide is a neurotoxicant, reproductive toxicant, and carcinogen in animal species. Only the neurotoxic effects have been observed in humans and only at high levels of exposure in occupational settings. The mechanism underlying neurotoxic effects of ACR may be basic to the other toxic effects seen in animals. This mechanism involves interference with the kinesin-related motor proteins in nerve cells or with fusion proteins in the formation of vesicles at the nerve terminus and eventual cell death. Neurotoxicity and resulting behavioral changes can affect reproductive performance of ACR-exposed laboratory animals with resulting decreased reproductive performance. Further, the kinesin motor proteins are important in sperm motility, which could alter reproduction parameters. Effects on kinesin proteins could also explain some of the genotoxic effects on ACR. These proteins form the spindle fibers in the nucleus that function in the separation of chromosomes during cell division. This could explain the clastogenic effects of the chemical noted in a number of tests for genotoxicity and assays for germ cell damage. Other mechanisms underlying ACR-induced carcinogenesis or nerve toxicity are likely related to an affinity for sulfhydryl groups on proteins. Binding of the sulfhydryl groups could inactive proteins/enzymes involved in DNA repair and other critical cell functions. Direct interaction with DNA may or may not be a major mechanism for cancer induction in animals. The DNA adducts that form do not correlate with tumor sites and ACR is mostly negative in gene mutation assays except at high doses that may not be achievable in the diet. All epidemiologic studies fail to show any increased risk of cancer from either high-level occupational exposure or the low levels found in the diet. In fact, two of the epidemiologic studies show a decrease in cancer of the large bowel. A number of risk assessment studies were performed to estimate increased cancer risk. The results of these studies are highly variable depending on the model. There is universal consensus among international food safety groups in all countries that examined the issue of ACR in the diet that not enough information is available at this time to make informed decisions on which to base any regulatory action. Too little is known about levels of this chemical in different foods and the potential risk from dietary exposure. Avoidance of foods containing ACR would result in worse health issues from an unbalanced diet or pathogens from under cooked foods. There is some consensus that low levels of ACR in the diet are not a concern for neurotoxicity or reproductive toxicity in humans, although further research is need to study the long-term, low-level cumulative effects on the nervous system. Any relationship to cancer risk from dietary exposure is hypothetical at this point and awaits more definitive studies. (PMID: 17492525).	C3H5NO		None	None	None	12.105	12.179	11.766	11.897	12.385	11.906	12.179	12.263	11.907	11.845	11.904	11.384	12.318	12.321	12.226	12.132	12.231	12.021	11.658	11.725	12.141	12.087	12.036	12.195	11.841	12.447	11.909	11.88	12.153	14.117	11.988	11.918	11.888	11.855	11.82	12.324	11.746	11.893	12.423	
71.01382126_MZ	Pyruvaldehyde	Un	1.0	None	None	None	None	Pyruvaldehyde is an organic compound used often as a reagent in organic synthesis, as a flavoring agent, and in tanning. It has been demonstrated as an intermediate in the metabolism of acetone and its derivatives in isolated cell preparations, in various culture media, and in vivo in certain animals.	C3H4O2, Malondialdehyde		None	None	None	16.909	16.977	16.859	16.76	17.025	16.981	17.064	17.193	16.895	16.847	17.001	17.097	16.961	17.23	16.831	16.638	17.006	17.051	17.01	16.833	17.05	17.09	16.848	17.258	17.007	17.169	17.052	16.966	16.703	17.056	17.128	16.885	16.695	16.902	17.099	16.92	16.509	16.938	16.543	
71.04981752_MZ	Butanal	Un	1.0	None	None	None	None	Butanal is an organic compound that is the aldehyde analog of butane. It is a colorless flammable liquid with an acrid smell. It is miscible with most organic solvents.(wikipedia). IN man, butanal is a biomarker for oxidative damage to lipids, proteins and DNA. (PubMed ID 15763951 ).	C4H8O, Butanone, tetrahydrofuran		None	None	None	11.185	10.927	11.744	11.426	11.473	11.365	10.89	11.659	11.17	11.174	11.519	11.319	11.315	11.403	11.123	10.899	11.646	11.05	10.825	11.559	11.156	11.272	11.6	11.616	12.045	11.418	11.375	11.495	11.396	11.08	11.48	10.549	11.81	11.332	11.059	11.598	11.602	11.233	11.699	
72.04493457_MZ	Aminoacetone	Un	1.0	None	None	None	None	Threonine dehydrogenase catalyzes the oxidation of threonine by NAD+ to glycine and acetyl-CoA, but when the ratio acetyl-CoA/CoA increases in nutritional deprivation (e.g., in diabetes) the enzyme produces aminoacetone (Chem. Res. Toxicol., 14 (9), 1323 -1329, 2001). Aminoacetone is thought to be a substrate for SSAO (semicarbazide-sensitive amine oxidase), leading to the production of the toxic product methylglyoxal (Journal of Chromatography B. Volume 824, Issues 1-2 , 25 September 2005, Pages 116-122 ).	C3H7NO, 3-Aminopropionaldehyde		None	None	None	11.909	11.743	11.86	12.014	11.769	11.769	11.707	11.767	11.891	11.681	12.137	11.375	11.856	11.936	11.855	11.811	11.903	11.71	11.743	11.842	12.191	12.118	11.881	11.708	11.732	11.918	11.514	11.86	12.164	11.705	11.812	11.557	12.228	11.745	11.904	11.674	11.961	12.298	11.247	
72.99314123_MZ	Glyoxylic acid	Un	1.0	None	None	None	None	Glyoxylic acid or oxoacetic acid is an organic compound that is both an aldehyde and a carboxylic acid. Glyoxylic acid is a liquid with a melting Point of -93 degree centigrade and a boiling Point of 111 degree centigrade. It is an intermediate of the glyoxylate cycle, which enables certain organisms to convert fatty acids into carbohydrates. The conjugate base of gloxylic acid is known as glyoxylate. This compound is an intermediate of the glyoxylate cycle, which enables organisms, such as bacteria, fungi and plants to convert fatty acids into carbohydrates. Glyoxylate is the byproduct of the amidation process in biosynthesis of several amidated peptides. The glyoxylate cycle is a metabolic pathway occurring in plants, and several microorganisms, such as E. coli and yeast. Recent research shows that it is present in vertebrates (including humans) and insects. The glyoxylate cycle allows these organisms to use fats for the synthesis of carbohydrates. [PMID: 16396466].	C2H2O3		None	None	None	13.848	13.953	13.837	13.79	13.913	13.773	13.965	14.128	13.647	13.749	13.926	14.035	13.962	14.023	13.833	13.122	13.764	13.821	13.769	13.665	13.93	14.128	13.674	14.138	13.78	14.054	13.708	13.635	13.709	13.968	13.944	13.748	13.527	13.792	14.005	13.679	13.573	13.89	13.589	
73.02946956_MZ	Propionic acid	Un	1.0	None	None	None	None	Propionic acid (PA) is widely used as an antifungal agent in food. It is present naturally at low levels in dairy products and occurs ubiquitously, together with other short-chain fatty acids (SCFA), in the gastro-intestinal tract of humans and other mammals as an end-product of the microbial digestion of carbohydrates. It has significant physiological activity in animals. PA is irritant but produces no acute systemic effects and has no demonstrable genotoxic potential. (PMID 1628870) Propionic aciduria is one of the most frequent organic acidurias, a disease that comprise many various disorders. The outcome of patients born with Propionic aciduria is poor intellectual development patterns, with 60% having an IQ less than 75 and requiring special education. Successful liver and/or renal transplantations, in a few patients, have resulted in better quality of life but have not necessarily prevented neurological and various visceral complications. These results emphasize the need for permanent metabolic follow-up whatever the therapeutic strategy. (PMID 15868474) Decreased early mortality, less severe symptoms at diagnosis, and more favorable short-term neurodevelopmental outcome were recorded in patients identified through expanded newborn screening. (PMID 16763906).	C3H6O2, Lactaldehyde, Hydroxyacetone, D-Lactaldehyde, 3-Hydroxypropanal		None	None	None	15.774	15.977	15.836	15.322	16.011	16.112	15.71	15.741	15.965	15.873	16.041	16.008	15.864	15.91	15.756	16.129	16.015	15.841	15.855	15.837	15.9	15.896	15.616	16.078	15.987	15.732	15.999	15.882	15.915	15.509	15.924	15.9	16.003	16.099	16.076	16.105	15.84	15.937	15.514	
73.06727298_MZ	1-Butanol	Un	1.0	None	None	None	None	1-Butanol, which is also known as n-butanol or 1-butanol or butyl alcohol (sometimes also called biobutanol when produced biologically), is an alcohol with a 4 carbon structure and the molecular formula of C4H10O. It is primarily used as a solvent, as an intermediate in chemical synthesis, and as a fuel. There are four isomeric structures for butanol. The straight chain isomer with the alcohol at an internal carbon is sec-butanol or 2-butanol. The branched isomer with the alcohol at a terminal carbon is isobutanol, and the branched isomer with the alcohol at the internal carbon is tert-butanol. 1-Butanol is produced in small amounts by gut microbial fermenetation through the butanoate metabolic pathway.	C4H10O, Isobutanol, 2-Butanol		None	None	None	10.844	10.84	10.585	10.954	10.554	10.882	10.452	10.487	10.786	10.954	10.81	10.878	10.755	10.544	10.818	10.88	11.075	10.626	10.823	10.787	10.656	10.598	10.47	10.877	10.65	10.743	10.823	10.785	10.747	10.776	10.577	10.721	10.536	10.826	11.029	11.087	11.23	11.079	11.317	
74.02469911_MZ	Glycine	Un	1.0	None	None	None	None	Glycine is a simple, nonessential amino acid, although experimental animals show reduced growth on low-glycine diets. The average adult ingests 3 to 5 grams of glycine daily. Glycine is involved in the body's production of DNA, phospholipids and collagen, and in release of energy. Glycine levels are effectively measured in plasma in both normal patients and those with inborn errors of glycine metabolism. (http://www.dcnutrition.com/AminoAcids/) Nonketotic hyperglycinaemia (OMIM 606899) is an autosomal recessive condition caused by deficient enzyme activity of the glycine cleavage enzyme system (EC 2.1.1.10). The glycine cleavage enzyme system comprises four proteins: P-, T-, H- and L-proteins (EC 1.4.4.2, EC 2.1.2.10 and EC 1.8.1.4 for P-, T- and L-proteins). Mutations have been described in the GLDC (OMIM 238300), AMT (OMIM 238310), and GCSH (OMIM 238330) genes encoding the P-, T-, and H-proteins respectively. The glycine cleavage system catalyses the oxidative conversion of glycine into carbon dioxide and ammonia, with the remaining one-carbon unit transferred to folate as methylenetetrahydrofolate. It is the main catabolic pathway for glycine and it also contributes to one-carbon metabolism. Patients with a deficiency of this enzyme system have increased glycine in plasma, urine and cerebrospinal fluid (CSF) with an increased CSF: plasma glycine ratio. (PMID 16151895).	C2H5NO2		None	None	None	16.764	16.13	15.837	15.917	15.889	16.328	16.229	16.434	15.482	15.042	15.621	15.031	15.837	15.241	16.794	16.452	15.768	16.058	16.69	14.544	15.774	16.086	15.779	15.784	15.287	16.323	16.453	15.489	15.926	16.485	16.193	16.35	14.877	15.496	15.319	16.122	15.733	15.044	15.267	
75.00881472_MZ	Glycolic acid	Un	1.0	None	None	None	None	Glycolic acid (or hydroxyacetic acid) is the smallest alpha-hydroxy acid (AHA). In its pure form, glycolic acid is a colorless crystalline solid. Due to its excellent capability to penetrate skin, glycolic acid finds applications in skin care products, most often as a chemical peel. Glycolic acid is also used for tattoo removal.	C2H4O3		None	None	None	13.387	13.607	13.541	13.814	13.284	13.729	13.127	13.354	13.449	13.686	13.608	13.748	13.771	13.656	13.0	13.327	13.21	13.303	13.367	13.758	13.493	13.488	13.277	13.487	13.69	13.17	13.178	13.636	13.986	13.226	13.118	13.214	13.751	13.568	13.926	13.528	13.239	13.653	13.209	
75.04456014_MZ	(S)-Propane-1,2-diol	Un	1.0	None	None	None	None	(S)-Propane-1,2-diol is a clear, colorless, viscous organic solvent and diluent used in pharmaceutical preparations.	C3H8O2		None	None	None	11.253	11.453	10.671	11.179	10.984	10.908	10.783	10.752	11.118	11.126	10.757	10.924	11.031	11.056	11.073	10.562	11.221	11.115	11.014	11.164	11.058	11.048	10.997	11.183	11.138	10.997	11.02	11.33	11.025	10.974	10.874	11.145	11.275	10.763	10.985	11.029	11.053	11.036	10.983	
77.00754023_MZ	Dimethyl sulfoxide	Un	1.0	None	None	None	None	Dimethyl sulfoxide (DMSO) is a key dipolar aprotic solvent. It is less toxic than other members of this class: dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, HMPA. Dimethyl sulfoxide is the chemical compound (CH3)2SO. This colorless liquid is an important dipolar aprotic solvent. It is readily miscible in a wide range of organic solvents as well as water. It has a distinctive property of penetrating the skin very readily, allowing the handler to taste it. Some describe it as an oyster-like taste, others claim it tastes like garlic. DMSO is also employed as a rinsing agent in the electronics industry and, in its deuterated form (DMSO-d6), is a useful solvent in NMR due to its ability to dissolve a wide range of chemical compounds and its minimal interference with the sample signals. In cryobiology DMSO has been used as a cryoprotectant and is still an important constituent of cryoprotectant vitrification mixtures used to preserve organs, tissues, and cell suspensions. It is particularly important in the freezing and long-term storage of embryonic stem cells and hematopoietic stem cell, which are often frozen in a mixture of 10% DMSO and 90% fetal calf serum. As part of an autologous bone marrow transplant the DMSO is re-infused along with the patient's own hematopoietic stem cell. Dimethyl sulfoxide is a by-product of wood pulping. One of the leading suppliers of DMSO is the Gaylord company in the USA. DMSO is frequently used as solvent in a number of chemical reactions. In particular it is an excellent reaction solvent for SN2 alkylations: it is possible to alkylate indoles with very high yields using potassium hydroxide as the base and a similar reaction also occurs with phenols. DMSO can be reacted with methyl iodide to form a sulfoxonium ion which can be reacted with sodium hydride to form a sulfur ylide. The methyl groups of DMSO are somewhat acidic in character (pKa=35) due to the stabilization of the resultant anions by the sulfoxide group.	C2H6OS		None	None	None	11.612	11.328	11.384	11.613	11.166	11.568	11.164	11.376	11.279	11.235	11.567	11.298	11.34	11.409	11.129	11.39	11.302	11.273	11.194	11.308	11.564	11.421	11.234	11.167	11.51	11.396	11.419	11.466	11.481	11.297	10.983	11.407	11.572	11.486	11.572	11.616	11.764	11.31	11.462	
77.03962129_MZ	Benzene	Un	1.0	None	None	None	None	Benzene is a toxic, volatile, flammable liquid hydrocarbon biproduct of coal distillation. Chronic benzene exposure produces hematotoxicity, bone marrow dysplasia (Displasia is a pre-neoplastic or pre-cancerous change). (PMID 16183116). It is used as an industrial solvent in paints, varnishes, lacquer thinners, gasoline, etc. Benzene causes central nervous system damage acutely and is carcinogenic. It was formerly used as parasiticide.	C6H6		None	None	None	12.551	12.605	12.91	12.215	12.12	12.758	12.895	12.949	12.064	12.108	11.915	11.129	12.385	12.729	12.131	12.984	12.66	12.741	12.046	11.187	11.852	12.914	12.097	12.747	11.167	12.553	12.96	11.137	12.421	13.068	12.133	12.643	10.946	12.088	11.256	12.606	12.02	10.674	11.888	
78.03521821_MZ	Pyridine	Un	1.0	None	None	None	None	Pyridine is a clear liquid with an odor that is sour, putrid, and fish-like. It is a relatively simple heterocyclic aromatic organic compound that is structurally related to benzene, with one CH group in the six-membered ring replaced by a nitrogen atom. Pyridine is obtained from crude coal tar or is synthesized from acetaldehyde, formaldehyde and ammonia. Pyridine is often used as a denaturant for antifreeze mixtures, for ethyl alcohol, for fungicides, and as a dyeing aid for textiles. It is a harmful substance if inhaled, ingested or absorbed through the skin. In particular, it is known to reduce male fertility and is considered carcinogenic. Common symptoms of acute exposure to pyridine include: headache, coughing, asthmatic breathing, laryngitis, nausea and vomiting. -- Wikipedia.	C5H5N		None	None	None	9.745	8.935	9.277	9.379	9.573	9.597	9.639	9.083	9.105	9.82	10.086	9.517	9.734	9.129	9.081	9.313	9.24	9.2	9.318	9.276	9.055	9.421	9.189	9.344	9.468	9.165	9.665	9.277	9.994	9.353	9.373	9.666	9.067	9.63	9.144	9.464	9.613	9.651	9.421	
83.05001724_MZ	3-Methyl-2-butenal	Un	1.0	None	None	None	None	3-Methyl-2-butenal is derivative of acrolein that is an alpha, beta unsaturated carbonyl metabolite. It can be formed endogenously during lipid peroxidation or after oxidative stress, and is considered to play an important role in human carcinogenesis. The endogenously formed acroleins are a constant source of DNA damage, can lead to mutation and can also induce tumors in humans. (PMID: 8319634). 3-methyl-2-butenal, which is an unsaturated aldehyde bearing substitution at the alkene terminus, is a poor inactivator of the enzymes protein tyrosine phosphatases (PTPs). The inactivation of PTPs can yield profound biological consequences arising from the disruption of cellular signaling pathways (PMID: 17655273).	C5H8O, Methyl propenyl ketone		None	None	None	11.747	11.793	12.263	11.967	11.693	11.806	11.761	11.831	11.836	11.692	12.057	11.43	11.826	11.917	11.317	11.244	11.579	11.911	11.506	11.673	11.677	11.723	11.717	11.882	11.584	11.652	11.578	11.313	11.982	11.188	11.324	11.583	11.669	11.771	11.529	11.654	11.82	11.618	11.665	
84.04546797_MZ	2-Pyrrolidinone	Un	1.0	None	None	None	None	2-Pyrrolidinone is a lactam cyclization product of gamma-aminobutyric acid (GABA). (PMID 10332870). Vigabatrin (VGB, an antiepileptic drug) increases human brain gamma-aminobutyric acid (GABA) and the related metabolites, including 2-pyrrolidinone. Patients taking VGB are expected to have an increase of these metabolites. (PMID 10403220, 10840398). 2-Pyrrolidone is an organic compound consisting of a five-membered lactam. It is a colorless liquid which is used in industrial settings as a high-boiling non-corrosive polar solvent for a wide variety of applications. It is miscible with a wide variety of other solvents including water, ethanol, diethyl ether, chloroform, benzene, ethyl acetate and carbon disulfide. -- Wikipedia.	C4H7NO		None	None	None	12.479	12.178	12.211	12.317	12.269	12.278	12.277	12.631	12.243	12.034	12.55	12.422	12.286	12.313	12.377	12.693	12.416	12.249	12.551	12.13	12.218	12.415	12.194	12.389	12.498	12.224	12.522	12.229	12.237	12.468	12.275	12.468	12.305	12.291	12.607	12.596	12.098	12.266	12.135	
85.02952458_MZ	Diacetyl	Un	1.0	None	None	None	None	Diacetyl is a natural by-product of secondary or malolactic fermentation. It is a vicinal diketone (two C=O groups, side-by-side) with the molecular formula C4H6O2. Carrier of aroma of butter, vinegar, coffee, and other foods. Beer sometimes undergoes a diacetyl rest, which entails waiting two or three days after fermentation is complete, to allow the yeast to absorb the diacetyl it produced earlier in the fermentation cycle. The makers of some wines, such as chardonnay, deliberately promote the production of diacetyl because of the feel and flavors it imparts.	C4H6O2, But-2-enoic acid, Oxolan-3-one		None	None	None	15.806	15.516	15.739	15.472	15.766	16.304	15.739	15.501	15.766	15.929	15.857	15.946	15.813	15.869	15.382	16.048	15.985	15.76	15.92	15.659	15.773	15.486	15.45	15.917	15.79	15.587	15.991	15.818	15.937	15.526	15.556	15.597	15.859	15.874	16.065	15.927	15.667	15.669	15.25	
85.06578237_MZ	Iso-Valeraldehyde	Un	1.0	None	None	None	None	iso-Valeraldehyde is an oxygenated (aldehyde) volatile organic compounds (VOC), normally found in humans, particularly in the gut. iso-Valeraldehyde is a leucine degradation product that has been found in elevated concentrations in some cases of hepatic encephalopathy, however not significantly. Fermentation of carbohydrates in the gut produces ethanoic, propionic, butanoic, pentanoic, and hexanoic acid acids, particularly by Bacteroides, although it is possible that some of the iso-Valeraldehyde is of dietetic origin. iso-Valeraldehyde has been found to be a normal component of the chemical profile of cheddar cheese, spirits (beer, rum, sake, wine). (PMID: 17314143, 18275147, 18175918, 16899660).	C5H10O		None	None	None	10.173	10.083	10.452	10.418	10.121	10.09	10.16	10.413	10.247	10.109	10.101	9.996	9.974	10.232	10.012	9.696	9.822	9.879	9.908	10.11	10.192	10.405	10.115	10.121	9.825	10.011	10.0	10.021	10.423	9.921	9.705	10.085	9.648	10.138	9.949	9.997	10.105	10.437	10.06	
86.02489067_MZ	2-Aminoacrylic acid	Un	1.0	None	None	None	None	Dehydroalanine (or (alpha)-(beta)-di-dehydroalanine) is an uncommon amino acid found in peptides of microbial origin (an unsaturated amino acid).	C3H5NO2		None	None	None	13.228	12.863	12.684	12.686	12.519	12.907	12.963	12.869	12.482	12.443	12.646	12.47	12.8	12.437	13.109	12.992	12.748	13.062	13.32	12.008	12.654	12.746	12.608	12.629	12.293	12.905	13.079	12.853	12.327	13.182	12.803	13.056	12.578	12.716	12.499	12.887	12.728	12.48	12.91	
87.00865528_MZ	Pyruvic acid	Un	1.0	None	None	None	None	Pyruvic acid is an intermediate compound in the metabolism of carbohydrates, proteins, and fats. In thiamine deficiency, its oxidation is retarded and it accumulates in the tissues, especially in nervous structures. (From Stedman, 26th ed.) Biological Source: Intermediate in primary metabolism including fermentation processes. Present in muscle in redox equilibrium with Lactic acid. A common constituent, as a chiral cyclic acetal linked to saccharide residues, of bacterial polysaccharides. Isolated from cane sugar fermentation broth and peppermint. Constituent of Bauhinia purpurea, Cicer arietinum (chickpea), Delonix regia, Pisum sativum (pea) and Trigonella caerulea (sweet trefoil) Use/Importance: Reagent for regeneration of carbonyl compdounds from semicarbazones, phenylhydrazones and oximes. Flavoring ingredient (Dictionary of Organic Compounds).	C3H4O3, Malonic semialdehyde		None	None	None	17.983	18.459	18.162	18.61	18.146	17.942	17.954	18.206	17.941	17.627	17.882	17.891	18.019	18.19	18.151	17.917	18.23	18.266	18.098	17.463	18.025	18.229	18.397	18.186	18.338	18.548	18.123	18.067	17.571	17.932	18.817	18.297	18.038	18.289	17.95	18.073	17.832	17.614	17.792	
87.04518183_MZ	Butyric acid	Un	1.0	None	None	None	None	Butyric acid, a four-carbon fatty acid, is formed in the human colon by bacterial fermentation of carbohydrates (including dietary fiber), and putatively suppresses colorectal cancer (CRC). Butyrate has diverse and apparently paradoxical effects on cellular proliferation, apoptosis and differentiation that may be either pro-neoplastic or anti-neoplastic, depending upon factors such as the level of exposure, availability of other metabolic substrate and the intracellular milieu. In humans, the relationship between luminal butyrate exposure and CRC has been examined only indirectly in case-control studies, by measuring fecal butyrate concentrations, although this may not accurately reflect effective butyrate exposure during carcinogenesis. Perhaps not surprisingly, results of these investigations have been mutually contradictory. The direct effect of butyrate on tumorigenesis has been assessed in a no. of in vivo animal models, which have also yielded conflicting results. In part, this may be explained by methodology: differences in the amount and route of butyrate administration, which are likely to significantly influence delivery of butyrate to the distal colon. (PMID: 16460475) Butyric acid is a carboxylic acid found in rancid butter, parmesan cheese, and vomit, and has an unpleasant odor and acrid taste, with a sweetish aftertaste (similar to ether). Butyric acid is a fatty acid occurring in the form of esters in animal fats and plant oils. Interestingly, low-molecular-weight esters of butyric acid, such as methyl butyrate, have mostly pleasant aromas or tastes. As a consequence, they find use as food and perfume additives. Butyrate is produced as end-product of a fermentation process solely performed by obligate anaerobic bacteria.	C4H8O2, Isobutyric acid		None	None	None	12.951	13.049	13.304	13.041	12.777	12.718	12.833	12.956	12.547	12.755	12.736	12.726	13.73	12.955	12.72	12.87	12.68	12.885	12.849	12.307	12.508	12.872	12.563	12.97	12.45	12.627	12.622	12.549	12.688	12.502	12.74	12.897	12.728	12.615	12.67	12.828	12.548	12.51	12.55	
88.04051410_MZ	L-Alanine	Un	1.0	None	None	None	None	Alanine is a nonessential amino acid made in the body from the conversion of the carbohydrate pyruvate or the breakdown of DNA and the dipeptides carnosine and anserine. It is highly concentrated in muscle and is one of the most important amino acids released by muscle, functioning as a major energy source. Plasma alanine is often decreased when the BCAA (Branched Chain Amino Acids) are deficient. This finding may relate to muscle metabolism. Alanine is highly concentrated in meat products and other high-protein foods like wheat germ and cottage cheese. Alanine is an important participant as well as regulator in glucose metabolism. Alanine levels parallel blood sugar levels in both diabetes and hypoglycemia, and alanine reduces both severe hypoglycemia and the ketosis of diabetes. It is an important amino acid for lymphocyte reproduction and immunity. Alanine therapy has helped dissolve kidney stones in experimental animals. Normal alanine metabolism, like that of other amino acids, is highly dependent upon enzymes that contain vitamin B6. Alanine, like GABA, taurine and glycine, is an inhibitory neurotransmitter in the brain. http://www.dcnutrition.com/AminoAcids/).	C3H7NO2, Beta-Alanine, Sarcosine		None	None	None	18.238	18.984	17.525	16.93	18.619	18.874	18.237	18.614	17.893	17.629	18.484	18.313	18.617	18.947	18.878	18.313	18.246	18.435	18.537	18.277	18.734	18.373	17.869	18.724	18.156	18.314	18.155	19.1	18.994	18.863	18.254	17.785	17.632	17.795	18.442	18.168	17.473	18.683	17.826	
88.98799573_MZ	Oxalic acid	Un	1.0	None	None	None	None	Oxalic acid is a strong dicarboxylic acid occurring in many plants and vegetables. It is produced in the body by metabolism of glyoxylic acid or ascorbic acid. It is not metabolized but excreted in the urine. It is used as an analytical reagent and general reducing agent. -- Pubchem; Oxalic acid (IUPAC name: ethanedioic acid, formula H2C2O4) is a dicarboxylic acid with structure (HOOC)-(COOH). Because of the joining of two carboxyl groups, this is one of the strongest organic acids. It is also a reducing agent. The anions of oxalic acid as well as its salts and esters are known as oxalates. -- Wikipedia; Bodily oxalic acid may also be synthesized via the metabolism of either glyoxylic acid or unused ascorbic acid (vitamin C), which is a serious health consideration for long term megadosers of vitamin C supplements. 80% of kidney stones are formed from calcium oxalate. Some Aspergillus species produce oxalic acid, which reacts with blood or tissue calcium to precipitate calcium oxalate. There is some preliminary evidence that the administration of probiotics can affect oxalic acid excretion rates (and presumably oxalic acid levels as well.) -- Wikipedia.	C2H2O4		None	None	None	11.373	11.08	11.666	11.381	11.297	11.301	11.481	11.972	11.349	11.412	11.315	11.092	11.439	11.325	10.807	10.481	11.046	11.391	11.429	11.636	11.534	11.546	11.643	11.859	11.847	11.096	10.805	11.228	11.916	11.286	9.924	10.894	11.108	11.327	11.299	11.4	11.58	11.768	11.643	
89.02459351_MZ	L-Lactic acid	Un	1.0	None	None	None	None	Lactic acid plays a role in several biochemical processes and is produced in the muscles during intense activity. Lactate measurement in the critically ill has been traditionally used to stratify patients with poor outcome. However, plasma lactate levels are the result of a finely tuned interplay of factors that affect the balance between its production and its clearance. When the oxygen supply does not match its consumption, organisms such as man who are forced to produce ATP for their integrity adapt in many different ways up to the point when energy failure occurs. Lactate, being part of the adaptive response, may then be used to assess the severity of the supply/demand imbalance. In such a scenario, the time to intervention becomes relevant: early and effective treatment may allow the cell to revert to a normal state, as long as the oxygen machinery (i.e. mitochondria) is intact. Conversely, once the mitochondria are deranged, energy failure occurs even in the presence of normoxia. The lactate increase in critically ill patients may therefore be viewed as an early marker of a potentially reversible state. (PMID 16356243) A number of studies have demonstrated that malignant transformation is associated with an increase in glycolytic flux and in anaerobic and aerobic cellular lactate excretion. Using quantitative bioluminescence imaging in various primary carcinomas in patients (uterine cervix, head and neck, colorectal region) at first diagnosis of the disease, lactate concentrations in tumors in vivo could be relatively low or extremely high (up to 40 micromol/g) in different individual tumors or within the same lesion. In all tumor entities investigated, high molar concentrations of lactate were correlated with a high incidence of distant metastasis already in an early stage of the disease. Low lactate tumors (< median of approximately 8 micromol/g) were associated with both a longer overall and disease free survival compared to high lactate lesions (lactate > approximately 8 micromol/g). Lactate dehydrogenase was found to be upregulated in most of these tumors compared to surrounding normal tissue. (PMID 15279558).	C3H6O3, Hydroxypropionic acid, Glyceraldehyde, Dihydroxyacetone		None	None	None	20.49	20.412	20.036	19.923	20.536	21.517	20.365	20.506	20.489	20.468	20.607	21.011	20.612	20.442	20.876	21.031	20.657	20.641	20.78	20.393	20.813	20.274	19.832	20.639	20.958	20.239	20.823	20.934	21.028	20.761	20.941	20.283	20.759	20.541	20.441	20.934	20.17	20.323	19.596	
92.05059939_MZ	Aniline	Un	1.0	None	None	None	None	Aniline is an organic chemical compound, specifically a primary aromatic amine. It consists of a benzene ring attached to an amino group. Aniline is oily and, although colorless, it can be slowly oxidized and resinified in air to form impurities which can give it a red-brown tint. Its boiling point is 184 degree centigrade and its melting point is -6 degree centegrade. It is a liquid at room temperature. Like most volatile amines, it possesses a somewhat unpleasant odour of rotten fish, and also has a burning aromatic taste; it is a highly acrid poison. It ignites readily, burning with a large smoky flame. Aniline reacts with strong acids to form salts containing the anilinium (or phenylammonium) ion (C6H5-NH3+), and reacts with acyl halides (such as acetyl chloride (ethanoyl chloride), CH3COCl) to form amides. The amides formed from aniline are sometimes called anilides, for example CH3-CO-NH-C6H5 is acetanilide, for which the modern name is N-phenyl ethanamide. Like phenols, aniline derivatives are highly reactive in electrophilic substitution reactions. For example, sulfonation of aniline produces sulfanilic acid, which can be converted to sulfanilamide. Sulfanilamide is one of the sulfa drugs which were widely used as antibacterial in the early 20th century. Aniline was first isolated from the destructive distillation of indigo in 1826 by Otto Unverdorben. In 1834, Friedrich Runge isolated from coal tar a substance which produced a beautiful blue color on treatment with chloride of lime; this he named kyanol or cyanol. In 1841, C. J. Fritzsche showed that by treating indigo with caustic potash it yielded an oil, which he named aniline, from the specific name of one of the indigo-yielding plants, Indigofera anil, anil being derived from the Sanskrit, dark-blue.	C6H7N		None	None	None	12.009	12.177	12.063	11.969	11.996	11.87	12.149	12.272	11.918	12.086	12.089	12.156	12.17	12.103	12.024	12.133	12.016	12.03	12.077	12.14	12.013	12.317	12.101	12.076	11.824	12.069	12.174	11.896	12.109	11.994	11.818	11.994	11.857	12.03	11.914	12.103	12.128	11.814	11.946	
92.98445263_MZ	Dimethyldisulfide	Un	1.0	None	None	None	None	Dimethyldisulfide is a volatile organic compound. Methyl disulfide is occasionally found as a volatile component of normal human breath and biofluids. Dimethyldisulfide is one of the representative volatile components found in oral malodor. Dimethyldisulfide concentrations in breath is a practical noninvasive way to assess recent exposure to sulfur compounds in sulfate pulp mills, and therefore it should be applicable to workplaces contaminated. (PMID: 5556886, 14691119, 11236158, 8481097).	C2H6S2		None	None	None	10.331	13.004	11.194	10.12	9.333	11.894	10.299	10.151	10.327	9.641	10.461	11.192	9.923	9.514	12.13	11.229	10.879	10.456	11.459	10.752	11.195	10.719	11.438	10.509	10.226	11.18	10.33	10.289	11.866	11.602	11.71	10.506	10.619	11.959	10.904	10.365	11.034	10.861	11.468	
93.03490045_MZ	Phenol	Un	1.0	None	None	None	None	Phenol, is a toxic, colourless crystalline solid with a sweet tarry odor that resembles a hospital smell. It is commonly used as an antiseptic and disinfectant. It is active against a wide range of micro-organisms including some fungi and viruses, but is only slowly effective against spores. It has been used to disinfect skin and to relieve itching. Phenol is also used in the preparation of cosmetics including sunscreens, hair dyes, and skin lightening preparations. It is also used in the production of drugs (it is the starting material in the industrial production of aspirin), weedkillers, and synthetic resins. Phenol can be found in areas with high levels of motor traffic, therefore, people living in crowded urban areas are frequently exposed to traffic-derived phenol vapor. The average (mean +/- SD) phenol concentration in urine among normal individuals living in urban areas is 7.4 +/- 2.2 mg/g of creatinine. Exposure of the skin to concentrated phenol solutions causes chemical burns which may be severe; in laboratories where it is used, it is usually recommended that polyethylene glycol solution is kept available for washing off splashes. Notwithstanding the effects of concentrated solutions, it is also used in cosmetic surgery as an exfoliant, to remove layers of dead skin (Wikipedia). In some bacteria phenol can be directly synthesized from tyrosine via the enzyme tyrosine phenol-lyase [EC:4.1.99.2].	C6H6O		None	None	None	15.223	15.261	15.376	15.266	15.112	15.411	15.438	15.413	15.461	15.278	15.523	15.078	15.226	15.59	14.961	15.522	15.428	15.42	15.145	15.112	15.204	15.441	15.314	15.495	15.049	15.289	15.345	15.036	15.353	15.282	15.08	15.2	14.84	15.019	15.11	15.497	15.123	15.123	15.146	
96.96953796_MZ	Phosphoric acid	Un	1.0	None	None	None	None	Phosphoric acid, also known as orthophosphoric acid or phosphoric(V) acid, is a mineral acid with the chemical formula H3PO4. Alternatively, orthophosphoric acid molecules can combine with themselves to form a variety of compounds referred to as phosphoric acids in a more general way. For a discussion of these, see Phosphoric acids and Phosphates. Appears to exist only as a food additive and produced synthetically. --Wikipedia.	H3O4P		None	None	None	19.021	19.202	19.343	19.138	19.306	19.424	19.19	19.138	19.441	19.154	18.979	19.13	19.234	19.446	18.981	19.219	19.469	19.266	19.13	19.075	19.233	18.941	19.422	19.233	19.007	19.423	19.259	19.128	19.347	19.232	19.073	19.096	18.969	19.348	19.339	19.185	19.314	18.992	18.839	
97.06560871_MZ	Cyclohexanone	Un	1.0	None	None	None	None	Cyclohexanone is a colorless oily liquid with an odor resembling acetone and peppermint. Cyclohexanone is occasionally found as a volatile component of human urine. Biological fluids such as blood and urine have been shown to contain a large number of components, some of them volatiles (low boiling point) apparently present in all individuals, while others such are much more variable. In some cases differences up to an order of magnitude are observed. Although some of these changes may have dietary origins, others seem to be characteristic of the individual. Cyclohexanone is obtained through oxidation of cyclohexane or dehydrogenation of phenol. Approx. 95% of its manufacturing is used for the production of nylon. Information on toxicity to human beings is fragmentary. Acute exposure is characterized by irritation of the eyes, nose, and throat. In two persons, drowsiness and renal impairment were found; however, these workers were also exposed to other compounds. Hepatic disorders were found in a group of workers exposed for over five years. In animals, cyclohexanone is characterized by relatively low acute toxicity (DL50 by intragastric administration is approximately 2 g/kg body wt.). Effects on the central nervous system (CNS) were found (narcosis), as well as irritation of the eyes and skin. Following multiple administration, effects were found in the CNS, liver, and kidneys as well as irritation of the conjunctiva. Mutagenic and genotoxic effects were found, but no teratogenic effects were detected; however, there were embryotoxic effects and influence on reproduction Cyclohexanone is well absorbed through the skin, respiratory tract, and alimentary tract. The main metabolic pathway leads to cyclohexanol, which is excreted in urine coupled with glucuronic acid. A high correlation was found between the concentration of cyclohexanone in the working environment and its concentration in urine. Cyclohexanone is formed from the hydrocarbons cyclohexane and 1-, 2-, and 3-hexanol. A patient's case report documents the development of anosmia (an olfactory disorder) and rhinitis caused by occupational exposure to organic solvents, including cyclohexanone (PMID: 10476412, 16925936, 16477465).	C6H10O		None	None	None	13.447	13.509	14.321	13.311	13.753	13.726	13.722	14.056	13.33	13.364	13.58	12.963	13.496	14.003	13.392	13.607	13.593	14.148	13.232	13.13	13.768	13.926	13.331	13.82	13.112	13.589	13.493	13.098	13.666	13.274	13.139	13.674	13.144	13.233	12.998	13.439	13.359	13.266	13.461	
98.00694510_MZ	Allyl isothiocyanate	Un	1.0	None	None	None	None	Allyl isothiocyanate is a volatile organic compound. Allyl isothiocyanate (AITC) is a constituent of mustard, horseradish and wasabi and certain vegetables found in the human diet, mostly in cruciferous vegetables. AITC is a colorless to pale yellow liquid that is slightly soluble in water, but well soluble in most organic solvents. AITC possesses numerous biochemical and physiological activities. It is cytotoxic and tumorigenic at high doses and also is a modulator of enzymes involved in metabolism of xenobiotics, including carcinogens. It is plausible that the wide consumption of dietary AITC may have profound effects on human health. oxidative DNA damage may play important roles in carcinogenic processes induced by AITC. Allergic contact dermatitis from AICT is well known but infrequently reported. AITC is occasionally found as a volatile component of normal human biofluids. (PMID: 5556886, 8222057, 8000299, 10754276, 15373848).	C4H5NS		None	None	None	12.684	12.502	12.818	12.827	12.593	12.578	12.868	13.089	13.16	12.579	12.398	12.578	12.853	12.383	12.788	12.853	13.441	12.676	12.518	12.731	13.203	12.943	14.23	14.522	12.763	15.018	12.86	12.623	12.679	12.815	13.024	12.667	13.013	13.204	12.682	12.673	13.112	12.858	12.649	
99.08230253_MZ	4-Methylpentanal	Un	1.0	None	None	None	None	4-Methylpentanal is an intermediate in the metabolism of C21-Steroid hormone. It is a substrate for Cytochrome P450 11A1 (mitochondrial).	C6H12O, Hexanal, 3-Hexanone, Methyl isobutyl ketone, 2-Oxohexane, Ethyl isopropyl ketone		None	None	None	12.187	12.615	12.679	12.469	12.913	13.274	12.605	12.383	12.764	12.829	13.456	12.99	12.681	13.007	12.421	12.26	12.436	12.126	12.246	12.756	13.009	12.549	12.408	12.694	12.741	12.63	12.251	12.592	12.973	12.173	12.363	12.204	12.9	12.36	12.76	12.596	12.642	13.288	12.554	
100.0767784_MZ	5-Aminopentanal	Un	1.0	None	None	None	None	The aminoaldehydes 5-aminopentanal, derived from the oxidation of the diamines putrescine and cadaverine,is produced utilizing a copper amine oxidase (CAO) from Euphorbia characias latex and tested with in vitro cultivation of Leishmania infantum promastigotes.Whereas the aminoaldehydes derived from the oxidation of the diamines were stimulating factors for growth of Leishmania infantum promastigotes, the aldehydes derived from polyamines oxidation had a drastic inhibitory effect on the vitality and growth of these parasites. Thus, a double scenario arises, showing the use of aldehydes from diamines to obtain a large number of organisms of Leishmania infantum promastigotes to use in serological studies, whereas the aldehydes derived from polyamines could be used as a new strategy for therapeutic treatment against these parasites.	C5H11NO		None	None	None	12.332	12.456	12.238	11.951	12.309	12.069	12.083	11.592	12.36	12.233	11.407	11.314	12.873	12.416	12.618	12.92	11.691	11.924	11.401	11.725	12.187	11.527	12.83	12.218	10.836	11.969	11.824	12.505	12.236	11.803	12.575	11.306	11.156	11.56	12.006	12.151	11.503	11.586	11.58	
101.0245480_MZ	Acetoacetic acid	Un	1.0	None	None	None	None	Acetoacetic acid is a weak organic acid and can be produced in the human liver under certain conditions of poor metabolism leading to excessive fatty acid breakdown (diabetes mellitus leading to diabetic ketoacidosis), it is then partially converted to acetone by decarboxylation and excreted either in urine or through respiration. Persistent mild hyperketonemia is a common finding in newborns. These compounds serve as an indispensable source of energy for extrahepatic tissues, especially the brain and lung of developing rats. Another important function of ketone bodies is to provide acetoacetyl-CoA and acetyl-CoA for synthesis of cholesterol, fatty acids, and complex lipids. During the early postnatal period, acetoacetate (AcAc) and beta-hydroxybutyrate are preferred over glucose as substrates for synthesis of phospholipids and sphingolipids in accord with requirements for brain growth and myelination. Thus, during the first 2 wk of postnatal development, when the accumulation of cholesterol and phospholipids accelerates, the proportion of ketone bodies incorporated into these lipids increases. On the other hand, an increased proportion of ketone bodies are utilized for cerebroside synthesis during the period of active myelination. In the lung, AcAc serves better than glucose as a precursor for the synthesis of lung phospholipids. The synthesized lipids, particularly dipalmityl phosphatidylcholine, are incorporated into surfactant, and thus have a potential role in supplying adequate surfactant lipids to maintain lung function during the early days of life. (PMID 3884391) The acid is also present in the metabolism of those undergoing starvation or prolonged physical exertion as part of gluconeogenesis. When ketone bodies are measured by way of urine concentration, acetoacetic acid, along with beta-hydroxybutyric acid or acetone, is what is detected.	C4H6O3, 2-Ketobutyric acid, Acetoacetic acid, 2-Methyl-3-oxopropanoic acid, Succinic acid semialdehyde, (S)-Methylmalonic acid semialdehyde, 4-Hydroxycrotonic acid		None	None	None	16.708	16.583	16.707	16.656	16.672	17.099	16.676	16.494	16.785	16.892	16.891	16.854	16.776	16.903	16.494	16.762	16.896	16.744	16.797	16.729	16.801	16.564	16.542	16.932	16.753	16.737	16.841	16.848	16.932	16.593	16.614	16.64	16.771	16.804	17.186	16.924	16.69	16.686	16.572	
101.0608791_MZ	Valeric acid	Un	1.0	None	None	None	None		C5H10O2, Isovaleric acid		None	None	None	13.825	13.948	13.875	13.807	13.356	13.637	13.527	13.97	13.397	13.647	13.566	13.594	13.901	13.749	13.511	13.917	13.48	13.681	13.606	13.452	13.573	14.075	13.288	13.879	13.179	13.527	13.61	13.449	13.82	13.471	13.395	13.517	13.517	13.529	13.58	13.794	13.365	13.536	13.484	
102.0196529_MZ	3-Oxoalanine	Un	1.0	None	None	None	None	Human lysosomal arylsulfate A (ASA) is a member of the sulfatase family which requires the posttranslational oxidation of thiol group of a cysteine that is conserved among all eukaryotic sulfatases, yielding 2-formylglycine. (PMID: 9521684).	C3H5NO3, Pyruvatoxime		None	None	None	10.668	10.514	10.236	10.769	10.997	10.79	10.481	10.51	10.299	10.479	10.531	10.105	10.598	10.973	10.693	10.575	10.674	10.326	10.138	10.143	10.47	10.665	10.414	10.904	10.189	10.45	10.181	10.152	10.586	10.298	11.157	10.319	10.316	10.096	10.315	10.702	10.458	10.272	10.576	
102.0468342_MZ	5-Aminoimidazole	Un	1.0	None	None	None	None	Because of its ability to mimic a low energy status of the cell, the cell-permeable nucleoside 5-aminoimidazole-4-carboxamide (AICA) riboside was proposed as an antineoplastic agent switching off major energy-consuming processes associated with the malignant phenotype (lipid production, DNA synthesis, cell proliferation, cell migration, etc.). Key to the antineoplastic action of AICA riboside is its conversion to ZMP, an AMP mimetic that at high concentrations activates the AMP-activated protein kinase (AMPK). (PMID: 16985054).	C3H5N3		None	None	None	8.482	8.313	8.719	8.204	8.673	8.898	8.865	8.448	8.699	8.756	8.643	8.852	8.66	8.865	8.623	8.647	8.344	8.013	8.592	8.615	8.804	8.537	8.645	9.045	8.335	8.397	8.616	8.879	8.563	8.582	8.772	8.28	8.028	8.132	9.204	8.734	8.474	8.594	8.654	
102.0559894_MZ	Dimethylglycine	Un	1.0	None	None	None	None	Dimethylglycine (DMG) is an amino acid derivative found in the cells of all plants and animals and can be obtained in the diet in small amounts from grains and meat. The human body produces DMG when metabolizing choline into Glycine. Dimethylglycine that is not metabolized in the liver is transported by the circulatory system to body tissue. Dimethylglycine was popular with Russian athletes and cosmonauts owing to its reputed ability to increase endurance and reduce fatigue. DMG is also a byproduct of homocysteine metabolism. Homocysteine and betaine are converted to methionine and N, N-dimethylglycine by betaine-homocysteine methyltransferase.	C4H9NO2, Gamma-Aminobutyric acid, L-Alpha-aminobutyric acid, 2-Aminoisobutyric acid, (S)-b-aminoisobutyric acid, (R)-b-aminoisobutyric acid, 3-Aminoisobutanoic acid		None	None	None	17.748	17.701	17.805	17.364	17.522	17.026	17.394	18.14	17.564	17.155	17.346	17.24	18.403	17.767	17.031	17.571	17.186	17.405	17.162	17.66	17.52	17.602	18.011	17.726	17.306	17.411	17.631	17.618	17.466	17.671	17.246	17.711	17.719	17.559	17.889	17.354	17.758	17.599	17.611	
104.0353471_MZ	L-Serine	Un	1.0	None	None	None	None	Serine is a nonessential amino acid derived from glycine. Like all the amino acid building blocks of protein and peptides, serine can become essential under certain conditions, and is thus important in maintaining health and preventing disease. Low-average concentration of serine compared to other amino acids is found in muscle. Serine is highly concentrated in all cell membranes. (http://www.dcnutrition.com/AminoAcids/) L-Serine may be derived from four possible sources: dietary intake; biosynthesis from the glycolytic intermediate 3-phosphoglycerate; from glycine ; and by protein and phospholipid degradation. Little data is available on the relative contributions of each of these four sources of l-serine to serine homoeostasis. It is very likely that the predominant source of l-serine will be very different in different tissues and during different stages of human development. In the biosynthetic pathway, the glycolytic intermediate 3-phosphoglycerate is converted into phosphohydroxypyruvate, in a reaction catalyzed by 3-phosphoglycerate dehydrogenase (3- PGDH; EC 1.1.1.95). Phosphohydroxypyruvate is metabolized to phosphoserine by phosphohydroxypyruvate aminotransferase (EC 2.6.1.52) and, finally, phosphoserine is converted into l-serine by phosphoserine phosphatase (PSP; EC 3.1.3.3). In liver tissue, the serine biosynthetic pathway is regulated in response to dietary and hormonal changes. Of the three synthetic enzymes, the properties of 3-PGDH and PSP are the best documented. Hormonal factors such as glucagon and corticosteroids also influence 3-PGDH and PSP activities in interactions dependent upon the diet. L-serine plays a central role in cellular proliferation. L-Serine is the predominant source of one-carbon groups for the de novo synthesis of purine nucleotides and deoxythymidine monophosphate. It has long been recognized that, in cell cultures, L-serine is a conditional essential amino acid, because it cannot be synthesized in sufficient quantities to meet the cellular demands for its utilization. In recent years, L-serine and the products of its metabolism have been recognized not only to be essential for cell proliferation, but also to be necessary for specific functions in the central nervous system. The findings of altered levels of serine and glycine in patients with psychiatric disorders and the severe neurological abnormalities in patients with defects of L-serine synthesis underscore the importance of L-serine in brain development and function. (PMID 12534373).	C3H7NO3		None	None	None	15.31	15.098	15.087	14.719	15.019	15.426	15.079	15.535	15.184	14.926	15.399	15.393	15.563	15.53	15.717	14.878	15.071	15.562	15.049	14.72	15.289	15.53	15.084	15.656	14.747	15.447	15.533	15.681	15.426	15.131	15.52	14.843	14.356	15.071	15.95	14.951	14.848	15.605	15.35	
105.0201586_MZ	L-Glyceric acid	Un	1.0	None	None	None	None	L-glyceric acid is a human urinary metabolite present in patients with L-Glyceric aciduria. The formation of L-glyceric acid from accumulated hydroxypyruvate is due to deficiency of human glyoxylate reductase/hydroxypyruvate reductase (GRHPR, EC 1.1.1.81), a D-2-hydroxy-acid dehydrogenase that plays a critical role in the removal of the metabolic by-product glyoxylate from within the liver. Deficiency of this enzyme is the underlying cause of primary hyperoxaluria type 2 (PH2) and leads to increased urinary oxalate levels, formation of kidney stones and renal failure. (PMID: 16756993).	C3H6O4, Glyceric acid		None	None	None	12.618	13.394	12.521	12.659	12.457	13.114	12.348	12.683	14.027	13.853	12.679	13.079	14.136	13.793	12.723	12.268	12.486	12.645	12.36	13.204	12.633	12.392	12.578	12.684	12.724	12.646	12.39	12.521	13.179	12.758	12.679	12.472	12.89	12.923	13.272	12.934	12.443	12.849	12.255	
105.0332333_MZ	Benzaldehyde	Un	1.0	None	None	None	None	Benzaldehyde is occasionally found as a volatile component of urine. Benzaldehyde is an aromatic aldehyde used in cosmetics as a denaturant, a flavoring agent, and as a fragrance. Currently used in only seven cosmetic products, its highest reported concentration of use was 0.5% in perfumes. Benzaldehyde is a generally regarded as safe (GRAS) food additive in the United States and is accepted as a flavoring substance in the European Union. Because Benzaldehyde rapidly metabolizes to Benzoic Acid in the skin, the available dermal irritation and sensitization data demonstrating no adverse reactions to Benzoic Acid were considered supportive of the safety of Benzaldehyde. Benzaldehyde is absorbed through skin and by the lungs, distributes to all well-perfused organs, but does not accumulate in any specific tissue type. After being metabolized to benzoic acid, conjugates are formed with glycine or glucuronic acid, and excreted in the urine. Several studies have suggested that Benzaldehyde can have carcinostatic or antitumor properties. Overall, at the concentrations used in cosmetics, Benzaldehyde was not considered a carcinogenic risk to humans. Although there are limited irritation and sensitization data available for Benzaldehyde, the available dermal irritation and sensitization data and ultraviolet (UV) absorption and phototoxicity data demonstrating no adverse reactions to Benzoic Acid support the safety of Benzaldehyde as currently used in cosmetic products. (PMID: 16835129, Int J Toxicol. 2006;25 Suppl 1:11-27.).	C7H6O		None	None	None	10.706	10.88	10.559	10.419	10.54	10.997	10.718	10.823	11.437	11.081	10.818	10.693	11.345	11.479	10.8	10.481	10.704	10.788	10.363	10.69	10.493	10.891	10.341	10.83	10.308	10.76	10.724	10.705	10.845	10.66	10.601	10.626	10.485	10.345	10.705	10.685	10.347	10.628	10.229	
106.0662054_MZ	4-Aminobutyraldehyde	Un	1.0	None	None	None	None	4-Aminobutyraldehyde is a metabolite of putrescine. It is a substrate of human liver aldehyde dehydrogenase (EC 1.2.1.3) cytoplasmic (E1) and mitochondrial (E2) isozymes (PMID 3324802).	C4H9NO		None	None	None	10.007	9.907	10.245	10.083	10.293	9.97	10.229	9.936	9.698	10.172	10.064	10.419	9.806	9.993	9.856	10.294	9.871	10.181	9.642	9.786	9.798	9.691	9.724	10.071	10.024	10.141	10.11	9.756	9.981	10.104	9.859	9.958	10.256	9.657	10.039	9.722	9.587	9.935	9.392	
107.0128098_MZ	Quinone	Un	1.0	None	None	None	None	Quinone is also called 1,4-benzoquinone or cyclohexadienedione. Quinones are oxidized derivatives of aromatic compounds and are often readily made from reactive aromatic compounds with electron-donating substituents such as phenols and catechols, which increase the nucleophilicity of the ring and contributes to the large redox potential needed to break aromaticity. Derivatives of quinones are common constituents of biologically relevant molecules. Some serve as electron acceptors in electron transport chains such as those in photosynthesis (plastoquinone, phylloquinone), and aerobic respiration (ubiquinone). Quinone is a common constituent of biologically relevant molecules (e.g. Vitamin K1 is phylloquinone). A natural example of quinones as oxidizing agents is the spray of bombardier beetles. Hydroquinone is reacted with hydrogen peroxide to produce a fiery blast of steam, a strong deterent in the animal world.	C6H4O2, 1,2-Benzoquinone		None	None	None	10.433	10.358	10.431	10.401	10.643	10.794	10.278	9.981	10.875	10.725	10.959	10.864	10.55	10.671	10.208	10.28	10.671	10.373	10.482	10.732	10.682	10.101	10.298	10.663	10.865	10.273	10.48	10.866	10.749	10.205	10.325	10.38	10.774	10.528	10.843	10.707	10.294	10.873	10.153	
107.0501507_MZ	p-Cresol	Un	1.0	None	None	None	None	p-Cresol (4-methylphenol), a 108.1 Da volatile low-molecular-weight compound, is a phenol. It is a partially lipophilic moiety which strongly binds to plasma protein (close to 100%) under normal conditions. p-Cresol is metabolized through conjugation, mainly sulphation and glucuronization, but removal of the unconjugated p-cresol is, at least in part, via the urine. Therefore it is not surprising that this compound, together with several other phenoles, is retained when the kidneys fail. P-Cresol is an end-product of protein breakdown, and an increase of the nutritional protein load in healthy individuals results in enhanced generation and urinary excretion. The serum p-cresol concentration in uremic patients can be decreased by changing to a low-protein diet. p-Cresol is one of the metabolites of the amino acid tyrosine, and to a certain extent also of phenylalanine, which are converted to 4-hydroxyphenylacetic acid by intestinal bacteria, before being decarboxylated to p-cresol (putrefaction). The main contributing bacteria are aerobes (mainly enterobacteria), but to a certain extent also anaerobes play a role (mainly Clostridium perfringens). In uremia, modifications in the intestinal flora result in the specific overgrowth of bacteria that are specific p-cresol producers. The administration of antibiotics reduces urinary excretion of p-cresol, as a result of the liquidation of the producing bacteria. Environmental factors might also contribute. The liver cytochrome P450 metabolizes toluene to benzyl alcohol, but also to o-cresol and p-cresol. Toluene is not only used industrially, but it is also the most widely abusively inhaled solvent. Furthermore, p-cresol is a metabolite of menthofuran, one of the metabolites of R-(+)-pulegone, which is found in extracts from the plants Mentha pulegium and Hedeoma pulegioides, commonly known as pennyroyal oil and pennyroyal tea. These extracts are popular as unconventional herbal therapeutic agents and are applied as abortiva, diaphoretics, emmenagogues, and psychedelic drugs. Pennyroyal oil is extensively used for its pleasant mint-like smell in the flavoring industry. The toxicity of pennyroyal oil and menthofuran is well known. Another compound used in traditional medicine, especially in Japan, which is a precursor of p-cresol is wood tar creosote. p-Cresol has been reported to affect several biochemical, biological and physiological functions: (i) it diminishes the oxygen uptake of rat cerebral cortex slices; (ii) it increases the free active drug concentration of warfarin and diazepam; (iii) it has been related to growth retardation in the weanling pig; (iv) it alters cell membrane permeability, at least in bacteria; (v) it induces LDH leakage from rat liver slices; (vi) it induces susceptibility to auditive epileptic crises; and (vii) it blocks cell K+ channels. (PMID: 10570076). p-Cresol is a uremic toxin that is at least partially removed by peritoneal dialysis in haemodialysis patients, and has been involved in the progression of renal failure. (MID: 11169029). At concentrations encountered during uremia, p-cresol inhibits phagocyte function and decreases leukocyte adhesion to cytokine-stimulated endothelial cells. (PMID: 14681860).	C7H8O, m-Cresol, o-Cresol, Benzyl alcohol		None	None	None	14.07	14.153	14.459	14.033	14.284	14.364	14.003	14.05	13.886	13.984	14.251	14.22	13.996	14.519	14.306	13.889	13.791	14.095	13.638	13.789	14.08	13.979	13.681	14.281	13.805	14.065	13.996	14.067	14.312	14.11	13.794	13.764	13.922	13.863	14.211	13.833	13.922	13.893	13.958	
108.0123814_MZ	Hypotaurine	Un	1.0	None	None	None	None	Hypotaurine is a product of enzyme cysteamine dioxygenase [EC 1.13.11.19] in taurine and hypotaurine metabolism pathway (KEGG). It may function as an antioxidant and a protective agent under physiological conditions (PMID 14992269).	C2H7NO2S		None	None	None	13.269	13.606	10.931	10.555	10.972	13.233	11.974	13.485	11.688	10.707	12.296	12.785	12.031	10.109	13.461	13.234	10.103	11.079	12.346	10.621	11.766	12.834	12.3	11.633	10.135	11.389	11.804	12.969	13.624	13.672	12.838	10.84	11.291	11.308	12.649	12.295	11.27	12.034	12.008	
108.0454972_MZ	4-Aminophenol	Un	1.0	None	None	None	None	4-aminophenol is considered a minor nephrotoxic metabolite of phenacetin and acetaminophen (paracetamol) in man. 4-Aminophenol can undergo autoxidations and metal-catalyzed and enzymatic oxidations in man to produce reactive oxygen species. (PMID 1713494).	C6H7NO		None	None	None	13.697	13.715	13.782	13.687	13.692	13.854	13.738	13.752	13.754	13.681	13.711	13.785	13.778	13.782	13.716	13.825	13.742	13.773	13.795	13.731	13.669	13.684	13.785	13.691	13.734	13.767	13.723	13.733	13.898	13.722	13.545	13.671	13.727	13.852	13.827	13.699	13.798	13.695	13.759	
109.0294949_MZ	Pyrocatechol	Un	1.0	None	None	None	None	Pyrocatechol, often known as catechol or benzene-1,2-diol, is a benzenediol, with formula C6H4(OH)2. It was first prepared in 1839 by H. Reinsch by distilling catechin (the juice of Mimosa catechu). This colourless compound occurs naturally, but about 20000 tons are manufactured each year, mainly as precursors to pesticides, flavors, and fragrances. Its sulfonic acid is often present in the urine of many mammals. Small amounts of catechol occur naturally in fruits and vegetables, along with the enzyme polyphenol oxidase. Upon mixing the enzyme with the substrate and exposure to oxygen (as when a potato or apple is cut), the colorless catechol oxidizes to reddish-brown benzoquinone derivatives. The enzyme is inactivated by adding an acid, such as lemon juice, or by refrigeration. Excluding oxygen also prevents the browning reaction. Catechol melts at 28 oC and boils at 250 oC. It is employed in medicine as an expectorant. The dimethyl ether or veratrol is also used in medicine. Many other pyrocatechin derivatives have been suggested for therapeutic application.	C6H6O2, Hydroquinone		None	None	None	13.743	13.976	14.179	14.263	14.378	14.386	13.969	13.808	14.136	14.331	14.707	14.239	14.002	14.301	13.638	13.846	13.971	13.843	13.594	14.131	14.315	13.678	14.112	14.135	13.939	13.929	13.904	13.872	14.324	13.71	13.91	13.758	14.167	13.937	14.032	13.907	14.041	14.419	13.867	
109.0405562_MZ	Imidazole-4-acetaldehyde	Un	1.0	None	None	None	None	Imidazole-4-acetaldehyde is a naturally occurring aldehyde metabolite of histamine formed by the action of histaminase (E.C. 1.4.3.6), and can be synthesized by oxidation of histidine. Aldehyde dehydrogenase (EC 1.2.1.3) is the only enzyme in the human liver capable of catalyzing dehydrogenation of aldehydes arising via monoamine, diamine, and plasma amine oxidases. NAD-linked dehydrogenation of short chain aliphatic aldehydes has been found in virtually every organ of the mammalian body. Imidazole-4-acetaldehyde is a good substrate for all aldehyde dehydrogenase isozymes. Experimentally, the prebiotic formation of histidine has been accomplished by the reaction of erythrose with formamidine followed by a Strecker synthesis. Imidazole-4-acetaldehyde could have been converted to histidine on the primitive earth by a Strecker synthesis, and several prebiotic reactions could convert imidazole-4-glycol and imidazole-4-ethanol to imidazole-4-acetaldehyde. (PMID: 2071588, 2957640, 11536478).	C5H6N2O		None	None	None	15.055	14.766	14.641	14.715	14.676	14.96	14.697	15.056	14.51	14.415	15.093	14.97	14.591	14.735	14.907	14.779	14.808	14.726	15.225	14.492	14.683	14.792	14.464	14.76	14.744	14.738	14.997	14.717	14.863	14.872	14.765	15.144	14.77	14.565	15.113	15.134	14.521	14.542	14.335	
109.0658001_MZ	2,3-Butanediol	Un	1.0	None	None	None	None	2,3-Butanediol is an isomer of butanediol. The 2R,3R stereoisomer of 2,3-butanediol is produced by a variety of microorganisms, in a process known as butanediol fermentation. 2,3-Butanediol fermentation is the anaerobic fermentation of glucose with 2,3-butanediol as one of the end products. The overall stoichiometry of the reaction is 2 pyruvate + NADH --> 2CO2 + 2,3-butanediol. Butanediol fermentation is typical for Enterobacter species or microbes found in the gut. 2,3-butanediol has been identified in the sera of alcoholics and it may be a specific marker of alcohol abuse (PMID: 6139706). In humans, 2,3-butanediol is oxidized to acetyl-CoA via acetoin. 2,3-Butanediol is also found in cocoa butter.	C4H10O2		None	None	None	12.348	12.609	13.261	12.46	12.78	12.888	12.526	12.874	12.496	12.563	12.965	12.471	12.404	13.055	12.392	12.09	12.276	12.774	12.186	12.273	12.64	12.373	12.369	12.735	12.239	12.445	12.34	12.097	12.82	12.0	12.183	12.355	12.244	12.231	12.227	12.372	12.287	12.518	12.262	
110.0246430_MZ	Pyrrole-2-carboxylic acid	Un	1.0	None	None	None	None	Pyrrole-2-carboxylic acid was synthesized over a century ago, but its history as a compound of biological origin is rather recent. It was first identified as a degradation product of sialic acids, then as a derivative of the oxidation of the D-hydroxyproline isomers by mammalian D-amino acid oxidase. The latter relationship results from the lability of the direct oxidation product, A'-pyrroline-4-hydroxy-2-carboxylic acid, which loses water spontaneously to form the pyrrole. A similar reaction is catalyzed by the more specific allohydroxy-D-proline oxidase of Pseudomonas. In whole animal observations, pyrrole-2-carboxylate (PCA) ' was identified in rat or human urine after administration of the D-isomers of hydroxyproline, a finding ascribable to the action of D-amino acid oxidase. (PMID: 4430715). Urinary excretion of N-(pyrrole-2-carboxyl) glycine has been reported in a 5-year-old affected with type II hyperprolinemia; The child has mild developmental delay, recurrent seizures of the grand mal type and EEG alterations. The urinary excretion of the conjugate is stressed, since it appears that only one previous report in the literature described this compound in the urine of two patients affected by this disturbance. (PMID 2383933).	C5H5NO2		None	None	None	14.049	14.073	14.169	14.296	14.027	14.665	14.108	13.817	14.378	14.627	13.935	14.38	14.212	14.283	14.612	15.209	14.474	14.407	13.908	14.047	14.084	13.926	14.367	14.222	14.402	14.121	14.647	14.475	14.596	13.747	14.696	14.113	14.43	14.412	14.508	14.588	14.421	13.862	14.328	
110.0348772_MZ	Cytosine	Un	1.0	None	None	None	None	Cytosine is a pyrimidine base that is a fundamental unit of nucleic acids. The deamination of cytosine alone is apparent and the nucleotide of cytosine is the prime mutagenic nucleotide in leukaemia and cancer.	C4H5N3O		None	None	None	12.018	12.067	12.219	12.298	12.2	12.512	11.964	11.915	12.398	12.488	12.468	12.225	12.251	12.26	12.21	12.635	12.247	12.094	11.799	12.148	12.158	11.881	12.168	12.242	12.297	12.065	12.244	12.204	12.263	11.761	12.296	12.02	12.231	12.122	12.241	12.289	12.423	12.189	12.048	
110.0723844_MZ	Histamine	Un	1.0	None	None	None	None	Histamine is an amine derived by enzymatic decarboxylation of histidine. It is a powerful stimulant of gastric secretion, a constrictor of bronchial smooth muscle, a vasodilator, and also a centrally acting neurotransmitter.	C5H9N3		None	None	None	14.472	14.346	14.136	13.972	14.071	14.769	14.21	14.299	14.103	13.784	14.303	14.204	14.311	14.334	15.631	13.828	13.807	14.212	14.085	13.854	14.264	14.095	14.182	14.377	13.882	14.182	14.232	14.627	14.549	14.478	14.979	14.014	13.8	13.907	15.458	14.255	13.647	14.084	13.77	
111.0087546_MZ	3-Furoic acid	Un	1.0	None	None	None	None	3-Furoic acid is an organic acid regularly occurring in urine of healthy individuals. (PMID 2338430). 3-Furoic acid is also a compound found in honey and honeydew samples (PMID 11403496), and is a structural analog of nicotinic acid (niacin, a vitamin of the B complex). (PMID 12563315).	C5H4O3, 2-Furoic acid		None	None	None	16.101	16.136	16.827	16.006	16.734	16.237	16.578	16.556	16.633	16.527	16.632	16.537	17.325	16.76	15.481	16.302	16.364	16.286	16.121	16.728	16.218	16.298	16.63	16.446	16.398	16.858	16.109	16.139	16.323	16.508	15.83	16.492	16.668	16.452	16.2	15.901	16.579	16.623	16.297	
111.0198218_MZ	Uracil	Un	1.0	None	None	None	None	Uracil is a common naturally occurring pyrimidine found in RNA, it base pairs with adenine and is replaced by thymine in DNA. Methylation of uracil produces thymine. Uracil's use in the body is to help carry out the synthesis of many enzymes necessary for cell function through bonding with riboses and phosphates. Uracil serves as allosteric regulator and coenzyme for many important biochemical reactions. UDP and UTP regulate CPSase II activity in animals. UDP-glucose regulates the conversion of glucose to galactose in the liver and other tissues in the process of carbohydrate metabolism. Uracil is also involved in the biosynthesis of polysaccharides and the transportation of sugars containing aldehydes.	C4H4N2O2		None	None	None	16.297	16.343	16.581	16.389	16.411	16.976	16.418	16.237	16.838	16.881	16.073	16.852	16.767	16.655	16.754	17.714	16.903	16.679	16.154	16.482	16.373	16.2	16.681	16.506	16.778	16.567	16.989	16.828	16.971	16.015	16.741	16.562	16.986	16.869	16.843	16.909	16.912	16.274	16.66	
111.0449922_MZ	trans-1,2-Dihydrobenzene-1,2-diol	Un	1.0	None	None	None	None	Trans-1,2-Dihydrobenzene-1,2-diol is an intermediate in the metabolism of Prostaglandin and leukotriene. It is a substrate for Aldo-keto reductase family 1 member C3, Aldo-keto reductase family 1 member C4, Aldo-keto reductase family 1 member C2 and Aldo-keto reductase family 1 member C1.	C6H8O2		None	None	None	13.583	13.915	14.409	13.883	14.287	14.321	13.917	13.984	14.021	14.135	14.676	14.136	13.913	14.446	13.512	13.731	13.693	13.91	13.456	13.836	14.188	13.598	13.796	14.059	13.82	13.811	13.66	13.759	14.322	13.459	13.605	13.628	13.975	13.652	13.831	13.808	13.91	14.312	13.736	
112.0408009_MZ	1-Pyrroline-5-carboxylic acid	Un	1.0	None	None	None	None	1-Pyrroline-5-carboxylic acid is an enamine or an imino acid that forms on spontaneous dehydration of L-glutamate &#947;-semialdehyde in aqueous solutions. The stereoisomer (S)-1-Pyrroline-5-carboxylate is an intermediate in glutamate metabolism, in arginine degradation and in proline biosynthesis and degradation and it can be converted to or be formed from the three amino acids L-glutamate, L-ornithine and L-proline. In particular, it is synthesized with the oxidation of proline by pyrroline-5-carboxylate reductase 1 (EC 1.5.1.2, PYCR1) or by proline dehydrogenase (EC 1.5.99.8, PRODH) and it is hydrolyzed to L-glutamate by delta-1-pyrroline-5-carboxylate dehydrogenase (EC 1.5.1.12, ALDH4A1). It is also one of the few metabolites that can be a precursor to other metabolites of both the urea cycle and the tricarboxylic acid (TCA) cycle.	C5H7NO2, 1-Pyrroline-2-carboxylic acid		None	None	None	13.333	13.131	13.34	13.418	13.004	13.218	13.112	13.195	13.281	12.878	13.257	12.758	13.062	13.016	13.359	13.218	13.156	12.98	13.314	12.606	13.181	13.145	13.086	13.513	12.855	13.346	13.226	12.871	12.988	13.307	13.075	13.079	12.569	13.348	12.791	13.168	13.162	12.769	12.725	
112.0516579_MZ	Creatinine	Un	1.0	None	None	None	None	Creatinine or creatine anhydride, is a breakdown product of creatine phosphate in muscle. The loss of water molecule from creatine results in the formation of creatinine. Creatinine is transferred to the kidneys by blood plasma, whereupon it is eliminated from the body by glomerular filtration and partial tubular excretion. Creatinine is usually produced at a fairly constant rate by the body. Measuring serum creatinine is a simple test and it is the most commonly used indicator of renal function. A rise in blood creatinine levels is observed only with marked damage to functioning nephrons; therefore this test is not suitable for detecting early kidney disease. The typical reference range for women is considered about 45-90 umol/l, for men 60-110 umol/l. Creatine and creatinine are metabolized in the kidneys, muscle, liver and pancreas.	C4H7N3O		None	None	None	14.114	14.6	14.483	14.44	14.216	14.497	14.854	14.435	14.686	14.392	14.281	14.649	14.542	14.666	14.083	15.77	14.503	14.456	14.142	14.476	14.436	14.524	14.22	14.358	14.927	14.347	14.335	15.14	14.224	14.18	14.502	14.242	14.467	14.538	15.737	14.814	14.38	15.063	14.391	
113.0971535_MZ	4-Heptanone	Un	1.0	None	None	None	None	4-heptanone is a volatile organic ketone found in almost all urine samples of normal individuals. (PMID 15996539). It has been hypothesized that arises from in vivo beta-oxidation of 2-ethylhexanoic acid (EHA) from plasticizers, similar to formation of 3-heptanone from valproic acid. (PMID 11282094).	C7H14O, 2-Heptanone, Ethyl isobutyl ketone		None	None	None	10.645	11.097	11.545	11.041	11.665	12.156	11.134	10.705	11.243	11.533	12.187	11.479	11.353	11.912	10.416	10.603	10.716	10.529	10.812	11.23	11.624	10.589	10.845	11.178	11.128	10.952	10.649	10.769	11.71	10.779	10.987	10.565	11.41	10.894	11.411	10.893	11.331	11.837	10.765	
114.0561021_MZ	L-Proline	Un	1.0	None	None	None	None	L-Proline is one of the twenty amino acids used in living organisms as the building blocks of proteins. Proline is sometimes called an imino acid, although the IUPAC definition of an imine requires a carbon-nitrogen double bond. Proline is a non-essential amino acid that is synthesized from glutamic acid. It is an essential component of collagen and is important for proper functioning of joints and tendons.	C5H9NO2, Acetamidopropanal		None	None	None	16.949	17.888	16.181	16.14	16.389	17.743	16.442	16.782	16.456	16.156	16.458	16.88	17.485	16.623	18.289	17.443	16.912	16.69	17.262	16.379	16.841	17.035	16.255	16.789	16.431	16.73	16.636	17.405	17.902	17.006	16.682	16.245	16.48	16.45	16.881	17.235	16.208	16.873	16.022	
115.0036897_MZ	Fumaric acid	Un	1.0	None	None	None	None	Fumaric acid is a precursor to L-malate in the Krebs tricarboxylic acid cycle. It is formed by the oxidation of succinate by succinate dehydrogenase. Fumarate is converted by fumarase to malate. A fumarate is a salt or ester of the organic compound fumaric acid, a dicarboxylic acid. (wikipedia).	C4H4O4, Maleic acid		None	None	None	19.32	19.58	19.352	19.39	19.506	18.971	19.508	19.833	19.256	19.019	19.35	19.539	19.396	19.662	19.301	18.764	19.41	19.531	19.413	19.154	19.495	19.74	19.393	19.738	19.415	19.807	19.408	19.322	18.69	19.512	19.73	19.5	19.017	19.386	19.41	19.219	18.915	19.304	19.078	
115.0765001_MZ	Caproic acid	Un	1.0	None	None	None	None	Caproic acid is a colorless oily liquid smelling of cheese. It is a fatty acid found naturally in various animal fats and oils. Caproic acid is a medium chain triglycerides (MCT). MCTs are widely used for parenteral nutrition in individuals requiring supplemental nutrition and are being more widely used in foods, drugs and cosmetics; they are essentially non-toxic. It is safe for human dietary consumption up to levels of 1g/kg. (PMID 10685018).	C6H12O2, Isocaproic acid		None	None	None	14.955	15.089	15.117	14.782	14.901	15.401	14.735	15.0	14.732	15.035	15.25	14.619	15.195	15.277	14.553	14.667	14.509	14.638	14.725	14.68	15.131	15.296	14.458	15.08	14.544	14.667	14.614	14.664	15.225	14.609	14.533	14.682	14.733	14.667	15.07	14.95	14.713	14.875	14.672	
116.0352151_MZ	L-Aspartate-semialdehyde	Un	1.0	None	None	None	None	L-Aspartate-semialdehyde is involved in both the lysine biosynthesis I and homoserine biosynthesis pathways. In the lysine biosynthesis I pathway, L-Aspartate-semialdehyde is produce from a reaction between L-aspartyl-4-phosphate and NADPH, with phosphate and NADP+ as byproducts. The reaction is catalyzed by aspartate-semialdehyde dehydrogenase. L-Aspartate-semialdehyde reacts with pyruvate to produce L-2,3-dihydrodipicolinate and water. Dihydrodipicolinate synthase catalyzes this reaction. In the homoserine biosynthesis pathway, L-Aspartate-semialdehyde is produce from a reaction between L-aspartyl-4-phosphate and NADPH, with phosphate and NADP+ as byproducts. The reaction is catalyzed by aspartate-semialdehyde dehydrogenase. L-Aspartate-semialdehyde reacts with NAD(P)H and H+ to form homoserine and NAD(P)+.	C4H7NO3, Acetylglycine, L-2-Amino-3-oxobutanoic acid		None	None	None	13.751	13.274	14.303	15.196	13.116	13.679	13.204	13.396	13.736	13.459	13.655	14.252	14.504	13.26	13.635	12.991	13.373	13.283	13.094	13.356	13.945	13.287	13.743	14.107	13.233	13.406	13.382	13.485	13.43	13.04	14.237	13.138	12.819	13.987	13.187	13.488	13.762	13.892	12.86	
116.0504057_MZ	Indole	Un	1.0	None	None	None	None	Indole is an aromatic heterocyclic organic compound. It has a bicyclic structure, consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. It can be produced by bacteria as a degradation product of the amino acid tryptophan. It occurs naturally in human feces and has an intense fecal smell. At very low concentrations, however, it has a flowery smell, and is a constituent of many flower scents (such as orange blossoms) and perfumes. Natural jasmine oil, used in the perfume industry, contains around 2.5% of indole. Indole also occurs in coal tar. The participation of the nitrogen lone electron pair in the aromatic ring means that indole is not a base, and it does not behave like a simple amine.	C8H7N		None	None	None	13.671	13.25	13.52	13.309	13.486	13.897	13.286	13.46	13.573	13.386	13.547	14.039	14.062	13.66	13.7	13.626	13.737	13.69	13.723	13.521	13.558	13.042	13.2	13.705	13.4	13.615	13.551	13.64	13.547	13.334	13.255	13.439	13.702	13.689	14.095	13.619	13.515	13.466	13.069	
116.0717491_MZ	L-Valine	Un	1.0	None	None	None	None	Valine (abbreviated as Val or V) is an -amino acid with the chemical formula HO2CCH(NH2)CH(CH3)2. It is named after the plant valerian. L-Valine is one of 20 proteinogenic amino acids. Its codons are GUU, GUC, GUA, and GUG. This essential amino acid is classified as nonpolar. Along with leucine and isoleucine, valine is a branched-chain amino acid. Branched chain amino acids (BCAA) are essential amino acids whose carbon structure is marked by a branch point. These three amino acids are critical to human life and are particularly involved in stress, energy and muscle metabolism. BCAA supplementation as therapy, both oral and intravenous, in human health and disease holds great promise. BCAA denotes valine, isoleucine and leucine which are branched chain essential amino acids. Despite their structural similarities, the branched amino acids have different metabolic routes, with valine going solely to carbohydrates, leucine solely to fats and isoleucine to both. The different metabolism accounts for different requirements for these essential amino acids in humans: 12 mg/kg, 14 mg/kg and 16 mg/kg of valine, leucine and isoleucine respectively. Furthermore, these amino acids have different deficiency symptoms. Valine deficiency is marked by neurological defects in the brain, while isoleucine deficiency is marked by muscle tremors. Many types of inborn errors of BCAA metabolism exist, and are marked by various abnormalities. The most common form is the maple syrup urine disease, marked by a characteristic urinary odor. Other abnormalities are associated with a wide range of symptoms, such as mental retardation, ataxia, hypoglycemia, spinal muscle atrophy, rash, vomiting and excessive muscle movement. Most forms of BCAA metabolism errors are corrected by dietary restriction of BCAA and at least one form is correctable by supplementation with 10 mg of biotin daily. BCAA are decreased in patients with liver disease, such as hepatitis, hepatic coma, cirrhosis, extrahepatic biliary atresia or portacaval shunt; aromatic amino acids (AAA)‰ÛÓtyrosine, tryptophan and phenylalanine, as well as methionine‰ÛÓare increased in these conditions. Valine in particular, has been established as a useful supplemental therapy to the ailing liver. All the BCAA probably compete with AAA for absorption into the brain. Supplemental BCAA with vitamin B6 and zinc help normalize the BCAA:AAA ratio. (http://www.dcnutrition.com). In sickle-cell disease, valine substitutes for the hydrophilic amino acid glutamic acid in hemoglobin. Because valine is hydrophobic, the hemoglobin does not fold correctly. Valine is an essential amino acid, hence it must be ingested, usually as a component of proteins.	C5H11NO2, N-Methyl-a-aminoisobutyric acid, 5-Aminopentanoic acid		None	None	None	18.13	17.943	17.6	17.202	18.059	18.094	17.976	17.657	17.527	17.323	17.381	17.747	18.026	17.658	18.516	18.108	17.927	18.178	17.963	17.907	17.806	17.808	17.902	18.074	17.863	17.907	17.909	18.362	18.157	17.694	17.531	17.663	17.874	17.486	18.287	18.104	17.64	17.723	17.163	
117.0192773_MZ	Methylmalonic acid	Un	1.0	None	None	None	None	Methylmalonic acid is a malonic acid derivative which is a vital intermediate in the metabolism of fat and protein. Abnormalities in methylmalonic acid metabolism lead to methylmalonic aciduria. This metabolic disease is attributed to a block in the enzymatic conversion of methylmalonyl CoA to succinyl CoA.	C4H6O4, Succinic acid, Erythrono-1,4-lactone, Threonolactone		None	None	None	19.325	19.672	19.447	18.643	19.692	19.749	19.351	19.332	19.62	19.496	19.581	19.745	19.453	19.428	19.405	19.769	19.588	19.425	19.452	19.43	19.516	19.606	19.188	19.685	19.613	19.113	19.603	19.399	19.511	19.015	19.517	19.523	19.723	19.805	19.656	19.681	19.445	19.601	19.062	
117.0556099_MZ	2-Hydroxy-3-methylbutyric acid	Un	1.0	None	None	None	None	2-Hydroxy-3-methylbutyric acid (also known as 2-Hydroxyisovaleric acid) is a metabolite found in the urine of patients with Phenylketonuria (PMID 7978272), Methylmalonic acidemia, Propionic acidemia, 3-Ketothiolase deficiency, Isovaleric acidemia, 3-Methylcrotonylglycemia, 3-Hydroxy-3-methylglutaric acidemia, Multiple carboxylase deficiency, Glutaric aciduria, Ornithine transcarbamylase deficiency, glyceroluria, Tyrosinemia type 1, Galactosemia, and Maple syrup urine disease (PMID 11048741). 2-hydroxyisovaleric acid has been identified in the urine of patients with lactic and ketoacidosis (PMID: 884872). It has also been identified in the urine of severely asphyxiated babies (PMID: 1610944). 2-hydroxyisovaleric acid originates mainly from ketogenesis and from the metabolism of valine, leucine and isoleucine (PMID: 6434570).	C5H10O3, 3-Hydroxy-2-methyl-[R-(R,S)]-butanoic acid, 2-Methyl-3-hydroxybutyric acid, 2-Ethylhydracrylic acid, 3-Hydroxy-2-methyl-[S-(R,R)]-butanoic acid, 3-Hydroxyvaleric acid, Erythronilic acid, 3-Hydroxyisovaleric acid, 2-Hydroxyvaleric acid. 2-Hydroxy-2-methylbutyric acid, 4-Hydroxyisovaleric acid		None	None	None	14.912	13.865	15.4	14.53	14.513	14.572	14.049	14.876	14.4	13.801	14.056	14.209	14.339	14.603	14.273	14.416	14.433	14.134	14.047	14.301	14.817	14.567	13.989	15.007	14.931	14.006	13.904	14.299	14.288	13.534	13.7	13.911	13.798	15.003	14.79	14.523	14.519	14.743	14.137	
118.0509686_MZ	L-Threonine	Un	1.0	None	None	None	None	Threonine is an essential amino acid in humans. It is abundant in human plasma, particularly in newborns. Severe deficiency of threonine causes neurological dysfunction and lameness in experimental animals. Threonine is an immunostimulant which promotes the growth of thymus gland. It also can probably promote cell immune defense function. This amino acid has been useful in the treatment of genetic spasticity disorders and multiple sclerosis at a dose of 1 gram daily. It is highly concentrated in meat products, cottage cheese and wheat germ. (http://www.dcnutrition.com/AminoAcids/) The threonine content of most of the infant formulas currently on the market is approximately 20% higher than the threonine concentration in human milk. Due to this high threonine content the plasma threonine concentrations are up to twice as high in premature infants fed these formulas than in infants fed human milk. The whey proteins which are used for infant formulas are sweet whey proteins. Sweet whey results from cheese production. Threonine catabolism in mammals appears to be due primarily (70-80%) to the activity of threonine dehydrogenase (EC 1.1.1.103) that oxidizes threonine to 2-amino-3-oxobutyrate, which forms glycine and acetyl CoA, whereas threonine dehydratase (EC 4.2.1.16) that catabolizes threonine into 2-oxobutyrate and ammonia, is significantly less active. Increasing the threonine plasma concentrations leads to accumulation of threonine and glycine in the brain. Such accumulation affects the neurotransmitter balance which may have consequences for the brain development during early postnatal life. Thus, excessive threonine intake during infant feeding should be avoided. (PMID 9853925).	C4H9NO3,  L-Homoserine, L-Allothreonine		None	None	None	15.546	15.445	14.992	14.635	14.972	15.695	15.115	15.332	15.112	14.839	15.138	15.265	15.853	15.249	16.383	15.513	15.185	15.425	15.374	14.913	15.251	15.54	15.142	15.508	14.767	15.258	15.3	15.648	16.064	15.473	15.64	14.876	14.81	15.095	15.492	15.542	14.753	15.281	14.725	
118.9804540_MZ	3-Mercaptopyruvic acid	Un	1.0	None	None	None	None	3-Mercaptopyruvic acid is an intermediate in the metabolism of Cysteine. It is a substrate for L-lactate dehydrogenase A chain, 3-mercaptopyruvate sulfurtransferase, Aspartate aminotransferase (mitochondrial), L-lactate dehydrogenase C chain, L-lactate dehydrogenase A-like 6A, Aspartate aminotransferase (cytoplasmic), L-lactate dehydrogenase B chain and L-lactate dehydrogenase A-like 6B.	C3H4O3S		None	None	None	18.131	17.337	17.775	16.862	17.742	18.589	17.956	17.538	18.041	18.146	17.949	18.292	17.383	17.93	17.249	18.756	18.447	18.039	18.29	18.05	17.9	17.754	17.349	18.234	17.999	17.548	18.346	18.104	18.047	17.466	16.969	17.911	18.331	18.215	18.298	18.314	18.017	18.143	17.516	
119.0501380_MZ	4-Hydroxystyrene	Un	1.0	None	None	None	None	4-hydroxystyrene occurs frequently in different ciders, wines, foods and berries, e.g. cloudberry. Styrene is a prohapten metabolized in the skin by aryl hydrocarbon hydroxylase (AHH, EC 1.14.14.1) to styrene epoxide acting as the true hapten. Styrene occurs in nature and as a synthetic product.(PMID: 6713846).	C8H8O, Phenylacetaldehyde		None	None	None	14.748	14.905	14.477	14.699	14.611	14.882	14.556	14.879	14.706	14.709	14.612	14.607	14.81	14.632	14.42	14.49	15.106	14.654	14.599	14.691	14.538	14.85	14.742	14.706	14.539	14.531	14.822	14.511	15.013	14.434	14.356	14.505	14.706	14.604	14.636	14.596	14.592	14.583	14.83	
120.0453765_MZ	Benzamide	Un	1.0	None	None	None	None	Benzamide is an intermediate in the Benzoate degradation via CoA ligation. Benzamides are a class of chemical compounds derived from Benzamid, the carbonic acid amide of benzoic acid. In psychiatry some substituted benzamides are therapeutically used as neuroleptics and/or antipsychotics (wikipedia).	C7H7NO		None	None	None	12.162	12.127	12.293	12.126	12.069	12.085	12.283	12.44	11.98	12.086	11.936	12.075	12.12	12.137	12.042	12.38	11.996	12.206	11.88	11.806	12.023	11.956	12.077	12.148	11.944	11.967	12.316	11.901	12.227	12.178	11.924	11.943	11.782	12.052	12.094	12.199	12.069	11.731	11.883	
120.9963797_MZ	3-Mercaptolactic acid	Un	1.0	None	None	None	None	3-Mercaptolactic acid is a thiol that has been confirmed to be found in urine (PMID 8852041).	C3H6O3S		None	None	None	13.712	13.099	13.501	12.736	13.451	15.92	13.666	13.272	15.594	14.062	15.105	13.895	13.549	14.096	12.875	14.176	14.011	13.612	13.788	13.649	13.467	13.445	13.19	13.725	13.623	13.214	13.835	13.764	13.703	13.37	12.936	13.614	13.9	13.821	13.787	14.166	13.609	14.879	13.152	
121.0294623_MZ	Benzoic acid	Un	1.0	None	None	None	None	Benzoic acid, C6H5COOH, is a colourless crystalline solid and the simplest aromatic carboxylic acid. Benzoic acid occurs naturally free and bound as benzoic acid esters in many plant and animal species. Appreciable amounts have been found in most berries (around 0.05%). Cranberries contain as much as 300-1300 mg free benzoic acid per kg fruit. Benzoic acid is a fungistatic compound that is widely used as a food preservative. It often is conjugated to glycine in the liver and excreted as hippuric acid. Benzoic acid is a byproduct of phenylalanine metabolism in bacteria. It is also produced when gut bacteria process polyphenols (from ingested fruits or beverages).	C7H6O2, 4-Hydroxybenzaldehyde		None	None	None	17.29	17.407	17.563	17.055	16.999	17.479	17.598	17.677	16.953	17.156	16.965	16.081	17.226	17.409	16.737	17.647	17.371	17.561	16.9	16.245	16.719	17.585	16.916	17.563	16.009	17.357	17.736	16.139	17.281	17.783	16.85	17.356	15.859	16.818	16.269	17.27	16.867	15.946	16.784	
121.0405399_MZ	Niacinamide	Un	1.0	None	None	None	None	Niacinamide or vitamin B3 is an important compound functioning as a component of the coenzyme NAD. Its primary significance is in the prevention and/or cure of blacktongue and pellagra. Most animals cannot manufacture this compound in amounts sufficient to prevent nutritional deficiency and it therefore must be supplemented through dietary intake. Niacinamide is used to increase the effect of radiation therapy on tumor cells. Niacin (nicotinic acid) and niacinamide, while both labeled as vitamin B3 also have different applications. Niacinamide is useful in arthritis and early-onset type I diabetes while niacin is an effective reducer of high cholesterol levels.	C6H6N2O		None	None	None	16.127	16.019	16.192	16.159	16.307	16.073	17.086	16.1	16.482	15.997	15.616	16.39	15.891	16.545	16.134	16.619	16.414	16.406	16.098	16.146	16.046	16.15	16.192	16.232	16.421	16.822	16.378	16.287	16.449	16.563	15.866	16.269	16.024	16.425	16.398	16.28	16.058	16.07	16.057	
122.0247599_MZ	Nicotinic acid	Un	1.0	None	None	None	None	Nicotinic acid, also known as niacin or vitamin B3, is a water-soluble vitamin whose derivatives such as NADH, NAD, NAD+, and NADP play essential roles in energy metabolism in the living cell and DNA repair. The designation vitamin B3 also includes the amide form, nicotinamide or niacinamide. Severe lack of niacin causes the deficiency disease pellagra, whereas a mild deficiency slows down the metabolism decreasing cold tolerance. The recommended daily allowance of niacin is 2-12 mg a day for children, 14 mg a day for women, 16 mg a day for men, and 18 mg a day for pregnant or breast-feeding women. It is found in various animal and plant tissues and has pellagra-curative, vasodilating, and antilipemic properties. The liver can synthesize niacin from the essential amino acid tryptophan (see below), but the synthesis is extremely slow and requires vitamin B6; 60 mg of tryptophan are required to make one milligram of niacin. Bacteria in the gut may also perform the conversion but are inefficient.	C6H5NO2, Picolinic acid		None	None	None	13.604	13.4	13.414	13.364	13.544	13.803	13.694	13.403	13.391	13.704	13.593	13.518	13.769	13.481	13.445	13.87	13.358	13.491	13.45	13.538	13.607	13.657	13.456	13.432	13.637	13.386	13.82	13.771	14.061	13.336	13.589	13.478	13.48	13.471	13.538	13.531	13.525	13.486	13.617	
124.0073856_MZ	Taurine	Un	1.0	None	None	None	None	Taurine is a sulfur amino acid like methionine, cystine, cysteine and homocysteine. It is a lesser-known amino acid because it is not incorporated into the structural building blocks of protein. Yet taurine is an essential amino acid in pre-term and newborn infants of humans and many other species. Adults can synthesize their own taurine, yet are probably dependent in part on dietary taurine. Taurine is abundant in the brain, heart, breast, gallbladder and kidney and has important roles in health and disease in these organs. Taurine has many diverse biological functions serving as a neurotransmitter in the brain, a stabilizer of cell membranes and a facilitator in the transport of ions such as sodium, potassium, calcium and magnesium. Taurine is highly concentrated in animal and fish protein, which are good sources of dietary taurine. It can be synthesized by the body from cysteine when vitamin B6 is present. Deficiency of taurine occurs in premature infants and neonates fed formula milk, and in various disease states. Inborn errors of taurine metabolism have been described. OMIM 168605, an unusual neuropsychiatric disorder inherited in an autosomal dominant fashion through 3 generations of a family. Symptoms began late in the fifth decade in 6 affected persons and death occurred after 4 to 6 years. The earliest and most prominent symptom was mental depression not responsive to antidepressant drugs or electroconvulsive therapy. Sleep disturbances, exhaustion and marked weight loss were features. Parkinsonism developed later, and respiratory failure occurred terminally. OMIM 145350 describes congestive cardiomyopathy and markedly elevated urinary taurine levels (about 5 times normal). Other family members had late or holosystolic mitral valve prolapse and elevated urinary taurine values (about 2.5 times normal). In 2 with mitral valve prolapse, congestive cardiomyopathy eventually developed while the amounts of urinary taurine doubled. Taurine, after GABA, is the second most important inhibitory neurotransmitter in the brain. Its inhibitory effect is one source of taurine's anticonvulsant and antianxiety properties. It also lowers glutamic acid in the brain, and preliminary clinical trials suggest taurine may be useful in some forms of epilepsy. Taurine in the brain is usually associated with zinc or manganese. The amino acids alanine and glutamic acid, as well as pantothenic acid, inhibit taurine metabolism while vitamins A and B6, zinc and manganese help build taurine. Cysteine and B6 are the nutrients most directly involved in taurine synthesis. Taurine levels have been found to decrease significantly in many depressed patients. One reason that the findings are not entirely clear is because taurine is often elevated in the blood of epileptics who need it. It is often difficult to distinguish compensatory changes in human biochemistry from true metabolic or deficiency disease. Low levels of taurine are found in retinitis pigmentosa. Taurine deficiency in experimental animals produces degeneration of light-sensitive cells. Therapeutic applications of taurine to eye disease are likely to be forthcoming. Taurine has many important metabolic roles. Supplements can stimulate prolactin and insulin release. The parathyroid gland makes a peptide hormone called glutataurine (glutamic acid-taurine), which further demonstrates taurine's role in endocrinology. Taurine increases bilirubin and cholesterol excretion in bile, critical to normal gallbladder function. It seems to inhibit the effect of morphine and potentiates the effects of opiate antagonists. Low plasma taurine levels have been found in a variety of conditions, i.e., depression, hypertension, hypothyroidism, gout, institutionalized patients, infertility, obesity, kidney failure and others. (http://www.dcnutrition.com/AminoAcids/).	C2H7NO3S		None	None	None	24.071	24.08	24.3	24.312	24.244	24.132	24.167	23.942	24.168	23.857	24.135	24.14	24.187	24.12	24.245	23.945	24.14	24.072	24.237	24.167	24.152	23.917	23.999	24.018	24.166	24.097	24.093	24.169	24.104	24.203	24.278	24.1	24.095	24.174	24.273	24.123	24.094	24.035	23.596	
124.9912492_MZ	2-Hydroxyethanesulfonate	Un	1.0	None	None	None	None	Isethionic acid C2H6O4S is a short chain alkane sulfonate containing hydroxy group, is a water soluble liquid used in the manufacture of mild, biodegradable and high foaming anionic surfactants which provides gentle cleansing and soft skin feel. A colorless, syrupy, strongly acidic liquid that can form detergents with oleic acid.	C2H6O4S		None	None	None	19.09	18.837	19.277	18.685	19.027	19.468	19.325	18.921	19.278	19.338	18.992	18.276	18.598	19.187	18.297	18.773	19.481	19.068	19.392	18.59	19.057	19.188	18.808	19.305	18.269	19.025	19.109	18.506	19.324	18.655	18.587	19.35	17.863	19.241	18.521	19.547	18.969	18.274	18.179	
127.0512007_MZ	Dihydrothymine	Un	1.0	None	None	None	None	Dihydrothymine is an intermediate breakdown product of thymine. Dihydropyrimidine dehydrogenase catalyzes the reduction of thymine to 5, 6-dihydrothymine then dihydropyrimidinase hydrolyzes 5, 6-dihydrothymine to N-carbamyl-b-alanine. Finally, beta-ureidopropionase catalyzes the conversion of N-carbamyl-b-alanine to beta-alanine. Patients with dihydropyrimidinase deficiency exhibit highly increased concentrations of 5, 6-dihydrouracil and 5, 6-dihydrothymine and moderately increased concentrations of uracil and thymine can be detected in urine.	C5H8N2O2		None	None	None	18.299	17.868	17.799	18.067	17.985	17.944	17.833	18.442	17.741	17.66	18.487	18.575	17.754	18.092	18.001	18.067	18.238	17.977	18.567	17.758	17.858	18.077	17.587	18.071	18.254	17.987	18.299	17.949	18.124	18.049	18.074	18.525	18.167	17.829	18.557	18.523	17.715	17.754	17.544	
128.0353384_MZ	Pyroglutamic acid	Un	1.0	None	None	None	None	Pyroglutamic acid is a cyclized derivative of L-glutamic acid. It is an uncommon amino acid derivative in which the free amino group of glutamic acid cyclizes to form a lactam. It is formed nonenzymatically from glutamate, glutamine, and gamma-glutamylated peptides, but it can also be produced by the action of gamma-glutamylcyclotransferase on an L-amino acid. Elevated blood levels may be associated with problems of glutamine or glutathione metabolism. This compound is found in substantial amounts in brain tissue and other tissue in bound form, especially skin. Also present in plant tissues. It is sold, over the counter, as a smart drug for improving blood circulation in the brain.	C5H7NO3, 1-Pyrroline-4-hydroxy-2-carboxylate, N-Acryloylglycine, Pyrrolidonecarboxylic acid, Pyrroline hydroxycarboxylic acid		None	None	None	19.346	19.17	18.992	19.037	19.012	19.116	19.095	19.638	18.737	18.688	18.972	19.149	19.294	19.063	19.194	19.273	19.106	18.916	19.274	18.818	18.898	19.161	19.216	19.061	18.826	19.146	19.282	18.958	19.069	19.211	19.16	19.337	18.968	18.83	19.299	19.238	18.932	18.79	18.828	
128.0714741_MZ	Pipecolic acid	Un	1.0	None	None	None	None	Pipecolic acid is a metabolite of lysine found in human physiological fluids such as urine, plasma and CSF. However, it is uncertain if pipecolic acid originates directly from food intake or from mammalian or intestinal bacterial enzyme metabolism. Recent studies suggest that plasma pipecolic acid, particularly the D-isomer, originates mainly from the catabolism of dietary lysine by intestinal bacteria rather than by direct food intake. In classic Zellweger syndrome (a cerebro-hepato-renal genetic disorder, OMIM 214100) pipecolic acid accumulate in the plasma of the patients. It is known that plasma pipecolic acid levels are also elevated in patients with chronic liver diseases. Pipecolic acid is moderately elevated in patients with pyridoxine-dependent seizures and might therefore be a possible biochemical marker for selecting candidates for pyridoxine therapy (Plecko et al 2000). Pipecolic acid was also elevated in CSF in these vitamin B6-responsive patients. (PMID 12705501).	C6H11NO2, L-Pipecolic acid, N4-Acetylaminobutanal, D-Pipecolic acid		None	None	None	13.554	13.624	14.053	14.179	13.929	13.487	13.681	13.899	14.038	13.212	13.597	13.654	13.164	13.901	13.458	13.322	13.567	13.572	13.804	13.849	13.688	13.34	14.113	14.383	14.192	13.29	13.921	13.583	13.568	13.604	13.784	13.802	13.535	14.143	13.703	13.572	14.054	13.66	13.084	
129.0192840_MZ	Mesaconic acid	Un	1.0	None	None	None	None	Mesaconic acid is one of several isomeric carboxylic acids obtained from citric acid. Is used as a fire retardant, recent studies revealed this acid is a competitive inhibitor of fumarate reduction.	C5H6O4, Itaconic acid, Glutaconic acid, Gamma-delta-Dioxovaleric acid, Citraconic acid		None	None	None	16.719	16.911	17.341	17.319	17.112	17.609	17.182	16.6	17.079	17.219	17.469	17.157	17.624	17.359	16.634	16.1	16.816	16.685	16.739	16.848	17.034	16.551	16.895	17.022	16.835	16.86	16.55	16.8	17.665	16.911	17.125	16.576	16.843	16.801	17.186	16.77	16.851	16.931	16.484	
129.0556350_MZ	Ketoleucine	Un	1.0	None	None	None	None	Ketoleucine is a metabolite that accumulates in Maple Syrup Urine Disease (MSUD) and shown to compromise brain energy metabolism by blocking the respiratory chain; this is of relevance to the understanding of the pathophysiology of the neurological dysfunction of MSUD patients. (PMID 14636955).	C6H10O3, 2-Methyl-3-ketovaleric acid, 3-Methyl-2-oxovaleric acid, 2-Ketohexanoic acid, Mevalonolactone, 3-Oxohexanoic acid, Adipate semialdehyde		None	None	None	14.747	14.825	15.499	14.671	14.683	14.879	14.825	15.4	14.52	14.642	14.755	14.5	14.76	15.239	14.659	14.84	14.733	15.233	14.57	14.535	14.655	15.03	14.495	15.025	14.283	14.75	14.709	14.484	14.829	14.483	14.521	14.827	14.376	14.457	14.635	14.75	14.525	14.5	14.624	
129.0921040_MZ	Heptanoic acid	Un	1.0	None	None	None	None	Heptanoic acid, also called enanthic acid, is an organic compound composed of a seven-carbon chain terminating in a carboxylic acid. It is an oily liquid with an unpleasant, rancid odor. It contributes to the odor of some rancid oils. It is slightly soluble in water, but well soluble in ethanol and ether.	C7H14O2		None	None	None	14.708	14.821	14.586	14.288	14.209	14.721	14.21	14.683	14.184	14.465	14.563	13.98	14.781	14.658	14.053	14.426	14.12	14.431	14.256	14.204	14.524	15.044	13.958	14.788	13.981	14.215	14.208	14.172	14.779	14.159	14.017	14.287	14.158	14.194	14.502	14.486	14.135	14.217	14.293	
130.0621759_MZ	Creatine	Un	1.0	None	None	None	None	Creatine is an amino acid that occurs in vertebrate tissues and in urine. In muscle tissue, creatine generally occurs as phosphocreatine. Creatine is excreted as creatinine in the urine. Creatine functions as part of the cell's energy shuttle. The high energy phosphate group of ATP is transferred to creatine to form phosphocreatine in the following reaction: Cr + ATP <-> PCr + ADP. This reaction is reversibly catalyzed by creatine kinase. In the human body creatine is synthesized mainly in the liver by the use of parts from three different amino acids - arginine, glycine, and methionine. 95% of it is later stored in the skeletal muscles, with the rest in the brain, heart, testes.	C4H9N3O2, Beta-Guanidinopropionic acid		None	None	None	13.288	13.533	13.716	13.813	13.38	13.76	13.287	13.556	13.6	13.147	13.502	13.937	14.417	13.811	13.531	13.089	13.59	13.629	13.179	13.611	13.632	13.342	13.522	13.706	13.7	13.427	13.381	13.315	13.206	13.257	13.562	13.217	13.845	13.8	13.53	13.239	13.423	13.512	12.914	
130.0873871_MZ	L-Leucine	Un	1.0	None	None	None	None	Branched chain amino acids (BCAA) are essential amino acids whose carbon structure is marked by a branch point. These three amino acids are critical to human life and are particularly involved in stress, energy and muscle metabolism. BCAA supplementation as therapy, both oral and intravenous, in human health and disease holds great promise. 'BCAA' denotes valine, isoleucine and leucine which are branched chain essential amino acids. Despite their structural similarities, the branched amino acids have different metabolic routes, with valine going solely to carbohydrates, leucine solely to fats and isoleucine to both. The different metabolism accounts for different requirements for these essential amino acids in humans: 12 mg/kg, 14 mg/kg and 16 mg/kg of valine, leucine and isoleucine respectively. Furthermore, these amino acids have different deficiency symptoms. Valine deficiency is marked by neurological defects in the brain, while isoleucine deficiency is marked by muscle tremors. Many types of inborn errors of BCAA metabolism exist, and are marked by various abnormalities. The most common form is the maple syrup urine disease, marked by a characteristic urinary odor. Other abnormalities are associated with a wide range of symptoms, such as mental retardation, ataxia, hypoglycemia, spinal muscle atrophy, rash, vomiting and excessive muscle movement. Most forms of BCAA metabolism errors are corrected by dietary restriction of BCAA and at least one form is correctable by supplementation with 10 mg of biotin daily. BCAA are useful because they are metabolized primarily by muscle. Stress state- e.g surgery, trauma, cirrhosis, infections, fever and starvation--require proportionately more BCAA than other amino acids and probably proportionately more leucine than either valine or isoleucine. BCAA and other amino acids are frequently fed intravenously (TPN) to malnourished surgical patients and in some cases of severe trauma. BCAA, particularly leucine, stimulate protein synthesis, increase reutilization of amino acids in many organs and reduce protein breakdown. Furthermore, leucine can be an important source of calories, and is superior as fuel to the ubiquitous intravenous glucose (dextrose). Leucine also stimulates insulin release, which in turn stimulates protein synthesis and inhibits protein breakdown. These effects are particularly useful in athletic training. BCAA should also replace the use of steroids as commonly used by weightlifters. Huntington's chorea and anorexic disorders both are characterized by low serum BCAA. These diseases, as well as forms of Parkinson's, may respond to BCAA therapy. BCAA, and particularly leucine, are among the amino acids most essential for muscle health. (http://www.dcnutrition.com).	C6H13NO2, L-Isoleucine, L-Alloisoleucine, L-Norleucine, Aminocaproic acid, Beta-Leucine		None	None	None	19.594	19.136	19.236	18.583	19.473	19.671	19.422	19.355	19.216	19.062	19.044	19.654	19.771	19.353	19.909	19.681	19.58	19.742	19.47	19.395	19.366	19.15	19.336	19.703	19.47	19.56	19.482	19.772	19.627	19.108	18.909	19.297	19.419	19.085	19.833	19.595	19.292	19.378	18.702	
131.0348766_MZ	Ethylmalonic acid	Un	1.0	None	None	None	None	Ethylmalonic acid is identified in the urine of patients with short-chain acyl-coenzyme A dehydrogenase deficiency, which is a fatty acid metabolism disorder.	C5H8O4, Glutaric acid, Methylsuccinic acid, Dimethylmalonic acid, 2-Acetolactate, (S)-2-Acetolactate, Monoethyl malonic acid		None	None	None	14.996	15.23	15.699	15.226	14.896	15.145	15.066	15.191	14.818	14.737	14.811	14.765	16.289	15.158	15.094	14.875	14.927	15.192	15.085	14.672	14.811	14.814	14.84	15.131	15.044	15.021	14.936	14.906	14.853	14.698	14.937	15.23	14.814	15.009	14.915	15.09	14.846	14.541	14.653	
131.0461975_MZ	L-Asparagine	Un	1.0	None	None	None	None	Asparagine (Asn) is one of the 20 most common natural amino acids on Earth. It has carboxamide as the side chain's functional group. It is considered a non-essential amino acid. Asparagine is not an essential amino acid, which means that it can be synthesized from central metabolic pathway intermediates in humans and is not required in the diet. The precursor to asparagine is oxaloacetate. Oxaloacetate is converted to aspartate using a transaminase enzyme. The enzyme transfers the amino group from glutamate to oxaloacetate producing alpha-ketoglutarate and aspartate. The enzyme asparagine synthetase produces asparagine, AMP, glutamate, and pyrophosphate from aspartate, glutamine, and ATP. In the asparagine synthetase reaction, ATP is used to activate aspartate, forming beta-aspartyl-AMP. glutamine donates an ammonium group which reacts with beta-aspartyl-AMP to form asparagine and free AMP. Since the asparagine side chain can make efficient hydrogen bond interactions with the peptide backbone, asparagines are often found near the beginning and end of alpha-helices, and in turn motifs in beta sheets. Its role can be thought as capping the hydrogen bond interactions which would otherwise need to be satisfied by the polypeptide backbone. glutamines have an extra methylene group, have more conformational entropy and thus are less useful in this regard. Asparagine also provides key sites for N-linked glycosylation, modification of the protein chain with the addition of carbohydrate chains. A reaction between asparagine and reducing sugars or reactive carbonyls produces acrylamide (acrylic amide) in food when heated to sufficient temperature, i.e. baking. These occur primarily in baked goods such as french fries, potato chips, and roasted coffee. Asparagine was first isolated in 1806 from asparagus juice, in which it is abundant--hence its name--becoming the first amino acid to be isolated. The smell observed in the urine of some individuals after their consumption of asparagus is attributed to a byproduct of the metabolic breakdown of asparagine, asparagine-amino-succinic-acid monoamide. (However, some scientists disagree and implicate other substances in the smell, especially methanethiol). (http://en.wikipedia.org/wiki/Asparagine).	C4H8N2O3, Glycyl-glycine, N-Carbamoylsarcosine, Ureidopropionic acid		None	None	None	15.11	15.02	14.961	14.359	14.95	15.362	14.952	15.132	14.952	14.777	14.789	15.286	15.746	15.084	15.254	15.35	15.236	15.171	15.243	14.722	15.243	14.96	14.783	15.076	14.957	15.202	15.289	15.233	15.129	14.819	14.71	14.893	15.051	15.027	15.597	15.275	14.806	14.778	14.534	
131.0824602_MZ	L-Ornithine	Un	1.0	None	None	None	None	Ornithine is an amino acid produced in the urea cycle by the splitting off of urea from arginine. It is a central part of the urea cycle, which allows for the disposal of excess nitrogen. L-Ornithine is also a precursor of citrulline and arginine. In order for ornithine produced in the cytosol to be converted to citrulline, it must first cross the inner mitochondrial membrane into the mitochondrial matrix where it is carbamylated by ornithine transcarbamylase. This transfer is mediated by the mitochondrial ornithine transporter (SLC25A15; AF112968; ORNT1). Mutations in the mitochondrial ornithine transporter result in hyperammonemia, hyperornithinemia, homocitrullinuria (HHH) syndrome, a disorder of the urea cycle. (PMID 16256388) The pathophysiology of the disease may involve diminished ornithine transport into mitochondria, resulting in ornithine accumulation in the cytoplasm and reduced ability to clear carbamoyl phosphate and ammonia loads. (OMIM 838970).	C5H12N2O2		None	None	None	17.146	17.074	16.649	16.44	16.554	17.183	16.919	16.94	16.657	16.71	16.961	16.714	17.199	16.822	17.412	16.701	16.868	17.045	16.893	16.886	17.032	16.737	17.006	17.069	16.875	17.202	16.934	17.122	17.04	16.88	17.152	16.683	16.832	16.839	17.506	16.829	16.776	16.773	16.653	
132.0302377_MZ	L-Aspartic acid	Un	1.0	None	None	None	None	Aspartic acid (Asp, D), also known as aspartate, the name of its anion, is one of the 20 natural proteinogenic amino acids which are the building blocks of proteins. As its name indicates, aspartic acid is the carboxylic acid analog of asparagine. As a neurotransmitter, aspartic acid may provide resistance to fatigue and thus lead to endurance, although the evidence to support this idea is not strong. (http://en.wikipedia.org/wiki/Aspartic_acid) Aspartic acid is a nonessential amino acid which is made from glutamic acid by enzymes using vitamin B6. The amino acid has important roles in the urea cycle and DNA metabolism. Aspartic acid is a major excitatory neurotransmitter, which is sometimes found to be increased in epileptic and stroke patients. It is decreased in depressed patients and in patients with brain atrophy. Aspartic acid supplements are being evaluated. Five grams can raise blood levels. Magnesium and zinc may be natural inhibitors of some of the actions of aspartic acid. Aspartic acid, with the amino acid phenylalanine, is a part of a new natural sweetener, aspartame. This sweetener is an advance in artificial sweeteners, and is probably safe in normal doses to all except phenylketonurics. The jury is still out on the long term effects it has on many brain neurohormones. Aspartic acid may be a significant immunostimulant of the thymus and can protect against some of the damaging effects of radiation. Many claims have been made for the special value of administering aspartic acid in the form of potassium and magnesium salts. Since aspartic acid is relatively nontoxic, studies are now in progress to elucidate its pharmacological and therapeutic roles. (http://www.dcnutrition.com/AminoAcids).	C4H7NO4, Iminodiacetate		None	None	None	18.306	18.931	18.02	16.846	19.163	18.115	18.961	19.254	18.204	17.621	18.701	18.875	18.815	19.762	18.556	17.817	18.002	19.285	18.493	18.954	18.851	19.19	18.54	19.571	18.124	18.604	17.983	18.939	18.469	19.005	17.673	18.115	17.385	17.679	19.174	17.628	17.315	19.61	18.202	
133.0142794_MZ	L-Malic acid	Un	1.0	None	None	None	None	Malic acid is a tart-tasting organic dicarboxylic acid that plays a role in many sour or tart foods. Apples contain malic acid, which contributes to the sourness of a green apple. Malic acid can make a wine taste tart, although the amount decreases with increasing fruit ripeness. (wikipedia). In its ionized form malic acid is called malate. Malate is an intermediate of the TCA cycle along with fumarate. It can also be formed from pyruvate as one of the anaplerotic reactions. In humans, malic acid is both derived from food sources and synthesized in the body through the citric acid cycle or Krebs cycle which takes place in the mitochondria. Malate's importance to the production of energy in the body during both aerobic and anaerobic conditions is well established. Under aerobic conditions, the oxidation of malate to oxaloacetate provides reducing equivalents to the mitochondria through the malate-aspartate redox shuttle. During anaerobic conditions, where a buildup of excess of reducing equivalents inhibits glycolysis, malic acid's simultaneous reduction to succinate and oxidation to oxaloacetate is capable of removing the accumulating reducing equivalents. This allows malic acid to reverse hypoxia's inhibition of glycolysis and energy production. In studies on rats it has been found that only tissue malate is depleted following exhaustive physical activity. Other key metabolites from the citric acid cycle needed for energy production were found to be unchanged. Because of this, a deficiency of malic acid has been hypothesized to be a major cause of physical exhaustion. Notably, the administration of malic acid to rats has been shown to elevate mitochondrial malate and increase mitochondrial respiration and energy production.	C4H6O5		None	None	None	21.615	21.549	21.651	20.689	21.815	21.366	21.963	22.263	21.708	21.611	21.939	22.139	21.998	22.16	21.162	20.498	21.539	21.769	21.737	21.852	22.004	22.1	21.282	22.2	21.458	21.888	21.63	21.512	21.494	21.982	21.097	21.556	21.006	21.478	21.883	21.361	21.004	21.974	21.29	
133.0505218_MZ	Deoxyribose	Un	1.0	None	None	None	None	Deoxyribose is an aldopentose, a monosaccharide containing five carbon atoms, and including an aldehyde functional group. It is derived from the pentose sugar ribose by the replacement of the hydroxyl group at the 2 position with hydrogen, leading to the net loss of an oxygen atom, and has chemical formula C5H10O4. In deoxyribose, the carbon furthest from the attached carbon is stripped of the oxygen atom in what would be a hydroxyl group in ribose. The common base adenine (a purine derivative) coupled to deoxyribose is called deoxyadenosine. The 5-triphosphate derivative of adenosine, commonly called adenosine triphosphate (ATP) is an important energy transport molecule in cells. -- Wikipedia.	C5H10O4, 2,3-Dihydroxyvaleric acid, 1-Deoxy-D-xylulose, (R)-glycerol 1-acetate, (R)-2,3-Dihydroxy-isovalerate		None	None	None	15.379	15.328	15.326	14.338	15.574	15.924	15.681	16.206	15.45	15.966	16.31	16.077	16.429	16.003	15.01	14.451	15.256	15.487	15.672	15.534	16.122	16.168	14.919	15.987	15.139	15.618	15.314	15.207	17.159	15.7	14.831	15.092	14.674	15.221	15.85	15.105	14.621	15.878	15.07	
134.0472728_MZ	Adenine	Un	1.0	None	None	None	None	Adenine is a purine base. Adenine is found in both DNA and RNA. Adenine is a fundamental component of adenine nucleotides. Adenine forms adenosine, a nucleoside, when attached to ribose, and deoxyadenosine when attached to deoxyribose; it forms adenosine triphosphate (ATP), a nucleotide, when three phosphate groups are added to adenosine. Adenosine triphosphate is used in cellular metabolism as one of the basic methods of transferring chemical energy between chemical reactions. Purine inborn errors of metabolism (IEM) are serious hereditary disorders, which should be suspected in any case of neonatal fitting, failure to thrive, recurrent infections, neurological deficit, renal disease, self-mutilation and other manifestations. Investigation usually starts with uric acid (UA) determination in urine and plasma. (OMIM 300322, 229600, 603027, 232400, 232600, 232800, 201450, 220150, 232200, 162000, 164050, 278300). (PMID: 17052198, 17520339).	C5H5N5		None	None	None	20.25	20.359	20.444	20.362	20.532	20.324	20.599	20.071	20.7	20.266	20.242	20.524	20.42	20.881	20.604	20.822	20.56	20.619	20.217	20.486	20.38	20.389	20.728	20.433	20.527	20.794	20.669	20.954	20.61	20.294	20.54	20.328	20.48	20.721	21.332	20.326	20.791	20.446	20.962	
135.0300982_MZ	Erythronic acid	Un	1.0	None	None	None	None	Erythronic acid is a sugar component of aqueous humour (eye). It may be derived from glycated proteins or from degradation of ascorbic acid. Erythronic acid is a normal organic acid present in a healthy adult and pediatric population. It has been found in urine, plasma, CSF and synovial fluid. (PMID: 14708889, 8087979, 8376520, 10420182). Erythronic acid is formed when N-Acetyl-D-glucosamine (GlcNAc) is oxidised. GlcNAc is a constituent of hyaluronic acid (HA), a polysaccharide consisting of alternating units of Glucuronic acid and GlcNAc, present as an aqueous solution in synovial fluid. In synovial fluid of patients suffering from rheumatoid arthritis, HA is thought to be degraded either by radicals generated by Fenton chemistry (Fe2+/H2O2) or by NaOCl generated by myeloperoxidase. (PMID: 10614067).	C4H8O5, Threonic acid		None	None	None	17.998	18.463	18.264	18.511	18.071	18.782	18.161	18.279	18.753	19.196	18.617	19.609	18.893	18.926	17.511	18.816	18.405	18.316	18.475	19.36	18.61	18.47	18.433	18.64	19.084	18.454	18.373	18.9	19.378	17.964	18.539	18.195	19.408	18.89	19.525	18.911	18.43	18.96	18.347	
135.0451688_MZ	Phenylacetic acid	Un	1.0	None	None	None	None	Phenyl acetate (or phenylacetate) is a carboxylic acid ester that has been found in the biofluids of patients with nephritis and/or hepatitis as well as patients with phenylketonuria (PKU). Excess phenylalanine in the body can be disposed of through a transamination process leading to the production of phenylpyruvate. The phenylpyruvate can be further metabolized into a number of products. Decarboxylation of phenylpyruvate gives phenylacetate, while a reduction reaction gives phenyllactate. The phenylacetate can be further conjugated with glutamine to give phenylacetyl glutamine. All of these metabolites can be detected in serum and urine of PKU patients. Phenyl acetate is also produced endogenously as the metabolite of 2-Phenylethylamine, which is mainly metabolized by monoamine oxidase to form phenyl acetate. 2-phenylethylamine is an endogenous amphetamine which may modulate central adrenergic functions, and the urinary phenyl acetate levels have been postulated as a marker for depression. (PMID: 17978765, 476920, 6857245). Phenylacetate is also found in essential oils, e.g. neroli, rose oil, free and as esters' and in many fruits. As a result it is used as a perfumery and flavoring ingredient.	C8H8O2, 4-Hydroxyphenylacetaldehyde		None	None	None	18.237	18.371	18.056	17.83	17.841	18.45	18.144	18.331	18.015	18.174	17.802	18.086	18.334	18.232	17.704	18.228	18.39	18.294	17.939	18.161	17.923	18.633	17.871	18.378	17.857	18.24	18.208	18.078	18.419	18.005	17.771	18.093	17.991	18.06	18.375	18.066	17.916	17.84	18.034	
