| Description | Biomolecular interactions between metabolites and proteins curated from experimental studies |
| Measurement | association by data aggregation |
| Association | protein-metabolite associations from low-throughput or high-throughput metabolomics studies |
| Category | physical interactions |
| Resource | Metabolomics Workbench |
| Citation(s) | |
| Last Updated | 2023 Oct 24 |
| Stats |
|
| API | |
| Script | |
| Downloads |
Gene Attribute
Gene Similarity
Attribute Similarity
UMAP
734 sets of interacting proteins for metabolites from the MW Gene Metabolite Associations dataset.
| Gene Set | Description |
|---|---|
| Coenzyme A | A thiol comprising a panthothenate unit in phosphoric anhydride linkage with a 3',5'-adenosine diphosphate unit; and an aminoethanethiol unit. |
| Acetyl-CoA | An acyl-CoA having acetyl as its S-acetyl component. |
| Acetylisoniazid | |
| Paraxanthine | |
| 5-Acetylamino-6-formylamino-3-methyluracil | |
| Serotonin | A primary amino compound that is the 5-hydroxy derivative of tryptamine. |
| N-Acetylserotonin | A member of the class of hydroxyindoles that is the N-acetyl derivative of serotonin. |
| ATP | |
| AMP | |
| Alanine | |
| Glutamic acid | |
| Oxoglutaric acid | |
| beta-Alanine | |
| 3-Oxopropanoate | |
| Succinic acid semialdehyde | |
| gamma-Aminobutyric acid | A gamma-amino acid that is butanoic acid with the amino substituent located at C-4. |
| L-3-Aminoisobutanoate | |
| (S)-Methylmalonate semialdehyde | |
| Putrescine | A four-carbon alkane-alpha,omega-diamine. It is obtained by the breakdown of amino acids and is responsible for the foul odour of putrefying flesh. |
| Histamine | A 1H-imidazol-4-yl group substituted at position C-4 by a 2-aminoethyl group. |
| Tryptamine | An aminoalkylindole consisting of indole having a 2-aminoethyl group at the 3-position. |
| 4-Aminobutyraldehyde | |
| Indoleacetaldehyde | An aldehyde that is acetaldehyde substituted by an indolyl group. |
| 1-Methylhistamine | |
| Imidazole-4-acetaldehyde | An imidazolylacetaldehyde that has formula C5H6N2O. |
| Methylimidazole acetaldehyde | |
| Propanoyl-CoA | |
| Butanoyl-CoA | |
| Acetoacetyl-CoA | A 3-oxoacyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of acetoacetic acid. |
| Lauroyl-CoA | A medium-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of lauric (dodecanoic) acid. |
| Octanoyl-CoA | A medium-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of octanoic acid. |
| Myristoyl-CoA | A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of myristic acid. |
| 3-Oxotetradecanoyl-CoA | A 3-oxo-fatty acyl-CoA that has formula C35H60N7O18P3S. |
| 3-Oxooctanoyl-CoA | An oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxylic acid group of 3-oxooctanoic acid. |
| 3-Oxohexanoyl-CoA | An oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxylic acid group of 3-oxohexanoic acid. |
| Hexanoyl-CoA | A medium-chain fatty acyl-CoA having hexanoyl as the S-acyl group. |
| Decanoyl-CoA | |
| (4Z,7Z,10Z,13Z,16Z,19Z)-Docosahexaenoyl-CoA | |
| ADP | A purine ribonucleoside 5'-diphosphate having adenine as the nucleobase. |
| Malonyl-CoA | The S-malonyl derivative of coenzyme A. |
| FAD | A flavin adenine dinucleotide that has formula C27H33N9O15P2. |
| Palmitoyl-CoA | |
| 2-Methylpropanoyl-CoA | |
| Crotonoyl-CoA | The (E)-isomer of but-2-enoyl-CoA. |
| 3-Methylbutanoyl-CoA | |
| 3-Methylbut-2-enoyl-CoA | |
| Acetic acid | A simple monocarboxylic acid containing two carbons. |
| Choline | A choline that is the parent compound of the cholines class, consisting of ethanolamine having three methyl substituents attached to the amino function. |
| Acetylcholine | |
| Oxaloacetic acid | |
| Citric acid | A tricarboxylic acid that is propane-1,2,3-tricarboxylic acid bearing a hydroxy substituent at position 2. It is an important metabolite in the pathway of all aerobic organisms. |
| Isocitric acid | A tricarboxylic acid that is propan-1-ol with a hydrogen at each of the 3 carbon positions substituted with a carboxy group. |
| cis-Aconitic acid | The cis-isomer of aconitic acid. |
| FMN | |
| Riboflavin | D-Ribitol in which the hydroxy group at position 5 is substituted by a 7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl moiety. It is a nutritional factor found in milk, eggs, malted barley, liver, kidney, heart, and leafy vegetables, but the richest natural source is yeast. The free form occurs 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. |
| Thiamine | |
| Thiamine monophosphate | |
| Ornithine | An alpha-amino acid that is pentanoic acid bearing two amino substituents at positions 2 and 5. |
| N-Acetylornithine | |
| 3-Phosphoglyceric acid | A monophosphoglyceric acid having the phospho group at the 3-position. It is an intermediate in metabolic pathways like glycolysis and calvin cycle. |
| Acetylphosphate | |
| 3-Phospho-D-glyceroyl dihydrogen phosphate | |
| Adenosine | A ribonucleoside composed of a molecule of adenine attached to a ribofuranose moiety via a beta-N(9)-glycosidic bond. |
| Inosine | A purine nucleoside in which hypoxanthine is attached to ribofuranose via a beta-N(9)-glycosidic bond. |
| Deoxyadenosine | |
| Deoxyinosine | |
| GTP | |
| 3',5' cyclic AMP | |
| 3',5' cyclic GMP | |
| NAD+ | |
| Acetaldehyde | The aldehyde formed from acetic acid by reduction of the carboxy group. It is the most abundant carcinogen in tobacco smoke. |
| Retinal | An enal that consists of 3,7-dimethyl-9-nona-2,4,6,8-tetraenal (double bond geometry unspecified) carrying a 2,6,6-trimethylcyclohex-1-en-1-yl group at the 9-position. |
| Ethanol | A primary alcohol that is ethane in which one of the hydrogens is substituted by a hydroxy group. |
| Retinol | A retinoid consisting of 3,7-dimethylnona-2,4,6,8-tetraen-1-ol substituted at position 9 by a 2,6,6-trimethylcyclohex-1-en-1-yl group (geometry of the four exocyclic double bonds is not specified). |
