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Term:
3-hydroxybutyric acid (CHEBI:20067)
Annotations: Rat: (14) Mouse: (20) Human: (15) Chinchilla: (0) Bonobo: (0) Dog: (0) Squirrel: (0) Pig: (0)
Parent Terms Term With Siblings Child Terms
(+)-alpha-pinene 
(-)-trans-carveol 
(1-hydroxycyclohexyl)acetic acid +  
(10R)-10-hydroxyundecanoic acid +  
(11Z)-icos-11-enoic acid +  
(11Z,14Z,17Z)-icosatrienoate 
(12R)-12-hydroxytridecanoic acid +  
(13E)-octadecenoic acid 
(13R)-13-hydroxymyristic acid +  
(13R)-S-cysteinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid 
(13R)-S-cysteinylglycinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid 
(13R)-S-glutathionyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid 
(13S)-hydroxy-(14S,15S)-epoxy-(5Z,8Z,11Z)-icosatrienoic acid 
(14R)-14-hydroxypentadecanoic acid +  
(15R)-15-hydroxypalmitic acid +  
(15Z)-tetracosenoate +  
(16R)-16-hydroxymargaric acid +  
(17Z)-hexacosenoic acid +  
(18R)-18-hydroxynonadecanoic acid +  
(19R)-19-hydroxyicosanoic acid +  
(1S)-1,23,25-trihydroxy-24-oxocalciol 
(1S)-1,25-dihydroxy-24-oxocalciol 
(2,3-diphenylcyclopropyl)methyl phenyl sulfoxide 
(2-aminoethyl)phosphonic acid +  
(2-hydroxyphenyl)acetate 
(2-hydroxyphenyl)acetic acid 
(2-trans,6-cis)-dodeca-2,6-dienoyl-CoA 
(20R)-17alpha,20-dihydroxycholesterol 
(20R,22R)-20,22-dihydroxycholesterol 
(20S)-20-hydroxypregn-4-en-3-one  
(20S)-hydroxyvitamin D3 
(20S,23)-dihydroxyvitamin D3 
(20S,23,24)-trihydroxyvitamin D3 
(20S,23,25)-trihydroxyvitamin D3 
(20S,24R)-dihydroxyvitamin D3 
(20S,24S)-dihydroxyvitamin D3 
(23S)-23,25,26-trihydroxycalciol +  
(24E)-3alpha,7alpha-dihydroxy-5beta-cholest-24-en-26-oyl-CoA 
(24R)-24,25-dihydroxycalciol 
(24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA 
(24S)-24-hydroxycholesterol +   
(24S)-7alpha,24-dihydroxycholesterol 
(24S,25)-dihydroxycholesterol 
(24S,26)-dihydroxycholesterol 
(24Z),26-hydroxydesmosterol 
(25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoA(4-) 
(25R)-7alpha,26-dihydroxycholest-4-en-3-one 
(25R)-cholest-5-ene-3beta,26-diol +   
(25S)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoyl-CoA 
(2E,10R)-10-hydroxyundec-2-enoic acid +  
(2E,11R)-11-hydroxydodec-2-enoic acid +  
(2E,12R)-12-hydroxytridec-2-enoic acid +  
(2E,13R)-13-hydroxytetradec-2-enoic acid +  
(2E,14R)-14-hydroxypentadec-2-enoic acid +  
(2E,15R)-15-hydroxyhexadec-2-enoic acid +  
(2E,16R)-16-hydroxyheptadec-2-enoic acid +  
(2E,17R)-17-hydroxyoctadec-2-enoic acid +  
(2E,18R)-18-hydroxynonadec-2-enoic acid +  
(2E,19R)-19-hydroxyicos-2-enoic acid +  
(2E,20R)-20-hydroxyhenicos-2-enoic acid +  
(2E,6R)-6-hydroxyhept-2-enoic acid +  
(2E,7R)-7-hydroxyoct-2-enoic acid +  
(2E,8R)-8-hydroxynon-2-enoic acid +  
(2E,9R)-9-hydroxydec-2-enoic acid +  
(2R,3S)-2-methyl-3-propyloxirane 
(2S)-2-(4-\{[(1R,2S)-2-hydroxycyclopentyl]methyl\}phenyl)propanoic acid 
(2S)-2-[(\{4-[2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]phenyl\}carbonyl)amino]-4-(2H-tetrazol-5-yl)butanoic acid 