136.0412797_MZ	Trigonelline	Un	1.0	None	None	None	None	Trigonelline is an alkaloid with chemical formula C7H7NO2 and CAS number 535-83-1. Trigonelline is a product of the metabolism of niacin (vitamin B3) which is excreted in the urine. It is also found in coffee, where it may help to prevent dental caries by preventing the bacteria Streptococcus mutans from adhering to teeth. Trigonelline occurs in many other plants, including fenugreek seeds, garden peas, hemp seed, oats and potatoes.	C7H7NO2, 3-Pyridylacetic acid, 2-Aminobenzoic acid, p-Aminobenzoic acid		None	None	None	14.195	13.965	14.058	13.548	13.906	14.142	14.274	14.086	13.798	13.915	13.771	14.044	13.8	13.803	14.267	14.243	13.8	14.04	14.304	13.601	13.75	13.973	13.817	13.856	13.723	14.118	14.114	13.737	13.987	14.28	13.907	14.025	13.611	13.675	13.814	13.942	13.88	13.747	13.493	
136.0766207_MZ	Tyramine	Un	1.0	None	None	None	None	m-Tyramine is an amine derived from Tyrosine, Phenylethylamine and other catecholamines. (PMID 7335956).	C8H11NO, 2-Hydroxyphenethylamine, Dimethylaniline-N-oxide		None	None	None	11.757	11.591	11.763	11.392	11.582	11.606	11.422	11.734	11.714	11.553	11.605	11.433	11.715	11.603	11.527	11.39	11.566	11.695	11.428	11.51	11.595	11.662	11.528	11.817	11.566	11.662	11.592	11.643	11.743	11.476	11.332	11.37	11.596	11.731	11.725	11.537	11.657	11.638	11.723	
137.0357944_MZ	Urocanic acid	Un	1.0	None	None	None	None	Urocanic acid is a breakdown (deamination) product of histidine. In the liver, urocanic acid is an intermediate in the conversion of histidine to glutamic acid, whereas in the epidermis, it accumulates and may be both a UV protectant and an immunoregulator. Urocanic acid (UA) exists as a trans isomer (t-UA, approximately 30 mg/cm2) in the uppermost layer of the skin (stratum corneum). t-UA is formed as the cells of the second layer of skin become metabolically inactive. During this process, proteins and membranes degrade, histidine is released, and histidase (histidine ammonia lyase) catalyzes the deamination of histidine to form t-UA. t-UA accumulates in the epidermis until removal by either the monthly skin renewal cycle or sweat. Upon absorption of UV light, the naturally occurring t-UA isomerizes to its cis form, c-UA. Because DNA lesions (e.g., pyrimidine dimers) in the lower epidermis can result from UV-B absorption, initial research proposed that t-UA acted as a natural sunscreen absorbing UV-B in the stratum corneum before the damaging rays could penetrate into lower epidermal zones. Researchers have found that c-UA also suppresses contact hypersensitivity and delayed hypersensitivity, reduces the Langerhans cell count in the epidermis, prolongs skin-graft survival time, and affects natural killer cell activity.	C6H6N2O2, Nicotinamide N-oxide		None	None	None	17.558	17.606	17.498	17.494	17.448	17.795	17.56	18.054	17.547	17.546	17.591	17.494	17.526	17.493	17.468	17.66	17.615	17.547	17.6	18.691	17.588	17.805	17.518	17.589	17.539	17.551	17.579	17.598	17.597	17.494	17.47	17.535	17.585	17.606	17.642	17.592	17.575	17.616	17.627	
137.0599096_MZ	Tyrosol	Un	1.0	None	None	None	None	Tyrosol is a phenolic compound present in two of the traditional components of the Mediterranean diet: wine and virgin olive oil. The presence of tyrosol has been described in red and white wines. Tyrosol is also present in vermouth and beer. Tyrosol has been shown to be able to exert antioxidant activity in vitro studies. Oxidation of low-density lipoprotein (LDL) appears to occur predominantly in arterial intimae in microdomains sequestered from antioxidants of plasma. The antioxidant content of the LDL particle is critical for its protection. The ability of tyrosol to bind human LDL has been reported. The bioavailability of tyrosol in humans from virgin olive oil in its natural form has been demonstrated. Urinary tyrosol increases, reaching a peak at 0-4 h after virgin olive oil administration. Men and women show a different pattern of urinary excretion of tyrosol. Moreover, tyrosol is absorbed in a dose-dependent manner after sustained and moderate doses of virgin olive oil. Tyrosol from wine or virgin olive oil could exert beneficial effects on human health in vivo if its biological properties are confirmed. (PMID 15134375).	C8H10O2		None	None	None	14.842	15.058	15.232	15.031	15.232	15.209	14.97	15.192	15.018	15.127	15.492	15.144	14.919	15.257	14.886	14.965	14.873	15.038	14.84	15.317	15.128	14.988	14.906	15.129	14.976	14.926	14.839	14.946	15.228	14.775	14.798	14.841	15.058	14.926	14.979	14.904	15.032	15.32	15.046	
137.0710963_MZ	L-2,4-diaminobutyric acid	Un	1.0	None	None	None	None	L-3-Amino-isobutanoic acid is a component of branched-chain amino acid biosynthesis and metabolism. It can also be used in pyrimidine metabolism. L-3-Amino-isobutanoic acid is produced from S-methylmalonate semialdehyde by the enzyme 4-aminobutyrate aminotransferase.	C4H10N2O2, 2,4-Diaminobutyric acid		None	None	None	13.061	13.081	13.077	12.892	13.079	13.202	13.07	13.215	12.984	13.05	13.172	13.086	12.917	13.002	13.134	13.154	12.92	13.017	13.129	13.085	13.098	13.188	12.867	12.976	12.956	13.003	12.946	12.884	13.171	12.994	12.951	12.879	12.995	12.964	12.975	13.054	12.94	13.157	13.045	
138.0200779_MZ	3-Hydroxypicolinic acid	Un	1.0	None	None	None	None	3-Hydroxy picolinic acid is a picolinic acid derivative and is a member of the pyridine family. Picolinic acid is an isomer of nicotinic acid, which has the carboxyl side chain at the 3-position. It is a catabolite of the amino acid tryptophan.	C6H5NO3, 4-Nitrophenol, 6-Hydroxynicotinic acid		None	None	None	14.665	14.816	14.65	14.728	14.483	14.678	14.582	14.91	14.739	14.708	14.791	14.02	14.737	14.664	14.196	14.869	14.944	14.876	14.609	14.267	14.553	15.154	14.645	14.966	14.065	14.699	14.73	14.247	14.978	14.745	14.479	14.78	14.163	14.505	14.181	14.943	14.668	14.147	14.454	
138.0558958_MZ	3,4-Dihydroxybenzylamine	Un	1.0	None	None	None	None	3,4-Dihydroxybenzylamine is an alternative substrates for dopamine that is a member of the catecholamine family in the brain, and is a precursor to epinephrine and norepinephrine. Catecholamines contain a catechol group, and are derived from the amino acid and tyrosine. They are produced mainly by the chromaffin cells of the adrenal medulla and the postganglionic fibers of the sympathetic nervous system. Catecholamine synthesis is inhibited by alpha-Methyltyrosine, by inhibiting tyrosine-3 monooxygenase.Wikipedia.	C7H9NO2		None	None	None	13.642	13.779	14.376	13.634	13.892	13.934	14.385	13.776	13.842	14.148	13.748	14.29	14.096	14.067	13.721	13.511	13.646	13.991	13.676	13.974	13.64	13.369	13.707	13.832	13.852	13.854	13.744	13.587	13.765	14.237	13.793	13.494	13.748	13.834	13.913	13.568	13.697	13.975	13.401	
138.0668098_MZ	Histidinal	Un	1.0	None	None	None	None	Histidinal is involved in the histidine biosynthesis I pathway. Histidinal is produced by the reaction between histidinol and NAD+, with NADH as a byproduct. The reaction is catalyzed by histidinol dehydrogenase. Histidinal reacts with NAD+ and H2O to produce L-histidine and NADH. Histidinol dehydrogenase catalyzes this reaction.	C6H9N3O		None	None	None	11.365	11.598	12.017	11.421	11.651	11.862	11.906	11.657	11.528	11.803	11.853	11.924	11.65	11.836	11.433	11.481	11.351	11.544	11.466	11.598	11.508	11.374	11.379	11.644	11.453	11.616	11.456	11.33	11.656	11.61	11.376	11.167	11.459	11.56	11.571	11.295	11.504	11.717	11.401	
138.9792165_MZ	Acetylphosphate	Un	1.0	None	None	None	None	Acetylphosphate or actyl phosphate is a compound involved in taurine and hypotaurine metabolism as well as pyruvate metabolism. It is generated from sulfoacetaldehyde, converted to acetyl-CoA and acetate via phosphate acetyltransferase (EC:2.3.1.8) and acetate kinase (EC:2.7.2.1) respectively. It is also an intermediate in pyruvate metabolism. It is generated from pyruvate and the formation is catalyzed by pyruvate oxidase (EC:1.2.3.3).	C2H5O5P, Phosphonoacetate		None	None	None	15.186	15.224	15.131	15.178	15.197	15.163	15.225	15.079	15.315	15.424	15.294	15.098	15.21	15.464	15.113	15.457	15.357	15.227	15.302	15.268	15.251	15.322	15.338	15.302	15.312	15.478	15.298	15.323	15.307	15.132	15.19	15.324	15.225	15.258	15.466	15.43	15.347	15.232	15.422	
139.9759985_MZ	Carbamoylphosphate	Un	1.0	None	None	None	None	Carbamoyl phosphate is a precursor of both arginine and pyrimidine biosynthesis. It is a labile and potentially toxic intermediate. Carbamoyl phosphate is a molecule that is involved in ridding the body of excess nitrogen in the urea cycle, and also in the synthesis of pyrimidines. It is produced from carbon dioxide, ammonia, and phosphate (from ATP) by the enzyme carbamoyl phosphate synthase. -- Wikipedia.	CH4NO5P		None	None	None	12.309	12.338	12.188	12.344	12.334	12.247	12.32	12.422	12.312	12.491	12.347	12.267	12.33	12.35	12.408	12.487	12.424	12.341	12.2	12.34	12.295	12.36	12.467	12.39	12.277	12.327	12.251	12.34	12.254	12.109	12.44	12.23	12.292	12.283	12.29	12.354	12.434	12.357	12.61	
140.0118208_MZ	O-Phosphoethanolamine	Un	1.0	None	None	None	None	Phosphoethanolamine (PE) is a phosphomonoester metabolite of the phospholipid metabolism. PE is a precursor of phospholipid synthesis and a product of phospholipid breakdown. Phosphomonoesters are present at much higher levels in brain than in other organs. In developing brain, phosphomonoesters are normally elevated during the period of neuritic proliferation. This also coincides with the occurrence of normal programmed cell death and synaptic pruning in developing brain. These findings are consistent with the role of phosphomonoesters in membrane biosynthesis. PE shows a strong structural similarity to the inhibitory neurotransmitter, GABA, and the GABAB receptor partial agonist, 3-amino-propylphosphonic acid. PE is a phosphomonoester which is decreased in post-mortem Alzheimer's disease (AD) brain. (PMID: 7791524, 8588821, 11566853).	C2H8NO4P		None	None	None	15.916	16.104	16.372	16.068	15.713	16.101	15.971	16.182	16.055	16.013	15.833	16.379	17.188	16.211	15.427	16.032	16.002	16.04	15.892	16.116	16.137	15.851	15.842	16.26	15.701	16.002	15.439	15.79	15.602	15.59	15.715	15.872	16.212	16.255	15.829	15.694	16.128	16.075	15.533	
140.0828828_MZ	L-Histidinol	Un	1.0	None	None	None	None	L-Histidinol, a structural analogue of the essential amino acid L-histidine, enhances the toxicity of a variety of anticancer drugs for many tumor cells of animal origin. (PMID 8297120). L-histidinol inhibits human Myristoyl- CoA:protein-myristoyltransferase (hNMT) (an essential eukaryotic enzyme that catalyzes the cotranslational transfer of myristate to the NH2-terminal glycine residue of a number of important proteins of diverse function). (PMID 9778369).	C6H11N3O		None	None	None	10.503	10.645	10.758	10.795	10.634	10.548	10.407	10.664	10.621	10.707	10.702	10.705	10.738	10.674	10.191	10.499	10.412	10.737	10.342	10.69	10.601	10.643	10.484	10.77	11.581	10.567	10.432	11.9	10.579	10.608	10.07	10.271	10.699	10.661	12.816	10.651	10.45	10.503	10.694	
141.0196635_MZ	cis-cis-Muconic acid	Un	1.0	None	None	None	None		C6H6O4, Sumiki's acid, trans-trans-Muconic acid		None	None	None	17.849	17.858	17.836	17.824	17.793	17.824	17.794	17.842	17.885	17.913	17.904	17.823	17.851	17.844	17.687	17.979	17.926	17.879	17.862	17.944	17.899	17.938	17.853	17.898	17.891	17.881	17.854	17.908	17.88	17.727	17.642	17.886	17.965	17.937	17.847	17.875	17.973	17.956	18.018	
141.0296281_MZ	5-Hydroxymethyluracil	Un	1.0	None	None	None	None		C5H6N2O3		None	None	None	16.079	16.167	16.049	16.048	16.107	15.997	16.047	16.108	16.115	16.173	16.061	16.177	16.065	16.024	15.994	16.32	16.128	16.091	16.139	16.054	16.046	16.24	16.005	16.026	16.083	16.051	16.1	16.127	16.12	15.979	15.977	15.995	16.192	16.132	16.071	16.158	16.142	16.283	16.282	
141.0553976_MZ	D-Threitol	Un	1.0	None	None	None	None	D-Threitol can be regarded as the main end product of D-xylose metabolism in man. Threitol is a C4-polyol (tetritol); the total C4-polyol concentration of threitol decreases with age. Several inborn errors of metabolism with abnormal polyol concentrations in body fluids are known to date (such as pentosuria and galactosemia). Most of these defects can be diagnosed by the assessment of urinary concentrations of polyols. Several studies have revealed that urinary levels of some polyols may vary in diseases associated with carbohydrate metabolism derangements such as diabetes mellitus and uremia. The abnormal occurrence of various polyols in diseases with a specific enzyme deficiency such as pentosuria4 and galactosemias has also been reported. (PMID: 908147, 16435188, 14988808, Analytical Sciences (1990), 6(5), 657-66.).	C4H10O4, Erythritol		None	None	None	12.792	12.976	13.399	13.05	13.138	13.206	13.065	13.084	12.974	13.145	13.408	13.007	12.9	13.396	12.883	12.794	12.802	13.05	12.813	12.99	13.043	13.019	12.853	13.275	12.878	12.899	12.75	12.78	13.141	12.597	12.827	12.814	12.811	12.799	12.966	13.015	12.998	13.205	12.92	
141.0918344_MZ	2-Octenoic acid	Un	1.0	None	None	None	None	2-Octenoic acid is a normal organic acid produced by hepatic microsomal oxidation of aliphatic aldehydes and is a metabolite naturally found in the urine and plasma. (PMID 1883862, 8087979, 4086594, 1417834, 6480773).	C8H14O2, trans-2-Octenoic acid		None	None	None	14.024	14.458	14.618	14.368	14.611	14.973	14.135	14.024	14.372	14.527	15.159	14.262	14.337	14.711	13.807	13.635	13.743	13.846	13.94	14.063	14.692	14.065	14.071	14.539	14.105	14.062	13.757	13.917	14.844	13.767	14.057	13.891	14.168	13.982	14.317	14.166	14.273	14.563	13.858	
142.0508508_MZ	Vinylacetylglycine	Un	1.0	None	None	None	None	Vinylacetylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:. acyl-CoA + glycine < -- > CoA + N-acylglycine. Vinylacetylglycine is a human metabolite that had been identified in a GC/MS urine screen. Increased amounts of this metabolite in the urine has been linked to a metabolomic disorder termed Isovaleric acidemia. (Gas-Chromatographic Method of Analysis for Urinary Organic Acids. I. Retention indices of 155 metaboically Important Compounds; Kay Tanaka, David G. Hine, Agnes West-Dull, and Theodore B. Lynn.).	C6H9NO3		None	None	None	13.883	13.137	13.488	13.903	13.151	13.594	13.256	13.354	13.359	12.928	13.209	13.54	13.367	13.008	13.915	13.493	13.42	13.174	12.912	13.278	13.647	12.965	13.298	13.532	13.102	13.018	13.335	13.375	13.797	13.348	13.385	13.083	12.967	13.531	13.276	13.297	13.381	13.026	12.927	
143.0349331_MZ	3-Hexenedioic acid	Un	1.0	None	None	None	None	3-Hexenedioic acid is a normal human unsaturated dicarboxylic acid metabolite with increased excretion in patients with Dicarboxylic aciduria caused by fatty acid metabolism disorders. (PMID 2614263, 7096501) The urinary excretion of 3-Hexenedioic acid is increased in conditions of augmented mobilization of fatty acids or inhibited fatty acid oxidation. (PMID 2001377).	C6H8O4, 3-Methylglutaconic acid, (E)-2-Methylglutaconic acid, trans-2-Hexenedioic acid		None	None	None	16.112	15.666	16.016	15.671	15.955	16.631	15.983	15.669	16.024	16.391	16.144	16.287	15.794	16.263	15.898	16.463	16.434	16.056	16.24	16.011	16.104	15.791	15.56	16.28	15.989	15.973	16.288	16.211	16.22	15.743	15.716	15.923	16.075	16.113	16.462	16.41	15.998	16.05	15.543	
143.0712224_MZ	4-Hydroxycyclohexylcarboxylic acid	Un	1.0	None	None	None	None	4-Hydroxycyclohexylcarboxylic acid is a rare compound in urinary organic acid analysis.	C7H12O3		None	None	None	14.216	14.131	15.612	14.174	14.315	14.376	14.732	15.244	14.002	13.995	14.212	13.605	13.979	15.081	14.354	14.202	14.046	15.172	13.994	13.76	13.944	14.245	13.981	14.683	13.65	14.33	14.452	13.723	14.254	13.914	13.825	14.492	13.782	13.837	13.864	14.233	13.892	13.891	14.209	
143.1076499_MZ	Caprylic acid	Un	1.0	None	None	None	None	Caprylic acid is the common name for the eight-carbon straight chain fatty acid known by the systematic name octanoic acid. It is found naturally in coconuts and breast milk. It is an oily liquid with a slightly unpleasant rancid taste that is minimally soluble in water. Caprylic acid is used commercially in the production of esters used in perfumery and also in the manufacture of dyes. (wikipedia).	C8H16O2, Valproic acid		None	None	None	15.261	15.426	15.257	15.275	15.03	15.333	15.121	15.392	15.158	15.252	15.27	14.939	15.242	15.254	14.843	15.571	15.184	15.318	15.144	15.051	15.212	15.804	15.007	15.51	15.052	15.127	15.285	15.145	15.346	15.294	14.961	15.31	15.01	15.043	15.417	15.446	15.104	15.098	15.319	
144.0301812_MZ	2-Keto-glutaramic acid	Un	1.0	None	None	None	None	deaminated metabolite of glutamine in csf of patients with hepatic coma; intermediate in the detoxification of ammonia in brain; structure.	C5H7NO4		None	None	None	12.244	12.335	12.258	12.002	12.38	12.338	12.255	12.288	12.156	12.04	12.252	11.756	12.1	12.138	12.249	12.109	11.917	12.112	12.202	11.991	12.267	12.021	12.136	12.154	11.929	12.35	12.402	12.157	12.507	12.303	12.366	12.009	11.869	11.887	12.134	12.117	11.866	11.967	11.884	
144.0568800_MZ	5-Methylcytosine	Un	1.0	None	None	None	None	5-Methylcytosine is a methylated nucleotide base found in eukaryotic DNA. In animals, the DNA methylation of cytosine to form 5-methylcytosine is found primarily in the palindromic sequence CpG. In plants, the methylated sequence is CpNpGp, where N can be any base. -- Pubchem; 5-Methylcytosine is a methylated form of cytosine in which a methyl group is attached to carbon 5, altering its structure without altering its base-pairing properties. -- Wikipedia; 5-Methylcytosine is an epigenetic modification formed by the action of DNA methyltransferases. In bacteria, 5-methylcytosine can be found at a variety of sites, and is often used as a marker to protect DNA from being cut by native methylation-sensitive restriction enzymes. In plants, 5-methylcytosine occurs at both CpG and CpNpG sequences. In fungi and animals, 5-methylcytosine predominately occurs at CpG dinucleotides. Although most eukaryotes methylate only a small percentage of these sites, in vertebrates 70-80% of CpG cytosines are methylated. -- Wikipedia.	C5H7N3O, 2-O-Methylcytosine		None	None	None	12.525	12.323	12.894	12.822	11.898	12.194	12.443	12.221	12.127	12.22	12.387	11.966	12.398	12.378	12.404	12.174	11.905	12.1	11.741	11.739	12.069	12.136	12.026	12.268	12.598	12.005	12.297	11.692	12.365	12.487	12.077	12.211	11.899	12.058	11.682	12.044	12.1	11.98	11.786	
144.0666377_MZ	Allysine	Un	1.0	None	None	None	None	Allysine is a derivative of Lysine, used in the production of elastin and collagen. It is produced by the actions of the enzyme lysyl oxidase in the extracellular matrix and is essential in the crosslink formation that stabilizes collagen and elastin.	C6H11NO3, 4-Acetamidobutanoic acid, 2-Keto-6-aminocaproate, (S)-5-Amino-3-oxohexanoate		None	None	None	15.881	15.732	15.901	16.335	15.747	15.656	15.533	15.103	15.74	15.605	15.071	14.816	16.14	15.755	16.237	16.225	15.581	15.237	14.926	15.057	15.702	14.964	16.401	15.796	14.986	15.457	15.462	15.829	15.613	15.21	16.292	15.054	14.942	15.518	15.391	15.642	15.398	15.094	15.148	
144.1029393_MZ	3-Dehydroxycarnitine	Un	1.0	None	None	None	None	3-Dehydroxycarnitine is an acylcarnitine. Numerous disorders have been described that lead to disturbances in energy production and in intermediary metabolism in the organism which are characterized by the production and excretion of unusual acylcarnitines. A mutation in the gene coding for carnitine-acylcarnitine translocase or the OCTN2 transporter aetiologically causes a carnitine deficiency that results in poor intestinal absorption of dietary L-carnitine, its impaired reabsorption by the kidney and, consequently, in increased urinary loss of L-carnitine. Determination of the qualitative pattern of acylcarnitines can be of diagnostic and therapeutic importance. The betaine structure of carnitine requires special analytical procedures for recording. The ionic nature of L-carnitine causes a high water solubility which decreases with increasing chain length of the ester group in the acylcarnitines. Therefore, the distribution of L-carnitine and acylcarnitines in various organs is defined by their function and their physico-chemical properties as well. High performance liquid chromatography (HPLC) permits screening for free and total carnitine, as well as complete quantitative acylcarnitine determination, including the long-chain acylcarnitine profile. (PMID: 17508264, Monatshefte fuer Chemie (2005), 136(8), 1279-1291., Int J Mass Spectrom. 1999;188:39-52.).	C7H15NO2		None	None	None	11.728	11.088	10.841	11.599	10.852	11.583	10.229	12.439	12.141	10.917	12.34	11.861	12.285	11.719	11.05	11.572	10.591	11.262	11.072	11.352	11.298	11.522	11.416	11.594	11.594	11.902	11.041	11.441	11.463	11.305	10.848	11.151	10.646	11.776	11.75	11.207	11.582	11.216	11.338	
145.0141831_MZ	Oxoglutaric acid	Un	1.0	None	None	None	None	Alpha-ketoglutaric acid is an important biological compound and is a key intermediate in the Krebs cycle. Alpha-ketoglutaric acid occurs naturally within cells. One of its functions is to combine with ammonia to form glutamic acid and then glutamine. Another function is to combine with nitrogen released in the cell, therefore preventing nitrogen overload. (wikipedia).	C5H6O5		None	None	None	14.768	15.939	15.741	16.17	15.256	15.009	15.443	15.102	15.314	16.062	15.245	16.967	15.748	15.926	15.279	14.364	15.047	15.397	14.896	16.411	15.107	15.339	15.456	15.624	16.384	15.753	14.67	15.721	15.108	15.416	15.716	14.619	16.918	15.364	16.14	15.218	14.874	16.475	15.071	
145.0504303_MZ	Adipic acid	Un	1.0	None	None	None	None	Adipic acid is an important inudstrial dicarboxylic acid with about 2.5 billion kilograms produced per year. It is used mainly in the production of nylon. It occurs relatively rarely in nature. It has a tart taste and is also used as an additive and gelling agent in jello or gelatins. It is also used in some calcium carbonate antacids to make them tart. Adipic acid has also been incorporated into controlled-release formulation matrix tablets to obtain pH-independent release for both weakly basic and weakly acidic drugs. Adipic acid in the urine and in the blood is typically exogenous in origin and is a good biomarker of jello consumption. In fact, a condition known as adipic aciduria is actually an artifact of jello consumption (PMID: 1779643). However, certain disorders (such as diabetes and glutaric aciduria type I.) can lead to elevated levels of adipic acid snd other dicarboxcylic acids (such as suberic acid) in urine (PMID: 17520433; PMID: 6778884).	C6H10O4, 2-Methylglutaric acid, Methylglutaric acid, Monomethyl glutaric acid, 2,2-Dimethylsuccinic acid, Solerol, (S)-2-Aceto-2-hydroxybutanoic acid		None	None	None	15.408	15.238	15.729	15.833	14.749	15.185	15.085	15.513	15.207	15.022	15.239	15.288	15.345	15.134	15.285	15.012	15.065	15.097	15.007	14.774	15.042	15.067	15.184	15.366	14.901	15.113	15.26	14.725	15.586	15.109	15.432	15.341	15.208	15.298	15.058	15.344	15.068	14.812	14.729	
145.0619989_MZ	L-Glutamine	Un	1.0	None	None	None	None	Glutamine (Gln) is one of the 20 amino acids encoded by the standard genetic code. Its side chain is an amide; it is formed by replacing a side-chain hydroxyl of glutamic acid with an amine functional group. glutamine is found in foods high in proteins, such as fish, red meat, beans, and dairy products. glutamine is a supplement that is used in weightlifting, bodybuilding, endurance and other sports, as well as by those who suffer from muscular cramps or pain particularly elderly people. The main use of glutamine within the diet of either group is as a means of replenishing the body's stores of amino acids that have been used during exercise or everyday activities. Studies which are looking into problems with excessive consumption of glutamine thus far have proved inconclusive. However, normal supplementation is healthy mainly because glutamine is supposed to be supplemented after prolonged periods of exercise (for example, a workout or exercise in which amino acids are required for use) and replenishes amino acid stores; this being the main reason glutamine is recommended during fasting or for people who suffer from physical trauma, immune deficiencies, or cancer. There is a significant body of evidence that links glutamine-enriched diets with intestinal effects; aiding maintenance of gut barrier function, intestinal cell proliferation and differentiation, as well as generally reducing septic morbidity and the symptoms of Irritable Bowel Syndrome. The reason for such cleansing properties is thought to stem from the fact that the intestinal extraction rate of glutamine is higher than that for other amino acids, and is therefore thought to be the most viable option when attempting to alleviate conditions relating to the gastrointestinal tract. These conditions were discovered after comparing plasma concentration within the gut between glutamine-enriched and non glutamine-enriched diets. However, even though glutamine is thought to have cleansing properties and effects, it is unknown to what extent glutamine has clinical benefits, due to the varied concentrations of glutamine in varieties of food. It is also known that glutamine has various effects in reducing healing time after operations. Hospital waiting times after abdominal surgery are reduced by providing parenteral nutrition regimens containing amounts of glutamine to patients. Clinical trials have revealed that patients on supplementation regimes containing glutamine have improved nitrogen balances, generation of cysteinyl-leukotrienes from polymorphonuclear neutrophil granulocytes and improved lymphocyte recovery and intestinal permeability (in postoperative patients) - in comparison to those who had no glutamine within their dietary regime; all without any side-effects. (http://en.wikipedia.org/wiki/glutamine).	C5H10N2O3, Ureidoisobutyric acid, Alanylglycine		None	None	None	21.464	21.005	20.961	21.285	21.061	21.099	21.007	21.652	20.887	20.823	21.736	21.834	20.879	21.353	21.191	21.198	21.469	21.127	21.768	21.008	21.006	21.296	20.712	21.296	21.488	21.144	21.454	21.14	21.302	21.174	21.298	21.769	21.387	20.986	21.884	21.736	20.89	21.01	20.809	
145.0981660_MZ	L-Lysine	Un	1.0	None	None	None	None	L-lysine is an essential amino acid. Normal requirements for lysine have been found to be about 8 g per day or 12 mg/kg in adults. Children and infants need more- 44 mg/kg per day for an eleven to-twelve-year old, and 97 mg/kg per day for three-to six-month old. Lysine is highly concentrated in muscle compared to most other amino acids. Lysine is high in foods such as wheat germ, cottage cheese and chicken. Of meat products, wild game and pork have the highest concentration of lysine. Fruits and vegetables contain little lysine, except avocados. Normal lysine metabolism is dependent upon many nutrients including niacin, vitamin B6, riboflavin, vitamin C, glutamic acid and iron. Excess arginine antagonizes lysine. Several inborn errors of lysine metabolism are known. Most are marked by mental retardation with occasional diverse symptoms such as absence of secondary sex characteristics, undescended testes, abnormal facial structure, anemia, obesity, enlarged liver and spleen, and eye muscle imbalance. Lysine also may be a useful adjunct in the treatment of osteoporosis. Although high protein diets result in loss of large amounts of calcium in urine, so does lysine deficiency. Lysine may be an adjunct therapy because it reduces calcium losses in urine. Lysine deficiency also may result in immunodeficiency. Requirements for this amino acid are probably increased by stress. Lysine toxicity has not occurred with oral doses in humans. Lysine dosages are presently too small and may fail to reach the concentrations necessary to prove potential therapeutic applications. Lysine metabolites, amino caproic acid and carnitine have already shown their therapeutic potential. Thirty grams daily of amino caproic acid has been used as an initial daily dose in treating blood clotting disorders, indicating that the proper doses of lysine, its precursor, have yet to be used in medicine. Low lysine levels have been found in patients with Parkinson's, hypothyroidism, kidney disease, asthma and depression. The exact significance of these levels is unclear, yet lysine therapy can normalize the level and has been associated with improvement of some patients with these conditions. Abnormally elevated hydroxylysines have been found in virtually all chronic degenerative diseases and coumadin therapy. The levels of this stress marker may be improved by high doses of vitamin C. Lysine is particularly useful in therapy for marasmus (wasting) and herpes simplex. It stops the growth of herpes simplex in culture, and has helped to reduce the number and occurrence of cold sores in clinical studies. Dosing has not been adequately studied, but beneficial clinical effects occur in doses ranging from 100 mg to 4 g a day. Higher doses may also be useful, and toxicity has not been reported in doses as high as 8 g per day. Diets high in lysine and low in arginine can be useful in the prevention and treatment of herpes. Some researchers think herpes simplex virus is involved in many other diseases related to cranial nerves such as migraines, Bell's palsy and Meniere's disease. Herpes blister fluid will produce fatal encephalitis in the rabbit. (http://www.dcnutrition.com).	C6H14N2O2, (3S)-3,6-Diaminohexanoate, (3S,5S)-3,5-Diaminohexanoate		None	None	None	18.857	18.742	18.443	18.294	18.445	18.87	18.648	18.649	18.472	18.208	18.727	18.747	18.454	18.644	19.478	18.523	18.503	18.752	18.701	18.649	18.777	18.371	18.422	18.822	18.608	18.757	18.582	18.835	18.913	18.791	18.745	18.48	18.26	18.455	19.379	18.765	18.298	18.519	18.384	
146.0254799_MZ	Indole-5,6-quinone	Un	1.0	None	None	None	None	Indole-5,6-quinone is involved in the tyrosine metabolism pathway. More specifically, indole-5,6-quinone is an intermediate in the production of melanin. Indole-5,6-quinone is produced from 5,6-dihydroxyindole by tyrosinase [EC:1.14.18.1].	C8H5NO2		None	None	None	14.942	14.804	14.626	14.591	14.642	14.795	14.599	14.766	14.703	14.604	14.714	14.665	14.84	14.685	14.557	15.041	14.692	14.867	14.775	14.733	14.685	14.812	14.688	14.772	14.627	14.732	14.825	14.869	14.796	14.559	14.594	14.73	14.679	14.588	15.01	14.76	14.676	14.839	14.778	
146.0459018_MZ	L-Glutamic acid	Un	1.0	None	None	None	None	Glutamic acid (Glu), also referred to as glutamate (the anion), is one of the 20 proteinogenic amino acids. It is not among the essential amino acids. Glutamate is a key molecule in cellular metabolism. In humans, dietary proteins are broken down by digestion into amino acids, which serves as metabolic fuel or other functional roles in the body. Glutamate is the most abundant fast excitatory neurotransmitter in the mammalian nervous system. At chemical synapses, glutamate is stored in vesicles. Nerve impulses trigger release of glutamate from the pre-synaptic cell. In the opposing post-synaptic cell, glutamate receptors, such as the NMDA receptor, bind glutamate and are activated. Because of its role in synaptic plasticity, it is believed that glutamic acid is involved in cognitive functions like learning and memory in the brain. Glutamate transporters are found in neuronal and glial membranes. They rapidly remove glutamate from the extracellular space. In brain injury or disease, they can work in reverse and excess glutamate can accumulate outside cells. This process causes calcium ions to enter cells via NMDA receptor channels, leading to neuronal damage and eventual cell death, and is called excitotoxicity. The mechanisms of cell death include: * Damage to mitochondria from excessively high intracellular Ca2+. * Glu/Ca2+-mediated promotion of transcription factors for pro-apoptotic genes, or downregulation of transcription factors for anti-apoptotic genes. Excitotoxicity due to glutamate occurs as part of the ischemic cascade and is associated with stroke and diseases like amyotrophic lateral sclerosis, lathyrism, and Alzheimer's disease. glutamic acid has been implicated in epileptic seizures. Microinjection of glutamic acid into neurons produces spontaneous depolarization around one second apart, and this firing pattern is similar to what is known as paroxysmal depolarizing shift in epileptic attacks. This change in the resting membrane potential at seizure foci could cause spontaneous opening of voltage activated calcium channels, leading to glutamic acid release and further depolarization. (http://en.wikipedia.org/wiki/Glutamic_acid).	C5H9NO4, N-Methyl-D-aspartic acid, N-Acetylserine, O-Acetylserine, L-4-Hydroxyglutamate semialdehyde		None	None	None	20.075	20.138	19.884	19.589	19.804	19.246	19.806	20.616	19.479	19.368	19.746	19.75	20.874	20.177	19.21	19.966	19.429	19.564	19.618	19.912	19.711	20.072	20.394	20.08	19.448	19.706	20.014	19.963	19.864	20.145	19.683	20.174	19.987	19.526	20.384	19.732	19.826	19.933	19.932	
147.0298102_MZ	D-2-Hydroxyglutaric acid	Un	1.0	None	None	None	None	D-xylonolactone is a lactone derivative of xylonic acid. It is an intermediate in the pentose and glucuronate interconversion pathway and can be formed from either D-xylonic acid or D-xylose. D-xylose is a simple 5 carbon sugar that is found in a variety of edible plants. It is also frequently used in intestinal absorption tests to help diagnose problems that prevent the small intestine from absorbing nutrients in food. Xylose is also the first saccharide added to the serine or threonine in the proteoglycan type O-glycosylation and so it is the first saccharide in biosynthetic pathways of most anionic polysaccharides such as heparan sulfate and chondroitin sulfate. D-xylose is normally easily absorbed by the intestines where it can be converted to D-xylonolactone by intestinal D-xylose 1-dehydrogenase (EC 1.1.1.175).	C5H8O5, Citramalic acid, 3-Hydroxyglutaric acid, D-Xylono-1,5-lactone, L-2-Hydroxyglutaric acid, Ribonolactone		None	None	None	17.076	16.489	17.741	18.159	17.05	17.469	17.267	16.32	17.192	17.203	17.424	16.512	17.655	16.842	15.677	16.037	16.791	16.662	16.947	16.799	16.824	16.477	16.516	16.869	16.298	16.299	16.76	16.763	17.214	16.951	16.898	16.913	16.428	16.358	17.017	17.148	17.051	16.704	16.262	
147.0662557_MZ	Mevalonic acid	Un	1.0	None	None	None	None	Mevalonic acid is a key organic compound in biochemistry. It is a precursor in the biosynthetic pathway, known as the HMG-CoA reductase pathway, that produces terpenes and steroids. Mevalonate is produced by NADPH from 3-hydroxy-3-methylglutaryl CoA via reduction. This reaction occurs in the cytosol. It is the committed step in cholesterol synthesis, -- Wikipedia The production of mevalonic acid (MVA) by the enzyme 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase, is the rate-limiting step in the biosynthesis of cholesterol. (Jemal et. al, Rapid Communications in Mass Spectrometry, 2003, 17:1715) Plasma concentrations and urinary excretion of MVA are decreased by HMG-CoA reductase inhibitor drugs such as pravastatin, simvastatin and atorvastatin. Naoumova RP, Marais AD, Mountney J, Firth JC, Rendell NB, Taylor GW, Thompson GR. Atherosclerosis 1996; 119: 203.	C6H12O4, (R) 2,3-Dihydroxy-3-methylvalerate		None	None	None	15.109	14.892	14.899	15.107	14.839	15.132	14.726	15.313	14.737	14.933	15.537	15.267	15.252	15.054	14.873	14.988	15.035	14.76	15.238	14.812	15.088	15.05	14.809	15.078	14.991	14.87	15.004	14.828	15.78	14.858	15.117	15.265	14.957	14.768	15.365	15.274	14.674	14.796	14.598	
147.1177137_MZ	Octanal	Un	1.0	None	None	None	None	Octanal is a substrate for Fatty aldehyde dehydrogenase and Alcohol dehydrogenase.	C8H16O		None	None	None	9.812	10.206	10.522	10.197	10.729	10.543	10.08	9.798	10.209	10.127	10.904	10.609	10.137	10.537	9.813	9.889	9.754	10.044	9.675	10.185	10.594	9.592	10.014	10.238	10.201	10.051	9.858	10.055	10.674	9.801	9.97	9.681	10.257	10.151	10.244	9.955	9.977	10.45	9.889	
148.0438526_MZ	L-Methionine	Un	1.0	None	None	None	None	Methionine is a dietary indispensable amino acid required for normal growth and development of humans, other mammals, and avian species. In addition to being a substrate for protein synthesis, it is an intermediate in transmethylation reactions, serving as the major methyl group donor in vivo, including the methyl groups for DNA and RNA intermediates. Methionine is a methyl acceptor for 5-methyltetrahydrofolate-homocysteine methyl transferase (methionine synthase), the only reaction that allows for the recycling of this form of folate, and is also a methyl acceptor for the catabolism of betaine. Methionine is also required for synthesis of cysteine. Methionine is accepted as the metabolic precursor for cysteine. Only the sulfur atom from methionine is transferred to cysteine; the carbon skeleton of cysteine is donated by serine. (PMID 16702340). The adequacy range of dietary requirements of specific amino acids in disease states is difficult to determine. Requirements may not be similar in disease with regard to protein synthesis. Requirements for this purpose can be assessed only when such a function can be measured and related to clinical outcome. There is apparent consensus concerning normal sulfur amino acid (SAA) requirements. WHO recommendations amount to 13 mg/kg per 24 h in healthy adults. This amount is roughly doubled in artificial nutrition regimens. In disease or after trauma, requirements may be altered for methionine, cysteine, and taurine. Although in specific cases of congenital enzyme deficiency, prematurity, or diminished liver function, hypermethionemia or hyperhomocysteinemia may occur, SAA supplementation can be considered safe in amounts exceeding 2-3 times the minimal recommended daily intake. Apart from some very specific indications (e.g., acetaminophen poisoning) the usefulness of SAA supplementation is not yet established.(PMID 16702341). Methionine is known to exacerbate psychopathological symptoms in schizophrenic patients, there is no evidence of similar effects in healthy subjects. The role of methionine as a precursor of homocysteine is the most notable cause for concern. A loading dose of methionine (0.1 g/kg) has been given, and the resultant acute increase in plasma homocysteine has been used as an index of the susceptibility to cardiovascular disease. Although this procedure results in vascular dysfunction, this is acute and unlikely to result in permanent damage. However, a 10-fold larger dose, given mistakenly, resulted in death. Longer-term studies in adults have indicated no adverse consequences of moderate fluctuations in dietary methionine intake, but intakes higher than 5 times normal resulted in elevated homocysteine levels. These effects of methionine on homocysteine and vascular function are moderated by supplements of vitamins B-6, B-12, C, and folic acid. In infants, methionine intakes of 2 to 5 times normal resulted in impaired growth and extremely high plasma methionine levels, but no adverse long-term consequences were observed. (PMID 16702346).	C5H11NO2S		None	None	None	14.811	15.568	15.089	14.466	14.681	15.084	15.015	14.406	14.916	14.807	14.914	15.175	14.982	14.943	15.142	14.826	15.2	15.075	14.983	14.482	14.936	14.77	14.711	14.97	14.541	15.255	14.837	14.856	15.056	14.892	14.598	14.564	14.435	14.972	15.476	15.032	14.559	15.147	14.554	
148.0626493_MZ	6-Methyladenine	Un	1.0	None	None	None	None	6-Methyladenine is a methylated adenine residue. The formation of internal 6-methyladenine (m6A) residues in eucaryotic messenger RNA (mRNA) is a postsynthetic modification in which S-adenosyl-L-methionine (SAM) serves as the methyl donor. 6-Methyladenine residues have also been localized to heterogeneous nuclear RNA (HnRNA), and for the most part these residues are conserved during mRNA processing. Although the biological significance of internal adenine methylation in eucaryotic mRNA remains unclear, a great deal of research has indicated that this modification may be required for mRNA transport to the cytoplasm, the selection of splice sites or other RNA processing reactions. The presence of m6A residues increases the in vitro translation efficiency of dihydrofolate reductase; an inhibition of m6A residues in dihydrofolate reductase transcripts significantly alters their rate of translation. m6A is found in many human fluids: oviductal fluid, blood plasma and urine. (PMID: 1551452, 8925412, 10481270, 16083005, 16684535, 3506820, 3728186).	C6H7N5, 3-Methyladenine, 1-Methyladenine, 7-Methyladenine		None	None	None	12.987	13.091	13.027	12.979	12.989	12.939	13.113	13.174	13.521	12.961	13.093	13.037	13.186	12.999	12.976	12.767	12.988	13.084	12.883	12.908	13.049	12.958	13.127	13.108	12.992	13.164	13.046	13.108	13.216	13.068	13.283	12.991	13.009	13.059	13.365	13.072	12.896	13.036	13.201	
149.0456494_MZ	D-Ribose	Un	1.0	None	None	None	None	D-ribose is commonly referred to simply as ribose, a five-carbon sugar found in all living cells. Ribose is not an essential nutrient because it can be synthesized by almost every tissue in the body from other substances, such as glucose. It is vital for life as a component of DNA, RNA, ATP, ADP, and AMP. In nature, small amounts of ribose can be found in ripe fruits and vegetables. Brewer's yeast, which has a high concentration of RNA, is another rich source of ribose. D-ribose is also a component of many so-called energy drinks and antiaging products available on the market today. Ribose is a structural component of ATP, which is the primary energy source for exercising muscle. The adenosine component is an adenine base attached to the five-carbon sugar ribose. ATP provides energy to working muscles by releasing a phosphate group, hence becoming ADP, which in turn may release a phosphate group, then becoming AMP. During intense muscular activity, the total amount of ATP available is quickly depleted. In an effort to correct this imbalance, AMP is broken down in the muscle and secreted from the cell. Once the breakdown products of AMP are released from the cell, the energy potential (TAN pool) of the muscle is reduced and ATP must then be reformed using ribose. Ribose helps restore the level of adenine nucleotides by bypassing the rate-limiting step in the de novo (oxidative pentose phosphate) pathway, which regenerates 5-phosphoribosyl-l-pyrophosphate (PRPP), the essential precursor for ATP. If ribose is not readily available to a cell, glucose may be converted to ribose. Ribose supplementation has been shown to increase the rate of ATP resynthesis following intense exercise. The use of ribose in men with severe coronary artery disease resulted in improved exercise tolerance. Hence, there is interest in the potential of ribose supplements to boost muscular performance in athletic activities. (PMID: 17618002, Curr Sports Med Rep. 2007 Jul;6(4):254-7.).	C5H10O5, D-Xylose, 2-Deoxyribonic acid, D-Ribulose, L-Arabinose, L-Threo-2-pentulose, D-Xylulose, L-Ribulose, Beta-D-ribopyranose, Arabinofuranose		None	None	None	13.689	13.664	13.555	13.657	13.497	14.049	13.489	13.392	13.604	13.743	13.648	13.675	13.751	13.719	13.953	13.669	13.679	13.575	13.823	13.255	13.449	13.434	13.477	13.741	13.503	13.961	13.618	13.837	13.973	13.497	13.696	13.446	13.481	13.634	14.113	14.075	13.405	13.3	13.149	
149.0586698_MZ	Hydrocinnamic acid	Un	1.0	None	None	None	None	Hydrocinnamic acid is an analogue of phenylalanine. It is a substrate of the enzyme oxidoreductases [EC 1.14.12.-] in the pathway phenylalanine metabolism (KEGG).	C9H10O2, 3-Methylphenylacetic acid, 4-Coumaryl alcohol, 2-Phenylpropionate		None	None	None	13.319	13.637	14.157	13.609	13.524	13.915	13.861	13.82	13.502	13.792	14.113	13.813	13.476	14.085	13.453	12.953	13.403	13.64	13.05	13.445	13.537	13.507	13.41	13.888	13.484	13.555	13.278	13.171	13.772	12.957	13.423	13.338	13.459	13.138	13.671	13.123	13.309	13.775	13.555	
149.0970810_MZ	(+)-(S)-Carvone	Un	1.0	None	None	None	None	Carvone is a volatile terpenoid. Carvone is found in many essential oils and is very abundant in the seeds of caraway (Carum carvi). Carvone is occasionally found as a component of biological fluids in normal individuals. Caraway was used for medicinal purposes by the ancient Romans, but carvone was probably not isolated as a pure compound until Varrentrapp obtained it in1841. (PMID: 5556886, 2477620, Wikipedia).	C10H14O		None	None	None	13.044	13.248	13.753	13.262	13.62	13.581	13.353	13.392	13.308	13.378	13.948	13.44	13.147	13.648	12.986	12.964	13.069	13.353	13.082	13.265	13.563	13.095	13.143	13.572	13.277	13.27	13.095	13.143	13.616	12.946	13.109	13.141	13.406	12.961	13.275	13.086	13.307	13.678	13.24	
150.0901321_MZ	N-Methylphenylethanolamine	Un	1.0	None	None	None	None	N-Methylphenylethanolamine is an intermediate in the metabolism of Tyrosine. It is a substrate for Phenylethanolamine N-methyltransferase.	C9H13NO		None	None	None	10.618	10.444	10.552	10.573	10.358	10.532	10.441	10.672	10.434	10.542	10.433	10.183	10.416	10.44	10.643	10.575	10.488	10.495	10.094	10.626	10.444	10.59	10.536	10.715	10.579	10.589	10.389	10.63	10.655	10.221	10.303	10.43	10.363	10.554	10.399	10.42	10.591	10.435	10.628	
151.0260914_MZ	Xanthine	Un	1.0	None	None	None	None	Xanthine is a purine base found in most body tissues and fluids, certain plants, and some urinary calculi. It is an intermediate in the degradation of adenosine monophosphate to uric acid, being formed by oxidation of hypoxanthine. The methylated xanthine compounds caffeine, theobromine, and theophylline and their derivatives are used in medicine for their bronchodilator effects. (Dorland, 28th ed.).	C5H4N4O2, 6,8-Dihydroxypurine		None	None	None	17.315	17.454	17.633	17.65	17.6	19.002	18.098	17.056	18.456	19.212	17.888	19.062	17.749	18.536	17.968	19.357	18.598	18.545	18.077	18.19	18.209	17.302	18.822	18.502	18.745	18.352	18.85	18.438	18.708	17.238	19.318	18.175	18.45	18.196	18.673	18.65	18.62	17.471	18.097	
151.0764184_MZ	Hydroxyisocaproic acid	Un	1.0	None	None	None	None	Hydroxyisocaproic acid is an end product of leucine metabolism in human tissues such as muscle and connective tissue. It belongs to 2-hydroxycarboxylic acid group of amino acid metabolites (PMID 6434570 ). Hydroxyisocaproic acid functions as an ‰ÛÏanti-catabolite‰Û� and is widely used in the body building community.  Chronic alpha-hydroxyisocaproic acid treatment of rats has been shown to improve muscle recovery after immobilization-induced atrophy (PMID: 23757407).  Additionally, a 4-week hydroxyisocaproic acid supplementation of 1.5 g a day was shown to lead to increases in muscle mass during an intensive training period among soccer athletes (PMID: 20051111). Hydroxyisocaproic acid  has also shown some potential as a topical antibiotic (PMID: 22483561). Elevated levels of 2-hydroxyisocaproic acid have been found in the urine of patients with dihydrolipoyl dehydrogenase (E3) deficiency (PMID: 6688766).  Hydroxyisocaproic acid is also elevated in Maple Syrup urine disease and has been shown to accelerate lipid peroxidation.  It may also be an indicator of oxidative stress (PMID: 11894849).	C6H12O3, 2-Hydroxy-3-methylpentanoic acid, (5R)-5-Hydroxyhexanoic acid, 5-Hydroxyhexanoic acid, D-Leucic acid, Leucinic acid, 2-Hydroxycaproic acid, 2-Ethyl-2-Hydroxybutyric acid, (R)-3-Hydroxyhexanoic acid, 6-Hydroxyhexanoic acid		None	None	None	13.172	13.536	14.262	13.653	14.115	14.133	13.736	13.788	13.661	13.907	14.351	13.861	13.467	14.204	13.192	13.593	13.35	13.691	13.091	13.483	13.773	13.123	13.466	13.85	13.55	13.47	13.395	13.262	14.014	13.043	13.413	13.269	13.633	13.318	13.459	13.329	13.494	13.925	13.294	
151.1128141_MZ	Alpha-Pinene-oxide	Un	1.0	None	None	None	None	Alpha-pinene oxide is cheap monoterpene, which is important compound for the fragnance industry. Biocatalytic method is used to convert monoterpenes into terpenoids. The biotransformation of alpha-pinene oxide using resting cells of Pseudomonas fluorescens NCIMB 11671 produces isonovalal (cis-2-methyl-5-isopropylhexa-2,5-dienal), which is a fragrance. However, this biotransformation has technical problems including the following: alpha-pinene oxide undergoes autoxidation in water and light; it is hydrophobic and relatively toxic to the biocatalyst; and it suffers from product inhibition. the influence of other terpene byproducts on the flux of alpha-pinene oxide was investigated and found to decrease the flux into the organic phase by up to 10%. (PMID: 16321051).	C10H16O, (-)-trans-Carveol, Perillyl alcohol		None	None	None	12.883	13.169	13.884	13.276	13.565	13.678	13.249	13.268	13.125	13.272	13.971	13.314	13.049	13.695	12.996	12.46	12.792	13.065	12.604	12.846	13.659	12.708	12.946	13.522	13.115	13.157	12.844	12.697	13.739	12.883	13.043	12.697	13.07	12.671	13.173	12.751	12.882	13.359	12.79	
152.0828162_MZ	N-Acetylhistamine	Un	1.0	None	None	None	None	N-Acetylhistamine is a 4-(beta-Acetylaminoethyl)imidazole that is an intermediate in Histidine metabolism. It is generated from Histamine via the enzyme Transferases (EC 2.3.1.-). Histamine is an amine derived by enzymatic decarboxylation of histidine. It is a powerful stimulant of gastric secretion, a constrictor of bronchial smooth muscle, a vasodilator, and also a centrally acting neurotransmitter.	C7H11N3O		None	None	None	11.77	12.035	12.031	11.934	11.969	12.125	11.56	11.684	12.088	11.602	12.089	11.982	11.572	11.966	12.626	11.743	11.446	11.36	11.542	11.713	11.602	11.546	11.827	11.934	11.555	11.842	11.551	12.03	11.964	11.471	11.727	11.554	11.524	11.645	11.787	11.853	11.468	11.75	11.771	
153.0185447_MZ	Gentisic acid	Un	1.0	None	None	None	None	Gentisic acid is a dihydroxybenzoic acid. It is a crystalline powder that forms monoclinic prism in water solution. Gentisic acid is an active metabolite of salicylic acid degradation. There is an increasing amount of evidence indicating that gentisic acid has a broad spectrum of biological activity, such as anti-inflammatory, antirheumatic and antioxidant properties. Gentisic acid is also a byproduct of tyrosine and benzoate metabolism.	C7H6O4, 2-Pyrocatechuic acid, Protocatechuic acid, 3,5-Dihydroxyphenylbenzoic acid		None	None	None	14.566	14.299	14.36	14.582	14.435	15.096	14.497	14.312	14.362	14.916	14.613	14.574	14.478	14.643	14.477	15.01	14.792	14.53	14.584	14.556	14.647	14.401	14.311	14.675	14.436	14.327	14.839	14.583	14.644	14.193	14.43	14.406	14.601	14.593	14.862	14.767	14.385	14.443	14.229	
153.0554354_MZ	Hydroxytyrosol	Un	1.0	None	None	None	None	Hydroxytyrosol is a polyphenol extracted from virgin olive oil and a natural antioxidant. It has a protective effect in preventing protein damage induced by ultraviolet radiation (PMID: 15749387). Research results suggest that Hydroxytyrosol could exert its antioxidant effect by scavenging hydrogen peroxide but not superoxide anion released during the respiratory burst(PMID: 15476671).	C8H10O3		None	None	None	13.778	13.727	14.131	13.589	14.096	14.162	13.835	13.903	13.603	13.734	14.272	13.596	13.606	13.988	13.8	13.737	13.459	13.773	13.697	13.378	13.792	13.485	13.457	13.823	13.594	13.739	13.739	13.374	14.007	13.568	13.523	13.605	13.533	13.255	13.56	13.631	13.595	13.843	13.405	
153.0668990_MZ	L-Canaline	Un	1.0	None	None	None	None	Canavanine reacts with water to produce L-canaline and urea. The reaction is catalyzed by arginase. L-canaline reacts with carbamoyl-phosphate to produce O-ureidohomoserine and phosphate. The reaction is catalyzed by ornithine carbamoyltransferase.	C4H10N2O3		None	None	None	15.987	15.36	14.971	14.377	15.253	15.556	15.409	15.63	14.415	13.895	14.67	13.692	14.516	14.242	15.99	15.755	15.154	15.257	16.026	13.442	14.797	15.239	14.772	14.662	14.431	15.869	15.719	14.473	14.937	15.72	14.944	15.697	13.785	14.367	14.229	15.383	14.91	13.514	14.378	
154.0621843_MZ	L-Histidine	Un	1.0	None	None	None	None	Histidine is an alpha-amino acid with an imidazole functional group. It is one of the 22 proteinogenic amino acids. Histidine was first isolated by German physician Albrecht Kossel in 1896. Histidine is an essential amino acid in humans and other mammals. It was initially thought that it was only essential for infants, but longer-term studies established that it is also essential for adults. Infants four to six months old require 33 mg/kg of histidine. It is not clear how adults make small amounts of histidine, and dietary sources probably account for most of the histidine in the body. Histidine is a precursor for histamine and carnosine biosynthesis. Inborn errors of histidine metabolism exist and are marked by increased histidine levels in the blood. Elevated blood histidine is accompanied by a wide range of symptoms, from mental and physical retardation to poor intellectual functioning, emotional instability, tremor, ataxia and psychosis. Histidine and other imidazole compounds have anti-oxidant, anti-inflammatory and anti-secretory properties (PMID: 9605177). The efficacy of L-histidine in protecting inflamed tissue is attributed to the capacity of the imidazole ring to scavenge reactive oxygen species (ROS) generated by cells during acute inflammatory response (PMID: 9605177). Histidine, when administered in therapeutic quantities is able to inhibit cytokines and growth factors involved in cell and tissue damage (US patent 6150392). Histidine in medical therapies has its most promising trials in rheumatoid arthritis where up to 4.5 g daily have been used effectively in severely affected patients. Arthritis patients have been found to have low serum histidine levels, apparently because of very rapid removal of histidine from their blood (PMID: 1079527). Other patients besides arthritis patients that have been found to be low in serum histidine are those with chronic renal failure. Urinary levels of histidine are reduced in pediatric patients with pneumonia. (PMID: 2084459). Asthma patients exhibit increased serum levels of histidine over normal controls (PMID: 23517038).  Serum histidine levels are lower and are negatively associated with inflammation and oxidative stress in obese women (PMID: 23361591).  Histidine supplementation has been shown to reduce insulin resistance, reduce BMI and fat mass and suppress inflammation and oxidative stress in obese women with metabolic syndrome.  Histidine appears to suppress pro-inflammatory cytokine expression, possibly via the NF-ë¼B pathway, in adipocytes (PMID: 23361591). Low plasma concentrations of histidine are associated with protein-energy wasting, inflammation, oxidative stress, and greater mortality in chronic kidney disease patients (PMID: 18541578). Histidine may have many other possible functions because it is the precursor of the ubiquitous neurohormone-neurotransmitter histamine. Histidine increases histamine in the blood and probably in the brain. Low blood histamine with low serum histidine occurs in rheumatoid arthritis patients. Low blood histamine also occurs in some manic, schizophrenic, high copper and hyperactive groups of psychiatric patients. Histidine is a useful therapy in all patients with low histamine levels. (http://www.dcnutrition.com ).	C6H9N3O2		None	None	None	19.682	19.494	19.223	18.986	19.229	19.867	19.179	19.496	19.06	18.865	19.421	19.306	19.467	19.386	20.768	18.955	18.89	19.338	19.347	18.933	19.396	19.294	19.322	19.499	19.06	19.204	19.379	19.744	19.73	19.624	20.157	19.165	18.955	19.047	19.571	19.389	18.757	19.082	18.779	
154.9750286_MZ	Phosphoglycolic acid	Un	1.0	None	None	None	None	Phosphoglycolic acid is a substrate for triose-phosphate isomerase.	C2H5O6P		None	None	None	15.084	15.307	15.163	13.819	15.231	15.476	14.987	15.139	15.301	14.784	15.253	15.566	15.01	14.999	14.676	15.15	15.037	15.047	15.339	14.937	15.202	15.332	14.384	15.506	15.189	14.721	15.234	15.036	15.172	14.964	14.604	15.11	15.129	15.353	15.537	15.232	14.769	15.223	14.508	
155.0462603_MZ	Imidazolelactic acid	Un	1.0	None	None	None	None	Imidazolelactic acid is the component of normal human urine. (PMID: 5856262). histidine loading causes an increase in the excretion of imidazolelactic acid. (PMID: 6021220). During pregnancy the values for imidazolelactic acid in urine is increased 3-fold. An interaction of allergic reactions and anomalies in the metabolism of the sex hormones are considered to form the basis of the pregnancy-specific illnesses that were studied. (PMID: 5789877). Urinary excretion of imidazolelactic acid is also an indication for folic acid and vitamin B12 deficiency. (PMID: 4645251).	C6H8N2O3, 5-Hydroxymethyl-4-methyluracil, 4-Imidazolone-5-propionic acid		None	None	None	14.636	14.962	14.838	15.508	13.963	15.621	14.421	15.139	13.944	13.613	14.869	14.542	14.398	14.159	16.278	14.036	13.602	14.263	14.657	13.614	14.863	14.605	14.81	14.229	13.794	14.501	14.339	15.212	15.419	14.968	15.533	14.498	14.859	14.981	15.17	15.122	14.428	14.046	13.956	
155.1076649_MZ	4-Hydroxynonenal	Un	1.0	None	None	None	None	4-Hydroxynonenal (HNE), one of the major end products of lipid peroxidation, has been shown to be involved in signal transduction and available evidence suggests that it can affect cell cycle events in a concentration-dependent manner. glutathione S-transferases (GSTs) can modulate the intracellular concentrations of HNE by affecting its generation during lipid peroxidation by reducing hydroperoxides and also by converting it into a glutathione conjugate. Overexpression of the Alpha class GSTs in cells leads to lower steady-state levels of HNE, and these cells acquire resistance to apoptosis induced by lipid peroxidation-causing agents such as H(2)O(2), UVA, superoxide anion, and pro-oxidant xenobiotics, suggesting that signaling for apoptosis by these agents is transduced through HNE. Cells with the capacity to exclude HNE from the intracellular environment at a faster rate are relatively more resistant to apoptosis caused by H(2)O(2), UVA, superoxide anion, and pro-oxidant xenobiotics as well as by HNE, suggesting that HNE may be a common denominator in mechanisms of apoptosis caused by oxidative stress. Transfection of adherent cells with HNE-metabolizing GSTs leads to transformation of these cells due to depletion of HNE. (PMID 15288119).	C9H16O2		None	None	None	14.861	15.314	15.647	15.349	15.631	16.036	15.071	15.156	15.139	15.394	16.191	15.241	15.38	15.743	14.746	14.339	14.649	14.935	14.753	15.019	15.755	15.226	14.679	15.405	14.937	15.007	14.631	14.688	15.78	14.705	14.889	14.784	15.043	14.705	15.319	14.868	14.954	15.639	14.738	
156.0300928_MZ	2-Aminomuconic acid	Un	1.0	None	None	None	None	2-Aminomuconic acid is a product of the Tryptophan metabolism degradation pathway (kinurenine pathway), in a reaction catabolized by the enzyme aminocarboxymuconate semialdehyde decarboxylase [EC:4.1.1.45]. The kynurenine pathway is the major route of L-tryptophan degradation in mammals. (BioCyc).	C6H7NO4		None	None	None	13.066	12.506	14.08	14.723	12.767	13.529	12.945	13.062	14.102	13.242	13.913	13.029	13.134	13.52	12.917	12.612	13.793	12.97	12.568	12.439	13.938	13.122	13.278	14.519	13.07	13.722	13.005	12.764	13.211	12.273	13.336	12.987	12.246	14.497	12.899	13.194	13.329	13.223	12.357	
156.0665716_MZ	Tiglylglycine	Un	1.0	None	None	None	None	Tiglylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:. acyl-CoA + glycine < -- > CoA + N-acylglycine. Tiglylglycine is an intermediate product of the catabolism of isoleucine. An elevated level of tiglylglycine is identified in urine of patients with beta-ketothiolase deficiency or with disorders of propionate metabolism (PMID 7923765).	C7H11NO3, 3-Methylcrotonylglycine		None	None	None	13.972	13.8	14.003	14.597	13.497	14.215	13.587	13.871	13.886	13.358	13.822	13.779	13.763	13.591	14.429	13.7	14.053	13.84	13.473	13.557	14.329	13.77	13.773	14.345	13.395	13.575	13.927	13.864	14.31	13.604	14.394	13.36	13.124	14.133	14.142	13.984	13.635	13.836	13.318	
157.0366638_MZ	Allantoin	Un	1.0	None	None	None	None	Allantoin is a diureide of glyoxylic acid with the chemical formula C4H6N4O3. It is also called 5-ureidohydantoin, glyoxyldiureide, and 5-ureidohydantoin. It is a product of oxidation of uric acid. It is a product of purine metabolism in most mammals except higher apes, and it is present in their urine. In humans, uric acid is excreted instead of allantoin. The presence of allantoin in the urine can be an indication of microbial overgrowth or it can be created via non-enzymatic means through high levels of reactive oxygen species. In this regard Allantoin is sometimes used as a marker of oxidative stress. Allantoin can be isolated from cow urine or as a botanical extract of the comfrey plant. It has long been used for its healing, soothing, and anti-irritating properties. Allantoin helps to heal wounds and skin irritations and stimulates the growth of healthy tissue. Allantoin can be found in anti-acne products, sun care products, and clarifying lotions because of its ability to help heal minor wounds and promote healthy skin. Allantoin is frequently present in toothpaste, mouthwash, and other oral hygiene products as well as shampoos, lipsticks, various cosmetic lotions and creams and other cosmetic and pharmaceutical products.	C4H6N4O3		None	None	None	14.543	14.566	14.679	14.727	15.135	14.91	14.633	14.647	15.139	15.159	14.761	14.997	15.266	15.216	14.685	14.776	15.033	14.908	14.609	15.043	14.994	14.712	14.895	15.301	14.918	14.95	15.055	15.244	14.648	14.185	15.107	14.641	15.205	15.006	15.14	14.949	14.952	14.972	14.341	
157.0505864_MZ	Isopropylmaleate	Un	1.0	None	None	None	None	Isopropylmaleate is found in the leucine biosynthesis pathway. 2-Isopropylmalate reversibly breaks down to form isopropylmaleate and H2O. The reaction is catalyzed by 3-isopropylmalate dehydratase.	C7H10O4, Succinylacetone		None	None	None	13.834	13.822	15.189	14.46	14.216	13.975	14.575	14.675	14.038	14.141	14.162	13.748	14.14	14.696	14.04	13.541	13.915	14.694	13.634	13.824	14.186	13.858	13.855	14.389	13.954	14.051	14.216	13.683	14.019	13.397	13.806	14.086	13.808	13.848	13.764	13.883	13.893	13.798	13.791	
157.0869040_MZ	3-Oxooctanoic acid	Un	1.0	None	None	None	None	3-Oxo-Octanoic acid is fatty acid formed by the action of acid synthases from acetyl-CoA and malonyl-CoA precursors. It is involved in the fatty acid biosynthesis. Specifically, it is the product of reaction between malonic acid and three enzymes; beta-ketoacyl-acyl-carrier- protein synthase, fatty-acid Synthase and beta-ketoacyl -acyl-carrier- protein synthase II.	C8H14O3, cis-4-Hydroxycyclohexylacetic acid, trans-4-Hydroxycyclohexylacetic acid, Alpha-Ketooctanoic acid 		None	None	None	14.362	14.562	14.786	14.339	14.346	14.747	14.541	14.685	14.488	14.407	14.692	14.18	14.464	14.793	14.02	14.668	14.312	14.571	14.372	14.247	14.511	14.743	14.347	14.593	14.166	14.352	14.455	14.167	14.56	14.219	14.231	14.35	14.271	14.23	14.353	14.617	14.376	14.475	14.311	
157.1232740_MZ	Oenanthic ether	Un	1.0	None	None	None	None	Oenanthic ether is an odorous substance (ester) (PMID 15474656) present in human sweat (PMID 8887339).	C9H18O2, Pelargonic acid		None	None	None	16.981	17.058	16.862	16.762	16.545	16.994	16.741	17.03	16.806	16.825	16.691	16.415	16.995	16.875	16.383	16.806	16.876	16.975	16.798	16.674	16.765	17.445	16.601	17.028	16.543	16.693	16.823	16.651	16.96	16.649	16.407	16.946	16.511	16.693	16.925	16.888	16.74	16.606	16.979	
158.0821713_MZ	2-Methylbutyrylglycine	Un	1.0	None	None	None	None	2-Methylbutyrylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:. acyl-CoA + glycine < -- > CoA + N-acylglycine. The isolated excretion of high levels of 2-methylbutyrylglycine (2-MBG) is the hallmark of short/branched-chain acyl-CoA dehydrogenase deficiency or SBCADD (PMID:15615815). The disorder is also called 2-methylbutyryl-CoA dehydrogenase deficiency (PMID: 17883863) and has been associated with autism and mental retardation. SBCADD is a recently described autosomal recessive disorder caused by a defect in the degradation pathway of L- isoleucine leading to increased urinary excretion of 2-methylbutyryl glycine. The enzymatic defect results from disruption of the SBCAD gene. Deficiency of SBCAD leads to accumulation of its substrate, 2-methylbutyryl-CoA within the mitochondrion. This substance is transesterified with glycine by the mitochondrial enzyme acyl-CoA glycine-N-acyltransferase (glycine-N-acylase) to form 2-methylbutyryl glycine. Affected patients can be divided into two categories. The first category consists of infants detected by newborn screening programmes. These infants are treated with diet and remain without clinical symptoms. In the second category affected patients are diagnosed because they presented clinically with seizures and psychomotor delay and have increased urinary excretion of 2-methylbutyryl glycine (PMID: 17883863). 2-methylbutyrylglycine has also been found in the urine of patients with propionyl-CoA carboxylase deficiency after consuming isoleucine. (PMID: 630060). 2-methylbutyrylglycine is also elevated in the urine of patients with glutaric aciduria II and ethylmalonic encephalopathy.	C7H13NO3, Isovalerylglycine, Valerylglycine, N-Acetylvaline, 3-Dehydrocarnitine, 5-Acetamidovalerate		None	None	None	14.322	13.977	14.024	15.206	13.435	14.111	13.714	14.104	13.927	13.767	13.535	13.892	14.054	13.401	14.953	14.62	14.482	13.764	13.452	13.159	13.871	13.779	14.566	14.271	13.588	13.59	14.168	13.761	14.176	13.593	15.015	13.401	13.414	14.242	13.486	14.084	14.11	13.551	13.54	
158.1186864_MZ	DL-2-Aminooctanoic acid	Un	1.0	None	None	None	None	alpha-Aminooctanoic acid is an amino compound found occasionally in human urine. (PMID: 13447222). alpha-Aminooctanoic acid has been found in one case in the milk of a lactating mother at the 144th day of lactation. (Science and Culture (1960), 26 186-7.).	C8H17NO2		None	None	None	11.076	10.619	11.035	11.333	10.755	11.274	10.746	11.167	10.878	11.118	11.521	10.944	11.037	11.02	11.102	11.078	10.61	10.927	11.187	10.398	11.046	10.923	10.543	11.033	10.486	10.358	10.757	10.602	11.484	10.954	10.997	10.717	10.358	10.511	10.736	11.1	10.605	10.549	10.212	
159.0300131_MZ	Oxoadipic acid	Un	1.0	None	None	None	None	2-Oxoadipic acid is produced from lysine in the cytosol of cells via the saccharopine and the pipecolic acid pathways. Catabolites of hydroxylysine and tryptophan enter these pathways as 2-aminoadipic- -semialdehyde and 2-oxoadipate, respectively. In the matrix of mitochondria, 2-oxoadipate is decarboxylated to glutaryl-CoA by the 2-oxoadipate dehydrogenase complex and then converted to acetyl-CoA. 2-Oxoadipic aciduria is an in-born error of metabolism of lysine, tryptophan, and hydroxylysine, in which abnormal quantities of 2-aminoadipic acid are found in body fluids along with 2-oxoadipic acid. Patients with 2-Oxoadipic acidemias are mentally retarded with hypotonia or seizures. 2-Oxoadipic Aciduria can occur in patients with Kearns-Sayre Syndrome, a progressive disorder with onset prior to 20 years of age in which multiple organ systems are affected, including progressive external ophthalmoplegia, retinopathy, and the age of onset, and these are associated classically with abnormalities in cardiac conduction, cerebellar signs, and elevated cerebrospinal fluid protein. (PMID: 10655159, 16183823, 11083877).	C6H8O5, 3-Oxoadipic acid		None	None	None	13.355	13.027	13.425	13.329	12.918	13.351	13.112	13.19	13.01	13.069	13.33	13.133	13.515	13.475	13.353	13.151	13.168	13.121	13.104	12.954	13.135	13.22	13.032	13.271	12.889	13.277	13.001	13.102	13.342	12.948	13.053	13.226	12.929	13.343	13.069	13.343	12.838	13.086	12.967	
159.0564295_MZ	Methylimidazoleacetic acid	Un	1.0	None	None	None	None	Methylimidazoleacetic acid is the main metabolite of histamine. This end product of histamine catabolism is formed by N-methylation in the imidazole ring to methylhistamine by histamine methyltransferase (EC 2.1.1.8) and a subsequent oxidative deamination in the side chain by type B monoamine oxidase (EC 1.4.3.4). From studies is known that as much as 70 to 80 percent of the histamine metabolized in the body is excreted in the urine as Methylimidazoleacetic acid. Thus, urinary Methylimidazoleacetic acid being the major and specific histamine metabolite is a clear marker of any changes in histamine metabolism in the body. The urinary excretion of methylimidazoleacetic acid is considered a reliable indicator of histamine turnover rate in the body. The excretion of Methylimidazoleacetic acid is higher in men than women however; this gender difference is abolished when corrected for creatinine excretion. A possible explanation is that basal histamine turnover is related to body size. There is no significant difference in Methylimidazoleacetic acid excretion between smokers and non-smokers when analysing absolute values (mg/24 h). When using Methylimidazoleacetic acid values corrected for creatinine excretion female smokers have significantly higher Methylimidazoleacetic acid excretion compared to nonsmokers. (PMID: 11411609, 7130180, 10350179, 10202992).	C6H8N2O2, 1,3-Dimethyluracil, Imidazolepropionic acid, Pi-Methylimidazoleacetic acid		None	None	None	10.81	10.71	11.531	11.182	11.125	10.981	11.106	10.857	11.269	11.041	11.219	10.779	10.835	11.32	11.097	10.533	10.958	11.11	10.45	11.234	10.752	10.489	11.357	11.054	11.332	11.078	10.871	10.749	10.847	10.645	11.076	11.096	11.156	11.215	10.701	10.47	11.195	10.664	10.967	
159.0662113_MZ	3-Methyladipic acid	Un	1.0	None	None	None	None	3-Methyladipic acid is a metabolite of the catabolism of phytanic acid. Patients with adult Refsums disease (ARD) are unable to detoxify phytanic acid by alpha-oxidation, and so the w-oxidation pathway is the only metabolic pathway available for phytanic acid degradation. This pathway produces 3-methyladipic acid as the final metabolite, which is excreted in the urine (Wanders et al. 2001). Activity of the w-oxidation pathway is approximately doubled in ARD patients compared with normal individuals (PMID: 11948235).	C7H12O4, Pimelic acid, 3,3-Dimethylglutaric acid		None	None	None	14.385	14.294	14.896	14.21	13.971	13.939	14.074	14.655	13.906	13.647	13.716	13.462	13.898	14.395	13.816	13.369	13.528	14.337	13.92	13.203	13.554	14.474	13.926	14.417	13.004	13.97	13.821	13.156	14.377	13.25	13.109	14.119	13.1	14.431	13.188	14.187	13.761	12.934	13.521	
159.0780279_MZ	D-Alanyl-D-alanine	Un	1.0	None	None	None	None	The ATP-dependent carboxylate-amine/thiol ligase superfamily is known to contain enzymes catalyzing the formation of various types of peptide, one of which is d-alanyl-d-alanine.(PMID: 16030213). The glycopeptide antibiotic vancomycin acts by binding to the D-alanyl-D-alanine terminus of the cell wall precursor lipid II in the cytoplasmic membrane.(PMID: 17418637). D-alanine-D-alanine ligase from Thermotoga maritima ATCC 43589 (TmDdl) was a useful biocatalyst for synthesizing D-amino acid dipeptides.D-Alanine-D-alanine ligase (Ddl) catalyzes the biosynthesis of an essential bacterial peptidoglycan precursor D-alanyl-D-alanine and it represents an important target for development of new antibacterial drugs. (PMID: 17267218).	C6H12N2O3		None	None	None	12.739	12.566	12.849	12.916	12.544	12.613	12.436	12.825	12.846	12.141	12.635	12.532	12.489	12.81	12.431	11.955	12.115	12.343	12.192	12.344	12.147	12.456	12.678	12.777	12.516	12.426	12.061	12.527	12.674	12.028	12.496	12.434	12.2	12.673	12.706	12.666	12.648	12.228	12.322	
159.1025125_MZ	7-Hydroxyoctanoic acid	Un	1.0	None	None	None	None	7-Hydroxyoctanoic acid is a normal metabolite of medium-chain fatty acid oxidation, and is excreted in the urine as 7-hydroxyoctanoyl-beta-D-glucuronide (PMID 8799296), and have been found slightly elevated in the urine of persons with abnormal fatty acid metabolism (PMID 2094705).	C8H16O3, Hydroxyoctanoic acid, 3-Hydroxyoctanoic acid, (R)-2-Hydroxycaprylic acid, (R)-3-Hydroxyoctanoic acid		None	None	None	13.196	13.263	12.956	13.051	12.853	13.217	12.865	13.266	13.27	12.985	12.989	12.424	13.069	13.143	12.731	12.922	13.099	12.96	12.991	12.677	13.08	13.469	13.078	13.272	12.525	12.908	12.911	12.467	13.349	12.714	12.505	12.884	12.558	13.163	12.647	13.427	13.098	12.645	12.663	
159.1138446_MZ	N(6)-Methyllysine	None	None	None	None	None	None	N(6)-Methyllysine is a naturally occurring amino acid found in human biofluids. N-monomethyl-lysine is generated by metabolic transmethylation of endogenous lysine. Lysine methylation displays the highest degree of complexity among known covalent histone modifications, with each site of methylation regulating the association of different effector molecules. The versatility of lysine methylation marks is perhaps best exemplified by modifications implicated in transcriptional regulation as well as being required for double-strand break repair in several organisms. Identification of the numerous biological functions encoded by histone lysine methylation is a major area of research interest, as these mechanisms are intimately associated with cellular senescence, genomic instability, and leukemogenesis. While multiple sites of lysine methylation have been linked with gene activation, each modification is distributed to unique positions across the active gene. (PMID: 17030614, 1122639, 15756599, 3111294).	C7H16N2O2, Isoputreanine; N6-Methyl-L-lysine; Methyllysine		None	None	None	12.656	11.512	11.528	13.082	12.418	11.433	11.342	12.193	12.743	12.46	11.522	11.639	12.443	12.541	11.33	11.048	12.748	11.605	12.701	12.639	13.027	11.922	12.789	13.048	13.066	11.473	10.999	11.173	11.603	12.788	12.545	11.215	11.244	13.053	13.19	12.492	12.612	12.925	12.092	
160.0401699_MZ	4,6-Dihydroxyquinoline	Un	1.0	None	None	None	None	4,6-Dihydroxyquinoline is the product of the conversion of 5-hydroxykynurenamine by the enzyme monoamine oxidase, both metabolites from the 5-hydroxytryptophan metabolism. (PMIDs 7160021, 312499).	C9H7NO2, 2-Indolecarboxylic acid, Indole-3-carboxylic acid		None	None	None	13.007	13.156	12.945	12.953	12.726	12.925	12.93	12.813	12.6	12.673	12.683	13.025	12.995	12.737	13.364	13.096	12.689	12.975	12.864	12.691	12.769	13.086	13.092	12.929	12.529	13.166	12.963	13.158	13.362	12.859	13.101	12.824	12.619	12.67	12.881	13.054	12.619	12.739	12.673	
160.0614417_MZ	Aminoadipic acid	Un	1.0	None	None	None	None	Aminoadipic acid (2-aminoadipate) is a metabolite in the principal biochemical pathway of lysine. It is an intermediate in the metabolism (i.e. breakdown or degradation) of lysine and saccharopine.(Wikipedia).   It antagonizes neuroexcitatory activity modulated by the glutamate receptor, N-methyl-D-aspartate; (NMDA). Aminoadipic has also been shown to inhibit the production of kynurenic acid in brain tissue slices (PMID: 8566117). Kynurenic acid is a broad spectrum excitatory amino acid receptor antagonist. Recent studies have shown that aminoadipic acid is elevated in prostate biopsy tissues from prostate cancer patients (PMID: 23737455).  Mutations in DHTKD1 (dehydrogenase E1 and transketolase domain-containing protein 1) have been shown to cause human 2-aminoadipic and 2-oxoadipic aciduria via impaired turnover of decarboxylation 2-oxoadipate to glutaryl-CoA, which is the last step in the lysine degradation pathway (PMID: 23141293).  Aging, diabetes, sepsis and renal failure are known to catalyze the oxidation of lysyl residues to 2-aminoadipic acid in human skin collagen and potentially other tissues (PMID: 18448817).  Proteolytic breakdown of these tissues can lead to the release of free 2-aminoadipic acid.  Studies in rats indicate that aminoadipic acid (along with the 3 branched chain amino acid ‰ÛÒ Leu, Val and Ile) levels are elevated in the pre-diabetic phase and so aminoadipic acid may serve as a predictive biomarker for the development of diabetes. (PMID: 15389298). Long-term hyperglycemia of endothelial cells leads to elevated levels of aminoadipate which is though to be a sign of lysine breakdown through oxidative stress and reactive oxygen species (ROS) (PMID: 21961526).  2-aminoadipate is a potential small-molecule marker of oxidative stress (PMID: 21647514)	C6H11NO4		None	None	None	15.954	14.879	15.233	15.586	14.902	14.794	14.775	15.203	15.344	13.972	14.403	15.667	15.288	14.614	16.224	15.656	14.24	14.896	14.273	14.812	15.049	14.401	15.229	15.076	14.388	14.247	14.614	15.638	15.9	15.59	15.073	14.117	14.282	15.229	15.008	14.519	15.0	14.395	14.782	
160.8906630_MZ	Phosphoroselenoic acid	Un	1.0	None	None	None	None	Phosphoroselenoic acid, H3SePO3, is the activated selenium donor compound required for the biosynthesis of selenocysteyl-tRNA, the precursor of specific selenocysteine residues in bacterial and mammalian selenoproteins. Selenocysteine is the 21st amino acid, because Sec has a specific tRNA and codon UGA, and shares a major stop codon UGA. A number of enzymes have selenocysteine, residues and in some cases at their active sites. Proteins containing the 21st amino acid, selenocysteine (Sec), have been described in all three domains of life. (PMID: 18156471).	H3O3PSe		None	None	None	9.992	9.861	10.552	9.522	10.328	10.189	10.854	10.23	10.124	9.972	9.529	10.423	9.558	9.977	9.923	9.758	10.053	10.272	10.031	10.076	10.043	9.49	10.093	9.481	10.297	10.241	10.412	9.604	9.709	10.671	10.066	10.126	9.666	10.142	9.934	10.0	10.202	10.27	10.166	
161.0455326_MZ	2-Hydroxyadipic acid	Un	1.0	None	None	None	None	2-Hydroxyadipic acid is a hydroxy-dicarboxylic acid formed by the reduction of 2-ketoadipic acid. Deficiency of 2-ketoadipic dehydrogenase causes 2-ketoadipic acidemia (OMIM 245130), a condition characterized by accumulation and excretion of 2-hydroxyadipic acid (with 2-ketoadipic and 2-aminoadipic) probably without adverse phenotypic effects.(OMMBID - The Metabolic and Molecular Bases of Inherited Disease, CH.95). A method involving derivatization and combined gas chromatography--mass spectrometry has been recently developed to separate the enantiomers of 3-hydroxyadipic acid (PMID: 3980660). It has been shown that 3-hydroxyadipic acid excreted in urine consists of at least 95% of the L-enantiomer. This finding supports the hypothesis that dicarboxylic acids are degraded by ordinary beta-oxidation, and indicates that adipic acid may be converted into succinic acid. (PMID: 3980660).	C6H10O5, 3-Hydroxyadipic acid, 3-Hydroxymethylglutaric acid, 2(R)-Hydroxyadipic acid, Levoglucosan		None	None	None	16.85	16.684	17.274	17.21	16.59	17.106	16.749	16.612	16.904	17.241	16.812	16.878	17.198	17.056	16.841	16.983	17.234	17.001	16.802	16.631	16.934	16.632	16.495	17.09	16.635	17.384	16.995	17.026	17.095	17.087	16.617	16.647	16.296	16.923	17.128	17.263	16.754	16.498	16.195	
162.0226501_MZ	Acetylcysteine	Un	1.0	None	None	None	None	Acetylcysteine is the N-acetyl derivative of the amino acid L-cysteine, and is a precursor in the formation of the antioxidant glutathione in the body. The thiol (sulfhydryl) group confers antioxidant effects and is able to reduce free radicals. wikipedia. It is used as a mucolytic agent to reduce the viscosity of mucous secretions. It has also been shown to have antiviral effects in patients with HIV due to inhibition of viral stimulation by reactive oxygen intermediates. -- Pubchem. Acetylcysteine is a pharmacological agent used in the management of paracetamol overdose. For these indications, acetylcysteine is available under the trade names Mucomyst (Bristol-Myers Squibb) and Parvolex (GSK.-- Wikipedia.	C5H9NO3S		None	None	None	14.082	14.328	14.07	14.107	14.291	14.231	14.123	14.166	13.553	13.764	14.185	13.445	14.173	14.223	13.922	14.094	14.49	14.095	13.626	13.27	13.864	14.173	13.685	14.473	13.144	14.855	14.054	13.231	14.286	17.251	14.051	14.188	13.14	13.496	13.38	14.402	13.449	13.22	14.344	
162.0772529_MZ	Bicine	Un	1.0	None	None	None	None	Bicine is a general purpose buffer for biological research. Its applications include: tissue culture,phosphorylation and photophosphorylation, fixative transmission electron microscopy, protein synthesis and preventing binding to non-receptor materials. It is a degradation product of alkanolamine and alkylalkanolamine solutions.	C6H13NO4		None	None	None	11.751	11.629	11.556	11.588	11.885	11.913	11.543	11.738	11.974	11.537	11.702	11.256	11.714	11.895	11.874	11.431	12.054	11.546	11.656	11.267	11.831	11.729	11.609	11.929	11.112	12.122	11.849	11.27	11.724	12.318	11.734	11.53	10.862	11.733	11.489	11.918	11.363	11.163	11.507	
162.8905400_MZ	Molybdate	Un	1.0	None	None	None	None	Molybdate is involved in the molybdenum cofactor biosynthesis pathway. Molybdate reacts with molybdopterin-AMP to produce molybdenum cofactor, AMP, and H2O.	H2MoO4		None	None	None	10.614	10.808	11.12	10.922	10.954	11.062	11.5	10.851	10.925	10.813	10.528	10.972	10.44	11.019	11.08	10.82	10.868	10.921	10.611	10.837	10.856	10.341	10.956	10.71	10.853	10.782	10.887	10.456	10.819	11.32	10.84	11.099	10.609	10.831	10.315	10.944	10.919	11.074	10.871	
163.0389740_MZ	Phenylpyruvic acid	Un	1.0	None	None	None	None	Phenylpyruvic acid is a keto-acid that is an intermediate or catabolic byproduct of phenylalanine metabolism. It has a slight honey-like odor. Levels of phenylpyruvate are normally very low in blood or urine. High levels of phenylpyruvic acid can be found in the urine of individuals with phenylketonuria (PKU). PKU is due to lack of the enzyme phenylalanine hydroxylase (PAH), so that phenylalanine is converted not to tyrosine but to phenylpyruvic acid. In particular, excessive phenylalanine can be metabolized into phenylketones through, a transaminase pathway route involving glutamate. Metabolites of this transamination reaction include phenylacetate, phenylpyruvate and phenethylamine. In persons with PKU, dietary phenylalanine either accumulates in the body or some of it is converted to phenylpyruvic acid. Individuals with PKU tend to excrete large quantities of phenylpyruvate, phenylacetate and phenyllactate, along with phenylalanine, in their urine. If untreated, mental retardation effects and microcephaly are evident by the first year along with other symptoms which include: unusual irritability, epileptic seizures and skin lesions. Hyperactivity, EEG abnormalities and seizures, and severe learning disabilities are major clinical problems later in life. A musty or mousy odor of skin, hair, sweat and urine (due to phenylacetate accumulation); and a tendency to hypopigmentation and eczema are also observed. The neural-development effects of PKU are primarily due to the disruption of neurotransmitter synthesis. In particular, phenylalanine is a large, neutral amino acid which moves across the blood-brain barrier (BBB) via the large neutral amino acid transporter (LNAAT). Excessive phenylalanine in the blood saturates the transporter. Thus, excessive levels of phenylalanine significantly decrease the levels of other LNAAs in the brain. But since these amino acids are required for protein and neurotransmitter synthesis, phenylalanine accumulation disrupts brain development, leading to mental retardation.	C9H8O3, m-Coumaric acid, 4-Hydroxycinnamic acid, 2-Hydroxycinnamic acid, Enol-phenylpyruvate		None	None	None	13.781	13.838	13.982	13.921	13.863	14.125	13.882	13.879	13.795	13.918	14.079	14.056	13.993	13.909	13.652	14.079	14.075	13.852	13.798	14.051	13.911	13.936	13.817	13.99	13.833	13.884	13.825	13.918	14.132	13.846	13.531	13.803	14.135	13.862	14.008	13.914	14.033	14.155	14.188	
163.0611330_MZ	L-Fucose	Un	1.0	None	None	None	None	Fucose is a hexose deoxy sugar with the chemical formula C6H12O5. L-fucose (6-deoxy-L-galactose) is a monosaccharide that is a common component of many N- and O-linked glycans and glycolipids produced by mammalian cells. It is the fundamental sub-unit of the fucoidan polysaccharide. As a free sugar, L-fucose is normally found at very low levels in mammals. It is unique in that it is the only levorotatory sugar synthesized and utilized by mammals. Fucose polymers are synthesized by fucosyltransferases.  All fucosyltransferases utilize a nucleotide-activated form of fucose, GDP-fucose, as a fucose donor in the construction of fucosylated oligosaccharides. The ABO blood group antigens are among the most well known fucosylated glycans. The alpha-1->3 linked core fucose is a suspected carbohydrate antigen for IgE-mediated allergy. Two structural features distinguish fucose from other six-carbon sugars present in mammals: the lack of a hydroxyl group on the carbon at the 6-position (C-6) and the L-configuration. In fucose-containing glycan structures, fucosylated glycans, fucose can exist as a terminal modification or serve as an attachment point for adding other sugars. Fucose is metabolized by an enzyme called alpha-fucosidase. Fucose is secreted in urine when the liver is damaged.  Free L-fucose in serum and urine can be used as a marker for cancer, cirrhosis, alcoholic liver disease and gastric ulcers (PMID: 2311216) (PMID: 8488966). Elevated levels of serum fucose have been reported in breast cancer, ovarian cancer, lung cancer, liver cancer, diabetes and cardiovascular disease. It has been shown that feeding rats a diet high in L-fucose induces neuropathy similar to that seen in diabetics.	C6H12O5, Rhamnose, 1,5-Anhydrosorbitol, Beta-D-Fucose, L-Rhamnulose, 2-Deoxygalactopyranose		None	None	None	16.723	16.129	14.798	16.031	16.602	17.019	14.966	14.652	16.427	16.727	16.709	15.163	16.827	16.594	16.784	16.655	16.168	14.848	16.232	14.904	15.979	16.516	15.832	16.756	14.61	16.069	16.551	14.554	15.899	15.844	15.757	16.278	15.196	16.904	15.067	16.459	16.774	14.842	14.424	
163.0768772_MZ	2-Phenylbutyric acid	Un	1.0	None	None	None	None	2-Phenylbutyric acid is used as an anticholesteremic.	C10H12O2, Benzenebutanoic acid, 3-Phenylbutyric acid, Isoeugenol, Eugenol		None	None	None	14.397	14.4	14.794	14.678	15.216	15.361	14.613	14.489	15.002	15.002	15.456	15.112	14.642	15.179	14.783	15.284	15.161	14.976	14.283	14.921	14.837	15.089	14.668	15.348	15.415	15.055	14.971	15.493	14.568	14.886	14.484	15.129	14.81	15.106	16.12	14.826	15.352	14.986	14.866	
164.0386237_MZ	Methionine sulfoxide	Un	1.0	None	None	None	None	Methionine sulfoxide is an oxidation product of methionine with reactive oxygen species via 2-electron-dependent mechanism. Such oxidants can be generated from activated neutrophils; therefore, methionine sulfoxide can be regarded as a biomarker of oxidative stress in vivo. (PMID 12576054).	C5H11NO3S		None	None	None	12.5	12.835	12.799	12.695	12.823	12.875	13.07	12.835	12.641	13.049	12.468	12.953	12.8	13.038	13.097	12.822	13.029	12.566	12.515	12.632	12.805	12.798	12.667	12.588	12.57	13.054	12.659	12.831	12.835	12.806	12.753	12.452	12.911	12.763	13.315	12.733	12.707	12.774	12.624	
164.0580482_MZ	3-Methylguanine	Un	1.0	None	None	None	None	3-Methylguanine is a methylated purine base. Methylated purine bases are known to be present in normal urine and to change under pathological conditions, in particular in the development of leukemia, tumors and immunodeficiency, by the altered turnover of nucleic acids typical of these diseases. (PMID 9069642).	C6H7N5O, 7-Methylguanine, 1-Methylguanine, N2-Methylguanine		None	None	None	12.674	13.088	13.335	13.048	12.576	12.842	12.692	12.507	13.113	12.614	12.744	13.616	12.608	12.64	12.966	12.36	12.9	13.002	12.913	12.901	12.879	12.77	12.758	12.962	12.85	12.892	12.787	13.127	12.724	13.221	13.036	12.447	12.906	13.059	13.182	12.641	12.498	12.975	12.472	
164.0715830_MZ	L-Phenylalanine	Un	1.0	None	None	None	None	Phenylalanine is an essential amino acid and the precursor for the amino acid tyrosine. Like tyrosine, it is the precursor of catecholamines in the body (tyramine, dopamine, epinephrine and norepinephrine). The psychotropic drugs (mescaline, morphine, codeine, and papaverine) also have phenylalanine as a constituent. Phenylalanine is a precursor of the neurotransmitters called catecholamines, which are adrenalin-like substances. Phenylalanine is highly concentrated in the human brain and plasma. Normal metabolism of phenylalanine requires biopterin, iron, niacin, vitamin B6, copper and vitamin C. An average adult ingests 5 g of phenylalanine per day and may optimally need up to 8 g daily. Phenylalanine is highly concentrated in high protein foods, such as meat, cottage cheese and wheat germ. A new dietary source of phenylalanine is artificial sweeteners containing aspartame. Aspartame appears to be nutritious except in hot beverages; however, it should be avoided by phenylketonurics and pregnant women. Phenylketonurics, who have a genetic error of phenylalanine metabolism, have elevated serum plasma levels of phenylalanine up to 400 times normal. Mild phenylketonuria can be an unsuspected cause of hyperactivity, learning problems, and other developmental problems in children. Phenylalanine can be an effective pain reliever. Its use in premenstrual syndrome and Parkinson's may enhance the effects of acupuncture and electric transcutaneous nerve stimulation (TENS). Phenylalanine and tyrosine, like L-dopa, produce a catecholamine effect. Phenylalanine is better absorbed than tyrosine and may cause fewer headaches. Low phenylalanine diets have been prescribed for certain cancers with mixed results. Some tumors use more phenylalanine (particularly melatonin-producing tumors called melanoma). One strategy is to exclude this amino acid from the diet, i.e., a Phenylketonuria (PKU) diet (compliance is a difficult issue; it is hard to quantify and is under-researched). The other strategy is just to increase phenylalanine's competing amino acids, i.e., tryptophan, valine, isoleucine and leucine, but not tyrosine. (http://www.dcnutrition.com).	C9H11NO2, 3-Pyridinebutanoic acid, Benzocaine, Norsalsolinol		None	None	None	17.643	17.095	17.418	16.595	17.589	18.104	17.337	17.402	17.612	17.408	17.372	18.141	18.079	17.595	17.712	17.793	17.776	17.8	17.561	17.7	17.569	17.038	17.238	17.755	17.539	17.842	17.666	17.828	17.637	17.378	16.973	17.428	17.805	17.52	18.189	17.819	17.501	17.529	16.905	
164.1074926_MZ	Pseudoephedrine	Un	1.0	None	None	None	None	Pseudoephedrine (commonly abbreviated as PSE) is a sympathomimetic amine commonly used as a decongestant. The salts pseudoephedrine hydrochloride and pseudoephedrine sulfate are found in many over-the-counter preparations either as single ingredient preparations, or more commonly in combination with antihistamines, paracetamol and/or ibuprofen. Consumers often refer to it by a product which contains pseudoephedrine, such as Sudafed, the trademark for a common brand of pseudoephedrine hydrochloride in North America; Pseudoephedrine is a phenethylamine, and an isomer of ephedrine. Pseudoephedrine is the International Nonproprietary Name (INN) of the (1S,2S)- diastereomer of ephedrine (which has 1R,2S- configuration). Other names are (+)-pseudoephedrine and D-pseudoephedrine. (Reynolds, 1989) (-)-(1R,2R)-Pseudoephedrine is not used clinically, since it is associated with greater central nervous system (CNS) stimulatory effects. (+)-(1S,2S)-Pseudoephedrine is a less-potent CNS stimulant, yet it retains its efficacy as a decongestant. -- Wikipedia; Pseudoephedrine is a sympathomimetic amine - that is, its principal mechanism of action relies on its indirect action on the adrenergic receptor system. While it may have weak agonist activity at adrenergic receptors, the principal mechanism is to displace noradrenaline from storage vesicles in presynaptic neurons. The displaced noradrenaline is released into the neuronal synapse where it is free to activate the aforementioned postsynaptic adrenergic receptors. -- Wikipedia; Pseudoephedrine is a phenethylamine, and an isomer of ephedrine. Pseudoephedrine is the International Nonproprietary Name (INN) of the (1S,2S)- diastereomer of ephedrine (which has 1R,2S- configuration). Other names are (+)-pseudoephedrine and D-pseudoephedrine (Reynolds, 1989). The enantiomer (-)-(1R,2R)-Pseudoephedrine has fewer side-effects, fewer central nervous system (CNS) stimulatory effects, does not reduce to d-methamphetamine, yet retains its efficacy as a decongestant.[citation needed] However, the patent holder for (-)-Pseudoephedrine (Pfizer/Warner-Lambert) has not yet sought or received government approval for its sale to the public.(US Patent 6,495,529); Treatment for urinary incontinence is an unlabeled use for these medications. Unlabeled use means doctors can use the medication to treat a condition other than that for which it was first approved by the U.S. Food and Drug Administration (FDA). These medications are approved by the FDA for the treatment of nasal congestion caused by colds or allergies. However it has also been succesful in treating stress incontinence by increasing the pressure (tension) exerted by the muscles of the bladder neck and the urethra, which helps retain the urine within the bladder; An alpha and beta adrenergic agonist that may also enhance release of norepinephrine. It has been used in the treatment of several disorders including asthma, heart failure, rhinitis, and urinary incontinence, and for its central nervous system stimulatory effects in the treatment of narcolepsy and depression. It has become less extensively used with the advent of more selective agonists; Pseudoephedrine is a sympathomimetic amine commonly used as a decongestant. The salts pseudoephedrine hydrochloride and pseudoephedrine sulfate are found in many over-the-counter preparations either as single-ingredient preparations, or more commonly in combination with antihistamines, paracetamol and/or ibuprofen. It is often referred to by consumers as Sudafed, which is the trademark for a common brand of pseudoephedrine hydrochloride. -- Wikipedia; Pseudoephedrine is a sympathomimetic amine - that is, its principal mechanism of action relies on its indirect action on the adrenergic receptor system. While it may have weak agonist activity at alpha and beta adrenergic receptors, the principal mechanism is to displace noradrenaline from storage vesicles in presynaptic neurons. The displaced noradrenaline is released into the neuronal synapse where it is free to activate the aforementioned postsynaptic adrenergic receptors.	C10H15NO, Hordenine		None	None	None	11.763	11.615	11.702	11.491	11.683	12.302	11.597	11.677	11.796	11.687	11.744	12.064	12.173	11.882	11.688	11.838	11.77	11.834	11.71	11.678	11.836	11.735	11.562	11.849	11.549	11.781	11.691	11.653	12.104	11.54	11.31	11.512	11.757	11.685	12.066	11.862	11.74	11.746	11.428	
165.0191732_MZ	Benzoquinoneacetic acid	Un	1.0	None	None	None	None	Benzoquinoneacetic acid is an oxidized phase of the oxidation-reduction system homogentisic-benzoquinoneacetic acid. This compound is secreted in large quantities in the urine of patients suffering from cyanosis. Cyanosis is the bluish coloration of the skin due to the presence of deoxygenated hemoglobin in blood vessels near the skin surface. (Ella H. Fishberg, J. Biol. Chem., Jan 1948; 172: 155 - 163; Wikipedia).	C8H6O4		None	None	None	15.494	15.611	15.693	15.531	15.337	15.553	15.62	16.321	15.38	15.518	15.562	14.97	15.437	15.511	14.842	15.893	15.61	15.628	15.382	15.135	15.42	15.846	15.759	15.65	14.984	15.491	15.999	15.083	15.525	15.482	15.104	15.595	15.135	15.249	15.056	15.618	15.429	15.097	15.462	
165.0404476_MZ	Ribonic acid	Un	1.0	None	None	None	None	Ribonic acid is a product of the enzyme ribose 1-dehydrogenase (NADP+) [EC 1.1.1.115] (KEGG).	C5H10O6, Arabinonic acid		None	None	None	16.78	16.456	16.871	16.46	16.512	16.911	16.534	16.556	16.469	16.715	16.617	16.578	16.755	16.874	16.578	16.187	16.445	16.378	16.759	16.396	16.442	16.453	16.176	16.502	16.534	16.747	16.559	16.605	17.303	16.803	16.075	16.361	16.335	16.573	16.911	16.848	16.024	16.325	15.923	
166.0180421_MZ	Homocysteinesulfinic acid	Un	1.0	None	None	None	None	Homocysteinesulfinic acid, is involved in many metabolic pathways including trans-sulfuration in cysteine synthesis, re-methylation in methionine synthesis,. trans-methylation of DNA, proteins, and lipids, and biosynthesis of small hormonal and neuronal signaling molecules.	C4H9NO4S		None	None	None	19.871	19.422	20.532	20.286	20.017	20.372	19.41	19.625	20.941	20.289	20.596	20.312	19.441	20.013	19.376	19.653	19.543	20.101	20.748	21.113	20.117	20.313	19.347	20.657	20.494	19.511	20.164	20.423	19.773	19.303	19.682	19.815	20.702	20.534	20.803	21.208	20.119	20.315	18.837	
166.9751266_MZ	Phosphoenolpyruvic acid	Un	1.0	None	None	None	None	Phosphoenolpyruvate (PEP) is an important chemical compound in biochemistry. It has a high energy phosphate bond, and is involved in glycolysis and gluconeogenesis. In glycolysis, PEP is formed by the action of the enzyme enolase on 2-phosphoglycerate. Metabolism of PEP to pyruvate by pyruvate kinase (PK) generates 1 molecule of adenosine triphosphate (ATP) via substrate-level phosphorylation. ATP is one of the major currencies of chemical energy within cells. In gluconeogenesis, PEP is formed from the decarboxylation of oxaloacetate and hydrolysis of 1 guanosine triphosphate molecule. This reaction is catalyzed by the enzyme phosphoenolpyruvate carboxykinase (PEPCK). This reaction is a rate-limiting step in gluconeogenesis. (wikipedia).	C3H5O6P		None	None	None	11.955	12.304	12.552	11.981	12.621	12.314	12.684	12.403	12.507	12.429	12.319	12.447	12.757	12.574	12.105	11.992	12.184	12.207	12.214	12.307	12.131	11.935	12.541	12.21	12.034	12.422	11.951	12.044	12.306	12.915	12.173	12.183	12.327	12.241	12.095	11.893	12.466	12.172	11.89	
167.0209758_MZ	Uric acid	Un	1.0	None	None	None	None	Uric acid is a heterocyclic purine derivative that is the final oxidation product of purine metabolism. It is produced by the enzyme xanthine oxidase, which oxidizes oxypurines such as xanthine into uric acid. In most mammals, except humans and higher primates, the enzyme uricase further oxidizes uric acid to allantoin. Uric acid is also the end product of nitrogen metabolism in birds and reptiles. In such species, it is excreted in feces as a dry mass. Humans produce only small quantities of uric acid with excess accumulation leading to a type of arthritis known as gout. The loss of uricase in higher primates parallels the similar loss of the ability to synthesize ascorbic acid vitamin C. This may be because in higher primates uric acid partially replaces ascorbic acid.	C5H4N4O3		None	None	None	18.271	17.993	18.587	17.49	17.956	18.898	18.362	18.331	17.354	18.46	18.538	18.204	18.651	18.201	18.279	18.608	18.324	18.559	18.763	17.925	18.625	18.237	17.213	18.489	18.55	18.489	18.895	17.858	18.463	18.101	18.249	18.754	18.374	17.055	17.933	18.819	17.332	17.371	17.562	
167.0966406_MZ	Nornicotine	Un	1.0	None	None	None	None	Nornicotine is an alkaloid extracted from tobacco and related to nicotine but having a lower toxicity: used as an agricultural and horticultural insecticide.	C9H12N2		None	None	None	11.222	11.069	11.412	11.073	11.342	11.629	11.184	11.459	10.771	11.245	11.662	11.313	11.153	11.361	11.241	11.396	11.169	11.268	11.483	10.768	11.355	11.131	10.811	11.179	11.168	11.281	11.456	10.914	11.353	11.031	11.162	11.391	11.119	10.726	11.161	11.463	10.863	10.994	10.814	
167.1077452_MZ	trans-4,5-epoxy-2(E)-decenal	Un	1.0	None	None	None	None	Polyunsaturated fatty acids such as arachidonate and linoeate, while essential to health maintenance, are subject to random peroxidation by ambient oxygen, resulting in fragmented and reactive decomposition products. One prominent autoxidation product of either trilinolein or arachidonic acid is trans-4,5-epoxy-2(E)-decenal. This aldehyde is responsible for a pungent metallic flavor of decomposed lipids, with a detection threshold of 1.5 pg/l in air.1 trans-4,5-epoxy-2(E)-Decenal also reacts with nucleophiles (lysine amino groups) on proteins, leading to loss of cell function and viability.2 This reactive aldehyde is therefore a useful tool in elucidating the effects of peroxidative damage in experimental models.	C10H16O2		None	None	None	13.677	14.299	14.787	14.156	14.657	14.893	14.224	14.353	14.176	14.35	15.1	14.256	14.117	14.706	13.905	13.39	13.833	13.699	13.459	13.706	14.765	13.44	13.828	14.52	13.722	14.306	13.675	13.499	14.989	13.951	14.051	13.552	13.905	13.504	13.967	13.769	13.855	14.513	13.478	
167.9979939_MZ	Cysteic acid	Un	1.0	None	None	None	None		C3H7NO5S		None	None	None	12.014	11.965	12.418	11.957	12.218	12.193	12.254	12.28	12.226	11.987	12.354	12.099	12.294	11.987	11.596	12.589	12.455	12.151	12.163	12.388	11.999	12.342	12.255	12.093	12.164	11.954	12.131	12.482	12.216	12.059	11.749	12.071	12.65	12.426	11.951	12.215	12.512	12.292	12.21	
168.0666064_MZ	Pyridoxine	Un	1.0	None	None	None	None	The 4-methanol form of vitamin B6 which is converted to pyridoxal phosphate which is a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids, aminolevulinic acid. Although pyridoxine and Vitamin B6 are still frequently used as synonyms, especially by medical researchers, this practice is erroneous and sometimes misleading (EE Snell; Ann NY Acad Sci, vol 585 pg 1, 1990). Pyridoxine is one of the compounds that can be called vitamin B6. Pyridoxine assists in the balancing of sodium and potassium as well as promoting red blood cell production. It is linked to cancer immunity and helps fight the formation of homocysteine. It has been suggested that Pyridoxine might help children with learning difficulties, and may also prevent dandruff, eczema, and psoriasis. In addition, pyridoxine can help balance hormonal changes in women and aid in immune system. Lack of pyridoxine may cause anemia, nerve damage, seizures, skin problems, and sores in the mouth. -- Wikipedia Deficiency, though rare because of widespread distribution in foods, leads to the development of peripheral neuritis in adults and affects the central nervous system in children (DOSE - 3rd edition).	C8H11NO3, Norepinephrine, 6-Hydroxydopamine, 5-Hydroxydopamine		None	None	None	13.917	13.912	13.651	13.851	13.374	13.755	13.537	13.6	13.729	13.467	13.465	13.116	14.354	13.447	13.709	13.926	13.857	13.528	14.043	13.435	13.343	13.986	13.337	13.67	12.985	13.402	13.63	14.015	14.345	13.645	13.298	13.278	13.71	13.51	14.334	14.2	13.631	13.811	13.643	
168.0778102_MZ	1-Methylhistidine	Un	1.0	None	None	None	None	One-methylhistidine (1-MHis) is derived mainly from the anserine of dietary flesh sources, especially poultry. The enzyme, carnosinase, splits anserine into b-alanine and 1-MHis. High levels of 1-MHis tend to inhibit the enzyme carnosinase and increase anserine levels. Conversely, genetic variants with deficient carnosinase activity in plasma show increased 1-MHis excretions when they consume a high meat diet. Reduced serum carnosinase activity is also found in patients with Parkinson's disease and multiple sclerosis and patients following a cerebrovascular accident. Vitamin E deficiency can lead to 1-methylhistidinuria from increased oxidative effects in skeletal muscle.	C7H11N3O2, 3-Methylhistidine		None	None	None	14.107	14.182	14.817	14.653	14.355	14.537	14.383	14.809	14.319	14.216	14.478	14.518	14.104	14.269	13.94	13.563	13.932	14.442	14.638	14.535	14.535	14.006	14.21	14.579	14.739	13.895	13.799	14.316	14.266	14.241	14.234	14.328	14.545	14.695	14.919	13.86	14.187	14.46	13.903	
169.0079240_MZ	Diethylthiophosphate	Un	1.0	None	None	None	None	Diethylthiophosphate is the most frequent metabolite of organophosphorus (OP) found in urine (PMID 15050412). Organophosphorus compounds are widely used as pesticides because of easy degradation in the environment. Acute OP intoxication results from blockage of the decomposition of synaptic acetylcholine because the pesticide covalently binds to chlolinesterase (PMID 11991535). Chronic exposure to POs has neurological sequelae as well (PMID 8179040) and data suggests that OP exposure alters sperm chromatin condensation (PMID 15050412).	C4H11O3PS		None	None	None	12.478	11.915	12.735	12.695	12.439	12.55	12.487	12.454	12.608	12.412	12.569	12.571	12.61	12.215	11.734	13.0	12.825	12.497	12.593	12.754	12.25	12.642	13.3	12.93	12.781	12.918	12.451	12.847	12.344	12.442	12.312	12.574	13.201	12.462	12.512	12.494	12.894	12.77	12.618	
169.0304572_MZ	Phenylglyoxylic acid	Un	1.0	None	None	None	None	Phenylglyoxylic acid is one of the major urinary metabolites of toluene, o-, m- and p-xylenes, styrene and ethylbenzene. (PMID 3782394). For the biological monitoring of workers exposure to solvent used in industry, its concentration is measured in human urine samples. (PMID 2739101).	C8H6O3		None	None	None	13.947	13.97	13.758	13.959	13.67	13.552	13.731	14.215	13.375	13.769	13.829	13.626	14.614	14.162	13.608	14.16	13.611	13.675	13.508	13.884	13.681	14.072	14.291	13.959	13.591	13.674	14.016	13.945	13.821	13.848	14.063	13.985	14.039	13.481	14.118	13.803	13.805	13.809	13.916	
169.1232940_MZ	cis-4-Decenoic acid	Un	1.0	None	None	None	None	4-Decenoic acid (and other intermediates of unsaturated fatty acid oxidation) has been found in increased amounts in liver, skeletal muscle and heart obtained post mortem from patients with medium-chain acyl-CoA dehydrogenase deficiency (MCADD), multiple acyl-CoA dehydrogenase deficiency (MADD) and very long-chain acyl-CoA dehydrogenase deficiency (VLCADD) (PMID 11486898).	C10H18O2, trans-Dec-2-enoic acid, 8-Methylnonenoate		None	None	None	13.558	13.972	14.109	13.702	13.791	14.167	13.639	13.825	13.743	13.731	14.139	13.819	13.625	14.049	13.593	13.61	13.549	13.631	13.451	13.411	14.15	13.742	13.46	13.986	13.177	13.798	13.408	13.227	14.219	13.412	13.505	13.417	13.276	13.509	13.607	13.519	13.441	13.566	13.236	
170.0454569_MZ	Tetrahydrodipicolinate	Un	1.0	None	None	None	None	Tetrahydrodipicolinate, converted from L-aspartate, is an important intermediate in lysine biosynthesis pathway. Several pathways are now recognized in bacteria, most algae, fungi and higher plants for the biosynthesis of lysine. They are divided into two groups - the diaminopimelate (DAP) pathways, and the &#945;-aminoadipate (AAA) pathways. In the pathways that belong to the DAP group, lysine is produced from aspartate (along with methionine, threonine and isoleucine). All of these pathways share the upper segments, which include the four steps required for conversion of L-aspartate to tetrahydrodipicolinate. They also share the last step, which is the conversion of the intermediate meso-diaminopimelate (D,L-DAP, or meso-DAP) to lysine. However, these pathways differ in the routes leading from tetrahydrodipicolinate to meso-diaminopimelate. The four variations include: (I) the succinylase variant, which involves succinylated intermediates. In this route tetrahydrodipicolinate is coverted to meso-diaminopimelate in four enzymatic steps; (II) the acetylase variant, which involves acetylated intermediates. This route also involves four enzymatic steps for the conversion of tetrahydrodipicolinate to meso-diaminopimelate; (III) the dehydrogenase variant, in which tetrahydrodipicolinate is converted to meso-diaminopimelate in a single enzymatic step; (IV) the diaminopimelate-aminotransferase variant, in which tetrahydrodipicolinate is converted to meso-diaminopimelate in two steps. In addition to lysine, the pathways in this group also produce meso-DAP, which is an important metabolite on its own.	C7H9NO4		None	None	None	14.863	14.941	14.575	14.089	14.915	15.243	14.756	14.28	14.703	14.748	14.435	14.203	15.244	15.135	15.237	15.358	14.54	14.489	14.443	14.281	14.807	14.28	15.004	15.003	13.819	14.606	14.697	15.317	15.13	14.695	14.914	14.015	13.94	14.157	14.818	14.936	13.887	14.43	14.282	
170.1183614_MZ	Gabapentin	Un	1.0	None	None	None	None		C9H17NO2		None	None	None	11.79	12.076	12.034	11.761	11.853	11.874	11.998	12.112	11.874	11.755	11.96	11.668	11.685	11.859	11.372	12.66	11.731	12.082	11.778	11.703	11.73	12.203	11.755	12.022	11.525	11.839	12.09	11.652	11.829	11.963	11.703	11.662	11.743	11.729	11.65	11.963	11.834	12.064	11.851	
171.0065094_MZ	Glycerol 3-phosphate	Un	1.0	None	None	None	None	Glycerol 3-phosphate is a chemical intermediate in the glycolysis metabolic pathway. It is commonly confused with the similarly named glycerate 3-phosphate or glyceraldehyde 3-phosphate. Glycerol 3-phosphate is produced from glycerol, the triose sugar backbone of triglycerides and glycerophospholipids, by the enzyme glycerol kinase. Glycerol 3-phospate may then be converted by dehydrogenation to dihydroxyacetone phosphate (DHAP) by the enzyme glycerol-3-phosphate dehydrogenase. DHAP can then be rearranged into glyceraldehyde 3-phosphate (GA3P) by triose phosphate isomerase (TIM), and feed into glycolysis. The glycerol 3-phosphate shuttle is used to rapidly regenerate NAD+ in the brain and skeletal muscle cells of mammals (wikipedia).	C3H9O6P, Beta-Glycerophosphoric acid		None	None	None	21.608	21.181	21.189	20.871	21.166	21.779	21.328	21.088	21.32	21.181	21.53	21.423	20.721	21.28	21.164	20.975	21.038	21.046	21.783	20.762	21.38	21.261	20.795	21.5	21.502	20.809	21.063	21.556	21.564	21.467	20.926	21.255	21.042	21.094	21.259	21.708	20.963	20.904	20.122	
171.1390527_MZ	Capric acid	Un	1.0	None	None	None	None	Capric acid is a member of the series of fatty acids found in oils and animal fats. The names of Caproic, Caprylic, and Capric acids are all derived from the word caper (Latin: 'goat'). These are colorless light yellowish transparent oily liquids with unconfortable smells. These are used in organic synthesis, manufacture of perfume, medicine, lubricating grease, rubber and dye.(ChemicalLAND21).	C10H20O2		None	None	None	15.831	16.094	16.021	15.546	15.602	16.118	15.909	16.253	15.717	15.838	15.75	15.526	15.831	15.858	15.551	16.067	16.018	16.178	15.817	15.725	15.668	16.424	15.65	16.143	15.458	15.819	16.141	15.701	15.819	15.667	15.373	16.07	15.42	15.566	15.982	15.925	15.714	15.615	15.693	
172.0980498_MZ	Hexanoylglycine	Un	1.0	None	None	None	None	Hexanoylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:acyl-CoA + glycine < -- > CoA + N-acylglycineHexanoylglycine is a fatty acid metabolite, it appears in the urine of patients with hereditary medium-chain acyl-CoA dehydrogenase (MCAD) deficiency (PMID 2775902).	C8H15NO3, Isovalerylalanine, Isovalerylsarcosine		None	None	None	15.676	15.352	15.394	15.79	15.578	15.419	14.806	15.001	15.341	14.754	15.305	16.01	15.131	14.739	16.813	15.789	14.961	15.223	14.942	14.493	14.708	14.797	15.33	15.582	14.956	14.781	15.091	15.641	15.291	14.73	15.634	14.364	14.593	15.147	14.47	15.562	14.868	15.466	14.141	
173.0087921_MZ	Dehydroascorbic acid	Un	1.0	None	None	None	None	Dehydroascorbic acid is the oxidized form of vitamin C. Reduced Vitamin C concentrations in the brain exceed those in blood by 10 fold. Dehydroascorbic acid readily enters the brain and is retained in the brain tissue in the form of ascorbic acid (ascorbic acid is not able to cross the blood-brain barrier). Therefore, transport of dehydroascorbic acid by the Glucose Transporter 1 (GLUT1, Glucose transporters are integral membrane glycoproteins involved in transporting glucose into most cells. GLUT1 is a major glucose transporter in the mammalian blood-brain barrier. It is present at high levels in primate erythrocytes and brain endothelial cells.) is a mechanism by which the brain acquires vitamin C. (OMIM 138140).	C6H6O6, cis-Aconitic acid, trans-Aconitic acid		None	None	None	16.254	16.234	16.704	16.464	17.171	16.982	17.091	16.136	16.594	16.653	16.756	16.848	16.828	16.869	16.975	16.341	17.076	16.547	16.255	16.101	16.532	15.918	16.807	16.489	16.703	17.071	16.517	16.346	16.794	17.501	17.77	16.465	16.547	16.112	16.257	16.186	16.254	16.363	16.325	
173.0455782_MZ	2-Isopropyl-3-oxosuccinate	Un	1.0	None	None	None	None	2-Isopropyl-3-oxosuccinate is an intermediate in leucine biosynthesis and can be generated from (2R,3S)-3-Isopropylmalate. It is the third step in leucine biosynthesis after the fork from valine synthesis. It is an oxidative decarboxylation. Leucine biosynthesis involves a five-step conversion process starting with the valine precursor 2-keto-isovalerate. The final step in this pathway is catalyzed by two transaminases of broad specificity, Branched-chain amino acid transferase (IlvE) and Tyrosine aminotransferase (TyrB). In this pathway 2-Isopropyl-3-oxosuccinate is converted to 4-Methyl-2-oxopentanoate via spontaneous reaction.(BioCyc).	C7H10O5, Shikimic acid		None	None	None	13.817	13.704	16.01	14.083	14.41	13.752	14.693	15.405	13.508	13.71	13.896	13.572	13.736	15.498	14.552	13.763	13.798	15.444	13.51	13.292	13.601	13.764	13.908	14.921	13.368	14.386	14.292	13.359	14.064	13.376	13.846	14.643	13.347	13.297	13.5	14.208	13.472	13.446	14.028	
173.0566678_MZ	N-Acetylasparagine	Un	1.0	None	None	None	None	N-Acetylasparagine is produced by degradation of asparagine and identified in human urine.	C6H10N2O4, Formiminoglutamic acid		None	None	None	14.401	14.781	14.464	14.3	14.439	14.637	14.136	14.359	14.46	13.944	14.254	14.395	14.4	14.55	15.564	14.38	13.888	14.175	14.108	13.571	14.227	13.812	14.472	14.382	13.458	14.441	14.156	14.745	14.756	14.202	14.414	13.727	13.482	13.892	14.043	14.487	13.641	13.854	13.814	
173.0818531_MZ	Suberic acid	Un	1.0	None	None	None	None	Suberic acid, also octanedioic acid, is a dicarboxylic acid, with formula C6H12(COOH)2. It is present in the urine of patients with Fatty Acid Oxidation Disorders (PMID 10404733). A metabolic breakdown product derived from oleic acid. Elevated levels of this unstaruated dicarboxylic acid are found in individuals with dicarboxylic acid and medium-chain acyl-CoA dehydrogenase deficiency (MCAD).	C8H14O4, Ethyladipic acid		None	None	None	15.778	15.798	15.164	15.587	14.58	15.19	14.638	15.248	15.533	14.902	14.881	14.206	14.928	14.812	14.989	14.49	14.591	14.797	15.631	14.281	14.782	16.021	15.355	15.643	14.091	14.666	14.712	14.259	15.919	14.317	14.363	14.615	14.093	15.513	14.536	15.781	15.445	14.066	14.42	
173.0933320_MZ	N-Acetylornithine	Un	1.0	None	None	None	None	N-Acetylornithine is a minor components of deproteinized blood plasma of human blood. Human blood plasma contains a variable amount of acetylornithine, averaging 1.1 +/- 0.4 mumol/l (range 0.8--0.2 mumol/l). Urine contains a very small amount of acetylornithine, approximately 1 nmol/mg creatinine (1 mumol/day). (PMID: 508804).	C7H14N2O3		None	None	None	14.124	14.211	13.713	14.194	13.585	14.038	13.48	13.667	14.141	13.394	13.864	13.461	13.729	13.481	14.471	13.336	13.531	13.581	13.977	13.604	13.826	13.95	14.152	14.139	13.447	14.064	13.261	13.962	14.511	13.6	13.855	13.267	13.352	14.077	14.553	14.3	13.91	13.353	13.106	
173.1042000_MZ	L-Arginine	Un	1.0	None	None	None	None	Arginine is an essential amino acid that is physiologically active in the L-form. In mammals, arginine is formally classified as a semiessential or conditionally essential amino acid, depending on the developmental stage and health status of the individual. Infants are unable to effectively synthesize arginine, making it nutritionally essential for infants. Adults, however, are able to synthesize arginine in the urea cycle. Arginine can be considered to be a basic amino acid as the part of the side chain nearest to the backbone is long, carbon-containing and hydrophobic, whereas the end of the side chain is a complex guanidinium group. With a pKa of 12.48, the guanidinium group is positively charged in neutral, acidic and even most basic environments. Because of the conjugation between the double bond and the nitrogen lone pairs, the positive charge is delocalized. This group is able to form multiple H-bonds. L-arginine is an amino acid that has numerous functions in the body. It helps dispose of ammonia, is used to make compounds such as nitric oxide, creatine, L-glutamate, L-proline, and it can be converted to glucose and glycogen if needed. In large doses, L-arginine also stimulates the release of hormones growth hormone and prolactin. Arginine is a known inducer of mTOR (mammalian target of rapamycin) and is responsible for inducing protein synthesis through the mTOR pathway. mTOR inhibition by rapamycin partially reduces arginine-induced protein synthesis PMID: 20841502. Catabolic disease states such as sepsis, injury, and cancer cause an increase in arginine utilization, which can exceed normal body production, leading to arginine depletion. Arginine also activates AMP kinase (AMPK) which then stimulates skeletal muscle fatty acid oxidation and muscle glucose uptake, thereby increasing insulin secretion by pancreatic beta-cells. PMID: 21311355 Arginine is found in plant and animal proteins, such as dairy products, meat, poultry, fish, and nuts. The ratio of L-arginine to lysine is also important - soy and other plant proteins have more L-arginine than animal sources of protein.	C6H14N4O2		None	None	None	14.084	13.939	13.667	13.352	14.394	14.296	13.818	14.062	13.825	13.503	13.57	13.511	14.439	14.095	14.384	14.03	14.86	14.142	13.822	12.831	13.853	13.822	13.343	13.818	13.3	15.361	14.012	13.302	13.873	13.639	13.883	14.353	13.487	13.12	13.175	14.722	13.206	13.432	13.233	