| 3,4-Dihydroxyphenylglycol | |
| 3,4-Dihydroxymandelaldehyde | An aldehyde consisting of phenylacetaldehyde having three hydroxy substituents located at the alpha-, 3- and 4-positions |
| Chloral hydrate | An organochlorine compound that is the hydrate of trichloroacetaldehyde. |
| Fumaric acid | A butenedioic acid in which the C=C double bond has E geometry. It is an intermediate metabolite in the citric acid cycle. |
| N6-(1,2-Dicarboxyethyl)-AMP | |
| AICAR | |
| 1-(5'-Phosphoribosyl)-5-amino-4-(N-succinocarboxamide)-imidazole | |
| GDP | A purine ribonucleoside 5'-diphosphate that has formula C10H15N5O11P2. |
| Aspartic acid | |
| IMP | |
| Glucose | An aldohexose used as a source of energy and metabolic intermediate. |
| Glucose 1-phosphate | |
| Pyruvic acid | A 2-oxo monocarboxylic acid that is the 2-keto derivative of propionic acid. It is a metabolite obtained during glycolysis. |
| Glycine | The simplest (and the only achiral) proteinogenic amino acid, with a hydrogen atom as its side chain. |
| Glyoxylic acid | A 2-oxo monocarboxylic acid that is acetic acid bearing an oxo group at the alpha carbon atom. |
| Serine | |
| Hydroxypyruvic acid | |
| S-Adenosylhomocysteine | |
| Homocysteine | A sulfur-containing amino acid consisting of a glycine core with a 2-mercaptoethyl side-chain. |
| Thiamine diphosphate | |
| dADP | A purine 2'-deoxyribonucleoside 5'-diphosphate having adenine as the nucleobase. |
| dAMP | |
| 5-Amino-levulinic acid | |
| Porphobilinogen | A dicarboxylic acid that is pyrole bearing aminomethyl, carboxymethyl and 2-carboxyethyl substituents at positions 2, 3 and 4 respectively. |
| Succinyl-CoA | An omega-carboxyacyl-CoA having succinoyl as the S-acyl component. |
| Retinoic acid | |
| 9-cis-Retinoic acid | A retinoic acid in which the exocyclic double bonds have 7E,9Z,11E,13E geometry. |
| 9-cis-Retinal | A retinal in which the double bond at position 9 has cis configuration, whilst the remaining acyclic double bonds have trans configuration. |
| NADP+ | |
| Glyceric acid | A trionic acid that consists of propionic acid substituted at positions 2 and 3 by hydroxy groups. |
| Glyceraldehyde | An aldotriose comprising propanal having hydroxy groups at the 2- and 3-positions. It plays role in the formation of advanced glycation end-products (AGEs), a deleterious accompaniment to ageing. |
| Glucaric acid | A hexaric acid derived by oxidation of sugar such as glucose with nitric acid. |
| Indoleacetic acid | |
| 3-Dehydroxycarnitine | |
| Methylmalonic acid | A dicarboxylic acid that is malonic acid in which one of the methylene hydrogens is substituted by a methyl group. |
| Glucurono-6,3-lactone | |
| Imidazoleacetic acid | |
| 4-Acetamidobutanoic acid | An N-acylamino acid resulting from the monoacetylation of the nitrogen of GABA. |
| (2-trans,6-trans)-Farnesal | A farnesal that has formula C15H24O. |
| 3alpha,7alpha-Dihydroxy-5beta-cholestanoic acid | |
| 3alpha,7alpha-Dihydroxy-5beta-cholestan-26-al | |
| 5-Hydroxyindoleacetaldehyde | |
| 5-Hydroxyindoleacetic acid | |
| 3-Aminopropionaldehyde | |
| N4-Acetylaminobutanal | |
| cis-3-Chloroacrylic acid | A 3-chloroacrylic acid that has formula C3H3ClO2. |
| Chloroacetaldehyde | Acetaldehyde substituted at C-2 by chlorine. |
| Phenylacetaldehyde | An aldehyde that consists of acetaldehyde bearing a methyl substituent; the parent member of the phenylacetaldehyde class of compounds. |
| p-Hydroxyphenylacetic acid | |
| 3,4-Dihydroxybenzeneacetic acid | |
| 4-Hydroxyphenylacetaldehyde | |
| 3,4-Dihydroxyphenylacetaldehyde | A phenylacetaldehyde in which the 3 and 4 positions of the phenyl group are substituted by hydroxy groups. |
| 3,4-Dihydroxymandelic acid | A catechol that is the 3,4-dihydroxy derivative of mandelic acid; a metabolite of L-dopa. |
| 3-Methoxy-4-hydroxyphenylacetaldehyde | |
| Homovanillic acid | A monocarboxylic acid that is the 3-O-methyl ether of (3,4-dihydroxyphenyl)acetic acid. It is a catecholamine metabolite. |
| 3-Methoxy-4-hydroxyphenylglycolaldehyde | A glycolaldehyde that has formula C9H10O4. |
| Vanillylmandelic acid | An aromatic ether that is the 3-O-methyl ether of 3,4-dihydroxymandelic acid. |
| Methylimidazoleacetic acid | |
| Phenylacetic acid | A monocarboxylic acid that is benzene substituted with a carboxymethyl functional group. |
| Dihydroxyacetone phosphate | |
| Glyceraldehyde 3-phosphate | An aldotriose phosphate that is the 3-phospho derivative of glyceraldehyde. It is an important metabolic intermediate in several central metabolic pathways in all organisms. |
| Erythrose 4-phosphate | |
| Fructose 1,6-bisphosphate | |
| Sedoheptulose 1,7-bisphosphate | A sedoheptulose derivative that has formula C7H16O13P2. |
| Fructose 1-phosphate | A ketohexose monophosphate consisting of fructose having a phosphate group located at the 1-position |
| Glycerol | A triol with a structure of propane substituted at positions 1, 2 and 3 by hydroxy groups. |
| Galactose | |
| Xylose | An aldopentose, found in the embryos of most edible plants and used in medicine to test for malabsorption by administration in water to the patient. |
| Lyxose | |
| Tetrahydrobiopterin | |
| Xylitol | |
| L-Arabitol | |
| Pyruvaldehyde | |
| Sorbitol | |
| Galactitol | An optically inactive hexitol having meso-configuration. |
| Arachidonic acid | A long-chain fatty acid that is a C20, polyunsaturated fatty acid having four (Z)-double bonds at positions 5, 8, 11 and 14. |
| 12S-HpETE | |
| LTA4 | |
| 5S-HpETE | |
| Linoleic acid | An octadecadienoic acid in which the two double bonds are at positions 9 and 12 and have Z (cis) steeochemistry. |
| 13S-HpODE | |
| 15S-HpETE | |
| 7,8-Dihydroneopterin | A neopterin where positions C-7 and C-8 have been hydrogenated. |
| S-Adenosylmethionine | |
| S-Adenosylmethioninamine | The S-adenosyl derivative of methioninamine. |
| 6R-Tetrahydrofolic acid | |
| 5,10-Methenyltetrahydrofolate | |