(2S)-3-methyl-2-((2R,3S)-3-[(methylsulfonyl)amino]-1-\{[2-(pyrrolidin-1-ylmethyl)-1,3-oxazol-4-yl]carbonyl\}pyrrolidin-2-yl)butanoic acid 
(2S,3R)-2-[(3S,6R)-3-amino-6-hydroxy-2-oxopiperidinyl]-3-hydroxybutanoic acid 
(2S,3R)-3-hydroxy-2-methylpentanoic acid 
(2S,3R)-3-hydroxybutane-1,2,3-tricarboxylate 
(2S,3S)-3-hydroxy-2-methylbutanoyl-CoA(4-) 
(3,4-dihydroxyphenyl)acetate 
(3,4-dihydroxyphenyl)acetic acid +   
(3E)-2,3,4-trimethylhex-3-enal 
(3E)-2,6-dimethyloct-3-ene 
(3R)-farnesyl-6-hydroxy-2,3,5-trimethyl-4-oxocyclohexa-1,5-diene-1-carboxylic acid 
(3R,10R)-3,10-dihydroxyundecanoic acid +  
(3R,11R)-3,11-dihydroxylauric acid +  
(3R,12R)-3,12-dihydroxytridecanoic acid +  
(3R,13R)-3,13-dihydroxymyristic acid +  
(3R,14R)-3,14-dihydroxypentadecanoic acid +  
(3R,15R)-3,15-dihydroxypalmitic acid +  
(3R,16R)-3,16-dihydroxymargaric acid +  
(3R,18R)-3,18-dihydroxynonadecanoic acid +  
(3R,19R)-19-dihydroxyicosanoic acid +  
(3R,20R)-3,20-dihydroxyhenicosanoic acid +  
(3R,21R)-3,21-dihydroxybehenic acid +  
(3R,22R)-3,22-dihydroxytricosanoic acid +  
(3R,5S)-1-pyrroline-3-hydroxy-5-carboxylic acid 
(3R,8R)-3,8-dihydroxynonanoic acid +  
(3R,9R)-3,9-dihydroxydecanoic acid +  
(3S)-3-hydroxy-3-methylglutaryl-CoA 
(3S)-citramalyl-CoA(5-) 
(3S,4S)-3-hydroxy-4-methyldecanoic acid +  
(3Z,6Z)-dodecadienoyl-CoA 
(4-hydroxy-3-methoxyphenyl)acetaldehyde 
(4-hydroxyphenyl)acetaldehyde 
(4-hydroxyphenyl)pyruvic acid +  
(4E)-7-methyldec-4-ene 
(4R)-4-hydroxypentanoic acid +  
(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid +   
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate +  
(5-hydroxyindol-3-yl)acetaldehyde  
(5-hydroxyindol-3-yl)acetate 
(5-hydroxyindol-3-yl)acetic acid  
(5alpha)-androst-3-en-17-one 
(5R)-5-hydroxyhexanoic acid +  
(5Z)-tetradecenoylcarnitine 
(5Z,9E,12S,14Z)-8,11,12,20-tetrahydroxyicosa-5,9,14-trienoic acid 
(5Z,9E,12S,14Z)-8,11,12-trihydroxyicosa-5,9,14-trienoate 
(5Z,9E,14Z)-(8xi,11R,12S)-11,12-epoxy-8-hydroxyicosa-5,9,14-trienoate 
(6E,8Z)-5-oxooctadecadienoic acid 
(6R)-5,10-methenyltetrahydrofolate +  
(6R)-5,10-methylenetetrahydrofolate(2-) +  
(6S)-5,6,7,8-tetrahydrofolate(2-) 
(6S)-5-formyltetrahydrofolate(2-) 
(7R)-7-hydroxyoctanoic acid +  
(7Z,10Z,13Z,16Z,19Z)-docosapentaenoate +  
(7Z,10Z,13Z,16Z,19Z)-docosapentaenoic acid +  
(8R)-8-hydroxynonanoic acid +  
(9E)-10-nitrooctadecenoic acid 
(9E)-9-nitrooctadecenoic acid 
(9R)-9-hydroxydecanoic acid +  
(9Z)-17-hydroxyoctadec-9-enoic acid 
(alpha-D-mannosyl)2-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol 
(alpha-D-mannosyl)3-beta-D-mannosyldiacetylchitobiosyldiphosphodolichol 
(alpha-D-mannosyl)4-beta-D-mannosyldiacetylchitobiosyldiphosphodolichol 
(alpha-D-mannosyl)5-beta-D-mannosyldiacetylchitobiosyldiphosphodolichol 
(alpha-D-mannosyl)6-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol 
(alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol 
(E)-4-oxonon-2-enal 
(E)-dec-3-en-2-ol 
(E)-hexadec-2-enoyl-CoA(4-) 
(N(omega)-L-arginino)succinate(1-) 
(omega-1)-hydroxy fatty acid ascaroside +  
(R)-17-hydroxyoctadecanoic acid +  
(R)-2-hydroxy-4-(hydroxymethylphosphinyl)butyric acid 