174.0163787_MZ	Monodehydroascorbate	Un	1.0	None	None	None	None		C6H7O6		None	None	None	14.567	14.779	14.61	14.843	14.645	14.528	14.59	14.645	14.354	14.039	14.304	14.577	14.315	14.553	14.868	14.553	14.572	14.64	14.71	13.882	14.415	14.503	14.644	14.534	14.674	14.861	14.629	14.532	13.851	14.721	15.363	14.61	14.427	14.514	14.548	14.625	14.19	14.116	14.097	
174.0407174_MZ	N-Acetyl-L-aspartic acid	Un	1.0	None	None	None	None	N-Acetylaspartic acid is a derivative of aspartic acid. It is the second most concentrated molecule in the brain after the amino acid glutamate. It is synthesized in neurons from the amino acid aspartate and acetyl coenzyme A. The various functions served by N-acetylaspartic acid are still under investigation, but the primary proposed functions include:. 1) A neuronal osmolyte that is involved in fluid balance in the brain 2) A source of acetate for lipid and myelin synthesis in oligodendrocytes, the glial cells that myelinate neuronal axons 3) A precursor for the synthesis of the important neuronal dipeptide N-acetylaspartylglutamate 4)N-Acetylaspartic acid may also be involved in energy production from the amino acid glutamate in neuronal mitochondria.	C6H9NO5, N-Formyl-L-glutamic acid		None	None	None	15.111	14.498	15.382	14.745	14.655	15.723	15.088	14.951	14.713	14.554	14.337	15.006	17.568	14.874	15.18	14.46	14.828	14.834	14.716	14.677	14.87	14.401	14.666	14.775	14.396	15.335	14.623	15.284	14.781	14.808	14.734	15.087	14.243	14.576	14.539	14.471	14.594	14.407	14.477	
174.0769717_MZ	N-Carboxyethyl-g-aminobutyric acid	Un	1.0	None	None	None	None	Induces formation of Epstein Barr Virus lymphocytes immediately following infection. (282990).	C7H13NO4		None	None	None	12.624	12.703	12.783	13.274	12.267	12.785	12.593	12.695	12.755	12.362	12.647	12.443	12.728	12.406	12.852	12.102	12.461	12.291	12.264	12.073	12.914	12.338	12.631	13.037	12.018	12.714	12.336	12.586	12.95	12.548	12.98	12.237	11.892	12.737	12.356	12.569	12.225	12.617	11.934	
174.0883657_MZ	Citrulline	Un	1.0	None	None	None	None	Citrulline is an amino acid made from ornithine and carbamoyl phosphate in one of the central reactions in the urea cycle. It is also produced from arginine as a by-product of the reaction catalyzed by NOS family (NOS; EC 1.14.13.39). In this reaction arginine is first oxidized into N-hydroxyl-arginine, which is then further oxidized to citrulline concomitant with the release of nitric oxide. EC 1.14.13.39). Citrulline's name is derived from citrullus, the Latin word for watermelon, from which it was first isolated.	C6H13N3O3, Argininic acid		None	None	None	14.244	13.919	13.415	13.663	13.061	14.302	13.791	13.815	13.377	14.071	13.842	12.966	14.433	13.636	14.603	13.848	13.316	13.386	13.678	13.174	13.395	13.723	13.863	13.891	12.629	13.63	13.464	13.611	14.279	13.915	14.161	13.54	13.316	13.509	13.852	14.236	13.6	13.109	13.249	
175.0248617_MZ	D-Glucurono-6,3-lactone	Un	1.0	None	None	None	None	D-glucurono-6,3-lactone participates in ascorbate and aldarate metabolism. D-glucurono-6,3-lactone is produced by the reaction between D-glucaric acid and the enzyme, aldehyde dehydrogenase (NAD+) [EC: 1.2.1.3].	C6H8O6, Ascorbic acid		None	None	None	23.512	23.881	23.524	24.048	23.613	22.991	23.332	23.699	23.278	22.688	23.06	23.116	23.201	23.458	23.608	23.462	23.699	23.725	23.597	22.592	23.324	23.698	23.763	23.566	23.787	23.991	23.619	23.552	21.88	23.412	24.059	23.825	23.479	23.741	23.231	23.551	23.302	22.806	23.183	
177.0919694_MZ	5-Phenylvaleric acid	Un	1.0	None	None	None	None	5-Phenylvaleric acid is a Pentanoic acid of bacterial origin, occasionally found in human biofluids. (PMID 9389332).	C11H14O2		None	None	None	13.232	13.561	14.197	13.699	14.151	13.933	13.686	13.776	13.641	13.759	14.462	13.692	13.446	14.163	13.37	13.336	13.523	13.796	13.007	13.515	13.721	13.248	13.436	13.984	13.439	13.59	13.432	13.179	13.906	13.033	13.338	13.489	13.462	13.141	13.407	13.267	13.515	13.978	13.252	
178.0509898_MZ	Hippuric acid	Un	1.0	None	None	None	None	Hippuric acid is an acyl glycine formed by the conjugation of benzoic aicd with glycine. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine < -- > CoA + N-acylglycine. Hippuric acid is a normal component of urine and is typically increased with increased consumption of phenolic compounds (tea, wine, fruit juices). These phenols are converted to benzoic acid which is then converted to hippuric acid and excreted in the urine. Hippuric acid is the most frequently used biomarker in the biological monitoring of occupational exposure to toluene. This product of solvent biotransformation may be also found in the urine of individuals who have not been exposed to the solvent. A smaller fraction of the absorbed toluene is oxidized to aromatic compounds including ortho-cresol, which is not found significantly in the urine of nonexposed individuals. The concentration of hippuric acid in the urine of individuals exposed to a low toluene concentration does not differ from that of individuals not exposed to the solvent. This has led to the conclusion that hippuric acid should not be utilized in the biological monitoring of occupational exposure to low levels of toluene in the air. Protein-bound organic acids such as hippuric acid are markedly accumulated in uremic plasma and produce defective protein binding of drugs. (PMID: 9120876, 8734460).	C9H9NO3, 3-Succinoylpyridine, Adrenochrome		None	None	None	13.055	13.574	13.184	14.451	13.062	13.087	13.257	13.45	13.319	13.286	13.029	13.976	12.921	12.995	13.328	13.036	13.696	13.055	12.919	13.328	13.278	13.089	13.034	13.321	13.234	13.521	13.653	13.237	13.205	13.237	13.407	12.863	12.731	14.855	12.878	13.323	12.724	12.802	12.304	
178.0719700_MZ	Fructosamine	Un	1.0	None	None	None	None	Fructosamine is a compound which can be considered as the result of a reaction between fructose and ammonia or an amine (with a molecule of water being released). A fructosamine is also formed when carbonyl group of glucose reacts with an amino group of a protein, as the double bond to oxygen moves from the end carbon atom to the next carbon atom and water is released. Fructosamines formed from blood proteins such as serum albumin are known as Glycated Serum Protein (GSP) or Glycated Albumin, and are used to identify the plasma glucose concentration over time and so assess diabetic control. (wikipedia). Glucose molecules are joined to protein molecules to form stable ketoamines, or fructosamines, through glycation, a nonenzymatic mechanism involving a labile Schiff base intermediate and the Amadori rearrangement. The amount of fructosamine in serum is increased in diabetes mellitus owing to the abnormally high concentration of sugar in blood. The concentration of fructosamine in serum thus reflects the degree of glycemic control attained by the diabetic patient and is useful in monitoring the effectiveness of therapy in diabetes over a period of several weeks, in a manner analogous to the determination of glycated hemoglobin. Of the analytical approaches used to measure fructosamine, affinity chromatography with m-aminophenylboronic acid and the nitroblue tetrazolium reduction method appear to be the most practical means for clinical chemists to assay fructosamine quickly, economically, and accurately. Fructosamine values can readily distinguish normal individuals and diabetic patients in good glycemic control from diabetics in poor control. Unlike glycated hemoglobin, which reflects the average blood sugar concentration over the past six to eight weeks, fructosamine reflects the average blood sugar concentration over the past two to three weeks. Thus a clinical advantage is that fructosamine responds more quickly to changes in therapy, thereby allowing for improved glycemic control. Fructosamine is used in conjunction with determinations of blood sugar and (or) of glycated hemoglobin, or by itself, the fructosamine assay can provide clinically useful information for the detection and control of diabetes. (PMID: 3319287).	C6H13NO5, Glucosamine		None	None	None	11.646	11.846	11.292	11.697	12.3	11.711	11.667	11.954	12.746	11.6	11.529	11.464	11.625	12.001	11.459	10.908	12.604	11.338	11.457	11.545	11.511	11.631	11.838	11.972	11.45	13.22	11.772	11.335	12.194	12.22	12.239	11.328	11.104	12.059	11.53	12.49	11.298	11.025	12.297	
178.0862658_MZ	(R)-Salsolinol	Un	1.0	None	None	None	None	Salsolinol is an endogenous catechol isoquinoline detected in humans. Salsolinol was detected in urine of parkinsonian patients administered with L-DOPA. This finding stimulated the studies on Salsolinol derivatives in the brain, and gave new aspects of the endogenous alkaloids, which had been considered to occur only in plants. In normal non-alcoholic subjects and alcoholics, Salsolinol and O-methylated Salsolinol were found in urine, cerebrospinal fluid and brains. Salsolinol has an asymmetric center at first position and exists as (R)- and (S)enantiomer. The (R)enantiomer of Salsolinol is predominant in urine from healthy volunteers. Only the (R)enantiomers of Salsolinol and N-methylated Salsolinol occur in the human brain, cerebrospinal fluid (CSF) and intraventricular fluid (IVF), and the (S)enantiomers were not detected. (R)salsolinol synthase catalyzes the enantio-selective synthesis of (R)Salsolinol and 1-carboxyl(R)Salsolinol from dopamine with acetaldehyde or pyruvic acid. The N-methylation of (R)salsolinol into N-methylsalsolinol (NMSal) is catalyzed by two N-methyltransferases with different optimum pH, at pH 7.0 and 8.4. NM(R)Salsolinol is enzymatically oxidized into 1,2-dimethyl-6,7-dihydroxyisoquinolinium ion (DMDHIQ+) by an oxidase sensitive to semicarbaside and also non-enzymatically by autoxidation. NM(R)Salsolinol and its precursor, dopamine, were found to occur selectively in the nigro-striatum, whereas (R)Salsolinol distributes uniformly among the brain regions. (PMID 14697894).	C10H13NO2, 2(N)-Methyl-norsalsolinol		None	None	None	12.267	12.232	12.392	12.395	12.261	12.432	12.262	12.324	12.509	12.331	12.356	12.375	12.326	12.408	12.427	12.488	12.535	12.371	12.28	12.449	12.208	12.32	12.261	12.522	12.243	12.607	12.277	12.443	12.482	12.242	12.093	12.297	12.362	12.458	12.363	12.36	12.322	12.465	12.562	
179.0463023_MZ	Nicotinuric acid	Un	1.0	None	None	None	None	Nicotinuric acid is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:. acyl-CoA + glycine < -- > CoA + N-acylglycine. Nicotinuric acid is the major detoxification product of nicotinic acid. It may serve as a simple quantitative index of hepatic biotransformation of nicotinic acid.(PMID: 3243933).	C8H8N2O3		None	None	None	15.837	15.237	14.833	14.342	14.941	15.386	15.315	15.497	14.335	13.968	14.542	13.615	14.542	14.105	15.805	15.495	14.742	15.045	15.833	13.409	14.659	15.175	14.606	14.59	14.297	15.362	15.582	14.417	14.853	15.588	14.833	15.413	13.792	14.339	14.183	15.189	14.727	13.567	14.259	
179.0559938_MZ	D-Glucose	Un	1.0	None	None	None	None	Glucose is a monosaccharide containing six carbon atoms and an aldehyde group and is therefore referred to as an aldohexose. The glucose molecule can exist in an open-chain (acyclic) and ring (cyclic) form, the latter being the result of an intramolecular reaction between the aldehyde C atom and the C-5 hydroxyl group to form an intramolecular hemiacetal. In water solution both forms are in equilibrium and at pH 7 the cyclic one is the predominant. Glucose is a primary source of energy for living organisms. It is naturally occurring and is found in fruits and other parts of plants in its free state. In animals glucose arises from the breakdown of glycogen in a process known as glycogenolysis. Glucose is synthesized in the liver and kidneys from non-carbohydrate intermediates, such as pyruvate and glycerol, by a process known as gluconeogenesis.	C6H12O6, D-Galactose, D-Mannose, Myoinositol, 3-Deoxyarabinohexonic acid, Beta-D-Glucose, D-Fructose, Allose, L-Sorbose, Alpha-D-Glucose, Beta-D-Galactose		None	None	None	18.31	18.194	18.556	18.244	18.1	18.842	18.293	18.186	18.415	18.302	18.192	18.553	18.571	18.342	18.451	18.296	18.526	18.457	18.551	18.498	18.597	18.095	18.082	18.632	18.229	18.657	18.497	18.533	18.389	18.183	18.431	18.088	18.054	18.434	18.896	18.57	18.14	18.294	18.009	
180.0666970_MZ	L-Tyrosine	Un	1.0	None	None	None	None	Tyrosine is an essential amino acid that readily passes the blood-brain barrier. Once in the brain, it is a precursor for the neurotransmitters dopamine, norepinephrine and epinephrine, better known as adrenalin. These neurotransmitters are an important part of the body's sympathetic nervous system, and their concentrations in the body and brain are directly dependent upon dietary tyrosine. Tyrosine is not found in large concentrations throughout the body, probably because it is rapidly metabolized. Folic acid, copper and vitamin C are cofactor nutrients of these reactions. Tyrosine is also the precursor for hormones, thyroid, catecholestrogens and the major human pigment, melanin. Tyrosine is an important amino acid in many proteins, peptides and even enkephalins, the body's natural pain reliever. Valine and other branched amino acids, and possibly tryptophan and phenylalanine may reduce tyrosine absorption. A number of genetic errors of tyrosine metabolism occur. Most common is the increased amount of tyrosine in the blood of premature infants, which is marked by decreased motor activity, lethargy and poor feeding. Infection and intellectual deficits may occur. Vitamin C supplements reverse the disease. Some adults also develop elevated tyrosine in their blood. This indicates a need for more vitamin C. More tyrosine is needed under stress, and tyrosine supplements prevent the stress-induced depletion of norepinephrine and can cure biochemical depression. However, tyrosine may not be good for psychosis. Many antipsychotic medications apparently function by inhibiting tyrosine metabolism. L-dopa, which is directly used in Parkinson's, is made from tyrosine. Tyrosine, the nutrient, can be used as an adjunct in the treatment of Parkinson's. Peripheral metabolism of tyrosine necessitates large doses of tyrosine, however, compared to L-dopa. (http://www.dcnutrition.com).	C9H11NO3, 4-Hydroxy-4-(3-pyridyl)-butanoic acid, L-Threo-3-Phenylserine, Beta-Tyrosine, o-Tyrosine		None	None	None	17.542	17.192	16.947	16.11	16.86	17.947	17.026	17.078	16.845	17.119	17.025	17.485	17.749	17.217	17.808	17.302	17.399	17.221	17.337	17.146	17.144	16.847	16.658	17.337	16.892	17.321	17.203	17.514	17.453	17.071	16.753	16.909	16.94	16.963	17.757	17.473	16.745	17.195	16.582	
180.1035825_MZ	L-Carnitine	Un	1.0	None	None	None	None	Carnitine is not an essential amino acid; it can be synthesized in the body. However, it is so important in providing energy to muscles including the heart-that some researchers are now recommending carnitine supplements in the diet, particularly for people who do not consume much red meat, the main food source for carnitine. Carnitine has been described as a vitamin, an amino acid, or a metabimin, i.e., an essential metabolite. Like the B vitamins, carnitine contains nitrogen and is very soluble in water, and to some researchers carnitine is a vitamin (Liebovitz 1984). It was found that an animal (yellow mealworm) could not grow without carnitine in its diet. However, as it turned out, almost all other animals, including humans, do make their own carnitine; thus, it is no longer considered a vitamin. Nevertheless, in certain circumstances-such as deficiencies of methionine, lysine or vitamin C or kidney dialysis--carnitine shortages develop. Under these conditions, carnitine must be absorbed from food, and for this reason it is sometimes referred to as a metabimin or a conditionally essential metabolite. Like the other amino acids used or manufactured by the body, carnitine is an amine. But like choline, which is sometimes considered to be a B vitamin, carnitine is also an alcohol (specifically, a trimethylated carboxy-alcohol). Thus, carnitine is an unusual amino acid and has different functions than most other amino acids, which are most usually employed by the body in the construction of protein. Carnitine is an essential factor in fatty acid metabolism in mammals. It's most important known metabolic function is to transport fat into the mitochondria of muscle cells, including those in the heart, for oxidation. This is how the heart gets most of its energy. In humans, about 25% of carnitine is synthesized in the liver, kidney and brain from the amino acids lysine and methionine. Most of the carnitine in the body comes from dietary sources such as red meat and dairy products. Inborn errors of carnitine metabolism can lead to brain deterioration like that of Reye's syndrome, gradually worsening muscle weakness, Duchenne-like muscular dystrophy and extreme muscle weakness with fat accumulation in muscles. Borurn et al. (1979) describe carnitine as an essential nutrient for pre-term babies, certain types (non-ketotic) of hypoglycemics, kidney dialysis patients, cirrhosis, and in kwashiorkor, type IV hyperlipidemia, heart muscle disease (cardiomyopathy), and propionic or organic aciduria (acid urine resulting from genetic or other anomalies). In all these conditions and the inborn errors of carnitine metabolism, carnitine is essential to life and carnitine supplements are valuable. carnitine therapy may also be useful in a wide variety of clinical conditions. carnitine supplementation has improved some patients who have angina secondary to coronary artery disease. It may be worth a trial in any form of hyperlipidemia or muscle weakness. carnitine supplements may be useful in many forms of toxic or metabolic liver disease and in cases of heart muscle disease. Hearts undergoing severe arrhythmia quickly deplete their stores of carnitine. Athletes, particularly in Europe, have used carnitine supplements for improved endurance. carnitine may improve muscle building by improving fat utilization and may even be useful in treating obesity. carnitine joins a long list of nutrients which may be of value in treating pregnant women, hypothyroid individuals, and male infertility due to low motility of sperm. Even the Physician's Desk Reference gives indication for carnitine supplements as improving the tolerance of ischemic heart disease, myocardial insufficiencies, and type IV hyperlipoproteinemia. carnitine deficiency is noted in abnormal liver function, renal dialysis patients, and severe to moderate muscular weakness with associated anorexia. (http://www.dcnutrition.com).	C7H15NO3		None	None	None	12.244	12.144	12.116	11.877	12.011	12.371	11.952	12.272	12.256	11.84	12.126	12.254	12.318	12.172	12.057	12.432	12.076	12.205	12.194	12.219	12.161	12.172	11.852	12.163	11.976	12.082	12.058	12.129	12.279	11.819	11.753	11.936	12.127	12.107	12.486	12.225	11.934	12.158	11.987	
181.0515113_MZ	Homovanillic acid	Un	1.0	None	None	None	None	Homovanillic acid is a dopamine metabolite occurring in human biofluids. A high proportion of patients with neuroblastoma excrete increased amounts of it in their urine. Homovanillic acid is a major catecholamine metabolite. It is used as a reagent to detect oxidative enzymes.(Wikipedia).	C9H10O4, Isohomovanillic acid, 3,4-Dihydroxyhydrocinnamic acid, Hydroxyphenyllactic acid, 3-(3-hydroxyphenyl)-3-hydroxypropanoic acid, 3-Methoxy-4-hydroxyphenylglycolaldehyde		None	None	None	15.153	15.113	15.052	15.105	15.054	15.497	15.02	14.841	14.935	14.902	15.052	14.974	15.037	14.818	15.328	15.109	14.857	14.787	15.099	14.565	14.983	14.766	14.777	14.874	14.716	14.869	14.88	14.979	15.464	14.638	14.959	14.723	14.956	14.96	14.753	15.17	14.765	14.825	14.572	
181.0713942_MZ	Sorbitol	Un	1.0	None	None	None	None	Sorbitol is a polyhydric alcohol with about half the sweetness of sucrose. Sorbitol occurs naturally and is also produced synthetically from glucose. It was formerly used as a diuretic and may still be used as a laxative and in irrigating solutions for some surgical procedures. It is also used in many manufacturing processes, as a pharmaceutical aid, and in several research applications. Ascorbic acid fermentation; in solution form for moisture-conditioning of cosmetic creams and lotions, toothpaste, tobacco, gelatin; bodying agent for paper, textiles, and liquid pharmaceuticals; softener for candy; sugar crystallization inhibitor; surfactants; urethane resins and rigid foams; plasticizer, stabilizer for vinyl resins; food additive (sweetener, humectant, emulsifier, thickener, anticaking agent); dietary supplement. (Hawley's Condensed Chemical Dictionary) Biological Source: Occurs widely in plants ranging from algae to the higher orders. Fruits of the plant family Rosaceae, which include apples, pears, cherries, apricots, contain appreciable amounts. Rich sources are the fruits of the Sorbus and Crataegus species Use/Importance: Used for manufacturing of sorbose, propylene glycol, ascorbic acid, resins, plasticizers and as antifreeze mixtures with glycerol or glycol. Tablet diluent, sweetening agent and humectant, other food uses. Sorbitol is used in photometric determination of Ru(VI) and Ru(VIII); in acid-base titration of borate (Dictionary of Organic Compounds).	C6H14O6, Galactitol, Mannitol, L-Iditol		None	None	None	15.511	15.308	15.457	14.752	15.549	15.985	15.099	16.288	15.143	15.339	15.182	15.646	15.701	15.323	15.47	15.863	15.73	15.999	15.374	15.196	15.31	15.083	14.98	15.411	15.272	15.299	15.542	15.42	15.495	16.71	15.147	15.174	15.265	15.217	15.633	15.597	15.124	15.084	14.874	
182.0120396_MZ	L-Homocysteic acid	Un	1.0	None	None	None	None	Short-term incubation of lymphocytes with homocysteine or its oxidation product homocysteinic acid increased the formation of reactive oxygen species and cell necrosis.	C4H9NO5S		None	None	None	14.723	14.759	14.733	14.951	14.52	14.577	14.488	14.973	14.461	14.807	14.653	13.595	15.073	14.808	14.327	14.78	14.761	14.887	14.537	14.157	14.5	15.023	14.421	14.989	13.845	14.756	14.596	13.835	14.778	15.004	14.621	14.834	13.838	14.673	13.841	14.713	14.384	13.843	14.207	
182.0446311_MZ	4-Pyridoxic acid	Un	1.0	None	None	None	None	4-Pyridoxic acid is the catabolic product of vitamin B6 (also known as pyridoxine, pyridoxal and pyradoxamine) which is excreted in the urine. Urinary levels of 4-pyridoxic acid are lower in females than in males and will be reduced in persons with riboflavin deficiency. 4-Pyridoxic acid is formed by the action of aldehyde oxidase I (an endogenous enzyme) and by microbial enzymes (pyridoxal 4-dehydrogenase), an NAD-dependent aldehyde dehydrogenase. 4-pyridoxic acid can be further broken down by the gut microflora via 4-pyridoxic acid dehydrogenase. This enzyme catalyzes the four electron oxidation of 4-pyridoxic acid to 3-hydroxy-2-methylpyridine-4,5-dicarboxylate, using nicotinamide adenine dinucleotide as a cofactor.	C8H9NO4		None	None	None	14.3	13.889	13.649	13.112	13.856	14.564	13.819	13.729	13.638	13.787	13.733	14.038	13.836	13.926	14.712	14.8	13.821	14.03	13.765	13.568	13.841	13.465	13.72	14.06	13.716	13.347	14.032	14.415	14.657	14.285	13.752	13.423	13.513	13.814	14.125	13.761	13.357	13.674	13.629	
182.9704421_MZ	Phosphohydroxypyruvic acid	Un	1.0	None	None	None	None	Phosphohydroxypyruvic acid is a prduct of both enzyme phosphoglycerate dehydrogenase [EC 1.1.1.95] and phosphoserine transaminase [EC 2.6.1.52] in glycine, serine and threonine metabolism pathway (KEGG).	C3H5O7P		None	None	None	13.837	13.735	13.644	14.3	13.777	14.146	13.747	13.406	13.764	14.275	13.992	13.774	13.835	14.086	14.506	14.511	14.173	13.88	13.762	14.024	13.754	13.624	13.943	13.982	13.825	13.794	14.15	13.96	13.9	13.567	14.732	13.857	14.094	13.892	14.072	14.176	13.945	13.838	13.66	
183.0663014_MZ	Phosphorylcholine	Un	1.0	None	None	None	None	Phosphorylcholine is a small haptenic molecule, is found in a wide variety of organisms. Human hepatic tumors undergo an elevation in the concentration of phosphorylcholine as the principal metabolic change is observed (PMID: 11076016). Phosphorylcholine is the precursor metabolite of choline in the glycine, serine and threonine metabolism pathways (KEGG, map00260) and in intermediate between choline and cytidine-diphosphate choline in the glycerophospholipid metabolism pathway (KEGG, map00564).	C5H15NO4P, Vanylglycol		None	None	None	13.441	13.51	14.05	13.479	13.705	13.821	13.454	13.705	13.457	13.58	13.995	13.326	13.522	13.968	13.474	13.093	13.253	13.559	13.137	12.982	13.459	13.428	13.237	13.828	12.966	13.312	13.188	12.969	13.785	12.883	12.999	13.332	13.095	13.36	13.161	13.348	13.369	13.293	13.083	
184.0017390_MZ	Phosphoserine	Un	1.0	None	None	None	None	The phosphoric acid ester of serine. As a constituent (residue) of proteins, its side chain can undergo O-linked glycosylation. This might be important in explaining some of the devastating consequences of diabetes. It is one of three amino acid residues that are commonly phosphorylated by kinases during cell signalling in eukaryotes. Phosphorylated serine residues are often referred to as phosphoserine. Serine proteases are a common type of protease. Serine, organic compound, one of the 20 amino acids commonly found in animal proteins. Only the L-stereoisomer appears in mammalian protein. It is not essential to the human diet, since it can be synthesized in the body from other metabolites, including glycine. Serine was first obtained from silk protein, a particularly rich source, in 1865. Its name is derived from the Latin for silk, sericum. Serine's structure was established in 1902.	C3H8NO6P, DL-O-Phosphoserine		None	None	None	17.452	17.453	17.267	16.549	16.973	16.48	17.071	18.055	16.831	16.342	17.174	17.169	18.05	17.336	15.958	17.123	16.536	16.828	17.0	17.164	17.009	17.521	17.282	17.544	16.753	16.922	17.154	17.213	17.133	17.369	16.264	17.431	17.187	16.788	17.784	16.954	16.961	17.355	17.161	
184.0979742_MZ	Pseudoecgonine	Un	1.0	None	None	None	None	Pseudoecgonine is a metabolic byproduct of cocaine. Cocaine is extensively metabolized in the liver, with only about 1% excreted unchanged in the urine. The metabolism is dominated by hydrolytic ester cleavage, so the eliminated metabolites consist mostly of benzoylecgonine, the major metabolite, and in lesser amounts ecgonine methyl ester and ecgonine. Pseudoecgonine is a steroisomer of ecgonine and may be conjugated to CoA to form Pseudoecgonyl-CoA through the action of gut microlfora (PMID: 8572717).	C9H15NO3, Ecgonine		None	None	None	11.861	11.877	12.219	12.108	11.814	12.252	12.244	11.881	11.98	11.993	12.091	11.365	12.061	11.986	12.063	11.954	12.044	11.685	11.683	11.496	12.177	12.1	11.92	12.264	11.634	11.893	11.773	11.649	12.284	11.906	11.959	11.874	11.634	11.978	11.755	12.211	11.908	11.844	11.551	
184.9857957_MZ	2-Phosphoglyceric acid	Un	1.0	None	None	None	None	2-Phosphoglyceric acid (2PGA) is a glyceric acid which serves as the substrate in the ninth step of glycolysis. It is catalyzed by enolase into phosphoenolpyruvate (PEP), the penultimate step in the conversion of glucose to pyruvate. Enolase catalyzes the beta-elimination reaction in a stepwise manner wherein OH- is eliminated from C3 of a discrete carbanion (enolate) intermediate. This intermediate is created by removal of the proton from C2 of 2PGA by a base in the active site. (PMID: 8994873, Wikipedia).	C3H7O7P, 3-Phosphoglyceric acid, 2-Phospho-D-glyceric acid		None	None	None	14.045	14.736	14.254	13.747	14.347	14.272	14.597	14.274	14.633	14.206	14.001	14.355	14.496	14.362	14.274	13.75	14.069	13.961	13.909	14.169	14.145	13.65	14.544	13.998	13.689	14.341	14.004	13.548	14.142	14.972	14.361	14.055	13.839	14.329	13.897	13.752	14.436	13.928	13.409	
185.1182547_MZ	3-Oxodecanoic acid	Un	1.0	None	None	None	None	In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. 3-Oxodecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, 3-Oxodecanoic acid is converted from Malonic acid via three enzymes; 3-oxoacyl-[acyl-carrier-protein] synthase, fatty-acid Synthase and beta-ketoacyl -acyl-carrier-protein synthase II. (EC:2.3.1.41, E.C: 2.3.1.85, 2.3.1.179).	C10H18O3		None	None	None	14.098	14.16	14.723	13.963	13.997	14.174	14.235	14.654	13.905	13.904	14.176	13.695	13.946	14.37	13.829	14.082	13.83	14.395	13.942	13.724	13.979	14.274	13.868	14.234	13.636	14.006	14.028	13.669	14.24	13.848	13.74	14.02	13.603	13.856	13.809	14.123	13.802	13.788	13.852	
185.1546716_MZ	4,6-Dimethylnonanoic acid	Un	1.0	None	None	None	None	4,6-Dimethylnonanoic acid is produced in the peroxisomes from pristanic acid (where undergoes three cycles of &#946;-oxidation) and then exported to the mitochondria or hydrolyzed by an acyl-CoA thioesterase and transported to the mitochondrion, followed by reactivation to its CoA-ester inside the mitochondria for full oxidation to CO2 and H2O. (PMID: 11785945).	C11H22O2, Undecanoic acid		None	None	None	14.846	14.974	15.111	14.37	14.485	15.005	14.664	15.15	14.417	14.603	14.424	14.3	14.831	14.78	14.4	14.817	14.801	15.083	14.495	14.491	14.499	15.28	14.207	14.969	14.071	14.686	14.781	14.304	14.823	14.597	14.226	14.761	14.189	14.229	14.565	14.693	14.298	14.245	14.525	
186.0771354_MZ	2-Keto-6-acetamidocaproate	Un	1.0	None	None	None	None	2-Keto-6-acetamidocaproate is an intermediate in lysine degradation. It can be generated from N6-acetyl-L-lysine. N-acetyl-lysine is an acetylated amino acid. Post-translational lysine-acetylation is one of two major modifications of lysine residues in various proteins. Acetylation of specific lysine residues in the N-terminal domains of core histones is a biochemical marker of active genes. Acetylation is now known to play a major role in eukaryotic transcription. Specifically, acetyltransferase enzymes that act on particular lysine side chains of histones and other proteins are intimately involved in transcriptional activation. N6-acetyl-L-lysine can be converted to 2-Keto-6-acetamidocaproate via the enzyme N6-acetyllysine aminotransferase and then 2-keto-6-acetamidocaproate can be reduced enzymatically to 5-acetamidovalerate.	C8H13NO4		None	None	None	12.454	12.231	12.807	12.939	11.892	12.509	12.503	12.57	12.301	12.12	12.294	12.39	12.024	12.096	12.56	12.427	12.23	12.333	11.945	11.869	12.335	12.391	12.158	12.55	11.823	12.39	12.4	11.942	12.652	12.538	12.142	12.135	11.42	12.475	12.006	12.345	12.119	11.965	11.793	
186.1135939_MZ	N-Heptanoylglycine	Un	1.0	None	None	None	None	N-Heptanoylglycine is an acylglycine with C-7 fatty acid group as the acyl moiety. Acylglycines 1 possess a common amidoacetic acid moiety and are normally minor metabolites of fatty acids. Elevated levels of certain acylglycines appear in the urine and blood of patients with various fatty acid oxidation disorders. They are normally produced through the action of glycine N-acyltransferase which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine &#8596; CoA + N-acylglycine.	C9H17NO3		None	None	None	13.911	13.879	14.315	13.938	12.989	13.414	14.166	13.925	13.887	13.137	13.202	12.538	13.21	13.186	13.034	14.022	13.402	13.722	13.511	12.547	13.18	14.096	13.698	14.016	12.866	13.042	14.042	12.578	13.933	14.061	13.039	12.975	12.471	13.854	12.748	13.921	13.762	12.635	12.929	
187.0071900_MZ	p-Cresol sulfate	Un	1.0	None	None	None	None	p-Cresol sulfate is a microbial metabolite that is found in urine and likely derives from secondary metabolism of p-cresol. It appears to be elevated in the urine of individuals with progressive multiple sclerosis (PMID: 10775436). p-Cresol sulfate is the major component of urinary MBPLM (myelin basic protein-like material). p-Cresol sulfate is a small protein-bound molecule that is poorly cleared with dialysis and is often considered to be a uremic toxin. Uremic toxins include low-molecular-weight compounds such as indoxyl sulfate, p-cresol sulfate, 3-carboxy-4-methyl-5-propyl-2-furanpropionic acid and asymmetric dimethylarginine (PMID: 18941347). It has also been linked to cardiovascular disease and oxidative injury.	C7H8O4S		None	None	None	14.884	14.718	14.9	14.459	14.226	15.444	12.019	12.84	13.064	12.384	12.152	14.861	14.362	15.563	15.442	12.323	12.383	13.926	11.863	14.151	14.407	14.044	12.522	14.925	14.145	14.522	13.839	15.049	14.763	15.622	12.347	13.459	14.663	14.26	15.156	12.486	14.301	11.858	14.325	
187.0723352_MZ	N-Acetylglutamine	Un	1.0	None	None	None	None	N-Acetylglutamine (GIcNAc) is a modified amino acid (an acetylated analogue of glutamine), a metabolite present in normal human urine. The decomposition products of GIcNAc have been identified by NMR and HPLC-MS as N-acetyl-L-glutamic acid, N-(2,6-dioxo-3-piperidinyl) acetamide, pyroglutamic acid, glutamic acid, and glutamine. GIcNAc is used for parenteral nutrition as a source of glutamine, since glutamine is too unstable, but GIcNAc is very stable. In patients treated with aminoglycosides and/or glycopeptides, elevation GIcNAc in urine suggests renal tubular injury. High amounts of N-acetylated amino acids (i.e.: N-Acetylglutamine) were detected patient with aminoacylase I deficiency (EC 3.5.1.14, a homodimeric zinc-binding metalloenzyme located in the cytosol), a novel inborn error of metabolism. (PMID: 15331932, 11312773, 7952062, 2569664, 16274666).	C7H12N2O4, L-glycyl-L-hydroxyproline		None	None	None	17.662	17.627	17.358	18.626	18.104	17.372	16.715	17.547	17.709	17.495	18.125	18.475	17.192	18.028	18.275	17.267	17.155	17.132	17.631	16.929	17.475	17.146	17.856	17.682	17.101	17.55	17.471	18.033	17.484	17.372	18.518	17.091	16.945	17.109	17.38	18.417	16.561	17.709	17.106	
187.0976612_MZ	Nonate	Un	1.0	None	None	None	None	Nonic acid or the anion, nonate, is a derivative of succinic acid, which is a dicarboxylic acid. The anion, succinate, is a component of the citric acid cycle capable of donating electrons to the electron transfer chain. Succinate dehydrogenase (SDH) plays an important role in the mitochondria, being both part of the respiratory chain and the Krebs cycle. SDH with a covalently attached FAD prosthetic group, binds enzyme substrates (succinate and fumarate) and physiological regulators (oxaloacetate and ATP). Oxidizing succinate links SDH to the fast-cycling Krebs cycle portion where it participates in the breakdown of acetyl-CoA throughout the whole Krebs cycle. The succinate can readily be imported into the mitochondrial matrix by the n-butylmalonate- (or phenylsuccinate-) sensitive dicarboxylate carrier in exchange with inorganic phosphate or another organic acid, e. g. malate. (PMID 16143825) Mutations in the four genes encoding the subunits of the mitochondrial respiratory chain succinate dehydrogenase are associated with a wide spectrum of clinical presentations (i.e.: Huntington's disease. (PMID 11803021).	C9H16O4, Azelaic acid		None	None	None	17.298	17.329	16.014	17.272	15.799	16.47	15.523	16.202	17.231	16.361	16.416	15.527	16.179	16.035	15.91	15.321	15.958	15.687	17.169	15.619	16.126	17.688	16.912	17.293	15.177	15.741	15.722	15.393	17.299	15.449	15.672	15.691	15.201	17.094	15.645	17.45	16.984	15.399	15.469	
188.0002991_MZ	Lanthionine ketimine	Un	1.0	None	None	None	None	Lanthionine ketimine binds specifically and with high affinity to brain membranes and belong to a class of endogenous sulfur-containing cyclic products provided with a possible neurochemical function (PMID 1761027).	C6H7NO4S		None	None	None	14.343	14.085	14.61	15.072	14.169	15.014	13.183	14.07	15.475	15.051	15.117	14.648	14.276	14.421	14.011	14.569	13.451	14.766	15.235	15.695	14.636	15.27	13.595	15.412	14.817	13.496	14.79	15.115	14.358	13.367	14.029	14.109	15.357	15.19	15.567	16.217	14.603	14.995	13.617	
188.0564272_MZ	Glutarylglycine	Un	1.0	None	None	None	None	Glutarylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:. acyl-CoA + glycine < -- > CoA + N-acylglycine. Glutarylglycine is involved in lysine metabolism. An elevated level of glutarylglycine occurs in patients with glutaric acidemia type II, which is an autosomal recessive inborn error of metabolism due to a mitochondrial respiratory electron chain transport defect. (http://www.pediatricneuro.com/alfonso/pg75.htm).	C7H11NO5, N-Acetylglutamic acid		None	None	None	19.438	19.614	19.409	18.682	19.56	19.181	19.29	18.61	19.436	19.375	18.43	17.987	20.096	19.722	19.927	20.053	18.538	18.955	18.413	18.683	19.342	18.454	20.082	19.511	17.574	19.255	18.932	19.787	19.405	19.02	19.712	18.363	18.033	18.371	19.154	19.344	18.139	18.618	18.79	
189.0404287_MZ	3-Dehydroquinate	Un	1.0	None	None	None	None	In most organisms, 3-dehydroquinate is synthesized from D-erythrose-4-phosphate in two steps. However, the genomes of the archaea contain no orthologs for the genes that encode these first two steps. Instead, archaeabacteria appear to utilize an alternative pathway in which 3-dehydroquinate is synthesized from 6-deoxy-5-ketofructose-1-phosphate and L-aspartate-semialdehyde. These two compounds are first condensed to form 2-amino-3,7-dideoxy-D-threo-hept-6-ulosonate, which cyclizes to 3-dehydroquinate. From 3-dehydroquinate and on to chorismate, the archaeal pathway appears to be identical to the bacterial pathway.	C7H10O6		None	None	None	15.866	16.05	15.865	16.673	15.575	15.686	15.403	15.986	15.054	15.459	15.877	15.119	16.149	15.809	16.058	15.775	15.168	15.437	15.908	14.673	15.353	15.666	15.895	15.553	15.36	15.811	15.088	15.353	16.238	15.458	16.309	15.88	15.585	15.575	16.046	15.807	15.349	14.816	15.434	
189.0760509_MZ	3-Hydroxysuberic acid	Un	1.0	None	None	None	None	3-Hydroxysuberic acid is a metabolite derived from the w-oxidation of 3-hydroxy fatty acids and the subsequent beta-oxidation of longer-chain 3-hydroxy dicarboxylic acids (PMID 2001377). It has been found increased in ketoaciduria (PMID 1591279).	C8H14O5		None	None	None	14.052	14.1	14.361	14.324	13.974	13.91	13.785	14.022	13.978	13.867	13.878	13.662	14.134	14.287	14.251	14.1	13.596	13.89	13.503	13.288	13.904	13.676	14.164	14.145	13.03	13.906	13.631	13.829	14.239	13.659	14.203	13.551	12.946	13.663	13.649	14.022	13.28	13.413	13.566	
190.0540451_MZ	N-Acetyl-L-methionine	Un	1.0	None	None	None	None	N-acetyl-L-methionine is nutritionally and metabolically equivalent to L-methionine. Methionine is a dietary indispensable amino acid required for normal growth and development of humans, other mammals, and avian species. In addition to being a substrate for protein synthesis, it is an intermediate in transmethylation reactions, serving as the major methyl group donor in vivo, including the methyl groups for DNA and RNA intermediates. Methionine is a methyl acceptor for 5-methyltetrahydrofolate-homocysteine methyl transferase (methionine synthase), the only reaction that allows for the recycling of this form of folate, and is also a methyl acceptor for the catabolism of betaine. Methionine is also required for synthesis of cysteine. Methionine is accepted as the metabolic precursor for cysteine. Only the sulfur atom from methionine is transferred to cysteine; the carbon skeleton of cysteine is donated by serine. (PMID 16702340). The adequacy range of dietary requirements of specific amino acids in disease states is difficult to determine. Requirements may not be similar in disease with regard to protein synthesis. Requirements for this purpose can be assessed only when such a function can be measured and related to clinical outcome. There is apparent consensus concerning normal sulfur amino acid (SAA) requirements. WHO recommendations amount to 13 mg/kg per 24 h in healthy adults. This amount is roughly doubled in artificial nutrition regimens. In disease or after trauma, requirements may be altered for methionine, cysteine, and taurine. Although in specific cases of congenital enzyme deficiency, prematurity, or diminished liver function, hypermethionemia or hyperhomocysteinemia may occur, SAA supplementation can be considered safe in amounts exceeding 2-3 times the minimal recommended daily intake. Apart from some very specific indications (e.g., acetaminophen poisoning) the usefulness of SAA supplementation is not yet established.(PMID 16702341). Methionine is known to exacerbate psychopathological symptoms in schizophrenic patients, there is no evidence of similar effects in healthy subjects. The role of methionine as a precursor of homocysteine is the most notable cause for concern. A loading dose of methionine (0.1 g/kg) has been given, and the resultant acute increase in plasma homocysteine has been used as an index of the susceptibility to cardiovascular disease. Although this procedure results in vascular dysfunction, this is acute and unlikely to result in permanent damage. However, a 10-fold larger dose, given mistakenly, resulted in death. Longer-term studies in adults have indicated no adverse consequences of moderate fluctuations in dietary methionine intake, but intakes higher than 5 times normal resulted in elevated homocysteine levels. These effects of methionine on homocysteine and vascular function are moderated by supplements of vitamins B-6, B-12, C, and folic acid. In infants, methionine intakes of 2 to 5 times normal resulted in impaired growth and extremely high plasma methionine levels, but no adverse long-term consequences were observed. (PMID 16702346).	C7H13NO3S		None	None	None	13.878	13.485	13.663	13.673	13.791	13.494	13.342	13.315	13.626	13.407	13.242	13.99	14.825	13.317	14.331	14.024	13.034	13.374	13.205	13.211	13.308	13.19	13.635	13.337	13.319	13.452	13.361	13.684	13.5	13.333	13.994	13.218	13.318	13.232	13.401	13.915	13.087	13.345	12.924	
190.0887455_MZ	5-Methoxytryptophol	Un	1.0	None	None	None	None	5-Methoxytryptophol is synthesized by the pineal gland. Daily rhythms in pineal methoxyindole metabolism have been described in rodents and humans (5-Methoxytryptophol levels are coincident with serotonin levels in rodents pineal) and 5-Methoxytryptophol at its highest during the daylight hours and fall markedly soon after the onset of darkness, coincident with increases in the levels of pineal melatonin and the activities of pineal serotonin-N-acetyltransferase (EC 2.3.1.87, SNAT) and hydroxyindole-O-methyltransferase (EC 2.1.1.4, HIOMT). The fact that the levels of 5-methoxytryptophol and melatonin vary in parallel suggests that the major factor generating the methoxyindole rhythms is not SNAT activity, but perhaps a change in the availability (for metabolism) of stored serotonin. When the onset of darkness is delayed by 12 hours, human 5-methoxytryptophol (and melatonin) rhythms usually require 3 or 4 days to adjust to the new lighting regimen. Environmental factors, other than light, that activate the sympathetic nervous system or cause epinephrine to be secreted from the adrenal medulla (e.g., the stress of immobilization; insulin-induced hypoglycemia) can override the inhibitory effects of light and accelerate melatonin synthesis. Rhythms in 5-methoxytryptophol (and melatonin) synthesis apparently persist among animals placed in environments of continuous darkness; the source of the cyclic signal (mediated by the pineal sympathetic nerves) has not yet been identified. Preliminary evidence suggests that levels of a peptide hormone, arginine vasotocin, in rat pineal and sera also exhibit daily rhythms and are increased by norepinephrine. The circadian rhythm of melatonin secretion is generated in the suprachiasmatic nucleus. Sleep disruption, nightly restlessness, sundowning, and other circadian disturbances are frequently seen in Alzheimer's disease patients. Changes in the suprachiasmatic nucleus and pineal gland are thought to be the biological basis for these behavioral disturbances. (PMID 288858, 2245336).	C11H13NO2		None	None	None	11.288	11.175	11.346	11.373	11.312	11.284	11.099	11.113	11.513	11.224	11.331	11.272	11.378	11.428	11.592	11.045	10.972	11.192	10.992	11.132	11.165	11.011	11.346	11.331	11.124	11.194	10.937	11.269	11.418	11.039	11.472	10.986	10.954	11.2	11.369	11.308	10.974	11.166	10.973	
191.0198938_MZ	Citric acid	Un	1.0	None	None	None	None	Citric acid (citrate) is a weak acid that is formed in the tricarboxylic acid cycle or that may be introduced with diet. The evaluation of plasma citric acid is scarcely used in the diagnosis of human diseases. On the contrary urinary citrate excretion is a common tool in the differential diagnosis of kidney stones, renal tubular acidosis and it plays also a role in bone diseases. The importance of hypocitraturia should be considered with regard to bone mass, urine crystallization and urolithiasis. (PMID 12957820) The secretory epithelial cells of the prostate gland of humans and other animals posses a unique citrate-related metabolic pathway regulated by testosterone and prolactin. This specialized hormone-regulated metabolic activity is responsible for the major prostate function of the production and secretion of extraordinarily high levels of citrate. The key regulatory enzymes directly associated with citrate production in the prostate cells are mitochondrial aspartate aminotransferase, pyruvate dehydrogenase, and mitochondrial aconitase. testosterone and prolactin are involved in the regulation of the corresponding genes associated with these enzymes. The regulatory regions of these genes contain the necessary response elements that confer the ability of both hormones to control gene transcription. Protein kinase c (PKC) is the signaling pathway for the prolactin regulation of the metabolic genes in prostate cells. testosterone and prolactin regulation of these metabolic genes (which are constitutively expressed in all mammalian cells) is specific for these citrate-producing cells. (PMID 12198595) Citric acid is found in citrus fruits, most concentrated in lemons and limes, where it can comprise as much as 8% of the dry weight of the fruit. Citric acid is a natural preservative and is also used to add an acidic (sour) taste to foods and soft drinks. The salts of citric acid (citrates) can be used as anticoagulants due to their calcium chelating ability. Intolerance to citric acid in the diet is known to exist. Little information is available as the condition appears to be rare, but like other types of food intolerance it is often described as a pseudo-allergic reaction.	C6H8O7, Isocitric acid, D-threo-Isocitric acid, Diketogulonic acid, 2,3-Diketo-L-gulonate		None	None	None	18.854	18.671	19.869	18.434	19.73	19.005	19.59	19.544	19.581	19.553	19.473	19.541	20.555	19.775	17.546	18.687	19.095	19.028	18.841	19.65	18.962	19.042	19.415	19.32	19.213	19.919	18.869	18.712	19.063	19.395	17.814	19.479	19.371	19.311	18.984	18.408	19.369	19.409	18.951	
192.0669062_MZ	Methylhippuric acid	Un	1.0	None	None	None	None	Methylhippuric acid is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:. acyl-CoA + glycine < -- > CoA + N-acylglycine. Methylhippuric acid is a metabolite of xylene which is an aromatic hydrocarbon widely used as a solvant. It'e level can be measured in urine of workers exposed to xylene (PMID 8689499).	C10H11NO3, Phenylacetylglycine, 2-Methylhippuric acid, m-Methylhippuric acid, p-Methylhippuric acid 		None	None	None	13.392	13.722	13.446	13.208	12.972	13.774	13.386	14.021	13.717	13.524	13.644	13.524	13.344	14.118	14.099	13.032	12.955	13.259	13.808	13.105	13.405	13.474	13.124	13.524	13.455	13.716	13.387	13.797	14.163	13.799	13.538	13.121	13.206	13.381	13.616	13.713	13.208	13.323	13.115	
193.0353390_MZ	D-Glucuronic acid	Un	1.0	None	None	None	None	Glucuronic acid is a carboxylic acid that has the structure of a glucose molecule that has had its sixth carbon atom (of six total) oxidized. The salts of glucuronic acid are known as glucuronates. Glucuronic acid is highly soluble in water. In humans, glucuronic acid is often linked to toxic or poisonous substances to allow for subsequent elimination, and to hormones to allow for easier transport. These linkages involve O-glycosidic bonds. The process is known as glucuronidation, and the resulting substances are known as glucuronides (or glucuronosides). Glucuronidation uses UDP-glucuronic acid (glucuronic acid linked via a glycosidic bond to uridine diphosphate) as an intermediate. UDP-glucuronic acid is formed in the liver of all animals.	C6H10O7, Galacturonic acid, Iduronic acid, Pectic acid, Pectin, 3-Dehydro-L-gulonate, 5-Keto-D-gluconate, 2-Keto-L-gluconate		None	None	None	16.828	16.528	16.771	16.627	15.719	16.755	16.739	16.233	16.172	16.254	16.607	16.181	16.277	16.207	16.162	15.036	15.133	16.05	16.158	16.157	16.311	16.379	16.101	16.537	16.624	16.231	15.585	15.98	16.128	16.432	15.526	16.089	16.092	16.435	16.568	16.265	15.898	15.722	15.934	
193.0713540_MZ	Caffeine	Un	1.0	None	None	None	None	Caffeine is the most widely consumed psychostimulant drug in the world that mostly is consumed in the form of coffee. Whether caffeine and/or coffee consumption contribute to the development of cardiovascular disease (CVD), the single leading cause of death in the US, is unclear. The literature indicates a strong relationship between boiled, unfiltered coffee consumption and elevated cholesterol levels; however, there is a critical gap in the literature regarding the effects of coffee or caffeine consumption on fibrinogen or CRP, which is an independent predictor of CVD risk. Available studies are limited by small samples sizes, inclusion of only men (or few women) and unrepresented age or ethnic groups. There is a critical need for controlled laboratory and epidemiological studies that include fibrinogen and CRP markers of CVD risk before conclusions can be drawn regarding the health effects of caffeine and/or coffee in a normal, healthy population of men and women. (PMID: 16856769 ). The relationship between caffeine consumption and various illnesses such as cardiovascular disease and cancer remains equivocal. Prudence might dictate that pregnant women and chronically ill individuals exercise restraint in their use of caffeine, although research suggests relatively low or nonexistent levels of risk associated with moderate caffeine consumption. (PMID: 7844249). There is extensive evidence that caffeine at dietary doses increases blood pressure (BP). However, concern that the drug may contribute to cardiovascular disease appears to have been dampened by (1) the belief that habitual use leads to the development of tolerance, and (2) confusion regarding relevant epidemiologic findings. When considered comprehensively, findings from experimental and epidemiologic studies converge to show that BP remains reactive to the pressor effects of caffeine in the diet. Overall, the impact of dietary caffeine on population BP levels is likely to be modest, probably in the region of 4/2 mm Hg. At these levels, however, population studies of BP indicate that caffeine use could account for premature deaths in the region of 14% for coronary heart disease and 20% for stroke. (PMID: 14747639). Caffeine is a purine alkaloid that occurs naturally in coffee beans. At intake levels associated with coffee consumption, caffeine appears to exert most of its biological effects through the antagonism of the A1 and A2A subtypes of the adenosine receptor. Adenosine is an endogenous neuromodulator with mostly inhibitory effects, and adenosine antagonism by caffeine results in effects that are generally stimulatory. Some physiological effects associated with caffeine administration include central nervous system stimulation, acute elevation of blood pressure, increased metabolic rate, and diuresis. Caffeine is rapidly and almost completely absorbed in the stomach and small intestine and distributed to all tissues, including the brain. Caffeine metabolism occurs primarily in the liver, where the activity of the cytochrome P450 isoform CYP1A2 accounts for almost 95% of the primary metabolism of caffeine. CYP1A2-catalyzed 3-demethylation of caffeine results in the formation of 1,7-dimethylxanthine (paraxanthine). Paraxanthine may be demethylated by CYP1A2 to form 1-methylxanthine, which may be oxidized to 1-methyluric acid by xanthine oxidase. Paraxanthine may also be hydroxylated by CYP2A6 to form 1,7-dimethyluric acid, or acetylated by N-acetyltransferase 2 (NAT2) to form 5-acetylamino-6-formylamino-3-methyluracil, an unstable compound that may be deformylated nonenzymatically to form 5-acetylamino-6-amino-3-methyluracil. Caffeine concentrations in coffee beverages can be quite variable. A standard cup of coffee is often assumed to provide 100 mg of caffeine, but a recent analysis of 14 different specialty coffees purchased at coffee shops in the US found that the amount of caffeine in 8 oz (=240 ml) of brewed coffee ranged from 72 to 130 mg.Caffeine in espresso coffees ranged from 58 to 76 mg in a single shot. (PMID 16507475). Caffeine is a member of the methylxanthine family of drugs, and is the most widely consumed behaviourally active substance in the western world. A number of in vitro and in vivo studies have demonstrated that caffeine modulates both innate and adaptive immune responses. For instance studies indicate that caffeine and its major metabolite paraxanthine suppress neutrophil and monocyte chemotaxis, and also suppress production of the pro-inflammatory cytokine tumor necrosis factor (TNF) alpha from human blood. Caffeine has also been reported to suppress human lymphocyte function as indicated by reduced T-cell proliferation and impaired production of Th1 (interleukin [IL]-2 and interferon [IFN]-gamma), Th2 (IL-4, IL-5) and Th3 (IL-10) cytokines. Studies also indicate that caffeine suppresses antibody production. The evidence suggests that at least some of the immunomodulatory actions of caffeine are mediated via inhibition of cyclic adenosine monophosphate (cAMP)-phosphodiesterase (PDE), and consequential increase in intracellular cAMP concentrations. Overall, these studies indicate that caffeine, like other members of the methylxanthine family, is largely anti-inflammatory in nature, and based on the pharmacokinetics of caffeine, many of its immunomodulatory effects occur at concentrations that are relevant to normal human consumption. (PMID 16540173).	C8H10N4O2		None	None	None	14.288	14.319	15.136	14.042	13.802	14.114	15.042	14.914	13.824	13.826	13.763	12.078	13.915	14.529	13.844	14.828	14.26	14.767	13.996	12.361	13.559	14.51	13.71	14.59	12.408	14.441	14.938	12.424	14.203	15.137	13.588	14.316	12.185	13.746	12.577	14.292	13.763	12.14	13.567	
193.1345051_MZ	Ne,Ne dimethyllysine	Un	1.0	None	None	None	None	Ne,Ne dimethyllysine is an intermediate in lysine degradation. Ne,Ne dimethyllysine a methylated form of lysine found in histones that contributes to gene regulation.	C8H18N2O2		None	None	None	10.699	11.403	11.732	11.619	12.243	12.239	11.347	11.018	11.736	11.929	12.794	11.773	11.537	12.059	10.893	10.474	10.795	10.649	10.883	11.402	12.049	10.278	11.273	11.693	11.495	11.27	10.755	11.055	12.201	10.87	11.311	10.636	11.77	11.006	11.491	10.973	11.569	12.318	11.04	
195.0511479_MZ	Galactonic acid	Un	1.0	None	None	None	None	Galactonate is increased in red blood cells of galactosemic patients, due to a galactose-1-phosphate uridyltransferase (GALT) deficiency ((PMID 14680973, OMMBID: The Metabolic and Molecular Bases of Inherited Disease, Ch.72).	C6H12O7, Gluconic acid, Gulonic acid		None	None	None	22.208	22.022	22.511	22.613	21.789	22.78	21.851	21.792	22.381	21.685	21.915	22.737	22.356	22.151	21.863	21.974	21.898	21.911	21.846	21.51	21.951	21.897	21.984	22.079	21.87	21.586	21.869	22.035	21.994	22.002	21.477	21.714	21.866	22.888	21.997	22.15	21.682	21.574	21.64	
195.9897093_MZ	Selenomethionine	Un	1.0	None	None	None	None	Selenomethionine is an amino acid containing selenium that cannot be synthesized by higher animals, but can be obtained from plant material. Selenomethionine is the major seleno-compound in cereal grains (wheat grain, maize and rice), soybeans and enriched yeast. Seleno-compounds present in plants may have a profound effect upon the health of animals and human subjects. It is now known that the total Se content cannot be used as an indication of its efficacy, but knowledge of individual selenocompounds is necessary to fully assess the significance. Thus, speciation of the seleno-compounds has moved to the forefront. Since animals and man are dependent upon plants for their nutritional requirements, this makes the types of seleno-compounds in plants even more critical. Se enters the food chain through incorporation into plant proteins, mostly as selenocysteine and selenomethionine at normal Se levels. There are two possible pathways for the catabolism of selenomethionine. One is the transsulfuration pathway via selenocystathionine to produce selenocysteine, which in turn is degraded to H2Se by the enzyme b-lyase. The other pathway is the transamination-decarboxylation pathway. It was estimated that 90% of methionine is metabolized through this pathway and thus could be also the major route for selenomethionine catabolism. (PMID: 14748935, Br J Nutr. 2004 Jan;91(1):11-28.).	C5H11NO2Se		None	None	None	12.892	13.233	13.112	13.871	12.673	12.822	12.835	12.99	13.032	12.903	13.052	13.03	13.591	12.955	12.922	12.655	12.885	12.989	12.778	13.212	13.091	13.161	12.66	13.265	12.875	12.807	12.834	12.988	13.253	12.77	13.084	12.814	13.108	13.292	12.955	13.105	12.93	13.263	12.765	
196.9846799_MZ	Dihydroxyacetone Phosphate Acyl Ester	Un	1.0	None	None	None	None	1-acylglycerone 3-phosphate is found in the glycerophospholipid metabolism and ether lipid metabolism pathways. In the glycerophospholipid metabolism pathway, 1-acylglycerone 3-phosphate is created from glycerone phosphate, a reaction catalyzed by glyceronephosphate O-acyltransferase [EC:2.3.1.42]. 1-acylglycerone 3-phosphate is then converted to 1-acyl-sn-3-glycercol-phosphate or enters ether lipid metabolism. The conversion to 1-acyl-sn-3-glycercol-phosphate is catalyzed by 1-acylglycerone phosphate reductase [EC:1.1.1.101]. Within the ether lipid metabolism pathway, 1-acylglycerone 3-phosphate is converted to 1-alkyl-glycerone-3-phosphate through the action of alkyldihydroxyacetonephosphate synthase [EC:2.5.1.26].	C4H7O7P		None	None	None	14.885	14.791	14.937	14.526	14.994	14.613	15.139	15.296	15.0	14.97	15.116	15.166	15.036	15.22	15.081	14.787	15.044	15.051	15.051	15.277	15.054	15.372	14.955	15.194	14.831	14.95	14.936	14.901	14.818	15.122	15.13	14.962	14.874	14.872	14.983	14.811	14.824	15.325	14.89	
197.1545285_MZ	trans-Dodec-2-enoic acid	Un	1.0	None	None	None	None	Trans-Dodec-2-enoic acid is an intermediate in fatty acid biosynthesis. Specifically, trans-Dodec-2-enoic acid is converted from (R)-3-Hydroxydodecanoic acid via two enzymes; fatty-acid Synthase and 3-Hydroxypalmitoyl- [acyl-carrier-protein] dehydratase (EC: 2.3.1.85 and EC: 4.2.1.61).	C12H22O2, 5-Dodecenoic acid		None	None	None	14.812	14.864	14.616	14.328	14.172	14.997	14.548	14.79	14.216	14.641	14.304	13.913	14.779	14.538	14.213	14.558	14.578	14.623	14.385	14.06	14.517	15.084	13.972	14.821	13.743	14.415	14.581	13.921	14.864	14.319	14.183	14.451	13.847	14.08	14.423	14.482	13.98	13.85	14.159	
198.0220038_MZ	O-Phosphohomoserine	Un	1.0	None	None	None	None	O-phosphohomoserine is a naturally occurring analogue of phosphonate amino acids. O-phosphohomoserine has been found in trace amounts in shotgun-metabolomics analysis in mouse tissue extracts, and is the substrate of a threonine analog enzyme in murine species. O-phosphohomoserine, an analogue of the excitatory amino acid antagonist 2-amino-phosphonovalerate is an N-methyl-D-aspartate (NMDA) antagonist. (PMID: 3528930, 17034760, 17665876).	C4H10NO6P, O-Phosphothreonine		None	None	None	12.899	12.399	12.42	11.935	12.432	12.654	12.439	12.631	12.331	12.237	12.484	12.854	12.606	12.495	12.692	12.609	12.233	12.63	12.49	12.409	12.294	12.366	12.041	12.709	12.225	12.294	12.162	12.795	12.893	12.892	11.909	12.046	12.246	12.313	12.635	12.476	11.958	12.295	11.98	
198.0388248_MZ	Isoxanthopterin	Un	1.0	None	None	None	None	Isoxanthopterin is a pteridine normally present in plasma, urine, and other bodily fluids also vary from normal concentrations in some disease states and also have diagnostic value. Pteridines' urinary concentrations seem to vary independently from each other and from normal values to yield a pattern of excreted pteridines that is diagnostic for different species, tissues, and tumor types. Intravenous or intramuscular administration of isoxanthopterin inhibits the growth rates of animal tumor models. Pteridin derivatives are a family of organic compound with very similar chemical structures which play an important biochemistry role. Pteridines metabolism and its regulation in normal and pathological conditions have not been extensively investigated due to the difficulty of their quantification. A significant decrease of isoxanthopterin has been determined in cancer patients. (PMID 15837549, 9800651). Xanthine dehydrogenase (XDH) is the enzymes responsible for the conversion of xanthine to uric acid. It requires the presence of the molybdenum cofactor for its proper functioning. XDH is reported to have additional functions, i.e., the conversion of pterin to isoxanthopterin, one of the steps the degradation pathway of 5,6,7,8-tetrahydrobiopterin (BH4). Isoxanthopterin is very low in some cases of hereditary xanthinuria (OMIM 278300) and molybdenum cofactor deficiency (OMIM 252150). (PMID: 8812740).	C6H5N5O2		None	None	None	12.099	12.014	12.145	11.872	12.003	12.292	11.949	12.123	11.883	12.065	12.232	12.055	12.304	12.249	11.993	12.019	12.14	12.144	11.873	11.833	11.957	12.328	11.726	12.349	11.674	12.191	12.038	11.918	12.242	12.34	12.068	11.817	11.622	11.928	12.015	12.167	11.655	11.935	11.508	
198.1133260_MZ	Ecgonine methyl ester	Un	1.0	None	None	None	None	Ecgonine methyl ester is a major metabolite of cocaine. It is generally not measured by HPLC because it is poorly detectable by UV, and its water solubility makes recovery from urine difficult. Using modified solid-phase extraction procedures, recoveries of 85% for ecgonine methyl ester could be obtained from urine. (PMID:1298401).	C10H17NO3		None	None	None	12.736	12.811	12.513	13.002	12.098	12.767	12.52	12.546	12.6	12.453	12.74	12.482	12.474	12.21	12.743	12.752	12.375	12.519	12.706	12.1	12.678	12.799	12.573	12.845	12.165	12.431	12.502	12.436	12.999	12.42	12.609	12.244	12.068	12.634	12.503	12.817	12.472	12.768	12.163	
199.0019137_MZ	D-Erythrose 4-phosphate	Un	1.0	None	None	None	None	D-Erythrose 4-phosphate is a phosphorylated derivative of erythrose that serves as an important intermediate in the pentose phosphate pathway. It is also used in phenylalanine, tyrosine and tryptophan biosynthesis, and it plays a role in vitamin B6 metabolism (KEGG).	C4H9O7P		None	None	None	15.115	15.019	15.162	14.868	15.085	15.261	15.232	15.096	15.253	15.144	15.175	15.249	15.125	15.3	14.651	15.34	15.215	15.047	15.254	15.487	15.103	15.365	14.989	15.231	15.198	15.198	15.139	15.256	15.339	14.907	14.784	15.123	15.493	15.186	15.354	15.356	15.132	15.315	15.192	
199.0877249_MZ	5-Hydroxykynurenamine	Un	1.0	None	None	None	None	5-Hydroxykynurenamine is an intermediate in the tryptophan metabolic pathway [Kegg: C05638]. It is generated from 5-hydroxykynurenine via the enzyme DOPA decarboxylase.	C9H12N2O2, Tyrosinamide		None	None	None	12.015	11.931	12.077	11.501	11.774	12.156	12.089	12.243	11.637	11.569	11.793	11.559	11.595	11.833	12.452	11.841	11.679	11.955	11.922	11.188	11.783	11.729	11.587	11.869	11.477	11.871	11.978	11.583	12.09	11.997	11.842	11.787	11.125	11.396	11.627	11.783	11.42	11.393	11.373	
199.0974615_MZ	cis-4-Decenedioic acid	Un	1.0	None	None	None	None	cis-4-Decenedioic acid is an unsaturated dicarboxylic acid. Its level increases in patients with medium chain acyl-CoA dehydrogenase deficiency, which is a disorder of fatty acid oxidation.	C10H16O4, cis-4-Decenedioic acid, cis-5-Decenedioic acid		None	None	None	14.15	14.22	15.437	14.183	14.462	14.649	14.495	15.087	14.134	14.256	14.735	13.826	14.24	14.97	14.168	13.815	13.864	14.892	13.77	13.728	14.249	14.14	14.024	14.652	13.644	14.228	14.179	13.51	14.777	13.834	13.737	14.185	13.674	13.858	13.872	14.131	13.967	14.091	14.01	
199.1703053_MZ	Dodecanoic acid	Un	1.0	None	None	None	None	Lauric acid, or dodecanoic acid is the main fatty acid in coconut oil and in palm kernel oil, and is believed to have antimicrobial properties. It is a white, powdery solid with a faint odor of bay oil. Lauric acid, although slightly irritating to mucous membranes, has a very low toxicity and so is used in many soaps and shampoos.	C12H24O2		None	None	None	17.733	17.7	18.538	17.113	17.253	17.797	18.377	18.535	17.274	17.463	17.024	16.22	17.522	17.736	16.807	18.54	17.78	18.514	17.256	16.619	17.139	18.085	17.032	17.852	15.974	17.513	18.903	16.198	17.735	18.489	16.892	17.779	16.161	17.091	16.571	17.636	17.124	16.395	17.124	
199.9691094_MZ	Cysteine-S-sulfate	Un	1.0	None	None	None	None	Cysteine-S-sulfate (SSC) is produced by reaction of inorganic sulfite and cystine by a yet unknown pathway and is a very potent NMDA-receptor agonist. Electrophysiological studies have shown that SSC displays depolarizing properties similar to glutamate. Patients affected with either Molybdenum cofactor deficiency (MOCOD, an autosomal recessive disease that leads to a combined deficiency of the enzymes sulphite oxidase, an enzyme that catalyzes the conversion of sulfite to inorganic sulfate, xanthine dehydrogenase and aldehyde oxidase) or isolated sulphite oxidase deficiency (ISOD, an extremely rare autosomal recessive disorder with identical clinical manifestations to MOCOD) excrete elevated levels of SSC. This rare disorder is associated with brain damage (seizures, spastic quadriplegia, and cerebral atrophy), mental retardation, dislocated ocular lenses, blindness, and excretion in the urine of abnormally large amounts of SSC, sulfite, and thiosulfate but no inorganic sulfate. (PMID: 17764028, 15558695).	C3H7NO5S2		None	None	None	9.958	10.615	10.536	11.284	10.355	10.677	10.725	10.362	10.742	11.016	10.566	10.312	11.249	11.334	11.263	10.426	10.422	10.372	10.213	10.52	10.556	10.175	10.517	10.581	9.989	10.54	10.207	10.404	10.365	10.555	11.285	10.334	10.501	10.489	10.981	10.174	10.436	10.311	10.317	
200.1291653_MZ	Capryloylglycine	Un	1.0	None	None	None	None	Capryloylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:. acyl-CoA + glycine < -- > CoA + N-acylglycine. A complex of amino acid protein that helps kill microbes, and protects skin from water loss.	C10H19NO3, Valproylglycine		None	None	None	13.507	12.74	13.774	14.123	12.213	13.569	13.388	13.603	12.737	13.35	12.94	12.179	12.974	12.512	12.926	13.181	12.656	13.289	13.5	12.055	13.328	13.467	12.969	13.366	12.727	12.228	13.419	12.339	13.789	13.476	13.106	12.915	12.192	12.938	12.567	13.543	12.848	12.481	12.206	
201.1130602_MZ	Sebacic acid	Un	1.0	None	None	None	None	Sebacic acid is a saturated, straight-chain naturally occurring dicarboxylic acid with 10 carbon atoms. Sebacic acid is a normal urinary acid. In patients with multiple acyl-CoA-dehydrogenase deficiency (MADD) or glutaric aciduria type II (GAII) are a group of metabolic disorders due to deficiency of either electron transfer flavoprotein or electron transfer flavoprotein ubiquinone oxidoreductase, biochemical data shows an increase in urine sebacic acid excretion. Sebacic acid is a white flake or powdered crystal slightly soluble in water that has been proposed as an alternative energy substrate in total parenteral nutrition. Sebacic Acid was named from the Latin sebaceus (tallow candle) or sebum (tallow) in reference to its use in the manufacture of candles. Sebacic Acid and its derivatives such as azelaic acid have a variety of industrial uses as plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc. It is used in the synthesis of polyamide and alkyd resins. It is also used as an intermediate for aromatics, antiseptics and painting materials. (PMID: 10556649, 1738216, 8442769, 12706375).	C10H18O4		None	None	None	15.253	15.235	15.459	15.16	14.798	15.258	14.651	15.702	15.055	15.011	14.99	13.687	15.032	15.318	14.634	13.841	14.998	15.22	14.975	13.776	14.866	15.487	15.033	15.422	13.604	15.107	14.744	13.546	15.344	13.99	14.388	15.059	13.535	15.122	13.925	15.195	14.86	13.629	14.469	
202.1083944_MZ	L-Acetylcarnitine	Un	1.0	None	None	None	None	L-Acetylcarnitine is an acetic acid ester of carnitine that facilitates movement of acetyl CoA into the matrices of mammalian mitochondria during the oxidation of fatty acids. In addition to his metabolic role, acetyl-L-carnitine (ALC) posses unique neuroprotective, neuromodulatory, and neurotrophic properties this may play an important role in counteracting various disease processes. (PubMed ID 15363640).	C9H17NO4		None	None	None	13.346	12.987	12.886	13.123	13.549	14.294	13.113	13.325	13.303	12.976	13.08	13.605	13.349	13.031	14.69	14.174	13.578	13.565	13.326	12.94	13.438	13.128	13.213	13.536	13.653	13.043	13.492	13.53	13.898	13.263	14.431	12.919	13.339	13.139	13.207	13.538	13.209	12.998	12.488	
203.0673519_MZ	5-L-Glutamylglycine	Un	1.0	None	None	None	None	5-L-glutamylglycine is one of the dipeptides that is commonly produced from polypeptides by the action of the enzyme dipeptidyl peptidase. Dietary proteins are digested to dipeptides and amino acids, and the dipeptides are absorbed more rapidly than the amino acids, because their uptake involves a separate mechanism. Dipeptides activate G-cells found in the stomach to secrete gastrin. 5-L-glutamylglycine is an excitatory amino acid receptor antagonist with a structure similar to gamma-aminobutyric acid (GABA). (PMID: 6146532).	C7H12N2O5, L-beta-aspartyl-L-alanine		None	None	None	14.445	14.29	14.379	14.581	14.099	14.583	14.173	14.349	14.11	13.989	14.158	14.271	14.477	14.145	14.265	13.934	14.117	14.207	14.244	14.077	14.253	14.175	14.327	14.35	14.253	14.421	14.148	14.212	14.397	14.344	14.188	14.168	13.951	14.225	14.353	14.356	14.066	14.064	13.759	
203.0824159_MZ	Tryptophan	Un	1.0	None	None	None	None	Tryptophan is an essential amino acid which is the precursor of serotonin. Serotonin is a brain neurotransmitter, platelet clotting factor and neurohormone found in organs throughout the body. Metabolism of tryptophan to serotonin requires nutrients such as vitamin B6, niacin and glutathione. Niacin is an important metabolite of tryptophan. High corn or other tryptophan-deficient diets can cause pellagra, which is a niacin-tryptophan deficiency disease with symptoms of dermatitis, diarrhea and dementia. Inborn errors of tryptophan metabolism exist where a tumor (carcinoid) makes excess serotonin. Hartnup's disease is a disease where tryptophan and other amino acids are not absorbed properly. Tryptophan supplements may be useful in each condition, in carcinoid replacing the over-metabolized nutrient and in Hartnup's supplementing a malabsorbed nutrient. Some disorders of excess tryptophan in the blood may contribute to mental retardation. Assessment of tryptophan deficiency is done through studying excretion of tryptophan metabolites in the urine or blood. Blood may be the most sensitive test because the amino acid tryptophan is transported in a unique way. Increased urination of tryptophan fragments correlates with increased tryptophan degradation, which occurs with oral contraception, depression, mental retardation, hypertension and anxiety states. The requirement for tryptophan and protein decreases with age. Adults' minimum daily requirement is 3 mg/kg/day or about 200 mg a day. This may be an underestimation, for there are 400 mg of tryptophan in just a cup of wheat germ. A cup of low fat cottage cheese contains 300 mg of tryptophan and chicken and turkey contain up to 600 mg per pound. (http://www.dcnutrition.com).	C11H12N2O2		None	None	None	16.509	15.987	16.268	15.76	16.339	16.769	16.11	16.246	16.36	16.286	16.365	16.948	16.854	16.502	16.5	16.394	16.547	16.601	16.582	16.403	16.282	15.906	15.942	16.458	16.326	16.464	16.327	16.542	16.33	16.252	15.94	16.278	16.594	16.562	16.935	16.462	16.352	16.361	15.81	
204.0668516_MZ	Indolelactic acid	Un	1.0	None	None	None	None	Indolelactic acid is a tryptophan metabolite found in human plasma and serum and normal urine. Tryptophan is metabolized by two major pathways in humans, either through kynurenine or via a series of indoles, and some of its metabolites are known to be biologically active. Indolelactic acid is present in various amounts, significantly higher in umbilical foetal plasma than in maternal plasma in the protein-bound form. (PMID 2361979, 1400722, 3597614, 11060358, 1400722).	C11H11NO3, 5-Methoxyindoleacetate, Cinnamoylglycine		None	None	None	13.299	13.342	13.946	13.251	13.019	12.98	13.893	13.364	12.805	12.501	12.373	12.901	12.65	12.778	13.483	14.468	12.996	13.781	13.076	12.503	12.432	13.075	12.658	13.099	12.167	13.444	14.125	12.46	13.166	13.655	12.8	12.83	12.137	12.929	12.45	13.393	13.09	12.126	12.241	
204.1242579_MZ	Pantothenol	Un	1.0	None	None	None	None	In cosmetics, panthenol is a humectant, emollient and moisturizer. It binds to hair follicles readily and is a frequent component of shampoos and hair conditioners (in concentrations of 0.1-1%). It coats the hair and seals its surface, lubricating follicles and making strands appear shiny. Panthenol is the alcohol analog of pantothenic acid (vitamin B5), and is thus the provitamin of B5. In organisms it is quickly oxidized to pantothenate. Panthenol is a viscous transparent liquid at room temperature, but salts of pantothenic acid (for example sodium pantothenate) are powders (typically white). It is well soluble in water, alcohol and propylene glycol, soluble in ether and chloroform, and slightly soluble in glycerin.	C9H19NO4		None	None	None	10.947	11.097	11.273	10.81	11.289	10.805	11.001	11.449	11.114	10.706	11.045	10.665	11.191	10.868	10.328	11.48	11.186	11.185	11.086	10.843	10.795	11.215	11.439	10.847	11.654	10.646	11.629	10.486	11.39	10.643	10.565	10.649	10.716	10.564	10.736	11.194	10.855	10.831	10.527	
204.9915304_MZ	2-Phosphoglyceric acid	Un	1.0	None	None	None	None	2-Phosphoglyceric acid (2PGA) is a glyceric acid which serves as the substrate in the ninth step of glycolysis. It is catalyzed by enolase into phosphoenolpyruvate (PEP), the penultimate step in the conversion of glucose to pyruvate. Enolase catalyzes the beta-elimination reaction in a stepwise manner wherein OH- is eliminated from C3 of a discrete carbanion (enolate) intermediate. This intermediate is created by removal of the proton from C2 of 2PGA by a base in the active site. (PMID: 8994873, Wikipedia).	C3H7O7P, 2-Phospho-D-glyceric acid, 3-Phosphoglyceric acid		None	None	None	12.275	12.375	12.176	12.438	12.252	12.484	12.334	12.22	12.336	12.519	12.372	12.731	12.394	12.377	12.3	12.593	12.429	12.277	12.429	12.641	12.345	12.403	12.378	12.427	12.574	12.259	12.36	12.774	12.404	12.298	12.52	12.305	12.629	12.379	12.787	12.533	12.371	12.613	12.352	
205.0353814_MZ	(R)-lipoic acid	Un	1.0	None	None	None	None	Lipoic acid is a vitamin-like antioxidant that acts as a free-radical scavenger. Alpha-lipoic acid is also known as thioctic acid. It is a naturally occurring compound that is synthesized by both plants and animals. Lipoic acid contains two thiol groups which may be either oxidized or reduced. The reduced form is known as dihydrolipoic acid (DHLA). Lipoic acid (Delta E= -0.288) is therefore capable of thiol-disulfide exchange, giving it antioxidant activity. Lipoate is a critical cofactor for aerobic metabolism, participating in the transfer of acyl or methylamine groups via the 2-Oxoacid dehydrogenase (2-OADH) or alpha-ketoglutarate dehydrogenase complex. This enzyme catalyzes the conversion of alpha-ketoglutarate to succinyl CoA. This activity results in the catabolism of the branched chain amino acids (leucine, isoleucine and valine). Lipoic acid also participates in the glycine cleavage system(GCV). The glycine cleavage system is a multi-enzyme complex that catalyzes the oxidation of glycine to form 5,10 methylene tetrahydrofolate, an important cofactor in nucleic acid synthesis. Since Lipoic acid is an essential cofactor for many enzyme complexes, it is essential for aerobic life as we know it. This system is used by many organisms and plays a crucial role in the photosynthetic carbon cycle. Lipoic acid was first postulated to be an effective antioxidant when it was found it prevented vitamin C and vitamin E deficiency. It is able to scavenge reactive oxygen species and reduce other metabolites, such as glutathione or vitamins, maintaining a healthy cellular redox state. Lipoic acid has been shown in cell culture experiments to increase cellular uptake of glucose by recruiting the glucose transporter GLUT4 to the cell membrane, suggesting its use in diabetes. Studies of rat aging have suggested that the use of L-carnitine and lipoic acid results in improved memory performance and delayed structural mitochondrial decay. As a result, it may be helpful for people with Alzheimer's disease or Parkinson's disease. -- Wikipedia.	C8H14O2S2, 2-Methylcitric acid, Homocitric acid, Methylisocitric acid		None	None	None	14.467	14.948	15.809	15.723	15.233	15.076	14.787	14.873	14.929	14.78	14.92	15.678	15.38	14.551	13.367	13.602	15.371	15.213	14.166	14.817	14.796	14.117	15.036	14.94	15.049	14.74	14.839	13.984	14.524	13.87	14.191	15.021	15.029	14.585	13.672	14.778	15.589	14.79	13.899	
205.1232469_MZ	Ibuprofen	Un	1.0	None	None	None	None	Ibuprofen is a nonsteroidal anti-inflammatory drug (NSAID) widely marketed under various trademarks including Act-3, Advil, Brufen, Motrin, Nuprin, and Nurofen. It is used for relief of symptoms of arthritis, primary dysmenorrhoea, and fever; Ibuprofen is an NSAID which is believed to work through inhibition of cyclooxygenase (COX), thus inhibiting prostaglandin synthesis. There are at least 2 variations of cyclooxygenase (COX-1 and COX-2), ibuprofen inhibits both COX-1 and COX-2. It appears that its analgesic, antipyretic, and anti-inflammatory activity are achieved principally through COX-2 inhibition; whereas COX-1 inhibition is responsible for its unwanted effects on platelet aggregation and the GI mucosa. As with other NSAIDs, ibuprofen inhibits platelet aggregation, but is not used therapeutically for this action since it is a minor and reversible effect. -- Wikipedia.	C13H18O2		None	None	None	12.775	14.021	14.714	14.709	15.753	15.812	13.979	13.11	15.012	15.353	16.356	14.906	14.585	15.288	13.596	11.838	13.562	12.64	12.914	14.763	15.489	12.414	14.28	14.616	14.795	14.329	12.963	14.058	15.558	13.392	14.089	13.394	15.018	13.683	14.782	13.786	15.002	15.709	14.178	
206.0593336_MZ	Indoleacrylic acid	Un	1.0	None	None	None	None	Indoleacrylic acid is a natural auxin from lentil roots. Inhibits the growth of mycelia of Neurospora crassa and causes the cells to accumulate indoleglycerol phosphate.	C11H9NO2		None	None	None	13.621	13.501	13.621	13.792	13.664	13.924	13.481	13.44	13.583	13.739	13.689	13.835	14.015	13.692	14.072	13.782	13.755	13.73	13.591	13.672	13.715	13.408	13.51	13.7	13.652	13.804	13.628	13.923	13.706	13.411	13.658	13.523	13.7	13.627	13.981	13.868	13.565	13.467	13.209	
206.0821217_MZ	Phenylpropionylglycine	Un	1.0	None	None	None	None	Phenylpropionylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:acyl-CoA + glycine < -- > CoA + N-acylglycineThe detection of phenylpropionylglycine in urine after an oral load of phenylpropionic acid can be used to diagnose deficiency of medium-chain acyl-CoA dehydrogenase, a frequent and treatable metabolic defect. (PMID 9234867).	C11H13NO3, N-Acetyl-L-phenylalanine, 3-Phenylpropionylglycine		None	None	None	14.175	14.085	14.037	13.916	14.501	14.512	13.686	13.681	14.795	14.123	14.846	14.651	13.591	14.627	15.143	14.445	14.261	14.346	14.223	13.713	14.301	13.889	13.741	14.905	13.849	14.687	13.841	13.884	14.358	14.233	13.943	13.936	13.856	13.945	14.322	14.203	13.727	13.902	13.476	
207.1391422_MZ	3-Hydroxycapric acid	Un	1.0	None	None	None	None	3-hydroxycapric acid is a normally occurring carboxylic acid in human blood plasma. Medium- and long-chain 3-hydroxymonocarboxylic acids represent intermediates in the beta-oxidation of fatty acids. They accumulate in the plasma of patients with an inherited deficiency of long-chain 3-hydroxyacylCoA dehydrogenase [EC 1.1.1.35]. (PMID: 1912723). 3-hydroxyacyl-CoA dehydrogenase deficiency (HADH) has been described in diverse clinical cases: in cases of juvenile-onset recurrent myoglobinuria, hypoketotic hypoglycemic encephalopathy, in hypertrophic/dilatative cardiomyopathy, in sudden infant death, and in fulminant hepatic failure. (OMIM 231530). 3-hydroxycapric acid has some shape-transforming action on the membrane of intact human erythrocytes. (PMID: 7318031).	C10H20O3, (R)-3-Hydroxydecanoic acid		None	None	None	14.261	14.325	14.376	14.049	14.314	14.725	14.047	14.317	14.605	14.287	14.717	14.194	14.444	14.343	13.49	13.756	13.768	13.909	13.732	14.211	14.238	14.343	14.034	14.423	14.248	13.854	13.68	14.403	14.652	13.658	13.704	13.777	14.078	14.481	14.747	13.819	14.245	14.409	13.838	
207.1492077_MZ	N6_N6_N6-Trimethyl-L-lysine	Un	1.0	None	None	None	None	N6,N6,N6-Trimethyl-L-lysine is a methylated derivative of the amino acid lysine. It is a component of histone proteins, a precursor of carnitine and a coenzyme of fatty acid oxidation. N6,N6,N6-Trimethyl-L-lysine residues are found in a number of proteins and are generated by the action of S-adenosyl-L-methionine on exposed lysine residues. When trimethyllysine is released from cognate proteins via proteolysis, it serves as a precursor for carnitine biosynthesis. Mitochondrial 6-N-trimethyllysine dioxygenase converts 6-N-trimethyllysine to 3-hydroxy-6-N-trimethyllysine as the first step for carnitine biosynthesis. Because the subsequent carnitine biosynthesis enzymes are cytosolic, 3-hydroxy-6-N-trimethyllysine must be transported out of the mitochondria by a putative mitochondrial 6-N-trimethyllysine/3-hydroxy-6-N-trimethyllysine transporter system. Plasma -N-trimethyllysine concentrations are significantly lower in systemic carnitine deficiency patients compared to normal individuals, but no significant difference in urinary -N-trimethyllysine excretion is seen between the two groups.	C9H20N2O2		None	None	None	11.702	11.72	11.878	11.468	11.727	11.998	11.44	11.653	12.01	11.651	12.001	11.496	11.785	11.823	10.877	11.213	11.269	11.397	11.267	11.673	11.637	11.727	11.535	11.866	11.678	11.382	11.277	11.75	12.048	11.227	11.121	11.289	11.501	11.816	12.059	11.312	11.668	11.787	11.346	
208.0526838_MZ	Hydroxyphenylacetylglycine	Un	1.0	None	None	None	None	Hydroxyphenylacetylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:. acyl-CoA + glycine < -- > CoA + N-acylglycine. Hydroxyphenylacetylglycine is an endogenous human metabolite. It can be originated from the metabolism of tyramine, itself is a monoamine compound derived from the amino acid tyrosine. Hydroxyphenylacetylglycine can also be derived from the metabolism of 3,4-dihydroxyphenylalanine (L-DOPA). In the metabolism of tyrosine, this compound is involved in the reaction Hydroxyphenylacetyl-CoA + Glycine <=> Hydroxyphenylacetylglycine + CoA, catalyzed by acyltransferase enzymes (EC 2.3.1.-). Hydroxyphenylacetylglycine has been identified in human biofluids. (PMID: 14201174, 912020, 716472, 7096501, 7438429, 7438430).	C10H11NO4		None	None	None	12.387	12.095	12.244	11.966	11.903	12.437	12.074	12.026	11.901	11.98	11.999	11.881	12.001	12.057	12.129	12.298	12.022	12.186	12.098	12.0	12.154	11.883	11.932	12.509	11.918	12.083	12.072	12.193	12.269	12.163	11.775	11.967	11.983	11.786	11.986	12.209	11.818	11.82	11.665	
209.0461009_MZ	Vanilpyruvic acid	Un	1.0	None	None	None	None	Vanilpyruvic acid is a catecholamine metabolite and precursor to vanilactic acid. Accumulation in urine is indicative of Aromatic L-aminoacid decarboxylase deficiency (PMID 16288991).	C10H10O5		None	None	None	14.347	14.206	14.527	14.445	14.334	14.337	14.394	14.725	13.996	14.791	14.6	13.827	14.134	14.522	14.207	14.856	14.538	14.447	14.081	13.568	14.283	14.362	14.132	14.34	13.781	14.538	14.644	13.657	14.476	14.294	14.441	14.747	13.743	13.927	13.938	14.673	13.998	13.528	13.875	
210.0283355_MZ	Phosphocreatine	Un	1.0	None	None	None	None	Phosphocreatine undergoes irreversible cyclization and dehydration to form creatinine at a fractional rate of 0.026 per day, thus forming approximately 2 g creatinine/day in an adult male. This is the amount of creatine that must be provided either from dietary sources or by endogenous synthesis to maintain the body pool of (creatine and) phosphocreatine. Creatine is an amino acid that plays a vital role as phosphocreatine in regenerating adenosine triphosphate in skeletal muscle to energize muscle contraction. Creatine is phosphorylated to phosphocreatine in muscle in a reaction that is catalyzed by the enzyme creatine kinase. This enzyme is in highest concentration in muscle and nerve. Oral administration increases muscle stores. During the past decade, creatine has assumed prominence as an ergogenic (and legal) aid for professional and elite athletes. Most (~ 95%) of the total body creatine-phosphocreatine pool is in muscle (more in skeletal muscle than in smooth muscle) and amounts to 120 g (or 925 mmol) in a 70 kg adult male. Approximately 60-67% of the content in resting muscle is in the phosphorylated form. This generates enough ATP at the myofibrillar apparatus to power about 4 seconds of muscle contraction in exercise. Phosphocreatine reacts with ADP to yield ATP and creatine; the reversible reaction is catalyzed by creatine kinase. phosphocreatine is the chief store of high-energy phosphates in muscle. Thus, this reaction, which permits the rephosphorylation of ADP to ATP, is the immediate source of energy in muscle contraction. During rest, metabolic processes regenerate phosphocreatine stores. In normal muscle, ATP that is broken down to ADP is immediately rephosphorylated to ATP. Thus, phosphocreatine serves as a reservoir of ATP-synthesizing potential. phosphocreatine is the only fuel available to precipitously regenerate ATP during episodes of rapid fluctuations in demand. The availability of phosphocreatine likely limits muscle performance during brief, high-power exercise, i.e., maximal exercise of short duration. With near maximal isometric contraction, the rate of utilization of phosphocreatine declines after 1-2 seconds of contraction, prior to the glycolysis peak at approximately 3 seconds. (PMID: 10079702, Nutr Rev. 1999 Feb;57(2):45-50.).	C4H10N3O5P		None	None	None	13.132	13.284	13.278	13.37	12.863	13.248	13.135	13.319	12.923	13.036	13.204	12.588	13.77	13.628	13.655	13.165	13.163	13.224	12.944	12.936	12.85	13.255	13.383	13.196	13.25	13.063	13.173	13.196	13.394	13.076	13.478	13.063	13.003	12.874	13.332	13.264	13.058	13.055	13.136	
211.0600907_MZ	Vanillactic acid	Un	1.0	None	None	None	None	Vanillactic acid is an acidic catecholamine metabolite present in normal human urine (PMID 7524950), in normal human CSF (PMID 7914240), and increased in the CSF of newborns with neonatal epileptic encephalopathy mimicking aromatic L-amino acid decarboxylase deficiency (PMID 12200739).	C10H12O5		None	None	None	13.417	13.423	14.133	13.441	13.642	13.776	13.703	14.03	13.425	13.551	13.583	12.637	13.563	13.917	13.207	13.25	13.585	13.984	13.418	12.642	13.457	13.627	13.302	13.663	12.581	13.561	13.399	12.65	13.625	13.016	13.289	13.449	12.543	13.112	12.897	13.478	13.018	12.691	13.031	
212.0021517_MZ	Indoxyl sulfate	Un	1.0	None	None	None	None	Indoxyl sulfate is a dietary protein metabolite, and also the metabolite of the common amino acid tryptophan. Indoxyl sulfate is a circulating uremic toxin stimulating glomerular sclerosis and interstitial fibrosis. Indoxyl sulfate is one of the well known substances of a group of protein-bound uremic retention solutes. Indoxyl sulfate increases the rate of progression of renal failure. In plasma, indoxyl sulfate is a protein-bound uremic solute that induces endothelial dysfunction by inhibiting endothelial proliferation and migration in vitro. Some studies suggest that indoxyl sulfate is also involved in oxidative stress. In hemodialyzed patients, serum levels of indoxyl sulfate are associated with levels of pentosidine, a marker of carbonyl and oxidative stress; in vitro, indoxyl sulfate increases reactive oxygen species (ROS) production in tubular cells, and increases NAD(P)H oxidase activity in endothelial cells. Indoxyl sulfate impairs osteoblst function and induces abnormalities of bone turnover. Indoxyl sulfate strongly decreases the levels of glutathione, one of the most active antioxidant systems of the cell. (PMID: 10681668, 14681860, 17471003, 17403109).	C8H7NO4S		None	None	None	13.726	13.822	13.728	13.951	13.738	14.006	13.625	14.632	13.954	13.81	13.733	14.04	13.568	14.702	14.686	13.197	13.519	13.664	13.823	13.625	13.816	13.648	14.013	14.269	13.47	13.859	13.334	14.129	14.014	14.003	13.941	13.333	13.478	13.87	13.769	14.046	13.518	13.248	13.487	
213.1495889_MZ	3-Oxododecanoic acid	Un	1.0	None	None	None	None	3-Oxo-Dodecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, 3-Oxo-Dodecanoic acid is converted form Malonic acid via three enzymes; 3-oxoacyl-[acyl-carrier-protein] synthase, fatty-acid Synthase and beta-ketoacyl -acyl-carrier-protein synthase II. (EC:2.3.1.41, E.C: 2.3.1.85, 2.3.1.179).	C12H22O3		None	None	None	14.286	14.285	15.878	14.046	14.266	14.199	14.74	15.497	13.904	14.112	14.052	13.654	14.195	15.101	14.137	14.279	14.175	15.453	13.87	13.703	14.069	14.451	13.96	14.73	13.424	14.366	14.577	13.544	14.43	14.099	13.676	14.415	13.441	13.743	13.688	14.206	13.687	13.802	14.199	
213.1857325_MZ	Tridecanoic acid	Un	1.0	None	None	None	None	Tridecanoic acid is a short-chain fatty acid.	C13H26O2		None	None	None	15.135	15.194	15.656	14.501	14.733	15.265	15.007	15.57	14.822	14.868	14.705	14.5	15.001	15.141	14.491	15.182	15.095	15.549	14.738	14.835	14.793	15.593	14.599	15.265	14.351	14.931	15.213	14.558	15.11	14.8	14.521	15.066	14.523	14.483	14.787	14.95	14.587	14.745	14.867	
213.9645405_MZ	Platinum	Un	1.0	None	None	None	None	Platinum is a rare, dense, malleable, ductile, precious, gray-white transition metal, that is highly resistant to corrosion. Platinum is used in catalytic converters, laboratory equipment, electrical contacts and electrodes, platinum resistance thermometers, dentistry equipment, and jewelry.	Pt		None	None	None	11.823	11.955	11.529	11.822	11.437	11.856	12.171	12.331	11.675	11.965	11.848	11.352	12.226	12.364	12.318	11.548	12.176	11.807	11.786	11.461	11.972	12.138	12.095	12.104	11.301	11.813	11.957	11.491	11.995	11.827	12.418	12.005	11.661	11.449	12.096	11.849	11.539	11.709	11.472	
214.0485168_MZ	Glycerylphosphorylethanolamine	Un	1.0	None	None	None	None	Glycerylphosphorylethanolamine is a membrane breakdown product resulting from the cleavage of the lipid group from glycerophosphoethanlomine fatty acids (i.e. phosphatidylethanolamine). It acts as a growth stimulant for hepatocytes.	C5H14NO6P		None	None	None	17.711	18.797	17.776	18.305	18.03	18.965	17.884	18.273	18.054	19.112	18.182	19.174	19.151	19.095	18.547	17.413	18.696	19.136	19.05	18.974	18.883	18.052	17.793	19.051	18.627	18.11	17.363	18.252	17.738	19.115	17.813	17.648	19.081	17.251	18.695	17.489	18.169	18.641	17.828	
214.1081036_MZ	Propenoylcarnitine	Un	1.0	None	None	None	None	none	C10H17NO4		None	None	None	12.177	12.252	12.581	12.737	11.925	12.304	12.077	12.333	12.486	12.371	12.366	12.247	11.902	12.155	12.183	11.733	12.365	12.255	12.141	11.763	12.414	12.227	12.17	12.934	12.038	12.308	12.02	11.721	12.204	12.154	11.989	11.902	11.735	12.819	11.91	12.109	12.085	12.105	11.577	
214.1450536_MZ	N-Nonanoylglycine	Un	1.0	None	None	None	None	N-Nonanoylglycine is an acylglycine with C-9 fatty acid group as the acyl moiety. Acylglycines 1 possess a common amidoacetic acid moiety and are normally minor metabolites of fatty acids. Elevated levels of certain acylglycines appear in the urine and blood of patients with various fatty acid oxidation disorders. They are normally produced through the action of glycine N-acyltransferase which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine &#8596; CoA + N-acylglycine.	C11H21NO3		None	None	None	12.805	12.699	13.725	12.401	12.028	12.685	13.634	13.526	12.426	12.307	12.208	11.441	12.561	12.41	12.077	13.263	12.346	13.135	12.632	11.815	12.964	13.028	12.344	12.67	11.864	12.07	13.322	11.703	13.153	13.521	11.895	12.272	11.558	12.376	12.153	12.644	12.466	11.728	12.172	
215.1287446_MZ	Undecanedioic acid	Un	1.0	None	None	None	None	Undecanedioic acid has been found in parts of human aortas with advanced atherosclerotic lesions associated with intercellular matrix macromolecules and specifically with elastin, and may be the result of an increased hydrolysis of esters and (or) a decreased esterification. (PMID: 131675). Undecanedioic acid has been found (among other unusual dicarboxylic acids) in the urine from patients under hopantenate therapy during episodes of Reye's-like syndrome. (PMID: 2331533).	C11H20O4		None	None	None	16.624	16.668	14.694	16.374	16.093	16.965	14.021	16.191	16.467	16.592	16.481	13.266	16.692	16.605	15.961	13.513	16.768	16.066	16.478	13.958	16.247	17.125	16.208	16.871	13.176	16.69	14.13	13.449	16.641	13.531	16.044	16.702	12.925	16.276	13.788	16.584	16.244	12.95	15.608	
216.0257699_MZ	3-Hydroxy-2-methylpyridine-4,5-dicarboxylate	Un	1.0	None	None	None	None	3-Hydroxy-2-methylpyridine-4,5-dicarboxylate is an intermediate in vitamin B6 metabolism(KEGG ID C04604). It is the third to last step in the synthesis of succinate semialdehyde, which is an intermediate in butanoate metabolism. 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate is generated from 2-Methyl-3-hydroxy-5-formylpyridine-4-carboxylate and is then converted to 3-hydroxy-2-methylpyridine-5-carboxylate.	C8H7NO5		None	None	None	12.535	12.709	12.432	12.224	12.467	13.455	12.666	12.617	12.443	12.685	12.64	13.082	12.593	12.819	13.236	12.543	12.511	12.527	12.681	12.543	12.634	12.548	12.234	12.729	12.627	12.455	12.546	13.14	13.084	12.936	12.988	12.195	12.448	12.464	13.231	12.815	12.259	12.668	12.567	
216.0987188_MZ	N-a-Acetylcitrulline	Un	1.0	None	None	None	None	N-a-Acetylcitrulline is an N-acetylated metabolite of citrulline that is part of the arginine biosynthetic pathway. Arginine biosynthesis is notable for its complexity and variability at the genetic level, and by its connection with several other pathways, such as pyrimidine and polyamine biosynthesis, and certain degradative pathways. The initial steps of the arginine biosynthetic pathways proceed via N-acetylated intermediates. The presumed reason for this is that the acetylation prevents the spontaneous cyclization of glutamate derivatives, which leads to proline biosynthesis. N-acetyl-L-ornithine can be transcarbamylated directly by the enzyme acetylornithine transcarbamylase, resulting in N-acetyl-L-citrulline. The enzyme acetylornithine deacetylase can accept N-acetyl-L-citrulline as a substrate, and can deacetylate it into citrulline. N-a-Acetylcitrulline is found in cases of deficiency of the urea cycle enzyme argininosuccinate synthase (EC 6.3.4.5) that leads to increased concentrations of citrulline and N-acetylcitrulline in the urine. (PMID: 14633929).	C8H15N3O4		None	None	None	14.78	15.112	14.508	15.216	14.055	14.762	14.19	14.631	15.268	13.76	14.113	14.871	14.366	14.212	15.538	14.004	14.271	14.163	14.435	14.402	14.148	14.148	15.474	14.533	13.922	14.418	13.948	15.215	15.42	14.583	14.48	13.686	13.6	15.07	15.87	14.815	15.008	14.726	14.244	
216.1338168_MZ	Gamma-glutamyl-L-putrescine	Un	1.0	None	None	None	None	Gamma-glutamyl-L-putrescine is involved in the putrescine II degradation pathway. &#947;-glutamyl-L-putrescine reacts with H2O and O2 to produce &#947;-glutamyl-&#947;-aminobutyraldehyde, H2O2, and NH4+. &#947;-glutamyl-L-putrescine is formed from an ATP-driven reaction between putrescine, L-glutamate.	C9H19N3O3		None	None	None	13.917	14.0	12.812	14.066	13.603	14.262	12.416	13.558	14.336	13.89	13.798	13.003	13.967	14.007	13.654	11.684	14.024	13.389	13.625	13.334	13.703	14.19	13.981	14.292	12.778	13.835	12.172	13.385	13.882	11.922	13.704	13.903	12.462	14.155	13.523	13.98	13.97	12.616	13.375	
216.1681098_MZ	Deoxyhypusine	Un	1.0	None	None	None	None	Deoxyhypusine is an amino acid derivative of the unusual amino acid known as hypusine. It is a substrate of Deoxyhypusine synthase which catalyzes the cleavage of the polyamine spermidine and transfer of its 4-aminobutyl moiety to the &#949;-amino group of one specific lysine residue of the eIF-5A precursor to form deoxyhypusine and 1,3-diaminopropane. By the addition of a hydroxyl group to the deoxyhypusine residue deoxyhypusine hydroxylase mediates the formation of hypusine. (Wikipedia).	C10H23N3O2		None	None	None	10.948	10.896	11.19	10.637	10.662	10.703	11.077	11.378	10.725	10.836	10.674	10.463	10.806	10.964	10.375	10.501	10.743	11.152	10.572	10.409	10.698	11.02	10.521	11.193	10.111	10.442	10.987	10.368	10.951	10.892	10.174	10.754	10.086	10.645	10.899	10.97	10.401	10.655	10.552	
218.1035646_MZ	Pantothenic acid	Un	1.0	None	None	None	None	Pantothenic acid, also called vitamin B5, is a water-soluble vitamin required to sustain life. Pantothenic acid is needed to form coenzyme-A (CoA), and is thus critical in the metabolism and synthesis of carbohydrates, proteins, and fats. Its name is derived from the Greek pantothen meaning from everywhere and small quantities of pantothenic acid are found in nearly every food, with high amounts in whole grain cereals, legumes, eggs, meat, and royal jelly.	C9H17NO5		None	None	None	16.864	17.468	17.914	17.857	17.347	17.084	17.072	16.815	17.572	17.024	17.005	17.268	17.808	17.302	17.46	16.616	17.135	17.501	17.19	17.184	18.075	16.828	17.702	17.588	17.365	17.326	16.649	17.05	17.411	17.429	18.28	16.804	16.941	17.152	17.545	16.618	17.135	17.252	16.94	
219.0855881_MZ	1-Hydroxypyrene	Un	1.0	None	None	None	None	1-Hydroxypyrene is a metabolite of the noncarcinogen pyrene found in urine that is always a component of PAH mixtures. 1-hydroxypyrene is an accepted biomarker of carcinogenic Polycyclic aromatic hydrocarbons (PAH) dose(PMID: 15159317). PAH are a diverse group of environmental carcinogens formed during the incomplete combustion of organic matter. PAHs are believed to play an important role as causes of human cancer, particularly in certain occupational settings and in cigarette smokers. (PMID: 15247141).	C16H12O		None	None	None	13.139	12.958	14.381	13.086	12.942	12.982	13.121	14.076	12.969	13.012	13.035	12.623	12.957	13.789	13.061	12.79	12.957	13.72	12.698	12.726	12.762	13.074	12.956	13.649	12.53	12.862	12.95	12.579	13.272	12.384	12.762	13.058	12.7	12.898	12.919	13.223	12.725	12.594	12.762	
220.0283729_MZ	S-(3-oxo-3-carboxy-n-propyl)cysteine	Un	1.0	None	None	None	None	S-(3-oxo-3-carboxy-n-propyl)cysteine is a cystathionine metabolite found in the urine of cystathioninuria patients; has a priming effect on 02- generation in human neutrophils (Biochemical and Biophysical Research Communications. Volume 269, Issue 2 , 16 March 2000, Pages 297-301 ).	C7H11NO5S		None	None	None	13.026	13.172	13.433	13.278	13.495	13.519	13.529	13.119	13.493	13.233	13.176	13.285	13.072	13.448	13.41	13.337	13.729	13.201	13.227	13.23	13.102	13.241	13.75	13.271	13.209	13.503	13.196	13.336	13.336	14.536	13.155	13.242	13.356	13.456	13.111	13.532	13.484	13.098	12.92	
220.0825181_MZ	N-Acetylgalactosamine	Un	1.0	None	None	None	None	Acetylgalactosamine is an important constituent of brain heteropolysaccharides (glycoproteins). The concentration of the N-acetylgalactosamine-containing glycoproteins in the 3-year-old cerebral gray matter from human brain is 7-15 times greater than in 8-year old tissue and 15-30 times greater than in 72-year-old tissue. (PMID 1207868). Acetylgalactosamine patterns of the composition of the soluble glycoproteins from endoscopic mucosal biopsies tends to decrease in the tumor area in cancer of the stomach (compared with the antrum and corpus of control stomachs). (PMID: 7151277). Chondroitin 6-sulfotransferase (C6ST) is the key enzyme in the biosynthesis of chondroitin 6-sulfate, a glycosaminoglycan implicated in chondrogenesis, neoplasia, atherosclerosis, and other processes. C6ST catalyzes the transfer of sulfate from 3'-phosphoadenosine 5'-phosphosulfate to carbon 6 of the N- Acetylgalactosamine residues of chondroitin. (PMID: 9639683).	C8H15NO6, N-Acetylmannosamine		None	None	None	14.562	14.698	15.093	15.47	14.997	14.754	14.368	14.689	15.006	14.649	15.318	14.878	13.986	15.093	14.51	14.407	14.564	14.856	14.839	14.352	14.945	14.853	14.242	14.917	14.815	14.539	14.428	14.651	15.016	14.377	15.109	14.062	13.772	14.691	14.562	15.115	14.222	15.076	13.948	
220.1198058_MZ	Dihydrozeatin	Un	1.0	None	None	None	None	Dihydrozeatin is an intermediate in Zeatin biosynthesis. It is converted from dihydrozeatin riboside and is then converted to dihydrozeatin-O-glucoside via the enzyme glycosyltransferases (EC 2.4.1.- ).	C10H15N5O		None	None	None	10.228	10.342	10.641	10.519	10.454	10.364	10.195	10.203	10.427	10.232	10.467	10.105	10.329	10.527	10.198	9.961	10.223	10.468	10.113	10.292	10.6	10.31	10.289	10.473	10.062	10.386	10.188	10.067	10.392	10.259	10.465	10.073	10.117	10.233	10.372	10.384	9.944	10.32	9.96	
221.0667396_MZ	Ethyl glucuronide	Un	1.0	None	None	None	None	Ethyl glucuronide is a natural human metabolite of Ethanol generated in the liver by UDP glucuonyltransferase. Glucuronidation is used to assist in the excretion of toxic substances, drugs or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys.	C8H14O7		None	None	None	18.786	18.541	19.258	19.299	16.974	18.715	19.507	18.79	17.993	18.643	18.425	20.015	16.155	18.404	17.235	17.013	16.644	18.562	18.383	18.051	18.197	18.03	18.263	18.923	19.228	17.981	17.59	18.521	18.839	18.801	18.643	18.52	17.777	18.221	18.352	18.055	18.266	18.455	16.753	
222.0433147_MZ	4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid	Un	1.0	None	None	None	None	4-(2 Amino-3-hydroxyphenyl)-2,4-dioxobutanoate is found in the tryptophan metabolic pathway and is an intermediate in tryptophan degradation [Kegg: C05645]. More specifically it is an intermediate in the conversion of 3-hydroxy-L-kynurenine to xanthurenate. The conversion is catalyzed by kynurenine aminotransferase (EC 2.6.1.7).	C10H9NO5		None	None	None	12.586	13.369	13.073	12.913	12.537	13.331	12.682	12.64	12.831	12.754	12.913	13.133	12.741	12.688	13.424	12.664	12.751	12.645	12.857	12.562	13.064	12.787	12.916	13.0	12.557	12.82	12.741	13.009	13.206	12.878	13.125	12.454	12.566	13.259	12.971	12.862	12.569	12.635	12.34	
223.0714806_MZ	Hydroxykynurenine	Un	1.0	None	None	None	None	Hydroxykynurenine is a free radical generator and a bioprecursor quinolinic acid which is a endogenous excitotoxin (PMID 16697652). It is a product of enzyme kynurenine 3-monooxygenase in the tryptophan catabolism pathway (Reactome http://www.reactome.org).	C10H12N2O4, L-3-Hydroxykynurenine, 5-Hydroxykynurenine		None	None	None	13.727	13.52	13.996	13.938	12.921	13.746	14.088	13.65	13.235	13.449	13.533	14.308	12.708	13.383	13.072	12.899	12.755	13.527	13.465	13.066	13.396	13.233	13.317	13.748	13.862	13.144	13.083	13.462	13.806	13.693	13.598	13.386	12.855	13.32	13.422	13.377	13.145	13.313	12.438	
223.1701557_MZ	5,8-Tetradecadienoic acid	Un	1.0	None	None	None	None	5,8-Tetradecadienoic acid is an intermediate of unsaturated fatty acid oxidation. An increase of 5,8-Tetradecadienoic acid in plasma is associated with acyl-CoA dehydrogenase deficiency disorders. (PMID 7586519).	C14H24O2		None	None	None	12.849	12.751	12.835	13.046	12.831	12.924	12.812	12.687	12.866	13.285	13.196	12.387	13.006	12.877	12.299	12.462	12.486	12.576	12.514	12.474	12.746	13.025	12.802	12.863	12.737	12.712	12.775	12.309	13.006	12.378	12.42	12.74	12.508	12.705	12.955	12.781	12.563	12.954	12.528	
224.0577845_MZ	Lipoamide	Un	1.0	None	None	None	None	Lipoamide is the oxidized form of glutathione. (PMID:8957191). Lipoamide is a trivial name for 6,8-dithiooctanoic amide. It is 6,8-dithiooctanoic acid's functional form where the carboxyl group is attached to protein (or any other amine) by an amide linkage (containing -NH2) to an amino group. Lipoamide forms a thioester bond, oxidizing the disulfide bond, with acetaldehyde (pyruvate after it has been decarboxylated). It then transfers the acetaldehyde group to CoA which can then continue in the TCA cycle. (Wikipedia). Lipoamide is an intermediate in glycolysis/gluconeogenesis, citrate cycle (TCA cycle), alanine, aspartate and pyruvate metabolism, and valine, leucine and isoleucine degradation (KEGG:C00248). It is generated from dihydrolipoamide via the enzyme dihydrolipoamide dehydrogenase (EC:1.8.1.4) and then converted to S-glutaryl-dihydrolipoamide via the enzyme oxoglutarate dehydrogenase (EC:1.2.4.2).	C8H15NOS2		None	None	None	12.887	12.963	13.369	13.132	12.999	13.162	13.324	12.888	12.957	13.088	13.053	13.12	12.859	13.11	13.126	12.849	13.097	12.877	12.762	12.882	12.986	12.675	12.781	13.009	12.914	12.931	12.821	12.851	13.182	13.103	13.067	12.694	12.604	12.891	12.88	12.974	12.581	12.832	12.472	
225.0632346_MZ	5-Acetylamino-6-formylamino-3-methyluracil	Un	1.0	None	None	None	None	5-Acetylamino-6-formylamino-3-methyluracil participates in Caffeine metabolism. 5-Acetylamino-6-formylamino-3-methyluracil is converted from paraxanthine via arylamine N-acetyltransferase [EC:2.3.1.5].	C8H10N4O4		None	None	None	14.177	13.99	14.034	14.155	14.034	14.447	13.964	13.92	13.991	14.202	14.122	14.424	14.45	14.198	14.543	14.056	14.132	14.133	14.269	13.829	13.987	13.788	13.833	14.065	13.854	14.068	14.043	14.143	14.23	14.035	14.184	14.028	13.987	14.185	14.478	14.34	13.851	13.95	13.585	
225.0994027_MZ	Carnosine	Un	1.0	None	None	None	None	Carnosine (beta-alanyl-L-histidine) is found exclusively in animal tissues. It is a dipeptide of the amino acids beta-alanine and histidine. Carnosine has the potential to suppress many of the biochemical changes (e.g., protein oxidation, glycation, AGE formation, and cross-linking) that accompany aging and associated pathologies (PMID 16804013). It is highly concentrated in muscle and brain tissues. Some autistics patients take it as a dietary supplement, and attribute an improvement in their condition to it. Supplemental carnosine may increase corticosterone levels. This may explain the hyperactivity seen in autistic subjects at higher doses. Carnosine also exhibits some antioxidant effects. The antioxidant mechanism of carnosine is attributed to its chelating effect against metal ions, superoxide dismutase (SOD)-like activity, ROS and free radicals scavenging ability (PMID 16406688).	C9H14N4O3, (6R)-6-(L-Erythro-1,2-Dihydroxypropyl)-5,6,7,8-tetrahydro-4a-hydroxypterin		None	None	None	12.441	12.462	12.372	12.661	12.116	12.67	12.396	12.145	12.463	12.178	12.171	12.408	12.508	12.386	12.748	11.755	12.21	12.045	12.05	11.915	12.228	11.815	12.345	12.439	12.723	12.417	12.019	13.194	12.482	12.117	12.579	12.021	11.61	12.386	14.871	12.446	12.142	11.818	12.088	
226.0122417_MZ	L-Glutamic acid 5-phosphate	Un	1.0	None	None	None	None	L-Glutamic acid 5-phosphate is an intermediate in the urea cycle and the metabolism of amino groups. It is a substrate of aldehyde dehydrogenase 18 family, member A1 [EC:2.7.2.11 1.2.1.41] (KEGG)In citrulline biosynthesis, it is a substrate of the enzyme glutamate-5-semialdehyde dehydrogenase [EC 1.2.1.41] and in proline synthesis it is a substrate of the enzyme Glutamate 5-kinase [EC 2.7.2.11] (BioCyc).	C5H10NO7P		None	None	None	14.501	14.612	14.559	13.895	14.647	14.155	14.446	14.159	14.507	13.767	14.127	13.787	14.778	14.501	14.362	14.929	13.817	14.22	13.955	13.877	14.353	14.067	14.595	14.64	13.553	14.364	14.145	14.479	14.402	14.339	14.425	13.931	13.789	13.8	14.303	14.267	13.619	14.277	13.916	
226.0836025_MZ	Deoxycytidine	Un	1.0	None	None	None	None	Deoxycytidine is one of the principal nucleosides of DNA composed of cytosine and deoxyribose. A nucleoside consists of only a pentose sugar linked to a purine or pyrimidine base, without a phosphate group. When N1 is linked to the C1 of deoxyribose, deoxynucleosides and nucleotides are formed from cytosine and deoxyribose; deoxycytidine monophosphate (dCMP), deoxycytidine diphosphate (dCDP), deoxycytidine triphosphate (dCTP). CTP is the source of the cytidine in RNA (ribonucleic acid) and deoxycytidine triphosphate (dCTP) is the source of the deoxycytidine in DNA (deoxyribonucleic acid).	C9H13N3O4		None	None	None	13.326	13.547	13.143	12.785	12.976	13.672	13.179	13.449	12.8	12.752	13.062	13.214	13.426	13.132	13.784	13.006	12.885	13.094	13.345	13.195	13.002	13.344	12.865	13.025	13.125	13.158	12.984	13.621	13.554	13.574	13.202	13.066	13.168	13.003	13.661	13.4	12.753	13.042	13.274	
227.0788118_MZ	L-Kynurenine	Un	1.0	None	None	None	None	Kynurenine is a metabolite of the amino acid tryptophan used in the production of niacin. L-kynurenine is a central compound of the pathway of tryptophan metabolism pathway since it can change to the neuroprotective agent kynurenic acid or to the neurotoxic agent quinolinic acid. The break-up of these endogenous compounds' balance can be observable in many disorders. It can occur in neurodegenerative disorders, such as Parkinson's disease, Huntington's and Alzheimer's disease, in stroke, in epilepsy, in multiple sclerosis, in amyotrophic lateral sclerosis, and in mental failures, such as schizophrenia and depression.	C10H12N2O3, Formyl-5-hydroxykynurenamine		None	None	None	11.454	11.174	11.195	11.156	10.959	11.742	11.306	11.314	11.159	11.43	11.584	11.167	11.312	12.001	11.452	11.454	11.483	10.884	11.454	10.667	11.176	10.936	10.891	11.42	11.038	11.116	11.485	11.398	11.538	11.053	11.248	11.395	11.113	11.162	11.619	11.59	10.904	10.805	11.675	
227.1039470_MZ	Prolylhydroxyproline	Un	1.0	None	None	None	None	Prolylhydroxyproline is a dipeptide. Prolylhydroxyproline is a marker of bone collagen degradation, showing high sensitivity for the diagnosis of osteoporosis. Prolylhydroxyproline has been suggested as a possible alternative to hydroxyproline determination in bone resorption studies. Prolylhydroxyproline is one of the iminodipeptides present in the urine of patients with prolidase deficiency. Prolidase (X-Pro dipeptidase EC 3.4. 13.9) splits iminodipeptides containing C-terminal proline or hydroxyproline (X-Pro or X-Hyp) to X+Pro or X+Hyp. Prolidase deficiency is a rare autosomal recessive disease characterized by chronic ulcerative dermatitis and mental retardation. These patients excrete large amounts of iminodipeptides containing C-terminal proline in the urine due to hereditary prolidase deficiency. (PMID: 12636053, 11863289, 2387877, 1874885, 9586797).	C10H16N2O4		None	None	None	13.436	13.191	13.598	13.29	13.494	13.802	13.443	13.901	12.812	13.133	13.16	13.228	13.352	13.305	13.44	13.323	13.693	13.536	13.111	12.775	13.207	13.08	12.986	13.537	13.002	13.819	13.555	13.266	13.523	13.174	13.278	13.183	12.703	12.764	13.331	13.551	12.725	13.016	13.211	
227.1287627_MZ	Traumatic acid	Un	1.0	None	None	None	None	Traumatic acid is a monounsaturated dicarboxylic acid naturally ocurring in plants. The compound was first isolated from wounded bean plants by American chemists James English Jr. and James Frederick Bonner and Dutch scientist Aire Jan Haagen-Smit in 1939. Traumatic acid is a potent wound healing agent in plants (wound hormone) that stimulates cell division near a trauma site to form a protective callus and to heal the damaged tissue. It may also act as a growth hormone, especially in inferior plants (e.g. algae). Traumatic acid is biosynthesized in plants by non-enzimatic oxidation of traumatin (12-oxo-trans-10-dodecanoic acid), another wound hormone. At normal conditions, traumatic acid is a solid, crystalized, water insoluble substance.	C12H20O4		None	None	None	14.033	14.249	15.368	14.259	14.585	14.83	14.651	15.196	14.208	14.399	14.991	13.663	14.366	14.943	14.125	13.362	13.945	14.67	13.637	13.486	14.507	14.074	14.136	14.678	13.559	14.308	14.187	13.215	14.756	13.719	13.902	14.044	13.467	13.8	13.717	14.041	13.938	14.009	13.89	
227.1396677_MZ	L-leucyl-L-proline	Un	1.0	None	None	None	None	L-leucyl-l-proline is a proteolytic breakdown product of larger proteins. It belongs to the family of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. It is found in urine (PMID: 3782411).	C11H20N2O3, L-isoleucyl-L-proline		None	None	None	12.994	12.933	13.344	12.997	13.113	13.314	12.936	13.141	12.89	12.827	13.26	13.047	12.741	13.077	13.053	12.094	12.766	13.006	12.67	12.44	13.101	12.707	12.691	13.212	12.658	13.099	12.765	12.687	13.023	12.847	12.86	12.653	12.397	12.701	13.34	12.92	12.644	12.981	12.304	
227.2014931_MZ	Myristic acid	Un	1.0	None	None	None	None	Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. It is used to synthesize flavor and as an ingredient in soaps and cosmetics. (From Dorland, 28th ed). Myristic acid is also commonly added to a penultimate nitrogen terminus glycine in receptor-associated kinases to confer the membrane localisation of the enzyme. this is achieved by the myristic acid having a high enough hydrophobicity to become incorporated into the fatty acyl core of the phospholipid bilayer of the plasma membrane of the eukaryotic cell.(wikipedia).	C14H28O2, 2_6_10-Trimethylundecanoic acid		None	None	None	18.078	18.161	18.019	17.679	17.823	18.408	18.116	18.343	18.005	17.974	17.919	17.912	18.0	18.11	17.337	18.751	17.977	18.372	17.914	17.949	17.828	18.534	17.802	18.007	17.654	17.801	18.367	17.791	17.954	17.81	17.657	18.136	17.916	17.551	17.767	18.306	17.795	18.233	17.948	
228.0834021_MZ	Ergothioneine	Un	1.0	None	None	None	None	Ergothioneine is a naturally occurring metabolite of histidine that has antioxidant properties. -- Pubchem. Ergothioneine is a product of plant origin that accumulates in animal tissues. Ergothioneine is biosynthesized exclusively by fungi and mycobacteria and is captured by plants through their roots. As an ingredient of human food, ET is distributed very unevenly. By far, the highest levels of Ergothioneine have been found in mushrooms (0.1-1 mg/g dried material). Ergothioneine is rapidly cleared from the circulation and then avidly retained with minimal metabolism: the whole-body half-life of ingested Ergothioneine in rats is 1 month. The content of Ergothioneine varies greatly among tissues and is strongly dependent on its dietary level. In addition to erythrocytes and bone marrow, high Ergothioneine levels have also been found in seminal fluid. The precise physiological role of ET has remained elusive since its discovery in 1909. It is known that Ergothioneine is a powerful scavenger of hydroxyl radicals and an inhibitor of iron or copper ion-dependent generation of hydroxyl radicals from hydrogen peroxide (H2O2). A specific ergothioneine transporter has recently been identified (gene symbol SLC22A4 - PMID: 15795384). Ergothioneine appears to play a pivotal protective role in monocytes, because the occurrence of rheumatoid arthritis and Crohn's disease has very recently been linked to variant ergothioneine transporter genes (PMID: 15795384). SLC22A4 is highly expressed in the kidney, where it is thought to aid in active secretion of organic cations, and may facilitate the active reabsorption of ergothioneine.	C9H15N3O2S		None	None	None	12.271	12.333	12.565	12.984	12.102	13.091	12.324	12.321	12.558	12.282	12.584	12.516	12.406	12.31	13.302	12.204	12.562	12.317	12.38	12.092	12.672	12.44	12.973	13.314	12.341	13.387	12.234	12.471	12.81	12.219	12.846	12.139	12.134	12.539	12.313	12.618	12.243	12.106	11.641	
228.1244212_MZ	Butenylcarnitine	Un	1.0	None	None	None	None	none	C11H19NO4		None	None	None	12.854	12.824	12.756	12.758	12.176	12.818	12.516	12.761	12.099	11.852	12.588	11.443	12.028	12.016	12.897	12.672	12.213	12.409	12.931	11.199	12.61	12.577	12.248	12.382	12.014	12.768	12.736	11.881	12.706	12.98	12.585	12.574	11.513	12.475	11.935	12.642	12.264	11.725	11.639	
228.1604245_MZ	N-Decanoylglycine	Un	1.0	None	None	None	None	N-Decanoylglycine is an acylglycine with C-10 fatty acid group as the acyl moiety. Acylglycines 1 possess a common amidoacetic acid moiety and are normally minor metabolites of fatty acids. Elevated levels of certain acylglycines appear in the urine and blood of patients with various fatty acid oxidation disorders. They are normally produced through the action of glycine N-acyltransferase which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine &#8596; CoA + N-acylglycine.	C12H23NO3		None	None	None	13.091	12.738	14.361	12.963	11.988	13.152	14.258	14.188	12.424	12.04	12.603	11.217	13.092	12.35	12.202	13.613	12.237	13.553	12.849	11.143	13.999	13.413	12.686	13.002	12.032	12.362	13.789	11.66	13.552	14.146	11.97	12.266	11.169	12.451	12.403	12.636	12.297	11.556	12.135	
229.0116768_MZ	D-Ribulose 5-phosphate	Un	1.0	None	None	None	None	D-Ribulose 5-phosphate is a metabolite in the Pentose phosphate pathway, Pentose and glucuronate interconversions, and in the Riboflavin metabolism (KEGG).	C5H11O8P, Xylulose 5-phosphate, Ribose 1-phosphate, D-Ribose 5-phosphate, D-Xylulose 1-phosphate, D-Arabinose 5-phosphate, Beta-L-arabinose 1-phosphate		None	None	None	17.374	17.13	17.321	16.867	17.468	17.942	17.676	16.952	17.833	17.754	17.648	17.844	16.983	17.802	17.202	17.904	17.781	17.497	17.784	17.236	17.54	17.25	17.509	17.682	17.624	17.755	17.846	17.593	17.892	17.249	17.572	17.627	17.325	17.443	17.613	17.898	17.562	16.993	17.153	