| Folinic acid | |
| Maltose | |
| Cysteine | A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3. |
| Cys-Gly | |
| Pyridoxal | |
| Gentisic acid | |
| 4-Pyridoxic acid | A methylpyridine that is 2-methylpyridine substituted by a hydroxy group at C-3, a carboxy group at C-4, and a hydroxymethyl group at C-5. |
| 1-Methyl nicotinamide | |
| Gentisate aldehyde | |
| N1-Methyl-2-pyridone-5-carboxamide | |
| N1-Methyl-4-pyridone-3-carboxamide | |
| Phosphoribosyl pyrophosphate | |
| Adenine | |
| 5-Aminoimidazole-4-carboxamide | An aminoimidazole in which the amino group is at C-5 with a carboxamido group at C-4. |
| Arginine | |
| Urea | A carbonyl group with two C-bound amine groups. |
| Lactosylceramide | |
| Sulfatide | |
| Cholesterol | |
| Dehydroepiandrosterone | An androstanoid that is androst-5-ene substituted by an beta-hydroxy group at position 3 and an oxo group at position 17. It is a naturally occurring steroid hormone produced by the adrenal glands. |
| Pregnenolone | |
| Dehydroepiandrosterone sulfate | A steroid sulfate that is the 3-sulfate of dehydroepiandrosterone. |
| Cholesterol sulfate | A steroid sulfate that has formula C27H46O4S. |
| 3beta-Hydroxypregn-5-en-20-one sulfate | |
| N-Acylsphingosine | |
| Sphingosine | A sphing-4-enine in which the double bond is trans. |
| Sphinganine | A 2-aminooctadecane-1,3-diol having (2S,3R)-configuration. |
| Dihydroceramide | A ceramide consisting of sphinganine in which one of the amino hydrogens is substituted by a fatty acyl group. |
| Phytosphingosine | |
| Phytoceramide | |
| Argininosuccinic acid | |
| Melatonin | A member of the class of acetamides that is acetamide in which one of the hydrogens attached to the nitrogen atom is replaced by a 2-(5-methoxy-1H-indol-3-yl)ethyl group. It is a hormone secreted by the pineal gland in humans. |
| 5-Methoxyindoleacetic acid | |
| Glutamine | |
| Asparagine | |
| Formic acid | |
| N-Acetylaspartic acid | |
| N-Formyl-aspartic acid | |
| Citrulline | |
| N10-Formyl-THF | |
| Betaine aldehyde | A quaternary ammonium ion that is nitrogen substituted by three methyl groups and a 2-oxoethyl group. It is an intermediate in the metabolism of amino acids like glycine, serine and threonine. |
| Betaine | |
| alpha-Aminoadipic-acid | |
| L-2-Aminoadipate 6-semialdehyde | |
| (S)-3-Hydroxy-3-methylglutaryl-CoA | |
| Taurine | An amino sulfonic acid that is the 2-amino derivative of ethanesulfonic acid. It is a naturally occurring amino acid derived from methionine and cysteine metabolism. |
| Glycocholic acid | A bile acid glycine conjugate having cholic acid as the bile acid component. |
| Taurocholic acid | A bile acid taurine conjugate of cholic acid that usually occurs as the sodium salt of bile in mammals. |
| Taurochenodeoxycholic acid | A bile acid taurine conjugate of chenodeoxycholic acid. |
| Glycochenodeoxycholic acid | A bile acid glycine conjugate having 3alpha,7alpha-dihydroxy-5beta-cholan-24-oyl as the bile acid component. |
| 3-Methyl pyruvic acid | |
| Leucine | |
| Ketoisovaleric acid | |
| Valine | |
| Ketoleucine | |
| Isoleucine | |
| (S)-3-Methyl-2-oxopentanoic acid | |
| (S)-2-Aminobutanoate | |
| Acetoacetic acid | A 3-oxo monocarboxylic acid that is butyric acid bearing a 3-oxo substituent. |
| (R)-3-Hydroxybutanoate | |
| Methionine | A sulfur-containing amino acid that is butyric acid bearing an amino substituent at position 2 and a methylthio substituent at position 4. |
| Dimethylglycine | |
| Bilirubin | A member of the class of biladienes that is a linear tetrapyrrole, product of heme degradation. It is produced in the reticuloendothelial system by the reduction of biliverdin and transported to the liver as a complex with serum albumin. |
| Biliverdin | A linear tetrapyrrole produced in the reticuloendothelial system by the first step of heme degradation, catalysed by heme oxygenase. |
| 2-Phospho-D-glycerate | |
| 2,3-Diphosphoglyceric acid | |
| Niacinamide | |
| Nicotinic acid | A pyridinemonocarboxylic acid that is pyridine in which the hydrogen at position 3 is replaced by a carboxy group. |
| ADP-ribose | |
| Lysine | |
| Biotin | An organic heterobicyclic compound that consists of 2-oxohexahydro-1H-thieno[3,4-d]imidazole having a valeric acid substituent attached to the tetrahydrothiophene ring. The parent of the class of biotins. |
| Biocytin | A monocarboxylic acid amide that results from the formal condensation of the carboxylic acid group of biotin with the N(6)-amino group of L-lysine. |
| Carbamoylphosphate | |
| 4,5-Dihydroorotic acid | |
| Carbamoylaspartate | |
| 3-Hydroxyanthranilic acid | An aminobenzoic acid that is benzoic acid substituted at C-2 by an amine group and at C-3 by a hydroxy group. It is an intermediate in the metabolism of the amino acid tryptophan. |
| Cinnavalininate | A phenoxazine that has formula C14H8N2O6. |
| PGE2 | |
| PGF2alpha | |
| Sepiapterin | A pterin that has formula C9H11N5O3. |
| 4-(N-Nitrosomethylamino)-1-(3-pyridyl)-1-butanone | |
| 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol | A pyridine that has formula C10H15N3O2. |
| Cystathionine | A modified amino acid generated by enzymic means from homocysteine and serine. |
| Kynurenine | |
| Cystine | |
| 2-Oxo-4-methylthiobutanoic acid | |
| 4-(2-Aminophenyl)-2,4-dioxobutanoic acid | A 4-oxo monocarboxylic acid that has formula C10H9NO4. |
| Thiocysteine | |
| Hydroxykynurenine | |
| 4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid | A dioxo monocarboxylic acid that has formula C10H9NO5. |
| UDP | A pyrimidine ribonucleoside 5'-diphosphate that has formula C9H14N2O12P2. |
| IDP | A purine ribonucleoside 5'-diphosphate having inosine as the nucleobase. |
| UMP | |
| GMP | |
| Uridine | |
| Cytidine | A pyrimidine nucleoside in which cytosine is attached to ribofuranose via a beta-N(1)-glycosidic bond. |
| Deoxyuridine | |
| Deoxycytidine | |
| 3-Sulfino-alanine | |