(R)-2-hydroxy-4-methylpentanoate 
(R)-3,4-dihydroxy-2-oxobutanoic acid 
(R)-3-[(R)-3-hydroxybutanoyloxy]butanoic acid 
(R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid 
(R)-3-hydroxybutanoyl-CoA(4-) 
(R)-3-hydroxybutyrate +  
(R)-3-hydroxybutyric acid +  
(R)-3-hydroxylauric acid +  
(R)-4'-phosphonatopantothenate(3-) 
(R)-5-diphosphomevalonic acid 
(R)-5-phosphonatomevalonate(3-) 
(R)-adrenaline(1+) 
(R)-icosanoylcarnitine 
(R)-lactaldehyde 
(R)-lactic acid +   
(R)-methylmalonyl-CoA(5-) 
(R)-mevalonate 
(R)-noradrenaline(1+) 
(R)-oleoylcarnitine 
(R)-oleoylcarnitine hydrochloride 
(R)-propane-1,2-diol 
(R)-S-lactoylglutathionate(1-) 
(R)-S-lactoylglutathione 
(R,R)-3,17-dihydroxyoctadecanoic acid +  
(S)-2,3-epoxysqualene 
(S)-2,4-dihydroxy-3-oxobutanoic acid 
(S)-2-acetyl-2-hydroxybutanoic acid 
(S)-2-hydroxy-3-methylbutyrate 
(S)-2-hydroxy-3-methylbutyric acid 
(S)-3,4-dihydroxy-2-oxobutanoic acid 
(S)-3-aminoisobutyric acid 
(S)-3-hydroxy-2-oxo-3-phenylpropanoic acid 
(S)-3-hydroxybutanoyl-CoA(4-) 
(S)-3-hydroxydecanoic acid +  
(S)-3-hydroxydecanoyl-CoA 
(S)-3-hydroxyhexanoyl-CoA 
(S)-3-hydroxyisobutyryl-CoA 
(S)-3-hydroxylauroyl-CoA 
(S)-3-hydroxyoctanoyl-CoA 
(S)-3-hydroxypalmitoyl-CoA 
(S)-3-hydroxytetradecanoic acid +  
(S)-3-hydroxytetradecanoyl-CoA 
(S)-3-sulfonatolactate(2-) 
(S)-carnitinium 
(S)-dihydroorotate 
(S)-dihydroorotic acid 
(S)-lactaldehyde 
(S)-lactic acid +   
(S)-malate(2-) +  
(S)-methylmalonyl-CoA(5-) 
(S)-propane-1,2-diol +  
(Z)-but-2-ene-1,2,3-tricarboxylate 
1,1,3,3-tetramethylurea 
1,2,3,4-tetrachlorobutane 
1,2-di-[(6Z)-octadecenoyl]-sn-glycero-3-phosphocholine 
1,2-diacyl-sn-glycero-3-phosphocholine(1+) +   
1,2-dibutyryl-sn-glycero-3-phospho-(1'D-myo-inositol) 
1,2-dibutyryl-sn-glycero-3-phospho-(1'D-myo-inositol-5'-phosphate) 
1,2-dioleoyl-sn-glycero-3-phospho-N,N-dimethylethanolamine 
1,2-dioleoyl-sn-glycero-3-phospho-N,N-dimethylethanolamine zwitterion 
1,2-dioleoyl-sn-glycero-3-phospho-N-methylethanolamine 
1,2-dioleoyl-sn-glycero-3-phospho-N-methylethanolamine zwitterion 
1,2-distearoylphosphatidylethanolamine zwitterion +  
1,4-butanediammonium 
1,4-dithiothreitol +   
1,5-anhydro-D-glucitol 
1-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine 
1-[(10Z,13Z,16Z)-docosatrienoyl]-2-[(9Z,12Z)-hexadecadienoyl]-sn-glycero-3-phospho-1D-myo-inositol 
1-[(10Z,13Z,16Z)-docosatrienoyl]-2-hexadecanoyl-sn-glycero-3-phospho-1D-myo-inositol 
1-[(10Z,13Z,16Z)-docosatrienoyl]-2-linoleoyl-sn-glycero-3-phospho-1D-myo-inositol 
1-[(13Z,16Z)-docosadienoyl]-2-hexadecanoyl-sn-glycero-3-phospho-1D-myo-inositol 
1-[(13Z,16Z)-docosadienoyl]-2-linoleoyl-sn-glycero-3-phospho-1D-myo-inositol 
1-[(1Z,9Z)-octadecadienyl]-sn-glycero-3-phosphocholine 
1-[(8Z,11Z,14Z,17Z)-icosatetraenoyl]-2-[(11Z)-icosenoyl]-sn-glycero-3-phospho-1D-myo-inositol 
1-[(8Z,11Z,14Z,17Z)-icosatetraenoyl]-2-[(11Z)-octadecenoyl]-sn-glycero-3-phospho-1D-myo-inositol 
1-[(8Z,11Z,14Z,17Z)-icosatetraenoyl]-2-icosanoyl-sn-glycero-3-phospho-1D-myo-inositol 
1-[(8Z,11Z,14Z,17Z)-icosatetraenoyl]-2-octadecanoyl-sn-glycero-3-phospho-1D-myo-inositol 