229.0718180_MZ	Sedoheptulose	Un	1.0	None	None	None	None	Sedoheptulose is a ketoheptose, a monosaccharide with seven carbon atoms and a ketone functional group. It is one of the few heptoses found in nature. Sedoheptulose is a seven-carbon ketose sugar originally found in Sedum spectabile, a common perennial garden plant. Later it was shown to be widely distributed in the plants of the Crassulaceae family. The Crassulaceae, or orpine family, is a family of dicotyledons. They store water in their succulent leaves. They are found worldwide, but mostly occur in the Northern Hemisphere and southern Africa, typically in dry and/or cold areas where water may be scarce. The family includes about 1,400 species in 33 genera. As a result, this sugar is often found to be part of the human diet. This sugar, D-sedoheptulose (I), is a significant intermediary compound in the cyclic regeneration of D-ribulose. It also plays an important role as a transitory compound in the cyclic regeneration of D-ribulose for carbon dioxide fixation in plant photosynthesis. -- www.accessscience.com.	C7H14O7		None	None	None	13.307	13.372	14.965	13.625	13.61	13.588	13.87	14.441	13.062	13.45	13.378	13.2	13.185	14.496	14.05	13.229	13.158	14.497	13.105	12.921	13.273	13.25	13.468	14.004	13.07	13.527	13.672	13.17	13.634	13.059	13.559	13.596	12.907	12.999	13.296	13.6	13.098	12.986	13.256	
229.1441637_MZ	Dodecanedioic acid	Un	1.0	None	None	None	None	Dodecanedioic acid is a dicarboxylic acid which is water soluble and involves in a metabolic pathway intermediate to those of lipids and carbohydrates. (PMID 9591306). Dodecanedioid acid is an indicator of hepatic carnitine palmitoyltransferase I (CPT IA) deficiency. CPT IA deficiency is characterized by hypoketotic dicarboxylic aciduria with high urinary levels of dodecanedioic acid. This C12 dicarboxylic aciduria suggests that carnitine palmitoyltransferase I may play a role in the uptake of long-chain dicarboxylic acids by mitochondria after their initial shortening by beta-oxidation in peroxisomes. (PMID: 16146704).	C12H22O4		None	None	None	14.674	14.611	15.141	14.409	14.208	14.465	14.408	15.139	14.393	14.271	14.265	13.055	14.314	14.785	14.15	13.493	14.295	14.866	14.358	13.236	14.154	14.889	14.32	14.907	13.091	14.418	14.136	13.087	14.773	13.574	13.824	14.398	12.985	14.251	13.487	14.623	14.164	13.128	14.048	
230.0641579_MZ	N2-Succinyl-L-glutamic acid 5-semialdehyde	Un	1.0	None	None	None	None	N2-Succinyl-L-glutamic acid 5-semialdehyde is a substrate for Succinate semialdehyde dehydrogenase (mitochondrial) and Ornithine aminotransferase (mitochondrial).	C9H13NO6		None	None	None	11.888	11.931	12.056	12.016	11.826	12.535	12.03	11.991	11.91	11.875	11.981	11.844	12.165	12.177	12.819	11.807	11.981	12.003	11.886	11.804	12.081	11.942	11.877	12.171	11.914	12.029	11.997	12.186	12.537	12.041	12.427	11.712	11.61	11.87	12.132	12.168	11.745	11.76	11.587	
230.0832054_MZ	3-Methoxytyrosine	Un	1.0	None	None	None	None	3-Methoxytyrosine is one of the main biochemical markers for Aromatic L-amino acid decarboxylase (AADC, EC 4.1.1.28) deficiency, an inborn error of metabolism that affects serotonin and dopamine biosynthesis. Patients are usually detected in infancy due to developmental delay, hypotonia, and extrapyramidal movements. Diagnosis is based on an abnormal neurotransmitter metabolite profile in CSF and reduced AADC activity in plasma. 3-methoxytyrosine is elevated in CSF, plasma, and urine. (PMID 1357595, 1281049, 16288991).	C10H13NO4, Methyldopa		None	None	None	11.954	12.15	12.121	11.813	11.875	12.293	11.797	11.854	11.788	11.561	11.845	11.607	11.894	12.016	12.281	11.738	11.873	11.896	11.936	11.502	11.887	11.888	11.696	11.92	11.577	11.775	11.83	11.647	12.326	11.771	11.784	11.746	11.272	11.676	11.847	12.067	11.406	11.436	11.248	
230.1505597_MZ	Gamma-Aminobutyryl-lysine	Un	1.0	None	None	None	None	g-Aminobutyryl-lysine is a dipeptide present in human brain. This dipeptide occurs in much higher concentrations in human brain than in the brains of lower mammals. (PMID 5559257 ). Adult brain and cerebrospinal fluid a-(g-aminobutyryl)-lysine levels and adult brain homocarnosine levels are higher than those found in children. (PMID 5031796 ).	C10H21N3O3		None	None	None	13.33	13.698	13.768	13.718	13.586	13.367	13.444	13.435	13.545	13.549	13.41	13.288	13.352	13.675	13.612	12.988	13.305	13.61	13.42	13.259	13.554	13.356	13.7	13.626	13.418	13.693	13.118	13.07	13.568	13.037	13.557	13.198	13.174	13.749	13.794	13.227	13.359	13.214	12.96	
231.0987029_MZ	4-(Glutamylamino) butanoate	Un	1.0	None	None	None	None	4-(Glutamylamino) butanoate is a polyamine that is an intermediate in putrescine degradation II. Polyamines (the most common of which are putrescine , spermidine , and spermine ), a group of positively charged small molecules present in virtually all living organisms, have been implicated in many biological processes, including binding to nucleic acids, stabilizing membranes, and stimulating several enzymes. Although polyamines are clearly necessary for optimal cell growth, a surplus of polyamines can cause inhibition of growth and protein synthesis, and thus a balance is desired between the production and breakdown of polyamines. In putrescine degradation II, 4-(Glutamylamino) butanoate is a substrate for gamma-glutamyl-gamma-aminobutyrate hydrolase (puuD) and can be generated from the hydrolysis of gamma-glutamyl-gamma-aminobutyraldehyde.	C9H16N2O5, N2-Succinyl-L-ornithine		None	None	None	14.177	14.189	15.146	15.655	14.415	14.416	14.175	14.621	14.548	14.344	14.804	14.464	14.487	14.948	14.054	13.125	14.104	14.514	13.917	14.058	14.722	14.165	14.786	14.792	14.89	14.332	13.925	14.267	14.375	14.226	14.771	14.088	13.912	14.952	14.462	14.273	14.901	14.548	13.854	
231.1369919_MZ	Spermic acid 2	Un	1.0	None	None	None	None	Spermic acid 2 is a diamide which is identified as urinary metabolites. of putrescine and spermine, and was subsequently identified and quantified. in urines of healthy persons and cancer patients.	C10H20N2O4		None	None	None	13.473	13.804	13.957	14.094	14.068	14.147	13.308	13.477	13.971	13.919	14.435	13.869	14.083	14.134	13.403	12.643	13.257	13.297	13.185	13.528	14.032	13.022	13.632	14.085	13.755	13.554	13.07	13.625	14.011	13.079	13.836	13.179	13.623	13.602	14.094	13.789	13.628	14.02	13.072	
232.1189017_MZ	Hydroxypropionylcarnitine	Un	1.0	None	None	None	None	none	C10H19NO5		None	None	None	11.854	11.547	12.666	13.154	11.938	12.069	12.006	12.057	12.365	12.0	12.162	11.662	11.592	12.105	12.03	11.468	12.038	11.921	11.419	11.255	12.471	11.712	12.067	12.786	11.565	12.106	11.731	11.335	12.074	11.782	12.311	11.577	11.249	12.742	11.777	11.875	11.961	11.629	11.163	
232.1725326_MZ	Hypusine	Un	1.0	None	None	None	None	Hypusine is formed in eIF-5A by post-translational modification of one of the lysyl residues. There are two reactions and two enzymes involved:; Hypusine is an unusual amino acid found in all eukaryotes and in some archaea, but not in bacteria. The only known protein containing hypusine is eukaryotic translation initiation factor 5A (eIF-5A) and a similar protein found in archaebacteria. In human, two isoforms of eIF-5A have been described: eIF-5A-1 and eIF-5A-2. They are coded by two different genes. This protein is involved in protein biosynthesis and promotes the formation of the first peptide bond. The region surrounding the hypusine residue is highly conserved among the eukaryotes and is essential to the function of eIF-5A. Thus, hypusine and eIF-5A appear to be vital for the viability and proliferation of eukaryotic cells.	C10H23N3O3		None	None	None	10.56	9.922	9.957	9.92	10.023	10.875	10.008	10.142	10.323	10.008	10.303	9.952	10.062	11.477	9.847	10.306	10.04	10.746	10.176	10.007	10.3	10.557	10.361	10.38	10.099	10.17	10.786	9.788	10.855	10.469	9.783	10.319	9.858	10.929	10.424	10.011	10.208	10.105	9.679	
234.0801193_MZ	Kinetin	Un	1.0	None	None	None	None	Kinetin can react with UDP-D-glucose to produce kinetin-7-N-glucoside or kinetin-9-N-glucoside, with UDP as a byproduct. The reaction is catalyzed by UDP glycosyltransferase. Kinetin is a hormone derived from plants.	C10H9N5O		None	None	None	11.96	12.425	12.826	12.441	11.847	12.355	11.974	11.941	11.996	12.024	12.173	11.955	11.968	12.179	12.215	11.785	11.971	11.894	11.812	11.818	12.298	11.942	11.993	12.237	11.926	11.976	11.816	12.001	12.305	11.853	12.005	11.857	11.483	12.049	12.115	12.002	11.839	11.736	11.493	
235.1698149_MZ	Capsidiol	Un	1.0	None	None	None	None	Capsidiol is a phytoalexin, a natural fungicide present in pepper. (PMID: 10335386). Capsidiol shows bacteriostatic properties in vitro against Helicobacter pylori with a minimum inhibitory concentration (MIC) of 200 microg/mL. (PMID: 17002415). Capsidiol is a bicyclic, dihydroxylated sesquiterpene produced by several solanaceous species in response to a variety of environmental stimuli. It is the primary antimicrobial compound produced by Nicotiana tabacum in response to fungal elicitation, and it is formed via the isoprenoid pathway from 5-epi-aristolochene. (PMID: 11556809).	C15H24O2		None	None	None	12.825	12.755	12.855	12.564	12.809	12.956	12.775	12.857	12.727	12.91	13.1	12.735	12.987	12.913	12.473	12.556	12.698	12.806	12.587	12.751	12.911	12.603	12.729	12.788	12.468	12.758	12.85	12.66	12.982	12.709	12.381	12.662	12.751	12.721	12.642	12.6	12.624	12.773	12.873	
236.0774460_MZ	Biopterin	Un	1.0	None	None	None	None	Biopterin concentrations in cerebrospinal fluid from patients with Parkinson's disease, in which the nigrostriatal dopamine neurons degenerate, are lower than those from age-matched older controls. In hereditary progressive dystonia/DOPA-responsive dystonia, which is a dopamine deficiency caused by mutations in GTP cyclohydrolase I without neuronal cell death (Segawa's disease), neopterin and biopterin in cerebrospinal fluid decrease in parallel owing to the decreased activity in GTP cyclohydrolase I. GTP cyclohydrolase I (EC 3.5.4.16) is an enzyme that is part of the folate and biopterin biosynthesis pathways. It is responsible for the hydrolysis of guanosine triphosphate (GTP) to form 7,8-dihydroneopterin 3'-triphosphate. (Pteridines (1999), 10(1), 5-13.) Lowered levels of urinary biopterin concomitant with elevated serum phenylalanine concentration occur in a variant type of hyperphenylalaninemia caused by a deficiency of tetrahydrobiopterin (BH4), the obligatory cofactor for phenylalanine hydroxylase. The most frequent form of this cofactor deficiency is due to lack of 6-pyruvoyl-tetrahydropterin synthase (PTPS) activity, the second enzyme in the biosynthetic pathway for BH4. (PMID 8178819) The hepatic phenylalanine hydroxylating system consists of 3 essential components, phenylalanine hydroxylase, dihydropteridine reductase, and the nonprotein coenzyme, tetrahydrobiopterin. The reductase and the pterin coenzyme are also essential components of the tyrosine and tryptophan hydroxylating systems. There are 3 distinct forms of phenylketonuria or hyperphenylalaninemia, each caused by lack of 1 of these essential components. The variant forms of the disease that are caused by the lack of dihydropteridine reductase or tetrahydrobiopterin are characterized by severe neurol. deterioration, impaired functioning of tyrosine and tryptophan hydroxylases, and the resultant deficiency of tyrosine- and tryptophan-derived monoamine neurotransmitters in brain. (PMID 3930837).	C9H11N5O3, Sepiapterin, D-Biopterin, Orinapterin, Dyspropterin, Primapterin, 8-[(aminomethyl)sulfanyl]-6-sulfanyloctanoic acid		None	None	None	13.0	12.949	12.957	12.961	12.792	13.29	12.97	12.915	13.647	13.066	13.028	12.82	13.588	12.914	12.974	12.231	12.72	12.593	12.863	12.614	13.066	12.812	12.743	12.93	12.75	12.659	12.761	12.933	13.1	13.016	13.29	12.593	12.45	13.138	13.11	13.043	12.554	12.609	12.301	
236.9869282_MZ	5-Sulfosalicylic acid	Un	1.0	None	None	None	None	5-Sulfosalicylic acid is a derivative of salicylic acid, a common anti-inflammatory drug. Sulfosalicylic acid is used in urine tests to determine urine protein content. The chemical causes the precipitation of dissolved proteins, which is measured from the degree of turbidity. It is also used for integral colour anodizing. -Wikipedia.	C7H6O6S		None	None	None	14.353	14.127	14.447	14.019	14.298	13.91	14.21	14.562	14.33	13.902	14.085	14.192	13.868	14.071	13.701	14.87	14.835	14.467	14.614	14.435	14.043	14.801	14.605	14.431	14.547	14.279	14.263	14.316	13.815	14.062	13.911	14.712	15.111	14.875	13.907	14.347	14.901	14.394	14.524	
238.0945466_MZ	Dihydrobiopterin	Un	1.0	None	None	None	None	Dihydrobiopterin (BH2) is an oxidation product of tetrahydrobiopterin. Tetrahydrobiopterin is a natural occurring cofactor of the aromatic amino acid hydroxylase and is involved in the synthesis of tyrosine and the neurotransmitters dopamine and serotonin. Tetrahydrobiopterin is also essential for nitric oxide synthase catalyzed oxidation of L-arginine to L-citrulline and nitric oxide.	C9H13N5O3, 6-Lactoyltetrahydropterin, 4a-Carbinolamine tetrahydrobiopterin, 1-hydroxy-2-Oxopropyl tetrahydropterin		None	None	None	12.752	12.618	12.389	12.468	12.426	12.966	12.444	12.641	12.01	12.367	12.694	11.925	12.522	12.567	12.82	12.336	12.335	12.351	12.736	11.505	12.765	12.283	12.307	12.462	12.564	12.774	12.662	11.919	12.667	14.164	12.495	12.399	11.599	11.921	12.312	12.726	12.011	11.442	11.691	
239.1150588_MZ	Anserine	Un	1.0	None	None	None	None	This dipeptide is normally absent from human tissues and body fluids, and its appearance there is an artifact of diet (Proc Soc Pediatr Res 134, 1967.) and serum carnosinase deficiency. (OMIM 212200) Anserine is present in the skeletal muscle of birds and certain species of mammals, notably the rabbit, rat, and whale, contains anserine. (Proc Soc Pediatr Res 134, 1967) The methyl group of anserine is added to carnosine by the enzyme S-adenosylmethionine: carnosine N-methyltransferase. (J Biol Chem 237:1207, 1962.).	C10H16N4O3, Homocarnosine, Balenine		None	None	None	12.698	12.946	13.28	13.439	12.444	13.131	12.997	12.916	12.769	12.477	12.965	13.397	12.729	13.212	13.569	12.036	12.507	12.599	12.953	12.549	12.937	12.428	12.519	12.932	13.689	12.895	12.388	13.839	13.429	13.36	13.05	12.666	12.552	12.979	15.773	12.514	12.501	12.691	12.765	
241.0125901_MZ	Inositol cyclic phosphate	Un	1.0	None	None	None	None	Inositol cyclic phosphate is a substrate for Annexin A3.	C6H11O8P		None	None	None	15.279	15.538	15.146	15.489	15.06	15.355	15.35	15.271	15.189	15.525	15.613	15.485	15.131	15.382	15.882	15.363	15.142	15.086	15.882	15.193	15.005	15.191	15.281	15.366	15.046	15.38	15.328	15.164	15.263	15.493	15.687	15.417	15.198	15.323	15.693	15.706	15.02	15.219	14.685	
241.1805457_MZ	3-Oxotetradecanoic acid	Un	1.0	None	None	None	None	3-Oxo-tetradecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, 3-Oxo-tetradecanoic acid is converted from Malonic acid via three enzymes; 3-oxoacyl-[acyl-carrier-protein] synthase, fatty-acid Synthase and beta-ketoacyl -acyl-carrier-protein synthase II. (EC:2.3.1.41, E.C: 2.3.1.85, 2.3.1.179). In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.	C14H26O3		None	None	None	13.681	13.615	14.616	13.362	13.657	13.521	13.879	14.505	13.54	13.597	13.284	13.431	13.563	14.04	13.213	13.436	13.485	14.387	13.285	13.414	13.468	13.897	13.537	13.88	13.107	13.526	13.788	13.035	13.739	13.194	12.861	13.537	13.128	13.546	13.434	13.586	13.337	13.517	13.498	
241.2169386_MZ	Pentadecanoic acid	Un	1.0	None	None	None	None	Pentadecanoic acid is a fatty acid of exogenous (primarily ruminant) origin. Many odd length long chain amino acids are derived from the consumption of dairy fats (milk and meat). Pentadecanoic acid constitutes 1.05% of milk fat and 0.43% of ruminant meat fat. The content of heptadecanoic acid in the subcutaneous adipose tissue of humans appears to be a good biological marker of long-term milk fat intake in free-living individuals in populations with high consumption of dairy products. (PMID 9701185; PMID 11238766).	C15H30O2		None	None	None	17.061	17.129	16.994	16.683	16.786	17.174	17.016	17.212	16.888	16.804	16.849	16.77	16.996	16.966	16.33	17.585	16.87	17.267	16.867	16.84	16.807	17.547	16.684	17.034	16.534	16.781	17.206	16.671	17.017	16.774	16.649	16.921	16.77	16.435	16.663	17.1	16.657	17.128	16.891	
242.1398431_MZ	Tiglylcarnitine	Un	1.0	None	None	None	None	Tiglylcarnitine is detected in the urinary organic acid and blood spot acylcarnitine profiles in patients with mitochondrial acetoacetyl-CoA thiolase (T2) deficiency -- an inborn error of metabolism affecting isoleucine and ketone bodies in the catabolic process. (PubMed ID 14518824 ).	C12H21NO4		None	None	None	12.342	12.875	12.719	12.99	11.825	12.776	12.254	12.621	12.117	12.605	12.805	11.971	12.493	12.416	12.681	11.924	12.279	12.323	12.661	11.806	12.881	12.407	12.332	12.874	11.932	12.553	11.923	11.824	13.054	12.83	12.617	11.97	12.241	12.532	12.156	12.332	11.816	11.996	11.489	
242.1758300_MZ	N-Undecanoylglycine	Un	1.0	None	None	None	None	N-Undecanoylglycine is an acylglycine with C-11 fatty acid group as the acyl moiety. Acylglycines 1 possess a common amidoacetic acid moiety and are normally minor metabolites of fatty acids. Elevated levels of certain acylglycines appear in the urine and blood of patients with various fatty acid oxidation disorders. They are normally produced through the action of glycine N-acyltransferase which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine &#8596; CoA + N-acylglycine.	C13H25NO3		None	None	None	14.386	13.568	15.356	13.616	13.621	15.104	15.343	15.732	14.02	14.123	14.04	12.915	14.881	13.886	12.94	14.594	13.911	14.594	14.446	13.477	15.792	14.944	14.457	14.003	14.296	13.44	14.874	14.0	15.202	15.176	13.095	13.819	13.161	14.04	14.723	14.358	14.307	13.065	13.806	
243.0275958_MZ	Fucose 1-phosphate	Un	1.0	None	None	None	None	Fucose-1-phosphate is an intermediate in the reversible synthesis of GDP-L-fucose, in a reaction catalyzed by the enzyme guanosine triphosphate fucose pyrophosphorylase (GFPP, E.C. 2.7.7.30). The reversible reaction is magnesium-dependent, although the enzyme is partially active when cobalt or manganese is substituted. The reaction is unusual in that, of the four canonical nucleoside triphosphates, only guanosine can be utilized efficiently to form a nucleotide-sugar. Free cytosolic fucose is phosphorylated by L-fucokinase (EC 2.7.1.52) to form fucose-1-phosphate in the salvage pathway of GDP-L-fucose. (PMID: 16185085, 14686921).	C6H13O8P		None	None	None	14.462	14.187	13.843	14.036	14.308	14.825	13.977	13.693	14.193	14.479	14.349	14.292	14.336	14.389	14.381	14.89	14.444	14.003	14.794	14.063	14.242	14.416	13.848	14.562	14.026	14.219	14.608	14.26	14.463	14.272	14.255	14.36	14.164	14.232	14.229	14.727	14.088	14.103	13.496	
243.0620509_MZ	Uridine	Un	1.0	None	None	None	None	Uridine is a molecule (known as a nucleoside) that is formed when uracil is attached to a ribose ring (also known as a ribofuranose) via a b-N1-glycosidic bond. (Wikipedia).	C9H12N2O6, Pseudouridine		None	None	None	17.402	17.451	17.698	17.689	17.574	18.519	17.565	17.146	18.095	18.393	17.066	18.244	17.773	17.908	18.326	19.213	18.24	18.028	17.206	17.61	17.584	17.187	17.961	17.763	18.103	17.583	18.493	18.201	18.353	16.85	18.419	17.697	18.224	18.137	18.196	18.359	18.139	17.295	17.973	
243.1597131_MZ	1,11-Undecanedicarboxylic acid	Un	1.0	None	None	None	None	Undecanedicarboxylic acid is an unusual odd-numbered dicarboxylic acid that appears in the urines of children with neonatal adrenoleukodystrophy and Zellweger syndrome, as an additional marker of these peroxisomal disorders. (PMID: 2943344).	C13H24O4		None	None	None	13.964	13.969	15.003	13.609	13.753	13.892	13.898	14.893	13.594	13.641	13.861	12.576	13.659	14.487	13.757	13.125	13.721	14.66	13.649	12.578	13.56	14.123	13.687	14.319	12.394	13.966	13.724	12.469	14.179	12.978	13.113	13.873	12.494	13.311	12.698	13.991	13.394	12.592	13.52	
243.1962963_MZ	(R)-3-Hydroxy-tetradecanoic acid	Un	1.0	None	None	None	None	(R)-3-Hydroxy-tetradecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, (R)-3-Hydroxy-tetradecanoic acid is converted from 3-Oxo-tetradecanoic acid via fatty-acid Synthase and 3-oxoacyl- [acyl-carrier-protein] reductase. (EC: 2.3.1.85 and EC:2.3.1.41).	C14H28O3, 2-Hydroxymyristic acid		None	None	None	13.027	12.874	13.322	12.502	12.719	12.859	13.032	13.498	12.807	12.932	12.665	12.657	13.372	12.947	12.295	12.914	12.871	13.21	12.629	12.616	12.964	13.09	12.877	13.036	12.304	12.703	13.169	12.337	13.186	12.564	12.192	12.762	12.328	12.656	12.744	12.979	12.519	12.883	12.603	
243.2228163_MZ	N1-Acetylspermine	Un	1.0	None	None	None	None		C12H28N4O		None	None	None	10.955	11.077	11.238	10.479	10.596	11.069	11.148	11.408	10.904	10.613	10.646	10.592	10.974	10.945	10.091	11.843	10.909	11.387	10.819	10.48	10.614	11.372	10.58	11.017	10.631	10.58	11.595	10.499	10.886	10.919	10.44	10.858	10.599	10.36	10.465	11.077	10.498	10.948	10.763	
245.1143129_MZ	L-beta-aspartyl-L-leucine	Un	1.0	None	None	None	None	L-beta-aspartyl-l-leucine is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha Amino Acids and Derivatives. These are compounds containing an alpha amino acid which bears an acyl group at his terminal nitrogen atom. It is found in urine (PMID: 3782411).	C10H18N2O5, L-gamma-glutamyl-L-valine		None	None	None	14.801	14.642	14.734	14.919	15.536	15.007	14.514	15.662	14.373	14.483	15.217	14.36	14.705	15.098	14.829	14.37	14.054	14.463	14.459	14.469	14.708	14.68	14.829	14.812	15.157	14.589	14.169	14.625	14.762	14.436	14.553	14.8	14.182	14.349	14.925	14.738	14.417	14.521	14.037	
245.1366589_MZ	3-Hydroxydodecanedioic acid	Un	1.0	None	None	None	None	3-Hydroxydecanedioic acid appears in the urine of children affected with peroxisomal disorders. Peroxisomal biogenesis disorders (PBDs) are characterized by generalized peroxisomal dysfunction due to defective assembly of the organelle and include the Zellweger, neonatal adrenoleukodystrophy and infantile Refsum phenotypes (PMID 10896310).	C12H22O5		None	None	None	14.095	14.053	13.843	13.78	14.731	14.38	13.41	15.1	13.635	13.994	14.462	12.427	14.176	14.646	13.895	13.31	13.89	13.892	13.727	12.695	13.994	14.438	13.606	14.217	13.316	14.126	13.173	12.863	14.306	13.877	13.745	14.336	12.409	13.382	13.331	14.07	13.408	12.669	13.317	
246.0979813_MZ	Malonylcarnitine	Un	1.0	None	None	None	None	Malonylcarnitine is a metabolite that accumulates with specific disruption of fatty-acid oxidation caused by impaired entry of long-chain acylcarnitine esters into the mitochondria and failure of the mitochondrial respiratory chain at complex 11 and malonyl-CoA decarboxylase (EC 4.1.1.9) deficiency (OMIM 248360). Malonylcarnitine has also been found to accumulate in some newborns with medium-chain acyl-CoA dehydrogenase (EC 1.3.99.3) deficiency (OMIM 201450). (PMID 11558490, 15303003, 12651823).	C10H17NO6		None	None	None	12.605	12.625	14.12	14.492	12.667	13.276	12.732	12.862	13.888	12.975	13.335	13.329	12.593	13.233	12.652	11.673	13.353	12.732	12.29	12.248	14.175	12.826	13.398	14.619	12.745	13.665	12.397	12.423	12.874	12.162	13.06	12.593	11.923	14.189	12.47	12.998	13.073	13.13	11.971	
247.1335890_MZ	Gamma-CEHC	Un	1.0	None	None	None	None	Gamma-CEHC is metabolites of Vitamin E. smokers has significantly higher excretion of urinary gamma-CEHC that's why they require more vitamin E compared to non-smokers.Cigarette smoking is associated with increased oxidative stress and increased risk of degenerative disease. As the major lipophilic antioxidant, requirements for vitamin E may be higher in smokers due to increased utilisation.(PMID:15493460).	C15H20O3		None	None	None	12.807	13.487	13.826	13.875	14.43	14.347	13.274	12.811	13.875	14.082	14.925	13.92	13.554	14.19	12.984	11.848	12.758	12.492	12.77	13.521	14.154	12.585	13.417	13.811	13.697	13.198	12.499	13.057	14.362	12.579	13.233	12.519	13.811	13.125	13.532	13.179	13.719	14.425	12.802	
249.0548396_MZ	Gamma-Glutamylcysteine	Un	1.0	None	None	None	None	G-Glutamylcysteine is a product of enzyme glutamate-cysteine ligase [EC 6.3.2.2] and a substrate of enzyme glutathione synthase [EC 6.3.2.3] in glutamate metabolism pathway (KEGG).	C8H14N2O5S		None	None	None	14.222	13.844	14.177	13.716	14.32	14.041	14.101	14.085	13.758	13.363	13.638	13.261	13.526	13.723	14.542	14.463	13.973	14.156	14.222	13.056	13.731	13.799	14.47	13.782	13.714	14.401	14.408	13.467	13.564	14.463	14.225	14.238	13.19	13.59	13.428	13.934	14.073	13.09	13.479	
249.1134579_MZ	Ubiquinone Q1	Un	1.0	None	None	None	None	Ubiquinone-1 is a member of the chemical class known as Polyprenylbenzoquinones. These are compounds containing a polyisoprene chain attached to a quinone at the second ring position. Ubiquione-1 has just 1 isoprene unit. Normally in humans it has 10. Ubiquinone-1 is an intermediate in the synthesis of Ubiquionone 10, which is also called Coenzyme Q (CoQ). CoQ is found in the membranes of endoplasmic reticulum, peroxisomes, lysosomes, vesicles and notably the inner membrane of the mitochondrion where it is an important part of the electron transport chain; there it passes reducing equivalents to acceptors such as Coenzyme Q : cytochrome c - oxidoreductase. CoQ is also essential in the formation of the apoptosome along with other adapter proteins. The loss of trophic factors activates pro-apoptotic enzymes, causing the breakdown of mitochondria. Because of its ability to transfer electrons and therefore act as an antioxidant, Coenzyme Q has become a valued dietary supplement. CoQ10 has been widely used for the treatment of heart disease (especially heart failure), gum diseases, and also breast cancer. The benzoquinone portion of Coenzyme Q10 is synthesized from amino acids, while the isoprene sidechain is synthesized from acetyl CoA through the mevalonate pathway. The mevalonate pathway is used for the first steps of cholesterol biosynthesis.	C14H18O4		None	None	None	12.795	13.033	13.695	13.127	13.429	13.667	12.954	13.299	12.93	13.135	13.888	12.813	13.094	13.57	12.522	12.337	12.515	13.077	12.745	12.381	13.394	12.832	12.788	13.4	12.489	12.8	12.487	12.359	13.635	12.491	12.982	12.771	12.531	12.487	12.676	12.743	12.609	13.038	12.469	
250.0945053_MZ	Deoxyadenosine	Un	1.0	None	None	None	None	Deoxyadenosine is a derivative of nucleoside adenosine. It is comprised of adenine attached to a deoxyribose moiety via a N9-glycosidic bond. Deoxyribose differs from ribose by the absence of oxygen in the 3' position of its ribose ring. Deoxyadenosine is a critical component of DNA.	C10H13N5O3, 5'-Deoxyadenosine		None	None	None	12.879	12.588	12.907	12.61	12.851	13.33	12.954	12.93	12.868	12.36	12.867	12.87	12.705	12.993	12.717	12.239	12.46	12.61	12.938	12.647	13.044	13.053	12.479	12.883	12.972	12.747	12.842	13.256	12.89	12.8	12.557	12.605	12.179	12.725	13.662	13.115	12.462	12.675	12.268	
250.1100887_MZ	Isovalerylglutamic acid	Un	1.0	None	None	None	None	Isovalerylglutamic acid is an unusual mtabolite that has been found in the urine of patients with Isovaleric Acidemia due to Isovaleryl-CoA Dehydrogenase Deficiency (OMMBID: The Metabolic and Molecular Bases of Inherited Disease, Ch.93: Branched Chain Organic Acidurias). and in Multiple acyl-Co A dehydrogenation deficiency (MADD) (PMID 6862997).	C10H17NO5, Suberylglycine		None	None	None	11.867	11.767	12.186	12.221	11.839	12.145	11.758	11.864	11.884	11.617	11.77	11.614	11.779	11.875	11.693	11.665	11.534	11.649	11.857	11.382	11.943	11.834	11.717	12.022	11.77	11.614	11.619	11.523	12.009	11.56	11.63	11.669	11.308	11.856	11.971	11.844	11.763	11.536	11.215	
250.1449057_MZ	Isobutyryl-L-carnitine	Un	1.0	None	None	None	None	Isobutyryl-L-carnitine is a product of the acyl-CoA dehydrogenases (ACADs), which are a group of mitochondrial enzymes involved in the metabolism of fatty acids or branched-chain amino acids. (OMIM 600301 ).	C11H21NO4, Butyrylcarnitine		None	None	None	12.839	12.905	12.834	12.893	12.386	12.982	12.545	12.693	12.72	12.673	13.046	12.417	12.525	12.371	12.388	12.959	12.379	12.914	12.549	12.591	12.919	13.115	12.331	13.057	12.525	12.433	12.932	12.444	13.393	12.581	12.398	12.639	12.403	12.625	13.0	12.91	12.48	12.953	12.251	
251.2013910_MZ	7_10-Hexadecadienoic acid	Un	1.0	None	None	None	None		C16H28O2, 7Z_10Z-Hexadecadienoic acid		None	None	None	13.23	12.866	13.15	12.688	13.201	14.171	13.421	13.266	13.526	13.379	12.925	12.648	13.391	14.12	12.127	13.912	13.559	13.718	13.101	12.585	12.824	13.623	13.089	13.267	12.675	13.149	13.657	12.408	12.916	13.124	12.692	13.988	12.921	12.915	12.49	13.909	12.972	12.978	12.922	
252.0859938_MZ	N-Acetylvanilalanine	Un	1.0	None	None	None	None	N-acetylvanilalanine is a catecholamine metabolite. Its accumulation is indicative of aromatic L-amino acid decarboxylase deficiency (PMID: 16288991).	C12H15NO5		None	None	None	12.083	11.995	12.293	12.412	12.0	12.811	12.369	12.187	11.886	12.231	11.988	12.371	12.296	12.263	12.613	12.167	12.332	12.1	12.04	12.087	12.351	11.86	12.093	12.213	12.014	11.989	12.141	12.11	12.46	12.347	12.546	11.994	12.02	12.017	12.094	12.165	11.865	11.961	11.544	
253.0509421_MZ	5-L-Glutamyl-taurine	Un	1.0	None	None	None	None	5-L-Glutamyl-taurine is an intermediate in Taurine and hypotaurine metabolism. 5-L-Glutamyl-taurine is produced from Taurine via the enzyme gamma-glutamyltranspeptidase (EC 2.3.2.2).	C7H14N2O6S, Daidzein		None	None	None	13.898	13.924	14.404	14.273	13.806	14.201	14.008	13.983	13.972	13.818	14.115	14.343	14.05	14.02	13.884	13.768	13.705	13.777	13.878	14.032	13.921	13.749	14.145	14.051	14.268	13.992	13.838	13.97	14.132	14.095	13.74	13.959	13.808	14.072	13.804	14.06	13.966	13.665	13.701	
253.1274942_MZ	Homoanserine	Un	1.0	None	None	None	None	Homoanserine (N-(4-Aminobutyryl)-L-histidine) is a dipeptide identified in the brain and muscles of mammals. (PMID 3780724, 6078589) It has been found that homoanserine is not merely deposited in skeletal muscles but that is actively synthesized by muscle cells in culture. (PMID 8307008).	C11H18N4O3		None	None	None	11.727	11.93	12.531	11.872	11.808	12.312	11.82	12.294	12.119	11.964	12.007	11.855	12.119	12.293	12.002	11.352	11.757	12.087	11.476	11.685	11.812	11.501	12.184	12.111	12.224	12.008	11.65	12.052	12.089	11.66	11.877	11.519	11.579	11.742	12.759	12.105	11.754	11.547	11.661	
253.2172565_MZ	Palmitoleic acid	Un	1.0	None	None	None	None	fatty acids, Monounsaturated. Palmitoleic acid, or 9-hexadecenoic acid, is an unsaturated fatty acid that is a common constituent of the glycerides of human adipose tissue. Present in all tissues, generally found in higher concentrations in the liver. Macadamia oil (Macadamia integrifolia) and Sea Buckthorn oil (Hippophae rhamnoides) are botanical sources of palmitoleic acid, containing 22 and 40% respectively. -- Wikipedia.	C16H30O2, Hypogeic acid, Trans-Hexa-dec-2-enoic acid, Palmitelaidic acid		None	None	None	18.206	16.564	16.874	16.69	18.198	19.347	18.237	18.058	17.873	17.856	17.587	16.672	18.464	19.068	15.958	19.594	17.662	18.199	17.643	17.218	17.033	18.803	17.885	17.416	17.563	17.554	18.291	17.213	16.793	17.703	17.123	19.392	17.997	16.98	16.896	19.279	17.813	17.323	17.316	
255.1096877_MZ	2-(3-Carboxy-3-aminopropyl)-L-histidine	Un	1.0	None	None	None	None	2-(3-Carboxy-3-aminopropyl)-L-histidine is an unusual amino acid that results from the post-translational modification of histidine in certain proteins. In particular, it is a post-translational derivative of histidine that exists in protein synthesis elongation factor 2 (EF2) at the site of diphtheria toxin-catalyzed ADP-ribosylation of elongation factor 2. It is a precursor for diphthamide. This compound is a substrate for the enzyme diphthine synthase (EC 2.1.1.98). This enzyme catalyzes the chemical reaction: S-adenosyl-L-methionine + 2-(3-carboxy-3-aminopropyl)-L-histidine = S-adenosyl-L-homocysteine + 2-[3-carboxy-3-(methylammonio)propyl]-L-histidine.	C10H16N4O4		None	None	None	12.046	12.112	12.736	12.394	12.433	12.404	12.389	12.729	12.397	12.292	12.119	12.138	12.234	12.681	12.495	11.173	12.071	12.38	11.825	12.005	12.166	11.673	12.766	12.239	12.186	12.367	12.327	12.101	12.201	12.211	12.463	11.847	11.988	12.273	12.88	12.121	12.104	11.997	11.901	
255.2331709_MZ	Palmitic acid	Un	1.0	None	None	None	None	Palmitic acid, or hexadecanoic acid is one of the most common saturated fatty acids found in animals and plants, a saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids.(wikipedia) Biological Source: Occurs in the form of esters (glycerides) in oils and fats of vegetable and animal origin. Usually obtained from palm oil. Widely distributed in plants Use/Importance:. Palmitic acid is used in determination of water hardness Biological Use/Importance: Active ingredient of *Levovist*TM, used in echo enhancement in sonographic Doppler B-mode imaging. Ultrasound contrast medium (Dictionary of Organic Compounds).	C16H32O2, Trimethyltridecanoic acid		None	None	None	23.08	23.024	22.865	22.563	22.828	23.098	23.255	23.283	22.953	22.64	22.861	22.923	22.882	22.896	22.186	23.845	22.767	23.327	22.725	22.692	22.746	23.415	22.637	22.906	22.538	22.69	23.391	22.543	22.802	22.712	22.633	23.074	22.802	22.265	22.395	23.052	22.637	23.189	22.839	
256.0946105_MZ	Glycerophosphocholine	Un	1.0	None	None	None	None	Glycerophosphorylcholine (GPC) is a choline derivative and one of the two major forms of choline storage (along with phosphocholine) in the cytosol. Glycerophosphorylcholine is also one of the four major organic osmolytes in renal medullary cells, changing their intracellular osmolyte concentration in parallel with extracellular tonicity during cellular osmoadaptation. As an osmolyte, Glycerophosphorylcholine counteracts the effects of urea on enzymes and other macromolecules. Kidneys (especially medullar cells), which are exposed under normal physiological conditions to widely fluctuating extracellular solute concentrations, respond to hypertonic stress by accumulating the organic osmolytes glycerophosphorylcholine (GPC), betaine, myo-inositol, sorbitol and free amino acids. Increased intracellular contents of these osmolytes are achieved by a combination of increased uptake (myo-inositol and betaine) and synthesis (sorbitol, GPC), decreased degradation (GPC) and reduced osmolyte release. GPC is formed in the breakdown of phosphatidylcholine (PtC). This pathway is active in many body tissues, including mammary tissue.	C10H15N3O5, 5-Methylcytidine		None	None	None	14.605	14.928	14.457	14.414	14.945	15.217	14.575	15.124	14.484	15.136	15.031	15.023	15.293	15.33	14.808	14.745	15.011	15.05	15.266	15.029	14.949	14.738	14.27	15.282	14.901	14.675	14.519	14.888	14.854	15.17	14.511	14.461	15.356	14.279	15.151	14.759	14.401	14.901	14.173	
256.1561330_MZ	2-Hexenoylcarnitine	Un	1.0	None	None	None	None		C13H23NO4		None	None	None	11.459	11.63	12.184	11.575	10.989	11.555	11.705	12.14	11.332	11.119	11.571	10.949	11.424	11.329	11.271	11.156	11.256	11.65	11.337	10.776	11.755	11.61	11.543	11.627	10.667	11.523	11.241	10.919	11.962	11.909	11.546	11.12	10.428	11.628	11.288	11.331	11.236	10.905	10.957	
257.1754043_MZ	Tetradecanedioic acid	Un	1.0	None	None	None	None	Tetradecanedioic acid is a C14 dicarboxylic acid.	C14H26O4		None	None	None	13.311	13.372	14.216	12.978	13.007	13.214	13.269	14.061	12.824	12.756	13.24	12.119	12.963	13.502	13.075	12.751	12.773	13.782	12.864	11.973	12.75	13.458	13.047	13.415	12.006	13.08	13.256	11.921	13.501	12.615	12.387	13.102	12.029	13.089	12.358	13.259	12.591	11.884	12.888	
258.0388297_MZ	Glucosamine 6-phosphate	Un	1.0	None	None	None	None	Glucosamine 6-phosphate is normally produced in endothelial cells via the de novo glucosamine synthesis by the enzyme fructose-6-phosphate amidotransferase and the modulation of this pathway by hyperglycemia and glutamine. glutamine-fructose-6-phosphate amidotransferase (GFAT) catalyzes the first committed step in the pathway for biosynthesis of hexosamines in mammals. A member of the N-terminal nucleophile class of amidotransferases, GFAT transfers the amino group from the L-glutamine amide to D-fructose 6-phosphate, producing glutamic acid and glucosamine 6-phosphate. As glucosamine inhibits endothelial nitric oxide synthesis it has important implications for impaired endothelium-dependent relaxation and vascular dysfunction in diabetes mellitus. (PMID 11270676, 11842094).	C6H14NO8P, Glucosamine-1P		None	None	None	13.131	13.462	13.533	12.962	13.022	13.676	12.943	12.867	13.04	12.994	13.118	13.672	13.612	13.177	13.411	13.029	13.26	13.039	13.538	12.933	13.324	13.01	12.839	13.225	12.826	13.456	12.897	13.285	13.293	13.284	12.961	12.851	12.636	13.164	13.199	13.128	12.943	13.032	12.56	
258.1064468_MZ	Bupropion	Un	1.0	None	None	None	None	Bupropion is a selective catecholamine (norepinephrine and dopamine) reuptake inhibitor. It has only a small effect on serotonin reuptake. It does not inhibit MAO. The antidepressant effect of bupropion is considered to be mediated by its dopaminergic and noradrenergic action. Bupropion has also been shown to act as a competitive alpha-3-beta-4- nicotinic antagonist, the alpha-3-beta-4-antagonism has been shown to interrupt addiction in studies of other drugs such as ibogaine. This alpha-3-beta-4-antagonism correlates quite well with the observed effect of interrupting addiction. A unicyclic, aminoketone antidepressant. The mechanism of its therapeutic actions is not well understood, but it does appear to block dopamine uptake. The hydrochloride is available as an aid to smoking cessation treatment; Bupropion is a selective catecholamine (norepinephrine and dopamine) reuptake inhibitor. It has only a small effect on serotonin reuptake. It does not inhibit MAO. The antidepressant effect of bupropion is considered to be mediated by its dopaminergic and noradrenergic action. Bupropion has also been shown to act as a competitive alpha-3-beta-4-nicotinic antagonist, the alpha-3-beta-4-antagonism has been shown to interrupt addiction in studies of other drugs such as ibogaine. This alpha-3-beta-4-antagonism correlates quite well with the observed effect of interrupting addiction. Bupropion (amfebutamone) (brand names Wellbutrin and Zyban) is an antidepressant of the aminoketone class, chemically unrelated to tricyclics or selective serotonin reuptake inhibitors (SSRIs). It is similar in structure to the stimulant cathinone, and to phenethylamines in general. It is a chemical derivative of diethylpropion, an amphetamine-like substance used as an anorectic. Bupropion is both a dopamine reuptake inhibitor and a norepinephrine reuptake inhibitor. It is often used as a smoking cessation aid.	C13H18ClNO		None	None	None	12.714	12.768	13.312	13.015	12.78	12.847	12.641	12.87	12.647	12.696	12.891	12.149	12.554	13.073	12.61	11.812	12.286	12.864	12.488	12.107	12.659	12.659	12.581	13.073	12.133	12.6	12.403	12.15	13.046	12.067	12.435	12.373	11.904	12.283	12.287	12.84	12.284	12.163	12.025	
259.0226300_MZ	Fructose 6-phosphate	Un	1.0	None	None	None	None	Fructose 6-phosphate is an important intermediate in the Carbohydrates pathway. The interconversion of glucose-6-phosphate and fructose-6-phosphate, the second step of the Embden-Meyerhof glycolytic pathway, is catalyzed by the enzyme phosphoglucose isomerase (PGI). In gluconeogenesis, fructose-6-phosphate is the immediate precursor of glucose-6-phosphate (wikipedia).	C6H13O9P, Myo-inositol 1-phosphate, Galactose 1-phosphate, Dolichyl phosphate D-mannose, Fructose 1-phosphate, Mannose 6-phosphate, D-Myo-inositol 4-phosphate, Glucose 6-phosphate, Glucose 1-phosphate, Inositol phosphate, Beta-D-Glucose 6-phosphate, Beta-D-Fructose 6-phosphate, D-Tagatose 1-phosphate, D-Mannose 1-phosphate, Sorbose 1-phosphate, Beta-D-Fructose 2-phosphate, 1D-myo-Inositol 3-phosphate, D-Tagatose 6-phosphate		None	None	None	19.748	19.434	19.861	18.74	19.896	19.894	20.084	19.592	20.224	19.484	19.822	20.104	19.516	20.254	19.291	20.11	19.98	19.357	20.118	19.883	19.612	19.889	19.627	19.963	19.915	20.149	19.963	20.07	20.009	19.673	19.179	20.012	19.752	19.786	20.292	20.192	19.743	19.948	19.708	
259.1299543_MZ	L-gamma-glutamyl-L-leucine	Un	1.0	None	None	None	None	L-gamma-glutamyl-l-leucine is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha Amino Acids and Derivatives. These are compounds containing an alpha amino acid which bears an acyl group at his terminal nitrogen atom. It is found in urine (PMID: 3782411).	C11H20N2O5, L-gamma-glutamyl-L-isoleucine		None	None	None	14.86	14.864	14.748	14.868	14.351	14.952	14.483	14.867	14.24	14.181	14.703	14.465	14.476	14.387	14.888	14.192	14.134	14.459	14.597	14.11	14.552	14.57	14.689	14.705	14.659	14.389	14.362	14.734	14.776	14.815	14.581	14.347	14.051	14.527	14.728	14.772	14.408	14.466	13.953	
259.2430367_MZ	Palmitaldehyde	Un	1.0	None	None	None	None		C16H32O		None	None	None	11.132	10.906	11.462	10.756	11.358	11.472	11.675	11.438	11.077	10.595	11.085	11.157	11.153	11.133	10.288	12.274	10.886	11.917	10.635	10.615	10.991	11.218	11.049	11.21	10.645	10.85	11.673	10.424	10.766	11.408	11.114	11.379	10.725	10.413	10.021	11.122	10.563	11.437	10.789	
261.0072591_MZ	Homovanillic acid sulfate	Un	1.0	None	None	None	None	Homovanillic acid sulfate is a component of olive oil and is a major catecholamine metabolite.It is used as a reagent to detect oxidative enzymes, and is associated with dopamine levels in the brain. In psychiatry and neuroscience, brain and cerebrospinal fluid levels of homovanillic acid (HVA) are measured as a marker of metabolic stress caused by 2-deoxy-D-glucose. HVA presence supports a diagnosis of neuroblastoma and malignant pheochromocytoma. (Wikipedia).	C9H10O7S		None	None	None	14.644	14.055	15.114	13.867	14.524	14.599	14.581	14.487	15.024	14.151	14.578	15.042	14.225	14.291	13.294	15.478	15.15	14.53	14.662	14.981	14.178	14.938	14.898	14.611	14.45	14.049	14.335	14.408	14.624	14.363	13.152	14.679	15.389	15.478	13.827	14.565	15.162	14.831	14.67	
261.0725101_MZ	L-beta-aspartyl-L-glutamic acid	Un	1.0	None	None	None	None		C9H14N2O7		None	None	None	13.629	13.605	13.879	13.545	13.504	13.776	13.656	13.747	13.446	13.342	13.548	13.612	13.962	13.682	13.503	13.253	13.461	13.656	13.625	13.342	13.466	13.411	13.537	13.511	13.359	13.773	13.591	13.39	13.654	13.704	13.347	13.618	13.253	13.412	13.499	13.571	13.371	13.228	13.178	
264.9505318_MZ	2,3-Diphosphoglyceric acid	Un	1.0	None	None	None	None	2,3-Bisphosphoglycerate (2,3-BPG, also known as 2,3-diphosphoglycerate or 2,3-DPG) is a three carbon isomer of the glycolytic intermediate 1,3-bisphosphoglycerate and is present at high levels in the human red blood cell (RBC; erythrocyte)--at the same molar concentration as hemoglobin. It is notable because it binds to deoxygenated hemoglobin in RBCs. In doing so, it allosterically upregulates the ability of RBCs to release oxygen near tissues that need it most. Its function was discovered in 1967 by Reinhold Benesch and Ruth Benesch.	C3H8O10P2, Glyceric acid 1,3-biphosphate		None	None	None	12.48	12.713	12.909	12.763	13.134	12.856	13.269	12.86	12.551	13.583	12.702	12.858	12.988	13.48	13.427	12.558	12.847	12.877	12.591	12.51	12.488	12.574	13.086	12.651	12.527	13.176	12.634	12.415	12.408	13.599	13.461	12.525	12.729	12.471	12.706	12.576	12.771	12.605	12.782	
265.0826160_MZ	5,6-Dihydrouridine	Un	1.0	None	None	None	None	Dihydrouridine is a pyrimidine which is the result of adding two hydrogen atoms to a uridine. Dihydrouridine is found only in tRNA molecules. An inhibitor of nucleotide metabolism.	C9H14N2O6, L-alpha-Aspartyl-L-hydroxyproline		None	None	None	13.163	13.656	14.657	13.655	13.701	13.835	13.885	12.761	13.571	13.481	13.661	14.124	13.211	13.624	13.816	12.489	13.709	13.825	13.526	13.521	13.971	13.282	13.701	13.709	13.246	14.167	13.333	13.696	13.7	14.151	13.689	13.163	13.084	13.395	13.62	12.834	12.877	13.492	12.879	
266.0563814_MZ	2-Amino-4-oxo-6-(1',2'-dioxoprolyl)-7,8-dihydroxypteridine	Un	1.0	None	None	None	None	This compound It is a byproduct of 6-pyruvoyltetrahydropterin synthase (EC 4.2.3.12), and associated with 6-Pyruvoyltetrahydropterin synthase deficiency (an autosomal recessive disorder that causes malignant hyperphenylalaninemia due to tetrahydrobiopterin deficiency). (Wikipedia).	C9H9N5O5		None	None	None	13.148	12.715	12.584	12.079	12.474	12.993	12.774	13.101	12.252	12.008	12.427	12.116	12.527	12.27	12.97	12.864	12.498	12.563	13.236	11.978	12.46	12.685	12.381	12.592	12.193	12.848	12.928	12.397	12.704	13.54	12.277	12.774	12.002	12.186	12.399	12.746	12.279	12.044	12.037	
266.0891179_MZ	Adenosine	Un	1.0	None	None	None	None	Adenosine is a nucleoside that is composed of adenine and d-ribose. Adenosine or adenosine derivatives play many important biological roles in addition to being components of DNA and RNA. For instance, adenosine plays an important role in energy transfer - as adenosine triphosphate (ATP) and adenosine diphosphate (ADP). It also plays a role in signal transduction as cyclic adenosine monophosphate, cAMP. Adenosine itself is both a neurotransmitter and potent vasodilator. When administered intravenously, adenosine causes transient heart block in the AV node. Because of the effects of adenosine on AV node-dependent supraventricular tachycardia, adenosine is considered a class V antiarrhythmic agent.	C10H13N5O4, Deoxyguanosine, Neuraminic acid		None	None	None	13.976	14.34	14.236	14.241	14.461	14.35	14.461	13.793	14.534	14.289	14.232	14.39	14.437	15.033	14.415	15.024	14.666	14.652	14.26	14.216	14.156	14.475	14.848	14.363	14.491	14.926	14.846	15.108	14.592	14.025	14.458	14.139	14.528	14.64	15.607	14.353	14.921	14.258	15.182	
266.1327759_MZ	Hydroxybutyrylcarnitine	Un	1.0	None	None	None	None		C11H21NO5		None	None	None	11.446	11.008	11.37	11.541	10.918	11.909	10.939	11.006	11.123	11.455	11.834	10.602	12.109	10.955	10.704	10.742	11.05	11.053	11.188	11.348	11.583	11.5	11.196	11.209	11.336	11.148	11.053	10.936	13.043	12.263	10.819	11.045	11.002	11.109	11.199	11.229	11.427	10.873	10.754	
267.0734580_MZ	Inosine	Un	1.0	None	None	None	None	Inosine is a purine nucleoside that has hypoxanthine linked by the N9 nitrogen to the C1 carbon of ribose. It is an intermediate in the degradation of purines and purine nucleosides to uric acid and in pathways of purine salvage. It also occurs in the anticodon of certain transfer RNA molecules. (Dorland, 28th ed).	C10H12N4O5, Allopurinol riboside, Arabinosylhypoxanthine		None	None	None	19.03	18.635	18.679	18.639	19.093	20.798	19.706	18.349	20.112	20.79	19.871	21.164	18.977	20.365	19.268	20.846	20.241	19.999	20.016	19.264	19.653	18.898	20.338	20.169	20.458	20.16	20.539	20.082	20.522	18.849	20.83	19.788	19.933	19.605	20.063	20.728	20.172	18.465	19.593	
267.1068861_MZ	6-Hydroxymelatonin	Un	1.0	None	None	None	None	Melatonin is a hormone that is metabolized by cytochrome P450 (CYP) 1A2 to its main primary metabolite 6-hydroxymelatonin. (PMID 11452239).	C13H16N2O3		None	None	None	14.805	14.167	14.45	14.431	14.479	16.545	15.162	13.994	15.589	16.362	15.416	16.723	14.444	15.974	14.881	16.199	15.79	15.658	15.338	14.616	15.202	14.474	16.083	15.806	16.034	15.687	16.064	15.588	16.1	14.434	16.426	15.294	15.432	14.906	15.569	16.207	15.658	14.074	15.098	
267.2697431_MZ	Stearaldehyde	Un	1.0	None	None	None	None	Stearaldehyde or octadecanal is a normal long chain fatty aldehyde that can be found in total lipid extracts of muscle tissue. Stearaldehyde can also be found in the plasma of patients with Sjogren-Larsson syndrome. Sjogren-Larsson syndrome (SLS) is an autosomal recessively inherited neurocutaneous disorder caused by a deficiency of the microsomal enzyme fatty aldehyde dehydrogenase (FALDH). (PMID 14564703, 11408337). Octadecanal is often used as the substrate of choice to test FALDH activity in patients suspected of having Sjogren-Larsson syndrome.	C18H36O		None	None	None	11.153	11.129	11.139	10.705	11.211	11.428	11.406	11.39	11.075	10.94	11.211	11.241	11.147	11.22	10.835	11.836	10.988	11.372	11.039	11.008	11.088	11.402	10.905	11.071	10.942	11.01	11.4	11.082	11.324	11.094	10.831	11.288	11.113	10.848	11.216	11.298	11.221	10.958	11.14	
269.2119761_MZ	3-Oxohexadecanoic acid	Un	1.0	None	None	None	None	3-Oxo-hexadecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, 3-Oxo-hexadecanoic acid is converted from Malonic acid via three enzymes; 3-oxoacyl-[acyl-carrier-protein] synthase, fatty-acid Synthase and beta-ketoacyl -acyl-carrier-protein synthase II. (EC:2.3.1.41, E.C: 2.3.1.85, 2.3.1.179).	C16H30O3		None	None	None	16.264	16.265	16.826	15.707	15.91	16.21	16.082	16.689	16.176	15.85	16.091	15.548	16.028	16.232	15.378	16.103	15.976	16.672	15.924	15.772	15.997	16.498	15.883	16.344	15.548	15.986	16.148	15.558	16.361	15.578	15.361	15.938	15.606	15.755	15.772	16.093	15.771	15.921	15.841	
269.2480955_MZ	Heptadecanoic acid	Un	1.0	None	None	None	None	Heptadecanoic acid is a fatty acid of exogenous (primarily ruminant) origin. Many odd length long chain amino acids are derived from the consumption of dairy fats (milk and meat). Heptadecanoic acid constitutes 0.61% of milk fat and 0.83% of ruminant meat fat. The content of heptadecanoic acid in the subcutaneous adipose tissue of humans appears to be a good biological marker of long-term milk fat intake in free-living individuals in populations with high consumption of dairy products. (PMID 9701185).	C17H34O2		None	None	None	17.422	17.651	17.486	17.257	17.37	17.534	17.544	17.584	17.434	17.255	17.467	17.412	17.297	17.392	16.909	18.209	17.215	17.759	17.407	17.294	17.369	17.881	17.203	17.389	17.149	17.291	17.664	17.284	17.392	17.222	17.324	17.277	17.35	16.936	17.164	17.647	17.161	17.747	17.419	
270.1835173_MZ	Dextromethorphan	Un	1.0	None	None	None	None	Dextromethorphan is an antitussive drug that is found in many over-the-counter cold and cough preparations, usually in the form of dextromethorphan hydrobromide. Dextromethorphan is a salt of the methyl ether dextrorotatory isomer of levorphanol, a narcotic analgesic. Dextromethorphan occurs as white crystals, is sparingly soluble in water, and freely soluble in alcohol. The drug is dextrorotatory in water (at 20 degrees Celsius, Sodium D-line) with a specific rotation of +27.6 degrees. Following oral administration, dextromethorphan is rapidly absorbed from the gastrointestinal tract, where it enters the bloodstream and crosses the blood-brain barrier. Dextromethorphan shows high affinity binding to several regions of the brain, including the medullary cough center. The first-pass through the hepatic portal vein results in some of the drug being metabolized into an active metabolite of dextromethorphan, dextrorphan, the 3-hydroxy derivative of dextromethorphan. The therapeutic activity of dextromethorphan is believed to be caused by both the drug and this metabolite. Dextromethorphan is predominantly metabolized by the liver, by various hepatic enzymes. Through various pathways, the drug undergoes (O-demethylation (which produces dextrorphan), N-demethylation, and partial conjugation with glucuronic acid and sulfate ions. The inactive metabolite (+)-3-hydroxy-N-methylmorphinan is formed as a product of DXM metabolism by these pathways. One well known metabolic catalyst involved is a specific cytochrome P450 enzyme known as 2D6, or CYP2D6. A significant portion of the population has a functional deficiency in this enzyme (and are known as poor CYP2D6 metabolizers). As CYP2D6 is the primary metabolic pathway in the inactivation of dextromethorphan, the duration of action and effects of dextromethorphan are significantly increased in such poor metabolizers. Deaths and hospitalizations have been reported in recreational use by poor CYP2D6 metabolizers. -- Wikipedia. This compound is an NMDA receptor antagonist (receptors, N-methyl-D-aspartate) and acts as a non-competitive channel blocker. It is also used to study the involvement of glutamate receptors in neurotoxicity. [PubChem]	C18H25NO		None	None	None	11.315	11.305	11.799	11.464	11.009	11.399	11.303	12.121	10.963	11.081	11.269	10.917	11.138	11.527	10.762	10.72	11.355	11.813	10.965	10.985	11.343	11.289	11.714	11.594	11.019	11.173	11.586	10.555	11.862	11.114	11.449	10.935	10.762	11.402	10.747	11.343	10.866	10.565	10.752	
270.2072284_MZ	Tridecanoylglycine	Un	1.0	None	None	None	None	Tridecanoylglycine is an acylglycine with C-13 fatty acid group as the acyl moiety. Acylglycines 1 possess a common amidoacetic acid moiety and are normally minor metabolites of fatty acids. Elevated levels of certain acylglycines appear in the urine and blood of patients with various fatty acid oxidation disorders. They are normally produced through the action of glycine N-acyltransferase which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine &#8596; CoA + N-acylglycine.	C15H29NO3		None	None	None	15.736	15.689	15.325	15.432	15.389	15.723	15.503	15.856	15.37	15.529	15.928	12.524	17.167	15.607	14.862	15.374	15.76	15.786	15.295	12.513	15.256	16.135	15.135	15.931	11.989	15.607	15.31	12.043	15.621	15.279	15.114	15.84	11.571	15.277	12.166	16.523	15.157	11.66	15.056	
271.0783155_MZ	Deoxyinosine	Un	1.0	None	None	None	None	Deoxyinosine is a nucleoside that is formed when hypoxanthine is attached to a deoxyribose ring (also known as a ribofuranose) via a beta-N9-glycosidic bond. Deoxyinosine is found in DNA while Inosine is found in RNA. Inosine is a nucleic acid important for RNA editing. Adenosine deaminase (ADA) catalyzes the conversion of adenosine and deoxyadenosine to inosine and deoxyinosine, respectively. ADA-deficient individuals suffer from severe combined immunodeficiency (SCID) and are unable to produce significant numbers of mature T or B lymphocytes. This occurs as a consequence of the accumulation of ADA substrates or their metabolites. Inosine is also an intermediate in a chain of purine nucleotides reactions required for muscle movements.	C10H12N4O4		None	None	None	12.651	12.645	14.023	13.56	13.309	13.127	13.132	13.255	12.799	12.923	13.231	12.683	12.926	13.589	13.217	12.199	12.795	13.38	12.761	12.767	12.98	12.335	12.88	13.048	12.824	12.964	12.867	12.673	13.173	12.833	12.944	12.827	12.515	12.659	12.77	12.952	12.651	12.439	12.391	
271.1726068_MZ	Estradiol	Un	1.0	None	None	None	None	Estradiol is the most potent form of mammalian estrogenic steroids. Estradiol is produced in the ovaries. The ovary requires both luteinizing hormone (LH) and follicle-stimulating hormone (FSH) to produce sex steroids. LH stimulates the cells surrounding the follicle to produce progesterone and androgens. The androgens diffuse across the basement membrane to the granulosa cell layer, where, under the action of FSH, they are aromatized to estrogens, mainly estradiol. The ovary shows cyclical activity, unlike the testis that is maintained in a more or less constant state of activity. Hormone secretions vary according to the phase of the menstrual cycle. In the developing follicle LH receptors (LH-R) are only located on the thecal cells and FSH receptors (FSHR) on the granulosa cells. The dominant pre-ovulatory follicle develops LH-Rs on the granulosa cells prior to the LH surge. Thecal cells of the preovulatory follicle also develop the capacity to synthesize estradiol and this persists when the thecal cells become incorporated into the corpus luteum. After ovulation, the empty follicle is remodelled and plays an important role in the second half or luteal phase of the menstrual cycle. This phase is dominated by progesterone and, to a lesser extent, estradiol secretion by the corpus luteum. estradiol is also synthesized locally from cholesterol through testosterone in the hippocampus and acts rapidly to modulate neuronal synaptic plasticity. Localization of estrogen receptor alpha (ERalpha) in spines in addition to nuclei of principal neurons implies that synaptic ERalpha is responsible for rapid modulation of synaptic plasticity by endogenous estradiol. estradiol is a potent endogenous antioxidant which suppresses hepatic fibrosis in animal models, and attenuates induction of redox sensitive transcription factors, hepatocyte apoptosis and hepatic stellate cells activation by inhibiting a generation of reactive oxygen species in primary cultures. This suggests that the greater progression of hepatic fibrosis and hepatocellular carcinoma in men and postmenopausal women may be due, at least in part, to lower production of estradiol and a reduced response to the action of estradiol. estradiol has been reported to induce the production of interferon (INF)-gamma in lymphocytes, and augments an antigen-specific primary antibody response in human peripheral blood mononuclear cells. IFN-gamma is a potent cytokine with immunomodulatory and antiproliferative properties. Therefore, female subjects, particularly before menopause, may produce antibodies against hepatitis B virus e antigen and hepatitis B virus surface antigen at a higher frequency than males with chronic hepatitis B virus infection. The estradiol-Dihydrotestosterone model of prostate cancer (PC) proposes that the first step in the development of most PC and breast cancer (BC) occurs when aromatase converts testosterone to estradiol. (PMID: 17708600, 17678531, 17644764).	C18H24O2		None	None	None	12.01	12.27	12.403	12.674	12.522	12.245	12.147	12.306	12.35	11.893	12.314	11.443	11.759	12.282	11.902	10.707	12.323	12.339	11.678	11.061	11.968	11.963	13.269	12.46	11.342	12.246	11.704	10.985	12.455	12.554	12.646	12.047	10.918	12.426	11.206	11.935	11.894	11.659	12.82	
271.2275128_MZ	(R)-3-Hydroxy-hexadecanoic acid	Un	1.0	None	None	None	None	(R)-3-Hydroxy-hexadecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, (R)-3-Hydroxy-hexadecanoic acid is converted from 3-Oxo-tetradecanoic acid via fatty-acid Synthase and 3-oxoacyl- [acyl-carrier-protein] reductase. (EC: 2.3.1.85 and EC: 2.3.1.41).	C16H32O3		None	None	None	15.514	15.465	15.556	14.88	15.123	15.529	15.32	15.686	15.244	15.199	15.325	14.905	15.401	15.341	14.655	15.309	15.3	15.503	15.051	14.887	15.227	15.643	15.05	15.444	14.821	15.132	15.422	14.698	15.647	14.94	14.74	15.181	14.741	14.897	15.004	15.23	14.957	15.057	15.078	
272.1872802_MZ	Heptanoylcarnitine	Un	1.0	None	None	None	None		C14H27NO4		None	None	None	11.842	11.604	12.161	12.625	11.025	11.7	11.854	12.418	11.533	11.04	11.413	11.205	11.929	11.331	11.893	10.986	11.619	11.736	11.543	10.625	12.114	11.557	11.778	11.851	11.238	11.512	11.683	10.652	12.161	11.638	11.973	11.413	10.255	11.761	11.152	11.696	11.45	11.623	10.788	
273.1699087_MZ	3-Hydroxytetradecanedioic acid	Un	1.0	None	None	None	None	3-Hydroxytetradecanedioic acid is an unusual 3-hydroxydicarboxylic acid human metabolite found occasionally in urine. (PMID 2925825) High levels of 3-Hydroxytetradecanedioic acid (and other 3-hydroxydicarboxylic acids) were detected in the urine of a patient with 3-hydroxydicarboxylic aciduria (PMID 1507493), due to acute intoxication associated with hopantenate occurs owing to pantothenic acid deficiency or the inhibition of CoA-requiring reactions during stress, i.e., infection, prolonged fasting, or malnutrition (PMID 2026687), and in a patient with thanatophoric dysplasia due to enhanced but incomplete oxidation of fatty acid, a consequence of a heterozygous point mutation, S249C in the fibroblast growth factor receptor 3 gene. (PMID 11879084).	C14H26O5		None	None	None	12.583	12.819	13.265	12.508	12.369	12.764	12.426	13.109	12.213	12.367	12.405	11.904	12.375	12.933	12.818	12.129	12.266	13.039	12.133	11.518	12.238	12.409	12.381	12.712	11.702	12.587	12.226	11.699	12.894	12.237	12.234	12.44	11.363	12.656	12.055	12.424	11.816	11.429	12.108	
273.1867969_MZ	Nandrolone	Un	1.0	None	None	None	None	Nandrolone is a C18 steroid with androgenic and anabolic properties. It is generally prepared from alkyl ethers of estradiol to resemble testosterone but less one carbon at the 19 position. -- Pubchem; Nandrolone is an anabolic steroid occurring naturally in the human body, albeit in small quantities. Nandrolone is most commonly sold commercially as its decanoate ester (Deca-Durabolin) and less commonly as a phenylpropionate ester (Durabolin). Nandrolone use is indirectly detectable in urine tests by testing for the presence of 19-norandrosterone, a metabolism product of this molecule. The International Olympic Committee has set a limit of 2 ng per ml of urine as the upper limit, beyond which an athlete is suspected of doping. -- Wikipedia.	C18H26O2		None	None	None	12.464	12.564	12.654	12.433	12.452	12.511	12.325	12.544	12.952	12.441	12.364	12.54	12.679	12.879	12.161	12.107	12.478	12.486	12.257	12.143	12.551	12.25	12.38	12.527	12.17	12.378	12.28	12.005	12.696	12.34	12.103	12.117	12.084	12.318	11.992	12.298	12.213	12.32	12.431	
274.1042245_MZ	Gamma-Glutamylglutamine	Un	1.0	None	None	None	None	gamma-Glutamylglutamine has been identified in plasma and cerebrospinal fluid from hyperammonaemic patients.	C10H17N3O6, Norophthalmic acid		None	None	None	13.51	13.609	13.898	13.327	13.4	14.869	13.486	14.015	13.718	13.153	13.377	13.597	13.931	14.226	13.561	13.03	13.32	13.495	13.47	13.372	13.606	13.373	13.226	13.427	13.35	13.755	13.411	13.263	13.618	13.815	13.198	13.54	12.998	13.376	13.43	14.071	13.029	13.264	12.749	
275.0171116_MZ	6-Phosphogluconic acid	Un	1.0	None	None	None	None	Intermediate in the Pentose phosphate pathway (KEGG).	C6H13O10P		None	None	None	14.245	13.853	15.031	13.436	15.123	14.498	14.873	14.578	14.962	14.261	14.722	14.666	14.538	14.957	13.534	14.829	15.112	14.688	14.744	15.161	14.3	14.71	15.111	14.476	14.488	14.473	14.159	14.232	14.979	14.695	13.726	14.526	15.358	14.925	13.935	13.904	15.224	15.295	14.4	
275.0922980_MZ	Gamma Glutamylglutamic acid	Un	1.0	None	None	None	None	Gamma Glutamylglutamic acid is made of two glutamic acid molecules. Glutamic acid (Glu), also referred to as glutamate (the anion), is one of the 20 proteinogenic amino acids. It is not among the essential amino acids. Glutamate is a key molecule in cellular metabolism. In humans, dietary proteins are broken down by digestion into amino acids, which serves as metabolic fuel or other functional roles in the body. Glutamate is the most abundant fast excitatory neurotransmitter in the mammalian nervous system. At chemical synapses, glutamate is stored in vesicles. Nerve impulses trigger release of glutamate from the pre-synaptic cell. In the opposing post-synaptic cell, glutamate receptors, such as the NMDA receptor, bind glutamate and are activated. Because of its role in synaptic plasticity, it is believed that glutamic acid is involved in cognitive functions like learning and memory in the brain. Glutamate transporters are found in neuronal and glial membranes. They rapidly remove glutamate from the extracellular space. In brain injury or disease, they can work in reverse and excess glutamate can accumulate outside cells. This process causes calcium ions to enter cells via NMDA receptor channels, leading to neuronal damage and eventual cell death, and is called excitotoxicity. The mechanisms of cell death include: * Damage to mitochondria from excessively high intracellular Ca2+. * Glu/Ca2+-mediated promotion of transcription factors for pro-apoptotic genes, or downregulation of transcription factors for anti-apoptotic genes. Excitotoxicity due to glutamate occurs as part of the ischemic cascade and is associated with stroke and diseases like amyotrophic lateral sclerosis, lathyrism, and Alzheimer's disease. glutamic acid has been implicated in epileptic seizures. Microinjection of glutamic acid into neurons produces spontaneous depolarization around one second apart, and this firing pattern is similar to what is known as paroxysmal depolarizing shift in epileptic attacks. This change in the resting membrane potential at seizure foci could cause spontaneous opening of voltage activated calcium channels, leading to glutamic acid release and further depolarization. (http://en.wikipedia.org/wiki/Glutamic_acid).	C10H16N2O7		None	None	None	12.841	12.888	13.462	13.069	13.373	13.413	13.286	13.095	13.046	12.776	13.498	12.695	13.027	13.574	13.034	12.368	12.702	12.849	12.779	12.315	12.852	12.499	13.018	13.056	12.526	13.123	12.782	12.537	13.339	13.037	12.853	12.699	12.109	12.459	12.628	12.914	12.562	12.426	12.268	
275.1249174_MZ	Saccharopine	Un	1.0	None	None	None	None	Saccharopine is an intermediate in the degradation of lysine, formed by condensation of lysine and alpha-ketoglutarate. The saccharopine pathway is the main route for lysine degradation in mammal and its first two reactions are catalyzed by enzymatic activities known as lysine-oxoglutarate reductase (LOR) and saccharopine dehydrogenase (SDH), which reside on a single bifunctional polypeptide (EC EC 1.5.1.8, LOR/SDH). The reactions involved by saccharopine dehydrogenases have a very strict substrate specificity for L-lysine, 2-oxoglutarate and NADPH. LOR/SDH has been detected in a number of mammalian tissues, mainly in the liver and kidney, contributing not only to the general nitrogen balance in the organism but also to the controlled conversion of lysine into ketone bodies. A tetrameric form has also been observed in human liver and placenta. LOR activity has also been detected in brain mitochondria during embryonic development, and this opens the question of whether the degradation of lysine has any functional significance during brain development and puts a new focus on the nutritional requirements for lysine in gestation and infancy. Finally, LOR and/or SDH deficiencies seem to be involved in a human autosomic genetic disorder known as familial hyperlysinemia, which is characterized by serious defects in the functioning of the nervous system, and characterized by deficiency in lysine-ketoglutarate reductase, saccharopine dehydrogenase, and saccharopine oxidoreductase activities. Saccharopinuria (high amounts of saccharopine in the urine) and saccharopinemia (an excess of saccharopine in the blood) are conditions present in some inherited disorders of lysine degradation. (PMID: 463877, 10567240, 10772957, 4809305).	C11H20N2O6		None	None	None	13.855	15.21	14.571	14.813	13.585	14.647	14.239	14.377	13.972	13.286	13.89	15.099	14.181	13.925	15.276	15.007	12.96	14.415	13.546	13.554	13.581	13.691	14.515	14.18	13.339	13.982	13.585	14.062	14.973	15.011	13.436	13.066	14.073	14.336	14.127	13.984	14.092	13.696	14.155	
275.2010857_MZ	Stearidonic acid	Un	1.0	None	None	None	None	Stearidonic acid is found in dietary plant oils which are metabolized to longer-chain, more unsaturated (n-3) PUFA. These oils appear to possess hypotriglyceridemic properties typically associated with fish oils.(PMID: 15173404). Stearidonic acid may be used as a precursor to increase the EPA content of human lipids and that combinations of gamma-linolenic acid and stearidonic acid eicosapentaenoic acid can be used to manipulate the fatty acid compositions of lipid pools in subtle ways. Such effects may offer new strategies for manipulation of cell composition in order to influence cellular responses and functions in desirable ways. (PMID: 15120716).	C18H28O2, 19-Norandrosterone, 19-Nor-5-androstenediol, 19-Noretiocholanolone		None	None	None	12.256	12.313	12.617	12.302	12.236	13.246	12.229	12.258	12.877	12.414	12.479	12.344	12.228	12.947	11.822	12.464	13.079	12.747	12.166	11.936	12.34	12.479	12.166	12.776	11.951	12.453	12.529	11.683	12.69	12.134	12.149	12.358	11.985	12.468	11.784	12.496	12.113	12.339	12.06	
275.2374322_MZ	5a-Androstan-3b-ol	Un	1.0	None	None	None	None		C19H32O		None	None	None	10.481	10.366	10.192	10.164	10.431	10.39	10.665	10.629	10.471	10.123	10.481	10.461	10.416	10.33	9.882	11.368	10.25	10.749	10.248	10.285	10.343	10.784	10.22	10.387	10.05	10.399	10.674	10.036	10.165	10.362	10.129	10.626	10.387	10.256	10.087	10.601	10.236	10.759	10.266	
276.9040357_MZ	PPPi	Un	1.0	None	None	None	None		H5O10P3		None	None	None	13.615	13.723	13.644	13.601	13.695	13.632	13.668	13.644	13.811	13.73	13.61	13.753	13.617	13.637	13.344	13.987	13.868	13.752	13.661	13.823	13.673	13.828	13.769	13.748	13.704	13.802	13.748	13.802	13.723	13.498	13.417	13.689	13.881	13.81	13.71	13.756	13.893	13.856	14.148	
277.1440343_MZ	Alpha-CEHC	Un	1.0	None	None	None	None	2,5,7,8-tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman (alpha-CEHC) has been identified as a major water-soluble metabolite of vitamin E, which circulates in the blood and is excreted with the urine. (PMID 12420750).	C16H22O4, Monoethylhexyl phthalic acid		None	None	None	13.948	14.033	14.469	13.82	14.077	14.347	14.349	14.295	13.762	14.09	14.307	13.055	14.0	14.267	13.508	13.96	14.044	14.358	13.653	12.858	13.908	14.039	13.655	14.195	12.969	13.963	14.127	12.844	14.36	14.029	13.671	13.909	12.899	13.529	13.122	13.855	13.465	13.184	13.3	
277.1551852_MZ	Leucyl-phenylalanine	Un	1.0	None	None	None	None	Leucyl-phenylalanine (leu-phe) is a peptide made of leucine and phenylalanine molecules. They are an essential amino acids.	C15H22N2O3		None	None	None	12.789	12.838	12.676	12.766	12.903	12.913	12.509	12.717	13.313	12.677	13.043	12.408	12.849	12.81	12.183	12.427	12.283	12.843	12.165	12.413	12.386	12.742	12.532	13.241	12.792	12.303	12.459	13.338	12.678	12.19	12.438	12.362	12.552	12.471	13.305	13.035	12.403	12.308	12.279	
277.2169946_MZ	Alpha-Linolenic acid	Un	1.0	None	None	None	None	Alpha-linolenic acid (ALA) is a polyunsaturated fatty acid (PUFA). It is a member of the group of essential fatty acids called omega-3 fatty acids. Alpha-linolenic acid, in particular, is not synthesized by mammals and therefore is an essential dietary requirement for all mammals. Certain nuts (English walnuts) and vegetable oils (canola, soybean, flaxseed/linseed, olive) are particularly rich in alpha-linolenic acid (ALA). Omega-3 fatty acids get their name based on the location of one of their first double bond. In all omega-3 fatty acids, the first double bond is located between the third and fourth carbon atom counting from the methyl end of the fatty acid (n-3). Although humans and other mammals can synthesize saturated and some monounsaturated fatty acids from carbon groups in carbohydrates and proteins, they lack the enzymes necessary to insert a cis double bond at the n-6 or the n-3 position of a fatty acid. Omega-3 fatty acids like a-linolenic acid are important structural components of cell membranes. When incorporated into phospholipids, they affect cell membrane properties such as fluidity, flexibility, permeability and the activity of membrane bound enzymes. Omega-3 fatty acids can modulate the expression of a number of genes, including those involved with fatty acid metabolism and inflammation. Alpha linolenic acid and other omega 3 fatty acids may regulate gene expression by interacting with specific transcription factors, including peroxisome proliferator activated receptors (PPARs) and liver X receptors (LXRs).	C18H30O2, Gamma-Linolenic acid		None	None	None	15.261	14.942	15.179	14.953	15.021	16.945	15.645	15.406	16.079	15.482	14.858	15.109	15.613	16.378	14.02	16.29	16.157	16.266	15.011	14.25	14.97	15.612	15.028	15.487	14.481	15.268	16.054	14.038	14.875	15.554	14.809	15.906	14.806	15.078	13.874	16.038	15.028	14.949	14.905	
279.2329303_MZ	Linoleic acid	Un	1.0	None	None	None	None	Linoleic acid is a doubly unsaturated fatty acid, also known as an omega-6 fatty acid, occurring widely in plant glycosides. In this particular polyunsaturated fatty acid (PUFA), the first double bond is located between the sixth and seventh carbon atom from the methyl end of the fatty acid (n-6). Linoleic acid is an essential fatty acid in human nutrition because it cannot be synthesized by humans. It is used in the biosynthesis of prostaglandins (via arachidonic acid) and cell membranes. (From Stedman, 26th ed).	C18H32O2, Bovinic acid, 9E,11E-Octadecadienoic acid, 10E,12Z-Octadecadienoic acid, Linoelaidic acid		None	None	None	19.501	18.928	19.441	18.725	19.507	20.767	20.216	19.956	19.729	19.16	19.065	19.548	20.023	20.383	18.23	20.71	19.74	20.659	19.176	18.577	19.087	19.883	19.372	19.368	18.792	19.287	20.475	18.404	18.863	20.09	18.95	20.325	19.446	18.811	17.939	20.178	19.155	19.37	19.379	
280.0852147_MZ	4-Hydroxyphenylacetylglutamine	Un	1.0	None	None	None	None	4-Hydroxyphenylacetylglutamine is involved in tyrosine and phenylalanine metabolism.	C13H15NO6		None	None	None	11.801	11.866	12.252	12.107	11.707	12.205	11.834	11.933	11.851	11.757	11.843	11.574	11.78	11.866	11.936	11.964	12.045	11.874	11.743	11.581	11.958	11.769	11.965	11.911	11.67	12.066	11.642	11.812	12.239	11.841	11.896	11.563	11.676	12.059	11.95	12.178	11.781	11.607	11.433	
280.1030489_MZ	1-Methyladenosine	Un	1.0	None	None	None	None	1-methyladenosine is one of the modified nucleosides, the levels of which are elevated in urine of patients with malignant tumors. Examination of expression of 1-methyladenosine is expected to be useful for the histological diagnosis of intraocular tumors. (PMID 8434538).	C11H15N5O4, N6-Methyladenosine, 2'-O-Methyladenosine, 3'-O-Methyladenosine		None	None	None	12.543	12.872	12.979	12.814	12.702	13.015	12.703	12.694	12.977	12.638	12.718	12.648	12.652	12.687	12.607	12.176	12.879	12.65	12.953	12.516	12.846	12.889	12.455	12.783	12.639	12.902	12.72	12.919	12.961	12.573	12.512	12.358	12.535	12.991	13.246	13.325	12.381	12.399	12.007	
280.1265649_MZ	Gamma glutamyl ornithine	Un	1.0	None	None	None	None	Gamma glutamyl ornithine is found in human urine. - PubMed reference: 1148212. Gamma-glutamylornithine has been identified in urine from patients with the HHH syndrome (hyperornithinemia, hyperammonemia and homocitrullinuria) and with gyrate atrophy associated with hyperornithinemia. The amount of gamma-glutamylornithine excreted was 10-15 times higher than that excreted in normal subjects. - PubMed reference: 6547887.	C10H19N3O5, Aspartylysine, Alpha-Aspartyl-lysine		None	None	None	11.916	11.991	12.498	12.377	12.352	12.865	11.85	11.936	12.21	12.601	12.941	12.145	12.663	12.842	11.459	11.099	11.658	11.807	11.763	12.118	12.805	12.048	11.937	12.392	11.821	11.768	11.496	11.847	13.307	11.737	11.85	11.51	12.156	11.966	12.551	12.064	11.994	12.377	11.503	
281.2486907_MZ	Oleic acid	Un	1.0	None	None	None	None	Oleic acid is an unsaturated fatty acid that is the most widely distributed and abundant fatty acid in nature. It is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent. (Stedman, 26th ed) Biological Source: Major constituent of plant oils e.g. olive oil (about 80%), almond oil (about 80%) and many others, mainly as glyceride. Constituent of tall oil and present in fruits Use/Importance: Food additive. Oleic acid is used in manufacturing of surfactants, soaps, plasticizers. Emulsifying agent in foods and pharmaceuticals. Biological Use/Importance: Skin penetrant. Herbicide, insecticide, fungicide (Dictionary of Organic Compounds). Oleic acid is a fatty acid that occurs naturally in various animal and vegetable fats and oils. It is an odorless, colourless oil, although commercial samples may be yellowish. In chemical terms, oleic acid is classified as a monounsaturated omega-9 fatty acid. It has the formula CH3(CH2)7CH=CH(CH2)7COOH. The term oleic means related to, or derived from, oil or olive, the oil that is predominantly composed of oleic acid. (Wiki).	C18H34O2, Elaidic acid, Vaccenic acid		None	None	None	20.878	19.427	19.884	19.39	20.975	21.796	21.233	21.119	20.577	20.449	20.28	20.21	21.478	21.532	18.828	22.072	20.265	21.489	20.168	20.033	19.767	21.218	20.625	20.07	20.51	20.103	21.337	19.865	19.435	20.456	19.696	21.908	21.19	19.932	19.566	21.565	20.585	20.17	20.254	
283.0679885_MZ	Xanthosine	Un	1.0	None	None	None	None	Xanthosine is produced by guanine-free mutants of bacteria e.g. Bacillus subtilis, Aerobacter aerogenes. Also reported from seeds of Trifolium alexandrinum Physical Description: Prismatic cryst. (H2O) (Chemnetbase) The deamination product of guanosine. Xanthosine monophosphate is an intermediate in purine metabolism, formed from IMP, and forming GMP.(Wikipedia). Xanthylic acid can be used in quantitative measurements of the Inosine monophosphate dehydrogenase enzyme activities in purine metabolism, as recommended to ensure optimal thiopurine therapy for children with acute lymphoblastic leukaemia (ALL). (PMID: 16725387).	C10H12N4O6		None	None	None	15.132	15.103	14.612	14.471	14.839	17.016	15.153	14.343	16.042	16.309	15.906	16.702	14.945	15.638	15.371	17.273	16.657	15.523	16.208	15.503	16.52	14.907	15.187	16.137	16.356	15.367	16.335	15.632	16.469	15.087	16.444	15.613	15.45	15.464	15.374	16.899	15.366	14.496	14.488	
283.0821277_MZ	p-Cresol glucuronide	Un	1.0	None	None	None	None	p-Cresol glucuronide is a glucuronide derivative a p-Cresol that is typically excreted in the urine. P-Cresol (the precursor of p-cresol sulfate (PCS) and p-cresol glucuronide (PCG)) is mainly generated as an end product of tyrosine biotransformation by anaerobic intestinal bacteria. During passage through the colonic mucosa and liver, sulfatation and glucuronidation generates p-Cresol sulfate (as the most preponderant metabolite) and p-Cresol glucuronide (at markedly lower concentrations) (PMID: 23826225). Cresols are known as methylphenols. Cresols are used to dissolve other chemicals, such as disinfectants and deodorizers. They are also used to make specific chemicals that kill insect pests. Cresol solutions are used as household cleaners and disinfectants such as Lysol. Cresol solutions can also be found in photographic developers. In the past, cresol solutions have been used as antiseptics in surgery, but they have been largely displaced in this role by less toxic compounds. Cresols are found in many foods and in wood and tobacco smoke, crude oil, coal tar, and in brown mixtures such as creosote, cresolene and cresylic acids, which are wood preservatives. Microbes in the soil and water produce cresols when they break down materials in the environment. Most exposures to cresols are at very low levels that are not harmful. When cresols are breathed, ingested, or applied to the skin at very high levels, they can be very harmful. Effects observed in people include irritation and burning of skin, eyes, mouth, and throat; abdominal pain and vomiting. Cresols are also a chemical component found in Sharpie Markers. P-cresol is a major component in pig odor.	C13H16O7		None	None	None	14.846	15.119	15.111	15.164	14.378	15.528	13.715	13.804	14.201	14.333	14.103	15.647	14.137	15.437	15.948	14.926	14.588	14.604	14.023	13.851	14.892	14.256	13.987	14.957	14.658	14.516	15.084	14.86	15.688	15.674	14.606	14.454	14.488	15.17	14.691	14.683	14.408	12.785	13.839	
283.2641168_MZ	Stearic acid	Un	1.0	None	None	None	None	Stearic acid, also called octadecanoic acid, is one of the useful types of saturated fatty acids that comes from many animal and vegetable fats and oils. It is a waxy solid, and its chemical formula is CH3(CH2)16COOH. Its name comes from the Greek word stear, which means tallow. Its IUPAC name is octadecanoic acid. -- Wikipedia.	C18H36O2		None	None	None	23.104	23.33	23.093	22.886	23.043	22.915	23.252	23.277	23.075	22.796	23.122	23.063	22.929	22.898	22.505	23.943	22.815	23.375	23.04	22.934	23.004	23.537	22.807	23.041	22.756	22.902	23.395	22.878	23.004	22.85	22.975	22.908	22.948	22.522	22.764	23.241	22.788	23.421	23.084	
284.0305575_MZ	2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine	Un	1.0	None	None	None	None	2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine is an intermediate in purine metabolism. The enzyme phosphoribosylformylglycinamidine synthase [EC:6.3.5.3] catalyzes the production of this metabolite from N2-formyl-N1-(5-phospho-D-ribosyl)glycinamide.	C6H12N3O8P		None	None	None	12.442	12.115	12.42	12.389	12.429	12.96	12.358	11.984	12.616	12.575	12.495	12.68	12.63	12.656	12.781	12.96	12.915	12.413	12.467	12.708	12.465	12.254	12.246	12.584	12.412	12.502	12.486	12.729	12.715	12.201	12.441	12.325	12.756	12.571	12.917	12.669	12.632	12.668	12.077	
285.2031695_MZ	Hexadecanedioic acid	Un	1.0	None	None	None	None	Hexadecanedioic acid is activated by mitochondrial and microsomal fractions in liver (PMID 4372285). It has an antitumor activity (PMID 14987827).	C16H30O4		None	None	None	13.267	13.249	14.459	12.896	13.374	13.308	13.474	14.384	12.943	13.134	12.883	12.237	13.291	13.892	13.084	13.095	13.245	14.273	12.946	12.138	12.869	13.381	13.2	13.513	12.297	13.19	13.508	12.239	13.415	12.656	12.479	13.118	12.456	12.998	12.611	13.256	12.616	12.236	12.898	
286.2019460_MZ	L-Octanoylcarnitine	Un	1.0	None	None	None	None	L-Octanoylcarnitine is the physiologically active form of octanoylcarnitine. (PMID 11274033). Octanoylcarnitine is detected in medium-chain acyl-CoA dehydrogenase (MCAD) deficiency. MCAD is characterized by intolerance to prolonged fasting, recurrent episodes of hypoglycemic coma with medium-chain dicarboxylic aciduria, impaired ketogenesis, and low plasma and tissue carnitine levels. (OMIM 201450).	C15H29NO4		None	None	None	12.078	12.167	12.646	11.988	11.574	12.177	12.585	12.613	12.237	11.994	12.108	10.179	12.507	12.195	11.782	12.439	11.907	12.449	11.853	10.954	11.619	12.307	11.677	12.54	10.376	11.775	12.498	10.527	12.173	12.217	11.742	11.988	11.104	11.788	11.375	12.803	11.558	9.656	11.356	
287.2410166_MZ	All-trans-13,14-dihydroretinol	Un	1.0	None	None	None	None	All-trans-13,14-dihydroretinol is involved in the retinol metabolism pathway. In this pathway, all-trans-13,14-dihydroretinol and an acceptor molecule is reversibly converted to retinol (vitamin A) plus reduced acceptor via the enzyme all-trans-retinol 13,14-reductase (EC 1.3.99.23). (KEGG).	C20H32O		None	None	None	10.787	10.0	12.417	9.985	10.976	10.541	12.931	12.78	10.131	9.881	10.281	10.178	11.175	10.868	9.711	13.144	10.357	12.663	9.983	9.649	9.98	10.738	10.083	10.828	9.78	10.487	12.419	9.307	10.269	12.548	9.532	11.318	10.893	9.705	9.475	10.64	10.375	10.218	10.51	
288.1200573_MZ	Ophthalmic acid	Un	1.0	None	None	None	None	Ophthalmic acid is an analogue of glutathione isolated from crystalline lens.	C11H19N3O6		None	None	None	16.624	16.38	17.536	17.763	15.35	15.999	16.16	16.269	16.205	16.242	17.181	16.214	17.138	16.588	16.223	15.566	14.921	15.657	15.053	15.915	16.329	15.985	16.187	16.395	17.809	15.577	15.184	15.097	16.237	16.387	15.607	16.612	16.082	16.352	15.186	15.971	16.553	16.038	15.372	
289.0325359_MZ	D-Sedoheptulose 7-phosphate	Un	1.0	None	None	None	None	D-Sedoheptulose 7-phosphate is an intermediate of the Pentose phosphate pathway (PPP) that has two functions: the generation of NADPH for reductive syntheses and oxidative stress responses within cells, and the formation of ribose residues for nucleotide and nucleic acid biosynthesis. (PMID 16055050)It is formed by transketolase and acted upon (degraded) by transaldolase. Sedoheptulose 7-phosphate can be increased in the blood of patients affected with a transaldolase deficiency (TALDO1; EC 2.2.1.2). (PMID 12881455) Sedoheptulose is a ketoheptose, a monosaccharide with seven carbon atoms and a ketone functional group. It is one of the few heptoses found in nature. (wikipedia).	C7H15O10P		None	None	None	16.863	16.372	16.998	15.713	16.771	16.448	17.214	16.45	17.194	16.553	16.633	16.25	16.735	17.303	15.503	16.754	17.203	16.433	17.002	16.787	16.577	17.009	16.688	16.94	16.882	17.117	16.938	16.857	16.738	16.168	15.36	16.965	16.463	16.681	17.554	17.076	16.862	17.029	16.891	
290.1297087_MZ	S-(2-Methylbutanoyl)-dihydrolipoamide	Un	1.0	None	None	None	None	S-(2-Methylbutanoyl)-dihydrolipoamide-E is an intermediate in isoleucine degradation. S-(2-Methylbutanoyl)-dihydrolipoamide is normally conjugated to a lysine residue of the methylpropanoyltransferase enzyme (E stands for enzyme). The structure shown here is the free form. Specifically S-(2-Methylbutanoyl)-dihydrolipoamide-E is the 2-methylbutanoyl thioester of the reduced lipoyllysine residue in dihydrolipoyllysine-residue (2-methylpropanoyl)transferase.	C13H25NO2S2, S-(3-Methylbutanoyl)-dihydrolipoamide-E		None	None	None	12.325	12.276	13.298	12.74	11.93	12.426	12.064	13.039	11.893	12.082	12.489	11.999	12.225	12.951	12.48	11.613	11.992	12.579	11.604	11.56	12.042	11.977	12.014	12.68	12.17	12.067	11.776	11.243	12.625	11.816	11.944	12.375	11.308	11.846	11.687	12.174	11.724	11.487	11.607	
293.0098705_MZ	D-Glucuronic acid 1-phosphate	Un	1.0	None	None	None	None	D-Glucuronic acid 1-phosphate is an end product of the UDP-glucuronic acid pathway. Formation of free glucuronic acid from UDP-glucuronic acid can be considered as the first step in the synthesis of vitamin C, a pathway that occurs in most vertebrates, although not in guinea pigs and primates, including humans. Free glucuronic acid can also be converted to pentose phosphate intermediates via the 'pentose pathway'. The latter is interrupted in subjects with pentosuria, who have a deficiency in l-xylulose reductase (EC 1.1.1.10, an enzyme that belongs to the short-chain dehydrogenase/reductase family) and excrete abnormal amounts of l-xylulose. Some xenobiotics stimulate the formation of vitamin C in animals and enhance the excretion of l-xylulose in humans with pentosuria and have shown that aminopyrine, metyrapone and other xenobiotics cause an almost instantaneous increase in the conversion of UDP-glucuronic acid to glucuronic acid. It is usually stated that glucuronic acid formation from UDP-glucuronic acid is the result of two successive reactions comprising the hydrolysis of UDP-glucuronic acid to glucuronic acid 1-phosphate and UMP by nucleotide pyrophosphatase (E-NPP3, EC 3.6.1.9), followed by dephosphorylation of glucuronic acid 1-phosphate. Glucuronidation is responsible for conjugating potentially toxic lipophilic compounds with glucuronic acid, thereby producing molecules with greater aqueous solubility that is excreted more readily into urine and bile. The rate at which any compound may be glucuronidated depends on the concentration and activity of the UDP-glucuronosyltransferases as well as the concentration of the cofactor UDP-glucuronic acid. UDP-glucuronic acid is formed after oxidation of UDP-glucose by UDP-glucose dehydrogenase (UGDH, EC 1.1.1.22) with NAD as the electron acceptor. UDP-glucuronic acid may then be either used as the glucuronic acid donor for xenobiotic conjugation reactions by UDPglucuronosyltransferases (GlcAT-P, EC 2.4.1.17), or degraded to D-glucuronic acid 1-phosphate after the phosphodiester bond is cleaved by E-NPP3. E-NPP3 is the same enzyme that further reduces D-Glucuronic acid 1-phosphate to free D-glucuronic acid. Decreases in UDP-glucuronic acid concentration may be due to reduced availability of UDP-glucose or decreased UGDH activity or to increased activities of GlcAT-P or E-NPP3. Exposure to volatile anesthetics reduces hepatic UDP-glucuronic acid concentrations, and alters the rate of conjugation of compounds such as acetaminophen, bilirubin, diethylstilbestrol, iopanoic acid and valproic acid in a non-sex-dependent fashion in experimental mice. The depletion of UDP-glucuronic acid by anesthetics is caused by altered activity of microsomal E-NPP3. (PMID: 2167093, 16689937, 1276).	C6H11O10P		None	None	None	14.102	14.291	14.156	14.324	14.203	14.246	14.415	14.347	14.093	14.371	14.53	14.247	14.383	14.525	14.826	14.358	14.394	14.13	14.188	14.392	14.001	14.315	14.651	13.956	14.03	14.352	14.147	13.993	14.588	14.362	14.957	14.413	14.55	14.217	14.259	14.208	14.399	14.48	13.942	
293.2114691_MZ	17-Hydroxylinolenic acid	Un	1.0	None	None	None	None	17-hydroxylinolenic acid participates in alpha- Linolenic acid metabolism. 17-hydroxylinolenic acid is produced from alpha linolenic acid. Alpha-Linolenic acid is an organic compound found in many common vegetable oils. Systematically, it is named all-cis-9,12,15-octadecatrienoic acid.[1] In physiological literature, it is given the name 18:3 (n&#8722;3). Alpha-linolenic acid is a carboxylic acid with an 18-carbon chain and three cis double bonds. The first double bond is located at the third carbon from the n end. Thus, &#945;-linolenic acid is a polyunsaturated n&#8722;3 (omega-3) fatty acid. It is an isomer of &#947;-linolenic acid, a polyunsaturated n&#8722;6 (omega-6) fatty acid.(Wikipedia).	C18H30O3, 13-OxoODE, 9-OxoODE, A-12(13)-EpODE, 13-HOTE, 15(16)-EpODE, 9(10)-EpODE, 9-HOTE		None	None	None	13.737	14.039	14.835	14.075	15.018	16.11	14.463	13.989	14.603	14.586	15.25	14.12	14.538	15.134	13.782	13.928	14.18	14.022	13.454	13.67	14.733	13.863	14.229	14.803	13.667	14.429	14.15	13.37	15.025	14.198	14.209	13.859	13.85	14.559	13.837	14.095	14.006	14.775	13.69	
294.0505206_MZ	5-Aminoimidazole ribonucleotide	Un	1.0	None	None	None	None	5-aminoimidazole ribonucleotide (AIR), is an intermediate of purine nucleotide biosynthesis. It is also the precursor to 4-amino-2-methyl-5-hydroxymethylpyrimidine (HMP), the first product of pyrimidine biosynthesis. This reaction is mediated by the enzyme HMP-P kinase (ThiD). HMP is a precursor of thiamine phosphate (TMP), and subsequently to thiamine pyrophosphate (TPP). TPP is an essential cofactor in all living systems that plays a central role in metabolism. (PMID: 15326535). 5-Aminoimidazole ribonucleotide is a substrate for a number of proteins including: Scaffold attachment factor B2, Multifunctional protein ADE2, Pulmonary surfactant-associated protein B, Tumor necrosis factor receptor superfamily member 25, Pulmonary surfactant-associated protein C, Serine/threonine-protein kinase Chk1, Vinexin, Trifunctional purine biosynthetic protein adenosine-3, Antileukoproteinase 1 and Scaffold attachment factor B.	C8H14N3O7P		None	None	None	13.676	13.623	13.545	13.745	13.551	13.565	13.501	13.927	13.226	13.259	13.788	13.811	13.862	13.602	13.374	13.506	13.594	13.525	13.806	13.601	13.597	13.471	13.44	13.644	13.637	13.434	13.687	13.743	13.736	13.771	13.369	13.749	13.539	13.504	13.839	13.717	13.454	13.523	13.223	
295.2273297_MZ	Alpha-dimorphecolic acid	Un	1.0	None	None	None	None	Alpha-dimorphecolic acid or 9(S)-HODE is an endogenous fatty acid (PPAR)gamma agonist synthesized in the body from linoleic acid. Alpha-dimorphecolic acid activates peroxisomal proliferator-activated receptor-gamma (PPAR)gamma in human endothelial cells increasing plasminogen activator inhibitor type-1 expression. Plasminogen activator inhibitor type-1 (PAI-1) is a major physiological inhibitor of fibrinolysis, with its plasma levels correlating with the risk for myocardial infarction and venous thrombosis. The regulation of PAI-1 transcription by endothelial cells (ECs), a major source of PAI-1, remains incompletely understood. Adipocytes also produce PAI-1, suggesting possible common regulatory pathways between adipocytes and ECs. Peroxisomal proliferator-activated receptor-gamma (PPAR)gamma is a ligand-activated transcription factor that regulates gene expression in response to various mediators such as 15-deoxy-Delta12, 14-prostaglandin J2 (15d-PGJ2) and oxidized linoleic acid (9- and 13-HODE). Alpha-dimorphecolic acid is a ligand of the G protein-coupled receptor G2A. (PMID: 10073956, 16647253, 16236715).	C18H32O3, 13S-hydroxyoctadecadienoic acid, 9,10-Epoxyoctadecenoic acid, 12,13-EpOME, 9-HODE		None	None	None	14.573	14.738	15.253	14.451	14.9	16.155	15.066	14.973	15.015	15.03	15.038	14.308	15.184	15.377	14.03	14.9	15.025	15.108	14.39	14.247	14.891	14.821	14.593	14.875	14.324	14.661	15.059	14.073	14.905	14.687	14.419	14.969	14.424	15.603	14.298	15.025	14.513	14.821	14.407	
296.0819301_MZ	5'-Methylthioadenosine	Un	1.0	None	None	None	None	5'-Methylthioadenosine (MTA) is a naturally occurring sulfur-containing nucleoside present in all mammalian tissues. It is produced from S-adenosylmethionine mainly through the polyamine biosynthetic pathway, where it behaves as a powerful inhibitory product. MTA is metabolized solely by MTA-phosphorylase, to yield 5-methylthioribose-1-phosphate and adenine, a crucial step in the methionine and purine salvage pathways, respectively. Evidence suggests that MTA can affect cellular processes in many ways. For instance, MTA has been shown to influence regulation of gene expression, proliferation, differentiation and apoptosis (PMID 15313459). 5-Methylthioadenosine can be found in human urine. Elevated excretion appears in children with severe combined immunodeficiency syndrome (PMID 3987052).	C11H15N5O3S		None	None	None	13.828	13.725	13.964	13.514	13.574	14.134	13.846	13.793	13.853	13.227	13.412	13.848	13.713	13.563	13.929	13.585	13.411	13.725	13.602	13.661	13.721	13.681	13.552	13.668	13.54	13.715	13.573	13.72	13.902	13.853	13.503	13.617	13.423	13.693	13.839	13.674	13.502	13.783	12.95	
296.2626939_MZ	Palmitoleoyl Ethanolamide	Un	1.0	None	None	None	None		C18H35NO2		None	None	None	12.272	12.457	12.532	12.175	12.521	12.622	12.708	12.722	12.433	12.279	12.636	12.389	12.423	12.513	12.061	13.105	12.256	12.705	12.415	12.31	12.395	12.835	12.383	12.473	12.061	12.348	12.801	12.269	12.276	12.386	12.272	12.498	12.383	12.029	12.098	12.659	12.169	12.671	12.648	
297.2428533_MZ	3-Oxooctadecanoic acid	Un	1.0	None	None	None	None	3-Oxo-Octadecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, 3-Oxo-Octadecanoic acid is converted from Malonic acid via the enzyme, beta-ketoacyl -acyl-carrier-protein synthase II. (E.C: 2.3.1.179). In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.	C18H34O3		None	None	None	16.601	16.648	17.367	16.228	16.599	16.838	16.621	17.27	16.609	16.449	16.552	16.287	16.525	16.838	15.937	16.885	16.372	17.313	16.389	16.25	16.427	16.879	16.322	16.654	16.179	16.424	16.752	16.156	16.612	16.104	16.22	16.554	16.271	16.389	16.166	16.694	16.253	16.576	16.498	
297.2789497_MZ	Nonadecanoic acid	Un	1.0	None	None	None	None	Nonadecanoic acid is an odd-numbered long chain fatty acid, likely derived from bacterial or plant sources. Nonadecanoic acid has been found in ox fats and vegetable oils. It is also used by certain insects as a phermone.	C19H38O2, Pristanic acid, Tuberculostearic acid		None	None	None	15.039	15.222	15.166	14.861	15.065	15.005	15.154	15.268	15.014	14.849	14.997	14.964	14.906	14.968	14.495	15.773	14.822	15.4	14.954	14.871	14.929	15.401	14.8	15.034	14.808	14.913	15.298	14.814	15.01	14.816	14.919	14.862	14.894	14.573	14.75	15.195	14.747	15.285	15.015	
299.2583926_MZ	(R)-3-Hydroxy-Octadecanoic acid	Un	1.0	None	None	None	None	(R)-3-Hydroxy-Octadecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, (R)-3-Hydroxy-Octadecanoic acid is converted from 3-Oxo-Octadecanoic acid via 3-oxoacyl- [acyl-carrier-protein] reductase. (EC: 1.1.1.100).	C18H36O3		None	None	None	15.291	15.302	15.575	14.807	15.079	15.176	15.119	15.529	15.093	15.057	15.208	14.871	15.239	15.182	14.551	15.369	15.065	15.524	14.932	14.809	15.102	15.42	14.799	15.228	14.703	15.028	15.276	14.68	15.349	14.71	14.84	15.106	14.739	14.664	14.756	15.191	14.781	15.076	15.037	
300.0397208_MZ	N-Acetylgalactosamine 4-sulphate	Un	1.0	None	None	None	None	Also known as GalNAc4S, this molecule is a key component of dermatan, keratan and chondroitin sulfate. It is also a substrate for the enzyme N-acteylgalactosamine-4-sulphate transferase. This molecule is found in elevated concentrations in the urine of patients suffering from muchopolysaccharidosis type III, IV and VI. Levels are typically 300-400 times normal values. GalNAc4S is thought to be derived from the action of beta-N-acetylhexosaminidase on sulphated GlcNAc or GalNAc residues at the non-reducing end of keratan sulphate, dermatan sulphate or chondroitin sulphate.	C8H15NO9S, N-Acetylglucosamine 6-sulfate, N-Acetylgalactosamine 6-sulfate		None	None	None	16.47	16.206	16.762	16.399	16.495	16.414	16.246	16.473	16.335	16.118	16.032	16.316	16.338	16.519	15.536	15.801	16.686	16.502	16.967	16.214	16.679	16.085	16.267	16.527	16.726	16.458	16.326	16.539	15.624	16.129	16.003	16.556	16.47	16.862	16.41	16.271	16.438	15.963	15.623	
301.0945731_MZ	1-Methylinosine	Un	1.0	None	None	None	None	Modified nucleotide found at position 37 in tRNA 3' to the anticodon of eukaryotic tRNA. Shown that sequences are forced to adopt a hairpin conformation if one of the central 6 nt is replaced by the corresponding methylated nucleotide, such as 1-methylguanosine. In Vivo synthesis: Inosine-37 in tRNA is synthesised by a hydrolytic deamination-type reaction, catalysed by distinct tRNA:adenosine deaminases.	C11H14N4O5		None	None	None	12.885	12.731	13.754	12.826	12.866	13.176	13.147	13.374	12.69	12.729	12.941	12.42	12.695	13.71	12.978	13.098	12.908	13.895	12.627	12.478	12.71	12.787	12.702	13.434	12.55	12.944	13.182	12.474	13.005	12.799	12.665	13.053	12.307	12.542	12.694	12.972	12.508	12.486	12.724	
301.1866549_MZ	2-Methoxyestradiol	Un	1.0	None	None	None	None	2-Methoxyestradiol (2ME2) is a drug that prevents the formation of new blood vessels that tumors need in order to grow (angiogenesis). It is derived from estrogen, although it binds poorly to known estrogen receptors, and belongs to the family of drugs called angiogenesis inhibitors. It has undergone Phase 1 clinical trials against breast cancers. Preclinical models also suggest that 2ME2 could also be effective against inflammatory diseases such as rheumatoid arthritis. The CAS name for 2ME2 is (17 beta)-2-methoxyestra-1,3,5(10)-triene-3,17-diol. It also acts as a vasodilator.	C19H26O3, 2-Hydroxyestradiol-3-methyl ether, 19-Hydroxyandrost-4-ene-3,17-dione, 7a-Hydroxyandrost-4-ene-3,17-dione, 11b-Hydroxyandrost-4-ene-3,17-dione, 16a-Hydroxyandrost-4-ene-3,17-dione, 4-methoxy-17beta-estradiol		None	None	None	11.916	11.913	12.137	11.934	11.639	12.272	11.834	12.223	11.907	12.013	11.939	11.517	11.874	12.091	11.577	11.298	11.591	11.889	11.715	11.324	12.063	12.091	11.746	11.984	11.312	11.837	11.493	11.268	12.529	11.502	11.528	11.441	11.235	11.856	11.804	11.899	11.748	11.552	11.314	
301.2167328_MZ	Retinyl ester	Un	1.0	None	None	None	None	Retinyl ester is a substrate for Lecithin retinol acyltransferase and Retinal pigment epithelium-specific 65 kDa protein.	C20H30O2, Eicosapentaenoic acid		None	None	None	13.834	13.616	14.125	13.756	14.178	14.592	14.258	13.736	14.693	13.861	13.692	13.706	13.747	14.318	13.123	14.986	14.505	14.479	13.837	13.387	13.737	13.93	14.215	13.962	13.692	14.125	14.724	13.112	13.77	14.231	13.857	14.077	13.519	14.062	13.345	14.11	13.809	14.012	14.036	
303.0838623_MZ	N-Acetylaspartylglutamic acid	Un	1.0	None	None	None	None	N-Acetylaspartylglutamate (NAAG) is a neuropeptide found in millimolar concentrations in brain that is localized to subpopulations of glutamatergic, cholinergic, GABAergic, and noradrenergic neuronal systems. NAAG is released upon depolarization by a Ca(2+)-dependent process and is an agonist at mGluR3 receptors and an antagonist at NMDA receptors. NAAG is catabolized to N-acetylaspartate and glutamate primarily by glutamate carboxypeptidase II, which is expressed on the extracellular surface of astrocytes. The levels of NAAG and the activity of carboxypeptidase II are altered in a regionally specific fashion in several neuropsychiatric disorders. (PMID 9361299). N-Acetylaspartylglutamic acid (NAAG) is a purported precursor of N-Acetylaspartic acid (NAA) and is present at about one-tenth of the concentration of NAA in the brain. NAAG has been reported to activate N-methyl- D-aspartic acid (NMDA) receptors in neurons. Previous immunohistochemical studies in the vertebrate central nervous system (CNS) have suggested that NAAG is exclusively localized to neurons. Recent evidence, however, indicates that NAAG might also be localized to nonneuronal cells within the CNS. Only traces of NAA and NAAG are detectable in other tissues. Some compounds can change levels of NAA and NAAG in the brain. For example, methylphenidante increases the levels of NAA and NAAG in the cerebral cortex; amphetamine also increases NAA concentration in a mature brain by 26%, raising the possibility that other neurochemical systems might be involved in the clinical effects of stimulants. (PMID: 10603234).	C11H16N2O8		None	None	None	12.733	12.93	13.047	13.234	12.742	13.302	12.883	12.828	12.893	13.34	13.11	12.84	13.011	13.726	13.616	12.803	12.994	12.825	12.707	12.35	12.975	12.726	13.698	13.072	12.705	13.259	12.946	12.856	13.313	12.674	13.85	12.849	12.307	12.705	13.52	13.071	12.664	12.152	13.028	
303.2325397_MZ	Arachidonic acid	Un	1.0	None	None	None	None	Arachidonic acid is a polyunsaturated, essential fatty acid. It is found in animal and human fat as well as in the liver, brain, and glandular organs, and is a constituent of animal phosphatides. It is formed by the synthesis from dietary linoleic acid. Arachidonic acid mediates inflammation and the functioning of several organs and systems either directly or upon its conversion into eicosanoids. Arachidonic acid in cell membrane phospholipids is the substrate for the synthesis of a range of biologically active compounds (eicosanoids) including prostaglandins, thromboxanes, and leukotrienes. These compounds can act as mediators in their own right and can also act as regulators of other processes, such as platelet aggregation, blood clotting, smooth muscle contraction, leukocyte chemotaxis, inflammatory cytokine production, and immune function. Arachidonic acid can be metabolized by cytochrome p450 (CYP450) enzymes to 5,6-, 8,9-, 11,12-, and 14,15-epoxyeicosatrienoic acids (EETs), their corresponding dihydroxyeicosa-trienoic acids (DHETs), and 20-hydroxyeicosatetraenoic acid (20-HETE). The production of kidney CYP450 arachidonic acid metabolites is altered in diabetes, pregnancy, hepatorenal syndrome, and in various models of hypertension, and it is likely that changes in this system contribute to the abnormalities in renal function that are associated with many of these conditions. Phospholipase A2 (PLA2) catalyzes the hydrolysis of the sn-2 position of membrane glycerophospholipids to liberate arachidonic acid (PMID: 12736897, 12736897, 12700820, 12570747, 12432908).	C20H32O2, Cis-8,11,14,17-Eicosatetraenoic acid, Mesterolone		None	None	None	18.274	17.66	18.955	17.761	18.776	19.051	18.878	18.944	18.589	17.832	18.15	18.294	18.523	18.703	17.227	19.5	18.243	19.377	17.56	17.972	18.372	18.406	18.427	18.549	17.853	17.933	18.889	17.622	18.0	18.917	18.443	18.521	17.977	17.584	17.201	18.356	17.5	18.884	18.155	
305.0448170_MZ	Luteolin	Un	1.0	None	None	None	None	Luteolin is a naturally occurring flavonoid. (PMID: 17168665). The flavonoids are polyphenolic compounds found as integral components of the human diet. They are universally present as constituents of flowering plants, particularly of food plants. The flavonoids are phenyl substituted chromones (benzopyran derivatives) consisting of a 15-carbon basic skeleton (C6-C3-C6), composed of a chroman (C6-C3) nucleus (the benzo ring A and the heterocyclic ring C), also shared by the tocopherols, with a phenyl (the aromatic ring B) substitution usually at the 2-position. Different substitutions can typically occur in the rings, A and B. Several plants and spices containing flavonoid derivatives have found application as disease preventive and therapeutic agents in traditional medicine in Asia for thousands of years. The selection of a particular food plant, plant tissue or herb for its potential health benefits appears to mirror its flavonoid composition. The much lower risk of colon, prostate and breast cancers in Asians, who consume more vegetables, fruits and tea than populations in the Western hemisphere do, raises the question of whether flavonoid components mediate the protective effects of diets rich in these foodstuffs by acting as natural chemopreventive and anticancer agents. An impressive body of information exists on the antitumoral action of plant flavonoids. In vitro work has concentrated on the direct and indirect actions of flavonoids on tumor cells, and has found a variety of anticancer effects such as cell growth and kinase activity inhibition, apoptosis induction, suppression of the secretion of matrix metalloproteinases and of tumor invasive behavior. Furthermore, some studies have reported the impairment of in vivo angiogenesis by dietary flavonoids. Experimental animal studies indicate that certain dietary flavonoids possess antitumoral activity. The hydroxylation pattern of the B ring of the flavones and flavonols, such as luteolin seems to critically influence their activities, especially the inhibition of protein kinase activity and antiproliferation. The different mechanisms underlying the potential anticancer action of plant flavonoids await further elucidation. Certain dietary flavonols and flavones targeting cell surface signal transduction enzymes, such as protein tyrosine and focal adhesion kinases, and the processes of angiogenesis appear to be promising candidates as anticancer agents. Further in vivo studies of these bioactive constituents is deemed necessary in order to develop flavonoid-based anticancer strategies. In view of the increasing interest in the association between dietary flavonoids and cancer initiation and progression, this important field is likely to witness expanded effort and to attract and stimulate further vigorous investigations. (PMID: 16097445).	C15H10O6, Kaempferol		None	None	None	17.442	17.396	16.381	15.689	16.164	17.711	16.587	16.687	15.941	17.506	17.902	15.325	16.564	15.898	15.926	16.737	15.645	15.993	17.598	14.593	16.66	16.475	16.086	16.726	15.492	16.894	16.488	15.723	17.893	16.67	15.896	16.121	14.509	15.657	15.379	17.464	15.996	14.94	15.543	
305.2126137_MZ	5-Androstene-3b,16b,17a-triol	Un	1.0	None	None	None	None	5-Androstene-3b,16b,17a-triol is an steroid found in the urine of human pregnancy (PMID 4452739), in the urine of newborns and infants (PMID 5126818), and in the mono- and disulfate fractions of human bile. (PMID 5410667).	C19H30O3, 5-Androstene-3b,16a,17a-triol, 5-Androstenetriol, 11-Hydroxyandrosterone, 16-alpha-Hydroxyandrosterone, 5-Androstene-3alpha-16b,17b-triol		None	None	None	14.479	14.405	14.754	14.118	14.357	14.798	15.231	14.856	14.188	14.231	14.356	12.414	13.843	14.397	14.021	14.957	14.579	14.695	14.002	12.632	14.047	14.471	13.946	14.679	12.521	14.445	15.06	12.378	14.2	15.053	14.099	14.329	12.578	13.557	13.328	14.134	13.78	12.788	14.036	
305.2479220_MZ	8,11,14-Eicosatrienoic acid	Un	1.0	None	None	None	None	8,11,14-Eicosatrienoic acid is a 20-carbon-chain omega-6 fatty acid, unsaturated at positions 8, 11, and 14. It differs from arachidonic acid (5,8,11,14-eicosatetraenoic acid) only at position 5. 8,11,14-Eicosatrienoic acid is also known as Dihomo-gamma-linolenic acid (DGLA). In physiological literature, it is given the name 20:3(n-6). DGLA is the elongation product of the 18 carbon gamma-linolenic acid (GLA). DGLA can be converted into prostaglandin E1 (PGE1). PGE1 inhibits platelet aggregation and also exerts a vasodilatory effect. DGLA competes with arachadonic acid for COX and lipoxygenase, inhibiting the production of arachadonic acid's eicosanoids.	C20H34O2, 5,8,11-Eicosatrienoic acid		None	None	None	15.796	14.609	15.178	14.356	16.003	14.357	16.189	15.876	15.392	15.22	15.004	14.86	16.09	16.081	14.339	16.813	15.065	16.691	14.912	14.997	14.882	15.749	15.614	15.215	14.954	15.297	16.38	15.002	14.687	15.999	15.021	16.464	15.785	14.489	14.475	16.087	15.058	15.569	15.362	
306.0767338_MZ	Glutathione	Un	1.0	None	None	None	None	Glutathione is a compound synthesized from cysteine, perhaps the most important member of the body's toxic waste disposal team. Like cysteine, glutathione contains the crucial thiol (-SH) group that makes it an effective antioxidant. There are virtually no living organisms on this planet-animal or plant whose cells don't contain some glutathione. Scientists have speculated that glutathione was essential to the very development of life on earth. glutathione has many roles; in none does it act alone. It is a coenzyme in various enzymatic reactions. The most important of these are redox reactions, in which the thiol grouping on the cysteine portion of cell membranes protects against peroxidation; and conjugation reactions, in which glutathione (especially in the liver) binds with toxic chemicals in order to detoxify them. glutathione is also important in red and white blood cell formation and throughout the immune system. glutathione's clinical uses include the prevention of oxygen toxicity in hyperbaric oxygen therapy, treatment of lead and other heavy metal poisoning, lowering of the toxicity of chemotherapy and radiation in cancer treatments, and reversal of cataracts. (http://www.dcnutrition.com/AminoAcids/) glutathione participates in leukotriene synthesis and is a cofactor for the enzyme glutathione peroxidase. It is also important as a hydrophilic molecule that is added to lipophilic toxins and waste in the liver during biotransformation before they can become part of the bile. glutathione is also needed for the detoxification of methylglyoxal, a toxin produced as a by-product of metabolism. This detoxification reaction is carried out by the glyoxalase system. Glyoxalase I (EC 4.4.1.5) catalyzes the conversion of methylglyoxal and reduced glutathione to S-D-Lactoyl-glutathione. Glyoxalase II (EC 3.1.2.6) catalyzes the hydrolysis of S-D-Lactoyl-glutathione to glutathione and D-lactate. GSH is known as a substrate in both conjugation reactions and reduction reactions, catalyzed by glutathione S-transferase enzymes in cytosol, microsomes, and mitochondria. However, it is also capable of participating in non-enzymatic conjugation with some chemicals, as in the case of n-acetyl-p-benzoquinone imine (NAPQI), the reactive cytochrome P450-reactive metabolite formed by acetaminophen, that becomes toxic when GSH is depleted by an overdose (of acetaminophen). glutathione in this capacity binds to NAPQI as a suicide substrate and in the process detoxifies it, taking the place of cellular protein thiol groups which would otherwise be covalently modified; when all GSH has been spent, NAPQI begins to react with the cellular proteins, killing the cells in the process. The preferred treatment for an overdose of this painkiller is the administration (usually in atomized form) of N-acetylcysteine, which is used by cells to replace spent GSSG and renew the usable GSH pool. (http://en.wikipedia.org/wiki/glutathione).	C10H17N3O6S		None	None	None	23.819	23.05	22.595	21.802	22.854	23.327	23.327	23.434	21.855	21.005	22.085	20.044	21.899	21.217	23.866	23.496	22.594	22.934	23.801	19.209	22.407	22.886	22.349	22.163	21.924	23.301	23.605	21.788	22.483	23.553	22.786	23.443	20.722	21.713	21.221	23.039	22.512	20.168	21.758	
307.0008112_MZ	(S)-5-Diphosphomevalonic acid	Un	1.0	None	None	None	None	5-pyrophosphomevalonate is a metabolic intermediate in the mevalonate pathway, catalyzed by the enzyme phosphomevalonate kinase from 5-phosphomevalonate. (wikipedia).	C6H14O10P2, (R)-Mevalonic acid-5-pyrophosphate		None	None	None	12.564	12.307	12.453	12.429	12.506	12.577	12.409	12.803	12.346	12.451	12.783	13.094	12.457	12.533	12.412	12.794	12.734	12.415	12.684	12.539	12.477	12.664	12.268	12.565	12.723	12.504	12.662	12.754	12.582	12.544	12.277	12.737	12.777	12.551	12.868	12.807	12.417	12.544	12.461	
307.2639191_MZ	Eicosadienoic acid	Un	1.0	None	None	None	None	Eicosadienoic acid is an omega 6 fatty acid found in human milk (PMID: 15256803). Omega-6 fatty acids) are a family of unsaturated fatty acids which have in common a carbon-carbon double bond in the n&#8722;6 position; that is, the sixth bond from the end of the fatty acid. The biological effects of the omega&#8722;6 fatty acids are largely mediated by their conversion to n-6 eicosanoids that bind to diverse receptors found in every tissue of the body.	C20H36O2		None	None	None	14.308	13.649	14.084	13.063	14.7	13.155	14.804	14.962	14.226	14.308	13.736	13.942	15.532	15.009	12.868	15.396	14.025	15.552	13.813	13.755	13.643	14.561	14.325	13.997	13.926	14.064	15.261	13.495	13.539	14.493	13.487	15.429	15.107	13.704	13.328	14.884	14.173	14.222	14.16	
309.0777575_MZ	Catechin	Un	1.0	None	None	None	None	Catechin is an antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms. -- Pubchem.	C15H14O6, Epicatechin		None	None	None	16.303	15.541	15.253	14.711	15.344	15.917	15.779	15.9	14.693	14.229	14.84	13.749	14.633	14.296	16.485	15.968	15.11	15.499	16.367	13.085	15.14	15.425	15.014	14.825	14.598	15.811	16.055	14.638	15.364	16.086	15.373	15.859	13.788	14.544	14.398	15.651	15.078	13.654	14.456	
309.1179448_MZ	Pentaporphyrin I	Un	1.0	None	None	None	None	Pentaporphyrin I is a porphyrin intermediate detected in liver, kidney and erythrocytes (PubMed ID 8803328 ).	C20H14N4		None	None	None	12.936	12.779	12.862	12.625	12.618	13.165	12.928	12.866	12.735	12.463	12.707	12.37	12.642	12.658	13.418	12.436	12.344	12.477	12.861	11.8	13.102	12.561	12.532	12.633	12.073	12.742	12.673	12.332	13.086	12.708	12.576	12.392	11.923	12.298	12.781	12.979	12.556	12.102	12.304	
309.2223859_MZ	Androsterone	Un	1.0	None	None	None	None	Androsterone is an inactive breakdown metabolite of testosterone, the product of a reaction mediated by the enzyme oxidative 17beta-hydroxysteroid dehydrogenase (EC 1.1.1.51, 17beta-HSD). Androsterone is also can be metabolized from other adrenal androgens such as dehydroepiandrosterone, dihydrotestosterone or androstenedione, and is considered an inactive end product; however, it can be a physiological effector in its own right. Androsterone might be converted back to dihydrotestosterone. Humans (and other primates) are unique among mammals in having high levels of circulating androsterone glucuronide, a process that is the major role uridine-diphospho-glucuronosyltransferase (EC 2.4.1.17, UGT) enzymes for glucuronidation of steroid metabolism in humans. Conjugation of androsterone is a pathway found in all vertebrates and is widely recognized that the liver is a major site of glucuronidation; however it is now clear that extrahepatic tissues are also involved in the conjugation of compounds to which these tissues are exposed. High levels of androsterone glucuronide found in the human prostate, breast cyst fluid and ovary follicular fluid suggest that glucuronidation of 5alpha-reduced C19 steroids occurs in these tissues as well. In doping control, the ratio of androsterone/etiocholanone provides valuable information that allows the assignment of a urine specimen to a particular person or the identification of urine samples with identical steroid profiles; this is particularly important to detect attempts of urine manipulation including urine alteration and substitution. (PMID: 9188497, 17017935, 14643063, 12943709, 9699884, 17260133).	C19H30O2, Epiandrosterone, Etiocholanolone, Epietiocholanolone, Dihydrotestosterone, Androst-5-ene-3b,17b-diol, 4-Androstenediol, 5b-Dihydrotestosterone		None	None	None	15.842	13.813	13.887	13.575	15.234	14.103	15.572	16.43	14.37	13.881	14.707	13.997	14.389	13.782	13.51	17.556	13.621	15.569	14.06	13.34	13.848	15.812	14.082	14.924	13.922	13.695	16.22	14.172	14.106	14.73	14.267	16.083	14.883	13.857	13.508	15.15	14.338	14.462	14.646	
309.2793365_MZ	Eicosenoic acid	Un	1.0	None	None	None	None	Eicosenoic acid is an monounsaturated omega-9 fatty acid found in a variety of plant oils. It is also found in the red cell membrane with increased concentrations in children with regressive autism (16581239).	C20H38O2		None	None	None	15.382	14.254	14.678	13.883	15.939	16.449	15.757	15.855	14.97	14.962	14.799	14.696	16.748	15.986	13.74	16.49	14.632	16.303	14.771	14.826	14.573	15.768	15.641	14.819	15.091	15.071	16.177	14.72	14.296	15.029	14.254	16.538	16.176	14.831	14.49	16.014	15.389	14.913	15.177	
310.0307626_MZ	Parathion	Un	1.0	None	None	None	None	Parathion is a highly toxic cholinesterase inhibitor that is used as an acaricide and as an insecticide.	C10H14NO5PS		None	None	None	14.508	14.026	15.419	15.326	14.927	14.171	15.299	14.803	15.514	14.129	14.823	15.536	13.826	15.103	13.999	14.334	14.715	15.252	14.696	15.589	14.234	14.332	14.394	15.113	15.744	14.539	14.871	14.895	14.086	15.0	13.955	15.418	14.731	15.144	15.006	14.672	15.094	15.35	14.556	
310.0745752_MZ	Hawkinsin	Un	1.0	None	None	None	None	Hawkinsin is a sulfur amino acid identified as (2-l-cystein-S-yl, 4-dihydroxycyclohex-5-en-1-yl)acetic acid. Patients with hawkinsinuria excrete this metabolite in their urine throughout their life, although symptoms of metabolic acidosis and tyrosinemia improve in the first year of life. Alterations in the structure and activity of 4-hydroxyphenylpyruvic acid dioxygenase are causally related to two different metabolic disorders, tyrosinemia type III and hawkinsinuria. (PMID 11073718).	C11H17NO6S		None	None	None	14.16	13.624	13.391	13.152	13.414	13.93	13.717	13.829	12.986	12.64	13.12	12.697	12.828	12.837	14.21	13.933	13.24	13.543	14.086	12.289	13.196	13.44	13.075	13.124	13.078	13.771	13.916	13.054	13.475	14.056	13.431	13.731	12.605	12.976	12.964	13.728	13.18	12.488	12.623	
311.0120824_MZ	Gamma-Glutamyl-Se-methylselenocysteine	Un	1.0	None	None	None	None	gamma-Glutamyl-Se-methylselenocysteine is an intermediate in selenoamino acid metabolism(KEGG ID C05695). It is generated from Se-methyl-selenocysteine via the enzyme gamma-glutamyltranspeptidase [EC:2.3.2.2].	C9H16N2O5Se		None	None	None	12.876	12.991	12.969	12.568	13.091	12.745	13.032	13.186	12.801	12.676	13.08	13.326	13.39	13.066	12.563	12.686	12.989	12.806	12.988	13.137	12.976	13.089	12.891	13.095	13.094	12.87	12.852	13.205	12.871	13.171	12.43	12.987	13.022	12.884	13.412	12.974	12.783	13.18	12.703	