| CTP | |
| Phosphatidate | |
| Isonicotinic acid | |
| Androsterone | An androstanoid that is 5alpha-androstane having a hydroxy substituent at the 3alpha-position and an oxo group at the 17-position. It is a metabolite of dehydroepiandrosterone . |
| Androstanedione | |
| 5beta-Dihydrotestosterone | A 3-hydroxy steroid that has formula C19H30O2. |
| Etiocholanolone | |
| 7alpha-Hydroxy-5beta-cholestan-3-one | |
| 7alpha,12alpha-Dihydroxy-5beta-cholestan-3-one | |
| Urocortisone | |
| 11beta,17alpha,21-Trihydroxy-5beta-pregnane-3,20-dione | |
| Tetrahydrocortisol | A glucocorticoid that has formula C21H34O5. |
| 3alpha,11beta,21-Trihydroxy-20-oxo-5beta-pregnan-18-al | |
| 11beta,21-Dihydroxy-5beta-pregnane-3,20-dione | |
| Tetrahydrocorticosterone | A 21-hydroxy steroid that has formula C21H34O4. |
| 21-Hydroxy-5beta-pregnane-3,11,20-trione | |
| 5beta-Pregnane-3,20-dione | A C21-steroid that is 5beta-pregnane with oxo groups at positions 3 and 20. |
| Pregnanolone | |
| N-Acetyl-D-glucosamine | The pyranose form of N-acetyl-D-glucosamine. |
| N,N'-Diacetylchitobiose | |
| Ethanolamine | |
| Phosphoethanolamine | |
| Choline phosphate | |
| Creatine | |
| Phosphocreatine | |
| L-Noradrenaline | |
| Epinephrine | |
| Dopamine | Catechol in which the hydrogen at position 4 is substituted by a 2-aminoethyl group. |
| 2-Methoxyestrone | A 17-oxo steroid that is estrone in which the hydrogen at position 2 is substituted by a methoxy group. |
| 2-Methoxy-17beta-estradiol | |
| 3-Methoxytyramine | A methoxybenzene that has formula C9H13NO2. |
| L-Metanephrine | |
| L-Normetanephrine | |
| 3-Methoxy-4-hydroxyphenylethyleneglycol | |
| Heme | A heme is any tetrapyrrolic chelate of iron. |
| trans,trans-Farnesyl diphosphate | |
| Protoporphyrinogen IX | |
| CAR(16:0) | |
| Carnitine | |
| L-Selenocysteine | |
| UTP | A pyrimidine ribonucleoside 5'-triphosphate having uracil as the nucleobase. |
| Estrone | A 17-oxo steroid that is estra-1,3,5(10)-triene substituted by an hydroxy group at position 3 and an oxo group at position 17. |
| Naphthalene | An aromatic hydrocarbon comprising two fused benzene rings. It occurs in the essential oils of numerous plant species e.g. magnolia. |
| beta-Estradiol | |
| Estriol | |
| 6-Hydroxymelatonin | A member of the class of tryptamines that is melatonin with a hydroxy group substituent at position 6. |
| 1-Nitronaphthalene | A mononitronaphthalene substituted by a nitro group at position 1. |
| Aflatoxin B1 | An aflatoxin having a tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene skeleton with oxygen functionality at positions 1, 4 and 11. |
| Caffeine | A trimethylxanthine in which the three methyl groups are located at positions 1, 3, and 7. A purine alkaloid that occurs naturally in tea and coffee. |
| 9(10)-EpOME | |
| 12(13)-EpOME | |
| 1,7-Dimethyluric acid | An oxopurine that is 7,9-dihydro-1H-purine-2,6,8(3H)-trione substituted by methyl groups at N-1 and N-7. It is a metabolite of caffeine and is often found in human urine samples. |
| 1-Methylxanthine | A monomethylxanthine having the methyl group located at the 1-position. It is a metabolite of caffeine in humans. |
| Monoethylglycinexylidide | Amino acid amide formed from 2,6-dimethylaniline and N-ethylglycine components; an active metabolite of lidocaine, formed by oxidative deethylation. Used as an indicator of hepatic function. |
| 3-Hydroxyvalproic acid | |
| 5,6-EpETrE | |
| 8,9-EpETrE | |
| 11,12-EpETrE | |
| 14,15-EpETrE | |
| 19S-HETE | |
| Demethylcitalopram | |
| 14,15-Ep-11-HETrE | |
| 2-Hydroxyfelbamate | |
| p-Hydroxyfelbamate | |
| 4-Ketocyclophosphamide | |
| alpha-Hydroxytamoxifen | |
| Norcodeine | |
| 7alpha-Hydroxy-cholesterol | |
| 7alpha,27-Dihydroxycholesterol | |
| 27-Hydroxycholesterol | |
| 7alpha-Hydroxy-4-cholesten-3-one | |
| 4-Methylpentanal | An alpha-CH2-containing aldehyde that has formula C6H12O. |
| 17alpha-Hydroxypregnenolone | A hydroxypregnenolone carrying an alpha-hydroxy group at position 17. |
| 20alpha-Hydroxycholesterol | |
| 22R-Hydroxycholesterol | |
| Androstenedione | |
| Progesterone | A C21-steroid hormone in which a pregnane skeleton carries oxo substituents at positions 3 and 20 and is unsaturated at C(4)-C(5). As a hormone, it is involved in the female menstrual cycle, pregnancy and embryogenesis of humans and other species. |
| Cortisol | A C21-steroid that is pregn-4-ene substituted by oxo groups at positions 3 and 20 and hydroxy groups at positions 11, 17 and 21. Cortisol is a corticosteroid hormone or glucocorticoid produced by zona fasciculata of the adrenal cortex, which is a part of the adrenal gland. It is usually referred to as the stress hormone as it is involved in response to stress and anxiety, controlled by corticotropin-releasing hormone (CRH). It increases blood pressure and blood sugar, and reduces immune responses |
| 17alpha-Hydroxyprogesterone | A 17alpha-hydroxy steroid that is the 17alpha-hydroxy derivative of progesterone. |
| Aldosterone | A pregnane-based steroidal hormone produced by the outer-section (zona glomerulosa) of the adrenal cortex in the adrenal gland, and acts on the distal tubules and collecting ducts of the kidney to cause the conservation of sodium, secretion of potassium, increased water retention, and increased blood pressure. The overall effect of aldosterone is to increase reabsorption of ions and water in the kidney. |
| Corticosterone | A 21-hydroxy steroid that is consists of pregn-4-ene substituted by hydroxy groups at positions 11 and 21 and oxo groups at positions 3 and 20. Corticosterone is a 21-carbon steroid hormone of the corticosteroid type produced in the cortex of the adrenal glands. |
| 11-Deoxycorticosterone | |
| 11beta-Hydroxyandrost-4-ene-3,17-dione | |
| 17alpha,21-Dihydroxypregnenolone | |
| 11-Deoxycortisol | |
| 21-Deoxycortisol | A deoxycortisol that has formula C21H30O4. |
| 11beta-Hydroxyprogesterone | |
| Testosterone | An androstanoid having 17beta-hydroxy and 3-oxo groups, together with unsaturation at C-4-C-5.. |
| 19-Oxoandrost-4-ene-3,17-dione | |
| 21-Hydroxypregnenolone | A hydroxypregnenolone that has formula C21H32O3. |
| 25-Hydroxyvitamin D3 | |
| 1alpha,25-Dihydroxyvitamin D3 | |
| 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-al | |
| Coprocholic acid | |
| 27-Deoxy-5beta-cyprinol | |
| Lanosterol | A tetracyclic triterpenoid that is lanosta-8,24-diene substituted by a beta-hydroxy group at position 3. It is the compound from which all steroids are derived. |
| 32-Hydroxylanosterol | |
| 1,2-Diacyl-sn-glycerol | |
| D-Ornithine | The D-enantiomer of ornithine. It is an intermediate metabolite produced in the urea cycle. |
| 5-Amino-2-oxopentanoic acid | The 2-oxo-5-amino derivative of valeric acid. |
| cis-4-Hydroxy-D-proline | D-proline in which a hydrogen at the 4-position of the pyrrolidine ring is substituted by a hydroxy group (R-configuration). |
| 1-Pyrroline-2-carboxylic acid | The product resulting from formal oxidation of DL-proline by loss of hydrogen from the nitrogen and from the carbon alpha to the carboxylic acid, with the formation of a C=N bond. |
| 2-Oxoarginine | |
| 1-Pyrroline-4-hydroxy-2-carboxylate | |
| trans,cis-Lauro-2,6-dienoyl-CoA | |
| dCMP | A pyrimidine 2'-deoxyribonucleoside 5'-monophosphate having cytosine as the nucleobase. |
| Deoxyguanosine | |
| dGMP | |
| dUMP | A pyrimidine 2'-deoxyribonucleoside 5'-monophosphate having uracil as the nucleobase. |
| 5,6-Dihydroxyindole-2-carboxylate | |
| Tryptophan | |
| Phenylalanine | |
| Tyrosine | |
| DOPA | |
| Tyramine | |
| 5-Hydroxy-tryptophan | |
| Phenylethylamine | |
| Naphthalene-1,2-diol | A naphthalenediol that has formula C10H8O2. |
| 5alpha-Pregnane-3,20-dione | |
| 3alpha-Hydroxy-5alpha-pregnan-20-one | |
| 20S-Hydroxy-5alpha-pregnan-3-one | |
| Tetrahydrodeoxycorticosterone | |
| 5alpha-Dihydrodeoxycorticosterone | A 21-hydroxy steroid that has formula C21H32O3. |
| 7-Dehydrocholesterol | |
| Isofucosterol | |
| Lathosterol | |
| Sitosterol | |
| Campesterol | |
| Desmosterol | A cholestanoid that is cholesta-5,24-diene substituted by a beta-hydroxy group at position 3. It is an intermediate metabolite obtained during the synthesis of cholesterol. |
| 7-Dehydro-desmosterol | |
| 14-Demethyllanosterol | |
| 24,25-Dihydrolanosterol | A 3beta-sterol formed from lanosterol by reduction across the C-24-C-25 double bond. |
| Zymosterol | A 3beta-sterol that has formula C27H44O. |
| Dihydrofolic acid | A folic acid derivative acted upon by dihydrofolate reductase to produce tetrahydrofolic acid. It interacts with bacteria during cell division and is targeted by various drugs to prevent nucleic acid synthesis. |
| Folic acid | An N-acyl-amino acid that is a form of the water-soluble vitamin B9. Its biologically active forms (tetrahydrofolate and others) are essential for nucleotide biosynthesis and homocysteine remethylation. |
| Orotic acid | |
| Menaquinone | |
| Phylloquinone | A member of the class of phylloquinones that consists of 1,4-naphthoquinone having methyl and phytyl groups at positions 2 and 3 respectively. The parent of the class of phylloquinones. |
| Oxoadipic acid | |
| Sarcosine | |
| UDP-GlcNAc | |
| 5'-Methylthioadenosine | |
| Uracil | |
| Thymine | A pyrimidine nucleobase that is uracil in which the hydrogen at position 5 is replaced by a methyl group. |
| Dihydrouracil | |
| Ureidopropionic acid | |
| dTDP | A thymidine phosphate having a diphosphate group at the 5'-position. |
| dTMP | |
| dUDP | A pyrimidine 2'-deoxyribonucleoside 5'-diphosphate that has formula C9H14N2O11P2. |
| Thymidine | A pyrimidine 2'-deoxyribonucleoside having thymine as the nucleobase. |
| Deoxyribose 1-phosphate | |
| 3-Hydroxybutanoyl-CoA | |
| 3-Hydroxyisovaleryl-CoA | A hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-hydroxyisovaleric acid. |
| Phosphoenolpyruvic acid | A monocarboxylic acid that is acrylic acid substituted by a phosphonooxy group at position 2. It is a metabolic intermediate in pathways like glycolysis and gluconeogenesis. |
| Ethylene glycol | |
| 5,6-DiHETrE | |
| 8,9-DiHETrE | |
| 11,12-DiHETrE | |
| 14,15-DiHETrE | |
| Proline | |
| Palmitic acid | A straight-chain, sixteen-carbon, saturated long-chain fatty acid. |
| Myristic acid | A straight-chain, fourteen-carbon, long-chain saturated fatty acid mostly found in milk fat. |
| Fructose 6-phosphate | |
| Squalene | |
| Isopentenyl-diphosphate | |
| Geranyl pyrophosphate | |
| Protoporphyrin | |
| Malic acid | A 2-hydroxydicarboxylic acid that is succinic acid in which one of the hydrogens attached to a carbon is replaced by a hydroxy group. |
| Hypotaurine | An aminosulfinic acid comprising ethylamine having the sulfo group at the 2-position. |
| 3-Ketosphinganine | |
| alpha-D-Glucose 6-phosphate | A D-glucopyranose 6-phosphate where alpha-D-glucose is the sugar component. |
| beta-D-Glucose 6-phosphate | A D-glucopyranose 6-phosphate in which the anomeric centre has beta-configuration. |
| Glucose 6-phosphate | |
| D-Glucono-1,5-lactone 6-phosphate | |
| Sucrose | Sucrose is a disaccharide formed by glucose and fructose units joined by an acetal oxygen bridge from hemiacetal of glucose to the hemiketal of the fructose. |
| beta-D-Fructose | |
| Fructose | A ketohexose that is an isomer of glucose. |
| Cysteic acid | An amino sulfonic acid that is the sulfonic acid analogue of cysteine. |
| UDP-glucose | |
| UDP-alpha-D-galactose | |
| dTDP-glucose | |
| Galactose 1-phosphate | |
| Hexose | |
| Guanidoacetic acid | |
| 5-Phosphoribosylamine | |
| 5-Aminoimidazole ribonucleotide | |
| 5'-Phosphoribosylglycinamide | |
| 5'-Phosphoribosyl-N-formylglycinamide | |
| 4-Guanidinobutanoic acid | The 4-guanidino derivative of butanoic acid. |
| Glucosylceramide | Any of the cerebrosides in which the monosaccharide head group is glucose. |