311.2221503_MZ	13-L-Hydroperoxylinoleic acid	Un	1.0	None	None	None	None	13-L-Hydroperoxylinoleic acid (13(S)-HPODE) is one of the primary products of the major polyunsaturated fatty acids (linoleic acid and arachidonic acid) from the 15-1ipoxygenase pathway (EC: 1.13.11.31). 13(S)-HPODE is a rather unstable metabolite and is rapidly metabolized to more stable secondary products such as diverse forms of hydroxy fatty acids (via reduction of the hydroperoxy group), alkoxy radicals (via homolytic cleavage of the peroxy group), forms of dihydro(pero)xy fatty acids (via lipoxygenase-catalysed double and triple oxygenation), or epoxy leukotrienes (via a hydrogen abstraction from a doubly allylic methylene group and a homolytic cleavage of the hydroperoxy group). (PMID 9082450).	C18H32O4, 8(R)-Hydroperoxylinoleic acid, 9(S)-HPODE, 12,13-DiHODE, 15,16-DiHODE, 9,10-DiHODE		None	None	None	14.45	14.336	15.408	14.008	14.45	15.355	14.617	15.039	14.459	14.368	14.594	13.459	14.527	15.047	13.85	14.42	14.403	15.102	14.115	13.584	14.249	14.513	14.129	14.753	13.616	14.368	14.481	13.411	14.605	14.002	13.906	14.442	13.478	14.663	13.739	14.615	13.895	13.833	14.113	
313.0451047_MZ	5'-Phosphoribosyl-N-formylglycinamide	Un	1.0	None	None	None	None	5'-Phosphoribosyl-N-formylglycineamide (also known as FGAR or N-Formyl-GAR) is a substrate for Phosphoribosylformylglycinamidine synthase. It is involved in aminoimidazole ribonucleotide biosynthesis and plays a vital role in purine metabolism as well as the conversion of glutamine to glutamate. 5'-Phosphoribosyl-N-formylglycineamide is described as a glycinamide ribonucleotide having a phosphate group at the 5-position and a formyl group on the glycine nitrogen.	C8H15N2O9P		None	None	None	12.307	12.126	12.244	12.298	12.181	12.947	12.204	12.197	12.005	12.361	12.371	12.456	12.335	12.472	13.01	12.277	12.247	12.237	12.393	12.251	12.241	12.134	12.158	12.362	12.368	12.194	12.328	12.434	12.585	12.318	12.677	12.013	12.123	12.079	12.8	12.44	11.834	12.16	11.752	
313.2378371_MZ	12_13-DHOME	Un	1.0	None	None	None	None	12,13-DHOME is the epoxide hydrolase metabolite of the leukotoxin12,13-EpOME. 12,13-EpOMEs act as a protoxin, with the corresponding epoxide hydrolase 12,13-DiHOME specifically exerting toxicity. Both the EpOME and the DiHOME are shown to have neutrophil chemotactic activity. 12,13-DiHOME suppress the neutrophil respiratory burst by a mechanism distinct from that of respiratory burst inhibitors such as cyclosporin H or lipoxin A4,which inhibit multiple aspects of neutrophil activation. 12,13-DHOME is a derivative of linoleic acid diol that have been reported to be toxic in human's tissue preparations. 12,13-DHOME is a naturally occurring proliferator-activated receptor (PPAR) gamma2 ligand, which stimulates adipocytes and inhibits osteoblast differentiation. (PMID: 17435320, 12021203, 12127265).	C18H34O4, 9_10-DHOME		None	None	None	14.267	14.273	15.255	13.963	14.394	14.572	14.244	14.993	14.216	14.106	14.329	13.557	14.162	14.742	13.899	14.167	14.177	14.889	13.849	13.433	14.208	14.309	14.008	14.577	13.555	14.201	14.301	13.31	14.481	13.671	13.744	14.202	13.414	14.431	13.591	14.253	13.699	13.689	13.92	
315.2533388_MZ	Monoacylglyceride(0:0/15:0/0:0)	Un	1.0	None	None	None	None	MG(0:0/15:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.	C18H36O4, Monoacylglyceride(15:0/0:0/0:0)		None	None	None	14.095	13.955	13.095	13.624	12.866	13.518	12.656	13.191	14.108	13.267	13.175	12.077	13.177	12.944	12.539	12.706	13.301	12.979	13.666	12.416	13.114	14.207	13.483	13.992	12.224	12.958	12.773	12.04	14.044	12.329	12.694	12.916	12.36	13.74	12.468	14.031	13.439	12.193	12.605	
317.0580974_MZ	Melanin	Un	1.0	None	None	None	None	Dermal melanin is produced by melanocytes, which are found in the stratum basale of the epidermis. Although human beings generally possess a similar concentration of melanocytes in their skin, the melanocytes in some individuals and races more frequently or less frequently express the melanin-producing genes, thereby conferring a greater or lesser concentration of skin melanin. Some individual animals and humans have no or very little melanin in their bodies, which is a condition known as albinism. Higher eumelanin levels also can be a disadvantage, however, beyond a higher disposition toward vitamin D deficiency. Dark skin is a complicating factor in the laser removal of port-wine stains. Effective in treating fair skin, lasers generally are less successful in removing port-wine stains in Asians and people of African descent. Higher concentrations of melanin in darker-skinned individuals simply diffuse and absorb the laser radiation, inhibiting light absorption by the targeted tissue. Melanin similarly can complicate laser treatment of other dermatological conditions in people with darker skin. Under the microscope melanin is brown, non-refractile and finely granular with individual granules having a diameter of less than 800 nanometers. This differentiates melanin from common blood breakdown pigments which are larger, chunky and refractile and range in color from green to yellow or red-brown. In heavily pigmented lesions, dense aggregates of melanin can obscure histologic detail. A dilute solution of potassium permanganate is an effective melanin bleach. Pigments causing darkness in skin, hair, feathers, etc. They are irregular polymeric structures and are divided into three groups: allomelanins in the plant kingdom and eumelanins and phaeomelanins in the animal kingdom. Because melanin is an aggregate of smaller component molecules, there are a number of different types of melanin with differing proportions and bonding patterns of these component molecules. Both pheomelanin and eumelanin are found in human skin and hair, but eumelanin is the most abundant melanin in humans, as well as the form most likely to be deficient in albinism. Freckles and moles are formed where there is a localized concentration of melanin in the skin. They are highly associated with pale skin. Melanin is a biopolymer and a neuropeptide. In the early 1970s, John McGinness, Peter Corry, and Peter Proctor reported that melanin is a high-conductivity organic semiconductor (Science, vol 183, 853-855 (1974)). Studies revealed that melanin acted as a voltage-controlled solid-state threshold switch. Further, it emitting a flash of light electroluminescence when it switched.	C18H10N2O4		None	None	None	15.656	16.168	15.555	15.692	15.177	15.99	15.501	15.831	15.123	15.48	15.4	15.951	16.245	15.525	15.916	15.278	15.364	15.125	15.593	15.976	15.22	15.991	15.213	15.206	15.813	15.485	15.342	16.379	16.075	16.27	15.62	15.503	15.971	15.627	16.364	16.004	15.293	15.652	15.63	
317.1750355_MZ	Ubiquinone Q2	Un	1.0	None	None	None	None	Ubiquinone-2 is a member of the chemical class known as Polyprenylbenzoquinones. These are compounds containing a polyisoprene chain attached to a quinone at the second ring position. Ubiquione-2 has just 2 isoprene units. Normally in humans it has 10. Ubiquinone-2 is an intermediate in the synthesis of Ubiquionone 10. Ubiquionone is involved in cellular respiration. It is fat-soluble and is therefore mobile in cellular membranes; it plays a unique role in the electron transport chain (ETC). In the inner bacterial membrane, electrons from NADH and succinate pass through the ETC to the oxygen, which is then reduced to water. The transfer of electrons through ETC results in the pumping of H+ across the membrane creating a proton gradient across the membrane, which is used by ATP synthase (located on the membrane) to generate ATP.	C19H26O4		None	None	None	12.211	12.118	12.727	12.369	12.232	12.479	12.101	12.479	12.178	12.076	12.598	11.847	11.945	12.605	12.059	11.711	11.982	12.453	11.766	11.508	12.196	11.846	12.194	12.575	11.721	12.791	11.862	11.627	12.659	11.926	12.098	11.977	11.515	11.87	11.935	12.032	11.723	11.968	11.741	
317.2114055_MZ	5-HEPE	Un	1.0	None	None	None	None	5-HEPE is a major eicosanoid formed from eicosapentaenoic acid (EPA). 5-HEPE is produced in human neutrophils. The eicosanoids are a diverse family of molecules that have powerful effects on cell function. They are best known as intercellular messengers, having autocrine and paracrine effects following their secretion from the cells that synthesize them. The diversity of possible products that can be synthesized from eicosatrienoic acid is due, in part to the variety of enzymes that can act on it. Studies have placed many, but not all, of these enzymes at or inside the nucleus. In some cases, the nuclear import or export of eicosatrienoic acid-processing enzymes is highly regulated. Furthermore, nuclear receptors that are activated by specific eicosanoids are known to exist. (PMID: 8847485, 15896193).	C20H30O3, Leukotriene A4, 12-HEPE, 14,15-EpETE, 15-HEPE, 15-KETE, 17,18-EpETE, 5-KETE, 12-KETE		None	None	None	12.7	13.072	13.941	13.485	14.374	14.702	13.198	12.799	13.744	13.591	14.49	13.418	13.535	14.146	13.039	12.76	13.136	12.813	12.489	13.134	13.997	12.602	13.569	13.608	13.014	13.419	12.833	12.71	14.099	13.046	13.65	12.863	13.203	12.547	12.999	13.095	13.106	14.32	12.665	
317.2473804_MZ	Allopregnanolone	Un	1.0	None	None	None	None	Allopregnanolone is a neuroactive metabolite of progesterone and a barbiturate-like modulator of central gamma-aminobutyric acid receptors that modify a range of behaviors, including the stress response. is a steroid created in the body when progesterone, the female sex hormone, is metabolized. Typically, THP (allopregnanolone) is released in the brain in response to stress, and quiets the neural system within 30 minutes of escalation. This steroid hormone has recently been found to be responsible for the extreme mood swings found in teenagers. In adults and pre-pubescent chlidren THP normally helps soothe the activity of brain cells by binding to GABA receptors that inhibit accelerating electrical activity. However, in pubescent teenagers THP actually becomes a GABA receptor antagonist. GABA (gamma-aminobutyric acid) is the primary inhibitory neurotransmitter in the brain with most sedatives (tranquilizers, anesthetics and alcohol) acting on the GABA receptor.	C21H34O2, Alloepipregnanolone, 3a-Hydroxy-5b-pregnane-20-one, Epimetendiol, Epipregnanolone		None	None	None	11.5	11.61	11.498	11.298	11.648	11.349	11.578	11.589	11.609	11.572	11.622	11.522	11.495	11.928	11.087	12.051	11.298	11.844	11.304	11.096	11.375	11.931	11.421	11.533	11.181	11.494	11.889	11.203	11.431	11.403	11.481	11.611	11.437	11.292	11.144	11.505	11.191	11.684	11.268	
319.2274040_MZ	5,6-Epoxy-8,11,14-eicosatrienoic acid	Un	1.0	None	None	None	None	5,6-Epoxy-8,11,14-eicosatrienoic acid is an Epoxyeicosatrienoic acid (EET), a metabolite of arachidonic acid. The epoxyeicosatrienoic acids (EETs) are endogenous lipid mediators produced by P450 epoxygenases and metabolized through multiple pathways including soluble epoxide hydrolase (sEH). The cytochrome P-450 (P450) monooxygenase pathway includes enzymes of the CYP1A, CYP2B, CYP2C, CYP2E, and CYP2J subfamilies that catalyze the formation of four regioisomeric products, 5,6-, 8,9-, 11,12-, and 14,15-epoxyeicosatrienoic acid. EETs are produced in brain and perform important biological functions, including protection from ischemic injury. Both light flashes and direct glial stimulation produce vasodilatation mediated by EETs. EETs may be involved in the development of hypertension and endothelial dysfunction in DOCA-salt rats, but not in excessive collagen deposition or electrophysiological abnormalities. EETs have vasodilator and natriuretic effect. Blockade of EET formation is associated with salt-sensitive hypertension. (PMID: 17494091, 17468203, 17434916, 17406062, 17361113).	C20H32O3, 8,9-Epoxyeicosatrienoic acid, 14R,15S-EpETrE, Hydroxyeicosatetraenoic acid, 15(S)-HETE, 14,15-Epoxy-5,8,11-eicosatrienoic acid, 11,12-Epoxyeicosatrienoic acid, 8-HETE, 16(R)-HETE, 11(R)-HETE, 20-Hydroxyeicosatetraenoic acid, 12-HETE, 18-Hydroxyarachidonic acid, 9-HETE, 11,12-EpETrE, 5-HETE, 19(S)-HETE		None	None	None	13.39	13.241	13.872	13.284	13.87	14.283	13.805	13.719	13.802	13.642	13.742	13.146	13.724	13.878	12.958	13.877	13.386	13.684	12.933	13.051	13.663	13.339	13.445	13.646	12.967	13.402	13.756	12.723	13.579	13.613	13.575	13.58	13.358	12.806	13.202	13.482	13.056	13.643	13.122	
320.2591420_MZ	Alpha-Linolenoyl ethanolamide	Un	1.0	None	None	None	None		C20H35NO2		None	None	None	10.48	10.701	10.459	10.454	10.611	10.268	10.402	10.357	10.428	10.308	10.435	10.371	10.417	10.539	9.94	11.046	10.086	10.803	10.286	10.252	10.533	11.049	10.208	10.604	9.92	10.382	10.716	10.318	10.497	10.397	10.452	10.302	10.327	9.99	10.207	10.639	10.166	10.803	10.471	
321.0040401_MZ	Ellagic acid	Un	1.0	None	None	None	None	Ellagic acid is a Polyphenol compound found in numerous fruits and vegetables, including, raspberries; strawberries; cranberries; walnuts; pecans; pomegranates; and other plant foods. It is often regarded as an antioxidant. Ellagic Acid Clinical Tests on cultured human cells also show that Ellagic acid prevents the destruction of the p53 gene by cancer cells. Additional studies suggest that one of the mechanisms by which Ellagic acid inhibits mutagenesis and carcinogenesis is by forming adducts with DNA, thus masking binding sites to be occupied by the mutagen or carcinogen.	C14H6O8		None	None	None	14.417	14.479	14.449	14.592	14.529	14.457	14.553	14.426	14.379	14.62	14.541	14.377	14.511	14.588	14.61	14.651	14.439	14.493	14.324	14.413	14.479	14.429	14.517	14.475	14.446	14.43	14.49	14.451	14.468	14.357	14.754	14.359	14.463	14.32	14.407	14.466	14.362	14.551	14.436	
321.0165792_MZ	Cyanidin	Un	1.0	None	None	None	None	Cyanidin, or flavan-3-ol, is a natural organic compound which is classified as a flavonoid and an anthocyanin. It is a pigment found in many redberries including but not limited to bilberry, blackberry, blueberry, cherry, cranberry, elderberry, hawthorn, loganberry and raspberry. It can also be found in other fruits such as apples and plums. The highest concentrations of cyanidin are found in the skin of the fruit. Recently, the biosynthesis of cyanidin 3-O-glucoside in Escherichia coli was demonstrated. -- Wikipedia.	C15H11ClO6		None	None	None	13.475	13.577	13.578	13.698	13.433	13.67	13.539	13.437	13.621	13.731	13.548	13.802	13.518	13.663	13.657	13.821	13.632	13.643	13.442	13.657	13.53	13.525	13.547	13.607	13.718	13.59	13.548	13.713	13.585	13.487	13.76	13.528	13.699	13.519	13.679	13.693	13.527	13.697	13.499	
322.0450008_MZ	Cytidine monophosphate	Un	1.0	None	None	None	None	Cytidine monophosphate, also known as 5'-cytidylic acid and abbreviated CMP, is a nucleotide. It is an ester of phosphoric acid with the nucleoside cytidine. CMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase cytosine. Cytidine monophosphate (CMP) is derived from cytidine triphosphate (CTP) with subsequent loss of two phosphates. The synthesis of the pyrimidines CTP and UTP occurs in the cytoplasm and starts with the formation of carbamoyl phosphate from glutamine and CO2. Next, aspartate undergoes a condensation reaction with carbamoyl-phosphate to form orotic acid. In a subsequent cyclization reaction, the enzyme Aspartate carbamoyltransferase forms N-carbamoyl-aspartate which is converted into dihydroorotic acid by Dihydroorotase. The latter is converted to orotate by Dihydroorotate oxidase. Orotate is covalently linked with a phosphorylated ribosyl unit with Orotate phosphoribosyltransferase (aka PRPP transferase) catalyzing reaction, yielding orotidine monophosphate (OMP). Orotidine-5-phosphate is decarboxylated by Orotidine-5'-phosphate decarboxylase to form uridine monophosphate (UMP). UMP is phosphorylated by two kinases to uridine triphosphate (UTP) via two sequential reactions with ATP. CTP is subsequently formed by amination of UTP by the catalytic activity of CTP synthetase. Cytosine monophosphate (CMP) and uridine monophosphate (UMP) have been prescribed for the treatment of neuromuscular affections in humans. Patients treated with CMP/UMP recover from altered neurological functions. Additionally, the administration of CMP/UMP appears to favour the entry of glucose in the muscle and CMP/UMP may be important in maintaining the level of hepatic glycogen constant during exercise. [PMID:18663991].	C9H14N3O8P, Cytidine 2'-phosphate		None	None	None	16.187	15.918	16.082	16.169	15.931	15.711	16.261	15.943	15.808	15.27	15.739	15.762	16.151	15.721	15.96	15.634	15.388	15.453	15.884	15.699	15.552	16.084	16.142	15.761	15.787	16.224	15.615	15.732	15.966	15.943	15.469	16.177	15.503	15.714	15.978	15.967	15.768	15.632	15.361	
323.0279275_MZ	Uridine 5'-monophosphate	Un	1.0	None	None	None	None	5'-Uridylic acid. A uracil nucleotide containing one phosphate group esterified to the sugar moiety in the 2', 3' or 5' position. Uridine 5'-monophosphate is a nucleotide that is found in RNA. It is an ester of phosphoric acid with the nucleoside uridine. UMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase uracil. (Wikipedia).	C9H13N2O9P, Pseudouridine 5'-phosphate, Uridine 2'-phosphate		None	None	None	19.713	19.489	20.192	19.868	19.8	19.39	19.92	19.28	20.028	19.077	19.185	19.532	18.957	19.665	19.103	18.882	19.223	19.476	19.327	19.773	19.457	19.303	20.13	19.44	19.891	19.421	19.194	19.673	19.548	19.329	18.772	19.453	19.346	20.004	19.681	19.557	19.984	19.48	19.329	
323.1274791_MZ	DHAP(10:0)	Un	1.0	None	None	None	None	DHAP(10:0) is the decanoyl derivative of Dihydroxyacetone phosphate. It is also known as an alkyl-DHAP. This compound is formed by decanoic acid reacting with DHAP. Alkyl-DHAPs are intermediates in the synthesis of ether phospholipids. The initial steps of ether phospholipid biosynthesis take place in peroxisomes. Alkyl-dihydroxyacetonephosphate synthase is the peroxisomal enzyme that actually introduces the ether linkage. Levels of Alkyl-DHAP have been found to be strongly reduced in human fibroblasts derived from Zellweger syndrome and rhizomelic chondrodysplasia punctata patients. Four other enzymes are known to be involved in the metabolism of acyl-DHAP and alkyl-DHAP. These include: acyl-DHAP/alkyl-DHAP oxidoreductase, DHAP acyltransferase, alkyl-DHAP phosphohydrolase, and a dinitrofluorobenzene-insensitive acyl-DHAP acylhydrolase. Dihydroxyacetone phosphate (DHAP) is a biochemical compound primarily involved in the glycolysis metabolic pathway. DHAP is also the product of the dehydrogenation of L-glycerol-3-phosphate which is part of the entry of glycerol (sourced from triglycerides) into the glycolytic pathway. Conversely, reduction of glycolysis-derived DHAP to L-glycerol-3-phosphate provides adipose cells with the activated glycerol backbone they require to synthesize new triglycerides. Both reactions are catalyzed by the enzyme glycerol 3-phosphate dehydrogenase with NAD+/NADH as cofactor. DHAP may be referred to as glycerone phosphate in older texts.	C13H25O7P		None	None	None	12.217	12.082	12.617	12.664	12.302	12.69	12.167	12.305	12.654	12.328	12.47	11.745	12.043	12.694	12.375	11.752	12.082	12.241	11.856	12.116	12.27	11.991	12.683	12.427	12.009	12.335	11.852	11.804	12.861	12.493	12.313	12.054	11.358	12.513	12.364	12.275	12.424	11.652	12.195	
323.2039252_MZ	3a,16b-Dihydroxyandrostenone	Un	1.0	None	None	None	None	3a,16b-Dihydroxyandrostenone is an unusual steroid found in the urinary excretion of a subject having a virilizing malignant adrenocortical tumor; apparent 21-steroid hydroxylase deficiency is discussed at the light of these results and of the hormonogenesis enzymatic induction of the tumour biopsy. (PMID 198067).	C19H28O3, 16-Oxoandrostenediol, 3a,16a-Dihydroxyandrostenone, 16a-Hydroxydehydroisoandrosterone, 3a,16-Dihydroxyandrostenone, 7a-Hydroxytestosterone, 7a-Hydroxydehydroepiandrosterone, 7b-Hydroxydehydroepiandrosterone, 11-Ketoetiocholanolone, 6beta-Hydroxytestosterone, 19-Hydroxytestosterone, 11beta-Hydroxytestosterone, 2beta-Hydroxytestosterone		None	None	None	11.357	11.361	11.753	11.354	11.463	11.803	11.423	11.7	11.383	11.36	11.795	10.527	11.316	11.679	11.131	11.369	11.138	11.576	11.177	10.439	11.48	11.43	11.282	11.611	10.729	11.365	11.613	10.607	11.727	11.396	11.139	11.131	10.663	11.038	10.942	11.4	10.926	11.046	10.975	
324.0927807_MZ	N-Glycolylneuraminic acid	Un	1.0	None	None	None	None	N-Glycolylneuraminic acid (Neu5Gc) is a widely expressed sialic acid found in most mammalian cells. Although humans are genetically deficient in producing Neu5Gc, small amounts are present in human cells and biofluids. Humans cannot synthesize Neu5Gc because the human gene CMAH is irreversibly mutated, though it is found in apes. This loss of the CMAH gene was estimated to have occurred two to three million years ago, just before the emergence of the genus Homo. A dietary origin of Neu5Gc was suggested by human volunteer studies. These trace amounts of Neu5Gc were determined to come from the consumption of animals in the human diet (i.e. red meats such as lamb, pork, and beef). Neu5Gc can also be found in dairy products, but to a lesser extent. Neu5Gc is not found in poultry and is found in only trace amounts in fish (Wikipedia).	C11H19NO10		None	None	None	16.463	15.717	16.161	15.45	15.059	16.594	16.023	15.933	15.342	15.88	15.998	16.944	18.583	15.094	15.275	15.491	15.217	15.082	15.539	15.564	15.968	15.559	15.635	15.796	15.127	15.403	15.399	16.13	15.467	15.822	15.619	15.987	15.012	15.883	15.587	15.93	15.75	15.826	14.849	
324.1713886_MZ	5'-Carboxy-gama-chromanol	Un	1.0	None	None	None	None		C18H25O4		None	None	None	11.475	11.667	11.919	11.531	11.713	12.09	11.713	11.868	11.624	11.935	11.983	11.529	12.27	11.891	11.228	11.667	11.419	11.586	11.359	11.375	11.786	11.646	11.626	11.826	11.383	11.562	11.902	11.142	11.946	11.436	11.528	11.26	11.36	11.412	11.575	11.787	11.557	11.5	11.036	
324.2913362_MZ	N-Oleoylethanolamine	Un	1.0	None	None	None	None	N-Oleoylethanolamine (NOE or OEA) is a N-acylethanolamine. N-acylethanolamines (NAEs) constitute a class of lipid compounds naturally present in both animal and plant membranes as constituents of the membrane-bound phospholipid, N-acylphosphatidylethanolamine (NAPE). NAPE is composed of a third fatty acid moiety linked to the amino head group of the commonly occurring membrane phospholipid, phosphatidylethanolamine. NAEs are released from NAPE by phospholipase D-type hydrolases in response to a variety of stimuli. Transient NAE release and accumulation has been attributed a variety of biological activities, including neurotransmission, membrane protection, and immunomodulation in animals. N-oleoylethanolamine is an inhibitor of the sphingolipid signaling pathway, via specific ceramidase inhibition (ceramidase converts ceramide to sphingosine). N-oleoylethanolamine blocks the effects of TNF- and arachidonic acid on intracellular Ca concentration. (PMID: 12692337, 12056855, 12560208, 11997249). N-oleoyl ethanolamine is related to the endocannabinoid anandamide. Endocannabinoids signal through cannabinoid receptors (also stimulated by the active ingredient of cannabis) but although related in structure, synthesis and degradation to anandamide, NOE cannot be considered an endocannabinoid as it does not activate the cannabinoid receptors. Most of the reported responses to NOE can be attributed to activation of peroxisome proliferator-activated receptor-alpha (PPAR-alpha). Administration of NOE inhibits body weight gain in rats. In adipocytes and hepatocytes, NOE inhibits mitogenic and metabolic signaling by the insulin receptor and produces glucose intolerance. It also inhibits gastric emptying, which might act together with the sensory neuronal signals to achieve satiety. NOE is permanently elevated in diabetic obese patients. NOE also reduces visceral and inflammatory responses through a PPAR-alpha-activation independent mechanism (PMID: 17449181). NOE has been shown to be an antagonist of TRVP1 (the transient receptor potential vanilloid type 1 receptor). Overall, NOE has beneficial effects on health by inducing food intake control, lipid beta-oxidation, body weight loss and analgesic effects (PMID: 18704536).	C20H39NO2		None	None	None	10.979	10.822	10.912	10.49	10.749	10.692	11.202	11.058	10.875	10.374	10.693	10.585	10.7	10.659	10.029	11.55	10.657	11.28	10.794	10.454	10.731	11.138	10.62	10.888	10.296	10.721	11.6	10.616	10.568	10.593	10.615	10.712	10.337	10.542	10.253	10.691	10.584	10.973	10.804	
325.0220285_MZ	Uridine 2',3'-cyclic phosphate	Un	1.0	None	None	None	None	Uridine 2',3'-cyclic phosphate is a cyclic nucleotide. A cyclic nucleotide is any nucleotide in which the phosphate group is bonded to two of the sugar's hydroxyl groups, forming a cyclical or ring structure. Cyclic phosphates are commonly found at the 3' end of mRNAs and other small RNAs. Uridine 2',3'-cyclic phosphate is a substrate for the enzyme 2',3'-cyclic nucleotide-3'-phosphodiesterase (CNPase, EC 3.1.4.37) which hydrolyses it to Uridine 2'-phosphate. CNPase is a unique RNase in that it only cleaves nucleoside 2',3'-cyclic phosphates and not the RNA internucleotide linkage, like other RNases such as RNase A and RNase T1.	C9H11N2O8P		None	None	None	13.858	13.786	13.974	13.843	13.736	14.051	13.781	13.81	14.296	13.91	14.167	14.115	13.849	14.031	14.059	13.812	13.781	13.984	14.12	14.311	13.871	14.075	13.933	14.273	14.23	13.879	13.909	14.173	13.919	13.713	13.962	13.816	14.133	14.177	14.482	14.515	14.051	14.038	13.717	
326.1668426_MZ	Zolpidem	Un	1.0	None	None	None	None	Zolpidem (sold under the brand names Ambien, Ambien CR, Stilnox, and Sublinox) is a prescription medication used for the treatment of insomnia, as well as some brain disorders. It is a short-acting nonbenzodiazepine hypnotic of the imidazopyridine class that potentiates gamma-aminobutyric acid (GABA), an inhibitory neurotransmitter, by binding to GABAA receptors at the same location as benzodiazepines. It works quickly (usually within 15 minutes) and has a short half-life (two to three hours). Zolpidem has not adequately demonstrated effectiveness in maintaining sleep (unless delivered in a controlled-release form); however, it is effective in initiating sleep. Some users take zolpidem recreationally for these side effects. However, it may be less common than benzodiazepine abuse. Zolpidem can become addictive if taken for extended periods of time, due to dependence on its ability to put one to sleep or to the euphoria it can sometimes produce.	C19H21N3O		None	None	None	12.134	12.028	12.426	11.788	11.915	12.542	11.98	12.406	11.877	12.044	12.113	11.737	11.808	12.327	13.237	11.935	11.939	12.357	11.986	11.474	11.94	11.936	11.794	12.396	11.746	11.995	12.128	11.84	12.409	11.998	12.651	11.694	11.315	11.736	11.936	12.237	11.548	11.622	11.397	
327.2327102_MZ	Docosahexaenoic acid	Un	1.0	None	None	None	None	Docosahexaenoic acid (DHA) is an omega-3 essential fatty acid. Chemically, DHA is a carboxylic acid with a 22-carbon chain and six cis double bonds with the first double bond is located at the third carbon from the omega end. DHA is most often found in fish oil. It is a major fatty acid in sperm and brain phospholipids, especially in the retina. Dietary DHA can reduce the level of blood triglycerides in humans, which may reduce the risk of heart disease. (wikipedia).	C22H32O2		None	None	None	18.281	17.455	18.423	17.491	18.69	18.143	18.755	19.312	18.429	17.332	17.769	17.861	17.871	18.328	16.645	20.053	17.978	19.459	16.978	17.744	17.798	18.419	18.269	18.458	17.852	17.375	18.995	17.258	17.285	18.573	17.97	18.531	17.917	17.688	16.653	18.015	17.561	18.626	18.215	
328.0483929_MZ	Cyclic AMP	Un	1.0	None	None	None	None	Cyclic AMP is an adenine nucleotide containing one phosphate group which is esterified to both the 3'- and 5'-positions of the sugar moiety. It is a second messenger and a key intracellular regulator, functioning as a mediator of activity for a number of hormones, including epinephrine, glucagon, and ACTH. cAMP is synthesized from ATP by adenylate cyclase. Adenylate cyclase is located at the cell membranes. Adenylate cyclase is activated by the hormones glucagon and adrenaline and by G protein. Liver adenylate cyclase responds more strongly to glucagon, and muscle adenylate cyclase responds more strongly to adrenaline. cAMP decomposition into AMP is catalyzed by the enzyme phosphodiesterase.	C10H12N5O6P, Adenosine 2',3'-cyclic phosphate		None	None	None	18.002	17.376	17.076	17.181	16.98	17.948	16.852	17.806	16.656	16.214	17.17	15.839	17.346	16.445	17.307	17.933	16.994	17.473	17.66	16.087	16.54	17.017	17.302	17.213	16.601	17.43	17.716	16.779	17.002	17.474	17.388	18.067	16.534	16.554	16.688	17.507	17.18	15.976	16.919	
328.2123871_MZ	6-Keto-decanoylcarnitine	Un	1.0	None	None	None	None		C17H31NO5		None	None	None	12.172	11.422	11.483	11.304	10.986	13.004	11.167	11.758	11.36	12.938	12.629	10.331	12.828	11.169	10.661	11.539	10.932	11.567	11.755	10.699	12.261	12.365	11.168	11.759	10.877	11.073	11.394	10.613	14.423	11.071	10.859	11.015	10.357	11.273	10.847	11.457	10.899	10.531	10.857	
328.9832435_MZ	Ribose 1,5-bisphosphate	Un	1.0	None	None	None	None	Ribose 1,5-bisphosphate (Rib-1,5-P2), a newly discovered activator of phosphofructokinase. It forms rapidly during the initiation of glycolytic flux and disappears within 20 s/ Ribose 1,5-bisphosphate is a potent regulator of the fructose 6-phosphate/fructose 1,6-bisphosphate cycle in the liver. Ribose 1,5-bisphosphate is a substrate for Ribose 1,5-bisphosphate phosphokinase (EC 2.7.4.23), an enzyme that catalyzes the chemical reaction. ATP + ribose 1,5-bisphosphate <-> ADP + 5-phospho-alpha-D-ribose 1-diphosphate.	C5H12O11P2		None	None	None	14.021	13.981	14.205	14.45	14.296	14.054	14.122	14.143	14.088	14.101	14.281	14.096	14.131	14.265	14.327	14.268	14.058	14.012	14.035	14.127	14.037	14.064	14.017	13.975	14.235	14.007	14.098	14.104	13.989	14.147	14.489	14.218	14.067	13.951	14.197	14.194	14.026	13.961	13.739	
329.0295809_MZ	Inosine 2',3'-cyclic phosphate	Un	1.0	None	None	None	None	Inosine-2',3'-cyclic phosphate is a cyclic nucleotide. A cyclic nucleotide is any nucleotide in which the phosphate group is bonded to two of the sugar's hydroxyl groups, forming a cyclical or ring structure. 2',3' cyclic IMP is a substrate for 2',3'-cyclic-nucleotide 3'-phosphodiesterase (EC 3.1.4.37). This enzyme (also called CNP) catalyzes the chemical reaction: nucleoside 2',3'-cyclic phosphate + H2O <-> nucleoside 2'-phosphate. CNP is a myelin-associated enzyme that makes up 4% of total CNS myelin protein, and is thought to undergo significant age-associated changes. The absence of CNP causes axonal swelling and neuronal degeneration. The biological role of cyclic 2',3' monophosphates is not clear, although it is thought to have something to do with neuronal stasis or development.	C10H11N4O7P		None	None	None	13.369	13.68	13.3	12.897	13.407	14.247	13.225	13.403	13.202	13.379	13.538	13.744	13.159	13.311	13.82	14.177	13.82	13.247	13.764	13.691	13.446	13.478	13.389	13.413	13.727	13.165	13.421	14.064	13.774	13.287	13.525	13.361	13.907	14.113	13.762	13.688	13.553	13.429	13.231	
329.1597973_MZ	Picrocrocin	Un	1.0	None	None	None	None	Picrocrocin is a glycoside formed from glucose and safranal. It is found in the spice saffron, which comes from the crocus flower. Picrocrocin has a bitter taste and is the chemical most responsible for the taste of saffron. It is believed that picrocrocin is a degradation product of the carotenoid zeaxanthin (Wikipedia).	C16H26O7		None	None	None	13.709	13.607	14.784	13.622	13.568	13.754	13.554	14.485	13.25	13.318	13.302	12.583	13.132	14.37	13.895	12.952	13.28	14.416	13.258	12.378	13.147	13.556	13.307	14.118	12.624	13.622	13.327	12.638	13.937	13.02	13.33	13.509	12.282	12.961	12.871	13.593	12.761	12.632	13.127	
329.2333228_MZ	9_10_13-TriHOME	Un	1.0	None	None	None	None	9,10,13-TriHOME is a trihydroxyoctadecenoic acid metabolite of linoleic acid, one of the major fatty acids found in lipids. Vascular tissue converts various polyunsaturated fatty acids to monohydroxy and trihydroxy metabolites derived from hydroperoxides which may be involved in regulating prostaglandin synthesis.	C18H34O5, 9_12_13-TriHOME		None	None	None	14.006	13.513	14.092	13.345	14.101	14.029	14.138	14.47	14.021	13.666	13.603	13.027	13.689	13.936	13.223	14.863	13.964	14.596	13.426	13.252	13.641	13.987	13.852	14.092	13.31	13.447	14.103	12.856	13.767	13.696	13.482	13.924	13.34	14.394	13.007	13.896	13.236	13.437	13.383	
329.2479124_MZ	Docosapentaenoic acid	Un	1.0	None	None	None	None	Docosapentaenoic acid (also known as clupanodonic acid) is an essential omega-3 fatty acid (EFA) which is prevalent in fish oils. Docosapentaenoic acid, commonly called DPA, is an intermediary between eicosapentaenoic acid (EPA, 20:5 &#969;-3) and docosahexaenoic acid (DHA, 22:6 &#969;-3). Seal oil is a rich source. There are three functions of docosapentaenoic acid. The most important is as part of phospholipids in all animal cellular membranes: a deficiency of docosapentaenoic acid leads to faulty membranes being formed. A second is in the transport and oxidation of cholesterol: clupanodonic acid tends to lower plasma cholesterol. A third function is as a precursor of prostanoids which are only formed from docosapentaenoic acid. Deficiency of this in experimental animals causes lesions mainly attributable to faulty cellular membranes: sudden failure of growth, lesions of skin and kidney and connective tissue, erythrocyte fragility, impaired fertility, uncoupling of oxidation and phosphorylation. In man pure deficiency of docosapentaenoic acid has been studied particularly in persons fed intravenously. A relative deficiency (that is, a low ratio in the body of docosapentaenoic to long-chain saturated fatty acids and isomers of docosapentaenoate) is common on Western diets and plays an important part in the causation of atherosclerosis, coronary thrombosis, multiple sclerosis, the triopathy of diabetes mellitus, hypertension and certain forms of malignant disease. Various factors affect the dietary requirement of docosapentaenoic acid. (PMID: 6469703).	C22H34O2, 4_7_10_13_16-Docosapentaenoic acid		None	None	None	15.32	14.709	15.427	14.452	15.301	13.963	16.016	16.606	15.409	14.909	14.562	14.931	15.618	15.22	13.646	16.781	14.942	16.556	14.455	14.373	14.787	15.686	14.972	15.322	14.434	14.734	16.221	14.267	14.458	15.185	14.607	16.064	15.546	14.91	13.829	15.278	14.721	15.39	15.418	
331.2636078_MZ	Adrenic acid	Un	1.0	None	None	None	None	Adrenic acid, which is a prostacyclin inhibitor, appears to be potential prothrombotic agent. (PMID 1642692).	C22H36O2		None	None	None	14.23	13.872	14.417	13.285	14.755	12.82	15.174	15.269	14.505	14.362	13.632	14.102	15.421	14.868	12.561	15.712	14.175	15.753	13.905	13.529	13.854	14.593	14.242	14.547	13.81	13.748	15.519	13.324	13.414	14.191	13.58	15.562	15.268	13.604	13.291	14.598	14.18	14.585	14.601	
333.0588962_MZ	1-(sn-Glycero-3-phospho)-1D-myo-inositol	Un	1.0	None	None	None	None	1-(sn-Glycero-3-phospho)-1D-myo-inositol or glycerophosphoinositol is produced through deacylation by phospholipase B of the essential phospholipid phosphatidylinositol. Glycerophosphoinositols are ubiquitous phosphoinositide metabolites involved in the control of several cell functions. They exert their actions both intracellularly and by rapidly equilibrating across the plasma membrane. Their transport is mediated by the Glut2 transporter, the human ortholog of GIT1 (PMID: 17141226). Glycerophosphoinositol is a substrate for glycerophosphoinositol inositolphosphodiesterase (EC 3.1.4.43) and is involved in the following reaction: 1-(sn-glycero-3-phospho)-1D-myo-inositol + H2O = glycerol + 1D-myo-inositol 1-phosphate. It is also a substrate for glycerophosphoinositol glycerophosphodiesterase (EC 3.1.4.44) which catalyzes the chemical reaction:. 1-(sn-glycero-3-phospho)-1D-myo-inositol + H2O = myo-inositol + sn-glycerol 3-phosphate.	C9H19O11P		None	None	None	15.606	16.211	16.156	16.137	16.214	16.398	15.461	15.535	15.989	15.844	15.622	16.349	15.992	15.935	16.179	16.083	16.409	16.127	15.936	16.059	16.608	15.352	16.21	16.273	15.712	16.411	15.671	15.717	15.723	15.975	16.318	15.267	15.634	16.093	15.984	15.917	16.113	15.703	15.081	
333.2036844_MZ	Prostaglandin A2	Un	1.0	None	None	None	None		C20H30O4, Leukotriene B5, Delta-12-Prostaglandin J2, 15-Keto-13_14-dihydroprostaglandin A2, 12-Keto-leukotriene B4, Prostaglandin B2, Prostaglandin J2		None	None	None	13.942	14.02	13.985	13.884	13.859	14.294	13.817	13.993	13.977	13.587	13.952	13.733	13.879	14.279	13.73	14.05	13.688	14.142	13.729	13.597	13.818	14.062	13.702	14.143	13.643	13.943	13.835	13.579	14.013	13.897	13.819	13.792	13.687	13.59	13.618	13.95	13.602	13.842	13.358	
334.1248001_MZ	Aspartylglycosamine	Un	1.0	None	None	None	None	Large amount of aspartylglycosamine appears in patients with aspartylglycosaminuria, which is a metabolic disorder associated with decreased activity of aspartylglycosamine amido hydrolase.	C12H21N3O8		None	None	None	13.903	14.153	13.871	13.649	13.745	14.308	13.778	13.858	13.938	13.55	14.155	14.053	14.085	14.291	15.063	13.718	13.754	13.601	13.782	13.249	13.814	13.335	13.5	13.95	13.348	13.961	13.862	13.652	13.954	13.82	14.58	13.619	13.341	13.705	13.898	13.738	13.23	13.3	13.191	
335.2220820_MZ	11(R)-HPETE	Un	1.0	None	None	None	None	11R-HPETE is a hydroperoxyeicosatetraenoic acid eicosanoid derived from arachidonic acid. 11R-HPETE is formed from arachidonic acid in the prostaglandin endoperoxide H synthase-1 cyclooxygenase site. 11R-HPETE has been described in other mammalian tissues (rat, sheep). There are two distinct isozymes of prostaglandin H synthase (PGHS), the key enzyme in prostaglandin biosynthesis; PGHS-1 is generally considered to play a housekeeping role, whereas PGHS-2 has been linked to various pathological processes. Both PGHS isozymes have two catalytic activities; they are a cyclooxygenase activity that converts arachidonic acid (AA) to prostaglandin G2 (PGG2) and a peroxidase activity that catalyzes the transformation of PGG2 to prostaglandin H2. Oxygenase activity is completely abolished in aspirin-treated PGHS-1 (ASA-PGHS-1), whereas aspirin-treated PGHS-2 (ASA-PGHS-2) still catalyzes formation of 11(R)-HPETE. (PMID: 12664566, 15292194, 15964853, 12167656).	C20H32O4, 11H-14_15-EETA, 12(R)-HPETE, 12(S)-Leukotriene B4, Hepoxilin A3, Prostaglandin A1, 8-iso-PGA1		None	None	None	13.512	13.106	13.534	13.584	14.047	13.935	13.662	13.135	13.454	13.406	13.63	13.014	13.408	14.313	13.342	13.45	13.231	13.702	13.127	13.077	13.46	13.326	13.712	13.793	13.296	13.475	13.228	13.327	13.433	13.34	13.335	13.555	14.616	12.952	13.036	13.31	13.129	13.166	12.865	
337.2373758_MZ	8_9-DiHETrE	Un	1.0	None	None	None	None	8,9-DiHETrE is a Cytochrome P450 (P450) eicosanoid. Eicosanoids generated from arachidonic acid (AA) metabolism by cytochrome P450 (P450) enzymes are important autocrine and paracrine factors that have diverse biological functions. P450 eicosanoids are involved in the regulation of vascular tone, renal tubular transport, cardiac contractility, cellular proliferation, and inflammation. P450converts AA to 8,9- dihydroxyeicosatrienoic acid. This enzymatic pathway was first described in liver; however, it is now clear that AA can be metabolized by P450 in many tissues including the pituitary gland, eye, kidney, adrenal gland, and blood vessels. (PMID: 17431031, 11700990).	C20H34O4, 14_15-DiHETrE, 12-Keto-tetrahydro-leukotriene B4, 11_12-DiHETrE		None	None	None	13.478	13.18	13.697	12.936	13.143	14.061	13.601	13.62	13.112	13.324	13.155	12.555	13.136	13.498	12.763	14.035	13.426	13.748	12.947	12.239	12.965	13.386	13.115	13.641	12.508	13.229	13.921	12.339	13.292	13.303	13.066	13.358	12.449	12.807	12.638	13.288	12.669	12.657	12.926	
337.3105385_MZ	Cetoleic acid	Un	1.0	None	None	None	None	Cetoleic acid is a poly-unsaturated fatty acid. Source: fish oils and rapeseed. Found as a lipid membrane component.	C22H42O2, Erucic acid		None	None	None	12.518	12.083	12.444	11.677	12.655	12.929	12.725	12.962	12.161	11.617	12.275	12.286	13.233	12.246	11.476	13.567	11.971	13.111	12.107	11.909	12.138	13.089	13.128	12.268	12.137	12.282	13.394	12.245	12.063	12.337	11.813	12.937	12.635	12.26	11.75	12.706	12.458	12.372	12.897	
338.2746820_MZ	Oleoyl glycine	Un	1.0	None	None	None	None	N-oleoyl glycine is an acylglycine with oleoic acid (C18:1(9Z))moiety attached to glycine molecule. It is reported to be preferentially produced by human glycine N-acyltransferase-like 2 (hGLYATL2), a member of a gene family of 4 putative glycine conjugating enzymes, synthesizes various N-acyl glycines. Recombinantly expressed hGLYATL2 efficiently conjugated oleoyl-CoA, arachidonoyl-CoA, and other medium- and long-chain acyl-CoAs to glycine. The enzyme was specific for glycine as an acceptor molecule.	C20H37NO3		None	None	None	10.356	10.071	10.692	10.238	9.794	10.288	10.297	10.917	10.053	9.948	10.078	9.349	10.057	10.472	9.897	10.789	10.011	10.705	10.007	9.752	9.689	10.269	9.582	10.365	9.769	10.012	10.312	9.434	10.062	9.69	9.991	9.807	9.224	9.459	9.641	10.225	9.584	9.999	9.876	
338.9882089_MZ	D-Fructose 2,6-bisphosphate	Un	1.0	None	None	None	None	D-Fructose 2,6-bisphosphate is a regulatory molecule controlling the activity of the enzyme Phosphofructokinase-1 or PFK1 (in mammals). PFK1, in turn, is the key regulatory enzyme in the central metabolic pathway Glycolysis. D-Fructose 2,6-bisphosphate has the effect of increasing the activity of PFK1, thus increasing the rate at which the principle food molecule glucose is broken down. At the same time, this regulatory molecule also inhibits the opposing enzyme (FBPase1) in the reverse pathway (gluconeogenesis) so that the synthesis of glucose is not taking place in the same cell where glucose is being broken down (which would be wasteful) (Wikipedia).	C6H14O12P2, 1D-Myo-inositol 1,4-bisphosphate, Alpha-D-Glucose 1,6-bisphosphate, 1D-Myo-inositol 1,3-bisphosphate, 1D-Myo-inositol 3,4-bisphosphate, D-Tagatose 1,6-bisphosphate		None	None	None	13.854	13.845	14.108	13.06	14.237	14.341	14.798	14.764	13.628	13.776	14.024	15.015	14.551	14.158	14.189	14.352	13.862	14.126	14.085	13.623	14.427	13.59	13.516	13.994	14.126	14.819	13.873	13.638	14.499	15.926	14.438	14.084	14.088	13.408	13.493	13.62	13.35	13.804	13.35	
341.1083159_MZ	D-Maltose	Un	1.0	None	None	None	None	Maltose, or malt sugar, is a primary disaccharide in the human diet formed from two units of glucose joined with an alpha (1->4) linkage. It is the second member of an important biochemical series of glucose chains. The addition of another glucose unit yields maltotriose, Further additions will produce dextrins, also called maltodextrins, and eventually starch. Maltose can be broken down into two glucose molecules by hydrolysis in living organisms. At the surface of the small intestine, the brush border enzymes maltase, breaks down maltose. (PMID: 14522745).	C12H22O11, Melibiose, Cellobiose, Alpha-Lactose, Sucrose, Lactulose, Trehalose, Isomaltose, Galactinol, 3-b-Galactopyranosyl glucose, Epimelibiose, Turanose, Kojibiose		None	None	None	15.545	15.685	15.19	15.008	15.036	15.953	15.372	15.645	15.69	16.466	15.755	15.817	15.583	16.089	15.714	15.89	16.408	15.739	15.873	15.481	16.274	15.591	15.33	15.666	15.383	16.882	15.86	16.385	16.566	16.024	15.351	15.568	15.006	15.272	16.26	16.496	15.271	15.306	15.085	
341.1962063_MZ	2_3-Dinor-6-keto-prostaglandin F1 a	Un	1.0	None	None	None	None	2,3-dinor-6-keto-prostaglandin F1 alpha is a major urinary prostacyclin metabolite, and is significantly higher in 9 patients with severe atherosclerosis and evidence of platelet activation. Prostacyclin is a potent vasodilator and platelet inhibitor produced by vascular endothelium. Endogenous production of prostacyclin under physiologic conditions is extremely low, far below the capacity of vascular tissue to generate this substance in response to stimulation in vitro. This may reflect a low frequency or intensity of stimulation of prostacyclin production. PGI2 synthase (PGIS), a catalyst of PGI2 formation from prostaglandin H2, is widely distributed and predominantly found in vascular endothelial and smooth muscle cells. PGI2 plays an important cardioprotective role increasingly appreciated in recent years in light of adverse effects of COX-2 inhibitors in clinical trials. This cardioprotection is thought to be mediated, in part, by prostacyclin inhibition of platelet aggregation. Multiple lines of evidence suggest that prostacyclin additionally protects from cardiovascular disease by pleiotropic effects on vascular smooth muscle. PGI2 inhibits proliferation of cultured vascular SMCs by inhibiting cell cycle progression from G1 to S phase. (PMID: 6231483, 7000774, 6231483, 16303599, 16533160, 17073611, 17164138)Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes) and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways.	C18H30O6, 2_3-Dinor-TXB2		None	None	None	14.438	14.503	14.979	14.238	14.247	14.576	14.448	14.744	14.27	14.412	14.425	14.208	14.126	14.738	14.284	14.603	14.212	14.839	14.362	13.875	14.38	14.527	14.192	14.575	13.946	14.321	14.553	13.929	14.51	14.202	14.157	14.291	13.839	14.085	14.063	14.49	14.016	14.151	14.119	
342.9987868_MZ	Fructose 1_6-bisphosphate	Un	1.0	None	None	None	None		C6H14O11P2		None	None	None	13.523	13.558	13.818	13.366	13.668	13.577	13.857	13.805	13.685	13.54	13.84	13.975	13.542	13.906	13.359	14.53	13.773	13.884	13.704	13.698	13.527	13.86	13.691	13.739	13.619	13.603	13.922	13.713	13.702	13.721	13.544	13.649	14.051	13.771	13.646	13.826	13.944	13.846	13.927	
343.1150853_MZ	Dolichyl diphosphate	Un	1.0	None	None	None	None	The glycosylation of asparagine residues in proteins is known to occur by transfer from a dolichyl diphosphate oligosaccharide containing glucose. The addition of all three glucoses to the dolichyl diphosphate oligosaccharide occur with dolichyl phosphate glucose as donor.(http://www.blackwell-synergy.com/links/doi/10.1111/j.1432-1033.1980.tb04498.x/abs/).	C12H26O7P2		None	None	None	12.711	12.613	12.989	12.741	12.754	13.21	12.796	12.802	12.583	12.967	13.151	12.707	12.909	13.147	12.83	12.416	12.914	12.97	12.913	12.543	13.105	12.671	12.549	12.845	12.594	13.14	12.656	12.791	13.621	13.45	12.643	12.556	12.198	12.557	12.972	12.937	12.355	12.292	12.121	
343.1933046_MZ	11-Dehydrocorticosterone	Un	1.0	None	None	None	None	11-Dehydrocorticosterone is a mineral corticosteroid. The conversion of inactive 11-ketoglucocorticoids such as 11-dehydrocorticosterone) into active 11b-hydroxyglucocorticoids (such as corticosterone) is catalyzed by 11beta-hydroxysteroid dehydrogenase (11b-HSD1, EC 1.1.1.146), which is expressed in many tissues and plays an important role in metabolically relevant tissues such as the liver, adipose tissue, skeletal muscles and possibly kidney. Chronically elevated local glucocorticoid action as a result of increased 11beta-HSD1 activity rather than elevated systemic glucocorticoid levels has been associated with metabolic syndrome, which is characterized by obesity, insulin resistance, type 2 diabetes and cardiovascular complications. Recent studies indicate that compounds inhibiting 11beta-HSD1 activity ameliorate the adverse effects of excessive glucocorticoid concentrations on metabolic processes, providing promising opportunities for the development of therapeutic interventions. 11-dehydrocorticosterone and corticosterone display antinatriuretic activity, although 11-dehydrocorticosterone is generally a more potent sodium retainer than corticosterone. (PMID: 17584152, Endocr Metab Immune Disord Drug Targets. 2007 Jun;7(2):125-40.).	C21H28O4, Formebolone, 19-Oxo-deoxycorticosterone 		None	None	None	12.227	12.495	12.61	12.242	12.643	12.413	12.27	12.276	12.855	12.134	12.299	11.435	12.269	12.556	11.688	11.765	11.917	12.533	11.925	11.525	12.032	12.176	12.391	12.541	11.995	12.326	12.062	11.541	12.462	12.059	11.97	11.86	11.83	12.294	11.935	12.541	12.036	11.733	11.57	
346.0560069_MZ	Adenosine monophosphate	Un	1.0	None	None	None	None	Adenosine monophosphate, also known as 5'-adenylic acid and abbreviated AMP, is a nucleotide that is found in RNA. It is an ester of phosphoric acid with the nucleoside adenosine. AMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase adenine. AMP can be produced during ATP synthesis by the enzyme adenylate kinase. AMP has recently been approved as a 'Bitter Blocker' additive to foodstuffs. When AMP is added to bitter foods or foods with a bitter aftertaste it makes them seem 'sweeter'. This potentially makes lower calorie food products more palatable.	C10H14N5O7P, 2'-Deoxyguanosine 5'-monophosphate, 3'-AMP, Adenosine 2'-phosphate		None	None	None	22.248	22.54	22.832	22.463	22.617	22.417	22.854	22.201	22.887	22.272	22.091	22.33	22.071	22.847	22.033	22.279	22.569	22.364	22.304	22.592	22.427	22.263	22.83	22.366	22.448	22.602	22.334	22.676	22.611	22.124	21.708	22.522	22.174	22.987	22.952	22.455	22.679	22.429	22.245	
347.0398567_MZ	Inosine 2'-phosphate	Un	1.0	None	None	None	None	Inosine 2'-phosphate is an inosine nucleotide containing a pyrophosphate group esterified to C2 of the sugar moiety. Inosine 2'-phosphate is a product of 2',3'-cyclic-nucleotide 3'-phosphodiesterase (EC 3.1.4.37). This enzyme (also called CNP) catalyzes the chemical reaction: nucleoside 2',3'-cyclic phosphate + H2O <-> nucleoside 2'-phosphate. 2',3'-cyclic nucleotide 3'-phosphodiesterase is a myelin-associated enzyme that makes up 4% of total CNS myelin protein, and is thought to undergo significant age-associated changes. The absence of CNP causes axonal swelling and neuronal degeneration.	C10H13N4O8P, Inosinic acid		None	None	None	19.068	17.575	18.209	17.87	17.641	19.091	18.327	18.037	18.497	18.877	19.685	19.173	17.917	18.159	17.31	17.562	18.651	18.368	19.566	18.128	18.627	18.613	18.198	19.475	19.178	18.292	18.741	17.719	18.31	18.475	18.522	19.348	18.092	18.328	18.409	19.483	18.508	17.747	16.981	
349.2743612_MZ	Monoacylglyceride(0:0/16:0/0:0)	Un	1.0	None	None	None	None	MG(0:0/16:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.	C19H38O4, Monoacylglyceride(16:0/0:0/0:0)		None	None	None	13.648	13.274	13.606	13.065	13.775	14.066	13.806	13.918	13.5	13.904	13.784	13.384	14.014	13.767	13.251	14.801	13.773	14.126	13.363	13.296	13.789	14.058	13.538	13.473	13.376	13.571	14.311	13.192	13.4	13.718	13.147	14.731	13.657	13.422	13.184	14.259	13.508	13.33	13.685	
351.1253258_MZ	Estradiol-17beta 3-sulfate	Un	1.0	None	None	None	None	The estrogen patch is a delivery system for estradiol used as hormone replacement therapy to treat the symptoms of menopause, such as hot flashes and vaginal dryness, and to prevent osteoporosis. Originally marketed as Vivelle(Novartis), it was discontinued in 2003 and reintroduced in a smaller form as Vivelle-Dot. Although the estrogen is given transdermally rather than in the standard oral tablets, the estrogen patch carries similar risks and benefits as more conventional forms of estrogen-only hormone replacement therapy.	C18H24O5S		None	None	None	12.952	13.021	13.188	13.061	12.776	13.716	12.837	12.58	12.601	13.241	13.396	12.788	12.619	13.182	13.596	11.932	12.541	12.47	12.832	11.967	13.317	12.414	13.083	12.795	12.192	12.73	12.343	12.259	13.503	12.722	13.337	12.373	11.947	12.693	12.791	12.695	12.176	12.508	11.968	
351.1974291_MZ	11b-Hydroxyprogesterone	Un	1.0	None	None	None	None	11beta-Hydroxyprogesterone is a normal human metabolite. Plasma 11beta-Hydroxyprogesterone concentrations does not vary significantly as a function of age, sex, or phase of the menstrual cycle, in contrast to 17-hydroxyprogesterone. Increased plasma 11beta-Hydroxyprogesterone levels in late-onset adrenal 21-hydroxylase deficiency suggest a mild defect of the mineralocorticoid pathway. 21-hydroxylase deficiency (OMIM 201910) is probably the most frequent (if not the most frequent) autosomal recessive genetic disease, occurring in almost 1% of Caucasians and about 3% of Ashkenazi Jews. 21-hydroxylase deficiency is unusual among genetic diseases in that approximately 95% of the mutant alleles have apparently been generated by recombination between a normally active gene (CYP21) and a closely linked pseudogene (CYP21P). There are 4 recognized clinical forms of congenital adrenal hyperplasia, the majority of cases being associated with 21-hydroxylase deficiency: salt-wasting (SW), simple virilizing (SV), nonclassic (NC) late-onset (also called attenuated and acquired), and cryptic. (PMID: 3546944, 2537337). 11beta-hydroxyprogesterone acts as a mineralocorticoid agonist in stimulating Na+ absorption in mammalian principal cortical collecting duct cells.It activates the transiently expressed hMR in COS-7 cells in a dose-dependent manner (ED(50): 10(-8) M) and, like aldosterone, stimulated Ams I(sc) in mpkCCD(cl4) cells. Docking 11OHP within the hMR-ligand-binding domain homology model revealed that the agonist activity of 11OHP is caused by contacts between its 11 beta-hydroxyl group and Asn770. Furthermore, 11OHP was unable to activate the mutant hMR/N770A, in which Ala is substituted for Asn at position 770. These findings demonstrate that in the absence of the 21-hydroxyl group, the 11 beta-hydroxyl group can produce the contact with the hMR-Asn770 required for the hMR activation leading to stimulated Na(+) absorption.	C20H28O4, Carnosic acid		None	None	None	12.2	12.007	12.306	12.024	12.039	12.537	12.266	12.219	12.1	11.967	12.154	11.524	11.89	12.39	11.651	12.068	12.013	12.349	11.663	11.348	12.012	11.953	11.958	12.245	11.412	11.972	11.95	11.202	12.478	11.803	11.858	12.04	11.213	11.597	11.576	12.02	11.471	11.442	11.451	
351.2538336_MZ	Monoacylglyceride with formula C21H36O4	Un	1.0	None	None	None	None	MG(0:0/18:3(6Z,9Z,12Z)/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.	C21H36O4		None	None	None	13.157	12.942	12.816	12.745	13.044	13.188	12.644	13.053	13.275	13.142	12.936	11.141	13.038	13.213	12.458	13.242	13.164	13.539	12.782	11.771	12.771	13.347	13.032	13.313	11.825	13.102	12.952	11.784	13.207	12.391	12.732	13.534	11.899	12.94	11.594	12.895	12.92	11.191	12.58	
352.1154679_MZ	Protopine	Un	1.0	None	None	None	None	Protopine is a benzylisoquinoline alkaloid occurring in opium poppies and other plants of the family papaveraceae. It has been found to inhibit histamine H1 receptors and platelet aggregation, and acts as an opioid analgesic.	C20H19NO5		None	None	None	12.847	13.037	13.211	13.395	12.812	13.524	12.561	12.138	12.706	13.502	13.367	12.865	13.071	12.876	12.982	11.909	12.839	12.464	12.815	12.332	13.176	12.598	12.458	12.771	12.487	12.605	12.145	12.349	13.43	12.591	12.827	12.271	12.238	12.7	12.857	12.533	12.635	12.592	11.935	
353.3417156_MZ	Tricosanoic acid	Un	1.0	None	None	None	None	Tricosanoic acid is found in different plant oils and extracts such as the Brazilian peppertree, but it can also be produced in the human body. It has shown to be a hair growth stimulant.	C23H46O2		None	None	None	13.439	13.521	13.445	13.167	13.376	13.225	13.514	13.61	13.386	13.174	13.393	13.198	13.255	13.289	12.822	14.032	13.255	13.684	13.155	13.223	13.23	13.784	13.165	13.358	13.075	13.247	13.719	13.132	13.326	13.264	13.229	13.221	13.139	12.874	13.197	13.52	13.166	13.579	13.427	
354.0604072_MZ	Dihydroneopterin phosphate	Un	1.0	None	None	None	None	Dihydroneopterin phosphate is involved in the folate biosynthesis pathway. Dihydroneopterin phosphate is produced from 2-Amino-4-hydroxy-6-(erythro-1,2,3-trihydroxypropyl)dihydropteridine. triphosphate by [E3.6.1.-]. Dihydroneopterin phosphate is then converted to Dihydroneopterin by [E3.6.1.-].	C9H14N5O7P		None	None	None	13.239	13.231	13.6	13.04	13.257	13.932	13.759	13.683	13.372	13.293	13.346	13.958	13.901	13.937	13.364	13.31	13.614	13.428	13.361	14.593	13.866	13.431	13.17	13.69	13.493	13.353	13.089	13.565	13.492	13.716	12.682	13.269	14.38	13.717	13.685	13.232	13.29	13.996	13.036	
354.1320383_MZ	Aspartylglycosamine	Un	1.0	None	None	None	None	Large amount of aspartylglycosamine appears in patients with aspartylglycosaminuria, which is a metabolic disorder associated with decreased activity of aspartylglycosamine amido hydrolase.	C12H21N3O8		None	None	None	12.214	12.613	12.585	12.541	12.547	12.911	12.329	12.394	12.454	12.566	12.833	12.422	12.409	12.67	12.429	11.961	12.403	12.333	12.114	12.178	12.694	12.319	12.203	12.464	12.271	12.448	12.139	12.148	12.688	12.204	12.257	12.117	12.268	12.3	12.477	12.32	12.227	12.5	12.094	
355.2840925_MZ	Monoacylglyceride with formula C21H40O4	Un	1.0	None	None	None	None	MG(0:0/18:1(11Z)/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.	C21H40O4		None	None	None	12.526	12.346	13.862	12.143	12.635	12.873	12.834	13.751	12.382	12.209	12.275	11.737	12.426	13.378	12.145	12.893	12.288	13.737	12.077	11.828	12.057	12.624	12.206	12.877	11.818	12.451	12.85	11.715	12.459	12.174	11.944	12.824	12.084	11.871	11.951	12.642	12.117	12.014	12.627	
356.0917985_MZ	S-(Hydroxymethyl)glutathione	Un	1.0	None	None	None	None	S-Hydroxymethylglutathione is a critical component of the binding site for activating fatty acids in glutathione-dependent formaldehyde dehydrogenase activity. (OMIM 103710). formaldehyde dehydrogenase (FDH; EC 1.2.1.1), a widely occurring enzyme catalyzes the oxidation of S-hydroxymethylglutathione into S-formylglutathione in the presence of NAD (PubMed ID 2806555).	C11H19N3O7S		None	None	None	13.966	13.834	13.819	13.653	13.555	14.45	13.835	13.823	12.951	13.689	13.502	14.099	13.036	13.654	13.899	13.366	13.46	13.938	14.441	13.257	13.458	13.64	13.262	13.563	13.839	13.327	13.756	14.055	14.036	14.218	13.417	13.435	13.561	13.762	13.951	13.884	12.947	13.437	13.165	
357.0806379_MZ	N1-(5-Phospho-a-D-ribosyl)-5,6-dimethylbenzimidazole	Un	1.0	None	None	None	None	N1-(5-Phospho-alpha-D-ribosyl)-5,6-dimethylbenzimidazole (or alpha-ribazole-5'-Phosphate) is an intermediate in Riboflavin metabolism. In particular, alpha-Ribazole 5'-phosphate is converted from Dimethylbenzimidazole via the enzyme nicotinate-nucleotide-dimethylbenzimidazole. phosphoribosyltransferase (EC 2.4.2.21). It is then converted to alpha-Ribazole via the enzyme (EC 3.1.3.-).	C14H19N2O7P		None	None	None	13.159	13.163	13.368	13.227	13.593	13.38	13.301	13.319	13.171	13.391	13.276	13.364	13.09	13.458	13.503	12.983	13.801	13.261	13.228	12.703	13.23	12.913	13.54	13.156	13.085	14.021	13.263	12.851	13.31	13.591	13.296	13.284	13.014	13.615	12.979	13.168	13.138	12.734	12.581	
357.1411889_MZ	Nicotine glucuronide	Un	1.0	None	None	None	None	Nicotine glucuronidation results in an N-quaternary glucuronide in humans. This reaction is catalyzed by uridine diphosphate-glucuronosyltransferase (UGT) enzyme(s) producing (S)-nicotine-N-beta-glucuronide (Nicotine-Gluc). About 3-5% of nicotine is converted to Nicotine-Gluc and excreted in urine in humans.	C16H22N2O6		None	None	None	13.181	12.618	13.557	13.739	13.305	13.199	13.127	13.129	13.036	12.814	13.192	13.193	12.926	12.985	12.966	12.291	12.884	13.269	13.6	12.942	12.905	12.813	12.873	13.025	12.795	13.136	12.789	13.343	13.031	13.221	12.939	13.015	12.803	12.995	13.15	13.431	12.592	12.828	12.237	
357.1726817_MZ	Malabaricone C	Un	1.0	None	None	None	None	Malabaricone C is an antimicrobial resorcinol found in nutmeg, the dried seed covers of Myristica fragrans and Myristica malabarica (rampatri). This Compound exhibits strong antifungal and antibacterial activity. (PMID 1955885, 10501006). Malabaricone C a diarylnonanoid, shows strong scavenging activity. (PMID 16104820).	C21H26O5		None	None	None	12.592	12.574	12.912	12.789	13.187	13.031	12.53	12.72	12.735	12.667	12.87	12.283	12.366	13.017	12.607	12.08	12.909	12.692	12.35	12.124	12.595	12.399	12.697	13.105	12.046	13.463	12.33	12.084	12.858	12.372	12.941	12.637	12.107	12.317	12.476	12.825	12.39	12.128	11.739	
357.2638236_MZ	13,14-Dihydro PGF-1a	Un	1.0	None	None	None	None	13,14-Dihydro PGF-1alpha is a prostanoid. Prostanoids is a term that collectively describes prostaglandins, prostacyclines and thromboxanes. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They derive from C-20 polyunsaturated fatty acids, mainly dihomo-gamma-linoleic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2). The reaction product of COX is the unstable endoperoxide prostaglandin H (PGH) that is further transformed into the individual prostanoids by a series of specific prostanoid synthases. Prostanoids are local-acting mediators formed and inactivated within the same or neighbouring cells prior to their release into circulation as inactive metabolites (15-keto- and 13,14-dihydroketo metabolites). Non-enzymatic peroxidation of arachidonic acid and other fatty acids in vivo can result in prostaglandin-like substances isomeric to the COX-derived prostaglandins that are termed isoprostanes. Prostanoids take part in many physiological and pathophysiological processes in practically every organ, tissue and cell, including the vascular, renal, gastrointestinal and reproductive systems. Their activities are mediated through prostanoid-specific receptors and intracellular signalling pathways, whilst their biosynthesis and action are blocked by nonsteroidal antiinflammatory drugs (NSAID). Isoprostanes are considered to be reliable markers of oxidant stress status and have been linked to inflammation, ischaemia-reperfusion, diabetes, cardiovascular disease, reproductive disorders and diabetes. (PMID: 16986207).	C20H38O5		None	None	None	12.015	11.773	12.635	11.658	11.677	12.063	11.683	12.514	11.822	11.626	11.732	10.34	11.708	12.294	11.514	11.603	11.617	12.56	11.372	10.524	11.337	12.02	11.886	12.432	10.946	12.019	11.737	10.48	11.981	11.044	11.394	11.871	10.336	11.517	10.875	11.81	11.189	10.572	11.528	
358.0480605_MZ	5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylate	Un	1.0	None	None	None	None	5-amino-1-(5-phospho-D-ribosyl) imidazole-4-carboxylate is an intermediate in purine metabolism. 5-amino-1-(5-phospho-D-ribosyl) imidazole-4-carboxylate is converted from aminoimidazole ribotide via phosphoribosylaminoimidazole carboxylase [EC: 4.1.1.21].	C9H14N3O9P, N5-Carboxyaminoimidazole ribonucleotide		None	None	None	14.157	14.193	13.665	13.301	13.402	13.957	13.905	14.058	13.481	12.839	13.926	13.54	13.88	13.273	13.994	14.249	13.207	13.719	14.573	13.572	13.196	14.128	13.03	13.772	13.399	13.857	14.064	14.451	13.985	14.052	13.061	14.001	13.409	13.394	14.227	14.005	13.362	13.178	13.295	
358.1292158_MZ	5-Hydroxytryptophol glucuronide	Un	1.0	None	None	None	None	5-Hydroxytryptophol glucuronide (GTOL) is the major excretion form of 5-hydroxytryptophol (5-HTOL), a minor serotonin metabolite under normal conditions. Because the concentration of 5-HTOL is markedly increased following consumption of alcohol, measurement of 5-HTOL is used as a sensitive biomarker for detection of recent alcohol intake. PMID: 15664340. 5-Hydroxytryptophol glucuronide provided higher diagnostic specificity and sensitivity than 5-hydroxytryptophol. PMID: 17112495.	C16H21NO7		None	None	None	12.71	12.449	13.818	13.161	12.767	13.074	12.925	12.692	12.641	12.604	12.763	13.289	12.347	12.659	12.646	12.133	12.606	13.131	13.206	12.826	12.865	12.354	12.567	12.695	12.918	12.678	12.556	13.146	12.91	12.92	12.637	12.44	12.688	12.681	13.388	12.962	12.34	13.018	12.266	
358.1909470_MZ	19-oic-deoxycorticosterone	Un	1.0	None	None	None	None	19-hydroxydeoxycorticosterone (19,21-dihydroxy-4-pregnen-3,20-dione), 19-oxo-deoxycorticosterone (21-hydroxy-4-pregnen-3,19,20-trione), and 19-oic-deoxycorticosterone (19-oic-21-hydroxy-4-pregnen-3,20-dione)are formed from precursor deoxycorticosterone by adrenal glands obtained from intact rats and from rats undergoing adrenal regeneration.rat adrenals have the enzymes required to convert deoxycorticosterone to 19-hydroxydeoxycorticosterone, 19-oxo-deoxycorticosterone, and 19-oic-deoxycorticosterone; however, rat adrenals do not convert deoxycorticosterone or any of the oxygenated metabolites to 19-nor-deoxycorticosterone (21-hydroxy-19-nor-4-pregnen-3,20-dione). It is possible, however, that 19-nor-deoxycorticosterone is formed at peripheral sites from the oxygenated deoxycorticosterone precursors.	C21H27O5		None	None	None	12.256	12.317	12.608	12.43	11.969	12.367	12.229	12.342	12.521	12.115	12.304	12.237	12.152	12.343	11.84	11.583	11.98	12.462	12.089	11.681	12.176	12.206	12.06	12.423	11.925	12.186	11.925	11.832	12.417	11.939	11.99	12.072	11.477	12.085	12.34	12.276	12.001	11.892	11.814	
358.2257003_MZ	Kinetensin 1-3	Un	1.0	None	None	None	None	Kinetensin 1-3 is a fraction of Kinetensin with only Ile-Ala-Arg peptide chain. Kinetensin is a nonapeptide, originally isolated from pepsin-treated plasma that shares some sequence homology with the C-terminal end of neurotensin, serum albumin and angiotensin. It is a potent histamine releaser in rodents and may serve as an inflammatory mediator.	C15H31N6O4		None	None	None	11.407	11.239	11.79	11.3	11.077	11.249	11.634	11.933	11.521	11.131	11.1	10.231	11.017	11.402	10.883	11.471	10.967	11.582	10.963	10.393	10.962	11.333	11.286	11.468	10.511	11.164	11.944	10.104	11.44	11.335	10.983	11.004	10.145	10.843	10.578	11.264	10.673	10.275	10.512	
361.2034545_MZ	Cortisol	Un	1.0	None	None	None	None	Cortisol is a corticosteroid hormone produced by the adrenal cortex that is involved in the response to stress; The main glucocorticoid secreted by the adrenal cortex. Its synthetic counterpart is used, either as an injection or topically, in the treatment of inflammation, allergy, collagen diseases, asthma, adrenocortical deficiency, shock, and some neoplastic conditions. As an oral or injectable drug, cortisol is also known as hydrocortisone. It is used as an immunosuppressive drug, given by injection in the treatment of severe allergic reactions such as anaphylaxis and angioedema, in place of prednisolone in patients who need steroid treatment but cannot take oral medication, and peri-operatively in patients on long-term steroid treatment to prevent an Addisonian crisis. Cortisol or Hydrocortisone is a corticosteroid hormone produced by the adrenal cortex that is involved in the response to stress. It increases blood pressure, blood sugar levels, may cause infertility in women, and suppresses the immune system. Its synthetic counterpart (hydrocortisone) is used, either as an injection or topically, in the treatment of inflammation, allergy, collagen diseases, asthma, adrenocortical deficiency, shock, and some neoplastic conditions. Cortisol is synthesized from pregnenolone. The amount of cortisol present in the serum undergoes diurnal variation, with the highest levels present in the early morning, and lower levels in the evening, several hours after the onset of sleep. Cortisol is a corticosteroid hormone produced by the adrenal cortex that is involved in the response to stress; it increases blood pressure, blood sugar levels, may cause infertility in women, and suppresses the immune system. Synthetic cortisol, also known as hydrocortisone, is used as a drug mainly to fight allergies and inflammation; it increases blood pressure, blood sugar levels, may cause infertility in women, and suppresses the immune system. Synthetic cortisol, also known as hydrocortisone, is used as a drug mainly to fight allergies and inflammation.	C21H30O5, 18-Hydroxycorticosterone, 17a,21-Dihydroxy-5b-pregnane-3,11,20-trione		None	None	None	14.043	12.825	13.477	13.871	16.897	16.222	15.05	13.709	16.505	15.418	15.466	13.475	13.912	16.424	14.093	15.018	13.917	15.287	13.892	14.733	13.105	13.138	13.99	14.42	15.0	14.568	14.027	14.412	13.724	13.899	13.786	14.324	16.003	13.643	14.983	15.115	12.923	15.018	13.368	
361.3106681_MZ	Monoacylglyceride Phosphate with formula C21H42O3	Un	1.0	None	None	None	None	1-(1Z-octadecenyl)-sn-glycerol is an ether lipid. Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C21H42O3		None	None	None	9.895	9.913	9.886	9.989	10.428	9.987	10.114	10.06	9.956	9.9	10.294	9.935	10.332	10.036	9.596	10.558	9.794	10.226	10.054	9.505	10.216	10.219	9.742	10.009	10.07	9.731	10.239	9.655	10.122	9.572	9.641	10.021	10.191	9.711	9.821	10.069	9.83	10.19	9.984	
362.0497559_MZ	Guanosine monophosphate	Un	1.0	None	None	None	None	Guanosine 5'-monophosphate. A guanine nucleotide containing one phosphate group esterified to the sugar moiety and found widely in nature.	C10H14N5O8P, 8-Oxo-dGMP		None	None	None	17.99	17.82	18.561	18.389	18.4	18.016	18.662	17.799	19.024	17.77	17.743	18.138	18.125	18.535	17.613	18.112	18.412	18.158	17.765	18.593	18.276	17.708	19.093	18.056	18.421	18.286	18.013	18.118	18.08	17.842	17.648	18.223	18.025	18.925	18.28	18.025	18.948	18.188	18.072	
363.0331970_MZ	Xanthylic acid	Un	1.0	None	None	None	None	Xanthylic acid is an important metabolic intermediate in the Purine Metabolism, and is a product or substrate of the enzymes Inosine monophosphate dehydrogenase (EC 1.1.1.205), Hypoxanthine phosphoribosyltransferase (EC 2.4.2.8), Xanthine phosphoribosyltransferase (EC 2.4.2.22), 5'-Ribonucleotide phosphohydrolase (EC 3.1.3.5), Ap4A hydrolase (EC 3.6.1.17), Nucleoside-triphosphate diphosphatase (EC 3.6.1.19), Phosphoribosylamine-glycine ligase (EC 6.3.4.1), and glutamine amidotransferase (EC 6.3.5.2). (KEGG) Xanthylic acid can also be used in quantitative measurements of the Inosine monophosphate dehydrogenase enzyme activities in purine metabolism. This measurement is important for optimal thiopurine therapy for children with acute lymphoblastic leukaemia (ALL). (PMID: 16725387).	C10H13N4O9P		None	None	None	12.679	12.922	12.988	12.368	12.858	13.445	12.963	12.614	12.937	12.961	13.098	13.333	12.812	13.073	12.507	12.607	12.737	12.686	12.917	13.001	13.036	12.606	12.812	12.882	13.195	12.741	12.426	13.229	13.543	12.963	12.335	12.596	13.029	12.858	13.141	12.889	12.841	12.954	12.436	
363.1804711_MZ	12-oxo-10,11-dihydro-20-COOH-LTB4	Un	1.0	None	None	None	None	12-oxo-10,11-dihydro-20-COOH-LTB4 is formed when leukotriene B4 (LTB4) is metabolized by beta-oxidation. LTB4 is the major metabolite in neutrophil polymorphonuclear leukocytes. Leukotrienes are metabolites of arachidonic acid derived from the action of 5-LO (5-lipoxygenase). The immediate product of 5-LO is LTA4 (leukotriene A4), which is enzymatically converted into either LTB4 (leukotriene B4) by LTA4 hydrolase or LTC4 (leukotriene C4) by LTC4 synthase. The regulation of leukotriene production occurs at various levels, including expression of 5-LO, translocation of 5-LO to the perinuclear region and phosphorylation to either enhance or inhibit the activity of 5-LO. Biologically active LTB4 is metabolized by w-oxidation carried out by specific cytochrome P450s (CYP4F) followed by beta-oxidation from the w-carboxy position and after CoA ester formation. (PMID: 8632343, 9667737). Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes) and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways.	C20H28O6		None	None	None	12.36	12.31	13.102	12.511	12.598	13.229	12.51	12.723	12.606	12.636	12.714	12.428	12.269	13.108	12.658	12.095	12.329	12.822	12.123	11.912	12.439	12.296	12.727	13.03	12.075	13.01	12.396	12.214	12.826	12.223	12.48	12.287	12.152	12.194	12.488	12.422	12.1	12.181	11.928	
363.2370483_MZ	16(17)-EpDPE	Un	1.0	None	None	None	None	16(17)-EpETE is the DHA homolog of 14(15)-EpETrE, derived via epoxidation of the 16,17-double bond of docosahexaenoic acid (DHA). The EDHF (endothelium-derived hyperpolarizing factor) activity of 16(17)-EpDPE has not yet been determined. The epoxygenase metabolites of DHA have also been detected in a murine inflammation model (PMID: 12391014). EDHF is an unidentified mediator released from vascular endothelial cells in response to acetylcholine and bradykinin which is distinct from the NOS- (nitric oxide) and COX-derived (prostacyclin) vasodilators (PMID: 9504399, 10519554). Cytochrome P450 (CYP450) metabolism of polyunsaturated fatty acids produces epoxides such as 14(15)-EpETrE which are prime candidates for the actual active mediator (PMID: 9401962). However, the CYP450 metabolites of eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) have been little studied relative to arachidonate epoxygenase metabolites.	C22H32O3, 17-HDoHE		None	None	None	12.374	12.127	12.414	12.138	12.7	12.242	12.425	12.622	12.61	12.42	12.217	12.089	12.276	12.429	11.533	12.54	11.952	12.82	12.033	11.944	12.168	12.44	12.01	12.318	12.247	12.132	12.447	11.875	12.103	12.011	11.965	12.505	12.219	12.069	12.085	12.274	11.843	12.32	11.843	
363.2891464_MZ	2-Arachidonyl Glycerol ether	Un	1.0	None	None	None	None		C23H40O3		None	None	None	11.165	11.005	10.941	10.465	10.716	11.655	10.816	11.419	10.851	10.945	10.877	10.648	10.908	11.747	10.762	11.422	10.88	11.314	10.912	10.309	10.766	11.355	10.66	10.952	10.379	10.743	11.378	10.39	11.219	10.749	10.638	11.016	10.63	10.722	10.525	10.937	10.313	10.182	10.692	
363.3263954_MZ	Monoacylglyceride with formula C21H44O3	Un	1.0	None	None	None	None		C21H44O3		None	None	None	10.837	10.529	10.425	10.087	10.308	9.996	10.51	10.784	10.221	10.239	10.212	10.194	10.964	9.882	10.213	11.169	10.009	10.783	10.206	9.99	10.581	10.591	9.998	10.494	10.074	10.077	10.898	10.024	10.326	10.075	9.91	10.453	10.11	10.167	9.747	10.347	9.838	10.268	10.412	
365.1956454_MZ	20-Carboxyleukotriene B4	Un	1.0	None	None	None	None	20-Carboxyleukotriene B4 is an omega-oxidized metabolite of leukotriene B4 (LTB4). Neutrophil microsomes are known to oxidize 20-hydroxy-LTB4 (20-OH-LTB4) to its 20-oxo and 20-carboxy derivatives in the presence of NADPH. This activity has been ascribed to LTB4 omega-hydroxylase (cytochrome P-450LTB omega). Leukotriene B4 release from polymorphonuclear granulocytes of severely burned patients was reduced as compared to healthy donor cells. This decrease is due to an enhanced conversion of LTB4 into the 20-hydroxy- and 20-carboxy-metabolites and further to a decreased LTB4-synthesis. LTB4 is the major metabolite in neutrophil polymorphonuclear leukocytes. Leukotrienes are metabolites of arachidonic acid derived from the action of 5-LO (5-lipoxygenase). The immediate product of 5-LO is LTA4 (leukotriene A4), which is enzymatically converted into either LTB4 (leukotriene B4) by LTA4 hydrolase or LTC4 (leukotriene C4) by LTC4 synthase. The regulation of leukotriene production occurs at various levels, including expression of 5-LO, translocation of 5-LO to the perinuclear region and phosphorylation to either enhance or inhibit the activity of 5-LO. Biologically active LTB4 is metabolized by w-oxidation carried out by specific cytochrome P450s (CYP4F) followed by beta-oxidation from the w-carboxy position and after CoA ester formation. Other specific pathways of leukotriene metabolism include the 12-hydroxydehydrogenase/ 15-oxo-prostaglandin-13-reductase that form a series of conjugated diene metabolites that have been observed to be excreted into human urine. Metabolism of LTC4 occurs by sequential peptide cleavage reactions involving a gamma-glutamyl transpeptidase that forms LTD4 (leukotriene D4) and a membrane-bound dipeptidase that converts LTD4 into LTE4 (leukotriene E4) before w-oxidation. These metabolic transformations of the primary leukotrienes are critical for termination of their biological activity, and defects in expression of participating enzymes may be involved in specific genetic disease. (PMID 17623009, 7633595, 2155225, 3039534)Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes) and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways.	C20H30O6, 20-COOH-10_11-dihydro-LTB4		None	None	None	13.045	12.976	13.505	13.301	13.142	13.493	13.066	13.201	13.264	13.066	13.388	12.818	12.885	14.016	13.271	12.729	12.871	13.748	12.713	12.487	13.109	13.075	13.375	13.724	12.586	13.578	12.809	12.781	13.436	12.877	12.926	12.99	12.942	12.794	12.852	12.888	12.717	12.721	12.521	
365.2328890_MZ	Tetrahydrocortisol	Un	1.0	None	None	None	None	Tetrahydrocortisol is the most powerful natural angiostatic steroid. It is involved in C21-Steroid hormone metabolism pathway (KEGG).	C21H34O5, 3b-Allotetrahydrocortisol, 5a-Tetrahydrocortisol, Cortolone, Beta-Cortolone		None	None	None	13.989	13.315	13.84	13.677	16.213	13.489	15.168	14.079	15.534	15.041	13.486	13.36	14.527	15.373	13.24	15.465	13.901	15.487	14.338	14.083	13.546	13.848	14.16	14.495	14.457	14.418	14.295	14.327	13.879	13.959	13.79	15.008	15.319	13.594	14.986	14.237	13.479	13.633	13.388	
365.3417249_MZ	Nervonic acid	Un	1.0	None	None	None	None	Nervonic acid is a long chain unsaturated fatty acid that is enriched in sphingomyelin. It consists of choline, sphingosine, phosphoric acid, and fatty acid. Nervonic acid may enhance the brain functions and prevent demyelination (Chemical Land21). Research shows that there is negative relationship between nervonic acid and obesity-related risk factors (PMID: 16394593). Demyelination in adrenoleukodystrophy (ALD) is associated with an accumulation of very long chain saturated fatty acids stemming from a genetic defect in the peroxisomal beta oxidation system responsible for the chain shortening of these fatty acids. Sphingolipids from post mortem ALD brain have decreased levels of nervonic acid, 24:1(n-9), and increased levels of stearic acid, 18:0. (PMID: 8072429).	C24H46O2		None	None	None	12.385	11.966	12.347	11.816	12.381	11.751	12.513	12.785	12.283	11.769	12.027	11.964	13.249	11.814	11.577	13.105	11.769	12.656	11.564	11.82	12.19	12.304	12.323	12.148	12.255	12.165	12.837	11.442	11.963	11.997	11.922	12.55	12.241	11.811	11.398	12.082	12.09	12.157	12.186	
366.2638242_MZ	3_ 5-Tetradecadiencarnitine	Un	1.0	None	None	None	None		C21H37NO4		None	None	None	10.65	10.73	10.226	9.546	11.284	11.425	10.672	11.032	11.015	10.691	10.444	10.24	10.618	11.315	10.318	11.464	10.546	11.272	10.343	10.395	10.563	10.802	10.322	10.764	10.128	10.489	11.124	10.52	11.067	10.583	10.717	10.521	10.419	10.087	10.411	10.831	10.229	10.411	9.958	
367.0176252_MZ	Orotidylic acid	Un	1.0	None	None	None	None	Orotidylic acid (OMP), is a pyrimidine nucleotide which is the last intermediate in the biosynthesis of uridine monophosphate. Decarboxylation by Orotidylate decarboxylase affords Uridine 5'-phosphate which is the route to Uridine and its derivatives de novo and consequently one of the most important processes in nucleic acid synthesis (Dictionary of Organic Compounds). In humans, the enzyme UMP synthase converts OMP into uridine 5'- monophosphate. If UMP synthase is defective, orotic aciduria can result. (Wikipedia).	C10H13N2O11P		None	None	None	15.768	15.177	14.55	14.447	14.671	15.393	15.173	15.364	14.172	13.974	14.569	13.761	14.469	14.063	15.994	15.567	14.589	15.074	15.655	13.41	14.606	15.029	14.446	14.607	14.343	15.272	15.583	14.418	14.716	15.428	15.072	15.267	13.797	14.123	14.411	15.142	14.502	13.596	14.17	
367.1038923_MZ	Riboflavin reduced	Un	1.0	None	None	None	None	Riboflavin reduced is an intermediate in the metabolism of Porphyrin and chlorophyll. It is a substrate for Flavin reductase.	C15H16N4O6		None	None	None	13.844	13.54	13.466	13.182	12.85	15.151	13.237	12.651	12.893	14.41	14.079	13.751	13.168	13.847	14.591	12.914	13.294	13.298	13.807	12.874	13.753	12.833	12.444	13.738	13.71	12.997	13.892	14.505	13.982	13.065	14.077	12.966	12.701	12.937	15.182	13.833	12.741	12.972	13.288	
367.2119523_MZ	19-Hydroxy-PGE2	Un	1.0	None	None	None	None	19-Hydroxy-PGE2 is a derivative of PGE2. Both 19-Hydroxy-PGE1 and 19-hydroxy-PGE2 are formed from PGE1 and PGE2 by prostaglandin 19-hydroxylase, a cytochrome P-450 enzyme, in seminal vesicles (PMID: 3196735). 19-Hydroxy-PGE2 is a selective prostanoid EP2-receptor agonist; it doesn't stimulate FP-receptors, and is devoid of activity on thromboxane A2, prostaglandin D2 and prostacyclin sensitive receptors. 19-OH PGE2 is formed in large quantities from PGE2 in human seminal plasma. PGE2 is the most common and most biologically active of the mammalian prostaglandins. It has important effects in labour and also stimulates osteoblasts to release factors which stimulate bone resorption by osteoclasts (a type of bone cell that removes bone tissue by removing the bone's mineralized matrix). (PMID: 16978535, 8248550, 817207). Dinoprostone is a naturally occurring prostaglandin E2 (PGE2) and the most common and most biologically active of the mammalian prostaglandins. It has important effects in labour and also stimulates osteoblasts to release factors which stimulate bone resorption by osteoclasts (a type of bone cell that removes bone tissue by removing the bone's mineralized matrix). PGE2 has been shown to increase vasodilation and cAMP production, to enhance the effects of bradykinin and histamine, to induce uterine contractions and to activate platelet aggregation. PGE2 is also responsible for maintaining the open passageway of the fetal ductus arteriosus; decreasing T-cell proliferation and lymphocyte migration and activating the secretion of IL-1alpha and IL-2. PGE2 exhibits both pro- and anti-inflammatory effects, particularly on dendritic cells (DC). Depending on the nature of maturation signals, PGE2 has different and sometimes opposite effects on DC biology. PGE2 exerts an inhibitory action, reducing the maturation of DC and their ability to present antigen. PGE2 has also been shown to stimulate DC and promote IL-12 production when given in combination with TNF-alpha. PGE2 is an environmentally bioactive substance. Its action is prolonged and sustained by other factors especially IL-10. It modulates the activities of professional DC by acting on their differentiation, maturation and their ability to secrete cytokines. PGE2 is a potent inducer of IL-10 in bone marrow-derived DC (BM-DC), and PGE2-induced IL-10 is a key regulator of the BM-DC pro-inflammatory phenotype. (PMID: 16978535)Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes) and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways.	C20H32O6, 6,15-Diketo,13,14-dihydro-PGF1a, Prostaglandin G2, 20-Hydroxy-PGE2, 6-Ketoprostaglandin E1, 11-Dehydro-thromboxane B2, Thromboxane B3, 5(6)-Epoxy Prostaglandin E1		None	None	None	13.17	12.982	13.788	13.149	13.574	13.912	13.354	13.412	13.224	13.278	13.732	13.254	13.259	13.999	13.313	12.656	12.95	13.652	12.72	12.491	13.339	12.957	13.427	14.307	12.801	13.558	12.881	12.852	13.706	12.977	13.197	13.09	13.072	12.886	12.883	12.915	12.734	13.583	12.686	
367.3572055_MZ	Tetracosanoic acid	Un	1.0	None	None	None	None	Lignoceric acid, also tetracosanoic acid, is a normal carboxylic acid, a very long chain fatty acid (VLCFA). Very long chain fatty acids (VLCFAs) are exclusively oxidized in peroxisomes and their levels are significantly increased in tissues of patients with peroxisomal disorders. (PMID 15565636).	C24H48O2		None	None	None	14.647	14.871	14.698	14.538	14.595	14.484	14.854	14.853	14.612	14.337	14.665	14.507	14.49	14.586	14.066	15.539	14.527	14.957	14.466	14.539	14.555	15.088	14.412	14.669	14.316	14.469	14.978	14.45	14.584	14.544	14.561	14.531	14.476	14.111	14.383	14.795	14.449	14.943	14.723	
369.2064388_MZ	Prostaglandin E3	Un	1.0	None	None	None	None	Prostaglandin E3 is from the cyclooxygenase metabolism of eicosapentaenoic acid.Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes) and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways.	C20H30O5, 8-iso-15-keto-PGE2, Prostaglandin D3, 15-Keto-prostaglandin E2, Resolvin E1		None	None	None	13.385	13.677	14.35	13.814	13.758	13.705	14.594	13.711	13.784	13.535	14.017	11.507	13.921	13.762	13.178	12.996	13.249	13.374	12.984	11.742	13.818	12.892	13.834	13.669	11.423	13.515	13.67	11.324	14.018	13.819	13.784	13.044	11.276	13.114	11.667	13.194	13.304	11.469	12.422	
371.0322032_MZ	Petunidin	Un	1.0	None	None	None	None	Petunidin is an anthocyanin. Anthocyanins are water soluble pigments belonging to the flavonoids compound family involved in nature in a wide range of functions such as flowers, fruits, and seeds pigmentation to attract pollinators, to disperse seeds, to protect against UV light damage, and in plant defense to protect against pathogen attack. Because anthocyanins impart much of the color and flavor of fruits and vegetables, they are usually components of the human diet and are not only considered exclusively as food products but also as therapeutic agents; in fact, anthocyanins have been suggested to protect against oxidative stress, coronary heart diseases, certain cancers, and other age-related diseases. At least part of these presumed health-promoting features can be attributed to the antioxidant properties of these compounds whose chemical structure appears ideal for free radical scavenging. (PMID: 16277406).	C16H13ClO7		None	None	None	13.029	12.884	12.911	12.785	12.912	13.483	13.053	12.81	12.903	13.026	12.97	13.109	12.783	13.092	13.459	13.255	13.101	12.871	13.229	12.907	12.95	12.805	12.75	13.037	13.185	12.951	13.14	13.137	13.078	13.096	13.228	13.016	12.899	12.945	13.131	13.385	12.75	12.716	12.486	
373.2013602_MZ	11beta,20-Dihydroxy-3-oxopregn-4-en-21-oic acid	Un	1.0	None	None	None	None	11b,20-dihydroxy-3-oxopregn-4-en-21-oic acid or DHOPA is a major metabolite of corticosterone that is typically elevated in the liver. The in vivo conversion of corticosterone to DHOPA is thought to proceed via the aldehyde intermediate 11b-hydroxy-3,20-dioxopregn-4-en-21-al. Cytochrome P450 3A4 (CYP3A4), is known to convert corticosterone to the gem-diol form of the aldehyde. Because CYP3A4 is highly abundant in the liver, the conversion of corticosterone to its aldehyde presumably occurs readily, and the formation of DHOPA by isomerization of the aldehyde. DHOPA has also been identified as a biomarker that is elevated (50 X) in animals that have been treated with PPARalpha agonists. Peroxisome proliferator-activated receptor alpha (PPARalpha) is a nuclear receptor with manifold effects on intermediary metabolism (PMID: 17550978).	C22H30O5		None	None	None	12.977	13.456	13.985	13.714	14.01	14.211	13.653	12.98	13.77	13.625	14.43	13.017	13.65	13.999	12.939	11.855	12.88	12.742	12.837	12.612	13.898	12.306	13.459	13.664	12.556	13.275	12.637	12.205	14.097	13.139	13.749	12.622	12.483	13.034	12.798	13.056	12.955	13.265	12.255	
373.2754081_MZ	3b-Hydroxy-5-cholenoic acid	Un	1.0	None	None	None	None	3b-Hydroxy-5-cholenoic acid is a monohydroxy bile acid of endogenous origin. It is found in biologic fluids beginning in fetal life. (PMID 5567561; 4803245; 93138) Large amounts of 3 beta-hydroxy-5-cholenoic acid could be found in children with the syndrome of hepatic ductular hypoplasia (PMID 3987031).	C24H38O3		None	None	None	12.555	12.83	12.191	11.918	12.977	17.18	12.776	12.685	14.713	14.619	13.085	12.532	15.009	16.696	11.565	13.117	15.186	14.639	12.537	12.315	12.255	13.246	12.698	13.174	12.277	13.063	13.324	12.0	12.314	13.916	11.925	15.179	12.712	12.055	11.821	15.723	12.339	12.857	12.396	
374.2620036_MZ	6,9,12,15,18,21-Tetracosahexaenoic acid	Un	1.0	None	None	None	None	6,9,12,15,18,21-Tetracosahexaenoic acid (24:6n-3) is one of the n-3 PUFA and is a very long chain fatty acid. Distribution of 24:6n-3 in marine organisms was investigated by several researchers. Takagi et al. reported relatively high contents of 24:6n-3 in sea lilies and brittle stars (4&#8211;10% of total fatty acids). High 24:6n-3 content was also found in marine coelenterates. In some edible fishes, 24:6n-3 was detected at significant levels (0&#8211;10% of total fatty acids).The existence of 24:6n-3 in mammalian tissues was reported with other very long chain fatty acids in the spermatozoa,the retina, and the brain. Voss et al. reported that 24:6n-3 is formed as an intermediate in the metabolic pathway from 20:5n-3 to 22:6n-3 in rat liver. Even though 24:6n-3 is a PUFA existing in fish and mammalian species, physiological functions of 24:6n-3 have not been studied. As functions to be studied, anti-inflammatory and antiallergic. effects of 24:6n-3 are noteworthy because these events are known to be closely related to the unsaturated fatty acid metabolism such as in the arachidonic acid cascade, and 20:5n-3 and 22:6n-3 were reported to suppress inflammatory actions by influencing arachidonic acid metabolism.s24:6n-3 could inhibit the antigen-stimulated production of LT-related compounds as well as other n-3 polyunsaturated fatty acids (PUFA) such as eicosapentaenoic. acid (20:5n-3) and docosahexaenoic acid (22:6n-3), which are major n-3 PUFA in fish oils; 24:6n-3 was also shown to reduce the histamine content in MC/9 cells at 25 uM (27% reduction from the control), and the effect was diminished with increase of the fatty acid concentration (up to 100 uM). These two n-3 PUFA, 20:5n-3 and 22:6n-3, also reduced the histamine content (16 and 20% reduction at 25 &#956;M, respectively), whereas arachidonic acid (20:4n-6) increased it (18% increase at 25 &#956;M).	C24H35O2		None	None	None	9.748	9.648	9.508	9.451	9.66	10.152	9.392	10.221	9.82	9.649	9.606	9.227	9.673	9.925	8.948	9.482	9.502	9.959	9.293	8.942	9.662	9.781	11.136	11.38	9.099	11.209	9.51	8.944	9.846	8.995	9.494	9.312	8.827	9.237	9.179	9.797	8.912	9.398	9.283	
375.1301259_MZ	Riboflavin	Un	1.0	None	None	None	None	Riboflavin or vitamin B2 is an easily absorbed, water-soluble micronutrient with a key role in maintaining human health. Like the other B vitamins, it supports energy production by aiding in the metabolizing of fats, carbohydrates, and proteins. Vitamin B2 is also required for red blood cell formation and respiration, antibody production, and for regulating human growth and reproduction. It is essential for healthy skin, nails, hair growth and general good health, including regulating thyroid activity. Riboflavin is found in milk, eggs, malted barley, liver, kidney, heart, and leafy vegetables. Riboflavin is yellow or orange-yellow in color and in addition to being used as a food coloring it is also used to fortify some foods. It can be found in baby foods, breakfast cereals, sauces, processed cheese, fruit drinks and vitamin-enriched milk products. The richest natural source is yeast. It occurs in the free form only in the retina of the eye, in whey, and in urine; its principal forms in tissues and cells are as flavin mononucleotide and flavin adenine dinucleotide.	C17H20N4O6		None	None	None	12.412	12.243	13.006	12.712	12.319	12.771	12.491	12.41	12.366	12.687	12.364	12.48	11.862	12.839	12.736	11.502	12.56	12.535	12.298	11.722	12.591	12.028	12.396	12.758	12.045	12.519	12.346	12.083	12.738	12.301	13.024	12.092	11.657	12.136	12.317	12.273	12.199	12.321	11.676	
375.2191795_MZ	Resolvin D2	Un	1.0	None	None	None	None	Resolvin D2 is an autacoid resolvin. Autacoids are chemical mediators including the families of resolvins and protectins, defined by their potent bioactions and novel chemical structures. The bioactive local mediators, or autacoids, that require enzymatic generation from the omega-3 essential fatty acid EPA were first identified in resolving inflammatory exudates in vivo and carry potent stereoselective biological actions. Resolvins of the E (RvE) series are derived from eicosapentaenoic acid (EPA). Those derived from docosahexaenoic acid (DHA) were termed resolvins of the D series, for example resolvin D1 (RvD1).Resolvins and protectins have specific stereoselective actions which evoke biological actions in the nanogram range in vivo and are natural exudate products. Resolvins and protectins as distinct chemical families join the lipoxins as potent agonists of endogenous anti-inflammation and are proresolving chemical mediators of interest in human disease as potential new approaches to treatment. The term resolvins (resolution-phase interaction products) was first introduced to signify that these new structures were endogenous mediators, biosynthesized in the resolution phase of inflammatory exudates, possessing very potent anti-inflammatory and immunoregulatory actions. These actions include reducing neutrophil traffic, regulating cytokine and reactive oxygen species, and lowering the magnitude of the response. In recent years, investigators have recognized inflammation as playing a key role in many prevalent diseases not previously considered to be of inflammatory etiology. These include Alzheimer's disease, cardiovascular disease, and cancer, which now join those well-appreciated inflammatory disorders such as arthritis and periodontal disease. Identifying the molecular mechanism(s) that underlie the many reports of the benefits of dietary omega-3 PUFAs remains an important challenge for nutrition and medicine. Thus, that these new mediator families, resolvins and protectins, are biosynthesized from EPA and DHA, act locally, and possess potent, novel bioactions is of interest to researchers. (PMID: 17090225).	C22H32O5, Resolvin D1, 11beta-Hydroxy-3,20-dioxopregn-4-en-21-oic acid		None	None	None	12.742	12.843	13.243	13.404	12.924	13.493	12.951	13.003	13.23	12.801	13.485	12.961	12.614	13.32	12.717	12.497	12.399	12.91	12.564	12.183	13.098	12.625	12.768	13.033	12.583	12.737	12.37	12.403	13.313	12.657	12.816	12.804	12.165	12.699	12.712	12.811	12.484	12.546	12.354	
375.2910198_MZ	Allolithocholic acid	Un	1.0	None	None	None	None	Allolithocholic acid is a bile acid present in normal serum and feces, with a tendency to be at higher concentrations in patients with colon cancer, particularly in men (PMID 16548228). A bile acid. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487, 16037564, 12576301, 11907135).	C24H40O3, Isoallolithocholic acid, Isolithocholic acid, Lithocholic acid, 12b-Hydroxy-5b-cholanoic acid, 7a-Hydroxy-5b-cholanic acid		None	None	None	13.962	13.138	13.115	12.844	14.536	17.828	13.894	13.897	15.036	15.209	14.058	13.142	15.965	17.314	12.363	14.843	15.184	15.337	13.679	13.658	13.249	14.593	13.89	13.711	13.717	13.942	14.237	13.073	13.192	14.275	13.084	16.431	14.638	13.444	12.862	16.633	14.028	13.668	13.568	
376.1168964_MZ	Kinetin-7-N-glucoside	Un	1.0	None	None	None	None	Kinetin-7-N-glucoside is the product of the reaction between kinetin and UDP-D-glucose, with UDP as a co-product. The reaction is catalyzed by a UDP glycosyltransferase.	C16H19N5O6, Kinetin-9-N-glucoside		None	None	None	14.311	14.259	14.778	14.329	14.672	14.734	14.481	14.607	14.101	13.888	13.9	15.988	14.214	14.543	15.432	14.443	14.716	14.539	14.197	15.001	14.063	14.12	14.24	14.534	15.485	14.826	14.68	14.747	14.195	14.86	14.67	14.735	14.931	14.439	15.324	14.221	13.921	15.026	13.866	
377.1374727_MZ	2-Phenylaminoadenosine	Un	1.0	None	None	None	None	Selective A2 adenosine receptor agonist; potent coronary vasodilator; weak inhibitor of adenosine uptake by rat cerebral cortical synaptosomes; used as a vasodilator agent; is a potent anti-inflammatory agent, acting at its four G protein coupled receptors. Topical treatment of adenosine to foot wounds in diabetes mellitus has been shown in lab animals to drastically increase tissue repair and reconstruction. Topical administration of adenosine for use in wound healing deficiencies and diabetes mellitus in humans is currently under clinical investigation. Adenosine is a nucleoside comprised of adenine attached to a ribose (ribofuranose) moiety via a beta-N9-glycosidic bond.	C16H18N6O4		None	None	None	13.475	12.765	13.976	14.001	12.554	13.826	13.071	13.621	12.623	13.518	12.739	12.999	12.396	13.189	13.422	12.254	13.349	13.448	13.516	12.967	13.566	13.009	13.455	13.443	13.437	12.918	13.388	13.607	13.606	13.857	13.671	12.966	12.454	13.4	13.674	14.164	12.935	13.248	12.527	
377.1958660_MZ	18-Hydroxycortisol	Un	1.0	None	None	None	None	18-Hydroxycortisol is a derivative of cortIsolated It may be synthesized by zona fasciculata 11-beta hydroxylase in normal human adrenal cortex. (PMID 15356073; 1751390) Overproduction of 18-hydroxycortisol is an aid in the detection of Glucocorticoid-remediable aldosteronism which is an inherited form of mineralocorticoid excess associated with moderate overproduction of aldosterone, in which biochemical and clinical remission is dramatically induced by small amounts of glucocorticoids.(PMID: 1879399).	C21H30O6		None	None	None	13.659	13.701	13.751	13.724	14.052	13.943	14.013	13.847	13.891	13.977	13.713	13.367	13.708	14.604	13.397	14.059	13.635	14.642	13.526	14.189	13.544	13.784	13.747	14.066	13.325	14.094	14.212	13.567	13.757	13.461	13.758	13.759	14.582	13.397	13.59	13.929	13.298	13.483	13.379	
377.3038769_MZ	Monoacylglyceride with formula C21H42O4	Un	1.0	None	None	None	None	MG(0:0/18:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.	C21H42O4		None	None	None	13.062	13.032	13.358	12.753	13.178	13.861	13.174	13.219	13.024	13.359	13.651	13.362	13.57	13.475	12.879	13.092	13.272	13.205	12.901	12.935	13.538	13.224	12.968	13.236	12.905	13.174	13.336	12.766	13.603	12.985	12.798	13.413	13.089	12.894	12.832	13.152	12.859	13.098	13.207	
378.0968719_MZ	S-Lactoylglutathione	Un	1.0	None	None	None	None	S-Lactoylglutathione is a substrate of lactoylglutathione lyase [EC 4.4.1.5] in pyruvate metabolism (KEGG). Another enzyme, glyoxalase I, synthesizes this compound by converting methylglyoxal and reduced glutathione to S-lactoylglutathione. S-D-lactoylglutathione can be hydrolysed by thiolesterases to reduced glutathione and D-lactate but also converted to N-D-lactoylcysteinylglycine and N-D-lactoylcysteine by gamma-glutamyl transferase and dipeptidase (PMID: 8632674). S-lactoylglutathione has also been shown to modulate microtubule assembly (PMID: 690442).	C13H21N3O8S		None	None	None	14.918	15.014	15.33	14.721	16.095	15.124	15.545	15.426	15.553	14.897	14.592	14.935	14.417	15.609	15.929	15.202	15.262	15.647	15.54	13.718	14.415	14.44	15.917	14.756	14.878	16.078	15.457	14.655	14.964	16.506	15.626	15.607	15.062	14.311	14.78	15.568	14.675	14.095	14.353	
378.2139603_MZ	Donepezil	Un	1.0	None	None	None	None	Donepezil, marketed under the trade name Aricept (Eisai), is a centrally acting reversible acetyl cholinesterase inhibitor. Its main therapeutic use is in the treatment of Alzheimer's disease where it is used to increase cortical acetylcholine. It has an oral bioavailability of 100% and easily crosses the blood-brain barrier. Because it has a half life of about 70 hours, it can be taken once a day. Initial dose is 5 mg per day, which can be increased to 10 mg per day after an adjustment period of at least 4 weeks. Donepezil is a centrally acting reversible acetyl cholinesterase inhibitor. Its main therapeutic use is in the treatment of Alzheimer's disease where it is used to increase cortical acetylcholine. It is well absorbed in the gut with an oral bioavailability of 100% and easily crosses the blood-brain barrier. Because it has a half life of about 70 hours, it can be taken once a day. Currently, there is no definitive proof that use of donepezil or other similar agents alters the course or progression of Alzheimer's disease. However, 6-12 month controlled studies have shown modest benefits in cognition and/or behavior. Pilot studies have reported that donepezil therapy may potentially have effects on markers of disease progression, such as hippocampal volume. Therefore, many neurologists, psychiatrists, and primary care physicians use donepezil in patients with Alzheimer's disease. In 2005, the UK National Institute for Clinical Excellence (NICE) withdrew its recommendation for use of the drug for mild-to-moderate AD, on the basis that there is no significant improvement in functional outcome; Currently, there is no definitive proof that use of donepezil or other similar agents alters the course or progression of Alzheimer's disease. However, 6-12 month controlled studies have shown modest benefits in cognition and/or behavior. Pilot studies have reported that donepezil therapy may potentially have effects on markers of disease progression, such as hippocampal volume. Therefore, many neurologists, psychiatrists, and primary care physicians use donepezil in patients with Alzheimer's disease. In 2005, the UK National Institute for Clinical Excellence (NICE) withdrew its recommendation for use of the drug for mild-to-moderate AD, on the basis that there is no significant improvement in functional outcome; of quality of life or of behavioral symptoms. However, NICE revised its guidelines to suggest that donepezil be used in moderate stage patients for whom the evidence is strongest. While the drug is currently indicated for mild to moderate Alzheimer's, there is also evidence from 2 trials that it may be effective for moderate to severe disease. An example of this is a Karolinska Institute paper published in The Lancet in early 2006, which states that donepezil improves cognitive function even in patients with severe Alzheimer's disease symptoms. of quality of life or of behavioral symptoms. However, NICE revised its guidelines to suggest that donepezil be used in moderate stage patients for whom the evidence is strongest. While the drug is currently indicated for mild to moderate Alzheimer's, there is also evidence from 2 trials that it may be effective for moderate to severe disease. An example of this is a Karolinska Institute paper published in The Lancet in early 2006, which states that donepezil improves cognitive function even in patients with severe Alzheimer's disease symptoms.	C24H29NO3		None	None	None	11.599	11.589	10.832	11.396	10.886	11.422	10.908	10.758	11.777	11.222	11.148	10.332	11.089	11.084	10.828	10.566	10.532	11.131	11.299	10.699	10.874	11.744	11.235	11.739	10.345	10.755	10.974	10.432	11.764	10.608	10.893	10.439	10.494	11.292	10.687	11.671	11.137	10.358	10.201	
378.2359582_MZ	Sphingosine 1-phosphate	Un	1.0	None	None	None	None	Sphingosine 1-phosphate (S1P) is a phosphorylated sphingolipid metabolite with potent bioactive actions in the Sphingolipid metabolism, Calcium signaling pathway and Neuroactive ligand-receptor interaction. Generated by sphingosine kinases and ceramide kinase, S1P control numerous aspects of cell physiology, including cell survival and mammalian inflammatory responses. S1P is involved in cyclooxygenase-2 induction (COX-2), and regulate production of eicosanoids (important inflammatory mediators). S1P functions mainly via G-protein-coupled receptors and probably also has intracellular targets. (PMID 16219683).	C18H38NO5P		None	None	None	11.456	11.276	11.481	11.582	11.176	11.565	11.177	11.46	11.635	11.033	11.459	11.418	11.326	11.548	10.883	11.18	10.782	11.518	11.078	10.749	11.2	11.372	11.287	11.596	11.162	11.084	11.253	10.607	11.337	11.182	11.259	11.209	10.853	11.364	10.94	11.19	10.888	11.283	10.655	
379.0826881_MZ	Rosmarinic acid	Un	1.0	None	None	None	None	Rosmarinic acid is an ester of caffeic acid and 3,4-dihydroxyphenyllactic acid. It is commonly found in species of the Boraginaceae and the subfamily Nepetoideae of the Lamiaceae. It is a red-orange powder that is slightly soluble in water, but well soluble is most organic solvents. Rosmarinic acid is one of the polyphenolic substances contained in culinary herbs such as perilla (Perilla frutescens L.), rosemary (Rosmarinus officinalis L.), sage (Salvia officinalis L.), mint (Mentha arvense L.), and basil (Ocimum basilicum L.). These herbs are commonly grown in the garden as kitchen herbs, and while used to add flavor in cooking, are also known to have several potent physiological effects. (PMID: 12482446, 15120569).	C18H16O8		None	None	None	14.463	14.619	14.164	15.005	14.206	15.221	14.383	13.921	14.407	16.595	14.779	14.467	14.805	15.5	16.106	15.205	15.222	15.177	14.713	14.247	14.91	14.136	15.023	14.493	14.602	15.928	15.09	15.336	15.47	14.662	15.983	14.414	13.974	14.014	15.592	15.875	14.016	13.802	14.111	
379.2489123_MZ	Bisnorcholic acid	Un	1.0	None	None	None	None	Bisnorcholic acid is one of a number of short side bile acids found in the urine from patients with cerebrotendinous xanthomatosis (CTX). The presence these short side bile acids in urine of the CTX patients suggests that bile alcohols may be further degraded to these bile acids. (PMID: 2079611).	C22H36O5		None	None	None	13.37	13.093	13.142	12.856	12.946	13.643	13.043	13.594	13.073	12.807	13.226	12.649	13.612	13.78	13.016	13.35	13.004	13.571	13.018	12.584	12.953	13.46	12.992	13.274	12.635	13.083	13.251	12.88	13.389	12.866	12.864	13.18	12.709	12.977	12.649	12.94	12.682	12.759	12.873	
380.2473955_MZ	Sphinganine 1-phosphate	Un	1.0	None	None	None	None	Sphinganine 1-phosphate is an intermediate in the metabolism of Glycosphingolipids and sphingolipids. It is a substrate for Sphingosine kinase 1, Lipid phosphate phosphohydrolase 2, Sphingosine kinase 2, Sphingosine-1-phosphate lyase 1, Lipid phosphate phosphohydrolase 1 and Lipid phosphate phosphohydrolase 3.	C18H40NO5P		None	None	None	11.073	10.867	11.622	10.816	11.037	11.553	11.626	11.914	10.742	10.847	11.001	10.501	11.7	11.748	10.746	11.448	10.812	11.69	10.49	10.031	11.171	11.631	10.523	11.21	10.245	10.912	11.794	10.654	11.489	11.401	10.754	11.187	10.472	10.855	10.379	10.911	10.66	10.399	10.885	
381.1552403_MZ	1-(alpha-Methyl-4-(2-methylpropyl)benzeneacetate)-beta-D-Glucopyranuronic acid	Un	1.0	None	None	None	None	Ibuprofen acyl glucuronide is a natural human metabolite of Ibuprofen generated in the liver by UDP glucuonyltransferase. Glucuronidation is used to assist in the excretion of toxic substances, drugs or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys.	C19H26O8		None	None	None	12.309	12.398	13.379	12.503	12.593	12.855	12.68	13.023	12.262	12.652	12.63	12.154	12.543	13.097	12.725	12.202	12.504	13.085	12.41	11.976	12.43	12.392	12.356	12.893	11.922	12.454	12.455	11.971	12.717	12.476	12.408	12.414	12.081	12.102	12.445	12.414	12.098	12.065	12.047	
381.3001176_MZ	Monoacylglyceride with formula C23H42O4	Un	1.0	None	None	None	None		C23H42O4		None	None	None	11.19	11.352	12.404	10.889	11.419	11.262	11.437	12.409	10.88	10.963	11.188	10.803	10.935	11.949	10.944	11.759	10.719	12.4	10.966	10.753	10.987	11.478	10.845	11.571	10.521	11.189	11.484	10.915	11.356	10.716	11.032	11.11	10.671	10.654	10.909	11.285	10.65	11.241	11.253	
381.3726447_MZ	Pentacosanoic acid	Un	1.0	None	None	None	None		C25H50O2		None	None	None	13.245	13.457	13.385	13.142	13.252	13.047	13.395	13.684	13.252	12.995	13.178	13.097	13.041	13.173	12.655	14.058	13.058	13.577	13.077	12.982	13.082	13.744	13.012	13.221	12.815	13.082	13.594	12.996	13.103	13.162	13.069	13.158	13.041	12.762	13.182	13.399	13.054	13.442	13.305	
382.1005898_MZ	Succinyladenosine	Un	1.0	None	None	None	None	Succinyladenosine (SAdo) is one of the dephosphorylated enzyme substrate that accumulates in body fluids of patients with adenylosuccinate lyase (ADSL) deficiency, the other being 5-amino-4-imidazole-N-succinocarboxamide riboside (SAICAr). ADSL is an inherited metabolic disease characterized by various degrees of psychomotor retardation. (PMID 15902552). The severity of the clinical presentation correlates with a low S-Ado/SAICAr ratio in body fluids. (PMID: 15571235). Normally Succinyladenosine is not found in blood or CSF but may be detected in trace amounts in urine. (OMIM 103050).	C14H17N5O8		None	None	None	14.559	14.34	14.53	14.079	14.633	15.059	14.299	14.724	14.63	14.544	14.418	15.162	15.258	14.995	14.629	14.631	14.839	14.668	14.665	14.791	14.743	14.61	14.563	15.077	14.924	14.425	15.009	14.862	14.557	14.108	14.555	14.53	14.475	14.84	15.231	14.579	14.467	14.504	14.378	
382.1341321_MZ	N-Acetyllactosamine	Un	1.0	None	None	None	None	N-Acetyllactosamine is an intermediate in the biosynthesis of Keratan sulfate and the biosynthesis of N-Glycan. It is a substrate for Beta-1,4-galactosyltransferase 4, Beta-1,4-galactosyltransferase 2, Beta-1,4-galactosyltransferase 1, Beta-1,4-galactosyltransferase 3 and CMP-N-acetylneuraminate-beta-galactosamide-alpha-2,6-sialyltransferase.	C14H25NO11, Beta-1,4-mannose-N-acetylglucosamine, Lacto-N-biose I, Poly-N-acetyllactosamine		None	None	None	12.051	12.005	12.333	11.953	12.162	12.643	11.934	12.057	12.24	12.375	12.333	12.256	12.448	12.512	12.124	11.839	12.162	12.25	12.28	12.122	12.289	12.01	11.834	12.425	12.136	11.976	11.891	12.094	12.243	12.116	11.821	11.823	12.123	12.22	12.482	12.127	11.872	12.071	12.111	
382.1566239_MZ	Quetiapine	Un	1.0	None	None	None	None	The most common side effect is sedation, and is prescribed specifically for this effect in patients with sleep disorders. Seroquel will put the patient into a drowsy state, and will help the patient fall asleep. It is one of the most sedating of all anti psychotic drugs, rivaling even the most sedating older antipsychotics. Many prescriptions call for the entire dose to be taken before bedtime because of its sedative effects. Although quetiapine is approved by the FDA for the treatment of schizophrenia and bipolar disorder, it is frequently prescribed for off-label purposes including insomnia or the treatment of anxiety disorders. Due to its sedative side effects, reports of quetiapine abuse (sometimes by insufflating crushed tablets) have emerged in medical literature; Quetiapine belongs to a series of neuroleptics known as atypical antipsychotics, which have become increasingly popular alternatives to typical antipsychotics such as haloperidol. Quetiapine HAS approvals for the treatment of schizophrenia and acute mania in bipolar disorder. It is also used off-label to treat other disorders, such as post-traumatic stress disorder, alcoholism, obsessive compulsive disorder, anxiety disorders, hallucinations in Parkinson's disease patients using ropinirole, and as a sedative for those with sleep disorders. The most common side effect is sedation, and is prescribed specifically for this effect in patients with sleep disorders. Seroquel will put the patient into a drowsy state, and will help the patient fall asleep. It is one of the most sedating of all anti psychotic drugs, rivaling even the most sedating older antipsychotics. Many prescriptions call for the entire dose to be taken before bedtime because of its sedative effects. Although quetiapine is approved by the FDA for the treatment of schizophrenia and bipolar disorder, it is frequently prescribed for off-label purposes including insomnia or the treatment of anxiety disorders. Due to its sedative side effects, reports of quetiapine abuse (sometimes by insufflating crushed tablets) have emerged in medical literature; for the same reason, abuse of other antipsychotics, such as chlorpromazine (Thorazine), may occur as well, but research related to the abuse of typical antipsychotics is limited. for the same reason, abuse of other antipsychotics, such as chlorpromazine (Thorazine), may occur as well, but research related to the abuse of typical antipsychotics is limited.	C21H25N3O2S		None	None	None	11.06	11.143	11.63	10.906	11.121	11.747	11.14	11.389	11.192	11.344	11.331	11.101	11.353	11.623	11.237	10.802	11.059	11.417	11.061	10.878	11.277	11.123	10.941	11.501	10.76	11.028	11.025	10.857	11.49	11.09	10.92	10.89	10.463	10.898	11.27	11.254	10.827	10.645	11.173	
382.1900141_MZ	Isopentenyladenine-9-N-glucoside	Un	1.0	None	None	None	None	Isopentenyladenine-9-N-glucoside is produced when isopentenyladenine and UDP-D-glucose react, with UDP as a byproduct. The reaction is catalyzed by UDP glycosyltransferases.	C17H25N5O4		None	None	None	10.909	11.288	11.663	11.375	11.608	12.619	11.421	11.355	13.469	13.461	11.752	11.028	12.971	13.109	11.302	10.796	11.299	11.883	11.002	10.94	11.415	11.06	11.179	11.555	10.827	11.279	11.006	10.776	11.574	11.238	11.45	11.486	10.69	10.888	11.36	12.151	10.936	11.37	10.63	
383.1165895_MZ	S-Adenosylhomocysteine	Un	1.0	None	None	None	None	S-Adenosylhomocysteine (AdoHcy) is the immediate precursor of all of the homocysteine produced in the body. The reaction is catalyzed by S-adenosylhomocysteine hydrolase and is reversible with the equilibrium favoring formation of AdoHcy. In vivo, the reaction is driven in the direction of homocysteine formation by the action of the enzyme adenosine deaminase, which converts the second product of the S-adenosylhomocysteine hydrolase reaction, adenosine, to inosine. Except for methyl transfer from betaine and from methylcobalamin in the methionine synthase reaction, AdoHcy is the product of all methylation reactions that involve S-adenosylmethionine (AdoMet) as the methyl donor. Methylation is significant in epigenetic regulation of protein expression via DNA and histone methylation. The inhibition of these AdoMet-mediated processes by AdoHcy is a proven mechanism for metabolic alteration. Because the conversion of AdoHcy to homocysteine is reversible, with the equilibrium favoring the formation of AdoHcy, increases in plasma homocysteine are accompanied by an elevation of AdoHcy in most cases. Disturbances in the transmethylation pathway indicated by abnormal S-adenosylmethionine, S-adenosylhomocysteine or their ratio have been reported in many neurodegenerative diseases, such as dementia, depression or Parkinson's disease. (PMID: 18065573, 17892439).	C14H20N6O5S		None	None	None	16.981	17.416	16.931	17.402	16.986	17.35	16.712	16.598	17.245	17.296	17.428	16.981	16.963	17.286	17.488	16.992	17.445	17.083	17.519	16.994	17.224	16.972	17.058	17.487	16.937	17.52	16.858	17.329	17.411	16.861	17.076	16.948	16.385	17.152	17.31	17.6	16.788	16.91	16.241	
383.3151382_MZ	Monoacylglyceride with formula C23H44O4	Un	1.0	None	None	None	None	MG(0:0/20:1(11Z)/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.	C23H44O4		None	None	None	12.667	12.52	13.202	12.296	12.559	12.314	12.58	13.337	12.474	12.221	12.473	12.214	12.28	12.716	12.081	12.975	12.277	13.41	12.381	12.164	12.368	13.038	12.312	12.705	12.126	12.399	12.927	12.111	12.433	12.31	12.242	12.568	12.308	12.037	12.188	12.552	12.281	12.486	12.685	
386.0157422_MZ	dCDP	Un	1.0	None	None	None	None	dCDP is a substrate for Uridine-cytidine kinase 1, Nucleoside diphosphate kinase (mitochondrial), Nucleoside diphosphate kinase homolog 5, Ribonucleoside-diphosphate reductase large subunit, Nucleoside diphosphate kinase A, Nucleoside diphosphate kinase 7, Ribonucleoside-diphosphate reductase M2 chain, Nucleoside diphosphate kinase B, Nucleoside diphosphate kinase 3, Nucleoside diphosphate kinase 6 and UMP-CMP kinase.	C9H15N3O10P2		None	None	None	15.497	15.705	15.064	15.459	15.207	15.486	15.485	15.272	15.177	14.701	15.338	14.784	15.028	15.017	17.503	15.766	14.964	15.22	15.442	14.873	15.157	15.456	16.024	15.159	14.841	15.51	15.663	15.101	15.123	15.323	16.98	15.433	14.715	15.134	15.31	15.674	15.01	14.7	14.573	
387.0727512_MZ	Dopaxanthin quinone	Un	1.0	None	None	None	None	Dopaxanthin quinone is produced by the reaction between dopaxanthin and oxygen, with water as a byproduct. A tyrosinase precursor enzyme catalyzes the reaction.	C18H16N2O8		None	None	None	11.837	11.855	12.337	11.807	11.838	12.513	12.022	11.869	11.935	11.867	12.056	12.201	11.836	12.167	12.18	11.895	11.916	11.951	11.826	11.802	11.804	11.728	11.782	11.95	11.785	11.885	11.957	11.903	12.387	12.143	11.439	11.815	11.915	12.026	12.066	11.987	11.709	11.882	11.694	
389.1809847_MZ	Androsterone sulfate	Un	1.0	None	None	None	None	Androsterone sulfate (Andros-S) is the most abundant 5 alpha-reduced androgen metabolite in serum (PMID 8380602). Androsterone sulfate is clinically recognized as one of the major androgen metabolites found in urine. It is a cognate substrate for human dehydroepiandrosterone sulfotransferase, which catalyzes the transfer of the sulfonate group from 3'-phosphoadenosine-5'-phosphosulfate to dehydroepiandrosterone (DHEA) (PMID 14573603).	C19H30O5S, Etiocholanolone sulfate, 5a-Dihydrotestosterone sulfate		None	None	None	14.474	14.511	13.272	14.534	12.604	13.773	12.402	12.99	14.332	13.558	13.368	12.225	13.083	13.149	12.771	11.891	12.563	12.968	14.221	12.325	13.216	14.625	13.957	14.421	12.202	12.658	12.432	12.068	14.667	12.29	12.629	12.396	11.71	14.079	12.605	14.422	13.928	11.921	12.165	
390.2199962_MZ	9'-carboxy-gama-tocotrienol	Un	1.0	None	None	None	None	9'-carboxy-r-tocotrienol is a dehydrogenation carboxylate product of 9'-hydroxy-r-tocotrienol by an unidentified microsomal enzyme(s) probably via an aldehyde intermediate. Gamma-tocotrienol targets cancer cells by inhibiting Id1, a key cancer-promoting protein. Gamma-tocotrienol was shown to trigger cell apoptosis and well as anti-proliferation of cancer cells. This mechanism was also observed in separate prostate cancer and melanoma cell line studies.	C23H31O4		None	None	None	11.73	11.579	11.405	11.668	10.994	11.526	11.097	11.362	11.668	11.308	11.34	10.542	11.28	11.354	10.851	10.846	11.005	11.352	11.236	10.459	11.145	11.546	11.48	11.724	10.279	11.137	11.079	10.525	11.93	11.191	11.109	11.012	10.247	11.336	10.69	11.555	11.288	10.391	10.762	
390.3090546_MZ	Tetradecanoylcarnitine	Un	1.0	None	None	None	None	Tetradecanoylcarnitine is a human carnitine involved in b-oxidation of long-chain fatty acids (PMID: 16425363).	C21H41NO4		None	None	None	10.191	9.623	9.248	9.842	8.95	10.254	9.151	9.183	9.481	9.107	9.158	8.717	9.509	11.077	9.663	10.2	9.204	9.998	10.124	8.846	9.406	10.703	9.728	9.83	9.333	9.417	10.061	9.347	10.414	9.926	9.199	10.005	9.555	10.158	8.761	9.262	9.402	9.456	9.776	
391.2853342_MZ	3b,12a-Dihydroxy-5a-cholanoic acid	Un	1.0	None	None	None	None	3b,12a-Dihydroxy-5a-cholanoic acid is a bile acid. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues.	C24H40O4, 3b,7a-Dihydroxy-5b-cholanoic acid, 3a,7a-Dihydroxycholanoic acid, 3a,12b-Dihydroxy-5b-cholanoic acid, 3b,12a-Dihydroxy-5b-cholanoic acid, Allodeoxycholic acid, Allochenodeoxycholic acid, Chenodeoxycholic acid, Deoxycholic acid, Isohyodeoxycholic acid, Isoursodeoxycholic acid, Hyodeoxycholic acid, Murocholic acid, Ursodeoxycholic acid, 7b,12a-Dihydroxycholanoic acid, 7a,12b-dihydroxy-5b-Cholan-24-oic acid, Isodeoxycholic acid, 3b,12b-Dihydroxy-5b-cholanoic acid		None	None	None	15.449	13.425	14.185	12.553	12.946	16.759	13.048	12.739	12.252	15.974	16.12	13.419	16.621	13.707	12.522	13.606	13.493	13.732	14.7	12.23	15.695	15.72	12.764	13.295	13.474	13.134	13.352	12.767	18.392	17.105	12.789	13.393	12.681	12.698	12.194	13.364	12.276	12.185	13.189	