| Glucosamine 6-phosphate | |
| Glutathione | |
| LTC4 | |
| (5-L-Glutamyl)-L-amino acid | |
| 5-L-Glutamyl-taurine | |
| LTD4 | |
| Lactose | |
| sn-Glycero-3-phosphate | |
| Myo-inositol | An inositol having myo- configuration. |
| Mannose | An aldohexose that is the C-2 epimer of glucose. |
| Raffinose | A trisaccharide composed of alpha-D-galactopyranose, alpha-D-glucopyranose and beta-D-fructofuranose joined in sequence by 1->6 and 1<->2 glycosidic linkages, respectively. |
| alpha-D-Galactosyl-(1->3)-1D-myo-inositol | |
| Stachyose | A tetrasaccharide consisting of sucrose having an alpha-D-galactosyl-(1->6)-alpha-D-galactosyl moiety attached at the 6-position of the glucose. |
| Melibiitol | An alditol that has formula C12H24O11. |
| Galactosylglycerol | |
| Melibiose | A glycosylglucose formed by an alpha-(1->6)-linkage between D-galactose and D-glucose. |
| Digalactosyl-diacylglycerol | |
| gamma-Glutamylcysteine | |
| S-Lactoylglutathione | |
| D-Glutamic acid | An optically active form of glutamic acid having D-configuration. |
| D-Glutamine | The D-enantiomer of glutamine. |
| GDP-mannose | |
| Phenylpyruvic acid | |
| 3-Mercaptopyruvic acid | A 2-oxo monocarboxylic acid that is pyruvic acid substituted by a sulfanyl group at position 3. |
| 4-Hydroxyphenylpyruvic acid | |
| 3-Sulfopyruvate | |
| Oxidized glutathione | |
| 15S-HETE | |
| 5S-HETE | |
| Ophthalmic acid | |
| Aflatoxin B1exo-8,9-epoxide-GSH | |
| S-(Formylmethyl)glutathione | A peptide that has formula C12H19N3O7S. |
| 4-Maleylacetoacetate | |
| dGDP | A purine 2'-deoxyribonucleoside 5'-diphosphate having guanine as the nucleobase. |
| Glucuronic acid | |
| beta-D-Glucuronoside | |
| D-Urobilinogen | A biladiene that has formula C33H42N4O6. |
| Histidine | |
| Urocanic acid | An alpha,beta-unsaturated monocarboxylic acid that is prop-2-enoic acid substituted by a 1H-imidazol-4-yl group at position 3. It is a metabolite of hidtidine. |
| Homogentisic acid | A dihydroxyphenylacetic acid having the two hydroxy substituents at the 2- and 5-positions. |
| Mannose 6-phosphate | |
| Glucosamine | |
| Mevalonic acid | A dihydroxy monocarboxylic acid comprising valeric acid having two hydroxy groups at the 3- and 5-positions together with a methyl group at the 3-position. |
| 2-Hydroxyphenylacetic acid | |
| Guanine | A 2-aminopurine carrying a 6-oxo substituent. |
| Hypoxanthine | A purine nucleobase that consists of purine bearing an oxo substituent at position 6. |
| Xanthine | A purine nucleobase found in humans and other organisms. |
| XMP | |
| 6-Thioinosine-5'-monophosphate | |
| 6-Methylthiopurine | |
| Androstenediol | |
| Cortisone | A C21-steroid that is pregn-4-ene substituted by hydroxy groups at positions 17 and 21 and oxo group at positions 3, 11 and 20. |
| Adrenosterone | A 3-hydroxy steroid that has formula C19H24O3. |
| 11-Dehydrocorticosterone | An 11-oxo steroid that is corticosterone in which the hydroxy substituent at the 11beta position has been oxidised to give the corresponding ketone. |
| Oxalosuccinic acid | A tricarboxylic acid consisting of 2-oxoglutaric acid having a further carboxy group at the 3-position. It is a substrate of the citric acid cycle. |
| Inositol 3-phosphate | |
| N-Formyl-L-kynurenine | |
| Acetyl-N-formyl-5-methoxykynurenamine | |
| Formyl-5-hydroxykynurenamine | A hydroxykynurenamine that is 5-hydroxykynurenamine with the hydrogen on the aryl amine replaced by a formyl group. |
| 5-Hydroxy-N-formylkynurenine | An alpha-amino acid that is 5-hydroxykynurenine bearing an N-formyl substituent. |
| 1D-myo-Inositol 1,3,4,5-tetrakisphosphate | |
| ITP | |
| Xanthosine 5-triphosphate | |
| dITP | |
| 2'-Deoxyinosine 5'-phosphate | |
| D-myo-Inositol 3,4,5,6-tetrakisphosphate | |
| Glucoheptulose | |
| Phosphatidylcholine | |
| 1-Acyl-sn-glycero-3-phosphocholine | |
| Lactic acid | |
| 2-Hydroxybutyric acid | A hydroxybutyric acid having a single hydroxyl group located at position 2; urinary secretion of 2-hydroxybutyric acid is increased with alcohol ingestion or vigorous physical exercise and is associated with lactic acidosis and ketoacidosis in humans and diabetes in animals. |
| Nicotinamide ribotide | |
| Cholesterol ester | |
| Triacylglycerol | |
| 1-Acylglycerol | |
| Arachidonyl-CoA | |
| (S)-2,3-Epoxysqualene | A squalene triterpenoid formed by epoxidation across the 2,3 C=C bond |
| LTB4 | |
| 20-Hydroxy LTB4 | |
| 20-HETE | A HETE that consists of arachidonic acid bearing a hydroxy substituent at position 20. |
| Aminoacetone | A propanone consisting of acetone having an amino group at the 1-position. |
| N-Acetylputrescine | An N-monoacetylalkane-alpha,omega-diamine that is the N-monoacetyl derivative of putrescine. |
| 3-Hydroxykynurenamine | A hydroxykynurenamine that has formula C9H12N2O2. |
| 4,8-Dihydroxyquinoline | |
| 4,6-Dihydroxyquinoline | |
| 5-Methyltetrahydrofolate | A group of heterocyclic compounds based on the 5-methyl-5,6,7,8-tetrahydropteroic acid skeleton conjugated with one or more L-glutamic acid or L-glutamate units. |
| 1-Phosphatidyl-D-myo-inositol | |
| 5-Phosphomevalonic acid | |
| Ubiquinone-1 | A compound composed of the standard 2,3-dimethoxy-5-methylbenzoquinone nucleus common to ubiquinones; and a side chain of a single isoprenoid unit. |
| CDP | A pyrimidine ribonucleoside 5'-diphosphate having cytosine as the nucleobase. |
| dATP | A purine 2'-deoxyribonucleoside 5'-triphosphate having adenine as the nucleobase. |
| dGTP | A purine 2'-deoxyribonucleoside 5'-triphosphate having guanine as the nucleobase. |
| dCTP | A 2'-deoxycytidine phosphate having cytosine as the nucleobase. |
| dTTP | |
| dUTP | |
| dCDP | A 2'-deoxycytidine phosphate that is the 2'- deoxy derivative of cytidine 5'-diphosphate (CDP). |
| dIDP | |
| Guanosine | A purine nucleoside in which guanine is attached to ribofuranose via a beta-N(9)-glycosidic bond. |
| Ribose 1-phosphate | |
| Xanthosine | A purine nucleoside in which xanthine is attached to ribofuranose via a beta-N(9)-glycosidic bond. |
| Nicotinamide-beta-riboside | |
| D-Ribosylnicotinate | |
| L-Glutamic-gamma-semialdehyde | |
| Succinic acid | |
| 1-Organyl-2-lyso-sn-glycero-3-phosphocholine | |
| 4a-Carbinolamine tetrahydrobiopterin | |
| 4a-Hydroxytetrahydrobiopterin | A tetrahydropterin that is 5,6,7,8-tetrahydrobiopterin carrying an additional hydroxy substituent at the 4a-position. |
| Cytidine 5'-diphosphocholine | |
| CMP | |
| Deamino-NAD+ | |
| 3'-Dephospho-CoA | |
| Pantetheine 4'-phosphate | A phosphopantetheine that has formula C11H23N2O7PS. |
| Nicotinic acid mononucleotide | |
| beta-D-Fructose 2,6-bisphosphate | |
| Ribulose 5-phosphate | |
| 6-Phosphogluconic acid | |
| Ribose 5-phosphate | |
| N-Acetyl-glucosamine 6-phosphate | |
| Phosphatidylethanolamine | |
| 1-Acyl-sn-glycero-3-phosphoethanolamine | |
| 1-(1-Alkenyl)-sn-glycero-3-phosphoethanolamine | |
| 1-Radyl-2-acyl-sn-glycero-3-phosphocholine | |
| alpha-Linolenic acid | A linolenic acid with cis-double bonds at positions 9, 12 and 15. Shown to have an antithrombotic effect. |
| D-Mannose 1-phosphate | A mannose phosphate that is D-mannose carrying a phosphate group at position 1. |
| 1-Pyrroline-5-carboxylic acid | A 1-pyrrolinecarboxylic acid that is 1-pyrroline in which one of the hydrogens at position 5 is replaced by a carboxy group. |
| Phosphoserine | |
| PGH2 | |
| PGD2 | |
| PGI2 | |
| PGG2 | |
| cis-3-Hydroxyproline | |
| CDP-Ethanolamine | A phosphoethanolamine consisting of ethanolamine having a cytidine 5'-diphosphate moiety attached to the oxygen. |
| Ciliatine | |
| CMPciliatine | |
| 11-cis-Retinol | A retinol that has formula C20H30O. |
| N-Acetyl-mannosamine | |
| Xylulose 5-phosphate | A xylulose phosphate carrying a phospahte group at position 5. It is an intermediate metabolite in the pentose phosphate pathway. |
| Trypanothione disulfide | Trypanothione disulfide is the oxidized form of N(1),N(8)-bis(glutathionyl)-spermidine from the insect-parasitic trypanosomatid Crithidia fasciculata. |
| Isomaltose | A glycosylglucose consisting of two D-glucopyranose units connected by an alpha-(1->6)-linkage. |
| SM(d18:0/22:1) | |
| Spermidine | A triamine that is the 1,5,10-triaza derivative of decane. |
| Spermine | A polyazaalkane that is tetradecane in which the carbons at positions 1, 5, 10 and 14 are replaced by nitrogens. Spermine has broad actions on cellular metabolism. |
| Xylulose | |
| Cadaverine | An alkane-alpha,omega-diamine comprising a straight-chain pentane core with amino substitutents at positions 1 and 5. A colourless syrupy liquid diamine with a distinctive unpleasant odour, it is a homologue of putresceine and is formed by the bacterial decarboxylation of lysine that occurs during protein hydrolysis during putrefaction of animal tissue. It is also found in plants such as soyabean. |
| Adenosine 3',5'-bisphosphate | |
| Estrone 3-sulfate | |
| Sedoheptulose 7-phosphate | |
| Threonine | |
| TXA2 | |
| 3,5-Diiodo-L-tyrosine | A diiodotyrosine that is L-tyrosine carrying iodo-substituents at positions C-3 and C-5 of the benzyl group. It is an intermediate in the thyroid hormone synthesis. |
| Thyroxine | An iodothyronine compound having iodo substituents at the 3-, 3'-, 5- and 5'-positions. |
| 2-Aminoacrylic acid | A dehydroamino acid that is the 2,3-didehydro derivative of alanine. |
| Liothyronine | |
| 3-Iodo-L-tyrosine | |
| GDP-L-fucose | A GDP-fucose in which the fucosyl residue has L-configuration. |
| Dopaquinone | |
| Indole-5,6-quinone | An indoledione that has formula C8H5NO2. |
| 5,6-Indolequinone-2-carboxylic acid | |
| UDP-glucuronic acid | |
| all-trans-Retinoyl-beta-glucuronide | |
| 2-Methoxy-estradiol-17beta 3-glucuronide | |
| 2-Methoxyestrone 3-glucuronide | |
| Estrone 3-glucuronide | |
| Testosterone glucuronide | |
| Androsterone 3-glucuronide | |
| Morphine-6-glucuronide | A morphinane alkaloid that has formula C23H27NO9. |
| Morphine-3-glucuronide | A morphinane alkaloid that has formula C23H27NO9. |
| 1-Alkyl-2-acylglycerol | |
| Uroporphyrinogen III | An uroporphyrinogen that has formula C40H44N4O16. |
| Uric acid | An oxopurine that is the final oxidation product of purine metabolism. |
| Theobromine | |
| 7-Methylxanthine | An oxopurine that is xanthine in which the hydrogen attached to the nitrogen at position 7 is replaced by a methyl group. It is an intermediate metabolite in the synthesis of caffeine. |
| 7-Methyluric acid | An oxopurine that has formula C6H6N4O3. |
| 1-Methyluric acid | An oxopurine that is 7,9-dihydro-1H-purine-2,6,8(3H)-trione substituted by a methyl group at N-1. It is one of the metabolites of caffeine found in human urine. |
| 3,7-Dimethyluric acid | An oxopurine that is 7,9-dihydro-1H-purine-2,6,8(3H)-trione substituted by methyl groups at N-3 and N-7. |
| trans-2-Enoyl-OPC6-CoA | An organic molecule that has formula C37H58N7O18P3S. |
| Acylglycerone phosphate | |
| D-Aspartate | |
| Pyridoxal 5'-phosphate | The monophosphate ester obtained by condensation of phosphoric acid with the primary hydroxy group of pyridoxal. |
| Pyridoxine | A hydroxymethylpyridine with hydroxymethyl groups at positions 4 and 5, a hydroxy group at position 3 and a methyl group at position 2. |
| Pyridoxamine | A monohydroxypyridine that is pyridine substituted by a hydroxy group at position 3, an aminomethyl group at position 4, a hydroxymethyl group at position 5 and a methyl group at position 2. |
| Pyridoxine 5'-phosphate | A vitamin B6 phosphate that has formula C8H12NO6P. |
| Pyridoxamine 5'-phosphate | A vitamin B6 phosphate that is the phosphoric ester derivative of pyridoxamine. |
| Sphinganine 1-phosphate | A sphingoid 1-phosphate that is the monophosphorylated derivative of sphinganine. |
| Ceramide 1-phosphate | A ceramide phosphate compound having the phosphate group in the 1-position and an unspecified acyl group atached to the nitrogen atom. |