393.1136604_MZ	Portulacaxanthin II	Un	1.0	None	None	None	None	Portulacaxanthin II is involved in betaxanthin biosynthesis (via dopaxanthin) pathway. This pathway demonstrates the formation of betaxanthins such as portulacaxanthin II and dopaxanthin by means of non-enzymatic condensation from the amino acids L-tyrosine and L-DOPA, respectively. Tyrosinases have been described as capable to use those betaxanthins [ GandiaHerr05a ] as substrates for further metabolization.	C18H18N2O7		None	None	None	12.348	12.349	13.216	12.479	12.703	12.738	12.774	12.529	12.35	12.317	12.437	12.412	12.166	12.666	12.943	12.14	12.506	12.756	12.561	11.852	12.276	12.03	12.382	12.46	12.421	12.765	12.751	12.303	12.529	12.767	12.497	12.714	11.87	12.327	12.381	12.378	12.511	11.954	11.877	
393.2449060_MZ	Calcitroic acid	Un	1.0	None	None	None	None	Calcitroic acid (1 alpha-hydroxy-23 carboxy-24,25,26,27-tetranorvitamin D(3)) is a metabolite of 1 alpha, 25-dihydroxyvitamin D(3) (calcitriol). It is soluble in water, and is excreted in urine. This deactivation process involves a series of oxidation reactions at C24 and C23 leading to side-chain cleavage and, ultimately, formation of the calcitroic acid. This deactivation involves the loss of carbons 24, 25, 26, and 27 and the oxidation of carbon 23 to a carboxylic acid. Calcitroic acid is also a major terminal product for the deactivation of 1&#945;,25-dihydroxyvitamin D2. Both the kidney and the intestine metabolize 1,25-dihydroxyvitamin D3 through the C-24 oxidation pathway according to the following steps: 1,25-dihydroxyvitamin D3----1,24,25-trihydroxyvitamin D3----1,25-dihydroxy-24-oxovitamin D3-----1,23,25-trihydroxy-24-oxovitamin D3 (PMID: 2719932). The C-24 oxidation pathway leading to the formation of calcitroic acid has been reported to be present in bone cells, but the C-23 oxidation pathway leading to the formation of 1 alpha, 25-(OH)2D3-26,23-lactone has not been described in bone cells, even though 1 alpha, 25-(OH)2D3-26,23-lactone is noted to have a significant effect on bone formation. (PMID: 7664636).	C23H34O4, LysoPhosphatidic Acid (P-16:0e/0:0)		None	None	None	11.538	11.324	11.375	10.871	11.511	11.873	11.217	11.484	11.397	12.132	11.463	10.706	11.121	11.72	10.778	11.982	11.573	11.673	11.088	10.353	11.323	11.277	10.924	11.522	10.57	11.568	11.575	10.355	11.591	11.193	11.179	12.06	10.469	10.731	10.924	11.785	10.533	10.787	11.023	
394.2930328_MZ	9,12-Hexadecadienoylcarnitine	Un	1.0	None	None	None	None	9,12-Hexadecadienoylcarnitine is an acylcarnitine with C16:2 fatty acid moiety. Acylcarnitine useful in the diagnosis of fatty acid oxidation disorders and differentiation between biochemical phenotypes of medium-chain acyl-CoA dehydrogenase (MCAD) deficiency deficiencyoxidation disorders.(PMID: 12385891).	C23H41NO4		None	None	None	10.415	10.498	9.831	9.214	9.865	11.307	10.14	10.518	9.619	9.919	10.444	9.753	11.065	10.371	10.483	10.438	10.159	10.573	9.799	9.499	10.351	10.703	9.674	10.198	9.658	9.892	10.557	10.204	11.64	10.844	10.166	10.203	9.333	9.42	9.754	10.238	8.95	10.112	9.817	
395.3883296_MZ	Hexacosanoic acid	Un	1.0	None	None	None	None	X-linked adrenoleukodystrophy (X-ALD) is a peroxisomal disorder biochemically characterized by the accumulation of very long chain fatty acids (VLCFA), particularly hexacosanoic acid (C(26:0)) and tetracosanoic acid (C(24:0)), in tissues and biological fluids. (PMID 16750542).	C26H52O2		None	None	None	13.322	13.563	13.355	13.252	13.329	13.154	13.581	13.609	13.347	13.139	13.264	13.19	13.134	13.265	12.815	14.276	13.203	13.658	13.254	13.296	13.106	13.841	13.09	13.378	12.897	13.167	13.611	13.152	13.22	13.258	13.178	13.29	13.188	12.817	13.223	13.54	13.105	13.687	13.452	
396.2833685_MZ	PGD2 ethanolamide	Un	1.0	None	None	None	None		C22H39NO5, PGF2a ethanolamide		None	None	None	10.09	9.844	10.28	9.779	10.098	10.268	9.744	10.622	9.866	9.707	9.66	9.807	9.927	10.358	9.896	10.413	9.854	10.602	9.709	9.197	9.74	9.975	9.648	10.228	9.342	9.815	10.357	9.038	10.269	9.769	10.04	9.81	8.981	9.391	9.328	9.972	9.395	8.879	9.504	
401.1287529_MZ	Farnesyl pyrophosphate	Un	1.0	None	None	None	None	Farnesyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. -- Wikipedia.	C15H28O7P2		None	None	None	13.014	12.524	13.375	12.757	12.224	13.785	13.421	12.758	12.555	13.081	12.8	13.885	12.045	13.044	12.31	12.1	12.254	12.831	13.046	12.342	12.758	12.219	12.379	13.34	13.194	12.416	12.641	12.729	13.175	12.851	12.658	12.715	12.255	12.602	13.278	12.757	12.396	12.589	12.304	
401.3414379_MZ	(24R)-Cholest-5-ene-3-beta_24-diol	Un	1.0	None	None	None	None	(24R)-Cholest-5-ene-3-beta,24-diol or 24(R)-Hydroxycholesterol is a hydroxysterol. It is a substrate for Cytochrome P450 39A1 (EC 1.14.13.99), which is primarily a liver-specific enzyme. It is involved in the following reaction: (24R)-cholest-5-ene-3-beta,24-diol + NADPH + O(2) = (24R)-cholest-5-ene-3-beta,7-alpha,24-triol + NADP(+) + H(2)O. 24(R)-Hydroxycholesterol is an intermediate in bile acid metabolism. The majority of circulating 24-hydroxycholesterol in humans is made in the brain and is increased in serum of Alzheimer patients. 24(S)-Hydroxycholesterol is generally more abundant in human tissues than 24(R)-Hydroxycholesterol. It has also been shown that 24(R) and 24(S)-Hydroxycholesterols are substrates for hepatic cholesterol 7-a hydroxylase (CYP7A), leading to the production of 7-alpha hydroxylated bile acids.	C27H46O2, 20alpha-Hydroxycholesterol, 22b-Hydroxycholesterol, 4b-Hydroxycholesterol, 7a-Hydroxycholesterol, Delta-Tocopherol		None	None	None	10.664	10.184	10.34	10.291	11.014	10.34	10.339	10.614	10.463	10.392	10.734	10.621	11.329	10.671	9.916	10.793	9.77	10.502	10.067	10.534	10.455	10.361	10.299	10.234	10.372	9.802	10.756	10.474	10.216	10.034	10.27	10.421	11.044	9.795	10.271	10.423	10.408	10.856	10.331	
403.3573722_MZ	3a,7a-Dihydroxy-5b-cholestane	Un	1.0	None	None	None	None	3alpha,7alpha-Dihydroxy-5beta-cholestane is an intermediate in bile acid synthesis. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487, 16037564, 12576301, 11907135).	C27H48O2		None	None	None	8.979	8.758	7.93	8.187	8.412	8.26	8.125	8.189	8.349	8.962	8.481	8.313	9.009	8.897	8.303	9.845	8.421	9.237	8.487	8.638	8.002	9.307	8.988	8.806	7.64	8.557	9.335	8.173	8.328	7.925	8.569	8.796	8.524	8.481	8.382	8.547	8.321	8.487	8.406	
405.2638321_MZ	3-Oxocholic acid	Un	1.0	None	None	None	None	3-Oxocholic acid is a bile acid. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12.	C24H38O5, 3_7-Dihydroxy-12-oxocholanoic acid, 7-Ketodeoxycholic acid		None	None	None	14.981	14.659	15.106	14.497	14.93	14.445	15.198	15.264	14.644	14.415	15.101	14.859	15.025	14.839	14.135	15.019	14.568	15.156	14.672	14.131	14.465	15.115	14.937	14.805	14.655	14.764	15.028	14.085	14.718	14.885	14.738	14.96	14.329	14.332	13.91	14.187	14.252	14.684	14.695	
405.2997744_MZ	Monoacylglyceride with formula C25H42O4	Un	1.0	None	None	None	None	MG(0:0/22:4(7Z,10Z,13Z,16Z)/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.	C25H42O4, Monoacylglyceride(22:4(7Z_10Z_13Z_16Z)/0:0/0:0)		None	None	None	12.018	12.165	12.457	11.951	12.099	12.36	12.053	12.133	11.997	11.67	12.432	11.952	11.882	12.491	11.682	11.953	11.775	12.071	11.797	11.181	12.428	12.062	12.063	12.534	11.525	12.292	12.064	11.165	12.776	11.795	12.214	11.865	11.283	11.561	11.283	11.526	11.32	11.854	11.552	
406.2232946_MZ	Neurotensin 11-13	Un	1.0	None	None	None	None		C21H33N3O5		None	None	None	12.303	12.439	12.108	12.164	12.209	12.53	12.144	12.363	12.398	12.276	12.149	12.096	12.364	12.225	11.975	12.212	12.27	12.365	12.091	12.118	12.169	12.53	12.253	12.404	12.05	12.099	12.246	11.919	12.461	11.94	12.141	12.11	11.959	12.093	12.182	12.241	12.061	12.134	12.295	
407.2421776_MZ	5,6-Dihydroxyprostaglandin F1a	Un	1.0	None	None	None	None	Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes) and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways.	C20H36O7		None	None	None	12.027	11.811	12.195	11.883	12.038	12.389	11.712	12.235	11.874	11.943	12.241	11.006	12.044	12.458	11.723	12.263	11.847	12.391	11.686	11.03	12.021	12.151	11.811	12.431	11.246	11.976	12.491	11.024	12.363	11.916	11.733	12.095	10.946	11.593	11.219	11.859	11.266	11.202	11.472	
407.2792793_MZ	Cholic acid	Un	1.0	None	None	None	None	Cholic acid is a major primary bile acid produced in the liver and usually conjugated with glycine or taurine. It facilitates fat absorption and cholesterol excretion. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487, 16037564, 12576301, 11907135).	C24H40O5, Muricholic acid, Allocholic acid, Ursocholic acid, 1b_3a_12a-Trihydroxy-5b-cholanoic acid, 3a_6b_7b-Trihydroxy-5b-cholanoic acid, 6a_12a-Dihydroxylithocholic acid		None	None	None	16.286	15.507	16.956	14.238	13.972	15.748	15.481	14.898	14.555	14.991	16.328	15.19	17.831	15.976	14.618	15.573	16.658	15.643	15.239	13.411	14.214	16.285	16.51	15.716	14.342	15.717	14.457	15.268	16.192	14.238	14.172	14.973	14.168	15.465	15.233	13.907	15.374	14.764	15.889	
409.2350740_MZ	LPA with formula C19H39O7P	Un	1.0	None	None	None	None	LPA(0:0/16:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes. In particular, lysophosphatidic acid is an intercellular lipid mediator with growth factor-like activities, and is rapidly produced and released from activated platelets to influence target cells. 1-Palmitoyl lysophosphatidic acid is the major component of lysophosphatidic acid (LPA) in plasma, and is in a reduced ratio in individuals with gynecological cancers (PMID 11585410). LPA is a pluripotent lipid mediator controlling growth, motility, and differentiation, that has a strong influence on the chemotaxis and ultrastructure of human neutrophils (PMID 7416233). In serum and plasma, LPA is mainly converted from lysophospholipids, whereas in platelets and some cancer cells it is converted from phosphatidic acid. In each pathway, at least two phospholipase activities are required: phospholipase A1 (PLA1)/PLA2 plus lysophospholipase D (lysoPLD) activities are involved in the first pathway and phospholipase D (PLD) plus PLA1/PLA2 activities are involved in the second pathway. (PMID 15271293).	C19H39O7P		None	None	None	13.95	13.985	14.198	14.122	14.514	14.433	14.366	14.35	14.344	14.269	14.769	14.62	13.929	14.309	13.596	14.957	13.749	14.499	13.689	13.811	14.253	13.643	14.191	14.249	14.16	13.923	14.488	13.653	14.344	14.143	14.642	14.124	14.213	13.537	13.766	13.836	13.909	14.616	13.688	
409.3098877_MZ	Gama-Tocotrienol	Un	1.0	None	None	None	None	gamma-tocotrienol targets cancer cells by inhibiting Id1, a key cancer-promoting protein. Gamma-tocotrienol was shown to trigger cell apoptosis and well as anti-proliferation of cancer cells. This mechanism was also observed in separate prostate cancer and melanoma cell line studies.	C28H42O2		None	None	None	12.771	12.272	12.759	11.791	11.98	11.192	13.032	13.359	11.573	11.378	11.612	10.88	11.971	12.054	11.784	13.715	12.311	13.397	12.236	10.532	11.538	12.934	11.579	12.486	10.623	12.13	13.766	10.682	11.701	13.182	11.989	12.625	10.883	11.404	10.619	12.267	11.35	10.798	12.15	
409.3308885_MZ	Monoacylglyceride with formula C25H46O4	Un	1.0	None	None	None	None		C25H46O4		None	None	None	11.545	11.482	12.405	11.208	11.444	11.12	11.659	12.598	11.141	11.09	11.298	10.715	11.22	11.752	11.072	12.351	11.169	12.602	11.175	10.87	10.992	11.733	11.096	11.693	10.746	11.388	12.009	10.904	11.242	11.424	11.227	11.349	10.785	10.684	10.795	11.392	10.85	11.134	11.483	
409.4036512_MZ	Heptacosanoic acid	Un	1.0	None	None	None	None	Heptacosanoic acid is a fatty acid found in follicular casts (the abnormal impactation of a sebaceous follicle) implicated as the preclinical lesion of acne vulgaris. (PMID: 2940302). Heptacosanoic acid is one of the fatty acids found that contribute to a significant increase in the microviscosity of erythrocyte membranes in patients affected with adrenoleukodystrophy (ALD) and adrenomyeloneuropathy (AMN). (PMID: 6874949). Heptacosanoic acid has been found in the adrenal cortex and brain, in adrenoleukodystrophy and Zellweger syndrome in humans. (PMID: 3806133). Heptacosanoic acid has been found in blood and tissues of patients with different genetic peroxisomal disorder (Refsum's disease, X-linked adrenoleukodystrophy, neonatal adrenoleukodystrophy or Zellweger syndrome). (PMID: 2474624).	C27H54O2		None	None	None	12.717	12.469	12.584	11.994	12.349	12.147	12.782	13.049	12.01	12.014	11.976	11.881	12.245	12.279	12.092	13.175	12.397	12.839	11.911	11.773	12.138	12.753	11.879	12.496	11.569	12.149	13.061	11.737	12.409	12.322	12.127	12.309	11.812	11.633	11.725	12.309	11.811	12.232	12.421	
410.1344667_MZ	13E-Tetranor-16-carboxy-LTE4	Un	1.0	None	None	None	None	13E-tetranor-16-carboxy-LTE4 is a metabolite through lipid oxidation of Leukotriene E4 (LTE4).Leukotriene E4 (LTE4) is a cysteinyl leukotriene. Cysteinyl leukotrienes (CysLTs) are a family of potent inflammatory mediators that appear to contribute to the pathophysiologic features of allergic rhinitis. Nasal blockage induced by CysLTs is mainly due to dilatation of nasal blood vessels, which can be induced by the nitric oxide produced through CysLT1 receptor activation. LTE4, activate contractile and inflammatory processes via specific interaction with putative seven transmembrane-spanning receptors that couple to G proteins and subsequent intracellular signaling pathways. LTE4 is metabolized from leukotriene C4 in a reaction catalyzed by gamma-glutamyl transpeptidase and a particulate dipeptidase from kidney. (PMID: 12607939, 12432945, 6311078). Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes) and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways.	C19H25NO7S		None	None	None	11.778	12.483	12.053	11.934	12.651	12.469	11.894	11.363	12.287	11.542	11.935	11.648	11.623	12.469	12.724	11.837	11.819	11.75	11.948	11.476	11.917	11.234	12.402	12.108	11.534	12.113	11.234	11.353	12.32	12.124	12.542	12.163	11.251	12.019	11.83	11.674	11.855	11.019	11.108	
411.3467855_MZ	Monoacylglyceride with formula C25H48O4	Un	1.0	None	None	None	None	MG(0:0/22:1(13Z)/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.	C25H48O4		None	None	None	12.504	12.405	13.454	12.391	12.552	12.037	12.525	13.424	12.349	12.28	12.369	12.223	12.2	12.855	12.093	12.753	12.156	13.427	12.138	12.239	12.191	12.628	12.36	12.633	12.17	12.381	12.631	12.131	12.43	12.159	12.257	12.401	12.258	12.107	12.151	12.464	12.178	12.407	12.612	
411.3606751_MZ	24-Methylenelophenol	Un	1.0	None	None	None	None		C29H48O, 4_4-Dimethyl-5a-cholesta-8_24-dien-3-b-ol, Avenasterol, Delta7-Avenasterol, Stigmasterol		None	None	None	11.419	11.486	11.733	11.23	11.133	10.882	11.354	11.797	11.118	11.13	11.311	11.491	11.093	11.459	10.554	12.076	11.141	11.982	11.371	11.231	10.98	11.647	11.137	11.438	11.216	11.116	11.509	11.185	11.184	10.946	11.17	11.125	11.245	10.822	11.124	11.407	11.055	11.618	11.462	
416.3041499_MZ	11'-Carboxy-alpha-chromanol	Un	1.0	None	None	None	None	11'-carboxy-alpha-tocopherol is a dehydrogenation carboxylate product of 11'-hydroxy-a-tocopherol by an unidentified microsomal enzyme(s) probably via an aldehyde intermediate.  The tocopherols ( a-tocopherol , b-tocopherol ,r-tocopherol and d-tocopherol ) and their corresponding tocotrienols are synthesized by plants and have vitamin E antixoidant activity (see pathway vitamin E biosynthesis ). They differ in the number and location of methyl groups on the chromanol ring. The naturally occurring form of a-tocopherol is (2R,4'R,8'R)-a-tocopherol (synonym (R,R,R)-a-tocopherol). Synthetic a-tocopherols are a racemic mixture of eight different R and S stereoisomers. Only the 2R forms are recognized as meeting human requirements. The in vivo function of vitamin E is to scavenge peroxyl radicals via its phenolic (chromanol) hydroxyl group, thus protecting lipids against free radical-catalyzed peroxidation. The tocopheryl radical formed can then be reduced by reductants such as L-ascorbate. Other major products of a-tocopherol oxidation include &#945;-tocopherylquinone and epoxy-a-tocopherols. The metabolites a-tocopheronic acid and its lactone, known as the Simon metabolites, are generally believed to be artefacts. In addition to these oxidation products, the other major class of tocopherol metabolites is the carboxyethyl-hydroxychromans.These metabolites are produced in significant amounts in response to excess vitamin E ingestion. Vitamin E is fat-soluble and its utilization requires intestinal fat absorption mechanisms. It is secreted from the intestine into the lymphatic system in chylomicrons which subsequently enter the plasma. Lipolysis of these chylomicrons can result in delivery of vitamin E to tissues, transfer to high-density lipoproteins (and subsequently to other lipoproteins via the phospholipid exchange protein), or retention in chylomicron remnants. These remnants are taken up by the liver. Natural (R,R,R)-&#945;-tocopherol and synthetic 2R-&#945;-tocopherols are then preferentially secreted from the liver into plasma as a result of the specificity of the &#945;-tocopherol transfer protein. This protein, along with the metabolism of excess vitamin E in the liver and excretion into urine and bile, mediate the supply of a-tocopherol in plasma and tissues.	C26H41O4		None	None	None	9.413	9.105	9.777	8.938	9.464	9.29	9.443	9.659	9.475	9.13	9.245	8.869	9.149	9.433	7.797	10.048	9.334	9.923	9.184	9.337	9.167	9.655	9.027	9.79	9.179	9.553	9.966	9.207	9.513	9.669	8.091	9.222	9.008	9.236	9.08	9.448	9.255	8.935	9.792	
417.3357561_MZ	17a_20a-Dihydroxycholesterol	Un	1.0	None	None	None	None	17alpha,20alpha-Dihydroxycholesterol is an intermediate in C21-Steroid hormone metabolism. 17alpha,20alpha-Dihydroxycholesterol is the 8th to last step in the synthesis of Cortolone and is converted from 20alpha-Hydroxycholesterol via the enzyme cytochrome P450 (EC 1.14.99.9). It is then converted to 17alpha-Hydroxypregnenolone via the enzyme cytochrome P450 (EC1.14.15.6).	C27H46O3, 3a_7a-Dihydroxy-5b-cholestan-26-al, 7a_12a-Dihydroxy-5a-cholestan-3-one, 7-a_25-Dihydroxycholesterol		None	None	None	11.315	11.175	11.275	10.978	11.675	11.776	11.335	10.999	11.338	11.35	11.689	11.041	11.472	12.217	10.84	11.716	10.717	11.621	11.055	11.079	11.193	11.454	11.295	11.195	11.363	11.028	11.461	10.897	11.729	11.214	11.078	11.093	11.39	11.025	10.899	11.065	11.214	11.672	10.993	
418.3017303_MZ	Stearidonyl carnitine	Un	1.0	None	None	None	None		C25H41NO4		None	None	None	10.812	10.657	10.312	10.308	10.105	10.624	10.284	10.936	10.403	9.92	10.298	10.335	10.256	11.05	10.233	10.572	9.695	10.763	10.117	9.854	10.507	10.668	10.396	10.241	9.966	10.131	11.172	9.851	10.599	10.46	10.204	10.527	9.452	10.669	9.864	10.091	10.004	10.164	10.025	
418.3330854_MZ	L-Palmitoylcarnitine	Un	1.0	None	None	None	None	L-Palmitoylcarnitine is a long-chain acyl fatty acid derivative ester of carnitine which facilitates the transfer of long-chain fatty acids from cytoplasm into mitochondria during the oxidation of fatty acids. L-palmitoylcarnitine, due to its amphipatic character is, like detergents, a surface-active molecule and by changing the membrane fluidity and surface charge can change activity of several enzymes and transporters localized in the membrane. L-palmitoylcarnitine has been also reported to change the activity of certain proteins. On the contrary to carnitine, palmitoylcarnitine was shown to stimulate the activity of caspases 3, 7 and 8 and the level of this long-chain acylcarnitine increased during apoptosis. Palmitoylcarnitine was also reported to diminish completely binding of phorbol esters, the protein kinase C activators and to decrease the autophosphorylation of the enzyme. Apart from these isoform nonspecific phenomena, palmitoylcarnitine was also shown to be responsible for retardation in cytoplasm of protein kinase C isoforms &#946; and &#948; and, in the case of the latter one, to decrease its interaction with GAP-43. Some of the physico-chemical properties of palmitoylcarnitine may help to explain the need for coenzyme A-carnitine-coenzyme A acyl exchange during mitochondrial fatty acid import. The amphiphilic character of palmitoylcarnitine may also explain its proposed involvement in the pathogenesis of myocardial ischemia. L-Palmitoylcarnitine accumulates in ischemic myocardium and potentially contribute to myocardial damage through alterations in membrane molecular dynamics , one mechanism through which could play an important role in ischemic injury. Palmitoylcarnitine is characteristically elevated in carnitine palmitoyltransferase II deficiency, late-onset (OMIM 255110). (PMID 2540838, 15363641, 8706815).	C23H45NO4		None	None	None	9.774	9.684	9.782	9.695	9.944	9.752	9.626	9.933	9.809	9.662	9.708	9.436	9.752	10.132	8.919	10.193	9.267	9.838	9.398	9.432	9.946	9.784	9.659	9.811	9.823	9.117	10.133	9.338	9.876	9.535	9.287	9.713	9.605	9.608	9.376	9.607	9.665	9.932	9.466	
419.2556469_MZ	Cyclic phosphatidic acid with formula C21H41O6P	Un	1.0	None	None	None	None	cPA(18:0/0:0) is a cyclic phosphatidic acid or cyclic lysophosphatidic acid. It is a glycerophospholipid in which a cyclic phosphate moiety occupies two glycerol substitution sites. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1). Fatty acids containing 16 and 18 carbons are the most common. Cyclic phosphatidic acids have been detected in a wide range of organisms including humans, especially in the brain but also in serum (at a concentration of 10-7M). cPA's have a cyclic phosphate at the sn-2 and sn-3 positions of the glycerol carbons, and this structure is absolutely necessary for their activities. In particular, it is found in tissues subject to injury, and while it may have some similar signalling functions to lysophosphatidic acid per se, it also has some quite distinct biological activities. For example, cyclic phosphatidic acid is known to be a specific inhibitor of DNA polymerase alpha. It has an appreciable effect on the inhibition of cancer cell invasion and metastasis.	C21H41O6P		None	None	None	12.904	12.962	13.072	12.906	13.076	12.97	13.107	13.059	13.002	12.786	13.318	13.243	12.995	12.9	12.343	13.086	12.355	13.173	12.703	12.425	12.884	12.719	12.777	12.987	12.878	12.69	13.078	12.202	13.037	12.782	12.964	12.762	12.651	12.513	12.451	12.644	12.569	13.11	12.469	
419.3522212_MZ	3 alpha_7 alpha_26-Trihydroxy-5beta-cholestane	Un	1.0	None	None	None	None	3 alpha,7 alpha,26-Trihydroxy-5beta-cholestane is found in the primary bile acid biosynthesis pathway. 3 alpha,7 alpha,26-Trihydroxy-5beta-cholestane is produced from 3 alpha,7 alpha-Dihydroxy-5beta-cholestane through the action of CYP27A (E1.14.13.15). 3 alpha,7 alpha,26-Trihydroxy-5beta-cholestane is then converted to 3 alpha,7 alpha-Dihydroxy-5beta-cholestan-26-al by CYP27A (E1.14.13.15).	C27H48O3, 3b_5a_6b-Cholestanetriol, 5-b-Cholestane-3a _7a _12a-triol		None	None	None	11.764	12.044	12.71	12.207	13.093	12.058	12.558	11.361	12.477	12.455	13.058	13.158	12.193	12.202	11.111	12.136	11.259	11.946	11.458	12.314	12.285	11.298	12.186	11.572	12.917	11.551	12.018	11.964	12.348	11.641	12.004	11.704	12.907	11.33	11.532	11.39	12.146	13.583	11.724	
421.2748968_MZ	7b-Hydroxy-3-oxo-5b-cholanoic acid	Un	1.0	None	None	None	None	7b-Hydroxy-3-oxo-5b-cholanoic acid was one of the bile acids present in significant proportions during early gestation, identified in amniotic fluid. (PMID 2373959). A bile acid. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487, 16037564, 12576301, 11907135).	C25H38O4, Monoacylglyceride with formula C25H38O4		None	None	None	12.155	11.557	11.516	11.22	12.137	11.654	11.827	12.392	12.414	12.284	11.797	11.361	12.346	13.117	11.283	12.661	12.357	12.485	11.516	10.892	11.435	12.092	11.459	11.885	11.363	11.8	12.406	11.263	11.931	11.873	11.516	13.319	11.319	11.22	11.288	12.906	11.101	11.586	11.505	
423.2748684_MZ	1b-Hydroxycholic acid	Un	1.0	None	None	None	None	1b-Hydroxycholic acid is a C24 bile acid in the serum of healthy human fetuses, and an usual urinary bile acid in the neonatal and pediatric periods, also excreted in the urine of pregnant women. (PMID: 9483300, 10203155, 1400756). A bile acid. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487, 16037564, 12576301, 11907135).	C24H40O6, 3a_4b_7a_12a-Tetrahydroxy-5b-cholanoic acid, 3a_6b_7b_12a-Tetrahydroxy-5b-cholanoic acid, 3b_4b_7a_12a-Tetrahydroxy-5b-cholanoic acid		None	None	None	12.821	11.894	12.846	11.959	12.036	13.534	12.39	13.298	12.272	12.039	13.122	12.011	15.438	13.67	12.429	12.207	12.195	13.038	12.165	11.032	11.965	12.737	12.881	12.821	11.725	12.429	12.132	12.363	13.148	11.721	11.741	12.543	11.351	12.401	12.102	11.849	11.506	11.589	12.106	
423.4191282_MZ	Octacosanoic acid	Un	1.0	None	None	None	None	Octacosanoic acid is a very-long-chain fatty acid found in human brain and visceral organs (PMID: 2474624). Octacosanoic acid is a higher aliphatic primary acids purified from sugar-cane (Saccharum officinarum L.) wax that has been shown to inhibit platelet aggregation induced ex vivo by addition of agonists to platelet-rich plasma (PRP) of rats, guinea pigs, and healthy human volunteers. (PMID: 5099499). Octacosanoic acid is formed from octacosanol via beta-oxidation. (PMID: 15847942).	C28H56O2		None	None	None	12.108	12.221	12.27	11.916	11.981	11.798	12.248	12.664	11.941	11.751	11.972	11.732	11.748	11.997	11.559	12.917	11.859	12.603	11.739	11.705	11.954	12.52	11.743	12.05	11.603	11.97	12.387	11.694	11.884	11.922	12.04	11.989	11.849	11.476	11.739	12.086	11.791	12.134	12.088	
424.1435932_MZ	Hyaluronic acid	Un	1.0	None	None	None	None	Hyaluronic acid (HA), is the most abundant glycosaminoglycan (GAG) in mammalian tissue. It is present in high concentrations in connective tissue, such as skin, vitreous humor, cartilage, and umbilical cord, but the largest single reservoir is the synovial fluid (SF) of the diarthrodial joints, where concentrations of 0.5-4 mg/mL are achieved. Hyaluronic acid, is the major hydrodynamic nonprotein component of joint SF. Its unique viscoelastic properties confer remarkable shock absorbing and lubricating abilities to SF, while its enormous macromolecular size and hydrophilicity serve to retain fluid in the joint cavity during articulation. HA restricts the entry of large plasma proteins and cells into SF but facilitates solute exchange between the synovial capillaries and cartilage and other joint tissues. In addition, HA can form a pericellular coat around cells, interact with proinflammatory mediators, and bind to cell receptors, such as cluster determinant (CD)44 and receptor for hyaluronate-mediated motility (RHAMM), where it modulates cell proliferation, migration, and gene expression. All these physicochemical and biologic properties of HA have been shown to be molecular weight (MW) dependent. The diverse physicochemical properties of HA arise from its unique macromolecular structure. The HA is an exceptionally long (3-30 &#956;m) and unbranched nonsulfated GAG composed of repeating disaccharide units of N-acetylglucosamine, and glucuronic acid glycosidically linked through their respective 1-4 ring positions. Hydroxyl group oxygens at the glucuronyl-1 and glucosamine 3-positions are used for further polymerization of the HA disaccharide units to form chains that, when released from the cell plasma membrane, are of variable length and thus polydispersity. Despite the simplicity of the HA primary structure, this linear polyelectrolyte adopts complex conformations in solution, which engender it with diverse biologic properties. Within the joint cavity, HA molecules are predominately synthesized by the type B synovial cells. (PMID 12219318).	C16H27NO12		None	None	None	12.533	13.039	12.445	12.981	12.593	12.897	12.983	12.764	12.549	13.038	12.562	12.604	12.801	12.673	13.07	12.134	12.567	12.363	12.297	12.138	12.48	12.412	12.941	12.469	12.246	12.492	12.77	12.106	12.961	12.341	13.194	12.352	12.137	12.16	12.445	12.546	12.162	12.102	12.221	
424.3425552_MZ	Oleoylcarnitine	Un	1.0	None	None	None	None	Oleoylcarnitine is a long-chain acylcarnitine that accumulates during certain metabolic conditions, such as fasting (PMID: 15653102).	C25H47NO4, Vaccenyl carnitine, Elaidic carnitine, 11Z-Octadecenylcarnitine		None	None	None	9.18	8.808	9.569	8.845	8.541	8.246	9.063	9.617	8.33	9.177	8.659	8.121	9.303	9.139	8.021	9.634	8.769	9.823	8.647	8.358	8.59	9.455	9.042	9.164	8.574	8.463	9.56	8.429	8.916	8.94	8.739	8.806	8.87	8.528	8.553	9.115	8.761	9.069	8.732	
426.0218464_MZ	ADP	Un	1.0	None	None	None	None	Adenosine diphosphate, abbreviated ADP, is a nucleotide. It is an ester of pyrophosphoric acid with the nucleotide adenine. ADP consists of the pyrophosphate group, the pentose sugar ribose, and the nucleobase adenine. ADP is the product of ATP dephosphorylation by ATPases. ADP is converted back to ATP by ATP synthases.	C10H15N5O10P2, Adenosine 3',5'-diphosphate, dGDP		None	None	None	21.083	21.282	22.033	21.222	21.82	21.349	22.025	21.669	21.549	20.903	21.125	21.311	21.159	21.703	21.53	20.067	21.338	21.273	21.249	21.256	21.484	20.686	21.351	21.045	21.065	21.684	20.912	20.713	21.173	22.273	21.035	21.418	20.933	21.053	20.806	20.479	21.052	21.417	20.584	
429.2115968_MZ	Risperidone	Un	1.0	None	None	None	None	Risperidone is an atypical antipsychotic medication approved in 1993. It is most often used to treat delusional psychosis (including schizophrenia), but risperidone (like other atypical antipsychotics) is also used to treat some forms of bipolar disorder, psychotic depression and Tourette syndrome. Generally lower doses are used for autistic spectrum disorders than are used for schizophrenia and other forms of psychosis; Risperidone is a very strong dopamine blocker (antagonist); Risperidone is a very strong dopamine blocker (antagonist); i.e., it inhibits functioning of postsynaptic dopamine receptors. An anxiolytic agent and a serotonin receptor agonist belonging to the azaspirodecanedione class of compounds. Its structure is unrelated to those of the benzodiazepines, but it has an efficacy comparable to diazepam; i.e., it inhibits functioning of postsynaptic dopamine receptors. Risperidone (Belivon, Rispen, Risperdal; in the United States) is an atypical antipsychotic medication. It was approved by the United States Food and Drug Administration (FDA) in 1993. It is most often used to treat delusional psychosis (including schizophrenia), but risperidone (like other atypical antipsychotics) is also used to treat some forms of bipolar disorder, psychotic depression and Tourette syndrome; risperidone has received approval from the Food and Drug Administration (FDA) for symptomatic treatment of irritability in autistic children and adolescents. Risperidone is now the most commonly prescribed antipsychotic medication in the United States.	C23H27FN4O2		None	None	None	13.697	14.122	13.383	14.162	12.394	13.302	12.582	12.753	13.554	12.969	13.028	12.247	12.615	12.993	12.607	11.846	12.623	13.074	13.456	12.118	12.859	13.746	13.33	13.882	11.753	12.962	12.35	12.027	13.896	12.647	13.078	12.619	11.419	13.67	12.523	13.764	13.118	12.111	12.002	
429.3359424_MZ	4alpha-carboxy-5alpha-cholesta-8-en-3beta-ol	Un	1.0	None	None	None	None		C28H46O3		None	None	None	11.037	10.829	10.95	10.82	10.998	10.325	11.128	10.932	10.717	10.592	10.821	10.633	10.637	10.69	10.634	11.394	10.514	11.217	10.57	10.654	10.561	11.279	10.823	10.821	10.823	10.746	11.044	10.618	10.648	10.824	11.123	10.949	10.831	10.415	10.834	10.967	10.576	10.994	10.937	
429.3730913_MZ	Alpha-Tocopherol	Un	1.0	None	None	None	None	Alpha-tocopherol is traditionally recognized as the most active form of vitamin E in humans, and is a powerful biological antioxidant. The measurement of vitamin E activity in international units (IU) was based on fertility enhancement by the prevention of spontaneous abortions in pregnant rats relative to alpha tocopherol. Natural vitamin E exists in eight different forms or isomers, four tocopherols and four tocotrienols. In foods, the most abundant sources of vitamin E are vegetable oils such as palm oil, sunflower, corn, soybean and olive oil. Nuts, sunflower seeds, and wheat germ are also good sources. --Wikipedia.	C29H50O2		None	None	None	17.393	16.204	16.91	15.068	16.414	12.467	17.239	16.783	16.133	15.068	14.634	16.722	15.5	15.0	15.363	18.695	15.914	18.279	17.041	17.038	14.858	17.982	17.054	16.23	17.663	17.014	17.45	16.978	13.794	16.841	16.751	17.112	17.246	16.475	16.793	15.947	16.021	16.358	16.704	
430.2953911_MZ	3-Hydroxyhexadecadienoylcarnitine	Un	1.0	None	None	None	None	none	C23H41NO5		None	None	None	10.152	10.039	10.252	10.179	10.09	10.357	10.061	10.142	10.172	10.093	10.309	9.414	9.985	9.894	9.545	10.479	9.876	10.525	9.983	9.374	10.077	10.291	9.769	10.446	9.664	9.933	10.857	9.441	10.357	10.326	9.523	9.853	9.374	10.076	9.86	10.153	9.744	10.078	9.754	
431.3517954_MZ	13'-Hydroxy-gama-tocopherol	Un	1.0	None	None	None	None		C28H48O3		None	None	None	10.717	10.799	10.64	10.63	10.958	10.46	10.642	10.455	10.7	10.626	11.128	10.868	10.576	10.424	10.155	11.282	10.048	10.721	10.443	10.709	10.661	11.019	10.564	10.684	10.731	10.45	10.772	10.338	10.646	10.388	10.557	10.322	10.648	9.985	10.176	10.551	10.355	11.364	10.556	
433.2378993_MZ	LysoPhosphatidylcholine with formula C21H39O7P	Un	1.0	None	None	None	None	LPA(0:0/18:2(9Z,12Z)) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes. In particular, lysophosphatidic acid is an intercellular lipid mediator with growth factor-like activities, and is rapidly produced and released from activated platelets to influence target cells. 1-Palmitoyl lysophosphatidic acid is the major component of lysophosphatidic acid (LPA) in plasma, and is in a reduced ratio in individuals with gynecological cancers (PMID 11585410). LPA is a pluripotent lipid mediator controlling growth, motility, and differentiation, that has a strong influence on the chemotaxis and ultrastructure of human neutrophils (PMID 7416233). In serum and plasma, LPA is mainly converted from lysophospholipids, whereas in platelets and some cancer cells it is converted from phosphatidic acid. In each pathway, at least two phospholipase activities are required: phospholipase A1 (PLA1)/PLA2 plus lysophospholipase D (lysoPLD) activities are involved in the first pathway and phospholipase D (PLD) plus PLA1/PLA2 activities are involved in the second pathway. (PMID 15271293).	C21H39O7P		None	None	None	13.374	13.271	12.897	13.267	12.666	13.24	12.953	12.961	13.313	12.886	12.81	12.181	12.73	12.98	12.393	13.024	12.779	13.039	12.934	12.003	12.783	13.286	13.151	13.367	12.004	12.842	12.941	11.703	13.512	12.846	12.898	12.642	11.639	12.958	12.015	13.222	12.849	12.158	12.174	
433.3312290_MZ	3a_7a_12a-Trihydroxy-5b-cholestan-26-al	Un	1.0	None	None	None	None	3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestan-26-al is an intermediate in bile acid biosynthesis. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487, 16037564, 12576301, 11907135). 3a,7a,12a-trihydroxy-5b-cholestane-27-al is an enzymatically generated intermediate in the oxidation process of 5b-cholestane-3a,7a,12a,27-tetrol into 3a,7a,12a-trihydroxy-5b-cholestanoic acid in liver mitochondria. Mitochondrial sterol 27-hydroxylase (EC 1.14.13.60) appears to perform multiple monooxygenations in this conversion. (PMID: 8496170).	C27H46O4, 3a_7a-Dihydroxycoprostanic acid		None	None	None	11.961	11.909	11.876	11.81	12.025	12.404	11.939	12.073	11.845	11.993	12.052	11.572	11.926	12.398	11.634	12.52	11.681	12.313	11.761	11.822	11.956	11.996	12.051	11.896	11.784	11.685	12.274	11.577	12.136	11.914	11.869	11.885	11.875	11.701	12.114	11.805	11.793	11.939	11.804	
434.3292828_MZ	2-Hydroxyhexadecanoylcarnitine	Un	1.0	None	None	None	None		C23H45NO5, 3-Hydroxyhexadecanoylcarnitine		None	None	None	10.239	9.968	10.322	9.702	9.9	10.397	10.386	10.318	9.936	10.31	10.092	9.805	9.829	10.526	9.323	10.423	9.611	10.516	9.7	9.83	9.928	10.165	10.099	9.872	9.943	9.39	10.558	9.636	10.221	9.973	9.768	9.948	9.765	9.687	10.103	9.854	10.263	10.182	10.089	
435.2494479_MZ	DHAP(18:0)	Un	1.0	None	None	None	None	DHAP(18:0) is the octadecanoyl derivative of dihydroxyacetone phosphate. It is also known as an alkyl-DHAP. This compound is formed by octadecanoic acid reacting with DHAP. Alkyl-DHAPs are intermediates in the synthesis of ether phospholipids. The initial steps of ether phospholipid biosynthesis take place in peroxisomes. Alkyl-dihydroxyacetonephosphate synthase is the peroxisomal enzyme that actually introduces the ether linkage. Levels of Alkyl-DHAP have been found to be strongly reduced in human fibroblasts derived from Zellweger syndrome and rhizomelic chondrodysplasia punctata patients. Four other enzymes are known to be involved in the metabolism of acyl-DHAP and alkyl-DHAP. These include: acyl-DHAP/alkyl-DHAP oxidoreductase, DHAP acyltransferase, alkyl-DHAP phosphohydrolase, and a dinitrofluorobenzene-insensitive acyl-DHAP acylhydrolase. Dihydroxyacetone phosphate (DHAP) is a biochemical compound primarily involved in the glycolysis metabolic pathway. DHAP is also the product of the dehydrogenation of L-glycerol-3-phosphate which is part of the entry of glycerol (sourced from triglycerides) into the glycolytic pathway. Conversely, reduction of glycolysis-derived DHAP to L-glycerol-3-phosphate provides adipose cells with the activated glycerol backbone they require to synthesize new triglycerides. Both reactions are catalyzed by the enzyme glycerol 3-phosphate dehydrogenase with NAD+/NADH as cofactor. DHAP may be referred to as glycerone phosphate in older texts. 1-Octadecyl-glycerone-3-phosphate is an intermediate in Ether lipid metabolism. DHAP(18:0) or 1-Octadecanoyl-glycerone-3-phosphate is the precursor to 1-Octadecyl-glycerone-3-phosphate DHAP(18:0e) which is generated via alkylglycerone phosphate synthase (EC: 2.5.1.26). Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. Ether lipids are called plasmalogens (1-O-1'-alkenyl-2-acylglycerophospholipids) if these are glycerol-containing phospholipids with an unsaturated O-(1-alkenyl) (vinyl ether) group at the first position on the glycerol chain. Plasmalogens as well as some 1-O-alkyl lipids are ubiquitous and sometimes major parts of the cell membranes in mammals and anaerobic bacteria. In archaea, ether lipids are the major polar lipids in the cell envelope and their abundance is one of the major characteristics that separate this group of prokaryotes from the bacteria. In these cells, diphytanylglycerolipids or bipolar macrocyclic tetraethers can form covalently linked 'bilayers'. (Wikipedia)	C21H41O7P, Lysophosphatidic acid with formula C21H41O7P		None	None	None	13.787	13.63	13.67	13.709	14.209	14.006	13.897	14.181	14.069	13.624	14.218	14.186	13.868	13.973	13.053	14.239	13.244	14.167	13.393	13.428	13.909	13.568	13.727	13.934	13.94	13.635	14.076	13.319	13.786	13.592	13.939	13.869	13.827	13.322	13.381	13.673	13.53	14.203	13.163	
437.4354052_MZ	Nonacosanoic acid	Un	1.0	None	None	None	None	Nonacosanoic acid is a normal human fatty acid found in many tissues as constituents of cceramides (the major component of the stratum corneum) (PMID: 12190865), in lipids in normal brain white matter (PMID: 8515276), and the sebaceous follicle (PMID: 2940302).	C29H58O2		None	None	None	11.34	11.14	11.164	10.656	10.977	10.577	11.354	11.71	10.574	10.623	10.631	10.776	10.843	10.933	10.491	11.539	10.856	11.504	10.553	10.381	10.806	11.422	10.728	11.077	10.342	10.778	11.66	10.486	11.055	10.99	10.867	10.804	10.376	10.218	10.591	10.909	10.48	10.959	11.198	
440.1499424_MZ	Folic acid	Un	1.0	None	None	None	None	Folic acid is a member of the vitamin B family that stimulates the hematopoietic system. It is present in the liver and kidney and is found in mushrooms, spinach, yeast, green leaves, and grasses (poaceae). Folic acid, being biochemically inactive, is converted to tetrahydrofolic acid and methyltetrahydrofolate by dihydrofolate reductase. These folic acid congeners are transported across cells by receptor-mediated endocytosis where they are needed to maintain normal erythropoiesis, synthesize purine and thymidylate nucleic acids, interconvert amino acids, methylated tRNA, and generate and use formate. Folic acid is used in the treatment and prevention of folate deficiencies and megaloblastic anemia.	C19H19N7O6		None	None	None	11.412	11.607	11.81	11.845	11.666	12.327	11.661	11.65	11.7	11.781	11.907	11.314	11.669	11.848	12.305	10.951	11.405	11.393	11.262	10.982	11.829	11.144	11.528	11.666	11.278	11.587	11.592	11.302	12.04	11.518	11.999	11.27	11.03	11.351	11.825	11.73	11.341	11.194	10.958	
443.3517388_MZ	3-beta-Hydroxy-4-beta-methyl-5-alpha-cholest-7-ene-4-alpha-carboxylate	Un	1.0	None	None	None	None	3-beta-Hydroxy-4-beta-methyl-5-alpha-cholest-7-ene-4-alpha-carboxylate is a steroid biosynthesis intermediate. It is a substrate for sterol-4-alpha-carboxylate 3-dehydrogenase (EC 1.1.1.170) and participates in the following reaction: 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + NAD(P)+ = 4alpha-methyl-5alpha-cholest-7-en-3-one + CO2 + NAD(P)H. It is also produced by methylsterol hydroxylase. It participates in the following reaction: 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + NAD(P)H + H+ + O2 = 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + NAD(P)+ + H2O.	C29H48O3, 4alpha-carboxy-4beta-methyl-5alpha-cholesta-8-en-3beta-ol		None	None	None	11.383	11.357	11.409	11.168	11.459	10.934	11.529	11.176	11.298	11.062	11.443	11.34	11.229	11.293	10.679	12.009	10.945	11.921	11.292	11.357	11.221	11.667	11.33	11.286	11.319	11.167	11.557	11.233	11.325	11.251	11.132	11.285	11.488	10.961	11.003	11.389	10.991	11.864	11.402	
444.2502275_MZ	Lysophosphatidylethanolamine with formula C19H40NO7P	Un	1.0	None	None	None	None	LysoPE(0:0/14:0) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.	C19H40NO7P		None	None	None	11.543	11.532	11.358	11.545	11.152	11.852	10.991	11.198	11.731	11.236	11.396	10.874	12.253	11.327	10.841	10.906	10.951	11.269	11.251	10.639	11.519	11.548	11.45	11.62	10.613	11.179	11.172	10.506	11.727	10.858	10.747	10.832	10.266	11.271	10.986	11.576	11.028	10.613	10.491	
445.3678756_MZ	13'-hydroxy-alpha-tocopherol	Un	1.0	None	None	None	None	13'-hydroxy-alpha-tocopherol is the precursor in dehydrogenation to 13'-carboxy-alpha-tocopherol by an unidentified microsomal enzyme(s) probably via an aldehyde intermediate. The tocopherols ( a-tocopherol , b-tocopherol ,r-tocopherol and d-tocopherol ) and their corresponding tocotrienols are synthesized by plants and have vitamin E antixoidant activity (see pathway vitamin E biosynthesis ). They differ in the number and location of methyl groups on the chromanol ring. The naturally occurring form of a-tocopherol is (2R,4'R,8'R)-a-tocopherol (synonym (R,R,R)-a-tocopherol). Synthetic a-tocopherols are a racemic mixture of eight different R and S stereoisomers. Only the 2R forms are recognized as meeting human requirements. The in vivo function of vitamin E is to scavenge peroxyl radicals via its phenolic (chromanol) hydroxyl group, thus protecting lipids against free radical-catalyzed peroxidation. The tocopheryl radical formed can then be reduced by reductants such as L-ascorbate. Other major products of a-tocopherol oxidation include &#945;-tocopherylquinone and epoxy-a-tocopherols. The metabolites a-tocopheronic acid and its lactone, known as the Simon metabolites, are generally believed to be artefacts. In addition to these oxidation products, the other major class of tocopherol metabolites is the carboxyethyl-hydroxychromans.These metabolites are produced in significant amounts in response to excess vitamin E ingestion. Vitamin E is fat-soluble and its utilization requires intestinal fat absorption mechanisms. It is secreted from the intestine into the lymphatic system in chylomicrons which subsequently enter the plasma. Lipolysis of these chylomicrons can result in delivery of vitamin E to tissues, transfer to high-density lipoproteins (and subsequently to other lipoproteins via the phospholipid exchange protein), or retention in chylomicron remnants. These remnants are taken up by the liver. Natural (R,R,R)-&#945;-tocopherol and synthetic 2R-&#945;-tocopherols are then preferentially secreted from the liver into plasma as a result of the specificity of the &#945;-tocopherol transfer protein. This protein, along with the metabolism of excess vitamin E in the liver and excretion into urine and bile, mediate the supply of a-tocopherol in plasma and tissues.	C29H50O3		None	None	None	13.165	13.055	13.706	13.148	13.931	12.979	13.956	12.766	13.436	13.388	13.491	14.104	13.364	12.913	12.505	13.563	13.118	13.597	13.003	13.542	13.123	12.961	13.857	12.819	13.909	13.125	13.55	13.195	13.072	12.933	13.34	13.1	14.292	12.381	12.888	12.816	13.297	14.285	13.813	
446.0186989_MZ	Adenosine phosphosulfate	Un	1.0	None	None	None	None	Adenosine phosphosulfate (also known as APS) is the initial compound formed by the action of ATP sulfurylase (or PAPS synthetase) on sulfate ions after sulfate uptake. PAPS synthetase 1 is a bifunctional enzyme with both ATP sulfurylase and APS kinase activity, which mediates two steps in the sulfate activation pathway. The first step is the transfer of a sulfate group to ATP to yield adenosine 5'-phosphosulfate (APS), and the second step is the transfer of a phosphate group from ATP to APS yielding 3'-phosphoadenylylsulfate (PAPS). In mammals, PAPS is the sole source of sulfate; APS appears to be only an intermediate in the sulfate-activation pathway.	C10H14N5O10PS		None	None	None	12.494	12.911	12.692	12.611	12.67	13.03	12.83	12.619	12.673	12.647	12.672	12.784	12.84	12.776	13.25	12.88	12.898	12.573	12.647	12.599	12.693	12.499	12.847	12.786	12.679	12.716	12.883	12.811	12.801	12.667	12.81	12.591	12.607	12.79	12.942	12.814	12.781	12.58	12.411	
446.0831902_MZ	Se-Adenosylselenomethionine	Un	1.0	None	None	None	None	Se-Adenosylselenomethionine is an intermediate in Selenoamino acid metabolism. Se-Adenosylselenomethionine is converted from Selenomethionine via the enzyme S-adenosylmethionine synthetase (EC 2.5.1.6). It is then. converted to Se-Adenosylselenohomocysteine via the enzyme Transferases (EC 2.1.1.-).	C15H23N6O5Se		None	None	None	12.028	12.5	12.131	11.883	11.959	12.449	12.168	12.009	12.008	11.868	11.907	12.093	11.958	11.99	12.217	11.993	12.128	11.992	12.314	11.98	12.01	11.803	11.84	12.035	12.125	12.283	12.01	11.951	12.323	12.277	11.638	11.938	11.712	12.114	11.961	11.969	11.872	11.891	11.463	
447.2105927_MZ	17-alpha-estradiol-3-glucuronide	Un	1.0	None	None	None	None	17-alpha-estradiol-3-glucuronide is a natural human metabolite of 17alpha-estradiol generated in the liver by UDP glucuonyltransferase. Glucuronidation is used to assist in the excretion of toxic substances, drugs or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys.	C24H32O8, 17-beta-estradiol glucuronide, 2-Methoxyestrone 3-glucuronide		None	None	None	12.523	12.688	12.413	12.704	12.208	12.918	12.302	12.298	12.527	12.767	12.593	11.901	12.452	12.527	12.303	12.411	12.099	12.525	12.264	11.894	12.422	12.618	12.512	12.696	11.881	12.25	12.299	11.889	13.292	12.154	12.482	12.051	11.837	12.284	12.223	12.546	12.174	11.956	11.981	
447.4047491_MZ	Tetrahymanol	Un	1.0	None	None	None	None	Tetrahymanol is involved in the terpenoid biosynthesis pathway. Tetrahymanol is produced from squalene.	C30H52O, 24_25-Dihydrolanosterol		None	None	None	8.314	8.607	7.908	8.826	8.038	7.929	8.564	8.037	7.289	8.587	8.607	8.206	8.329	8.46	9.959	9.519	7.745	8.583	7.98	8.003	8.343	8.338	9.559	8.369	7.825	8.613	8.432	8.228	7.558	8.038	10.239	8.315	8.031	7.691	8.03	8.253	7.928	8.785	8.671	
448.3065689_MZ	Chenodeoxyglycocholic acid	Un	1.0	None	None	None	None	Chenodeoxyglycocholic acid is a glycine conjugated bile acid. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487, 16037564, 12576301, 11907135).	C26H43NO5, Glycoursodeoxycholic acid		None	None	None	10.781	10.663	10.539	10.494	11.611	10.984	10.901	10.694	10.331	10.402	10.952	11.466	10.779	10.964	10.478	10.535	11.842	11.037	10.464	10.0	10.565	10.801	10.69	11.134	10.45	12.0	10.305	10.438	10.819	10.777	10.85	11.177	10.118	10.26	10.812	10.704	9.992	10.892	10.363	
450.2577624_MZ	Lysophosphatidylethanolamine with formula C21H42NO7P	Un	1.0	None	None	None	None	LysoPE(0:0/16:1(9Z)) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.	C21H42NO7P		None	None	None	11.728	11.579	11.82	11.81	12.202	12.181	11.774	11.836	12.041	11.62	12.249	11.509	11.931	12.245	11.423	12.107	11.747	12.0	11.335	11.339	12.106	11.738	12.104	12.14	11.762	11.973	11.628	10.981	12.268	11.926	12.215	11.68	10.978	11.7	11.488	11.784	11.427	11.683	11.178	
451.2045854_MZ	20-Oxo-leukotriene E4	Un	1.0	None	None	None	None	20-oxo-leukotriene E4 is a metabolite through lipid oxidation of Leukotriene E4 (LTE4).Leukotriene E4 (LTE4) is a cysteinyl leukotriene. Cysteinyl leukotrienes (CysLTs) are a family of potent inflammatory mediators that appear to contribute to the pathophysiologic features of allergic rhinitis. Nasal blockage induced by CysLTs is mainly due to dilatation of nasal blood vessels, which can be induced by the nitric oxide produced through CysLT1 receptor activation. LTE4, activate contractile and inflammatory processes via specific interaction with putative seven transmembrane-spanning receptors that couple to G proteins and subsequent intracellular signaling pathways. LTE4 is metabolized from leukotriene C4 in a reaction catalyzed by gamma-glutamyl transpeptidase and a particulate dipeptidase from kidney. (PMID: 12607939, 12432945, 6311078). Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes) and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways.	C23H34NO6S		None	None	None	11.489	11.772	12.105	12.121	11.773	12.153	11.72	12.009	11.778	12.027	11.705	11.088	11.67	12.241	12.055	11.34	11.632	12.066	11.488	10.857	11.641	11.53	11.859	12.117	10.974	11.954	11.585	10.986	11.818	11.442	12.218	11.528	10.911	11.355	11.45	11.712	11.22	10.9	11.247	
454.3960844_MZ	Arachidyl carnitine	Un	1.0	None	None	None	None	Arachidyl carnitine is an acylcarnitine. Numerous disorders have been described that lead to disturbances in energy production and in intermediary metabolism in the organism which are characterized by the production and excretion of unusual acylcarnitines. A mutation in the gene coding for carnitine-acylcarnitine translocase or the OCTN2 transporter aetiologically causes a carnitine deficiency that results in poor intestinal absorption of dietary L-carnitine, its impaired reabsorption by the kidney and, consequently, in increased urinary loss of L-carnitine. Determination of the qualitative pattern of acylcarnitines can be of diagnostic and therapeutic importance. The betaine structure of carnitine requires special analytical procedures for recording. The ionic nature of L-carnitine causes a high water solubility which decreases with increasing chain length of the ester group in the acylcarnitines. Therefore, the distribution of L-carnitine and acylcarnitines in various organs is defined by their function and their physico-chemical properties as well. High performance liquid chromatography (HPLC) permits screening for free and total carnitine, as well as complete quantitative acylcarnitine determination, including the long-chain acylcarnitine profile. (PMID: 17508264, Monatshefte fuer Chemie (2005), 136(8), 1279-1291., Int J Mass Spectrom. 1999;188:39-52.).	C27H53NO4		None	None	None	10.304	10.632	11.22	10.83	10.41	10.25	10.668	11.348	10.511	10.484	10.561	10.133	10.284	10.87	11.0	10.93	10.351	11.21	10.186	10.05	10.517	10.855	10.728	10.71	10.312	10.477	10.67	10.261	10.369	10.381	11.196	10.508	10.24	10.246	10.271	10.51	10.381	10.883	10.801	
455.0899139_MZ	Flavin Mononucleotide	Un	1.0	None	None	None	None	Flavin mononucleotide (FMN), or riboflavin-5‰Û_-phosphate, is a biomolecule produced from riboflavin (vitamin B2) by the enzyme riboflavin kinase and functions as prosthetic group of various oxidoreductases including NADH dehydrogenase as well as cofactor in biological blue-light photo receptors. During the catalytic cycle, the reversible interconversion of oxidized (FMN), semiquinone (FMNH‰Û¢) and reduced (FMNH2) forms occurs in the various oxidoreductases. FMN is a stronger oxidizing agent than NAD and is particularly useful because it can take part in both one- and two-electron transfers. Flavin mononucleotide is also used as an orange-red food colour additive. It is the principal form in which riboflavin is found in cells and tissues.	C17H21N4O9P		None	None	None	14.032	14.293	14.249	13.701	14.271	14.069	14.207	13.914	14.224	13.582	13.857	14.237	13.845	13.894	14.187	14.228	14.039	13.918	14.371	13.659	14.005	14.077	13.982	14.179	13.922	14.195	14.376	13.691	13.923	14.186	13.858	14.037	14.109	13.984	14.084	14.089	14.032	13.522	13.21	
460.3286873_MZ	Galactosylsphingosine	Un	1.0	None	None	None	None		C24H47NO7, Glucosylsphingosine		None	None	None	13.486	14.185	13.617	13.568	13.66	13.424	13.879	13.606	13.801	13.241	13.766	13.553	13.163	13.582	13.024	15.164	13.096	14.131	13.775	13.561	13.456	14.375	13.269	13.627	13.116	13.358	13.931	13.536	13.536	13.649	13.939	13.226	13.441	12.809	13.551	14.174	13.246	14.449	13.701	
462.0594119_MZ	Chondroitin sulfate	Un	1.0	None	None	None	None		C13H21NO15S		None	None	None	12.943	13.039	14.25	12.875	14.566	13.301	14.389	13.919	13.933	13.173	13.009	14.13	13.4	14.306	14.103	13.27	13.983	13.69	13.221	13.329	13.596	12.969	14.34	13.224	13.23	14.231	13.974	12.764	13.336	14.293	13.686	13.692	13.09	13.211	12.904	12.778	13.223	13.988	13.692	
463.2850229_MZ	1_25-Dihydroxyvitamin D3-26_23-lactone	Un	1.0	None	None	None	None		C27H40O5		None	None	None	12.871	12.553	12.735	12.456	12.804	12.791	12.783	13.048	12.732	12.512	12.875	12.867	12.381	12.356	12.167	13.321	12.159	13.026	12.509	12.264	12.735	12.549	12.435	12.81	12.548	12.441	13.044	12.375	12.675	12.707	12.921	12.384	12.477	12.252	12.361	12.538	12.222	12.895	12.351	
464.3003578_MZ	3a_7b_12a-Trihydroxyoxocholanyl-Glycine	Un	1.0	None	None	None	None	3a,7b,12a-Trihydroxyoxocholanyl-Glycine is an acyl glycine and a bile acid-glycine conjugate. It is a secondary bile acid produced by the action of enzymes existing in the microbial flora of the colonic environment. In hepatocytes, both primary and secondary bile acids undergo amino acid conjugation at the C-24 carboxylic acid on the side chain, and almost all bile acids in the bile duct therefore exist in a glycine conjugated form (PMID:16949895). 3a,7b,12a-Trihydroxyoxocholanyl-Glycine is a specific ketonic bile acid found in the urine of infants during the neonatal period. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12.	C26H43NO6, Glycocholic acid		None	None	None	13.072	12.071	11.971	12.663	13.675	13.572	13.503	12.733	11.592	12.589	13.002	14.089	13.29	12.398	11.114	11.825	13.541	13.418	12.635	13.098	12.347	12.901	12.927	13.884	11.961	13.932	11.363	13.572	13.049	12.284	12.448	13.22	12.29	11.03	13.036	11.819	12.347	12.816	12.126	
465.3034425_MZ	Cholesterol sulfate	Un	1.0	None	None	None	None	Cholesterol sulfate is a sterol sulfate in human plasma. It is a component of cell membrane and has a regulatory function. It has a stabilizing function on the membrane, supports platelet adhesion and involves in signal transduction. (PMID 12730293).	C27H46O4S		None	None	None	17.09	17.133	17.171	16.572	16.833	17.027	17.402	16.414	16.476	16.843	15.907	17.904	16.382	16.583	16.733	17.32	16.011	17.411	16.823	16.554	16.562	16.629	16.505	16.451	16.826	16.944	17.731	16.908	17.129	17.377	17.524	16.371	16.264	15.84	16.427	16.838	16.198	16.879	17.128	
468.0680712_MZ	2-(a-Hydroxyethyl)thiamine diphosphate	Un	1.0	None	None	None	None		C14H23N4O8P2S		None	None	None	11.687	11.652	11.661	11.381	11.554	12.071	11.785	11.614	11.374	11.534	11.367	11.779	11.545	11.709	12.338	11.932	11.689	11.715	11.646	11.262	11.443	11.347	11.407	11.565	11.527	11.743	11.9	11.502	11.644	11.845	11.641	11.652	11.393	11.479	11.51	11.746	11.48	11.432	11.221	
469.3519518_MZ	Tricaprylic glyceride with formula C27H50O6	Un	1.0	None	None	None	None	TG(8:0/8:0/8:0) or tricaprylic glyceride is a trioctanoic acid triglyceride or medium chain triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(8:0/8:0/8:0), in particular, consists of one chain of octanoic acid at the C-1 position, one chain of octanoic acid at the C-2 position and one chain of octanoic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.	C27H50O6		None	None	None	11.395	11.113	11.809	10.966	11.067	11.243	11.248	11.95	11.095	11.007	11.11	10.632	10.907	11.585	11.065	11.346	10.715	11.915	11.056	10.612	11.089	11.475	10.924	11.298	10.642	11.121	11.175	10.679	11.341	11.096	11.175	11.062	10.788	10.778	10.869	11.31	10.703	10.881	11.073	
473.1877143_MZ	Sildenafil	Un	1.0	None	None	None	None	Sildenafil is a drug used to treat male erectile dysfunction (impotence) and pulmonary arterial hypertension (PAH), developed by the pharmaceutical company Pfizer. It was initially studied for use in hypertension (high blood pressure) and angina pectoris (a form of ischaemic cardiovascular disease). Phase I clinical trials under the direction of Ian Osterloh suggested that the drug had little effect on angina, but that it could induce marked penile erections; Sildenafil is a potent and selective inhibitor of cGMP specific phosphodiesterase type 5 (PDE5) which is responsible for degradation of cGMP in the corpus cavernosum. The molecular structure of sildenafil is similar to that of cGMP and acts as a competitive binding agent of PDE5 in the corpus cavernosum, resulting in more cGMP and better erections. Without sexual stimulation, and therefore lack of activation of the NO/cGMP system, sildenafil should not cause an erection. Other drugs that operate by the same mechanism include tadalafil (Cialis) and vardenafil (Levitra); Sildenafil citrate, sold under the names Viagra, Revatio and generically under various other names, is a drug used to treat male erectile dysfunction (impotence) and pulmonary arterial hypertension (PAH), developed by the pharmaceutical company Pfizer. Viagra pills are blue and diamond-shaped with the words 'Pfizer' on one side, and 'VGR xx' (where xx stands for '25', '50' or '100', the dose of that pill in milligrams) on the other. Its primary competitors on the market are tadalafil (Cialis), and vardenafil (Levitra).	C22H30N6O4S		None	None	None	11.628	11.724	12.169	11.51	11.642	11.889	11.788	12.375	11.685	11.562	11.834	11.342	11.501	11.977	11.298	11.619	11.701	11.968	11.51	11.096	11.752	11.809	11.856	11.749	11.275	11.832	12.082	11.039	11.94	11.368	11.452	11.817	11.01	11.469	11.196	11.681	11.194	10.899	11.14	
473.2814184_MZ	Verapamil	Un	1.0	None	None	None	None		C27H38N2O4		None	None	None	16.664	16.25	16.514	16.475	16.761	15.969	17.028	16.766	16.458	16.256	16.858	16.521	16.132	15.954	15.317	16.916	16.001	16.683	16.238	15.748	16.452	16.501	16.048	16.735	16.321	15.653	16.498	15.687	16.306	15.723	16.125	16.113	16.262	15.837	15.588	16.276	15.791	16.992	16.264	
473.3252732_MZ	27-Norcholestanehexol	Un	1.0	None	None	None	None	27-Norcholestanehexol is a bile alcohol. Bile alcohols have been found to be present as minor components in the bile and urine in healthy subjects. Bile alcohols are end products for cholesterol elimination as well as major biliary constituents; in mammals, cholesterol is metabolized by additional enzymes that ultimately transform it to bile acids. Bile alcohols are preferentially excreted as glucuronides into the urine, which constitute about 10% of total bile acids. The excretion of glucuronidated bile alcohols in urine is suggested to reflect an alternative metabolism of intermediates in the normal biosynthesis of bile acids. (PMID: 6548247, 11718684).	C26H46O6		None	None	None	12.345	12.028	12.102	12.12	12.237	12.013	12.315	12.291	12.184	12.004	12.375	12.016	11.811	11.8	11.362	12.489	11.567	12.432	11.96	11.423	12.039	12.244	12.524	12.746	11.824	12.359	12.185	11.376	12.156	11.795	12.02	11.773	11.708	11.839	11.41	12.078	11.624	12.309	11.758	
478.1847716_MZ	5-Methyltetrahydrofolic acid	Un	1.0	None	None	None	None	5 methyltetrahydrofolic acid (5-MTHF) is the most biologically active form of the B-vitamin known as folic acid, also known generically as folate. 5-MTHF functions, in concert with vitamin B12, as a methyl-group donor involved in the conversion of the amino acid homocysteine to methionine. Methyl (CH3) group donation is vital to many bodily processes, including serotonin, melatonin, and DNA synthesis. Therapeutically, 5-MTHF is instrumental in reducing homocysteine levels, preventing neural tube defects, and improving vascular endothelial function. Research on folate supplementation suggests it plays a key role in preventing cervical dysplasia and protecting against neoplasia in ulcerative colitis. Folic acid also shows promise as part of a nutritional protocol to treat vitiligo, and may reduce inflammation of the gingiva. Furthermore, certain neurological, cognitive, and psychiatric presentations may be secondary to folate deficiency. Such presentations include depression, peripheral neuropathy, myelopathy, restless legs syndrome, insomnia, dementia, forgetfulness, irritability, endogenous depression, organic psychosis, and schizophrenia-like syndromes. After ingestion, the process of conversion of folic acid to the metabolically active coenzyme forms is relatively complex. Synthesis of the active forms of folic acid requires several enzymes, adequate liver and intestinal function, and adequate supplies of riboflavin (B2), niacin (B3), pyridoxine (B6), zinc, vitamin C, and serine. After formation of the coenzyme forms of the vitamin in the liver, these metabolically active compounds are secreted into the small intestine with bile (the folate enterohepatic cycle), where they are reabsorbed and distributed to tissues throughout the body. Human pharmacokinetic studies indicate folic acid has high bioavailability, with large oral doses of folic acid substantially raising plasma levels in healthy subjects in a time and dose dependent manner. Red blood cells (RBCs) appear to be the storage depot for folic acid, as RBC levels remain elevated for periods in excess of 40 days following discontinuation of supplementation. Folic acid is poorly transported to the brain and rapidly cleared from the central nervous system. The primary methods of elimination of absorbed folic acid are fecal (through bile) and urinary. Despite the biochemical complexity of this process, evidence suggests oral supplementation with folic acid increases the body's pool of 5-MTHF in healthy individuals. However, enzyme defects, mal-absorption, digestive system pathology, and liver disease can result in impaired ability to activate folic acid. In fact, some individuals have a severe congenital deficiency of the enzyme Methyl tetrahydrofolate reductase (5-MTHFR), which is needed to convert folic acid to 5-MTHF. Milder forms of this enzyme defect likely interact with dietary folate status to determine risk for some disease conditions. In individuals with a genetic defect of this enzyme (whether mild or severe), supplementation with 5- MTHF might be preferable to folic acid supplementation. (PMID: 17176169).	C20H25N7O6		None	None	None	12.625	13.728	14.633	13.524	14.896	16.011	14.2	12.559	14.507	14.134	15.504	13.417	13.605	15.124	14.093	13.125	13.036	12.503	12.896	13.105	15.048	12.521	13.63	13.714	14.41	13.62	13.385	14.037	14.546	14.008	14.217	13.452	13.235	13.218	14.712	13.545	14.317	13.756	12.787	
478.2925340_MZ	Lysophosphatidylethanolamine with formula C23H46NO7P	Un	1.0	None	None	None	None	LysoPE(0:0/18:1(11Z)) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.	C23H46NO7P		None	None	None	14.538	14.331	15.182	15.028	15.911	15.001	15.147	15.298	15.462	14.564	15.378	15.727	15.129	15.227	14.223	15.164	14.957	15.739	14.407	15.305	15.482	14.562	15.383	15.295	15.407	15.112	14.905	14.273	14.562	15.234	15.646	14.961	15.07	14.673	14.386	14.74	14.857	15.632	14.339	
481.2422399_MZ	11-beta-hydroxyandrosterone-3-glucuronide	Un	1.0	None	None	None	None	11-beta-hydroxyandrosterone-3-glucuronide is a natural human metabolite of 11beta-hydroxyandrosterone generated in the liver by UDP glucuonyltransferase. Glucuronidation is used to assist in the excretion of toxic substances, drugs or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys.	C25H38O9		None	None	None	12.291	12.3	12.851	12.56	12.931	12.642	12.573	12.946	12.454	12.459	12.58	12.417	12.414	12.774	12.333	12.017	12.181	12.625	11.973	12.128	12.471	12.274	12.433	12.586	12.016	12.553	12.325	11.963	12.59	12.409	12.712	12.359	12.112	12.117	12.142	12.346	11.967	12.431	12.088	
481.9773000_MZ	Cytidine triphosphate	Un	1.0	None	None	None	None	Cytidine 5'-(tetrahydrogen triphosphate) or CTP is a cytosine nucleotide containing three phosphate groups esterified to a ribose moiety at the 5' position. CTP is integral to the synthesis or mRNA, rRNA and tRNA through RNA polymerases. Cytidine triphosphate (CTP) is also critical to the synthesis of phosphatidylcholine via the enzyme CTP: phosphocholine cytidyltransferase. This reaction is the rate-limiting step in the synthesis of phosphatidylcholine.	C9H16N3O14P3		None	None	None	14.812	14.814	15.057	14.665	14.983	14.855	15.137	15.095	14.994	14.545	14.8	14.853	14.832	14.977	14.926	14.913	14.848	14.861	14.837	14.631	14.863	14.808	14.731	14.857	14.755	14.937	14.803	14.713	14.884	15.338	14.68	14.898	14.646	14.852	14.865	14.744	14.777	14.798	14.527	
482.9661752_MZ	Uridine triphosphate	Un	1.0	None	None	None	None	Uridine 5'-(tetrahydrogen triphosphate). A uracil nucleotide containing three phosphate groups esterified to the sugar moiety. Uridine triphosphate has the role of a source of energy or an activator of substrates in metabolic reactions, like that of adenosine triphosphate, but more specific. When Uridine triphosphate activates a substrate, UDP-substrate is usually formed and inorganic phosphate is released. (Wikipedia).	C9H15N2O15P3		None	None	None	15.036	14.791	15.827	14.704	15.438	15.01	15.499	15.807	14.551	14.525	15.116	15.317	15.206	15.259	15.47	14.37	14.947	15.014	15.088	14.523	15.052	14.56	14.221	15.199	14.875	15.309	14.671	14.448	14.909	16.499	14.861	15.384	14.801	14.172	14.355	14.527	14.232	14.939	14.306	
484.2714257_MZ	LysoPhosphatidylcholine (14:1(9Z))	Un	1.0	None	None	None	None	LysoPC(14:1(9Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(14:1(9Z)), in particular, consists of one chain of myristoleic acid at the C-1 position. The myristoleic acid moiety is derived from milk fats. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins.	C22H44NO7P		None	None	None	12.497	11.822	12.568	11.968	12.956	12.624	12.545	12.488	12.135	12.166	12.5	12.906	12.94	12.488	12.009	12.617	12.031	12.485	12.117	12.467	12.173	12.236	12.668	12.501	12.008	12.837	11.902	12.49	12.627	12.477	12.473	12.949	12.175	11.604	11.984	11.948	12.02	12.442	11.898	
489.0175979_MZ	1-Phosphatidyl-1D-myo-inositol 3-phosphate	Un	1.0	None	None	None	None	1-Phosphatidyl-1D-myo-inositol 3-phosphate is a substrate for FYVE finger-containing phosphoinositide kinase and Neutrophil cytosol factor 4.	C11H20O16P2		None	None	None	12.333	12.959	12.818	13.446	12.661	12.863	12.639	12.16	12.693	12.971	12.71	13.011	12.627	13.087	12.972	12.57	12.864	12.621	12.549	12.794	12.734	12.361	12.862	12.713	12.976	12.86	12.592	12.757	12.687	12.564	13.319	12.419	12.603	12.914	12.837	12.703	12.807	12.697	12.3	
489.3219718_MZ	Glycyrrhetinic acid	Un	1.0	None	None	None	None	Glycyrrhetinic acid is a pentacyclic triterpenoid derivative of the beta-amyrin type obtained from the hydrolysis of glycyrrhizic acid, which was obtained from the herb liquorice. It is used in flavouring and it masks the bitter taste of drugs like aloe and quinine. It is effective in the treatment of peptic ulcer and also has expectorant (antitussive) properties (Chandler,1985). In glycyrrhetinic acid the functional group (R) is a hydroxyl group. Research in 2005 demonstrated that with a proper functional group a very effective glycyrrhetinic artificial sweetener can be obtained. When R is an anionic NHCO(CH2)CO2K side chain, the sweetening effect is found to 1200 times that of sugar (human sensory panel data). A shorter or longer spacer reduces the sweetening effect. One explanation is that the taste bud cell receptor has 1.3 nanometers (13 angstroms) available for docking with the sweetener molecule. In addition the sweetener molecule requires three proton donor positions of which two reside at the extremities to be able to interact efficiently with the receptor cavity (Wikipedia).	C30H46O4		None	None	None	12.796	12.35	12.459	12.338	12.395	12.988	12.692	13.391	12.855	12.784	12.908	11.53	12.97	12.428	11.922	12.825	12.203	12.862	12.431	11.62	12.835	13.017	13.087	13.067	11.816	12.677	13.231	11.358	14.059	12.793	12.386	12.43	11.801	12.177	11.745	12.317	12.867	11.541	12.029	
494.3231446_MZ	LysoPhosphatidylcholine (16:0)	Un	1.0	None	None	None	None	LysoPC(16:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(16:0), in particular, consists of one chain of palmitic acid at the C-1 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins.	C24H50NO7P		None	None	None	12.796	12.843	12.775	12.799	13.069	13.122	12.925	12.911	13.101	12.753	13.275	13.452	12.58	12.851	12.296	13.166	12.361	13.38	12.756	12.649	13.125	12.455	12.829	13.027	12.89	12.739	13.193	12.42	13.226	12.933	12.994	12.767	12.949	12.469	12.483	12.531	12.601	13.438	12.376	
495.2662560_MZ	APGPR Enterostatin	Un	1.0	None	None	None	None	Enterostatin APGPR (Ala-Pro-Gly-Pro-Arg) is a pentapeptide released from procolipase during fat digestion. In addition to the pancreas, enterostatin-immunoreactive cells are also present in the antrum and proximal small intestine. Enterostatin selectively reduces fat intake, decreases insulin secretion, and also increases energy expenditure by activating brown adipose tissue during high-fat feeding. Enterostatins are pentapeptides derived from the NH2-terminus of procolipase after tryptic cleavage and belong to the family of gut-brain peptides. Enterostatin is generated by the action of trypsin on procolipase in the intestinal lumen. Its structure is highly conserved in evolution, with an amino acid sequence of XPXPR. Three enterostatin sequences, Val-Pro-Asp-Pro-Arg (VPDPR), Val-Pro-Gly-Pro-Arg (VPGPR), and Ala-Pro-Gly-Pro-Arg (APGPR), have been studied extensively and shown to be almost equally effective in their ability to decrease dietary fat preference. Enterostatins are selective inhibitors of appetite, particularly of fat intake. Hyperenterostatinemia in obesity is probably secondary to enterostatin resistance; therefore, the regulatory system is producing more enterostatin to counteract the resistance. This is very similar to hyperinsulinemia and hyperleptinemia in obesity. The diminution in the meal-induced secretion of enterostatin in obesity suggests a delay in the appearance of satiety, leading to increased caloric intake. In rats enterostatin decreases body weight by decreasing fat-calorie intake and increasing the sympathetic firing rate of the nerves in interscapular brown adipose tissue. Enterostatin levels are elevated in the plasma of obese women, and enterostatin secretion is diminished after satiety. Oral administration of enterostatin, however, has no effect on food intake, energy expenditure, or body weight in subjects with a preference for a high-fat diet experiencing a negative energy and fat balance, and the physiology of enterostatin in humans remains to be defined. (PMID: 10084574, 9526102, 8886249).	C21H36N8O6		None	None	None	12.744	12.298	13.272	12.848	13.552	13.01	12.945	12.828	13.123	12.782	12.916	12.818	12.795	13.164	12.494	12.319	12.482	13.568	12.389	12.576	12.924	12.287	12.979	13.018	12.912	12.91	12.525	12.777	12.885	12.761	12.747	12.745	12.845	12.267	12.905	12.297	12.359	12.911	12.286	
498.2885195_MZ	Taurochenodesoxycholic acid	Un	1.0	None	None	None	None	Taurochenodesoxycholic acid is a bile acid formed in the liver by conjugation of chenodeoxycholate with taurine, usually as the sodium salt. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487, 16037564, 12576301, 11907135).	C26H45NO6S, Taurodeoxycholic acid, Tauroursodeoxycholic acid		None	None	None	19.695	18.153	19.675	18.607	19.241	18.623	19.562	18.03	19.22	18.642	18.083	20.299	18.809	19.557	19.454	18.683	18.757	19.343	18.726	18.723	18.288	18.737	19.176	18.973	18.518	20.026	18.003	19.308	18.358	18.762	18.88	19.352	19.038	18.337	18.44	18.107	18.56	19.188	18.391	
500.9876916_MZ	Thymidine 5'-triphosphate	Un	1.0	None	None	None	None		C10H17N2O14P3		None	None	None	12.494	12.529	12.51	12.484	12.321	12.592	12.43	12.353	12.473	12.364	12.629	12.621	12.664	12.527	12.55	12.637	12.427	12.521	12.451	12.458	12.341	12.396	12.376	12.594	12.422	12.366	12.487	12.565	12.536	12.485	12.536	12.291	12.454	12.42	12.666	12.549	12.208	12.498	12.106	
503.1614319_MZ	Maltotriose	Un	1.0	None	None	None	None	Maltotriose is a common oligosaccharide metabolite found in human urine after maltose ingestion or infusion (PMID 6645121). Maltotriose is increased in Glycogen storage disease II (OMIM 232300) due to a mutation of the enzyme alpha-1,4-glucosidase (E.C. 3.2.1.20) (4286143).	C18H32O16, Raffinose, Levan, 3-Galactosyllactose, Dextrin, 1-Kestose, Melezitose		None	None	None	14.934	15.236	14.509	14.475	14.606	15.496	14.703	14.4	15.254	16.218	15.493	15.289	15.199	15.893	15.29	15.511	16.423	15.317	15.414	15.345	15.616	15.032	14.678	15.486	14.984	16.654	15.253	16.366	16.181	15.706	14.917	15.206	14.498	14.725	15.907	16.375	14.851	15.117	14.552	
504.3081299_MZ	Lysophosphatidylethanolamine with formula C25H48NO7P	Un	1.0	None	None	None	None	LysoPE(0:0/20:2(11Z,14Z)) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.	C25H48NO7P		None	None	None	13.934	13.518	13.301	13.196	13.462	13.343	13.657	13.766	13.788	12.964	13.534	14.182	13.811	12.896	13.369	14.103	13.188	13.915	13.695	13.005	13.622	13.63	13.366	13.467	13.185	14.048	13.782	13.043	13.622	13.661	13.554	13.45	13.186	13.0	12.825	13.667	12.932	13.589	12.967	
505.9878006_MZ	Adenosine triphosphate	Un	1.0	None	None	None	None	Adenosine triphosphate (ATP) is a nucleotide consisting of a purine base (adenine) attached to the first carbon atom of ribose (a pentose sugar). Three phosphate groups are esterified at the fifth carbon atom of the ribose. ATP is incorporated into nucleic acids by polymerases in the processes of DNA replication and transcription. ATP contributes to cellular energy charge and participates in overall energy balance, maintaining cellular homeostasis. ATP can act as an extracellular signaling molecule via interactions with specific purinergic receptors to mediate a wide variety of processes as diverse as neurotransmission, inflammation, apoptosis, and bone remodelling. Extracellular ATP and its metabolite adenosine have also been shown to exert a variety of effects on nearly every cell type in human skin, and ATP seems to play a direct role in triggering skin inflammatory, regenerative, and fibrotic responses to mechanical injury, an indirect role in melanocyte proliferation and apoptosis, and a complex role in Langerhans cell-directed adaptive immunity. During exercise, intracellular homeostasis depends on the matching of adenosine triphosphate (ATP) supply and ATP demand. Metabolites play a useful role in communicating the extent of ATP demand to the metabolic supply pathways. Effects as different as proliferation or differentiation, chemotaxis, release of cytokines or lysosomal constituents, and generation of reactive oxygen or nitrogen species are elicited upon stimulation of blood cells with extracellular ATP. The increased concentration of adenosine triphosphate (ATP) in erythrocytes from patients with chronic renal failure (CRF) has been observed in many studies but the mechanism leading to these abnormalities still is controversial. (PMID: 15490415, 15129319, 14707763, 14696970, 11157473).	C10H16N5O13P3, dGTP		None	None	None	18.673	18.666	19.623	18.352	19.663	18.667	19.631	19.888	18.781	18.339	18.771	19.032	19.296	19.355	19.231	17.926	18.695	18.878	18.905	18.462	19.167	18.028	18.591	18.753	18.553	19.334	18.352	17.657	18.577	20.71	18.658	19.116	18.684	17.961	17.538	17.809	18.359	18.875	17.931	
506.9588020_MZ	Inosine triphosphate	Un	1.0	None	None	None	None	Inosine triphosphate (ITP) is an intermediate in the purine metabolism pathway. Relatively high levels of ITP in red cells are found in individuals as result of deficiency of inosine triphosphatase (EC 3.1.3.56, ITPase) ITPase is a cytosolic nucleoside triphosphate pyrophosphohydrolase specific for ITP catalysis to inosine monophosphate (IMP) and deoxy-inosine triphosphate (dITP) to deoxy-inosine monophosphate. ITPase deficiency is not associated with any defined pathology other than the characteristic and abnormal accumulation of ITP in red blood cells. Nevertheless, ITPase deficiency may have pharmacogenomic implications, and the abnormal metabolism of 6-mercaptopurine in ITPase-deficient patients may lead to thiopurine drug toxicity. ITPase's function is not clearly understood but possible roles for ITPase could be to prevent the accumulation of rogue nucleotides which would be otherwise incorporated into DNA and RNA, or compete with nucleotides such as GTP in signalling processes. (PMID : 170291, 1204209, 17113761, 17924837).	C10H15N4O14P3		None	None	None	13.521	13.656	13.714	13.84	13.574	13.591	13.717	13.529	13.506	13.387	13.484	13.384	13.517	13.855	14.237	13.211	13.319	13.531	13.5	13.312	13.569	13.156	13.512	13.448	13.39	13.71	13.365	13.289	13.474	14.066	14.168	13.446	13.149	13.183	13.496	13.396	13.131	13.467	12.807	
508.3394647_MZ	Lysophosphatidylethanolamine with formula C25H52NO7P	Un	1.0	None	None	None	None		C25H52NO7P		None	None	None	16.203	15.953	16.236	15.747	16.442	16.093	16.29	16.078	16.121	15.803	16.301	16.414	15.698	15.567	15.418	17.042	15.827	16.529	15.807	15.862	16.274	15.728	15.87	16.089	16.171	15.769	16.768	15.746	15.799	16.184	16.32	15.798	16.23	15.644	15.572	15.785	15.792	16.863	15.708	
509.4187751_MZ	Diglyceride with formula C31H58O5	Un	1.0	None	None	None	None	DG(14:0/14:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/14:1(9Z)/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the myristoleic acid moiety is derived from milk fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C31H58O5		None	None	None	10.546	10.379	11.696	10.018	10.319	10.577	11.006	12.116	9.901	9.71	10.243	9.631	9.985	11.207	10.347	10.857	9.919	11.982	10.108	9.345	9.928	10.504	10.108	10.693	9.723	10.072	11.54	9.12	10.66	10.912	10.27	10.181	9.276	10.465	9.987	9.956	9.388	9.594	10.436	
511.4342933_MZ	Diglyceride with formula C31H60O5	Un	1.0	None	None	None	None	DG(14:0/14:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/14:0/0:0), in particular, consists of two chains of myristic acid at the C-1 and C-2 positions. The myristic acid moieties are derived from nutmeg and butter. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol. Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C31H60O5		None	None	None	10.05	10.186	11.009	9.762	9.848	9.197	10.172	11.061	9.722	9.62	9.781	9.942	9.88	10.307	9.662	9.999	9.726	10.898	9.544	9.494	9.762	9.877	9.941	10.041	9.095	10.034	10.203	9.087	9.954	10.09	10.466	9.548	9.332	9.41	9.686	9.716	9.313	9.749	9.865	
512.2676542_MZ	Sulfolithocholylglycine	Un	1.0	None	None	None	None	Sulfolithocholylglycine is an acyl glycine and a bile acid-glycine conjugate. It is a secondary bile acid produced by the action of enzymes existing in the microbial flora of the colonic environment. In hepatocytes, both primary and secondary bile acids undergo amino acid conjugation at the C-24 carboxylic acid on the side chain, and almost all bile acids in the bile duct therefore exist in a glycine conjugated form (PMID:16949895). Sulfolithocholylglycine is a sulfated bile acids which has a greater renal clearance rate than lithocholylglycine.	C26H43NO7S		None	None	None	17.994	17.082	19.197	17.273	17.278	17.953	18.589	17.398	18.05	18.075	17.748	18.8	18.677	17.794	17.668	16.665	17.91	17.558	16.794	16.796	17.462	17.574	18.759	18.484	16.67	20.471	16.48	17.728	17.764	16.661	17.653	18.24	16.961	17.692	17.468	16.458	17.081	18.548	16.865	
514.2842602_MZ	Taurocholic acid	Un	1.0	None	None	None	None	Taurocholic acid is a bile acid and is the product of conjugation of cholic acid with taurine. Its sodium salt is the chief ingredient of the bile of carnivorous animals. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487 , 16037564 , 12576301 , 11907135 ) Taurocholic acid, as with all bile acids, acts as a detergent to solubilize fats for absorption and is itself absorbed. It is used as a cholagogue and cholerectic (a bile purging agent). Hydrolysis of taurocholic acid yields taurine, a nonessential amino acid. Taurocholic acid is one of the main components of urinary nonsulfated bile acids in biliary atresia. Raised levels of the bile acid taurocholate in the fetal serum in obstetric cholestasis may result in the development of a fetal dysrhythmia and in sudden intra-uterine death. (PMID: 3944741 , 11256973 ).	C26H45NO7S, Tauroursocholic acid, Taurallocholic acid, Tauro-b-muricholic acid, Taurohyocholate		None	None	None	23.093	22.412	23.651	22.884	22.849	22.925	23.258	22.432	22.966	23.22	22.342	23.258	23.486	22.968	22.997	22.73	23.183	22.915	22.938	22.959	22.585	22.793	23.515	22.958	22.233	23.356	22.3	23.377	22.919	22.608	22.728	23.006	23.005	22.566	23.011	22.354	22.899	22.984	22.46	
521.8847268_MZ	Molybdopterin	Un	1.0	None	None	None	None	Molybdenum cofactor is a cofactor required for the activity of enzymes such as sulfite oxidase, xanthine oxidoreductase, and aldehyde oxidase. It is a coordination complex formed between molybdopterin (which, despite the name, does not contain molybdenum) and an oxide of molybdenum. Molybdopterins, in turn, are synthesized from guanosine triphosphate. Molybdenum cofactor functions directly in ethylbenzene dehydrogenase, glyceraldehyde-3-phosphate ferredoxin oxidoreductase, and respiratory arsenate reductase. In animals and plants these enzymes use molybdenum bound at the active site in a tricyclic molybdenum cofactor. All molybdenum-using enzymes so far identified in nature use this cofactor The simplest structure of molybdopterin contains a pyranopterin coordinated to molybdenum. The pyranopterin structure is a fused ring system containing a pyran fused to pterin. In addition, the pyran ring is substituted with two thiols and an alkyl phosphate. In molybdopterin, the thiols coordinate to molybdenum. In some cases, the alkyl phosphate group is replaced by an alkyl diphosphate nucleotide. -- Wikipedia.	C10H12MoN5O8PS2		None	None	None	11.377	11.527	11.091	11.504	11.023	11.278	11.01	11.243	11.281	11.237	11.379	11.243	11.386	11.602	12.29	11.149	11.128	11.353	11.365	11.053	11.31	11.376	11.231	11.403	11.297	11.313	11.308	11.345	11.308	11.319	12.252	11.119	10.978	10.933	11.741	11.407	11.027	11.154	10.751	
521.9818654_MZ	Guanosine triphosphate	Un	1.0	None	None	None	None	Guanosine triphosphate (GTP) is a guanine nucleotide containing three phosphate groups esterified to the sugar moiety. GTP functions as a carrier of phosphates and pyrophosphates involved in channeling chemical energy into specific biosynthetic pathways. GTP activates the signal transducing G proteins which are involved in various cellular processes including proliferation, differentiation, and activation of several intracellular kinase cascades. Proliferation and apoptosis are regulated in part by the hydrolysis of GTP by small GTPases Ras and Rho. Another type of small GTPase, Rab, plays a role in the docking and fusion of vesicles and may also be involved in vesicle formation. In addition to its role in signal transduction, GTP also serves as an energy-rich precursor of mononucleotide units in the enzymatic biosynthesis of DNA and RNA.	C10H16N5O14P3, 8-Oxo-dGTP		None	None	None	14.602	14.571	15.645	14.313	15.549	14.584	15.672	15.497	14.563	14.3	14.71	14.964	15.038	15.27	15.146	14.215	14.785	14.822	14.604	14.274	14.897	14.168	14.467	14.827	14.398	15.375	14.507	13.86	14.525	16.561	14.753	15.002	14.672	14.002	13.908	13.993	14.26	14.834	14.343	
522.3243148_MZ	Lysophosphatidylethanolamine with formula C25H46NO7P	Un	1.0	None	None	None	None	LysoPE(0:0/20:3(11Z,14Z,17Z)) or LPE(0:0/20:3(11Z,14Z,17Z)) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.	C25H46NO7P		None	None	None	11.846	12.142	12.023	13.45	12.851	12.453	12.433	12.183	12.336	11.856	12.109	11.896	11.726	12.53	11.528	12.492	11.954	13.646	11.619	13.219	12.204	11.636	12.731	12.077	12.349	12.31	13.104	11.657	12.153	12.275	12.543	12.167	12.309	11.257	12.644	12.567	12.151	12.781	12.152	
523.4357061_MZ	Diglyceride with formula C32H60O5	Un	1.0	None	None	None	None	DG(14:1(9Z)/15:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:1(9Z)/15:0/0:0), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the pentadecanoic acid moiety is derived from dairy products and milk fat. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C32H60O5		None	None	None	10.3	10.129	10.691	10.021	9.682	10.239	9.674	10.979	9.884	9.815	10.114	9.708	10.193	10.668	10.788	10.298	9.434	10.965	9.88	9.238	9.812	10.271	10.014	10.209	9.452	9.956	10.435	9.25	10.436	10.246	10.387	9.705	8.753	10.114	9.141	9.746	8.744	9.314	10.035	
525.9730762_MZ	Phosphoadenosine phosphosulfate	Un	1.0	None	None	None	None	3'-Phosphoadenosine-5'-phosphosulfate. Key intermediate in the formation by living cells of sulfate esters of phenols, alcohols, steroids, sulfated polysaccharides, and simple esters, such as choline sulfate. It is formed from sulfate ion and ATP in a two-step process. This compound also is an important step in the process of sulfur fixation in plants and microorganisms.	C10H15N5O13P2S		None	None	None	13.183	13.416	13.384	13.597	13.417	13.453	13.625	13.134	13.42	13.398	13.238	13.263	13.332	13.872	13.905	13.359	13.427	13.286	13.153	13.258	13.31	13.176	13.476	13.326	13.301	13.675	13.512	13.33	13.357	13.263	13.781	13.345	13.047	13.353	13.689	13.481	13.313	13.194	13.142	
526.2936608_MZ	Lysophosphatidylethanolamine with formula C27H46NO7P	Un	1.0	None	None	None	None	LysoPE(0:0/22:5(7Z,10Z,13Z,16Z,19Z)) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.	C27H46NO7P		None	None	None	11.976	12.075	12.448	12.385	12.267	12.625	12.488	12.491	12.86	12.331	12.327	12.727	12.881	12.45	11.551	12.182	12.045	12.807	11.691	11.84	12.349	11.769	12.472	12.316	11.929	12.231	12.157	11.585	12.28	12.349	12.35	11.999	11.839	11.817	11.868	11.979	11.955	12.534	11.588	
528.2631122_MZ	Glycochenodeoxycholate-3-sulfate	Un	1.0	None	None	None	None	Glycochenodeoxycholate-3-sulfate is a bile salt formed in the liver from chenodeoxycholate and glycine, usually as the sodium salt. It acts as a detergent to solubilize fats for absorption and is itself absorbed. It is a cholagogue and choleretic.	C26H43NO8S, N-[(3a_5b_7a)-3-hydroxy-24-oxo-7-(sulfooxy)cholan-24-yl]-Glycine		None	None	None	13.472	13.228	13.676	13.249	13.311	13.758	13.451	13.544	13.581	13.651	13.388	13.456	14.446	13.385	13.338	13.373	13.249	13.464	13.21	13.037	13.36	13.191	13.874	13.535	13.038	13.728	13.111	13.566	13.894	13.229	13.11	13.238	13.149	13.044	13.269	13.101	13.084	13.466	13.119	
532.3451629_MZ	Lysophosphatidylethanolamine with formula C27H52NO7P	Un	1.0	None	None	None	None		C27H52NO7P		None	None	None	12.199	11.678	11.428	11.316	11.677	11.336	12.057	12.197	11.261	10.793	11.512	11.014	11.208	10.792	12.008	12.498	11.304	12.027	11.894	10.352	11.365	11.71	11.442	11.411	11.109	11.669	12.314	10.643	11.465	12.101	11.965	11.822	10.466	10.906	10.532	11.579	11.033	10.965	11.015	
536.3665487_MZ	Lysophosphatidylethanolamine with formula C27H56NO7P	Un	1.0	None	None	None	None		C27H56NO7P		None	None	None	10.463	10.88	10.333	10.388	10.534	10.9	10.082	10.264	10.49	9.929	10.999	10.929	10.488	10.329	10.585	11.229	9.938	10.79	10.596	9.97	10.881	10.774	10.673	10.504	10.018	10.746	11.1	10.159	11.085	10.54	11.111	10.108	10.203	10.103	9.855	10.291	10.011	10.867	10.005	
536.5034145_MZ	N-Palmitoylsphingosine	Un	1.0	None	None	None	None	N-Palmitoylsphingosine is a substrate for N-acylethanolamine-hydrolyzing acid amidase.	C34H67NO3, Ceramide (d18:1/16:0)		None	None	None	16.745	14.42	15.649	15.299	16.498	14.041	16.583	16.403	15.805	15.116	15.536	15.634	15.682	15.489	14.571	17.147	14.853	16.402	15.12	15.309	14.969	15.759	15.517	15.446	16.201	15.081	16.285	14.763	14.705	15.068	14.539	16.4	16.461	14.615	13.42	15.45	15.762	15.739	15.515	
537.4508361_MZ	Diglyceride with formula C33H62O5	Un	1.0	None	None	None	None	DG(14:0/16:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/16:1(9Z)/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C33H62O5		None	None	None	9.773	9.178	10.468	8.587	9.181	8.546	8.211	11.019	8.113	8.2	8.99	8.539	8.771	9.916	9.51	9.626	8.269	10.601	8.906	7.901	8.647	9.611	8.728	9.509	8.277	8.7	9.568	8.716	8.956	9.35	9.314	8.614	7.474	8.223	8.806	8.762	8.03	7.251	8.794	
537.8608254_MZ	Molybdenum cofactor (sulfide)	Un	1.0	None	None	None	None	Molybdenum cofactor reacts wtih L-cysteine to produce molybdenum cofactor (sulfide), L-alanine, and H2O. Molybdenum cofactor sulphurase catalyzes the reaction.	C10H12MoN5O7PS3		None	None	None	11.39	11.662	11.952	11.434	10.734	10.956	12.09	11.367	11.218	11.109	11.115	10.362	11.243	11.48	12.147	11.273	11.148	11.481	11.134	10.357	11.145	11.343	11.27	11.456	10.512	11.325	12.131	10.95	11.012	10.96	12.446	11.246	10.369	11.125	11.422	11.55	10.882	10.676	10.502	
538.3290939_MZ	LysoPhosphatidylcholine (18:2(9Z,12Z))	Un	1.0	None	None	None	None	LysoPC(18:2(9Z,12Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(18:2(9Z,12Z)), in particular, consists of one chain of linoleic acid at the C-1 position. The linoleic acid moiety is derived from seed oils. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins.	C26H50NO7P		None	None	None	13.414	13.083	12.929	12.911	12.999	13.039	13.282	13.187	13.256	12.545	13.088	13.502	13.261	12.572	13.001	13.407	12.681	13.575	13.108	12.688	13.131	13.129	12.899	12.877	12.871	13.495	13.38	12.664	13.254	13.297	12.801	12.933	12.768	12.485	12.829	13.137	12.416	13.133	12.687	
539.4551266_MZ	(9-cis,9'-cis)-7,7',8,8'-Tetrahydro-y,y-Carotene	Un	1.0	None	None	None	None	(9-cis,9'-cis)-7,7',8,8'-tetrahydro-Carotene is a carotenoid found in human fluids. Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds and crustacea. Animals are unable to synthesise carotenoids de novo, and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important. (PMID: 1416048, 15003396).	C40H60		None	None	None	9.856	9.842	9.675	9.452	9.757	9.321	9.812	10.297	9.233	9.071	9.167	8.447	9.205	9.971	10.544	9.991	9.399	10.175	9.413	8.523	9.018	9.879	9.352	9.507	8.819	9.401	9.742	8.726	9.564	10.182	10.284	9.655	8.514	8.973	9.477	8.964	8.914	8.579	9.28	
540.3449140_MZ	Lysophospholipid with formula C26H54NO7P	Un	1.0	None	None	None	None	LysoPC(18:1(11Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(18:1(11Z)), in particular, consists of one chain of vaccenic acid at the C-1 position. The vaccenic acid moiety is derived from butter fat and animal fat. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins.	C26H52NO7P		None	None	None	13.568	12.856	13.09	13.11	14.166	13.206	13.328	13.584	13.628	12.833	13.543	13.851	13.744	12.901	12.661	13.85	12.907	13.691	13.09	13.468	13.511	13.042	13.328	13.386	13.823	13.455	13.293	13.008	13.089	13.066	13.237	13.52	13.645	13.067	12.74	13.31	13.226	13.588	12.69	
541.2669930_MZ	Cortolone-3-glucuronide	Un	1.0	None	None	None	None	Cortolone-3-glucuronide is a natural human metabolite of cortolone generated in the liver by UDP glucuonyltransferase. Glucuronidation is used to assist in the excretion of toxic substances, drugs or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys.	C27H42O11		None	None	None	11.931	11.704	12.343	11.906	12.954	12.08	12.469	12.183	13.194	12.75	12.758	11.748	11.904	13.011	12.041	12.09	11.894	12.769	11.779	11.662	11.656	11.666	12.274	12.38	12.034	12.285	12.063	12.179	12.302	11.581	11.842	12.08	12.12	11.657	12.592	12.483	11.439	12.04	11.326	
542.3606749_MZ	Lysophospholipid with formula C28H54NO7P	Un	1.0	None	None	None	None	LysoPC(0:0/18:0) or LPC(0:0/18:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. There is also a phospholipase A1, which is able to cleave the sn-1 ester bond. Lysophosphatidylcholine has pro-inflammatory properties in vitro and it is known to be a pathological component of oxidized lipoproteins (LDL) in plasma and of atherosclerotic lesions. Recently, it has been found to have some functions in cell signalling, and specific receptors (coupled to G proteins) have been identified. It activates the specific phospholipase C that releases diacylglycerols and inositol triphosphate with resultant increases in intracellular Ca2+ and activation of protein kinase C. It also activates the mitogen-activated protein kinase in certain cell types.LysoPC(0:0/18:0) has been shown to be protective against lethal sepsis in experimental animals by various mechanisms, including stimulation of neutrophils to eliminate invading pathogens through a peroxide-dependent reaction.	C26H54NO7P		None	None	None	15.35	15.112	15.364	14.86	15.507	15.102	15.379	15.203	15.285	14.811	15.429	15.501	14.854	14.657	14.386	16.199	14.93	15.608	14.955	15.052	15.389	14.947	14.989	15.283	15.322	14.889	15.771	14.893	14.902	15.177	15.124	14.964	15.413	14.805	14.591	14.915	15.019	16.001	14.937	
544.2693225_MZ	N-[(3a_5b_7a_12a)-3_12-dihydroxy-24-oxo-7-(sulfooxy)cholan-24-yl]-Glycine	Un	1.0	None	None	None	None	N-[(3a,5b,7a,12a)-3,12-dihydroxy-24-oxo-7-(sulfooxy)cholan-24-yl]-Glycine is an acyl glycine and a sulfated bile acid-glycine conjugate. It is a secondary bile acid produced by the action of enzymes existing in the microbial flora of the colonic environment. In hepatocytes, both primary and secondary bile acids undergo amino acid conjugation at the C-24 carboxylic acid on the side chain, and almost all bile acids in the bile duct therefore exist in a glycine conjugated form (PMID:16949895). As a bile acid sulfate, N-[(3a,5b,7a,12a)-3,12-dihydroxy-24-oxo-7-(sulfooxy)cholan-24-yl]-Glycine is typically found in urine. These conjugates are formed as a part of detoxification of endogenous and exogenous components in the body (PMID:3584362).	C26H43NO9S		None	None	None	12.86	12.839	12.781	13.077	13.255	12.87	12.58	12.645	13.418	13.126	12.811	13.24	12.721	12.514	12.29	13.634	12.585	13.152	12.628	12.631	12.587	12.862	13.363	12.865	12.631	12.498	12.707	12.256	12.89	12.356	13.14	12.773	12.658	12.947	12.685	12.757	13.165	12.771	12.441	
545.4548394_MZ	Diglyceride with formula C32H62O5	Un	1.0	None	None	None	None	DG(14:0/15:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/15:0/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the pentadecanoic acid moiety is derived from dairy products and milk fat. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C32H62O5		None	None	None	10.93	10.162	9.686	10.824	10.792	10.132	10.485	10.492	10.334	10.595	10.184	9.566	10.549	10.499	10.863	10.881	9.771	10.408	10.077	9.516	10.388	10.672	10.502	10.101	9.956	10.23	10.74	9.603	10.116	10.333	11.198	10.521	9.602	10.024	9.54	10.223	9.825	9.867	10.063	
546.0734726_MZ	3-carboxy-1-hydroxypropylthiamine diphosphate	Un	1.0	None	None	None	None	3-Carboxy-1-hydroxypropyl-ThPP is an intermediate in Citrate cycle (TCA cycle). 3-Carboxy-1-hydroxypropyl-ThPP is the second to last step in the synthesis of Succinyl-CoA and is converted from 2-Oxoglutarate via the enzyme 2-oxoglutarate dehydrogenase E1 component (EC.1.2.4.2). It is then converted to S-Succinyldihydrolipoamide-E via the enzyme 2-oxoglutarate dehydrogenase E1 component (EC.1.2.4.2).	C16H25N4O10P2S		None	None	None	14.296	15.058	15.999	15.706	15.591	14.915	15.465	15.249	15.455	15.687	15.056	15.648	14.91	16.363	15.499	14.177	15.251	15.16	14.579	14.954	15.173	13.976	15.853	15.268	14.958	15.447	14.738	13.952	14.841	15.898	15.364	15.225	15.323	15.322	14.172	14.601	15.091	15.294	14.505	
546.3630356_MZ	LysoPhosphatidylcholine (20:2(11Z,14Z))	Un	1.0	None	None	None	None	LysoPC(20:2(11Z,14Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:2(11Z,14Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position. The eicosadienoic acid moiety is derived from fish oils and liver. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins.	C28H54NO7P		None	None	None	11.005	10.78	10.088	10.006	9.424	10.605	10.75	10.377	9.826	8.534	9.721	9.12	9.263	9.115	10.63	10.981	9.916	10.698	11.0	8.055	9.935	10.689	9.991	9.973	9.368	9.98	10.933	8.771	10.614	10.878	10.161	10.049	8.475	9.66	8.545	10.262	9.577	8.061	10.06	
547.0311562_MZ	UDP-4-dehydro-6-deoxy-D-glucose	Un	1.0	None	None	None	None	UDP-4-dehydro-6-deoxy-D-glucose is synthesized from UDP-glucose through the enzyme UDP-glucose 4,6-dehydratase.	C15H22N2O16P2		None	None	None	11.998	12.061	12.157	12.115	12.059	12.307	12.056	11.867	12.144	12.148	12.055	12.39	12.159	12.305	12.2	12.29	12.166	12.075	12.206	12.095	12.026	11.892	11.93	12.199	12.229	12.147	12.054	12.421	12.159	12.045	11.847	12.09	12.048	12.132	12.545	12.34	11.963	12.037	11.621	
549.4104600_MZ	3-cis-Hydroxy-b,e-Caroten-3'-one	Un	1.0	None	None	None	None	cis-3-hydroxy-b,e-Caroten-3'-one is a carotenoid found in human fluids. Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds and crustacea. Animals are unable to synthesise carotenoids de novo, and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important. (PMID: 1416048, 15003396).	C40H54O		None	None	None	10.359	9.807	9.923	9.519	9.448	10.547	9.548	10.386	10.026	9.82	10.291	9.567	10.461	10.785	10.177	9.832	9.073	10.545	9.626	8.991	9.521	9.807	9.921	10.019	8.725	9.455	9.888	8.572	10.721	10.545	10.217	9.786	8.631	10.221	9.318	9.105	8.825	9.307	9.381	
551.3058019_MZ	5b-Cyprinol sulfate	Un	1.0	None	None	None	None	5b-Cyprinol sulfate is an intermediate in bile acid biosynthesis. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487, 16037564, 12576301, 11907135).	C27H48O8S, Triterpenoid		None	None	None	11.001	10.918	11.171	11.09	11.333	11.729	10.93	10.845	11.414	11.327	11.68	11.023	11.063	11.41	10.659	10.766	10.799	11.018	10.716	10.599	11.387	10.809	11.392	11.375	10.601	11.254	10.978	10.306	11.706	10.864	11.25	10.637	10.719	10.652	11.033	10.843	10.846	11.057	10.439	
551.4667408_MZ	Diglyceride with formula C34H64O5	Un	1.0	None	None	None	None	DG(15:0/16:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(15:0/16:1(9Z)/0:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C34H64O5		None	None	None	10.567	10.047	11.076	9.902	10.561	10.259	10.125	11.45	10.131	10.103	10.058	8.805	10.085	10.842	10.254	9.899	9.534	11.191	9.708	9.064	9.786	10.088	10.003	10.118	9.504	9.961	10.173	9.262	9.975	10.156	10.309	10.109	8.691	9.809	9.352	9.663	9.609	9.2	9.864	
553.4456018_MZ	Triglyceride with formula C33H62O6	Un	1.0	None	None	None	None	TG(10:0/10:0/10:0) or tricapric glyceride is a tridecanoic acid triglyceride or medium chain triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(10:0/10:0/10:0), in particular, consists of one chain of decanoic acid at the C-1 position, one chain of decanoic acid at the C-2 position and one chain of decanoic acid acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org). TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.	C33H62O6		None	None	None	10.595	10.389	11.099	10.357	10.475	10.28	10.763	11.265	10.134	10.18	10.28	9.205	10.333	10.699	10.431	10.657	9.917	11.298	10.007	9.229	9.917	10.39	10.134	10.495	9.272	10.169	11.19	8.895	10.316	10.808	10.791	10.184	8.819	9.926	9.856	10.066	9.602	9.356	10.218	
553.4808746_MZ	Diglyceride with formula C34H66O5	Un	1.0	None	None	None	None	DG(15:0/16:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(15:0/16:0/0:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C34H66O5		None	None	None	10.171	9.954	10.515	9.894	10.091	9.54	10.003	10.152	9.615	9.592	9.715	9.456	9.974	10.223	10.124	9.884	9.366	10.631	9.826	9.132	9.385	9.944	9.804	9.974	8.981	9.788	10.14	8.962	9.492	10.102	10.424	10.023	8.593	9.408	9.449	9.605	9.172	9.031	9.623	
554.5135421_MZ	Ceramide with formula C34H69NO4	Un	1.0	None	None	None	None	Cer(t18:0/16:0) belongs to the class of phytoceramides (N-Acyl-4-hydroxysphinganine), which are involved in sphingolipid metabolism. Phytoceramides are generated from dihydroceramides via the enzyme C4-hydroxylase [EC:1.14.-.-], and are then converted to phytosphingosine via the enzyme N-acylsphingosine amidohydrolase [EC:3.5.1.23].	C34H69NO4		None	None	None	10.848	10.047	10.655	9.475	10.18	9.069	10.634	10.826	9.781	9.088	9.87	10.876	10.318	9.381	10.964	10.746	9.816	10.856	10.128	10.495	10.065	10.299	9.868	9.693	10.388	10.097	10.434	9.88	10.123	9.748	8.943	10.289	10.211	9.536	8.978	9.528	9.709	9.949	9.677	
555.4389784_MZ	B-Carotene	Un	1.0	None	None	None	None	B-Carotene is a carotenoid that is a precursor of vitamin A. It is administered to reduce the severity of photosensitivity reactions in patients with erythropoietic protoporphyria (porphyria, erythropoietic). (From Reynolds JEF(Ed): Martindale: The Extra Pharmacopoeia (electronic version). Micromedex, Inc, Engewood, CO, 1995.) -- Pubchem; Carotene is an orange photosynthetic pigment important for photosynthesis. It is responsible for the orange colour of the carrot and many other fruits and vegetables. It contributes to photosynthesis by transmitting the light energy it absorbs to chlorophyll. Chemically, carotene is a terpene. It is the dimer of retinol (vitamin A) and comes in two primary forms: alpha- and beta-carotene. gamma-, delta- and epsilon-carotene also exist. Carotene can be stored in the liver and converted to vitamin A as needed. Beta-carotene is an anti-oxidant and such can be useful for curbing the excess of damaging free radicals in the body. However, the usefulness of beta-carotene as a dietary supplement (i.e. taken as a pill) is still subject to debate. Beta-carotene is fat-soluble, so a small amount of fat is needed to absorb it into the body. -- Wikipedia.	C40H56, cis-y,y-Carotene, cis-b,b-Carotene, Lycopene, Alpha-Carotene		None	None	None	12.945	11.486	11.015	12.025	12.697	11.804	11.177	11.396	12.683	12.151	11.322	10.383	12.715	12.737	11.766	12.277	11.721	11.947	11.902	10.307	11.398	12.522	11.935	11.517	10.767	11.836	12.459	9.704	11.532	12.091	12.555	12.185	9.725	12.33	10.15	11.668	11.571	10.594	10.631	
558.5172847_MZ	Ceramide with formula C34H69NO3	Un	1.0	None	None	None	None	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.	C34H69NO3		None	None	None	10.914	9.478	9.459	9.641	10.537	9.217	10.615	10.398	9.484	9.321	9.86	9.755	9.822	9.647	10.186	11.131	9.039	10.313	9.844	9.633	9.389	10.272	9.6	9.337	10.065	9.42	10.499	9.513	9.604	9.9	9.73	10.226	10.118	9.159	8.867	9.74	9.704	9.393	9.998	
559.4373913_MZ	Diglyceride with formula C35H60O5	Un	1.0	None	None	None	None	DG(14:0/18:4(6Z,9Z,12Z,15Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/18:4(6Z,9Z,12Z,15Z)/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of stearidonic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the stearidonic acid moiety is derived from seed oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C35H60O5		None	None	None	10.526	10.104	10.156	10.304	10.248	10.105	10.315	10.182	9.862	10.084	10.089	9.162	10.228	10.259	10.702	10.537	9.684	10.467	10.12	9.492	10.419	10.421	10.064	10.095	9.613	9.86	10.375	9.669	10.097	10.23	10.836	10.132	9.293	9.934	9.66	9.841	9.507	9.882	9.668	
559.4711639_MZ	Diglyceride with formula C33H64O5	Un	1.0	None	None	None	None	DG(14:0/16:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/16:0/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C33H64O5		None	None	None	16.265	14.127	12.48	14.933	15.857	14.875	13.874	12.97	15.43	15.335	13.827	11.872	15.85	16.207	14.499	15.605	14.602	14.354	15.008	11.812	13.737	15.626	14.243	13.84	12.975	15.057	15.342	11.425	14.165	15.191	15.503	15.418	11.96	15.141	11.846	14.184	13.72	11.752	12.196	
561.3779785_MZ	Cholesterol glucuronide	Un	1.0	None	None	None	None	Cholesterol glucuronide is a natural human metabolite of Cholesterol generated in the liver by UDP glucuonyltransferase. Glucuronidation is used to assist in the excretion of toxic substances, drugs or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys.	C33H54O7		None	None	None	11.238	11.083	10.646	10.905	11.384	11.151	11.055	10.842	11.204	10.955	11.385	10.964	11.06	10.91	10.78	11.26	10.616	11.309	10.791	10.484	10.929	11.151	11.145	11.102	10.901	10.638	11.18	10.377	11.643	11.814	11.302	10.967	10.784	10.844	10.459	11.028	10.645	10.882	10.233	
561.4530314_MZ	Diglyceride with formula C35H62O5	Un	1.0	None	None	None	None	DG(14:0/18:3(6Z,9Z,12Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/18:3(6Z,9Z,12Z)/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the g-linolenic acid moiety is derived from animal fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C35H62O5		None	None	None	10.562	9.531	9.734	10.145	10.406	9.604	10.003	10.15	10.169	9.618	10.111	9.809	9.841	10.127	10.991	10.824	8.977	10.658	9.05	9.699	9.393	10.157	9.786	9.625	9.182	9.181	10.1	9.643	10.046	9.697	10.789	9.655	10.099	9.603	9.567	9.235	9.05	9.556	9.384	
562.5191705_MZ	Ceramide with formula C36H69NO3	Un	1.0	None	None	None	None	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.	C36H69NO3		None	None	None	12.428	10.253	11.523	11.84	12.203	10.723	12.068	10.892	12.163	11.708	11.507	11.114	11.719	11.997	10.471	12.394	11.139	12.121	10.937	10.723	11.017	11.79	11.564	11.123	11.903	11.163	11.742	9.606	10.576	11.074	11.346	12.017	11.521	12.214	9.736	10.789	11.778	11.843	10.865	
563.0660276_MZ	dTDP-D-glucose	Un	1.0	None	None	None	None	Deoxythymidine diphosphate-glucose is an intermediate in the nucleotide sugar metabolism pathway (KEGG). It is a substrate for the enzyme dTDP-D-glucose 4,6-dehydratase which catalyzes the reaction: dTDP-glucose = dTDP-4-dehydro-6-deoxy-D-glucose + H2O.	C16H26N2O16P2, dTDP-D-galactose		None	None	None	15.24	15.329	15.499	15.155	15.211	15.16	15.297	15.439	15.248	14.824	15.033	15.274	15.269	15.356	15.367	14.826	15.086	15.113	15.224	14.908	15.136	15.006	15.404	15.118	15.068	15.481	15.1	14.849	15.179	15.741	15.117	15.346	14.978	15.114	15.158	14.856	15.073	15.151	14.556	
563.1116729_MZ	Theaflavin	Un	1.0	None	None	None	None	Theaflavins are polyphenols that are formed from catechins in tea leaves during the enzymatic oxidation (called fermentation by the tea trade) of tea leaves (Wikipedia).	C29H24O12		None	None	None	11.34	11.472	11.552	11.316	11.302	11.711	11.339	11.465	11.457	11.467	11.353	11.717	11.515	11.685	11.626	11.29	11.436	11.412	11.402	11.373	11.414	11.313	11.392	11.505	11.573	11.777	11.426	11.623	11.593	11.78	11.228	11.333	11.445	11.396	11.828	11.497	11.23	11.555	10.875	
563.4688423_MZ	Diglyceride with formula C35H64O5	Un	1.0	None	None	None	None	DG(14:0/18:2(9Z,12Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/18:2(9Z,12Z)/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the linoleic acid moiety is derived from seed oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C35H64O5		None	None	None	9.724	8.973	9.471	9.158	9.124	8.847	9.216	10.324	9.069	9.205	9.194	9.114	8.887	9.937	10.404	10.011	8.706	10.16	9.137	8.646	9.208	9.662	9.296	9.04	8.816	8.981	9.406	8.561	9.24	9.431	9.184	9.345	8.095	9.034	8.668	8.707	8.52	8.575	8.739	
564.5354708_MZ	Ceramide with formula C36H71NO3	Un	1.0	None	None	None	None	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.	C36H71NO3		None	None	None	14.065	11.789	13.691	13.479	13.585	11.355	14.619	13.709	13.646	13.402	13.688	13.318	13.029	13.571	11.56	14.604	13.048	14.27	12.096	12.372	12.341	13.308	12.948	12.933	14.103	12.486	13.817	11.276	12.043	12.367	12.597	13.842	14.185	13.696	11.278	12.277	13.596	13.865	13.434	
565.0468820_MZ	Uridine diphosphate glucose	Un	1.0	None	None	None	None	Uridine diphosphate glucose is a key intermediate in carbohydrate metabolism. Serves as a precursor of glycogen, can be metabolized into UDPgalactose and UDPglucuronic acid which can then be incorporated into polysaccharides as galactose and glucuronic acid. Also serves as a precursor of sucrose lipopolysaccharides, and glycosphingolipids.	C15H24N2O17P2, Uridine diphosphategalactose		None	None	None	19.481	19.276	19.41	18.492	19.258	19.479	19.909	19.871	19.031	19.016	19.334	19.36	19.474	19.325	19.016	18.771	19.37	19.251	19.585	19.022	19.044	18.962	19.175	18.84	18.99	19.72	19.486	18.748	19.512	20.18	18.549	19.959	18.88	18.927	19.295	19.016	18.817	19.229	18.416	
565.4101875_MZ	3-Hydroxy-b_e-caroten-3'-one	Un	1.0	None	None	None	None	3-Hydroxy-caroten-3'-one is a carotenoid found in human fluids. Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds and crustacea. Animals are unable to synthesise carotenoids de novo, and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important. (PMID: 1416048, 15003396).	C40H54O2		None	None	None	9.851	10.074	10.167	9.533	9.977	10.436	9.409	10.426	10.286	9.731	10.193	9.383	9.672	10.555	10.017	9.684	8.961	10.65	9.401	8.696	9.819	9.791	9.606	9.931	8.665	9.297	9.856	8.726	10.597	9.97	9.808	9.221	8.962	9.673	8.917	9.589	9.006	9.165	9.505	
567.2979874_MZ	Protoporphyrinogen IX	Un	1.0	None	None	None	None	Protoporphyrinogen IX is an intermediate in heme biosynthesis. It is a porphyrinogen in which 2 pyrrole rings each have one methyl and one propionate side chain and the other two pyrrole rings each have one methyl and one vinyl side chain. 15 isomers are possible but only one, type IX, occurs naturally. Protoporphyrinogen is produced by oxidative decarboxylation of coproporphyrinogen.	C34H40N4O4		None	None	None	10.979	11.0	11.31	11.213	11.311	11.919	10.979	11.113	11.185	11.153	11.645	10.611	10.968	11.189	10.718	10.802	10.738	10.972	10.674	10.454	11.432	10.976	11.819	11.478	10.548	11.669	10.939	10.458	11.922	11.145	11.12	10.876	10.292	10.581	10.878	11.124	10.828	10.966	10.498	
568.3522274_MZ	Lysophospholipid with formula C30H52NO7P	Un	1.0	None	None	None	None	LysoPC(22:5(4Z,7Z,10Z,13Z,16Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(22:5(4Z,7Z,10Z,13Z,16Z)), in particular, consists of one chain of docosapentaenoic acid at the C-1 position. The docosapentaenoic acid moiety is derived from animal fats and brain. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins.	C30H52NO7P		None	None	None	10.954	10.569	10.641	10.446	10.749	11.252	10.644	10.711	10.872	10.73	11.088	10.789	10.453	10.524	10.567	11.164	10.368	10.924	10.58	10.078	10.709	10.46	10.576	10.815	10.494	10.289	10.955	10.064	11.024	10.377	10.825	10.433	10.468	10.239	10.414	10.533	10.369	10.841	10.062	
569.0573033_MZ	UDP-L-rhamnose	Un	1.0	None	None	None	None	UDP-L-rhamnose is synthesized from UDP-D-glucose.	C15H24N2O16P2		None	None	None	11.862	11.838	11.838	11.973	11.922	12.215	11.865	11.668	11.837	12.109	11.783	12.113	12.001	12.425	12.55	12.009	11.935	11.816	12.01	11.782	11.675	11.686	12.018	11.893	11.868	11.953	12.142	11.988	11.829	12.242	12.216	11.969	11.917	11.844	12.125	12.068	11.767	11.964	11.354	
571.2873879_MZ	Kinetensin 4-7	Un	1.0	None	None	None	None	Kinetensin 4-7 is a fraction of Kinetensin with only Arg-His-Pro-Tyr peptide chains. Kinetensin is a nonapeptide, originally isolated from pepsin-treated plasma that shares some sequence homology with the C-terminal end of neurotensin, serum albumin and angiotensin. It is a potent histamine releaser in rodents and may serve as an inflammatory mediator.	C26H38N9O6		None	None	None	12.885	13.38	13.338	13.506	13.68	13.522	12.904	12.853	13.453	13.131	13.241	13.884	13.239	12.967	12.99	14.26	12.884	13.575	12.783	13.18	13.309	13.056	13.856	13.179	13.104	12.934	13.235	12.407	13.408	13.091	13.925	13.171	12.99	13.141	12.631	13.077	13.62	13.24	12.806	
573.1941745_MZ	Tetrahydrofolyl-[Glu](2)	Un	1.0	None	None	None	None	Tetrahydrofolyl-[Glu](n) is involved in the folate biosynthesis pathway. Tetrahydrofolyl-[Glu](n) can be reversibly converted into Tetrahydrofolyl-[Glu](2) by folylpolyglutamate synthase [EC:6.3.2.17]. Tetrahydrofolyl-[Glu](n) can be irreversibly converted into tetrahydrofolate by gamma-glutamyl hydrolase [EC:3.4.19.9].	C24H30N8O9		None	None	None	10.509	10.169	10.887	10.513	10.697	11.178	10.463	10.417	10.663	10.574	10.749	10.713	10.588	10.914	10.889	10.227	10.308	10.705	10.482	10.448	10.569	10.445	10.46	10.787	10.688	10.548	10.575	10.45	10.795	10.473	10.192	10.307	10.335	10.214	10.866	10.603	10.522	10.684	9.849	
579.0154025_MZ	Uridine diphosphate glucuronic acid	Un	1.0	None	None	None	None	Uridine diphosphate glucuronic acid is a nucleoside diphosphate sugar which serves as a source of glucuronic acid for polysaccharide biosynthesis. It may also be epimerized to UDP Iduronic acid, which donates Iduronic acid to polysaccharides. In animals, UDP glucuronic acid is used for formation of many glucosiduronides with various aglycones. The transfer of glucuronic acid from UDP-alpha-D-glucuronic acid onto a terminal galactose residue is done by beta1,3-glucuronosyltransferases, responsible for the completion of the protein-glycosaminoglycan linkage region of proteoglycans and of the HNK1 epitope of glycoproteins and glycolipids. In humans the enzyme galactose-beta-1,3-glucuronosyltransferase I completes the synthesis of the common linker region of glycosaminoglycans (GAGs) by transferring glucuronic acid (GlcA) onto the terminal galactose of the glycopeptide primer of proteoglycans. The GAG chains of proteoglycans regulate major biological processes such as cell proliferation and recognition, extracellular matrix deposition, and morphogenesis. (PMID: 16815917).	C15H22N2O18P2, UDP-D-galacturonate, UDP-L-iduronate		None	None	None	15.684	15.125	15.397	14.631	14.969	15.148	15.547	15.184	14.832	14.434	15.145	14.707	14.899	15.034	14.803	14.472	14.679	15.041	15.462	15.006	15.026	15.125	14.43	15.185	14.985	14.822	14.975	14.895	15.064	15.885	14.313	15.264	14.603	14.845	15.178	14.898	14.362	14.835	13.962	
580.4213464_MZ	Ceramide Phosphated18:1/12:0)	Un	1.0	None	None	None	None	CerP(d18:1/12:0) or N-(dodecanoyl)-sphing-4-enine-1-phosphate is a ceramide 1-phosphate belonging to the sphingolipid class of molecules. Ceramides are amides of fatty acids with long-chain di- or trihydroxy bases, the commonest in animals being sphingosine and in plants phytosphingosine. The acyl group of ceramides is generally a long-chain saturated or monounsaturated fatty acid. The most frequent fatty acids found in animal ceramides are 18:0, 24:0 and 24:1(n-9). Ceramide 1-phosphates are produced by phosphorylation of ceramide by a specific ceramide kinase. Ceramide-1-phosphate was shown to be a specific and potent inducer of arachidonic acid and prostanoid synthesis in cells through the translocation and activation of the cytoplasmic phospholipase A2.	C30H60NO6P		None	None	None	9.526	9.862	10.173	9.68	9.601	9.881	10.577	10.368	9.413	8.815	9.758	9.134	9.022	9.844	10.387	10.23	8.833	10.463	9.116	7.805	9.076	9.304	9.426	9.45	9.056	9.32	10.859	8.129	9.951	10.552	10.347	9.239	8.561	9.102	9.197	9.185	8.095	8.633	9.277	
581.5192501_MZ	Diglyceride with formula C36H70O5	Un	1.0	None	None	None	None	DG(15:0/18:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(15:0/18:0/0:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of stearic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C36H70O5		None	None	None	10.267	10.543	10.315	10.316	10.233	10.08	10.35	10.632	10.138	10.278	10.257	9.03	10.185	10.739	11.065	10.228	9.54	10.361	9.539	9.687	9.674	10.231	10.005	10.079	9.741	10.038	10.017	9.671	10.048	10.545	10.814	10.347	9.499	9.646	9.648	9.827	9.432	9.57	9.799	
585.4609022_MZ	Diglyceride with formula C37H62O5	Un	1.0	None	None	None	None	DG(14:0/20:5(5Z,8Z,11Z,14Z,17Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/20:5(5Z,8Z,11Z,14Z,17Z)/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of eicosapentaenoic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the eicosapentaenoic acid moiety is derived from fish oils, liver and kidney. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C37H62O5		None	None	None	10.591	10.008	10.066	10.431	10.638	9.848	10.413	10.671	10.167	10.333	10.197	8.798	10.224	9.918	10.366	11.488	9.637	10.725	9.73	9.541	9.799	10.727	10.377	10.178	9.435	10.088	10.435	9.05	9.821	10.202	10.803	10.745	9.54	9.609	9.131	10.199	10.155	9.756	9.856	
585.4884711_MZ	Diglyceride with formula C35H66O5	Un	1.0	None	None	None	None	DG(14:1(9Z)/18:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:1(9Z)/18:0/0:0), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of stearic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C35H66O5		None	None	None	15.626	12.895	13.33	13.65	15.397	13.549	15.421	15.426	14.251	13.756	14.346	13.747	15.032	14.185	12.966	17.094	13.403	15.046	14.416	13.872	13.571	16.417	15.108	13.854	14.239	14.042	15.234	13.801	13.599	14.424	13.906	16.211	15.14	14.025	12.581	15.42	15.124	13.706	14.371	
586.3245477_MZ	LysoPhosphatidylcholine (22:6(4Z,7Z,10Z,13Z,16Z,19Z))	Un	1.0	None	None	None	None	LysoPC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position. The docosahexaenoic acid moiety is derived from fish oils. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins.	C30H50NO7P		None	None	None	13.177	13.151	11.83	13.17	12.06	12.362	11.846	12.064	13.418	12.448	12.42	12.034	12.125	11.587	11.104	11.856	11.64	12.552	12.937	11.496	12.065	13.28	12.92	13.166	11.513	11.554	11.861	11.037	13.263	11.574	11.818	11.601	11.716	12.91	11.375	12.998	12.867	11.845	11.253	
588.0813018_MZ	ADP-glucose	Un	1.0	None	None	None	None	Serves as the glycosyl donor for formation of bacterial glycogen, amylose in green algae, and amylopectin in higher plants.	C16H25N5O15P2, ADP-Mannose, GDP-D-Rhamnose, GDP-L-fucose		None	None	None	14.125	13.521	13.78	13.178	13.921	14.072	14.326	14.041	13.618	13.055	13.467	13.814	13.715	13.761	13.978	14.122	13.965	13.667	14.251	13.104	13.67	13.555	13.706	13.552	13.493	14.361	14.236	13.13	13.565	14.443	13.337	14.329	13.08	13.151	13.029	13.892	13.566	13.351	13.035	