| 2-Acyl-1-alkyl-sn-glycero-3-phosphate | |
| Sphingosine 1-phosphate | A phosphosphingolipid that consists of sphingosine having a phospho group attached at position 1 |
| 1,3-Diaminopropane | |
| 1-Methylpyrrolinium | An organic cation that is 1-pyrroline bearing an N-methyl substituent. |
| 5-Aminopentanal | An aldehyde that has formula C5H11NO. |
| 11-epi-Prostaglandin F2alpha | |
| Fucose 1-phosphate | |
| 6-Thioxanthine 5'-monophosphate | An organic molecule that has formula C10H13N4O8PS. |
| Pantetheine | An amide obtained by formal condensation of the carboxy group of pantothenic acid and the maino group of cysteamine. |
| Pantothenic acid | A member of the class of pantothenic acids that is an amide formed from pantoic acid and beta-alanine. |
| Cysteamine | |
| 2-Aminobenzoic acid | |
| Formylanthranilic acid | |
| 25-Hydroxycholesterol | A 25-hydroxy steroid that has formula C27H46O2. |
| Glycolic acid | A 2-hydroxy monocarboxylic acid that is acetic acid where the methyl group has been hydroxylated. |
| Oleoyl-CoA | An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of oleic acid. |
| Linoleoyl-CoA | The S-linoleoyl derivative of coenzyme A. |
| Stearidonic acid | |
| Icosenoyl-CoA | |
| Cholest-5-ene-3beta,7alpha,25-triol | |
| 3beta,7alpha-Dihydroxy-5-cholestenoic acid | |
| Geranylgeranyl diphosphate | A polyprenol diphosphate having geranylgeranyl as the polyprenyl component. |
| Stearoyl-CoA | A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of stearic acid. |
| Coniferyl alcohol | |
| Sinapyl alcohol | A primary alcohol, being cinnamyl alcohol hydroxylated at C-4 and methoxylated at C-3 and -5. |
| 4-Coumaryl alcohol | |
| Myo-inositol hexakisphosphate | A myo-inositol hexakisphosphate in which each hydroxy group of myo-inositol is monophosphorylated. |
| Phosphatidylserine | |
| Phosphatidylglycerol | |
| 1-Acyl-sn-glycero-3-phosphoglycerol | |
| Cholic acid | A bile acid that is 5beta-cholan-24-oic acid bearing three alpha-hydroxy substituents at position 3, 7 and 12. |
| Chenodeoxycholic acid | A dihydroxy-5beta-cholanic acid that is (5beta)-cholan-24-oic acid substituted by hydroxy groups at positions 3 and 7 respectively. |
| Saccharopine | |
| 1-Acyl-sn-glycero-3-phosphoserine | |
| Hippuric acid | |
| Gulonic acid | A hexonic acid formed by oxidising the aldehyde group of gulose to a carboxylic acid group. |
| 1-Alkyl-2-acylglycerophosphoethanolamine | |
| Phosphatidyl-N-dimethylethanolamine | |
| sn-Glycero-3-phosphocholine | |
| sn-Glycero-3-phosphoethanolamine | A glycerophosphatidylethanolamine that has formula C5H14NO6P. |
| 1-Acyl-sn-glycerol 3-phosphate | |
| Formiminoglutamic acid | |
| 24S-Hydroxycholesterol | |
| Trehalose | |
| N-Methylserotonin | A member of the class of tryptamines that is serotonin in which one of the hydrogens attached to the primary amino group is replaced by a methyl group. |
| N-Methyltryptamine | A tryptamine alkaloid that has formula C11H14N2. |
| Dolichol | |
| L-2-Amino-3-oxobutanoic acid | A 2-amino-3-oxobutanoic acid that has formula C4H7NO3. |
| Quinolinic acid | A pyridinedicarboxylic acid that is pyridine substituted by carboxy groups at positions 2 and 3. It is a metabolite of tryptophan. |
| 2-Amino-3-carboxymuconic acid semialdehyde | |
| Dihydroxyacetone | |
| Phosphohydroxypyruvic acid | |
| Hydroxypropionic acid | |
| Pyroglutamic acid | |
| CMP-N-acetylneuraminate | |
| 4-Hydroxybenzoic acid | A monohydroxybenzoic acid that is benzoic acid carrying a hydroxy substituent at C-4 of the benzene ring. |
| 2-Oxo-3-hydroxy-4-phosphobutanoic acid | |
| O-Phospho-4-hydroxy-threonine | |
| Deoxyribose 5-phosphate | |
| Pipecolic acid | A piperidinemonocarboxylic acid in which the carboxy group is located at position C-2. |
| (S)-1-Piperideine-6-carboxylic acid | |
| (24S)-Cholest-5-ene-3beta,7alpha,24-triol | |
| Butyric acid | A four-carbon straight-chain saturated fatty acid. |
| (3S)-3-Hydroxy-N6,N6,N6-trimethyl-L-lysine | |
| N-6-Trimethyllysine | |
| 3-(Methylthio)propanoate | |
| 1,2-Dihydroxy-3-keto-5-methylthiopentene | |
| Carnosine | |
| Homocarnosine | A modified histidine derivative with a aminobutanoyl group substituted on the alpha-amino group. |
| Propionic acid | |
| Propionyladenylate | |
| Acetyl adenylate | |
| N-Glycoloylneuraminate | |
| CMP-N-glycoloylneuraminate | |
| 1-Acylglycerophosphoinositol | |
| 3-Methylhistidine | A histidine derivative in which the methyl group is located at N-3. |
| Anserine | A dipeptide comprising of beta-alanine and 3-methyl-L-histidine units. |
| beta-Alanyl-L-arginine | A dipeptide that has formula C9H19N5O3. |
| Cellobiose | A glycosylglucose that is disaccharide containing two glucose units linked via a beta(1->4) bond. |
| 2-Hydroxy-2-phenylacetonitrile | |
| Prunasin | A cyanogenic glycoside that has formula C14H17NO6. |
| Linamarin | A beta-D-glucoside that has formula C10H17NO6. |
| 2-Hydroxy-2-methylpropanenitrile | |
| 4-Hydroxymandelonitrile | |
| D-Serine | The R-enantiomer of serine. |
| Ribose | Any aldopentose where the open-chain form has all the hydroxy groups on the same side in the Fischer projection. Occurrs in two enantiomeric forms, D- and L-ribose, of which only the former is found in nature. |
| 2-Deoxy-ribose | |
| Palmitoleoyl-CoA | |
| Agmatine | A primary amino compound that has formula C5H14N4. |
| 2-Hydroxyglutaric acid | |
| UDP-D-Xylose | |
| S-Methyl-5-thio-D-ribose 1-phosphate | |
| Lipoic acid | A heterocyclic thia fatty acid comprising pentanoic acid with a 1,2-dithiolan-3-yl group at the 5-position. |
| Vitamin D3 | |
| N-Acetylglutamic acid | |
| Fucose | Any deoxygalactose that is deoxygenated at the 6-position. |
| Indolepyruvate | |
| alpha-D-Glucose 1,6-bisphosphate | A D-glucose 1,6-bisphosphate in which both phosphate groups are monophosphates. |
| Cobamide coenzyme |