588.0924485_MZ	dTDP-4-acetamido-4,6-dideoxy-D-galactose	Un	1.0	None	None	None	None	dTDP-4-acetamido-4,6-dideoxy-D-galactose reacts with undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate to produce undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate and dTDP. The reaction is catalyzed by certain members of the fucosyltransferase family of enzymes.	C18H29N3O15P2		None	None	None	14.006	13.512	13.531	13.378	13.709	13.739	14.152	13.727	13.511	12.831	13.145	13.781	13.607	13.458	13.957	13.752	13.817	13.492	13.956	13.014	13.538	13.346	13.538	13.442	13.492	14.177	13.911	13.224	13.403	13.998	13.207	14.005	13.12	13.462	13.192	13.757	13.369	13.464	12.816	
591.4955099_MZ	Diglyceride with formula C37H68O5	Un	1.0	None	None	None	None	DG(14:0/20:2(11Z,14Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/20:2(11Z,14Z)/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the eicosadienoic acid moiety is derived from fish oils and liver. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C37H68O5		None	None	None	10.657	9.782	9.928	9.825	10.156	8.994	10.352	10.795	9.179	9.226	9.11	9.398	9.877	9.865	10.743	11.568	8.655	10.77	9.349	9.417	9.201	10.149	9.854	9.199	9.131	9.435	10.446	9.613	9.426	10.447	10.408	10.287	9.663	9.193	8.338	9.537	9.242	8.365	9.237	
592.5661995_MZ	Ceramide (d18:1/20:0)	Un	1.0	None	None	None	None	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.	C38H75NO3		None	None	None	15.198	14.197	15.035	14.231	14.482	13.338	15.934	14.637	14.093	13.599	14.982	15.162	13.345	14.046	13.733	15.882	14.402	15.638	13.861	12.861	13.798	15.063	14.461	14.058	14.628	13.752	15.633	13.273	14.06	14.393	13.526	14.465	15.061	14.616	12.41	13.747	14.144	15.003	15.221	
593.4560403_MZ	Diglyceride with formula C36H62O5	Un	1.0	None	None	None	None	DG(15:0/18:4(6Z,9Z,12Z,15Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(15:0/18:4(6Z,9Z,12Z,15Z)/0:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of stearidonic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the stearidonic acid moiety is derived from seed oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C36H62O5		None	None	None	10.461	11.365	11.66	10.858	11.009	11.216	11.941	10.864	10.813	11.011	11.246	10.584	9.767	11.163	10.978	10.912	11.499	10.385	9.123	8.785	11.742	9.801	10.744	11.717	8.612	11.888	11.438	8.358	12.037	10.919	11.582	10.669	7.338	9.43	8.883	10.2	9.199	9.6	10.176	
594.2312026_MZ	Taurocholic acid 3-sulfate	Un	1.0	None	None	None	None	Taurocholic acid 3-sulfate is a sulfated bile acid. It is a sulfate salt of taurocholic acid and is also known as cholaic acid, cholyltaurine, or acidum cholatauricum. Under normal circumstances, bile acid sulfation is a minor pathway. However in the presence of cholestasis, the fraction of the bile acid pool which is sulfated increases. Sulfation of bile acids increases the aqueous solubility of the amphipathic compounds and results in more efficient renal clearance as well as in decreased reabsorption from the intestinal lumen. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487, 16037564, 12576301, 11907135).	C26H45NO10S2		None	None	None	13.23	12.837	13.562	13.129	12.905	13.219	13.514	12.783	13.201	13.752	13.011	13.305	13.308	13.178	13.049	13.194	13.567	13.378	13.247	13.135	13.112	13.113	13.338	13.302	12.732	13.666	12.892	13.367	13.303	13.037	13.041	13.218	13.105	13.128	13.091	12.954	13.134	13.227	12.761	
594.2574241_MZ	Taurocholic acid 3-sulfate	Un	1.0	None	None	None	None	Taurocholic acid 3-sulfate is a sulfated bile acid. It is a sulfate salt of taurocholic acid and is also known as cholaic acid, cholyltaurine, or acidum cholatauricum. Under normal circumstances, bile acid sulfation is a minor pathway. However in the presence of cholestasis, the fraction of the bile acid pool which is sulfated increases. Sulfation of bile acids increases the aqueous solubility of the amphipathic compounds and results in more efficient renal clearance as well as in decreased reabsorption from the intestinal lumen. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487, 16037564, 12576301, 11907135).	C26H45NO10S2		None	None	None	11.199	10.938	11.813	11.443	10.973	11.767	11.666	10.716	11.484	11.963	11.381	11.584	11.282	11.583	11.284	10.804	11.709	11.419	11.083	10.911	11.561	11.108	11.47	11.459	10.845	11.882	10.775	11.322	11.638	11.035	11.513	11.355	10.869	11.187	11.316	11.247	11.35	11.401	10.794	
595.2347916_MZ	Tetragastrin	Un	1.0	None	None	None	None	Tetragastrin is the C-terminal tetrapeptide of gastrin. It is the smallest peptide fragment of gastrin which has the same physiological and pharmacological activity as gastrin.	C29H36N6O6S		None	None	None	11.78	11.436	12.245	11.68	11.488	11.965	12.036	11.311	11.876	12.213	11.523	11.804	11.826	11.897	11.474	11.599	12.021	11.896	11.853	11.522	11.803	11.741	11.852	11.844	11.299	12.187	11.429	11.799	11.962	11.356	11.657	11.744	11.518	11.649	11.642	11.638	11.696	11.667	11.391	
595.5330550_MZ	Diglyceride with formula C37H72O5	Un	1.0	None	None	None	None	DG(14:0/20:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/20:0/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of arachidic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the arachidic acid moiety is derived from peanut oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol. Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C37H72O5		None	None	None	9.906	9.422	10.665	9.378	10.074	9.435	10.415	10.746	9.162	9.76	9.366	9.527	9.856	10.54	10.448	7.57	9.283	10.636	9.586	8.934	9.823	8.945	9.385	9.587	8.97	9.836	9.615	8.728	9.084	11.563	10.088	9.735	9.165	9.171	8.698	9.036	8.579	8.816	8.583	
596.0771338_MZ	PhosphoribosylformiminoAICAR-phosphate	Un	1.0	None	None	None	None	none	C15H25N5O15P2, Phosphoribulosylformimino-AICAR-P		None	None	None	11.63	11.295	11.77	11.294	11.786	11.868	11.97	11.758	11.971	11.12	11.289	11.566	11.455	11.578	11.518	11.747	11.472	11.516	12.139	11.726	11.613	11.398	11.413	11.49	11.752	11.812	11.737	11.744	11.629	12.068	11.07	11.873	11.611	11.889	11.814	11.897	11.55	11.391	10.95	
597.4865306_MZ	Diglyceride with formula C36H66O5	Un	1.0	None	None	None	None	DG(15:0/18:2(9Z,12Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(15:0/18:2(9Z,12Z)/0:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the linoleic acid moiety is derived from seed oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C36H66O5		None	None	None	11.721	11.089	11.131	10.974	11.407	11.002	12.05	11.969	11.416	10.834	11.268	11.298	11.611	11.108	11.119	12.765	10.669	12.005	11.36	10.663	11.116	12.404	11.408	11.141	10.87	11.116	12.024	10.75	11.222	11.844	11.286	12.26	11.251	10.856	10.308	11.79	11.375	10.768	11.239	
599.4168991_MZ	Neoxanthin	Un	1.0	None	None	None	None	Neoxanthin is a carotenoid, an intermediate in the synthesis of abscisic acid from violaxanthin. Neoxanthin is found in apple. Neoxanthin is a constituent of paprika, lucerne, Valencia orange and other species. Neoxanthin has been shown to exhibit apoptotic and anti-proliferative functions (PMID 15333710, 15333710).	C40H56O4, Violaxanthin		None	None	None	10.147	9.957	9.908	10.187	9.959	9.957	9.828	10.098	9.919	9.612	10.225	9.224	9.769	10.164	10.333	10.157	9.203	10.304	9.4	8.529	9.718	10.018	9.933	9.867	9.0	9.639	10.189	8.741	10.122	9.821	10.883	9.663	9.129	9.678	9.508	9.692	9.544	9.287	9.184	
599.4984222_MZ	Diglyceride with formula C36H68O5	Un	1.0	None	None	None	None	DG(15:0/18:1(11Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(15:0/18:1(11Z)/0:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the vaccenic acid moiety is derived from butter fat and animal fat. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C36H68O5		None	None	None	12.781	11.065	11.446	11.834	12.328	11.247	13.0	12.938	11.755	11.944	11.963	11.796	12.244	11.435	11.387	13.63	11.072	12.541	11.686	11.281	11.474	13.2	12.007	11.617	11.657	11.48	12.699	11.323	11.239	11.743	11.921	13.05	12.129	11.385	10.716	12.372	12.317	11.608	11.91	
601.4645424_MZ	Diglyceride with formula C38H66O5	Un	1.0	None	None	None	None	DG(15:0/20:4(5Z,8Z,11Z,14Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(15:0/20:4(5Z,8Z,11Z,14Z)/0:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the arachidonic acid moiety is derived from animal fats and eggs. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C38H66O5		None	None	None	12.725	10.894	11.083	12.317	13.161	11.386	12.972	12.66	11.589	11.748	12.119	11.007	12.85	11.032	11.91	14.253	10.899	12.407	11.54	11.533	11.626	13.303	12.662	11.356	11.701	11.854	12.657	11.682	11.532	11.688	12.873	13.553	12.257	11.116	11.233	13.151	12.039	11.057	11.592	
604.0656623_MZ	GDP-glucose	Un	1.0	None	None	None	None	GDP-glucose is a substrate for Uridine diphosphate glucose pyrophosphatase.	C16H25N5O16P2, Guanosine diphosphate mannose		None	None	None	14.541	14.209	14.633	13.844	14.606	14.663	14.962	14.705	14.371	13.799	14.177	14.491	14.052	14.604	14.372	14.54	14.696	14.377	14.821	13.95	14.337	13.946	14.384	14.151	14.158	14.818	14.613	13.763	14.331	15.108	13.911	14.648	14.032	14.055	13.868	14.15	14.139	14.322	13.579	
605.1884177_MZ	Ferricytochrome	Un	1.0	None	None	None	None		C33H34FeN4O4, Ferrocytochrome		None	None	None	11.463	11.919	12.041	11.415	11.801	12.161	11.479	11.309	12.013	12.231	11.927	12.329	12.448	12.203	11.685	11.059	12.422	12.023	11.975	11.618	12.222	11.562	11.276	11.863	12.054	12.47	11.426	12.377	12.216	11.901	11.082	11.492	11.582	11.963	11.915	12.095	11.577	11.394	11.205	
605.5178562_MZ	Diglyceride with formula C38H70O5	Un	1.0	None	None	None	None	DG(15:0/20:2(11Z,14Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(15:0/20:2(11Z,14Z)/0:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the eicosadienoic acid moiety is derived from fish oils and liver. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C38H70O5		None	None	None	9.495	8.024	8.695	9.208	9.195	8.972	9.226	9.528	8.517	9.271	9.345	7.39	8.918	9.536	9.972	11.008	7.612	9.418	8.622	7.937	7.524	9.279	8.695	8.2	8.356	8.44	9.287	7.776	8.22	8.859	10.154	9.633	9.109	8.368	8.606	8.915	9.089	7.909	8.332	
605.9563697_MZ	Adenosine tetraphosphate	Un	1.0	None	None	None	None	Adenosine 5' tetraphosphate, Ap4, is a natural nucleotide present in many biological systems. This nucleotide has been found as a constituent of the nucleotide pool present in the aqueous humor of a number of mammals and appears to act as a regulator of intraocular pressure (PMID: 14600249). AP4 may also play a significant role in the physiological regulation of vascular tone (PMID: 8599250). The plasma concentration of AP4 is in the nanomolar range. Technically adenosine tetraphosphate is condensation product of adenosine with tetraphosphoric acid at the 5' position. Acetyl coenzyme A (CoA) synthetase (EC 6.2.1.1) catalyzes the synthesis of adenosine 5'-tetraphosphate (P4A) and adenosine 5'-pentaphosphate (p5A) from ATP and tri- or tetrapolyphosphate (P3 or P4).	C10H17N5O16P4		None	None	None	12.431	12.629	12.73	12.795	12.644	12.668	12.686	12.454	12.739	12.414	12.439	12.42	12.605	12.806	12.943	12.381	12.629	12.595	12.393	12.448	12.625	12.365	12.686	12.611	12.514	12.607	12.572	12.537	12.609	12.598	12.772	12.376	12.305	12.759	12.802	12.49	12.628	12.365	12.344	
606.0729978_MZ	UDP-N-acetyl-D-mannosamine	Un	1.0	None	None	None	None	UDP-N-acetyl-D-mannosamine is involved in teichoic acid (poly-glycerol) biosynthesis pathway and enterobacterial common antigen biosynthesis pathway. It serves as both enzymatic reactants and products in those two pathways. In teichoic acid (poly-glycerol) biosynthesis pathway, UDP-N-acetyl-mannosamine is synthesized from UDP-N-acetyl-glocasamine by UDP-N-acetylglucosamine 2-epimerase, encoded by the mnaA gene.	C17H27N3O17P2, Uridine diphosphate-N-acetylgalactosamine		None	None	None	19.337	19.426	19.932	19.146	19.539	19.284	19.533	19.768	19.628	18.877	19.146	19.568	19.468	19.544	19.074	18.994	19.354	19.32	19.464	19.236	19.349	19.096	19.769	19.219	19.318	19.796	19.244	18.966	19.348	20.082	18.815	19.676	19.24	19.432	19.131	18.904	19.474	19.402	18.762	
606.4448064_MZ	LysoPhosphatidylcholine with formula C32H66NO7P	Un	1.0	None	None	None	None	LysoPC(24:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(24:0), in particular, consists of one chain of lignoceric acid at the C-1 position. The lignoceric acid moiety is derived from groundnut oil. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins.	C32H66NO7P		None	None	None	8.425	7.543	8.247	8.173	8.032	8.379	7.134	9.085	8.15	7.944	9.583	8.83	7.086	8.314	9.338	8.634	8.362	9.137	7.336	8.977	7.285	7.942	7.854	8.33	8.684	9.083	9.059	7.153	7.771	7.543	10.106	6.506	5.018	8.391	4.801	7.903	
607.4720070_MZ	Diglyceride with formula C37H64O5	Un	1.0	None	None	None	None	DG(14:0/20:4(5Z,8Z,11Z,14Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/20:4(5Z,8Z,11Z,14Z)/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the arachidonic acid moiety is derived from animal fats and eggs. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C37H64O5		None	None	None	12.344	10.889	11.45	11.697	12.082	11.051	12.121	11.937	12.035	11.15	11.437	11.557	11.825	11.612	11.017	13.438	11.102	12.462	11.446	11.121	11.204	12.431	11.848	11.758	11.339	11.489	12.449	11.119	11.09	11.481	11.628	12.745	11.902	11.816	10.194	12.202	12.249	11.6	11.644	
608.2398773_MZ	QYNAD	Un	1.0	None	None	None	None	QYNAD is an endogenous pentapeptide with the sequence Gln-Tyr-Asn-Ala-Asp (QYNAD in the international one letter code of amino acids), isolated from the cerebrospinal fluid (CSF) of patients with multiple sclerosis (MS) and Guillain-Barre syndrome (GBS). Immune mediated inflammatory neurological disorders like MS and GBS are characterized by demyelination and axonal damage. QYNAD can reversibly block voltage-gated sodium channels in a concentration-dependent manner. The blocking mechanism is a shift of the steady state inactivation curve of the sodium channels to more negative potentials, as with many local anaesthetics. QYNAD was found to reach concentrations in the CSF of MS or GBS that could subsantially block neuronal sodium channels. (PMID: 11750990).	C25H35N7O11		None	None	None	9.022	9.364	9.785	9.813	10.005	11.033	9.076	9.235	10.111	10.273	10.174	9.714	10.142	10.354	8.937	9.025	9.96	9.752	8.883	9.529	9.907	8.824	9.33	9.819	9.919	10.088	9.096	9.728	9.824	8.949	9.538	9.363	8.881	9.347	10.312	9.747	9.956	9.184	8.469	
609.1854331_MZ	Hesperidin	Un	1.0	None	None	None	None	Hesperidin is an abundant and inexpensive by-product of Citrus cultivation and is the major flavonoid in sweet orange and lemon. In young immature oranges it can account for up to 14% of the fresh weight of the fruit. Hesperidin is an abundant and inexpensive by-product of Citrus cultivation and is the major flavonoid in sweet orange and lemon. In young immature oranges it can account for up to 14% of the fresh weight of the fruit due to vitamin C deficiency such as bruising due to capillary fragility were found in early studies to be relieved by crude vitamin C extract but not by purified vitamin C. The bioflavonoids, formerly called vitamin P, were found to be the essential components in correcting this bruising tendency and improving the permeability and integrity of the capillary lining. These bioflavonoids include hesperidin, citrin, rutin, flavones, flavonols, catechin and quercetin. Of historical importance is the observation that citrin, a mixture of two flavonoids, eriodictyol and hesperidin, was considered to possess a vitamin-like activity, as early as in 1949. Hesperidin deficiency has since been linked with abnormal capillary leakiness as well as pain in the extremities causing aches, weakness and night leg cramps. Supplemental hesperidin also helps in reducing oedema or excess swelling in the legs due to fluid accumulation. As with other bioflavonoids, hesperidin works best when administered concomitantly with vitamin C. No signs of toxicity have been observed with normal intake of hesperidin. Hesperidin was first discovered in 1827, by Lebreton, but not in a pure state and has been under continuous investigation since then (PMID: 11746857).	C28H34O15		None	None	None	9.548	9.586	9.975	9.739	9.841	11.307	9.788	9.395	10.184	10.721	10.446	10.018	10.368	10.376	9.283	10.083	10.458	9.786	10.035	9.801	10.265	9.126	9.335	10.233	10.215	10.407	9.823	10.192	10.689	9.591	9.146	9.675	9.681	9.669	10.673	10.666	10.115	9.258	8.869	
609.4881603_MZ	Diglyceride with formula C37H66O5	Un	1.0	None	None	None	None	DG(14:0/20:3(8Z,11Z,14Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/20:3(8Z,11Z,14Z)/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C37H66O5		None	None	None	15.814	13.627	14.388	14.451	15.429	13.716	15.933	15.691	14.946	14.107	14.935	14.465	15.503	14.056	13.136	17.365	14.06	15.825	14.734	14.699	14.59	16.319	15.45	15.058	14.843	14.634	16.109	14.778	14.164	15.163	14.266	16.561	15.785	14.686	13.717	15.991	15.792	14.863	15.425	
611.1442406_MZ	Oxidized glutathione	Un	1.0	None	None	None	None	Oxidized glutathione is a glutathione dimer formed by a disulfide bond between the cysteine sulfhydryl side chains during the course of being oxidized. glutathione participates in leukotriene synthesis and is a cofactor for the enzyme glutathione peroxidase. It is also important as a hydrophilic molecule that is added to lipophilic toxins and waste in the liver during biotransformation before they can become part of the bile. glutathione is also needed for the detoxification of methylglyoxal, a toxin produced as a by-product of metabolism. This detoxification reaction is carried out by the glyoxalase system. Glyoxalase I (EC 4.4.1.5) catalyzes the conversion of methylglyoxal and reduced glutathione to S-D-Lactoyl-glutathione. Glyoxalase II (EC 3.1.2.6) catalyzes the hydrolysis of S-D-Lactoyl-glutathione to glutathione and D-lactate.	C20H32N6O12S2		None	None	None	21.212	21.64	21.317	20.593	20.561	21.418	20.968	21.572	20.802	20.504	20.948	21.7	21.747	20.769	20.176	20.512	20.734	20.563	21.373	21.84	20.749	21.543	20.571	20.64	21.46	20.811	20.66	22.074	21.638	21.885	19.856	21.082	21.665	21.33	21.994	21.415	20.812	21.417	20.999	
613.5201962_MZ	Diglyceride with formula C37H70O5	Un	1.0	None	None	None	None	DG(16:0/18:1(11Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:0/18:1(11Z)/0:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the vaccenic acid moiety is derived from butter fat and animal fat. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C37H70O5		None	None	None	19.082	16.433	17.136	16.835	18.869	16.776	19.253	19.37	17.436	17.134	17.986	17.93	18.853	16.544	16.147	20.967	16.593	19.087	17.923	17.426	17.025	20.156	18.727	17.481	17.969	17.546	19.316	17.601	16.92	17.973	16.708	19.8	19.032	17.099	16.377	18.887	18.642	17.501	18.374	
618.5815014_MZ	Ceramide with formula C40H77NO3	Un	1.0	None	None	None	None	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.	C40H77NO3		None	None	None	16.289	15.899	15.791	15.494	15.973	14.813	16.165	15.636	15.32	14.163	15.724	15.915	14.553	14.658	15.492	16.646	15.334	16.049	15.546	14.226	15.411	16.258	15.749	15.228	15.224	15.468	16.496	14.841	15.671	15.854	14.916	15.575	15.001	15.723	13.645	15.477	14.92	15.671	15.495	
620.0176456_MZ	ADP-ribose 1-2 cyclic phosphate	Un	1.0	None	None	None	None	ADP-ribose 1-2 cyclic phosphate is a cyclic phosphate nucleotide that arises from tRNA processing. In eukaryotic cells, pre-tRNAs spliced by a pathway that produces a 3',5'-phosphodiester, 2'-phosphomonoester linkage contain a 2'-phosphate group adjacent to the tRNA anticodon. This 2'-phosphate is transferred to NAD to give adenosine diphosphate (ADP)-ribose 1, 2-cyclic phosphate (Appr>p), which is subsequently metabolized to ADP-ribose 1'-phosphate (Appr-1'p). The latter reaction is catalyzed by a cyclic phosphodiesterase (CPDase). (PMID: 9148938). One molecule of ADP-ribose 1,2-cyclic phosphate (Appr>p) is formed during each of the approximately 500 000 tRNA splicing events.	C15H22N5O16P3		None	None	None	15.418	15.608	16.296	15.604	16.236	15.859	16.423	15.586	16.136	15.563	15.56	15.797	15.333	16.212	15.708	15.097	15.817	15.706	15.439	15.761	15.797	14.916	16.201	15.604	15.711	15.753	15.504	15.291	15.597	16.433	15.408	15.738	15.48	15.909	15.285	15.261	15.787	15.727	14.914	
620.1766813_MZ	6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol	Un	1.0	None	None	None	None	6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol is a reactant or product of enzyme EC 2.4.1.198. 6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol is a reactant or product of enzyme EC 3.5.1.89.	C21H36NO18P		None	None	None	6.383	7.414	5.599	9.238	6.833	5.117	7.475	7.81	6.849	8.034	8.622	6.857	3.749	8.562	6.449	8.121	8.058	3.49	7.851	7.647	8.659	6.547	8.276	7.675	6.237	5.438	6.584	8.217	8.835	8.194	8.072	7.163	6.559	
620.5973185_MZ	Ceramide with formula C40H79NO3	Un	1.0	None	None	None	None	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.	C40H79NO3		None	None	None	17.383	17.67	17.892	16.902	16.508	16.417	18.231	16.833	16.469	15.545	17.22	18.244	15.718	16.273	16.618	18.217	17.114	17.934	16.808	15.334	16.5	17.917	17.262	16.497	16.751	16.681	18.163	16.077	17.156	17.602	16.38	16.564	16.895	17.37	14.615	16.342	16.424	17.504	17.707	
621.5453521_MZ	Diglyceride with formula C39H74O5	Un	1.0	None	None	None	None	DG(14:0/22:1(13Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/22:1(13Z)/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of erucic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the erucic acid moiety is derived from seed oils and avocados. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C39H74O5		None	None	None	7.805	7.583	9.092	7.271	8.179	7.191	8.508	10.311	6.964	6.816	7.245	8.566	7.737	6.824	5.23	9.651	7.209	6.984	7.978	6.535	7.998	7.277	8.966	6.61	7.799	9.177	8.006	7.125	7.121	7.546	6.396	6.297	3.574	8.586	8.263	
627.4368369_MZ	Diglyceride with formula C39H60O5	Un	1.0	None	None	None	None	DG(18:4(6Z,9Z,12Z,15Z)/18:4(6Z,9Z,12Z,15Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:4(6Z,9Z,12Z,15Z)/18:4(6Z,9Z,12Z,15Z)/0:0), in particular, consists of two chains of stearidonic acid at the C-1 and C-2 positions. The stearidonic acid moieties are derived from seed oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C39H60O5		None	None	None	10.262	9.908	10.117	10.743	10.303	10.386	10.249	9.446	9.855	9.716	10.332	7.984	9.717	9.937	11.394	10.096	8.791	9.285	9.054	8.57	10.436	10.035	10.948	10.436	8.576	10.511	9.841	8.38	10.996	9.014	11.544	9.044	8.194	8.755	8.21	10.125	9.086	7.668	8.873	
632.2037169_MZ	3'-Sialyllactose	Un	1.0	None	None	None	None	Sialyllactose is an oligossaccharide found in both human breast milk and cow's milk. It is the predominant sialylated component in milk. Sialyllactose has recently been shown to inhibit the infection of HIV-1 virus. Sialyllactose is also responsible for the inhibitory activity of milk on cholera toxin.	C23H39NO19, 6'-Sialyllactose		None	None	None	13.021	12.678	13.449	12.649	12.595	12.857	13.268	12.757	12.991	13.364	12.517	13.142	12.79	13.019	13.191	12.718	13.122	13.084	13.143	12.693	12.863	12.89	13.458	13.04	12.509	13.404	12.61	13.058	13.059	12.971	13.143	12.933	12.639	12.86	12.876	12.674	12.652	13.127	12.253	
633.4890182_MZ	Diglyceride with formula C39H66O5	Un	1.0	None	None	None	None	DG(14:0/22:5(7Z,10Z,13Z,16Z,19Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/22:5(7Z,10Z,13Z,16Z,19Z)/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the docosapentaenoic acid moiety is derived from fish oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C39H66O5		None	None	None	13.501	12.256	12.547	12.863	13.196	12.207	13.68	13.56	13.305	12.288	12.738	13.349	13.212	11.959	12.083	14.842	12.476	14.097	12.215	12.895	12.498	13.675	13.046	13.072	12.579	12.724	13.885	12.614	12.414	13.024	12.791	13.81	13.398	12.621	11.673	13.563	13.211	12.882	12.902	
634.6128081_MZ	Ceramide (d18:1/23:0)	Un	1.0	None	None	None	None	Cer(d18:1/23:0) is an sphingolipid identified in stratum corneum by reversed-phase high-performance liquid chromatography photospray ionization mass spectrometry. Tricosanamide has been found in human blood plasma by gas-liquid chromatography on high temperature polarizable capillary columns. Tricosanamide is a molecular species of lipid determined in human erythrocytes. (PMID: 2755317, 17027012, 8354950).	C41H81NO3		None	None	None	15.139	14.783	15.292	14.973	14.68	13.496	16.026	14.216	14.915	14.087	14.643	16.01	14.122	14.54	13.981	15.446	14.661	15.089	14.505	14.344	14.68	15.104	14.913	14.763	14.577	15.043	15.285	13.313	14.089	14.897	14.24	14.774	14.524	14.754	11.445	14.478	14.485	15.145	14.327	
635.5040304_MZ	Diglyceride with formula C39H68O5	Un	1.0	None	None	None	None	DG(14:0/22:4(7Z,10Z,13Z,16Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/22:4(7Z,10Z,13Z,16Z)/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of adrenic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the adrenic acid moiety is derived from animal fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C39H68O5		None	None	None	16.473	15.574	15.601	15.393	16.085	15.15	16.638	16.693	15.975	15.106	15.895	16.385	16.283	14.989	14.836	17.83	15.307	17.024	15.632	15.206	15.549	16.448	15.608	16.024	15.398	15.337	17.154	15.417	15.627	15.996	15.367	16.761	16.269	15.574	14.282	16.44	15.904	16.107	15.841	
637.5196338_MZ	Diglyceride with formula C39H70O5	Un	1.0	None	None	None	None	DG(20:3(5Z,8Z,11Z)/16:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(20:3(5Z,8Z,11Z)/16:0/0:0), in particular, consists of one chain of mead acid at the C-1 position and one chain of palmitic acid at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C39H70O5		None	None	None	17.039	15.694	16.13	15.758	17.014	15.886	17.407	17.67	16.63	15.87	16.398	17.175	17.93	15.763	14.868	18.114	15.759	17.346	16.476	16.539	16.348	17.277	16.778	16.415	16.587	16.057	17.641	16.338	15.552	16.844	15.501	17.922	17.99	16.228	15.036	17.46	17.351	16.424	16.645	
639.5358047_MZ	Diglyceride with formula C39H72O5	Un	1.0	None	None	None	None	DG(18:1(9Z)/18:1(11Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:1(9Z)/18:1(11Z)/0:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the vaccenic acid moiety is derived from butter fat and animal fat. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C39H72O5		None	None	None	17.829	15.313	16.09	15.733	17.983	16.1	17.932	18.39	16.774	16.366	17.04	17.057	18.665	16.048	14.953	18.836	15.64	18.52	16.85	17.242	16.402	18.14	17.502	16.597	17.489	16.458	17.861	16.986	15.624	16.787	15.615	18.835	18.789	16.395	15.78	18.03	17.955	16.502	16.848	
642.3069183_MZ	S-(11-hydroxy-9-deoxy-delta12-PGD2)-glutathione	Un	1.0	None	None	None	None	S-(11-hydroxy-9-deoxy-delta12-PGD2)-glutathione is the glutathione conjugate of S-(11-hydroxy-9-deoxy-delta12-PGD2).	C30H49N3O10S, S-(9-hydroxy-PGA1)-glutathione		None	None	None	12.167	12.016	12.348	12.345	12.672	12.462	12.262	12.023	12.504	12.442	12.404	12.206	12.255	12.181	11.912	12.542	12.236	12.314	11.789	12.018	12.308	11.857	12.333	12.282	12.016	12.39	12.29	11.833	12.446	12.073	12.753	12.022	12.27	11.791	11.797	12.054	12.017	12.295	11.768	
643.5610061_MZ	Diglyceride with formula C39H76O5	Un	1.0	None	None	None	None	DG(16:0/20:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:0/20:0/0:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of arachidic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the arachidic acid moiety is derived from peanut oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C39H76O5		None	None	None	12.515	13.106	12.191	12.711	11.852	12.008	13.491	11.727	11.581	11.687	12.038	12.621	11.789	11.692	13.555	13.324	12.164	13.158	11.734	10.772	12.212	12.902	12.219	11.595	11.215	12.212	13.334	11.296	12.39	12.566	13.418	12.27	11.851	12.064	10.484	12.14	11.185	11.742	12.0	
644.4999550_MZ	CerP(d18:1/18:0)	Un	1.0	None	None	None	None		C36H72NO6P		None	None	None	10.849	10.156	10.941	11.023	11.399	11.333	11.54	10.43	10.888	11.123	11.692	11.269	11.281	10.734	11.1	11.206	10.347	11.535	10.355	10.799	11.138	10.277	10.804	10.478	10.749	10.696	11.023	10.118	10.788	10.462	11.158	10.921	10.943	10.466	9.77	10.584	11.104	11.221	10.581	
645.5614186_MZ	Cholesterol ester (18:3(9Z_12Z_15Z))	Un	1.0	None	None	None	None	CE(18:3(9Z,12Z,15Z)) is a cholesterol fatty acid ester or simply a cholesterol ester (CE). Cholesterol esters are cholesterol molecules with long-chain fatty acids linked to the hydroxyl group. They are much less polar than free cholesterol and appear to be the preferred form for transport in plasma and for storage. Cholesterol esters do not contribute to membranes but are packed into intracellular lipid particles or lipoprotein particles. Because of the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of C18 fatty acids. Cholesterol esters are major constituents of the adrenal glands and they also accumulate in the fatty lesions of atherosclerotic plaques. Cholesterol esters are also major constituents of the lipoprotein particles carried in blood (HDL, LDL, VLDL). The cholesterol esters in high-density lipoproteins (HDL) are synthesized largely by transfer of fatty acids to cholesterol from position sn-2 (or C-2) of phosphatidylcholine catalyzed by the enzyme lecithin cholesterol acyl transferase (LCAT). The enzyme also promotes the transfer of cholesterol from cells to HDL. As cholesterol esters accumulate in the lipoprotein core, cholesterol is removed from its surface thus promoting the flow of cholesterol from cell membranes into HDL. This in turn leads to morphological changes in HDL, which grow and become spherical. Subsequently, cholesterol esters are transferred to the other lipoprotein fractions LDL and VLDL, a reaction catalyzed by cholesteryl ester transfer protein. Another enzyme, acyl-CoA:cholesterol acyltransferase (ACAT) synthesizes cholesterol esters from CoA esters of fatty acids and cholesterol. Cholesterol ester hydrolases liberate cholesterol and free fatty acids when required for membrane and lipoprotein formation, and they also provide cholesterol for hormone synthesis in adrenal cells.	C45H74O2		None	None	None	10.418	11.028	9.513	10.842	8.699	9.875	11.378	7.517	8.499	8.719	9.521	10.319	8.775	10.058	12.63	11.059	9.761	10.216	8.679	6.575	9.561	10.495	9.785	8.619	7.608	9.616	11.165	7.824	10.053	10.163	11.49	9.268	8.525	9.979	7.78	9.587	7.475	9.318	8.768	
646.4941097_MZ	Phosphatidylethanolamine (14:0/P-16:0)	Un	1.0	None	None	None	None	PE(14:0/P-16:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(14:0/P-16:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C35H70NO7P		None	None	None	9.597	7.993	8.665	9.294	9.625	8.211	9.66	9.922	8.819	8.718	7.926	8.309	8.844	8.83	10.328	10.476	7.677	9.681	8.259	8.509	7.908	9.667	8.798	8.157	8.269	9.386	9.688	8.189	7.006	9.419	10.057	10.097	8.705	7.262	8.283	8.836	7.729	9.011	8.1	
646.6129319_MZ	Ceramide with formula C42H81NO3	Un	1.0	None	None	None	None	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.	C42H81NO3		None	None	None	17.771	16.339	17.38	17.076	17.9	15.356	17.846	17.985	17.373	16.215	17.359	17.138	17.803	16.561	15.287	18.203	16.464	17.292	16.268	16.688	16.742	17.416	17.251	17.105	17.347	17.134	17.497	15.725	16.098	16.735	16.266	17.854	17.545	16.646	14.75	16.927	17.429	17.357	16.749	
647.5795550_MZ	Cholesterol Ester (18:2(9Z,12Z))	Un	1.0	None	None	None	None	Cholesteryl linoleic acid is a cholesteryl ester. A cholesteryl ester is an ester of cholesterol. Fatty acid esters of cholesterol constitute about two-thirds of the cholesterol in the plasma. Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. The accumulation of cholesterol esters in the arterial intima (the innermost layer of an artery, in direct contact with the flowing blood) is a characteristic feature of atherosclerosis. Atherosclerosis is a disease affecting arterial blood vessels. It is a chronic inflammatory response in the walls of arteries, in large part to the deposition of lipoproteins (plasma proteins that carry cholesterol and triglycerides). Cholesteryl linoleate is contained in low density lipoprotein and atherosclerotic lesions. The oxidation products of cholesteryl linoleate may cause chronic inflammatory processes. (PMID 9684755, 11950694).	C45H76O2		None	None	None	7.478	11.068	8.543	8.172	6.635	6.79	9.534	7.092	6.4	5.717	6.638	3.521	
649.5090654_MZ	Sphingomyelin with formula C35H75N2O6P	Un	1.0	None	None	None	None	Sphingomyelin (d18:0/12:0) or SM(d18:0/12:0) is a type of sphingolipid found in animal cell membranes, especially in the membranous myelin sheath which surrounds some nerve cell axons. It usually consists of phosphorylcholine and ceramide. In humans, sphingomyelin is the only membrane phospholipid not derived from glycerol. Like all sphingolipids, SPH has a ceramide core (sphingosine bonded to a fatty acid via an amide linkage). In addition it contains one polar head group, which is either phosphocholine or phosphoethanolamine. The plasma membrane of cells is highly enriched in sphingomyelin and is considered largely to be found in the exoplasmic leaflet of the cell membrane. However, there is some evidence that there may also be a sphingomyelin pool in the inner leaflet of the membrane. Moreover, neutral sphingomyelinase-2 - an enzyme that breaks down sphingomyelin into ceramide has been found to localise exclusively to the inner leaflet further suggesting that there may be sphingomyelin present there. Sphingomyelin can accumulate in a rare hereditary disease called Niemann-Pick Disease, types A and B. Niemann-Pick disease is a genetically-inherited disease caused by a deficiency in the enzyme Sphingomyelinase, which causes the accumulation of Sphingomyelin in spleen, liver, lungs, bone marrow, and the brain, causing irreversible neurological damage. SMs play a role in signal transduction. Sphingomyelins are synthesized by the transfer of phosphorylcholine from phosphatidylcholine to a ceramide in a reaction catalyzed by sphingomyelin synthase.	C35H75N2O6P		None	None	None	10.056	9.054	9.29	9.011	10.809	10.181	10.014	10.054	10.129	9.942	10.783	9.459	10.594	9.745	9.607	10.555	8.032	10.084	8.664	8.903	9.861	9.298	8.423	8.936	9.46	9.258	9.971	8.442	9.013	8.77	9.177	10.241	10.44	8.453	7.427	9.892	10.217	9.983	8.594	
650.4304299_MZ	Phosphatidylethanolamine (14:1(9Z)/14:1(9Z))	Un	1.0	None	None	None	None	PE(14:1(9Z)/14:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(14:1(9Z)/14:1(9Z)), in particular, consists of two chains of myristoleic acid at the C-1 and C-2 positions. The myristoleic acid moieties are derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	C33H62NO8P		None	None	None	7.908	8.858	8.976	8.043	8.953	11.067	8.423	8.698	8.12	9.483	10.579	8.583	5.149	10.383	9.276	6.328	7.059	7.748	8.719	9.267	7.154	8.272	9.565	9.049	8.607	7.662	7.1	9.815	10.031	9.554	6.759	8.012	8.478	9.363	8.517	8.898	9.419	8.213	
651.2213264_MZ	3'-Sialyllactosamine	Un	1.0	None	None	None	None	<p>3'-Sialyllactosamine is an oligosaccharide found in human milk. Oligosaccharides in human milk inhibit enteric pathogens <i>in vitro</i> and <i>in vivo</i>. (PMID:10683228)</p>. <p><i>Helicobacter pylori</i>-induced activation of neutrophils occurs by lectinophagocytosis, the recognition of sialylated glycoconjugates (3'-sialyllactosamine was the most efficient inhibitor) on the neutrophil cell surface by a bacterial adhesin leads to phagocytosis and an oxidative burst with the production of reactive oxygen metabolites. (PMID: 11087709)</p>.	C23H40N2O18		None	None	None	10.555	10.531	11.534	9.994	10.764	11.228	10.94	10.415	11.195	10.876	10.538	11.289	11.088	11.208	9.808	10.491	11.242	10.842	10.907	11.081	10.723	10.699	11.069	11.182	10.766	11.53	10.485	11.504	11.236	10.905	9.898	10.956	10.961	10.856	11.18	10.654	10.957	10.894	10.438	
655.5641390_MZ	Diglyceride (15:0/22:1(13Z)/0:0)	Un	1.0	None	None	None	None	DG(15:0/22:1(13Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(15:0/22:1(13Z)/0:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of erucic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the erucic acid moiety is derived from seed oils and avocados. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C40H76O5		None	None	None	14.484	14.571	13.808	14.712	14.482	14.31	14.733	13.825	13.459	13.645	14.094	13.889	13.655	13.272	15.205	14.99	13.701	14.214	13.49	12.001	14.001	14.198	14.027	13.372	13.372	13.9	14.843	13.402	14.344	14.081	15.464	13.9	13.057	13.872	13.359	14.269	12.711	13.568	13.608	
657.4984714_MZ	Diglyceride (16:1(9Z)/22:6(4Z_7Z_10Z_13Z_16Z_19Z)/0:0)	Un	1.0	None	None	None	None	DG(16:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the docosahexaenoic acid moiety is derived from fish oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C41H66O5		None	None	None	14.843	12.917	13.184	13.849	15.165	13.64	15.087	15.194	13.814	14.092	14.181	13.289	15.524	13.05	13.241	16.043	13.032	14.871	13.591	13.695	13.694	14.835	14.325	13.897	14.114	13.844	15.081	13.975	13.294	14.021	14.579	15.628	14.872	13.226	13.729	15.075	14.236	13.338	13.772	
659.5046020_MZ	Diglyceride (16:0/22:6(4Z_7Z_10Z_13Z_16Z_19Z)/0:0)	Un	1.0	None	None	None	None	DG(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the docosahexaenoic acid moiety is derived from fish oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C41H68O5		None	None	None	17.773	15.243	15.423	15.236	17.001	15.258	17.431	18.478	15.917	15.592	16.438	15.573	16.463	14.909	15.044	19.852	15.067	17.283	15.888	15.043	15.461	18.065	15.781	16.798	15.569	15.43	18.124	16.138	15.932	16.231	15.694	18.086	16.899	15.467	14.826	17.049	16.336	16.16	16.652	
660.2985369_MZ	S-(11-OH-9-deoxy-delta9_12-PGD2)-glutathione	Un	1.0	None	None	None	None		C30H47N3O10S		None	None	None	12.929	12.29	12.71	12.112	12.795	12.103	12.889	12.559	12.364	12.333	12.74	12.398	12.067	12.238	11.758	12.045	11.947	12.445	12.51	12.136	12.382	12.457	12.261	12.393	12.232	12.058	12.607	11.949	12.439	12.68	12.295	12.843	12.417	12.015	11.695	12.253	11.82	12.37	11.633	
661.5175643_MZ	Phosphatidic Acid with formula C37H75O7P	Un	1.0	None	None	None	None	2-octadecanoyl-1-hexadecyl-sn-glycero-3-phosphate is an intermediate in ether lipid metabolism. 2-octadecanoyl-1-hexadecyl-sn-glycero-3-phosphate is converted from 1-octadecyl-glycerone-3-phosphate via 1-acylglycerol-3-phosphate O-acyltransferase. (EC: 2.3.1.51). Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. Ether lipids are called plasmalogens (1-O-1'-alkenyl-2-acylglycerophospholipids) if these are glycerol-containing phospholipids with an unsaturated O-(1-alkenyl) (vinyl ether) group at the first position on the glycerol chain. Plasmalogens as well as some 1-O-alkyl lipids are ubiquitous and sometimes major parts of the cell membranes in mammals and anaerobic bacteria. In archaea, ether lipids are the major polar lipids in the cell envelope and their abundance is one of the major characteristics that separate this group of prokaryotes from the bacteria. In these cells, diphytanylglycerolipids or bipolar macrocyclic tetraethers can form covalently linked bilayers.	C37H75O7P		None	None	None	15.965	14.174	14.562	14.259	15.562	14.613	15.971	16.597	15.004	14.498	14.93	15.01	15.542	13.975	13.711	17.476	14.124	16.398	14.756	14.487	14.523	16.255	14.723	15.32	14.775	14.261	16.326	14.762	14.498	14.753	14.342	16.538	16.04	14.301	13.705	15.721	15.252	15.153	15.144	
662.9716431_MZ	Phosphatidylinositol-3_4_5-trisphosphate	Un	1.0	None	None	None	None		C12H24O22P4		None	None	None	13.149	13.156	13.091	13.311	13.216	13.165	13.305	13.17	13.03	13.084	13.289	12.982	13.111	13.238	13.706	13.208	13.057	13.07	13.062	12.963	13.096	13.083	13.053	13.128	12.937	13.046	13.154	13.024	13.158	13.259	13.523	13.124	12.881	12.968	13.147	13.161	12.885	13.004	12.903	
665.2139302_MZ	Glycogen	Un	1.0	None	None	None	None	Glycogen is a highly-branched polymer of about 30,000 glucose residues and has a molecular weight between 106 and 107 daltons (4.8 million approx.). Most of Glc units are linked by alpha-1,4 glycosidic bonds, approximately 1 in 12 Glc residues also makes -1,6 glycosidic bond with a second Glc which results in the creation of a branch. Glycogen only has one reducing end and a large number of non-reducing ends with a free hydroxyl group at carbon 4. The glycogen granules contain both glycogen and the enzymes of glycogen synthesis (glycogenesis) and degradation (glycogenolysis). The enzymes are nested between the outer branches of the glycogen molecules and act on the non-reducing ends. Therefore, the many non-reducing end-branches of glycogen facilitate its rapid synthesis and breakdown. In hypoglycemia caused by excessive insulin, liver glycogen levels are high, but the high insulin level prevents the glycogenolysis necessary to maintain normal blood sugar levels. Glucagon is a common treatment for this type of hypoglycemia. Glycogen is a polysaccharide that is the principal storage form of glucose (Glc) in animal and human cells. Glycogen is found in the form of granules in the cytosol in many cell types. Hepatocytes (liver cells) have the highest concentration of it - up to 8% of the fresh weight in well fed state, or 100 to 120 g in an adult - giving liver a distinctive, 'starchy taste'. In the muscles, glycogen is found in a much lower concentration (1% of the muscle mass), but the total amount exceeds that in liver. Small amounts of glycogen are found in the kidneys, and even smaller amounts in certain glial cells in the brain and white blood cells.	C24H42O21, Maltotetraose, Stachyose		None	None	None	15.956	16.201	15.356	15.247	15.314	16.574	15.486	15.166	16.077	17.076	16.379	16.216	16.051	17.086	16.153	16.168	17.447	16.036	16.276	16.289	16.696	16.023	15.442	16.484	15.732	17.641	16.144	17.493	17.327	17.048	15.55	16.362	15.401	15.518	16.782	17.392	15.673	16.044	15.458	
665.5490548_MZ	Diglyceride (16:1(9Z)/22:2(13Z,16Z)/0:0)	Un	1.0	None	None	None	None	DG(16:1(9Z)/22:2(13Z,16Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:1(9Z)/22:2(13Z,16Z)/0:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of docosadienoic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the docosadienoic acid moiety is derived from animal fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C41H74O5		None	None	None	13.971	12.497	12.475	11.925	13.993	12.507	14.035	14.681	12.937	12.377	13.034	13.121	14.959	11.957	11.951	14.969	11.878	14.001	13.054	13.096	12.802	14.182	13.429	13.045	12.937	12.934	14.392	13.128	12.386	13.24	12.211	14.645	14.695	12.472	11.913	13.911	13.743	12.937	13.247	
665.6059869_MZ	Diglyceride (15:0/24:0/0:0)	Un	1.0	None	None	None	None	DG(15:0/24:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(15:0/24:0/0:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the lignoceric acid moiety is derived from groundnut oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C42H82O5		None	None	None	11.852	10.174	11.266	11.136	11.88	8.847	11.783	11.841	11.745	10.51	11.117	10.365	11.686	10.858	9.594	12.34	10.603	11.694	10.712	11.185	11.166	11.503	11.953	11.201	11.08	11.402	11.691	10.244	10.151	10.443	11.357	11.706	11.307	11.509	9.409	11.427	11.325	11.74	10.996	
668.6337057_MZ	N-Lignoceroylsphingosine	Un	1.0	None	None	None	None	Ceramide (N-acyl sphingosine) is known as an important precursor common to the biosynthesis of glycosphingolipids and sphingomyelin. Naturally occurring ceramide is composed of various molecular species resulting from a combination of C16 and 26 fatty acids and sphingosine (sphingenine). The N-acyl chain is thought to be mainly introduced by the acylation of sphinganine, and the resultant dihydroceramide (N-acyl sphinganine) is desaturated to form ceramide. The hydrolysis of sphingolipids also yields ceramide and may further lead to the generation of sphingosine and sphingosine phosphate. Recent studies have established the existence of a sphingomyelin cycle or a sphingomyelin pathway that operates in response to various agonists and stresses. Ceramide, is thought to act as a second messenger in the intracellular signaling pathway to apoptosis, cell cycle arrest, cell differentiation, cell propagation, or induction of cytokine synthesis.	C42H83NO3, Ceramide (d18:1/24:0), Ceramide (d18:0/24:1(15Z))		None	None	None	13.847	13.926	14.289	13.782	13.646	12.556	14.697	13.72	13.752	12.828	13.788	14.583	13.587	12.932	12.365	14.531	13.589	13.927	13.28	13.183	13.498	14.168	13.989	13.673	13.542	13.783	14.261	12.551	13.246	13.816	13.244	13.585	13.715	13.602	11.75	13.36	13.703	14.112	13.974	
669.5768775_MZ	Diglyceride (14:0/24:1(15Z)/0:0)	Un	1.0	None	None	None	None	DG(14:0/24:1(15Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/24:1(15Z)/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the nervonic acid moiety is derived from fish oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C41H78O5		None	None	None	13.276	12.637	12.35	13.579	13.168	12.576	13.593	12.493	12.69	12.598	12.637	12.702	13.242	12.313	13.195	13.799	12.225	13.337	12.312	11.887	13.032	13.154	13.12	12.623	11.995	13.16	13.544	11.865	12.351	12.58	14.05	13.179	12.341	12.248	11.207	13.195	12.46	11.992	12.173	
671.6156508_MZ	Cholesterol Ester with formula	Un	1.0	None	None	None	None	CE(18:0) is a cholesterol fatty acid ester or simply a cholesterol ester (CE). Cholesterol esters are cholesterol molecules with long-chain fatty acids linked to the hydroxyl group. They are much less polar than free cholesterol and appear to be the preferred form for transport in plasma and for storage. Cholesterol esters do not contribute to membranes but are packed into intracellular lipid particles or lipoprotein particles. Because of the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of C18 fatty acids. Cholesterol esters are major constituents of the adrenal glands and they also accumulate in the fatty lesions of atherosclerotic plaques. Cholesterol esters are also major constituents of the lipoprotein particles carried in blood (HDL, LDL, VLDL). The cholesterol esters in high-density lipoproteins (HDL) are synthesized largely by transfer of fatty acids to cholesterol from position sn-2 (or C-2) of phosphatidylcholine catalyzed by the enzyme lecithin cholesterol acyl transferase (LCAT). The enzyme also promotes the transfer of cholesterol from cells to HDL. As cholesterol esters accumulate in the lipoprotein core, cholesterol is removed from its surface thus promoting the flow of cholesterol from cell membranes into HDL. This in turn leads to morphological changes in HDL, which grow and become spherical. Subsequently, cholesterol esters are transferred to the other lipoprotein fractions LDL and VLDL, a reaction catalyzed by cholesteryl ester transfer protein. Another enzyme, acyl-CoA:cholesterol acyltransferase (ACAT) synthesizes cholesterol esters from CoA esters of fatty acids and cholesterol. Cholesterol ester hydrolases liberate cholesterol and free fatty acids when required for membrane and lipoprotein formation, and they also provide cholesterol for hormone synthesis in adrenal cells.	C45H80O2		None	None	None	10.36	10.36	10.054	11.711	9.932	9.855	11.905	8.217	9.621	10.528	9.968	11.114	9.195	10.104	13.225	11.044	9.86	10.491	9.162	8.712	9.746	10.302	10.848	10.208	9.108	10.669	11.248	8.025	9.202	9.997	12.969	9.725	9.006	9.79	7.339	10.091	8.956	10.361	9.647	
672.4944577_MZ	Phosphatidylethanolamine (14:0/P-18:1(11Z))	Un	1.0	None	None	None	None		C37H72NO7P		None	None	None	11.114	10.92	10.549	11.067	11.16	10.621	11.504	11.314	10.791	10.567	11.399	11.379	11.067	10.498	11.031	12.071	10.371	11.422	10.843	10.071	10.83	11.177	10.874	10.719	10.787	11.022	11.725	10.371	10.962	11.239	11.92	11.629	10.692	10.26	9.941	11.07	10.808	10.878	10.631	
672.5451634_MZ	Ceramide Phosphated with formula C38H76NO6P	Un	1.0	None	None	None	None	CerP(d18:1/20:0) is a ceramide 1-phosphate belonging to the sphingolipid class of molecules. Ceramides are amides of fatty acids with long-chain di- or trihydroxy bases, the commonest in animals being sphingosine and in plants phytosphingosine. The acyl group of ceramides is generally a long-chain saturated or monounsaturated fatty acid. The most frequent fatty acids found in animal ceramides are 18:0, 24:0 and 24:1(n-9). Ceramide 1-phosphates are produced by phosphorylation of ceramide by a specific ceramide kinase. Ceramide-1-phosphate was shown to be a specific and potent inducer of arachidonic acid and prostanoid synthesis in cells through the translocation and activation of the cytoplasmic phospholipase A2.	C38H76NO6P		None	None	None	8.009	8.212	7.96	9.072	9.494	6.548	9.689	8.251	6.722	6.316	7.967	8.138	7.8	8.115	9.792	9.22	8.235	10.06	8.462	7.646	7.069	6.942	6.204	4.24	7.611	8.547	9.802	8.364	8.471	9.547	7.12	8.455	7.949	8.344	8.103	8.691	7.448	
673.4789204_MZ	Phosphatidic acid (16:0/18:1(11Z))	Un	1.0	None	None	None	None	PA(16:0/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/18:1(11Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the vaccenic acid moiety is derived from butter fat and animal fat. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. Indeed, the concentration of phosphatidic acids is often over-estimated in tissues and biofluids as it can arise by inadvertent enzymatic hydrolysis during inappropriate storage or extraction conditions during analysis. The main biosynthetic route of phosphatidic acid in animal tissues involves sequential acylation of alpha-glycerophosphate by acyl-CoA derivatives of fatty acids. PAs are biologically active lipids that can stimulate a large range of responses in many different cell types, such as platelet aggregation, smooth muscle contraction, in vivo vasoactive effects, chemotaxis, expression of adhesion molecules, increased tight junction permeability of endothelial cells, induction of stress fibres, modulation of cardiac contractility, and many others. Diacylglycerols (DAGs) can be converted to PAs by DAG kinases and indirect evidence supports the notion that PAs alter the excitability of neurons. Phospholipase Ds (PLDs), which catalyze the conversion of glycerolphospholipids, particularly phosphatidylcholine, to PAs and the conversion of N-arachidonoyl-phosphatidylethanolamine (NAPE) to anandamide and PAs are activated by several inflammatory mediators including bradykinin, ATP and glutamate. PAs activate downstream signaling pathways such as PKCs and mitogen-activated protein kinases (MAPKs), which are linked to an increase in sensitivity of sensory neurons either during inflammation or in chronic pain models. Circumstantial evidence that PAs are converted to DAGs. (PMID: 12618218, 16185776).	C37H71O8P		None	None	None	15.043	14.382	14.381	14.752	14.908	14.195	15.473	15.542	14.548	14.267	14.977	15.11	14.834	14.29	13.952	15.916	13.872	15.002	14.555	14.025	14.466	15.092	14.457	14.336	14.921	14.679	15.348	14.089	14.499	14.829	15.215	15.589	14.422	13.944	13.716	14.699	14.325	14.317	14.055	
673.5901449_MZ	Cholesterol ester (20:3(5Z,8Z,11Z))	Un	1.0	None	None	None	None	CE(20:3(5Z,8Z,11Z)) is a cholesterol fatty acid ester or simply a cholesterol ester (CE). Cholesterol esters are cholesterol molecules with long-chain fatty acids linked to the hydroxyl group. They are much less polar than free cholesterol and appear to be the preferred form for transport in plasma and for storage. Cholesterol esters do not contribute to membranes but are packed into intracellular lipid particles or lipoprotein particles. Because of the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of C18 fatty acids. Cholesterol esters are major constituents of the adrenal glands and they also accumulate in the fatty lesions of atherosclerotic plaques. Cholesterol esters are also major constituents of the lipoprotein particles carried in blood (HDL, LDL, VLDL). The cholesterol esters in high-density lipoproteins (HDL) are synthesized largely by transfer of fatty acids to cholesterol from position sn-2 (or C-2) of phosphatidylcholine catalyzed by the enzyme lecithin cholesterol acyl transferase (LCAT). The enzyme also promotes the transfer of cholesterol from cells to HDL. As cholesterol esters accumulate in the lipoprotein core, cholesterol is removed from its surface thus promoting the flow of cholesterol from cell membranes into HDL. This in turn leads to morphological changes in HDL, which grow and become spherical. Subsequently, cholesterol esters are transferred to the other lipoprotein fractions LDL and VLDL, a reaction catalyzed by cholesteryl ester transfer protein. Another enzyme, acyl-CoA:cholesterol acyltransferase (ACAT) synthesizes cholesterol esters from CoA esters of fatty acids and cholesterol. Cholesterol ester hydrolases liberate cholesterol and free fatty acids when required for membrane and lipoprotein formation, and they also provide cholesterol for hormone synthesis in adrenal cells.	C47H78O2		None	None	None	11.437	11.521	11.183	12.479	11.254	11.382	12.762	9.795	11.14	11.511	11.003	12.187	10.765	11.732	12.168	12.072	11.065	11.356	10.291	10.082	11.404	11.033	11.634	11.253	10.407	11.621	11.998	9.616	10.769	11.443	13.067	11.001	10.11	11.12	8.983	11.199	10.35	10.837	9.727	
674.4011680_MZ	Phosphatidylserine with formula C34H62NO10P	Un	1.0	None	None	None	None	PS(14:1(9Z)/14:1(9Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(14:1(9Z)/14:1(9Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the myristoleic acid moiety is derived from milk fats. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C34H62NO10P		None	None	None	11.656	12.693	12.964	12.83	13.864	14.135	12.611	11.293	13.233	13.626	14.523	13.321	12.568	13.394	11.895	11.707	11.822	11.161	11.83	12.826	13.615	10.187	12.558	13.153	12.968	12.542	12.08	12.283	13.958	11.689	12.495	11.312	13.272	11.87	12.825	12.189	12.929	14.005	12.053	
674.5138333_MZ	Phosphatidylethanolamine (14:0/P-18:0)	Un	1.0	None	None	None	None	PE(14:0/P-18:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(14:0/P-18:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C37H74NO7P		None	None	None	11.816	10.569	10.887	11.23	12.197	10.855	12.114	12.095	11.144	11.47	11.599	11.298	11.765	10.958	11.042	12.501	10.428	11.876	10.894	10.686	11.055	11.39	11.023	10.863	11.455	11.079	11.923	10.448	10.763	11.326	12.045	12.029	11.3	10.475	10.199	11.167	10.954	11.038	10.465	
675.4745218_MZ	Phosphatidic Acid with formula C37H69O7P	Un	1.0	None	None	None	None	2-(9Z,12Z-octadecadienoyl)-1-(1Z-hexadecenyl)-sn-glycero-3-phosphate is an intermediate of ether lipid metabolism. Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. 2-(9Z,12Z-octadecadienoyl)-1-(1Z-hexadecenyl)-sn-glycero-3-phosphate is irreversibly produced from 2-(9Z,12Z-octadecadienoyl)-1-(1Z-hexadecenyl))-sn-glycero-3-phosphoethanolamine via the enzyme phospholipase D (EC: 3.1.4.4). Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C37H69O7P		None	None	None	15.72	13.868	13.607	14.595	15.506	14.04	15.819	16.227	14.043	14.69	14.725	13.567	15.094	13.432	14.566	17.629	13.377	15.126	13.752	13.085	14.08	15.66	14.327	14.568	13.802	14.022	16.302	14.513	14.584	14.516	16.05	16.194	14.509	13.523	14.306	15.454	14.021	13.981	14.697	
675.5865555_MZ	Diglyceride (16:1(9Z)/24:1(15Z)/0:0)	Un	1.0	None	None	None	None	DG(16:1(9Z)/24:1(15Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:1(9Z)/24:1(15Z)/0:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the nervonic acid moiety is derived from fish oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C43H80O5		None	None	None	10.262	10.684	10.193	9.55	6.109	10.008	11.032	9.661	7.617	8.112	9.055	10.112	7.503	9.141	11.519	11.41	8.813	9.98	9.391	7.753	8.386	10.7	8.572	6.346	7.301	9.259	10.54	8.705	10.542	10.358	10.642	8.425	8.155	8.571	7.901	9.523	7.668	8.145	9.224	
677.4202509_MZ	Fucoxanthin	Un	1.0	None	None	None	None	Fucoxanthin is a carotenoid, with formula C40H60O6. It is found as an accessory pigment in the chloroplasts of brown algae and most other heterokonts, giving them a brown or olive-green color. Fucoxanthin absorbs light primarily in the blue-green to yellow-green part of the visible spectrum, peaking at around 510-525 nm by various estimates and absorbing significantly in the range of 450 to 540 nm. -- Wikipedia.	C42H58O6		None	None	None	11.167	11.538	11.917	11.577	12.279	12.563	11.943	11.26	11.923	12.02	12.825	11.655	11.78	12.2	11.095	10.745	11.112	11.069	10.962	11.064	12.16	10.525	11.42	11.789	11.231	11.373	11.121	10.666	12.431	11.54	11.469	10.563	11.388	11.376	11.302	11.284	11.406	12.124	10.838	
678.0947527_MZ	UDP-N-acetylmuraminate	Un	1.0	None	None	None	None	UDP-N-acetylmuraminate is a nucleoside diphosphate sugar which is formed from UDP-N-acetylglucosamine and phosphoenolpyruvate. It serves as the building block upon which peptidoglycan is formed.	C20H31N3O19P2		None	None	None	13.689	14.453	13.328	14.488	13.194	14.313	13.671	13.647	13.13	14.203	13.598	13.842	14.416	14.159	14.981	13.63	13.543	13.317	13.44	13.885	13.345	13.915	13.873	13.411	13.863	13.696	13.666	14.37	14.063	14.205	14.778	13.578	13.865	13.581	14.565	14.296	13.354	13.627	14.384	
678.6913490_MZ	Ceramide (d18:0/26:0)	Un	1.0	None	None	None	None	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.	C44H89NO3		None	None	None	10.858	11.331	11.05	11.524	11.192	11.183	11.073	10.718	10.948	11.169	11.117	10.842	10.78	11.227	11.858	10.808	10.834	10.984	11.015	10.939	11.275	10.922	11.014	11.05	11.21	11.162	11.253	11.036	10.999	10.765	11.855	10.947	10.902	10.931	11.402	11.124	10.923	10.874	10.979	
679.6246213_MZ	Diglyceride (16:0/24:0/0:0)	Un	1.0	None	None	None	None	DG(16:0/24:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:0/24:0/0:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the lignoceric acid moiety is derived from groundnut oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C43H84O5		None	None	None	7.612	6.952	9.103	8.962	10.39	7.215	
680.4936384_MZ	Phosphatidylethanolamine (15:0/P-16:0)	Un	1.0	None	None	None	None	PE(15:0/P-16:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(15:0/P-16:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C36H72NO7P		None	None	None	11.694	10.882	10.265	11.386	12.032	11.12	12.143	12.087	10.785	11.458	11.067	10.722	12.15	10.604	12.012	12.671	10.26	12.0	10.543	9.76	11.044	11.578	11.197	10.762	10.629	10.806	12.093	10.94	11.332	12.489	12.928	12.251	11.296	10.148	10.913	11.707	10.449	10.691	10.87	
683.5038432_MZ	Diglyceride (18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0)	Un	1.0	None	None	None	None	DG(18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the docosahexaenoic acid moiety is derived from fish oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C43H68O5		None	None	None	12.539	12.599	12.151	11.677	12.815	12.174	13.158	13.032	12.79	11.957	12.031	12.756	12.348	11.635	11.966	13.147	12.062	12.99	11.98	11.149	11.945	12.493	12.262	12.774	11.341	11.424	13.772	11.595	12.062	12.768	12.06	12.96	13.179	12.61	10.844	12.546	12.441	12.307	12.606	
687.5390396_MZ	Diglyceride (18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0)	Un	1.0	None	None	None	None		C43H72O5		None	None	None	15.427	14.606	15.166	14.828	15.531	14.584	15.714	15.787	15.352	14.978	15.06	15.478	15.578	14.703	13.991	15.871	14.491	15.564	14.781	14.942	14.966	14.911	14.71	14.996	15.141	14.454	15.749	14.545	14.503	15.072	14.732	15.533	15.796	14.399	13.868	14.758	15.019	15.139	14.731	
688.4906140_MZ	Phosphatidylcholine (14:1(9Z)/15:0)	Un	1.0	None	None	None	None	PC(14:1(9Z)/15:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:1(9Z)/15:0), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the pentadecanoic acid moiety is derived from dairy products and milk fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C37H72NO8P		None	None	None	12.142	11.9	11.989	12.362	12.344	11.412	12.289	12.028	12.168	11.636	12.521	12.237	12.643	11.723	11.217	12.236	11.525	11.68	11.57	11.295	12.38	11.751	12.011	12.169	11.849	12.103	11.977	10.544	12.28	11.986	12.778	12.1	11.084	11.755	11.12	11.7	11.625	11.561	11.189	
690.5060612_MZ	Phosphatidylcholine (14:0/15:0)	Un	1.0	None	None	None	None	PC(14:0/15:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/15:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the pentadecanoic acid moiety is derived from dairy products and milk fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C37H74NO8P		None	None	None	11.188	10.783	10.955	10.935	11.43	10.615	11.478	11.753	10.758	10.896	11.302	11.598	12.663	11.052	10.633	11.292	10.374	11.041	10.011	10.469	11.243	10.483	10.928	10.853	10.685	10.88	11.22	9.611	10.8	11.123	11.396	10.919	10.444	9.922	9.808	10.155	10.515	11.215	10.118	
695.1144887_MZ	Diadenosine diphosphate	Un	1.0	None	None	None	None	Diadenosine diphosphate is a member of the diadenosine polyphosphates. Diadenosine diphosphate is typically synthesized from ADP-ribosyl cyclases. Diadenosine polyphosphates are members of a group of dinucleoside polyphosphates that are ubiquitous, naturally occurring molecules. They form a recently identified class of compounds derived from ATP and consist of two adenosine molecules bridged by up to six phosphate groups. These compounds are stored in high concentrations in platelet dense granules and are released when platelets become activated. Some of the compounds promote platelet aggregation, while others are inhibitory. Possible roles as neurotransmitters, extracellular signalling molecules or 'alarmones' secreted by cells in response to physiologically stressful stimuli have been postulated. Recent studies suggest a role for these compounds in atrial and synaptic neurotransmission. Studies using isolated mesenteric arteries indicate an important role of phosphate chain length in determining whether diadenosine polyphosphates produce vasodilatation or vasoconstriction, but in the coronary circulation, diadenosine polyphosphates generally produce vasodilatation via mechanisms thought to involve release of NO or prostacyclin (PGI2). They produce cardiac electrophysiological effects by altering ventricular refractoriness at submicromolar concentrations and reduce heart rate. Mechanisms involving KATP channels have been proposed in addition to the involvement of P1- and P2-purinergic receptors and the specific diadenosine polyphosphate receptor identified on isolated cardiac myocytes. Clinical evidence suggests a role for diadenosine polyphosphates in hypertensive patients and those with the Chediak-Higashi syndrome. (PMID: 10434992).	C20H26N10O13P2		None	None	None	12.011	11.643	11.721	11.309	11.486	12.019	11.989	11.718	11.783	11.446	11.288	11.74	11.428	11.749	12.334	11.824	11.711	11.572	12.009	11.734	11.442	11.707	11.846	11.469	11.818	11.73	11.942	11.922	11.817	11.871	11.026	11.773	11.654	12.018	12.266	12.115	11.587	11.489	11.312	
697.2577712_MZ	Pentacarboxylporphyrin I	Un	1.0	None	None	None	None	Pentacarboxylporphyrin I is a bile product that arises from the conversion of Pentacarboxylporphyrinogen I to Pentacarboxylporphyrin I by porphyrinogen carboxy-lyase (EC 4.1.1.37).	C37H38N4O10		None	None	None	8.089	8.34	9.026	8.278	9.406	9.529	7.666	9.094	9.03	8.147	9.144	9.411	8.573	9.192	10.4	6.434	8.676	8.414	7.949	8.068	8.369	6.88	8.72	8.355	8.721	8.984	8.693	7.888	8.984	7.218	8.5	8.558	8.632	8.148	7.772	8.567	8.648	8.18	6.823	
697.6123520_MZ	Diglyceride (16:0/24:1(15Z)/0:0)	Un	1.0	None	None	None	None	DG(16:0/24:1(15Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:0/24:1(15Z)/0:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the nervonic acid moiety is derived from fish oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C43H82O5		None	None	None	9.791	9.828	8.963	9.786	9.561	9.728	10.478	8.664	8.692	8.236	9.435	10.886	8.493	9.946	11.274	10.879	8.762	10.143	9.978	8.418	9.771	10.087	9.137	9.06	8.294	9.704	10.695	7.755	9.237	9.958	9.45	9.388	7.161	9.522	9.611	8.655	8.119	9.204	
698.2099964_MZ	Pteroyltriglutamic acid	Un	1.0	None	None	None	None	Pteroyltriglutamic acid is a crystalline conjugate of folic acid containing three molecules of glutamic acid instead of one and having the general properties of a polypeptide. (http://medical-dictionary.thefreedictionary.com/pteropterin). As a measure of enterocyte function, the deconjugation of Pteroylpolyglutamic acid (pteroyl-L-glutamyl-gamma-L-glutamyl-gamma-L-glutamic acid) to folic acid and subsequent active absorption was measured in 19 patients with progressive systemic sclerosis and compared with 14 controls. The absorption step of folic acid was identical in the two groups, while deconjugation of pteroyl-L-glutamyl-gamma-L-glutamyl-gamma-L-glutamic acid was significantly decreased in the patients with progressive systemic sclerosis. This observation suggests a primary epithelial defect of the small intestine in patients with progressive systemic sclerosis. (PMID 3583071). Glutamyl hydrolase cleaves the poly-g-glutamate chain folate and antifolate poly-g-glutamates. Its cellular location is lysosomal with large amts. of the enzyme constitutively secreted. The highest levels of glutamyl hydrolase mRNA in humans is found in the liver and kidney. (PMID: 10598552).	C29H33N9O12		None	None	None	11.728	11.848	11.863	12.558	11.784	11.911	11.985	11.552	11.705	12.81	11.831	11.404	12.056	12.367	13.007	11.754	12.019	11.932	11.426	11.79	11.599	11.905	12.944	11.734	11.674	12.411	11.664	12.044	11.825	11.428	12.948	11.877	11.927	11.727	11.796	11.808	12.01	11.577	11.901	
698.4367440_MZ	Phosphatidylserine (14:0/14:0)	Un	1.0	None	None	None	None	PS(14:0/14:0) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(14:0/14:0), in particular, consists of two chains of myristic acid both at the C-1 position and the C-2 position. The myristic acid moiety is derived from nutmeg and butter. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C34H66NO10P		None	None	None	10.607	11.972	12.088	12.12	13.113	13.229	11.778	10.635	12.588	12.851	13.789	12.388	11.932	12.521	10.637	9.272	10.755	9.896	10.675	12.114	12.822	9.837	11.615	12.327	11.954	11.623	10.859	11.192	13.289	11.536	11.645	10.306	12.284	10.871	11.746	11.452	12.128	13.144	11.436	
698.5115240_MZ	Phosphatidylethanolamine (16:1(9Z)/P-18:1(11Z))	Un	1.0	None	None	None	None	PE(16:1(9Z)/P-18:1(11Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:1(9Z)/P-18:1(11Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C39H74NO7P		None	None	None	12.268	12.209	12.3	12.354	11.688	11.468	12.376	12.165	12.421	10.953	12.11	12.732	12.586	11.482	11.565	12.617	11.498	12.522	12.083	11.451	12.216	11.911	12.097	12.104	11.913	12.341	12.566	11.259	11.779	12.46	12.15	12.044	11.548	11.778	11.065	11.929	11.549	12.24	11.632	
698.5549652_MZ	Galactosylceramide (d18:1/16:0)	Un	1.0	None	None	None	None	Galactosylceramides (GalCer) are non-acidic monoglycosphingolipids, i.e. a sphingolipid with one carbohydrate moiety attached to a ceramide unit. They are an intermediate in sphingolipid metabolism and is the second to last step in the synthesis of digalactosylceramidesulfate. GalCer is generated from ceramide via the enzyme UDP-galactose ceramide galactosyltransferase [EC:2.4.1.47]. It can be converted to digalactosylceramide via the enzyme glycosyltransferases [EC 2.4.1.-]. Galactosylceramide is the principal glycosphingolipid in brain tissue, hence the trivial name cerebroside, which was first conferred on it in 1874. Galactosylceramides are found in all nervous tissues, but they can amount to 2% of the dry weight of grey matter and 12% of white matter. They are major constituents of oligodendrocytes. Synthesis of galactosylceramide takes place on the lumenal surface of the endoplasmic reticulum, although it has free access to the cytosolic surface by an energy-independent flip-flop process. GalCer sits in the extracellular leaflet of cell membranes in nanometer sized domains or rafts. The local clustering of GalCer within rafts is thought to facilitate the initial adhesion of certain viruses, including HIV-1 and bacteria to cells through multivalent interactions between receptor proteins and GalCer. A defect in the degradation of cerbrosides leads to a disorder called Krabbe disease. Krabbe disease (also known as globoid cell leukodystrophy or galactosylceramide lipidosis) is a rare, often fatal degenerative disorder that affects the myelin sheath of the nervous system. Krabbe disease is caused by mutations in the GALC gene, which causes a deficiency of galactosylceramidase. Infants with Krabbe disease are normal at birth. Symptoms begin between the ages of 3 and 6 months with irritability, fevers, limb stiffness, seizures, feeding difficulties, vomiting, and slowing of mental and motor development. There are also juvenile- and adult-onset cases of Krabbe disease, which have similar symptoms but slower progression. In infants, the disease is generally fatal before age 2. Patients with late-onset Krabbe disease tend to have a slower progression of the disease and live significantly longer.Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes. Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids. Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease.	C40H77NO8		None	None	None	13.999	11.369	12.705	11.564	13.369	11.302	12.537	13.532	12.17	11.651	12.452	12.524	13.825	12.646	10.841	12.572	11.685	12.52	11.965	11.327	12.366	11.874	11.71	12.229	12.358	12.332	12.406	11.598	11.97	12.186	11.809	12.618	12.06	10.941	11.517	11.592	11.735	12.066	11.59	
699.4945604_MZ	Phosphatidic acid (18:0/18:2(9Z,12Z))	Un	1.0	None	None	None	None	PA(18:0/18:2(9Z,12Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/18:2(9Z,12Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the linoleic acid moiety is derived from seed oils. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. Indeed, the concentration of phosphatidic acids is often over-estimated in tissues and biofluids as it can arise by inadvertent enzymatic hydrolysis during inappropriate storage or extraction conditions during analysis. The main biosynthetic route of phosphatidic acid in animal tissues involves sequential acylation of alpha-glycerophosphate by acyl-CoA derivatives of fatty acids. PAs are biologically active lipids that can stimulate a large range of responses in many different cell types, such as platelet aggregation, smooth muscle contraction, in vivo vasoactive effects, chemotaxis, expression of adhesion molecules, increased tight junction permeability of endothelial cells, induction of stress fibres, modulation of cardiac contractility, and many others. Diacylglycerols (DAGs) can be converted to PAs by DAG kinases and indirect evidence supports the notion that PAs alter the excitability of neurons. Phospholipase Ds (PLDs), which catalyze the conversion of glycerolphospholipids, particularly phosphatidylcholine, to PAs and the conversion of N-arachidonoyl-phosphatidylethanolamine (NAPE) to anandamide and PAs are activated by several inflammatory mediators including bradykinin, ATP and glutamate. PAs activate downstream signaling pathways such as PKCs and mitogen-activated protein kinases (MAPKs), which are linked to an increase in sensitivity of sensory neurons either during inflammation or in chronic pain models. Circumstantial evidence that PAs are converted to DAGs. (PMID: 12618218, 16185776).	C39H73O8P		None	None	None	15.374	15.017	15.16	16.095	15.163	14.48	15.681	15.499	15.334	14.858	15.304	16.113	14.882	14.569	14.646	15.727	14.278	15.488	15.117	14.503	14.793	15.053	15.229	14.857	15.262	15.094	15.415	14.63	14.897	15.602	16.62	15.42	14.877	14.663	14.506	15.011	15.111	14.965	14.39	
699.6447756_MZ	Cholesterol Ester (20:0)	Un	1.0	None	None	None	None	CE(20:0) is a cholesterol fatty acid ester or simply a cholesterol ester (CE). Cholesterol esters are cholesterol molecules with long-chain fatty acids linked to the hydroxyl group. They are much less polar than free cholesterol and appear to be the preferred form for transport in plasma and for storage. Cholesterol esters do not contribute to membranes but are packed into intracellular lipid particles or lipoprotein particles. Because of the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of C18 fatty acids. Cholesterol esters are major constituents of the adrenal glands and they also accumulate in the fatty lesions of atherosclerotic plaques. Cholesterol esters are also major constituents of the lipoprotein particles carried in blood (HDL, LDL, VLDL). The cholesterol esters in high-density lipoproteins (HDL) are synthesized largely by transfer of fatty acids to cholesterol from position sn-2 (or C-2) of phosphatidylcholine catalyzed by the enzyme lecithin cholesterol acyl transferase (LCAT). The enzyme also promotes the transfer of cholesterol from cells to HDL. As cholesterol esters accumulate in the lipoprotein core, cholesterol is removed from its surface thus promoting the flow of cholesterol from cell membranes into HDL. This in turn leads to morphological changes in HDL, which grow and become spherical. Subsequently, cholesterol esters are transferred to the other lipoprotein fractions LDL and VLDL, a reaction catalyzed by cholesteryl ester transfer protein. Another enzyme, acyl-CoA:cholesterol acyltransferase (ACAT) synthesizes cholesterol esters from CoA esters of fatty acids and cholesterol. Cholesterol ester hydrolases liberate cholesterol and free fatty acids when required for membrane and lipoprotein formation, and they also provide cholesterol for hormone synthesis in adrenal cells.	C47H84O2		None	None	None	9.175	8.627	6.226	
703.6163677_MZ	Diglyceride (18:1(11Z)/24:1(15Z)/0:0)	Un	1.0	None	None	None	None	DG(18:1(11Z)/24:1(15Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:1(11Z)/24:1(15Z)/0:0), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the nervonic acid moiety is derived from fish oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C45H84O5		None	None	None	9.648	9.467	9.303	8.965	5.805	8.584	10.454	10.271	7.354	8.386	7.94	9.048	8.573	8.078	10.161	10.476	7.755	9.19	7.39	5.789	8.634	10.083	8.368	8.376	6.641	8.563	9.606	8.497	9.054	9.398	9.848	7.425	7.835	6.63	5.011	9.237	8.184	8.62	7.925	
705.6325794_MZ	Diglyceride (18:0/24:1(15Z)/0:0)	Un	1.0	None	None	None	None	DG(18:0/24:1(15Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:0/24:1(15Z)/0:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the nervonic acid moiety is derived from fish oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C45H86O5		None	None	None	8.155	7.429	9.14	8.582	9.763	5.226	8.291	7.755	9.347	8.632	5.346	7.084	9.296	5.014	5.718	8.884	5.629	8.662	8.636	8.418	8.418	7.176	10.467	6.102	7.933	5.173	6.956	8.321	4.597	7.914	8.261	
706.2379919_MZ	(a-D-mannosyl)2-b-D-mannosyl-N-acetylglucosamine	Un	1.0	None	None	None	None	(alpha-D-mannosyl)2-beta-D-mannosyl-N-acetylglucosamine is an intermediate in aminosugars metabolism. It is substrate of Lysosomal alpha-mannosidase.	C26H45NO21, Lacto-N-tetraose, Neolactotetraose, Alpha-D-Manp-(1 -> 2)-a-D-Manp-(1 -> 2)-a-D-Manp-(1 -> 3)-b-D-Manp-(1 -> 4)-D-GlcNAcp		None	None	None	9.533	9.979	9.686	10.801	9.771	10.545	9.091	8.557	9.49	10.029	10.054	8.075	9.884	9.986	9.766	9.631	10.306	10.009	10.107	9.44	9.563	9.835	9.497	10.405	10.192	10.475	8.591	9.275	9.737	9.701	10.006	10.173	9.504	9.512	8.517	10.465	9.605	8.729	8.364	
706.5243422_MZ	Phosphatidylcholine (14:1(9Z)/P-16:0)	Un	1.0	None	None	None	None	PC(14:1(9Z)/P-16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:1(9Z)/P-16:0), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C38H74NO7P		None	None	None	9.828	9.51	8.889	9.521	10.184	9.857	10.75	11.006	8.487	9.57	8.485	9.079	10.58	8.554	10.054	10.019	7.164	10.637	8.656	8.097	8.583	8.825	9.164	8.531	5.797	8.032	10.891	7.98	8.728	9.965	10.333	11.028	10.22	8.075	9.205	9.676	8.772	8.168	8.802	
710.4634302_MZ	Phosphatidylethanolamine (14:0/20:4(5Z,8Z,11Z,14Z))	Un	1.0	None	None	None	None	PE(14:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(14:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	C39H70NO8P		None	None	None	12.912	12.282	13.205	13.274	14.03	13.291	13.992	13.804	13.436	13.115	13.531	13.024	13.245	13.138	12.553	12.671	12.706	12.777	12.475	12.344	13.776	12.568	13.945	13.172	12.461	13.528	13.271	11.352	14.383	13.866	13.965	13.654	12.453	11.937	11.315	12.171	12.748	13.242	12.466	
712.4892099_MZ	Phosphatidylethanolamine (14:0/20:3(5Z,8Z,11Z))	Un	1.0	None	None	None	None	PE(14:0/20:3(5Z,8Z,11Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(14:0/20:3(5Z,8Z,11Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of mead acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	C39H72NO8P		None	None	None	13.958	14.252	14.94	14.875	14.689	13.255	14.676	14.263	14.894	13.355	14.208	14.554	13.979	14.076	13.57	13.948	14.224	14.268	13.638	13.498	14.704	13.609	14.748	14.673	13.987	14.895	14.397	12.574	13.924	14.57	14.89	14.104	13.027	14.18	12.902	13.655	13.639	14.062	13.565	
713.5494699_MZ	Diglyceride (20:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0)	Un	1.0	None	None	None	None	DG(20:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(20:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the docosahexaenoic acid moiety is derived from fish oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C45H74O5		None	None	None	11.414	10.908	11.126	11.08	11.718	10.96	12.069	12.445	11.481	10.776	10.998	11.192	11.986	10.496	10.453	12.048	10.647	11.781	10.575	10.807	11.337	11.134	11.216	11.242	10.618	10.747	12.156	10.307	10.433	11.331	10.837	12.271	12.003	10.852	9.766	11.113	11.47	11.256	10.859	
714.5069361_MZ	Phosphatidylethanolamine (14:0/20:2(11Z,14Z))	Un	1.0	None	None	None	None	PE(14:0/20:2(11Z,14Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(14:0/20:2(11Z,14Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	C39H74NO8P		None	None	None	16.991	18.522	18.82	18.466	17.247	16.348	17.873	16.916	18.481	16.822	17.683	18.901	17.427	17.498	16.926	16.939	17.786	18.112	17.351	17.223	18.169	16.996	18.194	18.068	17.66	18.397	18.058	16.296	17.063	18.32	18.289	16.985	16.126	17.735	16.585	16.579	17.029	17.799	17.203	
716.5193608_MZ	Phosphatidylcholine (15:0/16:1(9Z))	Un	1.0	None	None	None	None	PC(15:0/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(15:0/16:1(9Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C39H76NO8P		None	None	None	15.996	16.522	16.631	16.634	16.201	15.014	16.443	16.187	16.526	15.376	16.296	17.192	17.098	15.709	15.262	16.167	15.829	16.341	15.629	15.94	16.499	15.902	16.297	16.101	16.57	16.351	16.356	15.062	15.569	16.372	16.529	16.001	15.351	15.975	14.931	15.556	15.864	16.061	15.497	
717.4825155_MZ	Phosphatidylglycerol16:1(9Z)/16:1(9Z))	Un	1.0	None	None	None	None		C38H71O10P		None	None	None	12.349	12.512	12.379	12.622	12.732	12.097	12.734	12.512	12.639	12.196	12.672	12.724	12.194	12.13	12.161	12.607	11.8	12.46	12.159	11.667	12.505	12.161	12.474	12.293	12.157	12.356	12.545	11.358	12.653	12.81	12.931	12.455	11.811	11.888	11.275	12.104	11.881	12.258	11.856	
717.5919945_MZ	Cholesterol ester (22:5(4Z,7Z,10Z,13Z,16Z))	Un	1.0	None	None	None	None	CE(22:5(4Z,7Z,10Z,13Z,16Z)) is a cholesterol fatty acid ester or simply a cholesterol ester (CE). Cholesterol esters are cholesterol molecules with long-chain fatty acids linked to the hydroxyl group. They are much less polar than free cholesterol and appear to be the preferred form for transport in plasma and for storage. Cholesterol esters do not contribute to membranes but are packed into intracellular lipid particles or lipoprotein particles. Because of the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of C18 fatty acids. Cholesterol esters are major constituents of the adrenal glands and they also accumulate in the fatty lesions of atherosclerotic plaques. Cholesterol esters are also major constituents of the lipoprotein particles carried in blood (HDL, LDL, VLDL). The cholesterol esters in high-density lipoproteins (HDL) are synthesized largely by transfer of fatty acids to cholesterol from position sn-2 (or C-2) of phosphatidylcholine catalyzed by the enzyme lecithin cholesterol acyl transferase (LCAT). The enzyme also promotes the transfer of cholesterol from cells to HDL. As cholesterol esters accumulate in the lipoprotein core, cholesterol is removed from its surface thus promoting the flow of cholesterol from cell membranes into HDL. This in turn leads to morphological changes in HDL, which grow and become spherical. Subsequently, cholesterol esters are transferred to the other lipoprotein fractions LDL and VLDL, a reaction catalyzed by cholesteryl ester transfer protein. Another enzyme, acyl-CoA:cholesterol acyltransferase (ACAT) synthesizes cholesterol esters from CoA esters of fatty acids and cholesterol. Cholesterol ester hydrolases liberate cholesterol and free fatty acids when required for membrane and lipoprotein formation, and they also provide cholesterol for hormone synthesis in adrenal cells.	C49H78O2		None	None	None	10.346	9.732	10.37	9.974	10.484	9.63	11.205	10.87	9.938	9.607	10.225	10.876	10.462	10.051	10.227	10.568	9.507	10.744	9.008	9.005	9.947	9.725	10.051	9.21	9.944	10.04	10.593	7.957	9.232	10.09	10.419	9.944	10.023	9.43	9.562	9.29	9.881	10.13	10.179	
718.4856490_MZ	Phosphatidylethanolamine (15:0/18:3(6Z,9Z,12Z))	Un	1.0	None	None	None	None		C38H70NO8P		None	None	None	11.368	11.371	11.584	11.637	12.013	11.279	11.927	11.841	11.678	11.254	11.781	11.861	11.096	11.4	11.393	11.588	10.881	11.526	11.145	10.648	11.547	10.936	11.674	11.279	11.122	11.322	11.809	10.332	11.45	11.826	12.044	11.553	10.956	10.887	10.409	11.105	10.75	11.41	10.733	
719.6133733_MZ	Cholesterol Ester with formula C49H80O2	Un	1.0	None	None	None	None	Cholesteryl docosatetraenoic acid is a cholesteryl ester. A cholesteryl ester is an ester of cholesterol. Fatty acid esters of cholesterol constitute about two-thirds of the cholesterol in the plasma. Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. The accumulation of cholesterol esters in the arterial intima (the innermost layer of an artery, in direct contact with the flowing blood) is a characteristic feature of atherosclerosis. Atherosclerosis is a disease affecting arterial blood vessels. It is a chronic inflammatory response in the walls of arteries, in large part to the deposition of lipoproteins (plasma proteins that carry cholesterol and triglycerides). Docosatetraenoic acid is one of the main polyunsaturated fatty acids (PUFA) present in the brain, a lipid-rich organ containing mostly complex polar phospholipids, sphingolipids, gangliosides and cholesterol. Cholesteryl docosatetraenoic acid has been found in triglycerides-rich cells such as monocyte-derived macrophages. Docosatetraenoic acid is increased in plasma in children with protein-calorie malnutrition (PCM). (PMID: 17392137, 10424250, 9162758).	C49H80O2		None	None	None	7.667	8.302	7.394	7.119	6.649	8.099	9.972	7.389	7.827	8.307	8.752	7.423	7.462	6.92	9.431	4.436	6.653	8.199	6.239	7.409	8.203	5.042	6.222	8.15	4.598	6.321	7.621	7.031	7.283	6.092	7.498	
720.4908368_MZ	Phosphatidylethanolamine (18:4(6Z,9Z,12Z,15Z)/P-18:1(11Z))	Un	1.0	None	None	None	None	PE(18:4(6Z,9Z,12Z,15Z)/P-18:1(11Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:4(6Z,9Z,12Z,15Z)/P-18:1(11Z)), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C41H72NO7P		None	None	None	12.703	11.928	11.832	11.855	12.99	11.693	12.604	13.078	12.074	11.69	12.457	12.196	12.402	11.709	11.804	13.386	11.26	12.184	11.724	11.25	11.99	12.636	11.864	11.762	12.316	11.738	12.397	11.252	12.004	12.356	13.08	12.877	11.702	11.579	11.21	12.178	11.531	11.968	11.351	
721.5641629_MZ	Sphingomyelin with formula C39H79N2O6P	Un	1.0	None	None	None	None		C39H79N2O6P		None	None	None	15.156	14.342	15.077	14.824	15.386	14.173	15.319	15.284	15.279	14.805	15.042	15.366	15.534	14.77	13.682	15.354	14.364	15.502	14.672	15.08	14.833	14.514	14.609	14.746	15.298	14.347	15.032	14.354	14.289	14.856	14.361	14.939	15.445	14.203	13.737	14.337	14.919	15.119	14.404	
723.0419655_MZ	Molybdopterin-AMP	Un	1.0	None	None	None	None	Molybdopterin-AMP is involved in molybdenum cofactor biosynthesis. ATP reacts with molybdopterin to produce molybdopterin-AMP and diphosphate. Molybdopterin-AMP reacts with molybdate to produce molybdenum cofactor, AMP, and H2O.	C20H26N10O12P2S2		None	None	None	12.348	12.105	12.169	11.998	12.213	12.331	12.541	12.055	12.276	11.926	12.205	12.26	11.955	12.173	12.401	12.115	11.955	12.132	12.675	12.391	12.087	12.187	11.693	12.061	12.251	12.165	12.389	12.385	12.185	12.52	12.013	12.219	12.163	12.217	12.618	12.45	11.619	11.841	12.064	
726.5000186_MZ	Phosphatidylcholine (14:0/18:3(6Z_9Z_12Z))	Un	1.0	None	None	None	None	PC(14:0/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/18:3(6Z,9Z,12Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C40H74NO8P		None	None	None	13.927	13.865	14.743	14.424	15.222	13.404	15.05	14.954	14.409	13.553	13.886	14.602	14.207	14.07	13.784	14.201	13.849	14.618	13.657	13.397	14.115	13.528	14.526	13.603	14.033	14.108	14.535	12.883	13.536	14.766	14.796	14.307	13.926	13.501	12.698	13.499	13.752	13.974	13.494	
726.5421023_MZ	Phosphatidylethanolamine (18:1(11Z)/P-18:1(11Z))	Un	1.0	None	None	None	None	PE(18:1(11Z)/P-18:1(11Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:1(11Z)/P-18:1(11Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C41H78NO7P		None	None	None	12.89	12.506	13.088	12.897	12.767	11.606	13.283	13.195	12.881	11.916	12.69	13.214	13.506	12.119	12.452	12.986	12.236	13.123	12.413	12.254	12.794	12.591	12.715	12.394	12.569	12.577	12.997	11.744	12.097	13.243	13.278	12.592	12.057	12.056	12.38	12.347	12.053	12.575	12.212	
728.5233025_MZ	Phosphatidylcholine (14:0/18:2(9Z_12Z))	Un	1.0	None	None	None	None	PC(14:0/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/18:2(9Z,12Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C40H76NO8P		None	None	None	13.625	14.152	14.104	14.195	13.508	13.101	14.151	13.692	14.049	13.245	13.721	14.779	13.502	13.28	13.568	13.659	13.262	13.956	13.667	13.209	13.958	13.455	13.7	13.481	13.605	13.826	13.901	12.977	13.56	14.191	14.468	13.38	12.987	13.473	12.878	13.247	13.288	13.557	12.994	
729.5819173_MZ	Ubiquinol 8	Un	1.0	None	None	None	None	Ubiquinol 8 is a ubiquinol in which the polyprenyl substituent is octaprenyl. Ubiquinol-8 is the reduced form of Ubiquinone-8. Ubiquinone (also known as coenzyme Q) is an isoprenoid quinone that functions as an electron carrier in membranes. In eukaryotes ubiquinone is found mostly within the inner mitochondrial membrane, where it functions in respiratory electron transport, transferring two electrons from either complex I (NADH dehydrogenase) or complex II (succinate-ubiquinone reductase) to complex III (bc1 complex). The quinone nucleus of ubiquinone is derived directly from 4-hydroxybenzoate, while the isoprenoid subunits of the polyisoprenoid tail are synthesized via the methylerythritol phosphate pathway, which feeds isoprene units into the Polyprenyl Biosynthesis pathways. The number of isoprenoid subunits in the ubiquinone side chain vary in different species. For example, Saccharomyces cerevisiae has 6 such subunits, Escherichia coli K-12 has 8, rat and mouse have 9, and Homo sapiens has 10. Ubiquinol-8 is effective as an anti-oxidant. By donating one of its hydrogen atoms to become the free-radical semiquinone (.Q-), it can neutralize a lipid peroxyl radical. The free-radical semiquinone is then restored to a non-free-radical state by the respiratory chain Q cycle. ubiquinol or the free-radical semiquinone can also regenerate the Vitamin E tocopheroxyl radical by electron donation (http://www.benbest.com/nutrceut/CoEnzymeQ.html).	C49H78O4		None	None	None	10.916	10.353	11.221	10.717	10.501	10.141	11.668	11.15	10.906	10.164	10.566	10.957	10.625	10.453	11.474	11.199	10.61	11.59	10.139	9.347	10.752	10.504	10.293	10.547	10.094	10.813	11.618	8.672	10.25	11.337	11.101	10.434	9.83	10.015	9.049	9.71	10.746	10.667	10.13	
730.4649315_MZ	Phosphatidylserine (14:0/18:2(9Z_12Z))	Un	1.0	None	None	None	None	PS(14:0/18:2(9Z,12Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(14:0/18:2(9Z,12Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the linoleic acid moiety is derived from seed oils. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C38H70NO10P		None	None	None	11.04	12.079	12.283	12.237	12.768	12.875	12.167	10.843	12.522	12.416	13.355	12.52	11.976	12.455	11.736	10.408	11.259	10.351	11.232	11.896	12.835	10.211	12.091	12.233	11.811	12.151	11.223	10.998	12.97	11.828	12.2	11.032	11.788	11.267	11.749	11.466	12.078	12.574	11.378	
730.5371018_MZ	Phosphatidylcholine (14:0/18:1(11Z))	Un	1.0	None	None	None	None	PC(14:0/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/18:1(11Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C40H78NO8P		None	None	None	12.771	12.835	12.689	12.797	12.643	12.13	13.023	13.001	12.859	12.269	12.775	13.439	12.959	12.598	12.32	12.915	12.057	12.882	12.559	12.358	12.859	12.406	12.531	12.304	12.427	12.526	12.83	11.808	12.408	12.858	12.971	12.607	12.102	12.227	11.462	12.367	12.194	12.317	11.972	
731.6133888_MZ	Sphingomyelin with formula C41H85N2O6P	Un	1.0	None	None	None	None	Sphingomyelin (d18:0/18:0) or SM(d18:0/18:0) is a type of sphingolipid found in animal cell membranes, especially in the membranous myelin sheath which surrounds some nerve cell axons. It usually consists of phosphorylcholine and ceramide. In humans, sphingomyelin is the only membrane phospholipid not derived from glycerol. Like all sphingolipids, SPH has a ceramide core (sphingosine bonded to a fatty acid via an amide linkage). In addition it contains one polar head group, which is either phosphocholine or phosphoethanolamine. The plasma membrane of cells is highly enriched in sphingomyelin and is considered largely to be found in the exoplasmic leaflet of the cell membrane. However, there is some evidence that there may also be a sphingomyelin pool in the inner leaflet of the membrane. Moreover, neutral sphingomyelinase-2 - an enzyme that breaks down sphingomyelin into ceramide has been found to localise exclusively to the inner leaflet further suggesting that there may be sphingomyelin present there. Sphingomyelin can accumulate in a rare hereditary disease called Niemann-Pick Disease, types A and B. Niemann-Pick disease is a genetically-inherited disease caused by a deficiency in the enzyme Sphingomyelinase, which causes the accumulation of Sphingomyelin in spleen, liver, lungs, bone marrow, and the brain, causing irreversible neurological damage. SMs play a role in signal transduction. Sphingomyelins are synthesized by the transfer of phosphorylcholine from phosphatidylcholine to a ceramide in a reaction catalyzed by sphingomyelin synthase.	C41H85N2O6P		None	None	None	8.406	8.048	7.142	7.99	7.336	8.595	9.711	8.226	9.639	5.147	6.886	8.024	6.407	8.572	7.961	7.529	8.734	6.992	3.542	7.725	8.73	7.098	5.791	7.917	8.212	9.311	9.843	6.794	7.608	7.988	8.503	7.874	7.984	7.787	
731.6568447_MZ	Diglyceride (20:1(11Z)/24:1(15Z)/0:0)	Un	1.0	None	None	None	None		C47H88O5		None	None	None	7.833	8.164	8.673	6.864	6.337	5.76	8.103	9.342	7.341	7.344	8.719	7.998	7.455	2.85	7.815	6.792	8.109	7.922	7.868	8.009	8.329	7.553	7.164	8.528	7.658	8.524	8.204	6.861	8.141	8.136	8.36	7.976	7.075	8.428	8.009	7.819	8.227	7.886	
732.4872052_MZ	Phosphatidylserine (14:0/18:1(9Z))	Un	1.0	None	None	None	None	PS(14:0/18:1(9Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(14:0/18:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of oleic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C38H72NO10P		None	None	None	11.236	11.452	11.899	11.625	12.102	12.024	12.15	11.768	11.85	11.364	12.102	11.799	11.866	11.75	11.176	11.164	11.182	11.339	10.876	10.919	11.728	10.866	11.677	11.413	11.283	11.575	11.536	10.437	11.829	11.876	11.972	11.44	11.279	11.257	10.917	11.044	11.196	11.543	10.793	
733.6960226_MZ	Cholesterol ester (24:1(15Z))	Un	1.0	None	None	None	None		C51H90O2		None	None	None	7.84	8.027	8.912	8.241	8.276	7.73	7.108	9.662	7.624	7.369	5.803	7.464	8.768	8.391	9.542	4.862	7.06	8.698	8.542	7.174	7.63	7.701	9.583	8.035	8.608	8.503	6.323	8.014	7.666	7.471	9.711	7.008	7.235	8.132	8.743	8.26	7.649	7.243	8.794	
735.5344384_MZ	Diglyceride (22:4(7Z_10Z_13Z_16Z)/22:6(4Z_7Z_10Z_13Z_16Z_19Z)/0:0)	Un	1.0	None	None	None	None	DG(22:4(7Z,10Z,13Z,16Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(22:4(7Z,10Z,13Z,16Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0), in particular, consists of one chain of adrenic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The adrenic acid moiety is derived from animal fats, while the docosahexaenoic acid moiety is derived from fish oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C47H72O5		None	None	None	12.912	10.846	11.962	11.635	12.746	11.467	12.268	12.635	11.581	11.781	11.658	11.869	13.173	12.124	11.461	11.451	11.067	11.966	10.818	10.581	11.794	10.724	11.403	11.645	11.272	11.736	12.061	10.75	11.453	11.626	13.045	11.997	11.475	10.342	11.485	11.077	10.786	11.559	10.774	
736.2740351_MZ	5-Methyltetrahydropteroyltri-L-glutamate	Un	1.0	None	None	None	None	5-Methyltetrahydropteroyltri-L-glutamate is formed under reaction between carbonyl group of 5-Methyltetrahydropteroate and amine group on one end of three replicates of glutamate. It is involved in several pathways such as tetrahydrofolate biosynthesis II, methionine biosynthesis I,II,III as a product of enzymatic reduction; while in pathways folate polyglutamylation I and carbon tetrachloride degradation II as a product of enzymatic oxidation. In humans, this compound is produced by the bacteria in the gut and may be found in feces or urine.	C30H39N9O12		None	None	None	9.391	9.668	9.225	11.715	9.922	10.512	8.797	9.371	9.377	10.479	10.826	8.755	9.796	9.897	8.867	9.938	10.464	9.516	10.551	9.294	10.538	10.603	8.851	10.889	7.808	10.371	9.706	7.908	9.873	9.916	9.568	10.49	8.429	8.489	8.09	10.688	8.924	9.282	9.063	
738.5072510_MZ	Phosphatidylcholine (15:0/18:4(6Z_9Z_12Z_15Z))	Un	1.0	None	None	None	None		C41H74NO8P		None	None	None	19.783	19.827	20.132	19.72	19.973	18.448	20.234	19.857	20.13	18.947	19.803	20.473	19.275	19.331	18.816	19.83	19.168	20.375	19.641	19.332	19.82	19.464	19.805	19.617	19.699	19.75	20.548	18.81	19.016	20.087	20.253	19.938	19.225	19.258	19.039	19.14	19.297	19.79	19.187	
740.5214468_MZ	Phosphatidylcholine (15:0/18:3(6Z_9Z_12Z))	Un	1.0	None	None	None	None	PC(15:0/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(15:0/18:3(6Z,9Z,12Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C41H76NO8P		None	None	None	17.949	17.938	18.218	18.145	18.005	16.768	18.364	17.921	18.451	16.989	17.965	18.795	17.753	17.348	17.461	17.83	17.379	18.14	17.944	17.642	18.394	17.714	18.054	17.944	17.919	18.328	18.352	17.227	17.551	18.404	18.294	17.831	17.061	17.858	17.242	17.725	17.308	17.83	17.266	
741.2442107_MZ	Hexacarboxylporphyrin I	Un	1.0	None	None	None	None	Hexacarboxylporphyrin I is a bile product that arises from the conversion of Hexacarboxylporphyrinogen I to Hexacarboxylporphyrin I by porphyrinogen carboxy-lyase (EC 4.1.1.37).	C38H38N4O12, Porphinehexacarboxylic acid, Hexacarboxylporphyrin III		None	None	None	6.354	7.691	8.715	7.601	9.018	9.189	9.064	7.997	9.007	9.483	8.69	7.247	9.005	9.144	8.696	8.827	9.195	8.413	7.977	8.409	8.227	6.367	8.841	8.67	8.289	9.763	7.568	8.359	8.677	8.351	8.763	8.486	8.708	8.384	8.173	8.964	9.077	9.16	7.673	
741.4358278_MZ	Octaprenyl diphosphate	Un	1.0	None	None	None	None	Octaprenyl diphosphate is the precursor for the side chain of the isoprenoid quinones ubiquinone and menaquinone. It is a substrate of enzyme trans-octaprenyltranstransferase [EC 2.5.1.11] in biosynthesis of steroids pathway (KEGG).	C40H68O7P2		None	None	None	12.546	12.686	12.868	12.999	13.259	13.028	12.886	12.873	12.897	12.81	13.587	12.185	12.971	12.718	11.95	12.347	11.922	12.157	11.965	11.808	12.951	12.469	12.515	12.843	12.434	12.798	12.579	11.407	13.526	13.973	12.795	12.261	12.117	11.82	11.754	12.493	12.39	12.697	11.919	
742.5086581_MZ	Phosphatidylethanolamine (18:3(6Z_9Z_12Z)/P-18:1(11Z))	Un	1.0	None	None	None	None	PE(18:3(6Z,9Z,12Z)/P-18:1(11Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:3(6Z,9Z,12Z)/P-18:1(11Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C41H74NO7P		None	None	None	13.499	13.818	14.118	13.901	14.602	13.099	13.979	13.606	13.853	13.004	14.126	13.967	13.456	13.283	13.599	13.749	13.125	13.755	13.381	13.433	13.717	13.35	13.929	13.864	14.489	14.062	13.81	12.991	13.757	13.844	15.459	13.491	13.204	13.234	12.799	13.243	13.16	13.86	13.464	
742.5379142_MZ	Phosphatidylcholine (15:0/18:2(9Z_12Z))	Un	1.0	None	None	None	None	PC(15:0/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(15:0/18:2(9Z,12Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C41H78NO8P		None	None	None	19.116	19.724	19.577	19.463	18.766	18.271	19.493	19.003	19.444	18.399	19.142	20.268	18.771	18.584	18.905	19.386	18.875	19.588	19.251	18.495	19.233	18.888	19.177	19.064	18.897	19.285	19.796	18.433	19.125	19.874	19.315	18.719	18.457	19.038	18.138	18.807	18.48	19.1	18.707	
743.4883213_MZ	Phosphatidylglycerol16:0/18:3(6Z_9Z_12Z))	Un	1.0	None	None	None	None		C40H73O10P		None	None	None	14.205	12.695	13.143	13.352	14.549	12.985	13.577	13.516	13.272	12.608	13.807	13.284	13.318	13.487	12.854	14.251	12.481	13.043	12.921	13.064	13.376	13.439	13.316	13.39	14.267	13.524	13.476	12.663	13.382	13.867	14.112	14.252	12.812	12.485	12.469	13.558	12.697	12.953	12.792	
744.0558459_MZ	NADPH	Un	1.0	None	None	None	None	Nicotinamide adenine dinucleotide phosphate. A coenzyme composed of ribosylnicotinamide 5'-phosphate (NMN) coupled by pyrophosphate linkage to the 5'-phosphate adenosine 2',5'-bisphosphate. It serves as an electron carrier in a number of reactions, being alternately oxidized (NADP+) and reduced (NADPH). (Dorland, 27th ed.).	C21H30N7O17P3		None	None	None	14.181	13.626	14.467	14.007	14.25	14.06	14.458	13.931	13.719	13.551	13.985	13.661	13.414	14.31	14.537	13.11	13.671	13.984	14.107	13.931	13.894	13.667	13.68	13.873	14.073	13.598	13.928	14.104	13.606	14.482	14.108	14.123	13.629	13.858	14.237	13.663	13.3	14.022	13.357	
744.5517683_MZ	Phosphatidylcholine (15:0/18:1(11Z))	Un	1.0	None	None	None	None	PC(15:0/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(15:0/18:1(11Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C41H80NO8P		None	None	None	18.156	18.167	18.125	18.154	18.228	17.235	18.328	18.437	18.224	17.407	18.211	18.962	18.285	17.567	17.479	18.478	17.458	18.492	17.817	17.751	17.881	18.0	18.012	17.614	18.385	17.87	18.344	17.455	17.646	18.217	17.991	18.091	17.997	17.78	17.084	17.658	17.873	17.954	17.526	
745.5015018_MZ	Phosphatidylglycerol16:0/18:2(9Z_12Z))	Un	1.0	None	None	None	None	PG(16:0/18:2(9Z,12Z)) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(16:0/18:2(9Z,12Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the linoleic acid moiety is derived from seed oils. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.	C40H75O10P		None	None	None	17.244	16.358	16.129	15.88	18.017	16.159	16.912	17.703	16.176	15.953	17.071	16.997	16.693	16.443	16.02	17.756	15.271	16.361	16.322	15.895	16.578	16.763	16.0	16.11	17.495	16.336	16.992	15.871	16.324	17.131	17.591	17.662	15.78	15.229	15.638	16.446	15.526	16.715	15.983	
746.5126669_MZ	Phosphatidylethanolamine (20:5(5Z_8Z_11Z_14Z_17Z)/P-18:1(11Z))	Un	1.0	None	None	None	None	PE(20:5(5Z,8Z,11Z,14Z,17Z)/P-18:1(11Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:5(5Z,8Z,11Z,14Z,17Z)/P-18:1(11Z)), in particular, consists of one chain of eicosapentaenoic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The eicosapentaenoic acid moiety is derived from fish oils, liver and kidney, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C43H74NO7P		None	None	None	16.381	15.869	15.834	15.648	16.957	15.155	16.211	17.006	15.959	15.414	16.15	16.422	16.593	15.65	15.107	16.935	14.963	16.353	15.555	15.292	15.96	15.828	15.624	15.748	16.297	15.663	16.548	15.184	15.493	16.303	16.706	16.592	15.52	15.227	14.946	15.582	15.327	15.94	15.38	
746.5905677_MZ	Galactosylceramide (d18:1/18:0)	Un	1.0	None	None	None	None	Galactosylceramides (GalCer) are non-acidic monoglycosphingolipids, i.e. a sphingolipid with one carbohydrate moiety attached to a ceramide unit. They are an intermediate in sphingolipid metabolism and is the second to last step in the synthesis of digalactosylceramidesulfate. GalCer is generated from ceramide via the enzyme UDP-galactose ceramide galactosyltransferase [EC:2.4.1.47]. It can be converted to digalactosylceramide via the enzyme glycosyltransferases [EC 2.4.1.-]. Galactosylceramide is the principal glycosphingolipid in brain tissue, hence the trivial name cerebroside, which was first conferred on it in 1874. Galactosylceramides are found in all nervous tissues, but they can amount to 2% of the dry weight of grey matter and 12% of white matter. They are major constituents of oligodendrocytes. Synthesis of galactosylceramide takes place on the lumenal surface of the endoplasmic reticulum, although it has free access to the cytosolic surface by an energy-independent flip-flop process. GalCer sits in the extracellular leaflet of cell membranes in nanometer sized domains or rafts. The local clustering of GalCer within rafts is thought to facilitate the initial adhesion of certain viruses, including HIV-1 and bacteria to cells through multivalent interactions between receptor proteins and GalCer. A defect in the degradation of cerbrosides leads to a disorder called Krabbe disease. Krabbe disease (also known as globoid cell leukodystrophy or galactosylceramide lipidosis) is a rare, often fatal degenerative disorder that affects the myelin sheath of the nervous system. Krabbe disease is caused by mutations in the GALC gene, which causes a deficiency of galactosylceramidase. Infants with Krabbe disease are normal at birth. Symptoms begin between the ages of 3 and 6 months with irritability, fevers, limb stiffness, seizures, feeding difficulties, vomiting, and slowing of mental and motor development. There are also juvenile- and adult-onset cases of Krabbe disease, which have similar symptoms but slower progression. In infants, the disease is generally fatal before age 2. Patients with late-onset Krabbe disease tend to have a slower progression of the disease and live significantly longer.Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes. Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids. Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease.	C42H81NO8		None	None	None	13.195	12.914	13.055	12.704	13.095	12.346	13.508	13.439	12.932	12.046	13.055	13.637	13.118	12.933	12.523	13.374	12.296	13.46	12.502	12.387	12.695	12.875	12.6	12.535	13.091	12.546	13.191	12.014	12.695	13.249	12.917	12.821	12.507	12.464	11.947	12.329	12.298	13.224	12.39	
748.4471974_MZ	Phosphatidylserine (14:0/18:3(9Z_12Z_15Z))	Un	1.0	None	None	None	None	PS(14:0/18:3(9Z,12Z,15Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(14:0/18:3(9Z,12Z,15Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C38H68NO10P		None	None	None	10.58	11.164	11.76	11.724	12.729	12.756	11.654	10.775	11.835	12.077	13.064	11.653	12.044	12.237	11.459	10.395	10.465	9.963	10.091	12.118	12.27	10.52	11.38	11.692	11.576	11.202	10.457	10.969	12.413	11.419	12.106	11.02	11.677	10.256	11.529	11.211	11.653	12.441	10.779	
748.4907436_MZ	Phosphatidylcholine (14:1(9Z)/20:5(5Z_8Z_11Z_14Z_17Z))	Un	1.0	None	None	None	None	PC(14:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of eicosapentaenoic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the eicosapentaenoic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C42H72NO8P		None	None	None	14.221	14.173	14.272	14.973	14.979	13.532	14.731	14.773	14.62	14.131	14.518	14.637	13.69	13.865	13.567	14.241	13.634	14.867	13.732	13.762	14.031	13.64	14.365	14.123	14.548	13.919	14.54	13.287	13.689	14.652	16.046	14.246	13.924	13.728	13.438	13.498	14.156	14.401	13.446	
750.4631709_MZ	3-O-Sulfogalactosylceramide (d18:1/14:0)	Un	1.0	None	None	None	None	3-O-Sulfogalactosylceramide is an acidic, sulfated glycosphingolipid, often known as sulfatide. This lipid occurs in membranes of various cell types, but is found in particularly high concentrations in myelin where it constitutes 3-4% of total membrane lipids. This lipid is synthesized primarily in the oligodendrocytes in the central nervous system. Accumulation of this lipid in the lysosomes is a characteristic of metachromatic leukodystrophy, a lysosomal storage disease caused by the deficiency of arylsulfatase A. Alterations in sulfatide metabolism, trafficking, and homeostasis are present in the earliest clinically recognizable stages of Alzheimer's disease.Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes. Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids. Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease. Sulfatides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Sulfatides are the sulfuric acid esters of galactocerebrosides. They are synthesized from galactocerebrosides and activated sulfate, 3'-phosphoadenosine 5'-phosphosulfate (PAPS).	C38H73NO11S		None	None	None	10.992	11.536	11.655	11.65	12.355	12.37	11.713	11.233	11.882	11.835	12.669	11.829	11.58	11.776	11.323	10.983	10.686	10.609	10.597	11.297	12.025	10.522	11.319	11.575	11.412	11.464	11.115	10.777	12.245	11.407	11.783	10.837	11.486	10.676	11.127	11.029	11.242	12.245	11.11	
750.5106633_MZ	Phosphatidylcholine (14:0/20:5(5Z_8Z_11Z_14Z_17Z))	Un	1.0	None	None	None	None		C42H74NO8P		None	None	None	14.957	14.336	14.729	14.633	15.07	14.082	15.075	14.899	14.854	14.326	14.87	14.897	14.297	14.072	13.792	15.202	14.09	15.056	14.502	14.417	14.558	14.422	14.472	14.68	14.831	14.271	15.212	14.32	14.186	14.701	15.485	14.696	14.608	14.179	14.213	14.524	14.371	14.978	14.192	
750.5419080_MZ	Phosphatidylethanolamine (20:3(5Z_8Z_11Z)/P-18:1(11Z))	Un	1.0	None	None	None	None	PE(20:3(5Z,8Z,11Z)/P-18:1(11Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:3(5Z,8Z,11Z)/P-18:1(11Z)), in particular, consists of one chain of mead acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C43H78NO7P		None	None	None	16.994	16.677	16.938	16.594	16.437	15.594	17.066	17.318	16.837	15.964	16.658	17.383	17.83	16.083	15.84	17.23	16.215	17.337	16.369	16.225	16.697	16.562	16.394	16.531	16.516	16.391	17.229	15.919	16.13	16.859	16.842	16.64	16.418	16.179	15.944	16.192	16.104	16.668	16.146	
752.4503563_MZ	Phosphatidylserine (14:1(9Z)/20:4(5Z_8Z_11Z_14Z))	Un	1.0	None	None	None	None	PS(14:1(9Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(14:1(9Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the arachidonic acid moiety is derived from animal fats and eggs. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C40H68NO10P		None	None	None	11.502	11.969	12.241	12.194	12.835	12.817	12.201	11.845	12.534	12.579	13.26	12.572	11.934	12.397	11.373	11.014	11.305	11.362	11.378	11.932	12.678	10.855	12.038	12.167	12.266	11.975	11.889	11.433	12.812	11.771	12.093	11.334	12.187	11.533	11.788	11.506	11.998	12.82	11.539	
752.5233309_MZ	Phosphatidylcholine (14:0/20:4(5Z_8Z_11Z_14Z))	Un	1.0	None	None	None	None	PC(14:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C42H76NO8P		None	None	None	15.457	15.108	15.547	15.451	15.077	14.642	15.882	15.168	15.452	15.01	15.11	15.968	14.675	14.746	14.82	15.17	14.462	15.674	15.408	14.785	15.519	14.883	15.142	15.046	14.863	15.149	15.634	14.588	14.912	15.616	16.194	15.256	14.689	14.629	14.566	14.705	14.668	15.272	14.635	
753.6748750_MZ	Diglyceride (20:0/24:1(15Z)/0:0)	Un	1.0	None	None	None	None	DG(20:0/24:1(15Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(20:0/24:1(15Z)/0:0), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the nervonic acid moiety is derived from fish oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C47H90O5		None	None	None	9.056	7.379	9.371	7.635	7.886	4.205	8.855	9.065	7.755	6.568	7.843	8.925	7.953	7.893	6.872	8.918	6.652	9.071	7.131	8.445	7.575	7.902	8.265	7.55	8.405	8.094	9.682	6.331	8.122	7.639	9.277	7.628	7.414	7.988	8.737	7.571	8.819	8.109	8.516	
754.4849152_MZ	Phosphatidylethanolamine (14:0/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None	PE(14:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(14:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the docosahexaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	C41H70NO8P		None	None	None	12.207	12.305	12.73	12.721	13.079	13.419	12.637	12.488	13.16	13.176	13.772	12.901	13.246	12.65	11.55	11.467	11.756	11.497	11.938	12.355	13.352	11.861	12.951	12.579	12.545	12.374	12.575	11.524	14.429	12.681	12.45	11.744	12.344	11.719	11.867	11.874	12.907	13.082	11.875	
756.4864876_MZ	Phosphatidylserine (14:0/20:3(8Z_11Z_14Z))	Un	1.0	None	None	None	None	PS(14:0/20:3(8Z,11Z,14Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(14:0/20:3(8Z,11Z,14Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C40H72NO10P		None	None	None	12.264	13.231	13.393	13.615	13.566	13.237	13.001	11.964	13.404	13.086	13.775	13.402	12.89	13.004	12.41	12.097	12.585	12.336	12.273	12.745	13.579	11.972	13.209	13.1	12.921	13.261	12.593	12.005	13.313	12.814	13.437	12.182	12.4	12.386	12.13	12.236	12.612	13.36	12.473	
756.5520987_MZ	Phosphatidylcholine (14:0/20:2(11Z_14Z))	Un	1.0	None	None	None	None	PC(14:0/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/20:2(11Z,14Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C42H80NO8P		None	None	None	14.139	14.482	14.354	14.201	13.842	13.589	14.395	14.008	14.381	13.47	14.235	15.059	13.675	13.602	13.883	14.025	13.705	14.329	14.317	13.6	14.323	13.855	13.964	14.094	13.911	14.24	14.404	13.65	14.166	14.537	13.92	13.702	13.599	13.889	13.371	14.006	13.515	14.107	13.598	
758.4970034_MZ	Phosphatidylserine (16:0/18:2(9Z_12Z))	Un	1.0	None	None	None	None	PS(16:0/18:2(9Z,12Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(16:0/18:2(9Z,12Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the linoleic acid moiety is derived from seed oils. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C40H74NO10P		None	None	None	12.159	12.914	13.301	13.176	13.276	13.71	13.037	12.316	13.076	13.089	13.735	13.726	13.656	12.963	12.098	11.813	12.157	11.858	12.216	12.562	13.669	11.695	13.124	12.925	12.883	13.113	12.253	12.25	13.59	12.756	13.137	12.386	12.588	12.281	12.263	12.242	12.541	13.377	12.443	
758.5668879_MZ	Phosphatidylcholine (14:0/20:1(11Z))	Un	1.0	None	None	None	None	PC(14:0/20:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/20:1(11Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C42H82NO8P		None	None	None	13.34	13.269	13.202	13.081	13.32	12.767	13.41	13.499	13.37	12.663	13.429	14.011	13.425	12.882	12.611	13.47	12.611	13.478	13.23	12.924	13.228	13.121	12.933	12.889	13.384	12.96	13.213	12.789	12.988	13.186	12.768	13.121	13.056	12.859	12.496	12.959	12.868	13.164	12.532	
758.6070870_MZ	Phosphatidylethanolamine (20:0/dm18:0)	Un	1.0	None	None	None	None	PE(20:0/dm18:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:0/dm18:0), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C43H86NO7P		None	None	None	11.296	10.872	11.308	10.745	10.744	10.047	11.253	11.292	10.925	10.364	11.21	11.402	11.508	10.894	11.615	11.061	10.572	11.352	10.834	10.424	11.099	10.783	10.506	10.69	10.809	10.633	11.075	10.04	10.27	11.098	10.793	10.806	10.157	10.492	10.191	10.559	10.696	11.063	10.341	
761.2250758_MZ	Troxerutin	Un	1.0	None	None	None	None	Troxerutin is a rutoside, a naturally occurring flavonoid. Flavonoids are polyphenolic compounds that are present in most fruits and vegetables. Although flavonoids are devoid of classical nutritional value, they are increasingly viewed as beneficial dietary components that act as potential protectors against human diseases such as coronary heart disease, cancers, and inflammatory bowel disease. Troxerutin is a beneficial cofactor in coumarin preparations used for the therapy of chronic venous insufficiency, since has hepatoprotective properties and thus protects the liver from a possible lipid peroxidation caused by coumarin. Oxidative stress might be involved in the upregulation of retinal vascular endothelial growth factor (VEGF) during early diabetes, and it is likely that troxerutin has comparatively effective antioxidant properties; therefore, troxerutin might be a useful treatment for attenuating diabetic retinopathy. Troxerutin offers protection against gamma-radiation-induced micronuclei formation and DNA strand breaks and enhances repair of radiation-induced DNA strand breaks, in addition to anti-erythrocytic, anti-thrombic, fibrinolytic and oedema-protective rheological activity. (PMID: 15601310, 15693708, 16294503, 16311905).	C33H42O19		None	None	None	9.952	8.445	10.781	10.891	10.564	9.436	10.252	8.556	10.111	10.652	9.655	9.938	10.439	10.161	10.35	9.936	10.541	10.308	9.43	10.332	10.259	9.746	10.809	9.682	9.664	10.675	9.618	10.612	9.549	8.982	10.441	10.116	10.631	9.792	9.668	9.444	10.315	9.44	9.656	
762.5070961_MZ	Phosphatidylethanolamine (16:0/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None		C43H74NO8P		None	None	None	21.035	21.546	21.467	21.574	21.634	19.715	21.582	21.65	21.765	20.82	21.566	21.926	20.294	20.885	20.213	21.184	21.134	22.153	20.563	20.892	21.116	20.808	21.277	21.313	21.416	20.735	21.937	19.976	20.206	21.417	21.65	20.975	20.781	21.148	20.185	20.31	21.057	21.311	20.832	
764.5214527_MZ	Phosphatidylcholine (15:0/20:5(5Z_8Z_11Z_14Z_17Z))	Un	1.0	None	None	None	None		C43H76NO8P		None	None	None	20.368	20.164	20.303	20.454	20.94	19.108	20.78	20.89	20.817	19.769	20.593	20.949	19.948	19.823	19.314	20.442	19.734	20.977	20.201	20.288	20.608	20.182	20.343	20.309	20.66	20.09	21.02	19.71	19.429	20.44	20.775	20.592	20.322	19.885	19.928	20.163	20.127	20.431	19.623	
766.1041507_MZ	Coenzyme A	Un	1.0	None	None	None	None	Coenzyme A (CoA, CoASH, or HSCoA) is a coenzyme, notable for its role in the synthesis and oxidization of fatty acids, and the oxidation of pyruvate in the citric acid cycle. It is adapted from beta-mercaptoethylamine, panthothenate and adenosine triphosphate. Coenzyme A is synthesized in a five-step process from pantothenate and cysteine. In the first step Pantothenate (vitamin B5) is phosphorylated to 4'-phosphopantothenate by the enzyme pantothenate kinase (PanK; CoaA; CoaX)In the second step, a cysteine is added to 4'-phosphopantothenate by the enzyme phosphopantothenoylcysteine synthetase (PPC-DC; CoaB) to form 4'-phospho-N-pantothenoylcysteine (PPC). In the third step, PPC is decarboxylated to 4'-phosphopantetheine by phosphopantothenoylcysteine decarboxylase (CoaC). In the fourth step, 4'-phosphopantetheine is adenylylated to form dephospho-CoA by the enzyme phosphopantetheine adenylyl transferase (CoaD)Finally, dephospho-CoA is phosphorylated using ATP to coenzyme A by the enzyme dephosphocoenzyme A kinase (CoaE). Since coenzyme A is, in chemical terms, a thiol, it can react with carboxylic acids to form thioesters, thus functioning as an acyl group carrier. CoA assists in transferring fatty acids from the cytoplasm to mitochondria. A molecule of coenzyme A carrying an acetyl group is also referred to as acetyl-CoA. When it is not attached to an acyl group, it is usually referred to as 'CoASH' or 'HSCoA'. Coenzyme A is also the source of the phosphopantetheine group that is added as a prosthetic group to proteins such as acyl carrier protein and formyltetrahydrofolate dehydrogenase Acetyl-CoA is an important molecule itself. It is the precursor to HMG CoA, which is a vital component in cholesterol and ketone synthesis. Furthermore, it contributes an acetyl group to choline to produce acetylcholine, in a reaction catalysed by choline acetyltransferase. Its main task is conveying the carbon atoms within the acetyl group to the citric acid cycle to be oxidized for energy production. -- Wikipedia.	C21H36N7O16P3S		None	None	None	15.541	14.849	16.468	15.277	17.293	15.766	16.546	15.966	16.517	15.24	15.175	13.576	13.94	15.79	16.316	15.783	15.935	15.973	15.855	12.376	15.614	13.767	16.572	15.084	14.42	16.657	16.125	12.762	14.715	16.647	15.73	16.243	13.735	14.846	12.475	14.428	15.628	13.581	15.11	
766.5383382_MZ	Phosphatidylcholine (15:0/20:4(5Z_8Z_11Z_14Z))	Un	1.0	None	None	None	None		C43H78NO8P		None	None	None	21.98	21.462	21.997	21.282	21.334	20.951	22.198	21.488	21.427	21.08	21.405	22.07	20.781	20.854	20.578	22.132	20.904	22.091	21.816	20.793	21.579	21.315	21.607	21.526	21.284	21.397	22.131	21.101	21.294	22.129	21.845	21.658	21.29	20.879	21.034	20.905	20.74	21.698	21.448	
767.5012634_MZ	Azythromycin	Un	1.0	None	None	None	None	Azithromycin is an azalide, a subclass of macrolide antibiotics. Azithromycin is derived from erythromycin; however, it differs chemically from erythromycin in that a methyl-substituted nitrogen atom is incorporated into the lactone ring, thus making the lactone ring 15-membered. Azithromycin is sold under the brand names Zithromax (Zmax) and Sumamed, and is one of the world's best-selling antibiotics. Azithromycin is used to treat certain bacterial infections, most often bacteria causing middle ear infections, tonsillitis, throat infections, laryngitis, bronchitis, pneumonia and sinusitis. It is also effective against certain sexually transmitted infectious diseases, such as non-gonococcal urethritis and cervicitis.	C38H72N2O12		None	None	None	14.526	13.9	14.331	14.174	15.525	14.066	14.519	14.04	13.934	13.91	14.442	14.146	14.223	13.89	13.798	14.57	13.622	14.401	13.805	13.454	14.302	13.958	13.822	14.202	14.578	13.974	14.491	13.321	15.269	17.431	16.408	14.163	13.585	13.488	13.298	13.799	13.208	14.068	13.607	
769.5012716_MZ	Phosphatidylglycerol16:0/20:4(5Z_8Z_11Z_14Z))	Un	1.0	None	None	None	None	PG(16:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(16:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the arachidonic acid moiety is derived from animal fats and eggs. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.	C42H75O10P		None	None	None	15.948	14.512	15.616	15.671	16.561	14.248	15.4	16.103	15.408	14.666	15.34	15.625	16.05	15.809	14.207	16.156	14.806	15.491	14.685	15.184	15.297	15.266	15.122	15.51	16.178	15.752	15.593	14.252	14.844	16.129	16.072	16.263	14.734	14.35	14.067	15.106	14.624	14.9	14.841	
770.5645978_MZ	Phosphatidylcholine (15:0/20:2(11Z_14Z))	Un	1.0	None	None	None	None	PC(15:0/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(15:0/20:2(11Z,14Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C43H82NO8P		None	None	None	17.723	17.226	17.36	16.961	17.377	16.833	17.758	17.307	17.258	16.425	17.299	17.665	16.997	16.508	17.208	18.095	16.832	17.321	17.433	16.797	17.402	17.473	16.999	16.931	17.087	17.339	17.705	17.1	17.289	17.97	17.222	17.081	16.74	16.855	16.623	17.465	16.529	17.082	16.917	
770.6028041_MZ	Phosphatidylcholine (18:0/P-18:1(11Z))	Un	1.0	None	None	None	None		C44H86NO7P		None	None	None	14.979	14.568	14.822	14.414	14.599	14.116	15.25	14.673	14.759	13.921	14.782	14.976	14.433	13.987	14.882	15.534	14.234	14.871	14.734	14.219	14.668	14.603	14.32	14.381	14.533	14.529	15.17	14.315	14.491	15.111	14.802	14.297	14.232	14.277	13.983	14.657	13.951	15.016	14.166	
771.5174267_MZ	Phosphatidylglycerol16:0/20:3(5Z_8Z_11Z))	Un	1.0	None	None	None	None	PG(16:0/20:3(5Z,8Z,11Z)) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(16:0/20:3(5Z,8Z,11Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of mead acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the mead acid moiety is derived from fish oils, liver and kidney. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.	C42H77O10P		None	None	None	17.554	15.478	16.923	16.629	18.378	15.373	16.717	17.123	16.656	15.764	16.807	16.852	17.566	17.157	15.616	17.138	15.812	16.724	15.887	16.928	16.723	16.514	16.415	16.141	17.988	16.897	16.718	15.66	15.801	16.846	17.265	17.846	16.47	15.573	15.33	16.549	15.988	15.941	15.879	
772.5618055_MZ	Phosphatidylethanolamine (20:2(11Z_14Z)/P-18:1(11Z))	Un	1.0	None	None	None	None	PE(20:2(11Z,14Z)/P-18:1(11Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:2(11Z,14Z)/P-18:1(11Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C43H80NO7P		None	None	None	16.122	15.478	15.785	15.515	16.269	15.126	15.983	16.568	15.643	15.228	16.01	16.17	17.017	15.433	14.963	16.272	15.259	15.991	15.283	15.451	15.903	15.7	15.377	15.79	15.87	15.621	15.848	15.064	15.594	15.719	15.589	15.832	15.824	14.982	14.416	15.407	15.313	15.972	15.193	
773.3972286_MZ	Angiotensin IV	Un	1.0	None	None	None	None	Angiotensin IV is one of the N-terminal angiotensin degradation products of angiotensin II. Angiotensin IV (AngIV) mediates important physiologic functions in the central nervous system, including blood flow regulation, processes underlying to learning and memory, and presents anticonvulsant activity. The presence of AngIV-specific binding sites has been identified in various mammalian tissues, including blood vessels, heart, kidney, and brain. Besides the presence of AngIV binding sites in the cardiovascular system, the major AngIV synthesizing enzymes aminopeptidase N (APN) and aminopeptidase B (APB) are also expressed in different cell types of this system. AngIV activates several protein kinases, including phosphatidylinositol 3 kinase, PI-dependent kinase-1, extracellular signal-related kinases (ERK), protein kinase B-&#945;/Akt, and p70 ribosomal S6 kinase. AngIV could contribute to vascular damage, increasing the production of monocyte chemoattractant protein-1, the main chemokine involved in monocyte recruitment, and up-regulates the expression of the adhesion molecule intercellular adhesion molecule-1 that is involved in the attachment and transmigration of circulating cells into the damaged tissue. (PMID: 17210474).	C40H54N8O8		None	None	None	11.149	11.393	11.815	11.555	12.53	12.359	11.516	10.656	12.033	12.051	12.537	11.822	11.716	12.003	11.491	10.313	10.772	10.178	11.146	11.384	12.008	10.729	11.439	11.683	11.418	11.051	10.832	10.71	12.253	11.209	11.494	10.439	11.939	10.77	11.17	11.088	11.514	11.752	10.512	
773.5307909_MZ	Phosphatidylglycerol18:0/18:2(9Z_12Z))	Un	1.0	None	None	None	None	PG(18:0/18:2(9Z,12Z)) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:0/18:2(9Z,12Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the linoleic acid moiety is derived from seed oils. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.	C42H79O10P		None	None	None	18.426	17.028	17.703	17.138	19.181	16.798	17.611	18.223	17.363	16.85	17.686	17.577	18.053	17.62	16.435	18.29	16.494	17.816	16.929	17.76	17.463	17.639	17.33	16.652	18.975	17.397	17.794	16.772	17.037	17.681	17.882	18.587	17.713	16.496	16.553	17.156	16.873	17.144	16.71	
774.5420093_MZ	Phosphatidylethanolamine (22:5(4Z_7Z_10Z_13Z_16Z)/P-18:1(11Z))	Un	1.0	None	None	None	None	PE(22:5(4Z,7Z,10Z,13Z,16Z)/P-18:1(11Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:5(4Z,7Z,10Z,13Z,16Z)/P-18:1(11Z)), in particular, consists of one chain of docosapentaenoic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The docosapentaenoic acid moiety is derived from animal fats and brain, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C45H78NO7P		None	None	None	17.573	16.687	17.186	16.853	18.03	16.058	17.148	17.6	17.067	16.238	17.126	17.362	17.237	16.848	15.976	17.408	16.261	17.282	16.394	16.917	16.981	16.83	16.852	16.562	17.766	16.869	17.201	16.178	16.605	17.125	17.141	17.522	16.85	16.508	16.004	16.55	16.382	16.781	16.337	
774.6272323_MZ	Galactosylceramide (d18:1/20:0)	Un	1.0	None	None	None	None	Galactosylceramides (GalCer) are non-acidic monoglycosphingolipids, i.e. a sphingolipid with one carbohydrate moiety attached to a ceramide unit. They are an intermediate in sphingolipid metabolism and is the second to last step in the synthesis of digalactosylceramidesulfate. GalCer is generated from ceramide via the enzyme UDP-galactose ceramide galactosyltransferase [EC:2.4.1.47]. It can be converted to digalactosylceramide via the enzyme glycosyltransferases [EC 2.4.1.-]. Galactosylceramide is the principal glycosphingolipid in brain tissue, hence the trivial name cerebroside, which was first conferred on it in 1874. Galactosylceramides are found in all nervous tissues, but they can amount to 2% of the dry weight of grey matter and 12% of white matter. They are major constituents of oligodendrocytes. Synthesis of galactosylceramide takes place on the lumenal surface of the endoplasmic reticulum, although it has free access to the cytosolic surface by an energy-independent flip-flop process. GalCer sits in the extracellular leaflet of cell membranes in nanometer sized domains or rafts. The local clustering of GalCer within rafts is thought to facilitate the initial adhesion of certain viruses, including HIV-1 and bacteria to cells through multivalent interactions between receptor proteins and GalCer. A defect in the degradation of cerbrosides leads to a disorder called Krabbe disease. Krabbe disease (also known as globoid cell leukodystrophy or galactosylceramide lipidosis) is a rare, often fatal degenerative disorder that affects the myelin sheath of the nervous system. Krabbe disease is caused by mutations in the GALC gene, which causes a deficiency of galactosylceramidase. Infants with Krabbe disease are normal at birth. Symptoms begin between the ages of 3 and 6 months with irritability, fevers, limb stiffness, seizures, feeding difficulties, vomiting, and slowing of mental and motor development. There are also juvenile- and adult-onset cases of Krabbe disease, which have similar symptoms but slower progression. In infants, the disease is generally fatal before age 2. Patients with late-onset Krabbe disease tend to have a slower progression of the disease and live significantly longer.Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes. Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids. Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease.	C44H85NO8		None	None	None	12.794	12.019	12.3	11.979	12.849	11.687	12.73	12.637	12.242	11.541	12.475	12.411	12.332	12.119	11.617	12.589	11.683	12.694	11.823	11.807	12.309	12.271	11.725	12.034	12.579	12.03	12.565	11.408	12.081	12.343	12.376	12.306	11.822	11.538	11.357	11.748	11.506	12.147	11.687	
775.2192116_MZ	Hyaluronan	Un	1.0	None	None	None	None	Etiocholanolone glucuronide is a natural human metabolite of etiocholanolone generated in the liver by UDP glucuonyltransferase. Etiocholanolone (or 5-isoandrosterone) is a metabolite of testosterone. Classified a ketosteroid, it causes fever, immunostimulation and leukocytosis. Glucuronidation is used to assist in the excretion of toxic substances, drugs or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys.	C28H44N2O23		None	None	None	8.867	9.19	9.462	8.515	8.944	9.971	9.176	9.686	9.134	9.819	9.313	9.838	9.053	8.85	8.341	8.113	9.801	8.752	9.354	9.7	8.214	10.208	9.247	9.44	9.054	8.561	9.108	10.321	9.337	9.776	7.913	9.468	10.003	9.862	10.087	10.658	10.099	7.439	8.703	
776.5251612_MZ	Phosphatidylcholine (14:0/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None		C44H76NO8P		None	None	None	14.868	15.16	15.044	15.281	15.525	14.16	15.414	15.253	15.366	14.876	15.05	15.695	14.274	14.636	14.611	14.753	14.545	15.74	14.62	14.556	14.985	14.479	14.783	14.821	15.267	14.49	15.413	14.074	14.405	15.025	15.911	14.68	14.57	14.72	13.892	14.277	14.511	14.981	14.226	
776.5593515_MZ	Phosphatidylethanolamine (22:4(7Z_10Z_13Z_16Z)/P-18:1(11Z))	Un	1.0	None	None	None	None		C45H80NO7P		None	None	None	18.97	19.522	19.402	19.359	18.821	18.065	19.242	19.049	19.439	18.38	19.165	20.058	18.497	18.515	18.374	19.259	18.697	19.496	19.016	18.457	19.038	18.751	19.11	19.029	18.973	19.092	19.463	18.447	18.995	19.54	18.896	18.748	18.699	18.987	18.034	18.79	18.641	19.267	18.728	
778.4796394_MZ	Phosphatidylethanolamine (18:3(6Z_9Z_12Z)/20:5(5Z_8Z_11Z_14Z_17Z))	Un	1.0	None	None	None	None	PE(18:3(6Z,9Z,12Z)/20:5(5Z,8Z,11Z,14Z,17Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:3(6Z,9Z,12Z)/20:5(5Z,8Z,11Z,14Z,17Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of eicosapentaenoic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the eicosapentaenoic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	C43H70NO8P		None	None	None	12.22	12.593	12.78	12.816	13.376	12.789	12.75	12.289	13.034	12.743	13.431	12.749	12.424	12.729	12.128	12.136	12.112	12.358	11.881	12.393	13.084	11.509	12.649	12.722	12.72	12.658	12.57	11.865	12.921	12.411	12.928	12.188	12.352	12.133	12.084	12.147	12.33	13.112	12.005	
778.5380630_MZ	Phosphatidylcholine (14:0/22:5(4Z_7Z_10Z_13Z_16Z))	Un	1.0	None	None	None	None		C44H78NO8P		None	None	None	14.333	14.097	14.247	14.286	15.151	13.702	14.556	14.549	14.608	14.021	14.584	14.669	14.19	13.783	13.654	14.39	13.592	14.547	13.949	14.056	14.359	13.956	14.099	14.195	14.757	14.103	14.518	13.737	13.944	14.208	14.985	14.221	14.116	13.809	13.661	14.029	13.854	14.573	13.558	
778.5739014_MZ	Phosphatidylethanolamine (22:4(7Z_10Z_13Z_16Z)/P-18:0)	Un	1.0	None	None	None	None		C45H82NO7P		None	None	None	18.593	18.58	18.551	18.555	18.685	17.646	18.627	18.923	18.707	17.813	18.717	19.272	18.712	17.99	17.661	18.928	17.829	18.902	18.241	18.24	18.304	18.443	18.462	18.058	18.844	18.231	18.6	17.949	18.07	18.487	18.174	18.558	18.554	18.26	17.414	18.117	18.404	18.466	18.001	
779.4440284_MZ	Digoxin	Un	1.0	None	None	None	None	Digoxin is a cardiac glycoside extracted from the foxglove plant, digitalis. It is widely used in the treatment of various heart conditions, namely atrial fibrillation, atrial flutter and congestive heart failure that cannot be controlled by other medication. Digoxin preparations are commonly marketed under the trade name Lanoxin. Digoxin has positive inotropic and negative chronotropic activity. It is used to control ventricular rate in atrial fibrillation and in the management of congestive heart failure with atrial fibrillation. Its use in congestive heart failure and sinus rhythm is less certain. The margin between toxic and therapeutic doses is small. (From Martindale, The Extra Pharmacopoeia, 30th ed, p666) -- Pubchem; Digoxin is a cardiotonic glycoside obtained mainly from Digitalis lanata; It consists of three sugars and the aglycone digoxigenin. Digoxin binds to a site on the extracellular aspect of the of the Na+/K+ ATPase pump in the membranes of heart cells (myocytes). This causes an increase in the level of sodium ions in the myocytes, which then leads to a rise in the level of calcium ions. The proposed mechanism is the following: inhibition of the Na+/K+ pump leads to increased Na+ levels, which in turn slows down the extrusion of Ca2+ via the Na+/Ca2+ exchange pump. Increased amounts of Ca2+ are then stored in the sarcoplasmic reticulum and released by each action potential, which is unchanged by digoxin. This is a different mechanism from that of catecholamines. -- Wikipedia; Owing to its narrow therapeutic index (the margin between effectiveness and toxicity), side effects of digoxin are inevitable. Nausea, vomiting and GIT upset are common, especially in higher doses. Decreased conduction in the AV node can lead to AV blocks, increased intracellular Ca2+ causes a type of arrhythmia called bigeminy (coupled beats), eventually ventricular tachycardia or fibrillation. An often described but rarely seen side effect of digoxin is a disturbance of color vision (mostly yellow and green color) called xanthopsia.	C41H64O14		None	None	None	11.438	11.594	11.58	11.952	12.279	12.091	11.873	11.551	11.89	11.923	12.608	11.819	11.546	11.856	11.874	11.802	10.871	11.281	11.16	11.312	12.079	10.95	11.381	11.88	11.754	11.252	11.637	11.328	12.098	11.556	12.14	11.341	11.607	11.085	11.557	11.44	11.401	12.012	11.187	
780.5145160_MZ	Phosphatidylserine (16:0/18:1(9Z))	Un	1.0	None	None	None	None	PS(16:0/18:1(9Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(16:0/18:1(9Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of oleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C40H76NO10P		None	None	None	13.747	14.16	14.676	14.47	14.721	14.326	14.683	13.914	14.578	14.28	14.956	14.534	14.26	14.254	13.393	13.57	13.539	13.939	13.638	13.999	14.711	13.246	14.295	14.224	14.28	14.273	14.171	13.369	14.468	14.057	14.737	13.898	13.942	13.515	13.555	13.667	13.804	14.513	13.591	
780.5524860_MZ	Phosphatidylcholine (14:0/22:4(7Z_10Z_13Z_16Z))	Un	1.0	None	None	None	None		C44H80NO8P		None	None	None	16.177	15.754	16.065	15.729	15.992	15.312	16.294	16.033	16.139	15.553	16.075	16.481	15.32	15.264	15.03	16.153	15.209	16.297	15.906	15.592	16.193	15.612	15.743	15.981	15.765	15.632	16.478	15.515	15.615	15.993	15.939	15.956	15.884	15.382	15.261	15.71	15.396	16.297	15.455	
782.4974991_MZ	Phosphatidylserine (16:0/20:4(5Z_8Z_11Z_14Z))	Un	1.0	None	None	None	None	PS(16:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(16:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the arachidonic acid moiety is derived from animal fats and eggs. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C42H74NO10P		None	None	None	16.377	16.123	16.443	16.361	16.92	15.173	16.713	16.845	16.23	15.715	16.448	16.822	16.177	15.921	15.123	16.614	15.254	16.533	16.213	15.471	15.971	16.322	16.062	15.912	16.392	16.216	17.018	15.434	15.965	16.641	16.745	16.949	15.659	15.666	15.22	15.986	15.826	16.115	15.835	
784.5056162_MZ	Phosphatidylserine (16:0/20:3(8Z_11Z_14Z))	Un	1.0	None	None	None	None	PS(16:0/20:3(8Z,11Z,14Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(16:0/20:3(8Z,11Z,14Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C42H76NO10P		None	None	None	13.896	13.905	14.144	14.052	14.498	13.54	14.336	14.244	13.98	13.677	14.38	14.597	14.305	13.747	13.166	14.069	13.087	14.032	13.805	13.42	14.027	13.809	13.798	13.768	14.07	13.931	14.445	13.243	14.002	14.279	14.334	14.382	13.422	13.447	13.159	13.637	13.55	13.987	13.433	
784.5637461_MZ	Phosphatidylcholine (18:3(6Z_9Z_12Z)/P-18:1(11Z))	Un	1.0	None	None	None	None		C44H80NO7P		None	None	None	13.635	13.585	13.655	13.407	13.665	13.178	13.802	13.69	13.679	13.092	13.798	14.001	13.721	13.311	13.061	13.742	12.92	13.596	13.435	13.209	13.641	13.379	13.387	13.289	13.499	13.41	13.569	13.052	13.543	13.578	13.268	13.45	13.292	13.249	12.803	13.323	13.207	13.591	13.025	
785.6517620_MZ	Sphingomyelin with formula C45H91N2O6P	Un	1.0	None	None	None	None	Sphingomyelin (d18:0/22:1(13Z)) or SM(d18:0/22:1(13Z)) is a type of sphingolipid found in animal cell membranes, especially in the membranous myelin sheath which surrounds some nerve cell axons. It usually consists of phosphorylcholine and ceramide. In humans, sphingomyelin is the only membrane phospholipid not derived from glycerol. Like all sphingolipids, SPH has a ceramide core (sphingosine bonded to a fatty acid via an amide linkage). In addition it contains one polar head group, which is either phosphocholine or phosphoethanolamine. The plasma membrane of cells is highly enriched in sphingomyelin and is considered largely to be found in the exoplasmic leaflet of the cell membrane. However, there is some evidence that there may also be a sphingomyelin pool in the inner leaflet of the membrane. Moreover, neutral sphingomyelinase-2 - an enzyme that breaks down sphingomyelin into ceramide has been found to localise exclusively to the inner leaflet further suggesting that there may be sphingomyelin present there. Sphingomyelin can accumulate in a rare hereditary disease called Niemann-Pick Disease, types A and B. Niemann-Pick disease is a genetically-inherited disease caused by a deficiency in the enzyme Sphingomyelinase, which causes the accumulation of Sphingomyelin in spleen, liver, lungs, bone marrow, and the brain, causing irreversible neurological damage. SMs play a role in signal transduction. Sphingomyelins are synthesized by the transfer of phosphorylcholine from phosphatidylcholine to a ceramide in a reaction catalyzed by sphingomyelin synthase.	C45H91N2O6P		None	None	None	11.85	12.044	12.269	11.934	11.635	11.427	12.619	11.517	12.028	11.403	11.767	12.997	11.407	11.779	11.12	11.679	11.641	12.306	11.828	11.663	12.284	11.735	11.888	11.949	11.678	11.696	12.116	10.843	11.492	12.361	11.999	11.236	11.374	11.271	10.093	11.243	11.184	11.898	11.356	
786.5083248_MZ	Phosphatidylethanolamine (18:2(9Z_12Z)/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None	PE(18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the docosahexaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	C45H74NO8P		None	None	None	14.832	14.733	14.967	14.906	15.293	14.298	15.295	15.122	15.156	14.668	15.181	15.717	14.869	14.272	14.234	14.663	14.304	15.29	14.606	14.418	15.238	14.536	14.94	14.946	15.12	14.622	15.446	14.431	14.707	15.066	15.352	14.772	14.375	15.004	14.292	14.682	14.494	15.217	14.257	
786.6519378_MZ	Phosphatidylethanolamine (22:0/P-18:0)	Un	1.0	None	None	None	None	PE(22:0/P-18:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:0/P-18:0), in particular, consists of one chain of behenic acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C45H90NO7P		None	None	None	11.16	11.188	11.464	11.2	10.639	10.448	11.765	11.08	11.123	10.895	10.973	12.043	10.947	10.918	11.247	10.852	10.804	11.487	10.964	10.689	11.456	10.96	11.405	10.997	10.93	10.935	11.401	10.521	10.575	11.47	12.096	10.728	10.568	10.657	9.947	10.596	10.513	11.174	10.719	
787.7233294_MZ	Diglyceride with formula C51H96O5	Un	1.0	None	None	None	None	DG(24:1(15Z)/24:1(15Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(24:1(15Z)/24:1(15Z)/0:0), in particular, consists of two chains of nervonic acid at the C-1 and C-2 positions. The nervonic acid moieties are derived from fish oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	C51H96O5		None	None	None	8.068	7.58	7.775	7.178	6.656	7.953	8.067	8.615	7.28	8.384	9.623	6.297	7.832	8.772	10.676	6.612	6.663	6.771	2.643	10.004	5.564	7.158	7.747	7.574	
788.5230645_MZ	Phosphatidylethanolamine (18:1(11Z)/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None		C45H76NO8P		None	None	None	18.961	18.977	18.928	19.522	20.05	17.457	19.438	19.818	19.914	18.977	19.57	19.96	18.382	18.681	17.842	18.818	18.73	20.106	18.487	19.296	19.3	18.744	19.308	19.345	20.029	18.51	19.685	18.335	17.817	19.114	19.718	19.274	19.34	19.214	18.552	18.704	19.319	19.474	18.356	
788.5969433_MZ	Phosphatidylcholine (18:1(11Z)/P-18:1(11Z))	Un	1.0	None	None	None	None	PC(18:1(11Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/P-18:1(11Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C44H84NO7P		None	None	None	13.695	13.6	13.659	14.119	14.929	12.322	14.452	14.774	14.92	13.443	14.42	15.099	13.707	13.945	13.355	13.455	13.039	15.34	12.966	13.94	14.218	13.314	13.958	14.022	14.965	13.215	14.745	12.722	12.554	14.094	14.916	13.972	13.949	13.73	13.609	13.182	13.981	14.645	12.843	
789.4800148_MZ	Solanesyl-PP	Un	1.0	None	None	None	None	Solanesyl-PP is involved in steroids biosynthesis pathway. It is a product of solanesyl-diphosphate synthase (KEGG).	C45H76O7P2		None	None	None	12.2	11.942	12.184	12.607	14.411	12.487	12.511	12.457	12.785	12.667	13.069	12.647	12.059	12.38	12.004	12.37	11.923	12.503	11.782	12.247	12.611	11.924	12.347	12.343	13.437	12.098	12.501	11.806	12.342	12.296	13.867	12.431	12.32	11.775	12.003	12.206	12.179	12.739	11.927	
790.5389280_MZ	Phosphatidylcholine (15:0/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None	PC(15:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(15:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the docosahexaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C45H78NO8P		None	None	None	19.747	20.154	19.985	20.11	19.951	18.458	20.218	20.347	20.21	19.629	19.925	20.827	18.823	19.447	18.933	19.935	19.638	21.002	19.261	19.326	19.473	19.32	19.716	19.817	19.842	19.044	20.601	18.853	18.836	20.064	20.099	19.54	19.736	19.72	18.682	18.868	19.538	19.887	19.394	
792.5517897_MZ	Phosphatidylcholine (15:0/22:5(4Z_7Z_10Z_13Z_16Z))	Un	1.0	None	None	None	None	PC(15:0/22:5(4Z,7Z,10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(15:0/22:5(4Z,7Z,10Z,13Z,16Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the docosapentaenoic acid moiety is derived from animal fats and brain. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C45H80NO8P		None	None	None	18.327	18.475	18.393	18.628	18.662	17.502	18.682	18.888	18.481	18.078	18.374	19.011	18.091	17.709	17.987	18.346	17.834	19.035	17.97	17.865	18.359	17.976	18.288	18.235	18.228	18.076	18.839	17.719	17.77	18.481	18.872	18.205	18.218	17.813	17.666	17.968	17.712	18.394	17.653	
794.6035673_MZ	Phosphatidylcholine (20:2(11Z_14Z)/P-18:1(11Z))	Un	1.0	None	None	None	None		C46H86NO7P		None	None	None	15.96	15.693	15.92	16.004	15.838	15.165	16.263	15.848	15.904	15.434	15.918	15.988	15.451	15.101	16.129	16.544	15.347	16.338	15.456	15.363	15.672	15.451	15.574	15.759	15.76	15.361	16.424	15.442	15.283	15.844	16.719	15.471	15.639	15.118	15.246	15.474	15.114	16.636	15.337	
797.5322478_MZ	Phosphatidylglycerol16:0/22:4(7Z_10Z_13Z_16Z))	Un	1.0	None	None	None	None	PG(16:0/22:4(7Z,10Z,13Z,16Z)) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(16:0/22:4(7Z,10Z,13Z,16Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of adrenic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the adrenic acid moiety is derived from animal fats. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.	C44H79O10P		None	None	None	16.391	15.256	15.663	15.696	17.07	15.142	15.786	16.571	15.573	15.48	15.926	15.731	16.434	15.749	15.026	16.393	14.772	16.066	15.158	15.596	15.688	15.62	15.51	15.074	16.545	15.593	16.023	15.038	15.387	15.881	16.512	16.442	15.731	14.649	14.797	15.365	15.107	15.615	14.973	
797.5691993_MZ	Phosphatidylglycerol18:0/18:0)	Un	1.0	None	None	None	None	PG(18:0/18:0) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:0/18:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of stearic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.	C42H83O10P		None	None	None	18.571	19.08	18.966	18.943	18.422	17.675	18.808	18.567	19.0	17.996	18.768	19.526	18.047	18.091	17.955	18.861	18.353	18.967	18.646	18.139	18.609	18.413	18.725	18.634	18.581	18.69	18.888	18.108	18.626	18.983	18.389	18.387	18.37	18.614	17.5	18.423	18.322	18.912	18.459	
800.5228822_MZ	Phosphatidylcholine (18:3(6Z_9Z_12Z)/20:5(5Z_8Z_11Z_14Z_17Z))	Un	1.0	None	None	None	None	PC(18:3(6Z,9Z,12Z)/20:5(5Z,8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/20:5(5Z,8Z,11Z,14Z,17Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of eicosapentaenoic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the eicosapentaenoic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C46H76NO8P		None	None	None	13.485	13.514	13.766	13.723	15.115	13.674	13.855	13.517	13.852	13.509	14.07	14.11	13.588	13.362	13.016	13.628	12.982	13.665	13.251	13.415	13.89	12.966	13.641	13.64	14.68	13.557	13.758	13.017	13.908	13.589	15.312	13.481	13.616	13.067	13.055	13.271	13.287	14.196	13.054	
803.7152634_MZ	Tricaprylic glyceride (16:0/14:0/18:1(9Z))[iso6]	Un	1.0	None	None	None	None	TG(16:0/14:0/18:1(9Z))[iso6] is a monooleic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/14:0/18:1(9Z))[iso6], in particular, consists of one chain of palmitic acid at the C-1 position, one chain of myristic acid at the C-2 position and one chain of oleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.	C51H96O6		None	None	None	8.804	7.492	8.298	9.032	8.054	5.903	8.496	9.297	8.743	9.258	8.002	8.098	8.847	9.341	9.243	7.841	9.266	5.314	7.35	7.504	8.784	9.586	8.412	7.05	7.804	8.628	7.921	7.523	8.211	10.428	7.517	8.414	7.229	8.102	8.388	6.702	8.207	8.858	
804.5527557_MZ	Phosphatidylcholine (16:0/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None	PC(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the docosahexaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C46H80NO8P		None	None	None	15.902	15.835	15.756	15.731	16.049	14.917	16.082	16.151	16.127	15.432	15.945	16.257	14.872	15.185	14.975	16.034	15.225	16.5	15.442	15.288	15.574	15.309	15.681	15.716	15.751	15.126	16.216	15.256	15.46	15.978	15.809	15.53	15.825	15.557	14.929	15.313	15.459	16.038	15.36	
804.5897905_MZ	Phosphatidylcholine (14:0/22:2(13Z_16Z))	Un	1.0	None	None	None	None		C44H84NO8P		None	None	None	18.353	17.758	17.978	17.412	17.838	17.358	18.293	17.876	17.869	16.889	17.834	18.141	17.366	16.986	17.668	18.832	17.402	17.81	17.999	17.339	17.889	18.072	17.446	17.433	17.581	17.79	18.257	17.708	17.844	18.458	17.473	17.582	17.32	17.467	17.054	18.082	17.073	17.64	17.517	
805.2577059_MZ	Hydroxypropionic porphyrin III	Un	1.0	None	None	None	None	Hydroxypropionic porphyrin III is a porphyrin isolated only in patients with porphyria cutanea tarda. Porphyria cutanea tarda (PCT) is a metabolic disorder of haeme biosynthesis caused by decreased activity of uroporphyrinogen decarboxylase. Porphyria cutanea tarda is manifest by fragility, erosions, bullae, milia and scars on sun-exposed skin. Excess porphyrins in the skin interact with light of approximately 400 nm-wavelength radiant energy, forming reactive oxygen species. Porphyria cutanea tarda is categorized as familial, acquired or toxic. Factors that may induce clinical expression of PCT in susceptible individuals include alcohol, oestrogen, iron, polyhalogenated compounds and viral infections. Porphyria cutanea tarda is associated with an increased incidence of the haemochromatosis gene. Treatments for PCT include withdrawal of aggravating factors, phlebotomy and oral antimalarial medications. Porphyria cutanea tarda is associated with hepatic iron overload and responds to iron-reduction therapy. Porphyria cutanea tarda is the most common porphyria, followed by acute intermittent porphyria and erythropoietic protoporphyria. The molecular genetics of the porphyrias is very heterogenous. (PMID: 16315139, 7655298, 11105361).	C39H38N4O14, Heptacarboxylporphyrin I, Pseudouroporphyrin		None	None	None	3.927	5.385	7.171	7.973	7.555	4.722	7.803	7.661	7.43	8.138	7.272	6.789	7.178	7.573	7.337	6.553	6.639	6.106	4.693	7.909	8.214	6.504	6.172	9.072	7.146	7.767	7.356	7.321	7.461	7.676	
805.7134263_MZ	Tricaprylic glyceride (16:0/14:0/18:0)[iso6]	Un	1.0	None	None	None	None	TG(16:0/14:0/18:0)[iso6] is a monostearic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/14:0/18:0)[iso6], in particular, consists of one chain of palmitic acid at the C-1 position, one chain of myristic acid at the C-2 position and one chain of stearic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.	C51H98O6		None	None	None	10.229	11.044	11.147	10.609	9.479	10.018	11.06	10.489	9.936	9.728	10.224	11.619	8.74	9.315	11.147	11.317	10.161	11.765	10.375	8.762	10.226	10.44	10.459	9.956	9.662	9.709	11.231	9.616	10.12	11.151	11.381	9.346	8.963	10.198	8.784	9.77	9.099	10.999	10.49	
806.4977903_MZ	Phosphatidylserine (16:0/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None		C44H74NO10P		None	None	None	16.089	16.675	16.39	16.473	16.629	15.247	16.665	16.771	16.514	15.723	16.397	17.143	15.906	15.786	15.395	16.202	15.648	16.887	16.113	15.933	16.14	15.98	16.292	16.15	16.464	16.015	16.969	15.462	15.905	16.713	16.722	16.462	15.66	16.158	15.004	15.812	15.806	16.121	15.716	
808.5146198_MZ	Phosphatidylserine (18:1(9Z)/20:4(5Z_8Z_11Z_14Z))	Un	1.0	None	None	None	None	PS(18:1(9Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(18:1(9Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the arachidonic acid moiety is derived from animal fats and eggs. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C44H76NO10P		None	None	None	15.963	15.786	16.116	16.067	16.532	15.702	16.292	16.296	15.936	15.969	16.368	16.27	16.015	15.583	15.128	16.264	15.221	16.089	15.777	15.54	16.165	15.737	16.019	15.84	15.968	15.977	16.201	15.385	15.89	16.124	16.533	16.151	15.593	15.339	15.249	15.618	15.411	16.063	15.564	
808.6669992_MZ	Galactosylceramide (d18:1/24:1(15Z))	Un	1.0	None	None	None	None	Galactosylceramides (GalCer) are non-acidic monoglycosphingolipids, i.e. a sphingolipid with one carbohydrate moiety attached to a ceramide unit. They are an intermediate in sphingolipid metabolism and is the second to last step in the synthesis of digalactosylceramidesulfate. GalCer is generated from ceramide via the enzyme UDP-galactose ceramide galactosyltransferase [EC:2.4.1.47]. It can be converted to digalactosylceramide via the enzyme glycosyltransferases [EC 2.4.1.-]. Galactosylceramide is the principal glycosphingolipid in brain tissue, hence the trivial name cerebroside, which was first conferred on it in 1874. Galactosylceramides are found in all nervous tissues, but they can amount to 2% of the dry weight of grey matter and 12% of white matter. They are major constituents of oligodendrocytes. Synthesis of galactosylceramide takes place on the lumenal surface of the endoplasmic reticulum, although it has free access to the cytosolic surface by an energy-independent flip-flop process. GalCer sits in the extracellular leaflet of cell membranes in nanometer sized domains or rafts. The local clustering of GalCer within rafts is thought to facilitate the initial adhesion of certain viruses, including HIV-1 and bacteria to cells through multivalent interactions between receptor proteins and GalCer. A defect in the degradation of cerbrosides leads to a disorder called Krabbe disease. Krabbe disease (also known as globoid cell leukodystrophy or galactosylceramide lipidosis) is a rare, often fatal degenerative disorder that affects the myelin sheath of the nervous system. Krabbe disease is caused by mutations in the GALC gene, which causes a deficiency of galactosylceramidase. Infants with Krabbe disease are normal at birth. Symptoms begin between the ages of 3 and 6 months with irritability, fevers, limb stiffness, seizures, feeding difficulties, vomiting, and slowing of mental and motor development. There are also juvenile- and adult-onset cases of Krabbe disease, which have similar symptoms but slower progression. In infants, the disease is generally fatal before age 2. Patients with late-onset Krabbe disease tend to have a slower progression of the disease and live significantly longer.Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes. Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids. Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease.	C48H91NO8		None	None	None	13.827	11.86	12.651	12.004	13.365	11.529	12.705	13.888	12.471	11.928	13.097	12.592	14.475	12.365	11.759	12.739	11.61	12.538	12.018	11.698	12.712	12.767	12.402	12.527	12.611	12.37	12.605	11.549	12.115	12.348	12.595	12.882	12.183	11.375	11.334	12.27	12.025	12.44	11.862	
809.5203660_MZ	Phosphatidylinositol16:0/16:0)	Un	1.0	None	None	None	None	PI(16:0/16:0) is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PI(16:0/16:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.	C41H79O13P		None	None	None	15.137	14.883	15.28	15.12	15.587	14.785	15.457	15.309	14.996	15.037	15.385	15.29	15.12	14.717	14.212	15.396	14.344	15.204	14.886	14.601	15.239	14.911	15.097	14.987	15.04	15.114	15.254	14.531	14.995	15.257	15.563	15.26	14.745	14.372	14.377	14.724	14.44	15.128	14.859	
810.4909743_MZ	Phosphatidylethanolamine (20:4(5Z_8Z_11Z_14Z)/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None	PE(20:4(5Z,8Z,11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:4(5Z,8Z,11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The arachidonic acid moiety is derived from animal fats and eggs, while the docosahexaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	C47H74NO8P		None	None	None	13.242	13.801	14.411	14.47	15.763	14.412	14.341	13.47	14.549	14.272	15.227	14.556	13.94	14.393	13.34	13.305	13.29	13.545	13.106	13.973	14.659	12.802	14.043	14.156	15.251	13.896	13.856	13.131	14.388	13.766	16.486	13.578	13.818	13.442	13.427	13.339	13.782	14.638	13.373	
810.5288321_MZ	Phosphatidylserine (18:0/20:4(5Z_8Z_11Z_14Z))	Un	1.0	None	None	None	None	PS(18:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(18:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the arachidonic acid moiety is derived from animal fats and eggs. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C44H78NO10P		None	None	None	19.517	19.066	19.85	19.325	19.814	18.327	20.025	20.002	19.293	18.8	19.359	19.826	19.104	19.03	18.205	19.957	18.756	20.017	19.134	18.559	19.14	19.363	19.149	19.184	19.329	19.112	20.255	18.47	18.72	19.828	19.583	19.682	18.9	18.475	18.249	18.615	18.778	19.303	19.114	
811.4901965_MZ	Phosphatidylglycerol16:1(9Z)/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None	PG(16:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(16:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the docosahexaenoic acid moiety is derived from fish oils. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.	C44H73O10P		None	None	None	12.407	12.896	13.407	13.423	14.821	13.51	13.309	12.802	13.578	13.36	14.241	13.64	13.051	13.346	12.382	12.592	12.412	12.577	12.288	12.93	13.727	12.091	13.031	13.214	14.164	12.88	13.051	12.158	13.492	13.282	15.348	12.599	12.841	12.339	12.456	12.484	12.982	13.621	12.3	
812.6587170_MZ	Phosphatidylethanolamine (24:0/P-18:1(11Z))	Un	1.0	None	None	None	None		C47H92NO7P		None	None	None	11.544	12.202	11.958	11.626	11.363	11.33	12.012	11.037	11.561	11.184	11.495	12.169	11.186	11.187	11.679	11.681	11.693	12.254	11.57	10.781	12.018	11.819	12.049	11.529	11.077	11.382	12.26	10.613	11.563	11.978	12.256	11.097	10.922	11.663	10.328	10.921	10.794	11.687	11.3	
813.3148204_MZ	Tricrocin	Un	1.0	None	None	None	None	Tricrocin is a water soluble crocetin glycoside, a carotenoid pigment of saffron (Crocus sativus L.) that has been used as a spice for flavoring and coloring food preparations, and in Chinese traditional medicine as an anodyne or tranquilizer. Saffron is now used worldwide in folk medicine and is reputed to be useful in treating various human disorders such as heart and blood disorders. Stroke and heart attack are involved in reputed folkloric uses of saffron. Saffron is orally administrated as a decoction. Saffron extract exerts a protective effect on renal ischemia reperfusion induced oxidative damage in rats. (PMID: 17215084). Crocetin esters present in saffron stigmas and in Gardenia jasminoides Ellis fruit are the compounds responsible for their color. (PMID: 16448211).	C38H54O19		None	None	None	7.099	7.819	7.148	7.934	8.816	8.021	8.254	8.175	9.16	7.716	8.81	7.259	7.549	9.05	8.883	5.023	7.528	7.873	4.491	7.493	8.399	7.999	8.455	8.547	8.505	7.612	7.67	7.401	7.865	8.448	9.231	8.088	8.774	8.004	7.828	7.118	7.543	8.177	6.249	
813.5041688_MZ	Phosphatidylglycerol16:0/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None	PG(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the docosahexaenoic acid moiety is derived from fish oils. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.	C44H75O10P		None	None	None	12.874	12.973	13.77	13.447	14.119	14.334	14.019	12.924	13.61	13.7	14.306	13.852	13.347	13.659	13.076	12.756	13.139	12.852	12.867	13.056	14.234	12.011	13.324	13.305	13.461	13.485	13.369	12.576	14.14	13.874	13.99	13.336	13.106	12.383	13.129	12.943	12.843	13.697	12.68	
814.5654690_MZ	Phosphatidylcholine (22:6(4Z_7Z_10Z_13Z_16Z_19Z)/P-18:1(11Z))	Un	1.0	None	None	None	None	PC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/P-18:1(11Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The docosahexaenoic acid moiety is derived from fish oils, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C48H82NO7P		None	None	None	14.475	14.152	14.411	14.229	14.725	14.479	14.854	14.461	14.603	14.288	14.831	14.881	14.392	14.115	13.866	14.387	13.769	14.646	14.28	14.31	14.745	14.037	14.08	14.409	14.295	14.171	14.687	14.126	14.415	14.34	14.399	14.27	14.383	13.913	13.854	14.297	13.924	14.834	13.842	
814.6598780_MZ	Phosphatidylethanolamine (24:0/P-18:0)	Un	1.0	None	None	None	None	PE(24:0/P-18:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(24:0/P-18:0), in particular, consists of one chain of lignoceric acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The lignoceric acid moiety is derived from groundnut oil, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C47H94NO7P		None	None	None	10.316	9.81	10.13	10.033	9.887	9.368	10.167	9.949	10.039	9.922	10.376	10.091	10.199	9.387	10.228	10.275	9.274	10.142	9.573	9.374	10.18	10.063	10.742	9.612	10.043	9.532	10.054	9.694	9.307	9.488	11.275	9.542	9.541	9.704	9.161	9.658	9.601	10.033	9.577	
817.5010375_MZ	Phosphatidylglycerol18:2(9Z_12Z)/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None	PG(18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the docosahexaenoic acid moiety is derived from fish oils. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.	C46H75O10P		None	None	None	16.969	15.893	16.751	16.933	18.633	15.0	16.601	16.819	17.456	16.54	16.767	17.309	17.107	17.252	15.149	16.928	16.362	17.457	16.153	17.139	16.629	15.959	16.846	16.405	17.844	16.655	17.379	15.597	15.441	17.054	17.479	16.931	16.649	15.769	15.944	16.062	16.511	16.494	16.56	
819.4506310_MZ	Phosphatidylglycerolphosphate (16:0/16:1(9Z))	Un	1.0	None	None	None	None	PGP(16:0/16:1(9Z)) is a phosphatidylglycerolphosphate or glycerophospholipid (PGP or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(16:0/16:1(9Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of Phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGPs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PGP also serves as a precursor for the synthesis of cardiolipin. PGP is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.	C38H74O13P2		None	None	None	12.001	12.152	12.295	12.574	13.62	12.678	12.313	11.91	12.682	12.58	13.265	12.492	12.042	12.568	12.207	12.205	11.743	11.752	11.716	12.151	12.598	11.471	12.256	12.325	12.668	12.098	11.983	11.767	12.659	12.029	12.961	11.952	12.203	11.875	12.007	12.089	12.247	12.705	11.877	
819.5174711_MZ	Phosphatidylglycerol18:1(11Z)/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None	PG(18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the docosahexaenoic acid moiety is derived from fish oils. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.	C46H77O10P		None	None	None	18.411	16.647	17.307	17.592	20.359	16.082	17.471	18.201	17.991	17.388	17.824	17.784	17.831	18.097	16.166	18.215	16.82	18.243	17.055	18.321	17.36	17.35	17.676	16.877	19.136	17.443	18.184	16.869	16.269	17.785	18.439	18.418	18.04	16.552	17.077	17.234	17.476	17.024	17.108	
821.5294152_MZ	Phosphatidylglycerol18:0/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None	PG(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the docosahexaenoic acid moiety is derived from fish oils. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.	C46H79O10P		None	None	None	17.171	15.723	16.34	16.227	18.566	15.622	16.402	17.37	16.453	16.267	16.437	16.49	17.411	16.612	15.391	16.747	15.436	17.03	15.945	16.716	16.373	16.241	16.145	15.709	17.461	16.285	16.759	15.794	15.518	16.298	16.875	17.16	16.995	15.184	15.605	15.973	15.892	16.027	15.666	
824.5212385_MZ	Phosphatidylcholine (18:4(6Z_9Z_12Z_15Z)/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None	PC(18:4(6Z,9Z,12Z,15Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:4(6Z,9Z,12Z,15Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the docosahexaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C48H76NO8P		None	None	None	14.139	14.412	14.54	14.806	15.309	14.412	14.634	14.199	14.511	14.61	15.058	14.746	14.112	14.317	14.292	14.206	13.778	14.345	13.929	13.943	14.745	13.719	14.675	14.621	14.988	14.311	14.286	13.715	14.658	14.375	15.64	14.051	14.124	13.723	13.853	13.884	13.928	14.803	13.992	
825.5627615_MZ	Phosphatidylglycerol with formula C46H83O10P	Un	1.0	None	None	None	None		C46H83O10P		None	None	None	18.158	17.846	17.853	17.743	18.13	16.868	18.193	18.433	18.219	17.529	17.941	18.181	16.953	17.17	16.841	18.352	17.265	18.635	17.602	17.307	17.531	17.5	17.868	17.801	17.759	17.097	18.33	17.465	17.617	18.125	17.591	17.767	18.116	17.749	16.881	17.504	17.637	18.19	17.561	
826.5732241_MZ	Phosphatidylcholine (16:0/22:5(4Z_7Z_10Z_13Z_16Z))	Un	1.0	None	None	None	None	PC(16:0/22:5(4Z,7Z,10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/22:5(4Z,7Z,10Z,13Z,16Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the docosapentaenoic acid moiety is derived from animal fats and brain. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C46H82NO8P		None	None	None	18.142	17.372	17.699	17.56	18.581	17.112	18.078	18.355	18.082	17.352	17.928	17.946	17.687	17.017	16.605	18.081	17.036	18.16	17.613	17.822	17.819	17.593	17.644	17.822	18.025	17.41	18.038	17.637	17.417	17.679	17.457	17.948	18.079	17.439	17.092	17.837	17.476	18.152	17.266	
828.4997525_MZ	Phosphatidylethanolamine (20:5(5Z_8Z_11Z_14Z_17Z)/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None	PE(20:5(5Z,8Z,11Z,14Z,17Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:5(5Z,8Z,11Z,14Z,17Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of eicosapentaenoic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The eicosapentaenoic acid moiety is derived from fish oils, liver and kidney, while the docosahexaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	C47H72NO8P		None	None	None	13.546	14.294	14.641	14.802	15.666	15.342	14.381	13.616	15.002	15.015	16.064	15.048	14.673	14.817	13.461	13.465	13.529	13.509	13.466	14.58	15.48	12.925	14.436	14.718	14.694	14.557	13.665	13.707	15.174	14.339	14.745	13.725	14.328	13.608	14.036	13.911	14.332	15.244	13.779	
828.5905740_MZ	Phosphatidylcholine (16:0/22:4(7Z_10Z_13Z_16Z))	Un	1.0	None	None	None	None		C46H84NO8P		None	None	None	19.419	18.611	19.212	18.593	19.304	18.422	19.369	19.084	19.125	18.687	19.105	19.078	18.177	18.191	17.747	19.973	18.622	19.484	18.778	18.841	18.839	18.943	18.588	19.121	19.03	18.345	19.731	18.92	18.458	18.939	18.606	18.829	19.169	18.588	18.388	18.888	18.573	19.552	18.796	
830.5612989_MZ	Phosphatidylcholine (18:1(11Z)/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None		C48H82NO8P		None	None	None	13.886	13.748	13.914	13.964	14.694	14.104	14.237	14.066	14.239	14.128	14.463	14.3	13.934	14.078	13.533	13.903	13.37	14.141	13.664	13.819	14.326	13.448	13.932	13.914	14.377	13.691	13.995	13.637	14.097	13.914	14.697	13.653	13.89	13.516	13.708	13.772	13.509	14.716	13.414	
830.6845352_MZ	Glucosylceramide (d18:1/24:0)	Un	1.0	None	None	None	None	Glucosylceramide (d18:1/24:0) is a glycosphingolipid (ceramide and oligosaccharide)or oligoglycosylceramide with one or more sialic acids (i.e. n-acetylneuraminic acid) linked on the sugar chain. It is a component the cell plasma membrane which modulates cell signal transduction events. Gangliosides have been found to be highly important in immunology. Ganglioside GL1a carries a net-negative charge at pH 7.0 and is acidic. Gangliosides can amount to 6% of the weight of lipids from brain, but they are found at low levels in all animal tissues.Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes. Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids. Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease.	C48H93NO8, Glucosylceramide		None	None	None	12.513	10.918	11.648	11.308	12.077	11.009	12.157	12.029	11.675	11.513	12.036	11.745	12.512	11.277	11.89	12.447	11.015	11.798	11.182	11.152	11.808	11.821	12.217	11.596	11.498	11.339	11.946	10.916	11.211	11.718	12.659	11.395	11.391	10.463	10.616	11.173	11.102	11.873	11.192	
831.6742982_MZ	Sphingomyelin with formula C47H93N2O6P	Un	1.0	None	None	None	None	Sphingomyelin (d18:1/24:1(15Z)) or SM(d18:1/24:1(15Z)) is a type of sphingolipid found in animal cell membranes, especially in the membranous myelin sheath which surrounds some nerve cell axons. It usually consists of phosphorylcholine and ceramide. In humans, sphingomyelin is the only membrane phospholipid not derived from glycerol. Like all sphingolipids, SPH has a ceramide core (sphingosine bonded to a fatty acid via an amide linkage). In addition it contains one polar head group, which is either phosphocholine or phosphoethanolamine. The plasma membrane of cells is highly enriched in sphingomyelin and is considered largely to be found in the exoplasmic leaflet of the cell membrane. However, there is some evidence that there may also be a sphingomyelin pool in the inner leaflet of the membrane. Moreover, neutral sphingomyelinase-2 - an enzyme that breaks down sphingomyelin into ceramide has been found to localise exclusively to the inner leaflet further suggesting that there may be sphingomyelin present there. Sphingomyelin can accumulate in a rare hereditary disease called Niemann-Pick Disease, types A and B. Niemann-Pick disease is a genetically-inherited disease caused by a deficiency in the enzyme Sphingomyelinase, which causes the accumulation of Sphingomyelin in spleen, liver, lungs, bone marrow, and the brain, causing irreversible neurological damage. SMs play a role in signal transduction. Sphingomyelins are synthesized by the transfer of phosphorylcholine from phosphatidylcholine to a ceramide in a reaction catalyzed by sphingomyelin synthase.	C47H93N2O6P		None	None	None	15.013	14.25	14.918	14.803	15.488	13.799	15.069	15.536	15.452	14.578	15.176	14.971	15.799	14.546	13.194	15.073	14.088	14.929	14.308	14.943	15.15	14.485	14.894	15.054	15.23	14.635	14.808	14.038	14.174	14.65	14.575	14.916	15.168	14.032	13.817	14.488	15.081	15.173	14.221	
832.5127914_MZ	Phosphatidylserine (18:1(9Z)/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None	PS(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the docosahexaenoic acid moiety is derived from fish oils. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C46H76NO10P		None	None	None	15.619	15.767	15.883	16.25	16.311	15.474	16.128	16.187	15.799	16.029	16.118	15.983	15.831	15.535	15.103	16.22	15.409	16.072	15.368	15.382	15.824	15.684	15.81	15.747	15.898	15.705	16.087	15.122	15.633	15.762	16.513	15.899	15.511	15.281	14.834	15.388	15.43	15.818	15.55	
833.5173433_MZ	Phosphatidylinositol16:0/18:2(9Z_12Z))	Un	1.0	None	None	None	None	PI(16:0/18:2(9Z,12Z)) is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PI(16:0/18:2(9Z,12Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the linoleic acid moiety is derived from seed oils. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.	C43H79O13P		None	None	None	15.856	16.97	16.67	16.793	16.266	15.876	16.685	16.49	16.206	15.976	16.512	17.169	16.155	15.873	15.494	16.2	15.631	16.403	15.985	15.702	16.478	15.967	16.353	16.586	16.348	16.504	16.697	15.319	16.308	16.803	16.841	16.009	15.484	15.755	15.155	15.64	15.952	16.469	15.902	
834.4872865_MZ	Phosphatidylethanolamine with formula C49H74NO8P	Un	1.0	None	None	None	None	PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of two chains of docosahexaenoic acid at the C-1 and C-2 positions. The docosahexaenoic acid moieties are derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	C49H74NO8P		None	None	None	12.903	13.636	14.306	14.387	15.035	14.126	14.002	13.278	14.499	14.085	14.983	14.511	13.557	14.133	13.122	12.889	13.013	13.459	12.848	13.843	14.424	12.568	13.865	14.033	14.636	13.701	13.542	12.999	14.02	13.443	15.042	13.35	13.427	13.31	13.348	12.991	13.69	14.648	13.184	
834.5281005_MZ	Phosphatidylserine (18:0/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None	PS(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the docosahexaenoic acid moiety is derived from fish oils. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C46H78NO10P		None	None	None	17.874	18.761	18.283	18.168	18.028	17.208	18.602	18.889	18.308	17.289	17.976	19.083	17.926	17.513	17.253	18.231	17.7	18.894	17.81	17.525	17.985	17.686	18.028	18.026	17.905	17.708	18.915	17.288	17.689	18.793	18.246	17.93	17.454	17.888	16.45	17.366	17.458	17.794	17.415	
835.0517511_MZ	Diadenosine tetraphosphate	Un	1.0	None	None	None	None	Diadenosine tetraphosphate (AP4A) is a diadenosine polyphosphate. Diadenosine polyphosphates (APnAs, n=3-6) are a family of endogenous vasoactive purine dinucleotides which have been isolated from thrombocytes. APnAs have been demonstrated to be involved in the control of vascular tone as well as the growth of vascular smooth muscle cells and hence, possibly, in atherogenesis. APnAs isolated substances are Ap3A, Ap4A, Ap5A, and Ap6A. APnAs are naturally occurring substances that facilitate tear secretion; they are released from the corneal epithelium, they stimulate tear production and therefore they may be considered as physiological modulators of tear secretion. The APnAs were discovered in the mid-sixties in the course of studies on aminoacyl-tRNA synthetases (aaRS). APnAs have emerged as intracellular and extracellular signalling molecules implicated in the maintenance and regulation of vital cellular functions and become considered as second messengers. Great variety of physiological and pathological effects in mammalian cells was found to be associated with alterations of APnAs. APnAs are polyphosphated nucleotidic substances which are found in the CNS and are known to be released in a calcium-dependent manner from storage vesicles in brain synaptosomes. AP5A is a specific adenylate kinase inhibitor in the hippocampus, decreasing the rate of decomposition of ADP and the formation of ATP; a pathway that influences the availability of purines in the central nervous system. AP4A is the only APnA that can induce a considerable increase in [Ca2+] in endothelial cells, indicating that its vasoactive effects are comparable to the known effects of arginine vasopressin, Angiotensin II, and ATP. AP4A is a ubiquitous ApnA is a signal molecule for DNA replication in mammalian cells. AP4A is a primer for oligoadenylate synthesis catalyzed by interferon-inducible 2-5A synthetase. AP4A is an avid inhibitor of eosinophil-derived neurotoxin (EDN). EDN is a catalytically proficient member of the pancreatic ribonuclease superfamily secreted along with other eosinophil granule proteins during innate host defense responses and various eosinophil-related inflammatory and allergic diseases. The ribonucleolytic activity of EDN is central to its antiviral and neurotoxic activities and possibly to other facets of its biological activity. (PMID: 11212966, 12738682, 11810214, 9607303, 8922753, 9187362, 16401072, 9694344, 9351706, 1953194).	C20H28N10O19P4		None	None	None	13.507	13.607	13.488	12.924	13.125	13.593	13.484	13.887	13.044	12.499	13.093	13.669	13.658	13.089	13.125	12.791	12.871	13.174	13.685	13.428	13.148	13.307	12.701	12.962	13.402	13.338	13.236	13.782	13.481	14.343	12.548	13.465	13.21	13.208	14.058	13.354	12.802	13.198	12.747	
837.5462168_MZ	Phosphatidylinositol16:0/18:0)	Un	1.0	None	None	None	None	PI(16:0/18:0) is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PI(16:0/18:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of stearic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.	C43H83O13P		None	None	None	14.903	15.223	15.244	15.171	15.302	14.99	15.465	16.012	15.152	14.873	15.33	15.69	15.576	14.614	14.28	14.983	14.442	15.517	14.67	14.649	15.277	14.784	14.801	14.883	14.934	14.816	15.369	14.379	14.966	15.144	15.085	14.937	14.858	14.541	14.164	14.522	14.492	15.194	14.417	
837.6574585_MZ	3-Decaprenyl-4-hydroxybenzoic acid	Un	1.0	None	None	None	None	3-Decaprenyl-4-hydroxybenzoic acid is the first intermediate in the conversion of p-hydroxybenzoate (PHB) to ubiquinone. It is a 3-polyprenyl derivative of PHB. It has been found that PPHB is located primarily in the inner membrane of liver mitochondria. (PMID: 4338233).	C57H86O3		None	None	None	12.266	12.315	12.248	12.588	12.419	11.694	12.531	11.898	12.902	12.157	12.517	12.237	12.278	12.033	11.424	12.133	11.854	12.302	12.183	12.372	13.125	12.311	12.546	12.65	12.127	12.382	12.228	11.638	11.965	12.078	12.527	12.03	11.916	11.944	11.095	12.028	11.961	12.523	11.533	
837.7434592_MZ	Tricaprylic glyceride (15:0/18:1(9Z)/16:0)[iso6]	Un	1.0	None	None	None	None	TG(15:0/18:1(9Z)/16:0) is a monooleic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/18:1(9Z)/16:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of palmitic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.	C52H98O6		None	None	None	8.693	7.282	7.472	7.447	7.65	7.817	8.294	8.678	7.537	8.649	5.295	6.996	9.338	10.123	8.839	8.587	8.451	8.158	6.567	8.896	8.685	10.214	6.171	8.054	7.919	8.829	7.425	7.99	8.752	10.725	8.17	6.732	7.58	8.924	8.231	8.32	4.134	7.438	
839.2945283_MZ	3-Sialyl Lewis	Un	1.0	None	None	None	None	3-Sialyl Lewis tetrasaccharide, is a tumor-associated carbohydrate antigen. It is used as a tumor marker in colon and pancreatic cancer. When the selectin family of adhesion molecules was described, it was found that 3-Sialyl Lewis, along with sialyl Lewis(x) antigen, is a ligand for E-selectin, responsible for adhesion of several types of human carcinoma cells to endothelium. It has been suggested that such interactions play an important role in the formation of metastases by colon and pancreatic cancer cells. (PMID:12362971).	C31H52N2O23		None	None	None	8.577	9.445	10.024	8.636	9.699	9.765	7.545	7.316	10.559	8.8	9.87	9.09	9.501	9.011	1.918	5.835	8.254	8.902	10.02	10.543	9.545	10.31	8.741	10.161	10.426	8.867	7.766	10.686	8.52	7.132	8.588	10.806	10.464	11.098	9.781	10.099	9.225	9.651	
847.3841740_MZ	Neuromedin B (4-10)	Un	1.0	None	None	None	None	NMB acts by binding to its high affinity cell surface receptor, neuromedin B receptor (NMBR). This receptor is a G protein-coupled receptor with seven transmembrane spanning regions, hence the receptor is also denoted as a 7 transmembrane receptor (7-TMR). Upon binding several intracellular signaling pathways are triggered (see Figure 2). Neuromedin B (NMB) is a bombesin-related peptide in mammals. It was originally purified from pig spinal cord, and later shown to be present in human central nervous system and gastrointestinal tract. This structure shows the 4-10 fragment of neuromedin B.	C40H54N11O8S		None	None	None	9.894	9.725	10.017	9.642	10.963	10.893	10.287	9.66	10.354	9.984	10.779	9.774	9.501	9.957	10.144	9.59	9.172	8.738	9.768	9.617	10.464	8.649	9.952	9.824	9.393	10.907	9.058	9.262	10.365	9.898	10.344	9.837	9.657	9.255	9.536	9.421	9.622	9.952	9.265	
848.5549567_MZ	Phosphatidylcholine with formula C48H80NO8P	Un	1.0	None	None	None	None		C48H80NO8P		None	None	None	15.4	14.818	15.057	14.973	16.266	15.087	15.502	15.291	15.184	15.101	15.451	15.331	14.953	14.957	14.844	15.595	14.481	15.269	14.899	14.845	15.339	14.852	14.964	15.045	15.736	14.901	15.606	15.137	15.199	15.259	16.023	14.966	14.994	14.657	14.873	15.13	14.514	15.479	14.615	
851.3479911_MZ	Heme A	Un	1.0	None	None	None	None	Heme A differs from heme B in that a methyl side chain at ring position 8 is oxidized into a formyl group, and one of the vinyl side chains, at ring position 2, has been replaced by an isoprenoid chain. Like heme B, heme A is often attached to the apoprotein (cytochromes or globins) through a coordination bond between the heme iron and a conserved amino acid side-chain. An example of a metalloprotein that contains heme A is cytochrome c oxidase. Both the formyl group and the isoprenoid side chain are thought to play important roles in conservation of the energy of oxygen reduction by cytochrome c oxidase.(Wikipedia).	C49H56FeN4O6		None	None	None	7.876	8.515	8.023	8.815	9.263	8.538	8.887	8.827	8.334	8.946	8.633	8.591	7.325	8.939	9.755	2.175	8.677	7.985	8.149	7.468	7.923	7.583	7.577	8.971	7.871	8.013	8.012	7.024	8.707	7.635	9.637	7.253	7.808	7.911	8.375	8.475	7.334	8.943	7.853	
852.3074772_MZ	Lacto-N-fucopentaose III	Un	1.0	None	None	None	None	Lacto-N-fucopentaose III is an oligosaccharide found in human milk. Oligosaccharides in human milk represent a group of bioactive molecules that have evolved to be an abundant and diverse component of human milk, even though they have no direct nutritive value to the infant. A recent hypothesis proposes that they could be substrates for the development of the intestinal microflora and the mucosal immune system. (PMID:17002410).	C32H55NO25, Lacto-N-fucopentaose-2, Lex-lactose, Lacto-n-fucopentaose I, Lacto-N-fucopentaose V		None	None	None	5.732	7.798	7.249	8.239	7.004	7.615	7.267	6.007	7.257	7.968	7.036	8.373	8.134	8.638	7.031	6.878	8.613	0.694	7.296	7.569	7.077	8.112	7.511	8.645	6.05	6.403	6.915	7.99	8.59	6.45	7.287	6.258	6.079	8.489	7.311	7.021	
852.5887619_MZ	Phosphatidylcholine with formula C48H84NO8P	Un	1.0	None	None	None	None	PC(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the docosahexaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C48H84NO8P		None	None	None	17.317	16.797	17.114	16.683	17.147	16.398	17.291	17.224	17.267	16.645	16.874	17.13	15.953	16.17	16.108	17.748	16.725	17.635	16.696	16.522	16.633	16.705	16.68	16.926	16.806	16.276	17.376	16.691	16.441	17.17	16.466	16.56	16.942	16.729	16.049	16.601	16.534	17.275	16.653	
852.6828063_MZ	Phosphatidylcholine (24:1(15Z)/P-18:1(11Z))	Un	1.0	None	None	None	None	PC(24:1(15Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:1(15Z)/P-18:1(11Z)), in particular, consists of one chain of nervonic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The nervonic acid moiety is derived from fish oils, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C50H96NO7P		None	None	None	14.73	13.997	14.615	14.554	15.171	13.523	14.79	15.262	15.17	14.361	14.912	14.635	15.511	14.229	13.269	14.884	13.916	14.638	14.155	14.776	14.858	14.322	14.702	14.804	14.951	14.293	14.516	13.847	13.946	14.327	14.404	14.678	14.987	13.835	13.497	14.294	14.866	14.961	14.104	
854.1327512_MZ	Crotonoyl-CoA	Un	1.0	None	None	None	None	Crotonoyl-CoA is an important component in several metabolic pathways, notably fatty acid and amino acid metabolism. It is the substrate of a group of enzymes acyl-Coenzyme A oxidases 1, 2, 3 (E.C.: 1.3.3.6) corresponding to palmitoyl, branched chain, and pristanoyl, respectively, in the peroxisomal fatty acid beta-oxidation, producing hydrogen peroxide. Abnormality of this group of enzymes is linked to coma, dehydration, diabetes, fatty liver, hyperinsulinemia, hyperlipidemia, and leukodystrophy. It is also a substrate of a group of enzymes called acyl-Coenzyme A dehydrogenase (E.C.:1.3.99-, including 1.3.99.2, 1.3.99.3) in the metabolism of fatty acids or branched chain amino acids in the mitochondria (Rozen et al., 1994). Acyl-Coenzyme A dehydrogenase (1.3.99.3) has shown to contribute to kidney-associated diseases, such as adrenogential syndrome, kidney failure, kidney tubular necrosis, homocystinuria, as well as other diseases including cretinism, encephalopathy, hypoglycemia, medium chain acyl-CoA dehydrogenase deficiency. The gene (ACADS) also plays a role in theta oscillation during sleep. In addition, crotonoyl-CoA is the substrate of enoyl coenzyme A hydratase (E.C.4.2.1.17) in the mitochondria during lysine degradation and tryptophan metabolism, benzoate degradation via CoA ligation; in contrast it is the product of this enzyme in the butanoate metabolism. Moreover, it is produced from multiple enzymes in the butanoate metabolism pathway, including 3-Hydroxybutyryl-CoA dehydratase (E.C.:4.2.1.55), glutaconyl-CoA decarboxylase (E.C.: 4.1.1.70), vinylacetyl-CoA &#916;-isomerase (E.C.: 5.3.3.3), and trans-2-enoyl-CoA reductase (NAD+) (E.C.: 1.3.1.44). In lysine degradation and tryptophan metabolism, crotonoyl CoA is produced by glutaryl-Coenzyme A dehydrogenase (E.C.:1.3.99.7) lysine and tryptophan metabolic pathway. This enzyme is linked to type-1glutaric aciduria, metabolic diseases, movement disorders, myelinopathy, and nervous system diseases.	C25H40N7O17P3S		None	None	None	11.883	11.727	11.777	10.908	11.409	11.976	11.69	11.644	11.184	11.037	11.307	11.225	12.072	11.411	10.823	11.588	11.675	11.414	11.903	11.56	11.227	11.848	10.844	11.205	11.363	11.156	11.647	12.207	12.332	12.113	10.155	11.352	11.781	11.527	12.377	11.928	11.34	11.656	11.561	
854.6971184_MZ	Phosphatidylcholine with formula C50H98NO7P	Un	1.0	None	None	None	None	PC(24:0/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:0/P-18:1(11Z)), in particular, consists of one chain of lignoceric acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The lignoceric acid moiety is derived from groundnut oil, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	C50H98NO7P		None	None	None	12.901	13.149	13.452	13.079	12.862	12.543	13.594	13.112	13.206	12.64	13.071	13.859	12.929	12.575	12.067	13.183	12.853	13.097	12.607	12.758	13.272	12.916	13.279	13.121	12.856	12.95	13.133	12.049	12.581	13.277	13.263	12.544	12.726	12.404	11.464	12.451	12.728	13.238	12.9	
855.2734840_MZ	Uroporphyrinogen I	Un	1.0	None	None	None	None	Uroporphyrinogens are porphyrinogen variants in which each pyrrole ring has one acetate side chain and one propionate side chain; it is formed by condensation 4 four molecules of porphobilinogen. 4 isomers are possible but only 2 commoly are found, types I and III. Uroporphyrinogen III is a functional intermediate in heme biosynthesis while Uroporphyrinogen I is produced in an abortive side reaction.	C40H44N4O16		None	None	None	8.657	7.685	9.076	8.926	8.263	8.38	8.714	7.864	7.474	9.29	8.294	8.001	8.911	8.745	7.034	8.402	8.51	8.43	7.787	8.056	5.912	7.765	8.421	8.364	8.587	8.63	7.724	9.214	9.02	8.226	8.32	8.587	8.518	8.627	8.772	7.657	8.63	7.32	6.644	
855.5426485_MZ	Phosphatidylinositol16:0/18:1(11Z))	Un	1.0	None	None	None	None	PI(16:0/18:1(11Z)) is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PI(16:0/18:1(11Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the vaccenic acid moiety is derived from butter fat and animal fat. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.	C43H81O13P		None	None	None	15.293	15.81	15.746	15.606	15.439	15.107	15.461	15.27	15.752	15.118	15.714	15.928	15.081	15.06	14.547	15.443	15.162	15.64	15.266	14.941	15.583	15.083	15.438	15.435	15.303	15.453	15.499	14.943	15.964	17.085	15.256	15.086	15.09	15.455	14.632	15.225	15.128	15.657	15.1	
856.5413274_MZ	Phosphatidylserine (18:0/22:5(7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None	PS(18:0/22:5(7Z,10Z,13Z,16Z,19Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(18:0/22:5(7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the docosapentaenoic acid moiety is derived from fish oils. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C46H80NO10P		None	None	None	16.485	16.863	16.823	16.752	16.843	16.287	16.711	16.746	17.013	16.336	17.054	17.326	16.551	16.343	15.765	16.774	16.226	16.809	16.422	16.454	16.684	16.408	16.704	16.514	16.854	16.55	16.566	16.199	16.785	17.026	16.258	16.48	16.664	16.59	15.813	16.295	16.603	16.937	16.385	
857.5187760_MZ	Phosphatidylinositol16:0/20:4(5Z_8Z_11Z_14Z))	Un	1.0	None	None	None	None	PI(16:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PI(16:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the arachidonic acid moiety is derived from animal fats and eggs. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.	C45H79O13P		None	None	None	17.972	18.793	18.271	18.211	17.98	17.33	18.462	18.388	17.985	17.426	18.096	18.619	17.923	17.45	17.267	18.333	17.421	18.335	18.254	17.654	18.015	17.863	18.203	17.979	17.862	18.132	18.745	17.423	17.982	18.656	18.427	18.075	17.434	17.402	17.028	17.732	17.845	17.898	17.703	
858.6222850_MZ	Phosphatidylcholine with formula C48H90NO8P	Un	1.0	None	None	None	None		C48H90NO8P		None	None	None	13.235	13.08	13.067	12.891	13.065	12.893	13.262	13.142	13.078	12.646	13.27	13.49	13.081	12.537	12.899	13.446	12.557	13.288	12.969	12.815	13.019	12.872	12.664	12.794	13.001	12.788	13.347	12.819	12.842	13.127	13.103	12.629	12.681	12.552	12.483	12.938	12.565	13.439	12.565	
859.5312756_MZ	Phosphatidylinositol16:0/20:3(5Z_8Z_11Z))	Un	1.0	None	None	None	None	PI(16:0/20:3(5Z,8Z,11Z)) is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PI(16:0/20:3(5Z,8Z,11Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of mead acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the mead acid moiety is derived from fish oils, liver and kidney. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.	C45H81O13P		None	None	None	16.615	16.697	16.658	16.715	16.818	16.115	17.144	16.977	16.417	15.827	16.831	17.245	16.729	15.892	15.973	16.694	15.512	16.465	16.551	16.165	16.77	16.433	16.513	16.558	16.641	16.964	16.945	16.237	16.535	17.003	16.799	16.688	15.928	16.103	15.722	16.497	16.17	16.541	16.099	
860.6564633_MZ	Phosphatidylcholine with formula C48H92NO8P	Un	1.0	None	None	None	None		C48H92NO8P		None	None	None	10.575	10.757	10.844	10.885	10.821	10.323	10.516	11.034	10.971	10.463	11.066	11.06	11.211	10.361	10.67	10.882	9.963	11.027	10.301	10.566	10.975	10.418	10.759	10.623	10.738	10.488	10.74	10.552	10.587	10.623	11.565	10.146	10.551	10.48	10.177	10.472	10.489	11.229	10.193	
861.5484929_MZ	Phosphatidylinositol16:0/20:2(11Z_14Z))	Un	1.0	None	None	None	None	PI(16:0/20:2(11Z,14Z)) is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PI(16:0/20:2(11Z,14Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the eicosadienoic acid moiety is derived from fish oils and liver. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.	C45H83O13P		None	None	None	16.088	15.978	16.241	16.573	16.362	15.726	16.772	16.925	15.861	15.42	16.281	16.884	16.625	15.561	15.412	16.257	15.118	15.937	15.576	15.417	16.354	15.949	15.896	16.522	16.249	16.54	16.406	15.389	16.037	16.269	16.348	16.201	15.33	15.711	14.919	15.863	15.597	16.049	15.465	
862.6086627_MZ	3-O-Sulfogalactosylceramide (d18:1/22:0)	Un	1.0	None	None	None	None		C46H89NO11S		None	None	None	13.949	13.726	14.097	14.241	14.196	13.978	14.181	14.052	14.215	13.749	14.409	14.445	13.782	13.432	13.731	14.137	13.376	14.081	13.654	13.97	14.274	13.626	13.816	14.065	14.064	13.699	14.152	13.703	13.864	13.748	14.235	13.78	13.849	13.648	13.26	13.969	14.099	14.52	13.493	
863.6181108_MZ	All trans decaprenyl diphosphate	Un	1.0	None	None	None	None		C50H90O7P2		None	None	None	13.05	12.912	13.339	13.072	13.19	12.908	13.359	13.132	13.226	12.682	13.349	13.607	12.848	12.633	12.754	13.015	12.577	13.296	12.781	12.85	13.28	12.81	12.877	12.947	13.044	12.625	13.22	12.716	12.909	12.996	13.234	12.735	12.775	12.662	12.243	12.918	13.129	13.368	12.646	
864.6471313_MZ	Phosphatidylcholine (18:3(6Z_9Z_12Z)/24:1(15Z))	Un	1.0	None	None	None	None	PC(18:3(6Z,9Z,12Z)/24:1(15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/24:1(15Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the nervonic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C50H92NO8P		None	None	None	11.249	10.893	11.058	11.276	11.325	11.225	11.414	11.302	11.021	11.132	11.451	11.455	11.411	10.839	11.699	11.136	10.517	11.43	10.747	10.823	11.334	10.895	11.127	10.928	10.969	10.613	11.091	10.765	11.144	11.185	12.145	10.735	10.717	10.589	10.546	11.033	10.758	11.545	10.643	
868.1647419_MZ	3-Methylcrotonyl-CoA	Un	1.0	None	None	None	None	3-Methylcrotonyl-CoA is an essential metabolite for leucine metabolism, a substrate of 3-methylcrotonyl-CoA carboxylase (EC 6.4.1.4), a biotin-dependent mitochondrial enzyme in the catabolism of leucine. (OMIM 609010).	C26H42N7O17P3S		None	None	None	8.916	7.649	9.247	6.732	8.877	9.244	8.596	9.003	8.089	8.253	7.99	8.694	9.168	8.456	7.75	8.681	8.984	8.869	9.008	8.8	8.444	8.238	8.328	8.052	8.541	8.717	8.088	9.398	9.0	9.683	6.846	8.694	8.973	8.675	9.416	9.134	7.94	4.172	8.107	
873.2999017_MZ	Hydroxymethylbilane	Un	1.0	None	None	None	None	Hydroxymethylbilane is a molecule involved in the metabolism of porphyrin. In the third step, it is generated by the enzyme porphobilinogen deaminase , and in the next step the enzyme uroporphyrinogen III synthase converts it into uroporphyrinogen III. -- Wikipedia.	C40H46N4O17		None	None	None	5.76	7.042	7.254	7.004	7.315	7.714	6.688	5.733	7.251	8.267	6.842	7.634	7.774	9.306	7.083	6.924	7.237	7.575	7.643	8.017	6.863	8.111	4.531	7.62	7.985	6.63	6.416	7.544	3.196	7.516	6.486	8.122	6.253	6.93	6.487	6.495	
874.5023870_MZ	Phosphatidylserine (20:4(5Z_8Z_11Z_14Z)/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None	PS(20:4(5Z,8Z,11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(20:4(5Z,8Z,11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The arachidonic acid moiety is derived from animal fats and eggs, while the docosahexaenoic acid moiety is derived from fish oils. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C48H74NO10P		None	None	None	13.999	14.563	14.745	15.112	15.397	14.95	14.653	14.43	14.815	15.266	15.614	14.853	14.769	14.803	14.093	14.177	13.969	14.272	13.925	14.293	15.076	13.812	14.676	14.554	14.668	14.433	14.423	13.909	15.005	14.396	15.615	14.215	14.364	13.782	14.172	14.123	14.288	14.995	14.055	
875.7652432_MZ	Tricaprylic glyceride (16:0/18:1(9Z)/18:2(9Z_12Z))[iso6]	Un	1.0	None	None	None	None	TG(16:0/18:1(9Z)/18:2(9Z,12Z))[iso6] is a monooleic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/18:1(9Z)/18:2(9Z,12Z))[iso6], in particular, consists of one chain of palmitic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of linoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.	C55H100O6		None	None	None	11.73	10.273	10.321	10.518	10.988	10.465	11.728	12.133	10.743	9.772	10.544	10.679	11.71	10.519	10.659	13.184	9.669	12.238	10.531	10.151	10.225	12.27	11.082	10.503	10.336	10.228	12.243	10.01	9.47	10.875	11.498	12.331	11.304	9.842	10.551	11.837	10.788	10.373	10.918	
876.5126626_MZ	Phosphatidylserine (20:3(8Z_11Z_14Z)/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None		C48H76NO10P		None	None	None	14.368	14.851	14.749	15.091	15.143	14.786	14.756	14.426	15.024	14.855	15.467	15.042	14.644	14.62	14.324	14.45	14.114	14.469	14.31	14.308	15.049	14.076	14.864	14.765	14.671	14.739	14.56	14.23	15.013	14.618	15.401	14.32	14.334	14.194	14.341	14.459	14.302	15.037	14.187	
876.6809526_MZ	Phosphatidylcholine with formula C52H96NO7P	Un	1.0	None	None	None	None		C52H96NO7P		None	None	None	11.406	11.651	11.357	11.008	10.823	11.674	11.725	11.279	11.155	10.963	11.46	12.374	10.843	10.973	11.714	11.889	11.296	11.966	11.404	10.688	11.499	11.06	11.387	11.225	11.184	10.908	11.688	10.913	11.401	11.839	12.185	10.628	10.955	10.722	10.399	10.901	10.38	11.787	10.719	
877.7243284_MZ	Tricaprylic glyceride with formula C57H98O6	Un	1.0	None	None	None	None	TG(16:0/16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))[iso3] is a dipalmitic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))[iso3], in particular, consists of one chain of palmitic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of docosahexaenoic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.	C57H98O6		None	None	None	9.664	10.093	10.037	9.962	7.904	9.058	9.961	10.14	8.673	9.667	8.678	9.047	8.805	9.909	10.289	9.443	10.4	9.88	9.194	7.665	9.468	9.639	10.409	10.22	8.484	9.157	9.728	7.474	9.324	10.151	11.523	9.259	7.227	8.573	8.951	8.825	8.88	8.775	9.789	
878.2130436_MZ	2-Methylhexanoyl-CoA	Un	1.0	None	None	None	None	2-Methylhexanoyl-CoA is a coenzyme, notable for its role in the synthesis and oxidation of fatty acids, and the oxidation of pyruvate in the citric acid cycle. It is adapted from cysteamine, pantothenate, and adenosine triphosphate. This compound is formed by 2-Methylhexanoic acid reacting with thiol group of CoA molecules.	C28H48N7O17P3S		None	None	None	4.512	8.237	8.004	6.156	6.368	5.829	7.067	8.221	7.236	8.201	7.965	7.253	9.105	7.791	7.166	6.514	7.809	8.066	7.638	7.376	4.711	4.978	8.066	8.596	7.551	6.624	4.284	7.81	7.3	7.837	8.287	8.206	7.647	7.0	6.77	8.018	
878.4837887_MZ	Phosphatidylserine with formula C50H74NO10P	Un	1.0	None	None	None	None	PS(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The docosahexaenoic acid moiety is derived from fish oils, while the docosahexaenoic acid moiety is derived from fish oils. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	C50H74NO10P		None	None	None	12.27	12.759	13.021	13.375	13.852	13.278	12.897	12.295	13.088	13.355	13.931	13.381	12.798	13.238	12.756	12.196	12.291	12.147	12.348	12.801	13.45	11.967	13.074	12.899	13.384	12.963	12.361	12.211	13.295	12.842	13.947	12.367	12.623	12.163	12.798	12.411	12.502	13.497	12.34	
878.7104477_MZ	Phosphatidylcholine (o-22:1(13Z)/22:3(10Z_13Z_16Z))	Un	1.0	None	None	None	None	PC(o-22:1(13Z)/22:3(10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(o-22:1(13Z)/22:3(10Z,13Z,16Z)), in particular, consists of one chain of Erucyl alcohol at the C-1 position and one chain of (10Z,13Z,16Z-docosatrienoyl) at the C-2 position. The Erucyl alcohol moiety is derived from Rapeseed oil, while the (10Z,13Z,16Z-docosatrienoyl) moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C52H98NO7P		None	None	None	7.292	9.04	8.335	8.538	7.644	6.999	7.832	8.573	7.499	9.853	8.137	8.821	5.857	8.6	9.846	8.729	8.245	8.685	7.24	7.662	6.497	7.57	10.441	8.465	7.874	7.969	8.542	7.389	7.512	8.061	10.975	7.059	7.75	7.035	7.217	7.442	7.454	8.741	8.466	
879.7416331_MZ	Tricaprylic glyceride (16:0/18:1(9Z)/20:4(5Z_8Z_11Z_14Z))[iso6]	Un	1.0	None	None	None	None	TG(16:0/18:1(9Z)/20:4(5Z,8Z,11Z,14Z))[iso6] is a monoarachidonic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/18:1(9Z)/20:4(5Z,8Z,11Z,14Z))[iso6], in particular, consists of one chain of palmitic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of arachidonic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.	C57H100O6		None	None	None	9.632	9.724	10.165	10.113	9.311	9.042	10.2	10.47	9.135	9.814	8.932	8.23	9.581	9.79	10.401	9.209	10.538	9.948	9.158	7.558	9.221	10.024	9.605	10.392	7.484	9.367	9.774	6.909	9.511	10.277	11.191	9.285	8.713	9.187	8.4	9.209	8.51	8.922	9.725	
881.7569201_MZ	Tricaprylic glyceride (16:0/18:0/20:4(5Z_8Z_11Z_14Z))[iso6]	Un	1.0	None	None	None	None	TG(16:0/18:0/20:4(5Z,8Z,11Z,14Z))[iso6] is a monoarachidonic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/18:0/20:4(5Z,8Z,11Z,14Z))[iso6], in particular, consists of one chain of palmitic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of arachidonic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.	C57H102O6		None	None	None	10.352	10.421	10.22	10.699	10.134	8.841	10.605	11.195	9.54	9.815	9.46	9.232	10.832	10.409	10.835	9.827	10.655	10.453	9.632	8.851	9.643	10.756	9.833	10.505	8.655	10.232	10.095	8.771	9.676	10.701	11.67	9.982	9.06	9.234	9.523	10.105	8.523	9.595	9.957	
883.5332733_MZ	Phosphatidylinositol16:0/22:5(4Z_7Z_10Z_13Z_16Z))	Un	1.0	None	None	None	None	PI(16:0/22:5(4Z,7Z,10Z,13Z,16Z)) is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PI(16:0/22:5(4Z,7Z,10Z,13Z,16Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the docosapentaenoic acid moiety is derived from animal fats and brain. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.	C47H81O13P		None	None	None	17.788	16.951	17.59	17.727	18.762	17.071	18.08	18.425	17.657	16.94	17.974	17.946	17.919	17.291	16.697	17.587	16.511	17.46	17.565	17.754	18.203	17.535	17.778	17.647	18.044	17.696	17.84	17.587	17.278	17.508	18.015	18.189	17.243	17.318	17.08	17.929	17.175	17.448	16.804	
885.5496472_MZ	Phosphatidylinositol16:0/22:4(10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None		C47H83O13P		None	None	None	22.059	22.023	22.389	22.146	22.288	21.378	22.661	22.426	22.168	21.597	22.151	22.399	21.413	21.704	20.878	22.301	21.747	22.629	21.899	21.59	21.775	21.902	22.034	22.107	21.862	21.749	22.631	21.523	21.634	22.235	22.086	22.104	21.719	21.492	20.95	21.488	21.446	21.727	21.701	
888.6096410_MZ	3-O-Sulfogalactosylceramide (d18:1/24:1(15Z))	Un	1.0	None	None	None	None		C48H91NO11S		None	None	None	14.996	14.463	14.781	14.69	15.036	14.37	15.768	15.092	14.625	14.077	15.036	15.088	14.43	14.243	14.558	15.189	14.067	15.25	14.329	14.253	14.479	14.639	14.605	14.537	14.653	14.634	15.442	14.385	14.246	15.002	14.92	14.889	14.358	13.931	13.946	14.497	14.165	15.219	14.287	
888.6403162_MZ	Galabiosylceramide (d18:1/18:0)	Un	1.0	None	None	None	None	Galabiosylceramide is a non-acidic diglycosphingolipids, i.e. a sphingolipid with two or more carbohydrate moieties attached to a ceramide unit. It is a vital component of cellular membranes of most eukaryotic organisms and some bacteria. Its abundance relative to other lipids is usually low other than in epithelial and neuronal cells. Galabiosylceramide has also been found in small amounts in kidney and pancreas, for example. Galabiosylceramide is one of the lipids that accumulates in excessive amounts in Fabry's disease. It is the precursor of the gala series of oligoglycosylceramides.An animal tissues, biosynthesis involves addition of a second monosaccharides unit from the appropriate sugar nucleotide to a monoglycosylceramide, catalysed by a glycosyl transferase, in the lumen of the Golgi apparatus. Glycolipids are important components of the body's immune defense system, either in haptenic reactivity or in antibody-producing potency, i.e. as cellular immunogens or antigens. Certain glycolipids are involved in the antigenicity of blood group determinants, while others bind to specific toxins or bacteria. Some also function as receptors for cellular recognition, and they can be specific for particular tissues or tumours.	C48H91NO13		None	None	None	13.488	13.083	13.514	13.277	13.45	12.858	14.239	13.612	13.271	12.66	13.465	13.955	13.013	12.878	13.647	13.969	12.666	14.158	12.953	12.726	13.104	13.018	13.32	13.196	13.239	13.149	14.332	12.821	12.908	13.628	13.833	13.299	12.905	12.663	12.517	12.948	13.005	13.641	12.731	
890.6365087_MZ	3-O-Sulfogalactosylceramide (d18:1/24:0)	Un	1.0	None	None	None	None	3-O-Sulfogalactosylceramide is an acidic, sulfated glycosphingolipid, often known as sulfatide. This lipid occurs in membranes of various cell types, but is found in particularly high concentrations in myelin where it constitutes 3-4% of total membrane lipids. This lipid is synthesized primarily in the oligodendrocytes in the central nervous system. Accumulation of this lipid in the lysosomes is a characteristic of metachromatic leukodystrophy, a lysosomal storage disease caused by the deficiency of arylsulfatase A. Alterations in sulfatide metabolism, trafficking, and homeostasis are present in the earliest clinically recognizable stages of Alzheimer's disease. Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes. Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids. Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease. Sulfatides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Sulfatides are the sulfuric acid esters of galactocerebrosides. They are synthesized from galactocerebrosides and activated sulfate, 3'-phosphoadenosine 5'-phosphosulfate (PAPS).	C48H93NO11S		None	None	None	12.786	12.508	12.728	12.653	13.024	12.405	12.995	12.836	12.717	12.772	12.908	13.016	12.863	12.286	12.911	13.171	12.179	13.016	12.4	12.383	12.693	12.575	12.794	12.59	12.867	12.269	13.011	12.446	12.427	12.68	13.421	12.46	12.709	12.333	12.01	12.526	12.429	13.309	12.273	
897.5117641_MZ	Phosphatidylglycerolphosphate (16:0/22:4(7Z_10Z_13Z_16Z))	Un	1.0	None	None	None	None	PGP(16:0/22:4(7Z,10Z,13Z,16Z)) is a phosphatidylglycerolphosphate or glycerophospholipid (PGP or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(16:0/22:4(7Z,10Z,13Z,16Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of adrenic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the adrenic acid moiety is derived from animal fats. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of Phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGPs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PGP also serves as a precursor for the synthesis of cardiolipin. PGP is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.	C44H80O13P2		None	None	None	13.143	13.777	13.705	14.073	14.402	13.666	13.73	13.383	13.924	13.742	14.38	14.033	13.423	13.527	13.308	13.182	13.026	13.326	13.202	13.466	14.004	12.946	13.653	13.595	13.825	13.677	13.418	13.072	13.985	13.727	14.058	13.159	13.315	13.184	13.208	13.327	13.355	13.979	13.2	
902.2037143_MZ	2,6-Dimethylheptanoyl-CoA	Un	1.0	None	None	None	None	2,6 dimethylheptanoyl-CoA is a metabolite of pristanic acid,which itself is the alpha-oxidation product of phytanic acid.(PMID: 9714723).	C30H48N7O17P3S		None	None	None	7.406	6.519	8.712	7.855	8.423	8.166	6.054	8.229	6.516	7.735	7.438	8.777	8.293	9.045	8.173	8.316	8.345	8.766	6.028	7.074	8.302	7.846	8.193	8.634	7.861	9.163	7.874	8.762	6.863	7.679	8.533	7.774	9.171	8.931	7.831	7.271	8.04	
902.6855359_MZ	Phosphatidylethanolamine (22:1(13Z)/24:1(15Z))	Un	1.0	None	None	None	None	PE(22:1(13Z)/24:1(15Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:1(13Z)/24:1(15Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the nervonic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	C51H98NO8P		None	None	None	10.784	10.581	10.204	10.027	10.61	10.504	10.653	11.006	10.478	10.43	10.65	11.385	10.596	10.324	11.018	10.858	10.159	11.088	10.531	10.153	10.474	10.433	10.996	10.545	10.785	10.266	10.619	10.228	10.656	10.813	11.673	10.232	10.166	10.016	9.887	10.427	9.8	10.891	10.091	
906.6285579_MZ	Galabiosylceramide (d18:1/9Z-18:1)	Un	1.0	None	None	None	None	Galabiosylceramide is a non-acidic diglycosphingolipids, i.e. a sphingolipid with two or more carbohydrate moieties attached to a ceramide unit. It is a vital component of cellular membranes of most eukaryotic organisms and some bacteria. Its abundance relative to other lipids is usually low other than in epithelial and neuronal cells. Galabiosylceramide is one of the lipids that accumulate in excessive amounts in Fabry's disease. Fabry disease (FD) is an X-linked inborn error of glycosphingolipid (GSL) metabolism, caused by a deficiency of the lysosomal alpha-galactosidase A, which results in high levels in lysosomes and biological fluids of galabiosylceramide, also known as digalactosylceramide (Ga2). In Fabry disease, accumulation of galabiosylceramide is observed by coloration methods associated to optic or electron microscopy or more recently, with imaging mass spectrometry. Galabiosylceramide is the precursor of a series of oligoglycosylceramides. In animal tissues, biosynthesis involves addition of a second monosaccharide unit from the appropriate sugar nucleotide to a monoglycosylceramide, catalysed by a glycosyl transferase, in the lumen of the Golgi apparatus. Glycolipids are important components of the body's immune defense system, either in haptenic reactivity or in antibody-producing potency, i.e. as cellular immunogens or antigens. (PMID: 15702404, 15959771, 16324673, 14761135).	C48H89NO13, Lactosyceramide (d18:1/18:1(9Z))		None	None	None	13.669	13.22	13.699	13.224	13.628	13.089	13.737	13.577	13.546	12.957	13.737	13.767	13.298	12.95	13.256	13.986	13.067	13.867	13.294	13.369	13.305	13.228	13.345	13.405	13.498	12.92	13.853	13.235	13.16	13.414	13.686	13.397	13.561	12.998	13.103	13.275	13.128	14.356	13.066	
906.7266778_MZ	Phosphatidylethanolamine (22:0/24:0)	Un	1.0	None	None	None	None	PE(22:0/24:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:0/24:0), in particular, consists of one chain of behenic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the lignoceric acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	C51H102NO8P		None	None	None	9.449	10.088	10.704	10.76	10.52	10.738	10.283	9.698	10.401	9.934	10.857	10.406	9.724	11.466	10.742	9.602	9.858	9.999	8.447	8.626	10.411	9.409	10.33	11.225	8.004	10.134	9.988	8.137	10.853	10.102	11.545	9.649	9.309	9.02	8.943	9.519	8.897	10.199	9.762	
907.4609518_MZ	Phosphatidylinositol Phosphate with formula C41H78O16P2	Un	1.0	None	None	None	None	PIP(16:1(9Z)/18:0) is a phosphatidylinositol phosphate. Phosphatidylinositol phosphates are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to a phosphorylated inositol (hexahydroxycyclohexane). Phosphatidylinositol phosphates are generated from phosphatidylinositols, which are phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated. Phosphatidylinositols phosphates can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PIP(16:1(9Z)/18:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of stearic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. The most important phosphatidylinositol phosphate in both quantitative and biological terms is phosphatidylinositol 4-phosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. Phosphatidylinositols phosphates are usually present at low levels only in tissues, typically at about 1 to 3% of the concentration of phosphatidylinositol.	C41H78O16P2		None	None	None	11.965	12.282	12.49	12.651	13.253	12.44	12.449	12.032	12.627	12.79	13.288	12.704	12.207	12.546	11.874	11.711	11.747	11.88	11.719	12.167	12.781	11.75	12.404	12.432	12.594	12.219	12.121	11.793	12.394	12.13	13.21	12.014	12.092	11.73	12.087	11.942	12.063	12.679	11.659	
907.5751321_MZ	Phosphatidylinositol16:0/22:3(10Z_13Z_16Z))	Un	1.0	None	None	None	None	PI(16:0/22:3(10Z,13Z,16Z)) is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PI(16:0/22:3(10Z,13Z,16Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of (10Z,13Z,16Z-docosatrienoyl) at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the (10Z,13Z,16Z-docosatrienoyl) moiety is derived from fish oils. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.	C47H85O13P		None	None	None	16.578	15.933	16.571	16.082	16.783	15.766	16.578	16.268	16.462	15.818	16.395	16.537	15.887	15.981	15.114	16.682	15.83	16.504	16.418	16.325	16.188	16.03	16.125	16.201	16.413	15.99	16.734	16.436	16.037	16.382	15.851	16.394	16.487	16.081	16.019	16.377	16.055	16.575	15.908	
909.5479267_MZ	Phosphatidylinositol18:0/22:6(4Z_7Z_10Z_13Z_16Z_19Z))	Un	1.0	None	None	None	None	PI(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PI(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the docosahexaenoic acid moiety is derived from fish oils. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.	C49H83O13P		None	None	None	15.776	15.376	15.535	15.725	16.183	15.36	16.175	16.729	15.564	15.343	16.173	15.887	15.589	15.651	14.745	16.36	14.825	15.83	15.153	15.118	15.423	15.63	15.427	15.929	15.916	15.368	16.201	15.161	15.374	15.708	15.808	16.001	15.373	15.216	14.697	15.236	15.379	15.851	15.522	
911.5671268_MZ	Phosphatidylinositol18:0/22:5(4Z_7Z_10Z_13Z_16Z))	Un	1.0	None	None	None	None	PI(18:0/22:5(4Z,7Z,10Z,13Z,16Z)) is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PI(18:0/22:5(4Z,7Z,10Z,13Z,16Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the docosapentaenoic acid moiety is derived from animal fats and brain. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.	C49H85O13P		None	None	None	15.255	14.663	14.992	14.978	15.684	15.028	15.695	16.199	14.817	14.53	15.447	15.19	15.407	14.897	14.291	15.645	14.137	15.311	14.817	14.733	14.999	15.285	14.793	15.226	15.093	15.059	15.629	14.917	14.75	15.14	14.978	15.438	14.888	14.379	14.3	14.896	14.611	15.037	14.871	
912.6858839_MZ	Phosphatidylcholine (20:3(5Z_8Z_11Z)/24:1(15Z))	Un	1.0	None	None	None	None	PC(20:3(5Z,8Z,11Z)/24:1(15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/24:1(15Z)), in particular, consists of one chain of mead acid at the C-1 position and one chain of nervonic acid at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the nervonic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C52H96NO8P		None	None	None	10.706	11.091	11.582	11.085	10.486	10.358	11.337	10.622	10.687	10.071	10.866	11.527	10.272	10.393	11.272	10.504	10.621	11.442	10.498	10.144	10.952	10.262	10.96	10.831	10.549	10.655	10.855	9.933	10.323	11.077	11.56	10.168	10.559	10.34	10.149	10.182	10.364	11.498	10.525	
916.6553332_MZ	3-O-Sulfogalactosylceramide with formula C50H95NO11S	Un	1.0	None	None	None	None	3-O-Sulfogalactosylceramide is an acidic, sulfated glycosphingolipid, often known as sulfatide. This lipid occurs in membranes of various cell types, but is found in particularly high concentrations in myelin where it constitutes 3-4% of total membrane lipids. This lipid is synthesized primarily in the oligodendrocytes in the central nervous system. Accumulation of this lipid in the lysosomes is a characteristic of metachromatic leukodystrophy, a lysosomal storage disease caused by the deficiency of arylsulfatase A. Alterations in sulfatide metabolism, trafficking, and homeostasis are present in the earliest clinically recognizable stages of Alzheimer's disease.Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes. Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids. Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease. Sulfatides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Sulfatides are the sulfuric acid esters of galactocerebrosides. They are synthesized from galactocerebrosides and activated sulfate, 3'-phosphoadenosine 5'-phosphosulfate (PAPS).	C50H95NO11S		None	None	None	11.301	10.844	11.205	10.802	11.28	10.662	11.298	11.318	11.059	11.071	11.337	11.415	11.431	10.885	11.429	11.415	10.556	11.269	11.004	10.992	11.393	11.174	11.662	11.277	11.275	10.723	11.234	10.973	11.113	11.012	12.088	10.684	10.815	10.69	10.617	10.864	10.629	11.463	10.899	
925.5384254_MZ	Phosphatidylglycerolphosphate (18:0/22:4(7Z_10Z_13Z_16Z))	Un	1.0	None	None	None	None		C46H84O13P2		None	None	None	13.988	13.807	13.896	14.129	14.44	13.833	14.204	14.131	14.095	13.816	14.252	14.124	13.716	13.48	13.542	14.213	13.412	14.08	13.808	13.701	14.09	13.801	13.951	13.929	14.247	13.833	14.055	13.771	13.88	13.912	14.414	13.956	13.84	13.705	13.6	13.923	13.684	14.069	13.572	
929.5074432_MZ	Angiotensin III	Un	1.0	None	None	None	None		C46H66N12O9		None	None	None	13.823	13.667	14.354	13.771	14.521	13.762	14.117	13.517	13.952	13.604	14.274	14.121	13.54	13.515	12.935	13.54	13.318	13.764	14.112	13.714	14.135	13.381	13.782	13.855	14.028	13.748	13.627	13.587	13.972	14.038	13.96	13.706	13.63	13.388	13.519	13.359	13.346	14.011	13.439	
930.9836959_MZ	Guanosine pentaphosphate adenosine	Un	1.0	None	None	None	None	Guanosine pentaphosphate adenosine is a dinucleoside polyphosphate. Dinucleoside polyphosphates are an interesting group of signalling molecules that control numerous physiological functions. Diadenosine compounds, with a backbone of anything from two to seven phosphates, are known to occur naturally. Some of them have been isolated from cerebral nerve terminals and, acting via nucleoside (P1), nucleotide (P2), or dinucleotide receptors, can affect central nervous system function. Many of them have been isolated from human blood platelet secretory granules and are potentially involved in haemostatic mechanisms and peripheral control of vascular tone. Many visceral organs respond to the application of adenine dinucleotides and, although they act on receptors in the periphery that can be mainly defined as either P1 or P2, evidence is now accumulating for discrete dinucleotide receptors. In the periphery, adenine dinucleotides can be potent agonists, with diverse functions, causing contraction or relaxation of smooth muscle. Many P2X receptor proteins and P2Y receptors have been cloned and adenine dinucleotides have a variable pharmacological profile at these receptors and may be useful tools for characterising subtypes of P2X and P2Y receptors. Many extracellular roles of diadenosine polyphosphates are emerging as yet increasingly important, natural ligands for a plethora of structurally diverse mononucleotide and dinucleotide receptors. (PMID: 12772275, 7767329).	C20H29N10O23P5		None	None	None	12.62	12.571	12.711	12.651	12.605	12.726	12.764	12.688	12.638	12.423	12.565	12.673	12.575	12.802	12.713	12.292	12.513	12.528	12.634	12.465	12.555	12.485	12.329	12.564	12.582	12.552	12.58	12.591	12.59	12.905	12.494	12.586	12.39	12.438	12.853	12.613	12.257	12.581	12.152	
932.7545361_MZ	Phosphatidylethanolamine (24:0/24:1(15Z))	Un	1.0	None	None	None	None	PE(24:0/24:1(15Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(24:0/24:1(15Z)), in particular, consists of one chain of lignoceric acid at the C-1 position and one chain of nervonic acid at the C-2 position. The lignoceric acid moiety is derived from groundnut oil, while the nervonic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	C53H104NO8P		None	None	None	8.718	9.665	9.34	10.008	8.959	8.884	9.786	8.793	8.752	8.96	9.383	9.019	8.175	9.968	10.185	8.384	8.819	9.021	8.071	8.536	8.889	8.723	9.398	9.755	7.504	9.046	9.51	7.746	8.957	8.916	11.074	8.348	7.611	8.72	8.779	8.347	7.411	9.248	8.887	
934.6779834_MZ	Phosphatidylcholine (22:6(4Z_7Z_10Z_13Z_16Z_19Z)/24:1(15Z))	Un	1.0	None	None	None	None	PC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/24:1(15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/24:1(15Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The docosahexaenoic acid moiety is derived from fish oils, while the nervonic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C54H94NO8P		None	None	None	11.561	10.189	11.416	10.59	11.499	10.761	11.4	11.375	11.231	10.763	11.332	11.161	11.972	10.69	11.687	10.79	10.382	11.652	10.706	11.083	11.282	10.897	11.077	11.102	11.159	10.745	11.025	10.65	10.63	11.019	12.186	10.809	10.774	10.168	10.714	10.706	10.912	11.878	10.222	
935.3722045_MZ	Oxytocin 1-8	Un	1.0	None	None	None	None	Oxytocin 1-8 is the fraction of Oxytocin which contains only Cys-Tyr-Ile-Gln-Asn-Cys-Pro-Leu amino acid peptide. Oxytocin (sold as Pitocin, Syntocinon) is a mammalian hormone that acts primarily as a neurotransmitter in the brain. Also known as alpha-hypophamine (&#945;-hypophamine), oxytocin has the distinction of being the very first polypeptide hormone to be sequenced and synthesized biochemically by Vincent du Vigneaud et al. in 1953. Oxytocin is best known for its roles in female reproduction: 1) it is released in large amounts after distension of the cervix and vagina during labor, and 2) after stimulation of the nipples, facilitating birth and breastfeeding, respectively. Recent studies have begun to investigate oxytocin's role in various behaviors, including orgasm, social recognition, pair bonding, anxiety, trust, love, and maternal behaviors.	C40H60N10O12S2		None	None	None	8.456	8.898	8.51	8.754	9.431	9.237	9.305	8.93	9.556	9.046	9.978	9.462	8.816	8.905	9.933	8.888	8.536	8.792	7.797	7.916	9.325	8.356	9.226	9.197	8.97	8.521	8.992	8.524	9.164	9.407	9.864	7.875	7.928	8.232	9.147	8.104	8.267	9.464	8.53	
935.7534174_MZ	Triglyceride with formula C63H100O5	Un	1.0	None	None	None	None	TG(20:4(5Z,8Z,11Z,14Z)/18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))[iso6] is a monodocosahexaenoic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(20:4(5Z,8Z,11Z,14Z)/18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))[iso6], in particular, consists of one chain of arachidonic acid at the C-1 position, one chain of linoleic acid at the C-2 position and one chain of docosahexaenoic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.	C63H100O5		None	None	None	8.912	9.426	9.152	9.896	10.036	9.471	9.408	9.55	9.031	9.445	9.173	8.178	9.736	10.168	10.442	8.46	8.951	9.026	8.168	8.341	9.132	9.153	9.387	9.307	8.556	8.986	9.427	7.437	9.186	8.347	11.254	9.283	8.391	8.181	8.771	8.881	7.809	8.256	8.691	
936.6827690_MZ	Phosphatidylcholine (22:5(4Z_7Z_10Z_13Z_16Z)/24:1(15Z))	Un	1.0	None	None	None	None	PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:1(15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:1(15Z)), in particular, consists of one chain of docosapentaenoic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The docosapentaenoic acid moiety is derived from animal fats and brain, while the nervonic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C54H96NO8P		None	None	None	12.694	12.075	13.022	12.792	13.337	11.875	12.797	12.901	13.217	12.273	12.931	12.655	13.678	12.417	11.691	12.493	12.067	12.675	12.449	12.865	13.096	11.942	12.787	12.661	13.086	12.304	12.522	12.078	12.181	12.541	12.712	12.641	12.881	11.966	12.208	12.304	12.765	12.946	11.669	
937.5349929_MZ	Phosphatidylinositol phosphate (16:0/18:0)	Un	1.0	None	None	None	None		C43H84O16P2		None	None	None	13.197	13.441	13.649	13.739	14.044	13.406	13.64	13.409	13.785	13.441	14.131	13.873	13.174	13.364	12.653	12.938	13.137	13.604	13.304	13.365	13.764	12.952	13.334	13.522	13.754	13.153	13.443	13.086	13.541	13.424	13.642	13.306	13.408	13.104	13.018	13.14	13.259	13.786	12.849	
939.8443376_MZ	Tricaprylic glyceride (18:1(9Z)/18:1(9Z)/22:1(13Z))[iso3]	Un	1.0	None	None	None	None	TG(18:1(9Z)/18:1(9Z)/22:1(13Z))[iso3] is a dioleic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(18:1(9Z)/18:1(9Z)/22:1(13Z))[iso3], in particular, consists of one chain of oleic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of erucic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.	C61H112O6		None	None	None	9.887	10.367	10.037	10.908	10.033	9.976	10.225	10.293	9.917	9.926	9.537	9.988	10.174	10.254	11.621	10.094	9.812	10.196	9.93	9.856	10.277	9.618	10.11	9.975	9.64	9.909	10.153	9.721	9.501	10.397	11.701	10.03	9.308	9.958	10.697	9.757	9.585	9.613	9.86	
941.5377961_MZ	Phosphatidylinositol phosphate (16:0/20:2(11Z_14Z))	Un	1.0	None	None	None	None		C45H84O16P2		None	None	None	13.573	13.848	13.791	14.227	14.195	13.674	13.813	13.652	13.932	13.654	14.243	14.066	13.629	13.529	13.356	13.661	13.223	13.74	13.575	13.443	14.028	13.328	13.748	13.692	14.062	13.656	13.727	13.44	13.749	13.752	14.216	13.595	13.584	13.458	13.518	13.58	13.408	13.808	13.162	
941.8468199_MZ	Tricaprylic glyceride (18:0/20:1(11Z)/20:1(11Z))[iso3]	Un	1.0	None	None	None	None		C61H114O6		None	None	None	9.093	9.188	9.546	10.187	8.843	8.884	9.287	9.561	9.313	9.07	8.814	8.738	9.004	9.954	11.148	8.097	8.885	9.459	9.26	9.063	9.282	9.127	9.817	9.269	9.14	9.989	9.317	8.914	8.971	9.6	11.275	8.88	7.97	8.875	10.218	9.039	8.918	7.802	8.545	
942.2144196_MZ	(2E)-Dodecenoyl-CoA	Un	1.0	None	None	None	None	(2E)-Dodecenoyl-CoA is an intermediate in fatty acid metabolism, the substrate of the enzyme acyl-CoA oxidase [EC-1.3.3.6], and enzymes acyl-CoA dehydrogenase, long-chain-acyl-CoA dehydrogenase [EC 1.3.99.3-1.3.99.13]; (2E)-Dodecenoyl-CoA is an intermediate in fatty acid elongation in mitochondria, being the substrate of the enzyme enoyl-CoA hydratase and [EC 4.2.1.17]. (KEGG).	C33H52N7O17P3S		None	None	None	9.279	9.213	9.056	8.733	8.952	9.49	9.312	8.818	9.314	8.853	8.102	6.993	9.313	8.776	8.304	8.691	8.652	9.012	10.136	8.945	9.024	9.814	8.869	8.027	8.367	8.493	9.678	9.917	9.569	9.999	8.591	8.996	9.428	8.527	9.819	9.873	9.331	7.705	8.503	
943.2801998_MZ	Disialyllactose	Un	1.0	None	None	None	None	Disialyllactose is a naturally occurring oligosaccharide present in the cell surface and in breast milk. Disialyllactose has been identified as one of the binding sites of the C fragment of the clostridial tetanus toxin, binding with great specificity and high affinity. Clostridial neurotoxins, botulinum and tetanus, gain entry into motor neurons by binding to the sialic or N-acetylneuraminic acid (NeuAc) residues of gangliosides and specific protein receptors attached to the cell's surface. Neurotoxins interact with motor neurons, blocking acetylcholine release and causing muscle paralysis and death. The glycosidic linkage between Neu5Ac and other monosaccharides is susceptible to hydrolysis at low pH, and disialyl lactose is unstable under acidic conditions. (PMID: 16713287, 16104015, 7263800, 7972078).	C34H56N2O27		None	None	None	7.225	7.439	6.46	4.838	5.035	7.025	7.868	7.558	10.442	5.24	4.281	5.985	7.283	7.518	8.271	7.037	6.405	8.138	7.374	7.937	8.634	7.211	7.546	7.838	6.154	7.721	6.912	
944.7513128_MZ	Phosphatidylcholine (22:1(13Z)/24:1(15Z))	Un	1.0	None	None	None	None	PC(22:1(13Z)/24:1(15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:1(13Z)/24:1(15Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the nervonic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C54H104NO8P		None	None	None	8.287	9.522	7.914	9.191	8.398	8.609	8.547	8.958	8.331	8.492	8.937	8.221	8.934	8.918	10.415	8.033	8.406	9.015	7.399	7.83	8.769	8.349	9.254	8.524	7.66	8.283	9.06	7.721	8.175	7.908	11.122	7.952	7.412	7.827	8.954	7.705	7.416	8.264	8.266	
955.5804257_MZ	1_2-Di-(9Z_12Z_15Z-octadecatrienoyl)-3-(Galactosyl-alpha-1-6-Galactosyl-beta-1)-glycerol	Un	1.0	None	None	None	None		C51H84O15		None	None	None	14.199	13.577	13.973	13.791	14.793	13.538	14.193	14.044	14.278	13.478	14.068	13.985	13.595	13.689	13.667	13.921	13.472	14.059	13.99	13.999	14.064	13.604	14.008	13.96	14.301	13.542	13.94	14.179	13.754	14.133	13.841	13.9	14.001	13.843	13.812	14.074	13.659	14.09	13.26	
956.2976014_MZ	Pentaglutamyl folate	Un	1.0	None	None	None	None	Pentaglutamyl folate is a naturally occurring form of folic acid. Naturally occurring folates exist in multiple forms, differing in pteridine ring structure and number of glutamate residues. (PMID: 10702529). Low methionine synthase activity for whatever reason (metabolic or dietary) may lead to an increase in the relative abundance of Pentaglutamyl folate. (PMID: 10329020).	C39H47N11O18		None	None	None	8.94	6.139	8.303	6.306	6.951	6.506	7.607	8.236	6.708	6.392	7.001	7.965	8.303	2.827	7.258	7.893	6.011	8.478	6.69	6.631	6.601	7.398	7.377	7.353	
962.2584524_MZ	3-Oxododecanoyl-CoA	Un	1.0	None	None	None	None	3-Oxododecanoyl-CoA is a human metabolite involved in the fatty acid elongation in mitochondria pathway. The enzyme acetyl-CoA C-acyltransferase catalyzes the formation of this metabolite from Acetyl-CoA.	C33H56N7O18P3S		None	None	None	7.431	2.882	7.231	8.08	7.087	7.957	7.843	6.819	5.394	7.461	8.146	4.884	7.751	8.035	8.938	9.077	7.312	7.568	6.748	8.052	7.008	7.874	6.683	6.811	6.447	7.138	7.875	7.03	7.871	6.395	8.185	7.156	7.673	7.677	7.604	5.92	7.397	
966.2889663_MZ	3Z-dodecenoyl-CoA	Un	1.0	None	None	None	None	3Z-dodecenoyl-CoA is an intermediate in fatty acid metabolism. 3Z-dodecenoyl-CoA is converted from trans-Dodec-2-enoyl-CoA via acyl-CoA oxidase, acyl-CoA dehydrogenase, and long-chain-acyl-CoA dehydrogenase [EC:1.3.3.6, 1.3.99.3, 1.3.99.13].	C33H56N7O17P3S		None	None	None	7.509	6.136	5.081	8.033	5.805	6.929	4.355	8.307	7.808	10.012	7.108	7.197	8.037	7.436	6.946	7.416	6.759	7.133	8.322	6.938	6.548	7.397	7.578	6.345	8.151	7.009	8.66	6.483	6.524	4.081	5.766	
967.0005349_MZ	Diguanosine pentaphosphate	Un	1.0	None	None	None	None	Diguanosine pentaphosphate is a diguanosine polyphosphate. Diguanosine polyphosphates (GpnGs) are found in human platelets, among a number of dinucleoside polyphosphates, which vary with respect to the number of phosphate groups and the nucleoside moieties; not only diguanosine polyphosphates (GpnG) are found, but also mixed dinucleoside polyphosphates containing one adenosine and one guanosine moiety (ApnG). The vasoactive nucleotides that can be detected in human plasma contain short(n=2-3)and long(n=4-6)polyphosphate groups. GpnGs have not yet been characterized so far with respect to their effects on kidney vasculature. (PMID: 11159696, 11682456, 11115507).	C20H29N10O24P5		None	None	None	12.225	12.002	12.302	11.985	12.218	12.324	12.406	12.168	11.982	11.729	12.004	12.035	11.908	12.119	12.364	11.757	11.938	12.04	12.284	11.887	12.103	11.944	11.66	11.979	12.119	12.087	12.147	12.018	12.068	12.621	11.937	12.109	11.665	11.899	12.427	12.116	11.639	11.698	11.269	
969.5401269_MZ	Phosphatidylinositol phosphate (16:0/22:2(13Z_16Z))	Un	1.0	None	None	None	None	PIP(16:0/22:2(13Z,16Z)) is a phosphatidylinositol phosphate. Phosphatidylinositol phosphates are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to a phosphorylated inositol (hexahydroxycyclohexane). Phosphatidylinositol phosphates are generated from phosphatidylinositols, which are phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated. Phosphatidylinositols phosphates can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PIP(16:0/22:2(13Z,16Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of docosadienoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the docosadienoic acid moiety is derived from animal fats. The most important phosphatidylinositol phosphate in both quantitative and biological terms is phosphatidylinositol 4-phosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. Phosphatidylinositols phosphates are usually present at low levels only in tissues, typically at about 1 to 3% of the concentration of phosphatidylinositol.	C47H88O16P2		None	None	None	13.458	13.727	13.768	13.997	14.362	13.791	13.835	13.619	13.89	14.015	14.37	13.841	13.549	13.663	13.172	13.83	13.218	13.72	13.338	13.548	13.852	13.375	13.693	13.579	13.913	13.583	13.823	13.366	13.816	13.622	14.111	13.561	13.614	13.089	13.261	13.492	13.431	13.912	13.324	
974.3461032_MZ	5-Methyltetrahydropteroylpentaglutamate	Un	1.0	None	None	None	None	5-Methyltetrahydropteroylpentaglutamate is a naturally occurring folate coenzyme; binds to an inhibits glyxine N-methyltransferase to regulate the availability of methyl groups in the liver (Journal of Biological Chemistry 264 (16): 9638-9642 JUN 5 1989 ).	C40H53N11O18		None	None	None	8.288	8.079	8.172	8.585	8.502	7.97	7.222	7.987	7.775	7.59	8.564	7.622	8.121	7.926	9.184	8.634	7.436	8.006	7.908	7.174	6.67	6.487	8.851	8.316	8.78	7.101	7.264	5.87	6.63	8.276	9.29	7.19	7.376	8.091	7.538	8.224	7.649	8.747	8.558	
976.5030119_MZ	CDP-Diglyceride (16:0/18:2(9Z_12Z))	Un	1.0	None	None	None	None	CDP-DG(16:0/18:2(9Z,12Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol. CDP-diacylglycerol (CDP-DG) is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(16:0/18:2(9Z,12Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the linoleic acid moiety is derived from seed oils. CDP-diacylglycerols are intermediates in the synthesis of phosphatidylglycerols (PG, PC, PS, PI), which is catalyzed by CDP-diacyl synthase, synthase, phosphatidylglycerolphosphate (PGP) synthase, phosphatidylinositol (PI) synthase, and phosphatidylserine (PS) synthase. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts, perhaps only 0.05% or so of the total phospholipids.	C46H81N3O15P2		None	None	None	12.739	12.775	12.872	12.725	13.146	12.852	12.917	12.725	13.013	12.726	13.337	13.171	12.505	12.673	12.03	12.7	12.26	12.703	12.755	12.414	13.008	12.554	12.727	12.962	12.914	12.572	12.745	12.509	13.007	12.852	12.866	12.741	12.574	12.494	12.478	12.461	12.54	12.974	12.376	
976.8117013_MZ	Phosphatidylcholine (24:0/24:0)	Un	1.0	None	None	None	None	PC(24:0/24:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:0/24:0), in particular, consists of two chains of lignoceric acid at the C-1 and C-2 positions. The lignoceric acid moieties are derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	C56H112NO8P		None	None	None	7.921	8.567	8.581	9.012	7.679	7.968	8.014	8.551	7.475	7.879	8.272	7.008	7.38	8.517	10.68	7.204	7.396	8.561	8.207	7.741	8.597	7.553	8.717	8.284	8.294	7.72	8.599	7.61	7.745	8.785	10.518	7.002	6.858	7.65	9.2	8.421	7.508	7.208	7.694	
978.5180648_MZ	CDP-Diglyceride (16:0/18:1(11Z))	Un	1.0	None	None	None	None	CDP-DG(16:0/18:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol. CDP-diacylglycerol (CDP-DG) is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(16:0/18:1(11Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the vaccenic acid moiety is derived from butter fat and animal fat. CDP-diacylglycerols are intermediates in the synthesis of phosphatidylglycerols (PG, PC, PS, PI), which is catalyzed by CDP-diacyl synthase, synthase, phosphatidylglycerolphosphate (PGP) synthase, phosphatidylinositol (PI) synthase, and phosphatidylserine (PS) synthase. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts, perhaps only 0.05% or so of the total phospholipids.	C46H83N3O15P2		None	None	None	12.326	12.431	12.429	12.623	12.986	12.654	12.591	12.468	12.738	12.478	13.115	12.927	12.308	12.338	12.047	12.359	11.966	12.45	12.274	12.304	12.758	12.175	12.395	12.519	12.736	12.31	12.52	12.311	12.697	12.574	12.758	12.427	12.347	12.078	12.369	12.353	12.182	12.846	12.028	
987.4475567_MZ	PIP2(16:0/16:1(9Z))	Un	1.0	None	None	None	None	PIP2(16:0/16:1(9Z)) is a phosphatidylinositol bisphosphate. Phosphatidylinositol bisphosphates are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to a bisphosphorylated inositol (hexahydroxycyclohexane). Phosphatidylinositol bisphosphates are generated from phosphatidylinositols which are phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated. Phosphatidylinositols bisphosphates can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PIP2(16:0/16:1(9Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. The most important phosphatidylinositol bisphosphate in both quantitative and biological terms is phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. Phosphatidylinositols phosphates are usually present at low levels only in tissues, typically at about 1 to 3% of the concentration of phosphatidylinositol.	C41H79O19P3		None	None	None	10.997	11.26	11.218	11.631	11.684	11.227	11.417	10.988	11.39	11.248	11.629	11.249	11.241	11.032	11.085	11.227	10.937	11.303	11.226	11.025	11.532	10.919	11.135	11.319	11.398	11.226	11.32	10.86	11.358	11.327	12.05	11.047	10.891	10.666	11.049	10.848	10.902	11.158	10.844	
990.2815242_MZ	3-Oxotetradecanoyl-CoA	Un	1.0	None	None	None	None	3-Oxotetradecanoyl-CoA is a product of the peroxisomal beta oxidation of hexadenoic acid by the enzyme acyl-CoA oxidase which results in long-chain 3-oxoacyl-CoA-esters. (PMID: 7548202). Myristoyl-CoA:protein N-myristoyltransferase (E.C. 2.3.1.97) is a eukaryotic enzyme that catalyzes the transfer of myristate (C14:O) from myristoyl-CoA to the amino nitrogen of glycine. This covalent protein modification occurs cotranslationally, is apparently irreversible, and affects proteins with diverse functions. (PMID: 2818568).	C35H60N7O18P3S		None	None	None	7.622	7.777	8.125	8.005	8.414	8.562	7.292	8.322	7.971	8.327	6.26	8.731	8.607	6.398	6.33	7.987	7.38	6.294	6.755	8.205	5.847	8.387	7.369	8.841	9.021	8.806	7.406	8.004	8.419	7.63	7.702	8.185	8.273	8.074	6.632	8.539	7.535	8.339	
991.9075997_MZ	Triglyceride (20:0/20:0/20:1(11Z))[iso3]	Un	1.0	None	None	None	None	TG(20:0/20:0/20:1(11Z))[iso3] is a diarachidic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(20:0/20:0/20:1(11Z))[iso3], in particular, consists of one chain of arachidic acid at the C-1 position, one chain of arachidic acid at the C-2 position and one chain of eicosenoic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.	C63H120O6		None	None	None	10.679	10.59	10.927	10.874	10.807	10.871	10.846	11.124	10.462	10.193	10.857	10.882	12.975	11.173	11.618	10.395	10.261	10.761	10.876	10.507	11.019	10.512	10.143	10.95	10.737	10.997	10.978	10.53	10.232	11.354	11.263	10.722	10.34	10.537	11.216	10.662	10.255	10.294	10.045	
992.2821982_MZ	5-cis-8-cis-Tetradecadienoyl-CoA	Un	1.0	None	None	None	None	5-cis-8-cis-Tetradecadienoyl-CoA is an acyl-Coenzyme A that accumulates during the peroxisomal &#946;-oxidation of arachidonic acid and 6,9,12-octadecatrienoic acid via the arachidonate pathway requiring both NADPH-dependent 2,4-dienoyl-CoA reductase and delta 3,5, delta 2,4-dienoyl-CoA isomerase.(PMID 9448727).	C35H58N7O17P3S, (2S,6R,10R)-Trimethyl-hendecanoyl-CoA		None	None	None	7.995	7.573	8.803	6.546	8.088	8.88	8.06	8.112	10.036	8.261	6.159	8.049	12.165	8.46	7.237	7.33	8.617	8.264	8.904	7.477	7.952	8.87	7.347	9.148	8.551	8.733	8.42	8.302	8.294	8.983	8.762	8.473	8.66	6.658	6.053	8.599	9.37	8.522	9.085	
994.9830245_MZ	Diadenosine hexaphosphate	Un	1.0	None	None	None	None	Diadenosine hexaphosphate (AP6A) is a diadenosine polyphosphate. Diadenosine polyphosphates (APnAs, n = 3-6) are a family of endogenous vasoactive purine dinucleotides which have been isolated from thrombocytes. APnAs have been demonstrated to be involved in the control of vascular tone as well as the growth of vascular smooth muscle cells and hence, possibly, in atherogenesis. APnAs isolated substances are AP3A, AP4A, AP5A, and AP6A. APnAs are naturally occurring substances that facilitate tear secretion; they are released from the corneal epithelium, they stimulate tear production and therefore they may be considered as physiological modulators of tear secretion. The APnAs were discovered in the mid-sixties in the course of studies on aminoacyl-tRNA synthetases (aaRS). APnAs have emerged as intracellular and extracellular signalling molecules implicated in the maintenance and regulation of vital cellular functions and become considered as second messengers. Great variety of physiological and pathological effects in mammalian cells was found to be associated with alterations of APnAs. APnAs are polyphosphated nucleotidic substances which are found in the CNS and are known to be released in a calcium-dependent manner from storage vesicles in brain synaptosomes. AP6A is an avid inhibitor of eosinophil-derived neurotoxin (EDN). EDN is a catalytically proficient member of the pancreatic ribonuclease superfamily secreted along with other eosinophil granule proteins during innate host defense responses and various eosinophil-related inflammatory and allergic diseases. The ribonucleolytic activity of EDN is central to its antiviral and neurotoxic activities and possibly to other facets of its biological activity. AP6A have been demonstrated to be involved in the control of vascular tone as well as the growth of vascular smooth muscle cells and hence, possibly, in atherogenesis. AP6A have been identified in human platelets and shown to be an important modulator of cardiovascular function. (PMID: 11212966, 12738682, 11810214, 9607303, 8922753, 16401072, 12738682, 10094777).	C20H30N10O25P6		None	None	None	13.624	13.517	13.56	13.539	13.598	13.633	13.807	13.715	13.504	13.58	13.54	13.691	13.58	13.617	13.803	13.503	13.569	13.518	13.636	13.252	13.64	13.57	13.455	13.571	13.535	13.526	13.555	13.438	13.654	13.732	13.613	13.513	13.42	13.57	13.619	13.585	13.36	13.428	13.36	
995.3627300_MZ	Crocin	Un	1.0	None	None	None	None	Crocin is a water-soluble carotenoid pigment of saffron (Crocus sativus L.) that has been used as a spice for flavoring and coloring food preparations, and in Chinese traditional medicine as an anodyne or tranquilizer. Saffron is now used worldwide in folk medicine and is reputed to be useful in treating various human disorders such as heart and blood disorders. Stroke and heart attack are involved in reputed folkloric uses of saffron. Saffron is orally administrated as a decoction. Saffron extract exerts a protective effect on renal ischemia reperfusion induced oxidative damage in rats. Crocin suppresses tumor necrosis factor (TNF)alpha-induced apoptosis of pheochromocytoma (PC12) cells by modulating mRNA expressions of Bcl-2 family proteins, which trigger downstream signals culminating in caspase-3 activation followed by cell death. Depriving cultured PC12 cells of serum/glucose causes a rapid increase in cellular ceramide levels, followed by an increase in the risk of cell death. The accumulation of ceramide was found to depend on the activation of neutral sphingomyelinase (nSMase). Crocin prevented the activation of nSMase by enhancing the transcription of gamma-glutamylcysteinyl synthase, which contributes to a stable glutathione supply that blocks the activity of nSMase. (PMID: 17215084). Crocetin esters present in saffron stigmas and in Gardenia jasminoides Ellis fruit are the compounds responsible for their color. (PMID: 16448211).	C44H64O24		None	None	None	7.104	8.781	8.166	8.49	8.649	8.66	7.753	8.365	8.736	8.491	8.52	9.702	7.576	9.313	8.792	7.496	7.716	8.128	6.541	8.479	8.529	7.817	9.302	8.909	9.333	7.475	8.609	7.67	8.628	7.531	9.462	7.137	7.801	8.528	8.529	8.105	8.554	8.819	7.963	
995.7415567_MZ	Tricaprylic glyceride (22:5(7Z_10Z_13Z_16Z_19Z)/18:2(9Z_12Z)/22:6(4Z_7Z_10Z_13Z_16Z_19Z))[iso6]	Un	1.0	None	None	None	None	TG(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))[iso6] is a monodocosapentaenoic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))[iso6], in particular, consists of one chain of docosapentaenoic acid at the C-1 position, one chain of linoleic acid at the C-2 position and one chain of docosahexaenoic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.	C65H100O6, 		None	None	None	8.305	8.332	8.424	9.588	8.224	8.441	8.641	8.777	7.826	8.756	8.924	7.548	8.933	8.727	10.232	8.571	8.066	8.454	7.69	7.516	8.469	7.643	8.93	8.391	6.275	8.115	9.4	7.383	8.612	9.306	10.507	7.368	7.84	7.75	7.329	8.358	8.621	7.68	8.011