1-[(9Z)-hexadecenoyl]-sn-glycero-3-phosphocholine 
1-acyl-sn-glycerol 3-phosphate(2-) +  
1-acylglycerone 3-phosphate(2-) +  
1-alkyl-2-acetyl-sn-glycerol 
1-alkyl-2-acetyl-sn-glycerol 3-phosphate(2-) 
1-alkyl-2-acyl-sn-glycero-3-phosphoethanolamine +  
1-alkyl-2-acyl-sn-glycerol +  
1-alkyl-sn-glycerol 3-phosphate(2-) +  
1-alkylglycerone 3-phosphate +  
1-alkylglycerone 3-phosphate(2-) +  
1-arachidonoyl-sn-glycero-3-phospho-1D-myo-inositol 
1-arachidonoyl-sn-glycero-3-phosphoethanolamine 
1-butyryl-2-oleoyl-sn-glycerol 
1-chlorobutan-2-ol 
1-docosene 
1-ethyl-2-propylcyclohexane 
1-hexadecanoyl-2-(9-oxononanoyl)-sn-glycero-3-phosphocholine 
1-hexadecanoyl-sn-glycero-3-phospho-D-myo-inositol 
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine 
1-icosapentaenoyl-sn-glycero-3-phosphocholine 
1-iodo-2-methylundecane 
1-linoleoyl-sn-glycero-3-phosphoethanolamine 
1-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterion 
1-methyladenosine 
1-methylimidazole-4-acetaldehyde 
1-methylnicotinamide +   
1-methylpyrrolinium 
1-O-all-trans-retinoyl-beta-glucuronic acid 
1-octadec-9-enoylglycero-3-phosphate  
1-octadecylglycero-3-phosphocholine 
1-oleoyl-2-arachidonoyl-sn-glycero-3-phospho-1D-myo-inositol 
1-oleoyl-sn-glycero-3-phosphoethanolamine 
1-palmitoyl-2-butanoyl-sn-glycero-3-phosphocholine 
1-pentadecanoyl-2-[(5Z,8Z,11Z,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine 
1-pentadecyl-2-acetyl-sn-glycero-3-phosphocholine 
1-phenylethylamine +  
1-phosphatidyl-1D-myo-inositol 3,4,5-trisphosphate(7-) +  
1-phosphatidyl-1D-myo-inositol 3,4-bisphosphate(5-) +  
1-phosphatidyl-1D-myo-inositol 3,5-bisphosphate(5-) +  
1-phosphatidyl-1D-myo-inositol 3-phosphate(3-) +  
1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate +  
1-phosphatidyl-1D-myo-inositol 4-phosphate(3-) +  
1-phosphatidyl-1D-myo-inositol 5-phosphate(3-) +  
1-phosphatidyl-1D-myo-inositol(1-) +  
1-piperideine-2-carboxylate 
1-piperideine-6-carboxylate +  
1-pyrroline-2-carboxylate 
1-pyrroline-5-carboxylate +  
1-pyrrolinium +  
1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine 
1-stearoyl-sn-glycero-3-phospho-1D-myo-inositol 
1-stearoyl-sn-glycero-3-phosphoethanolamine 
10-formyltetrahydrofolate(2-) 
10-nonadecenoate 
10-nonadecenoic acid +  
10-PAHSA 
10-PAHSA(1-) 
11-cis-retinal +  
11-cis-retinol +  
11-cis-retinyl palmitate 
11-dehydro-thromboxane B2  
11-dehydrocorticosterone  
11-deoxycorticosterone +   
11-deoxycortisol  
11-epi-prostaglandin F2alpha +  
11-epi-prostaglandin F2alpha(1-) 
11-hydroxylauric acid +  
11-nitro-1-undecene 
11-oxo-ETE +  
11-oxotestosterone 
11-PAHSA 
11-PAHSA(1-) 
11beta-hydroxyandrost-4-ene-3,17-dione 
11beta-hydroxyprogesterone 
12(S)-HETE 
12(S)-HPETE(1-) 
12-HETE +  
12-hydroxylauric acid +   
12-PAHSA 
12-PAHSA(1-) 
12alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid +  
13(S)-HPODE +  
13(S)-HPODE(1-) 
13,14-dihydro-15-oxolipoxin A4 
13,14-dihydro-15-oxolipoxin A4(1-) 
13,14-dihydrolipoxin A4 
13,14-dihydrolipoxin A4(1-) 
13-cis-retinal  
13-cis-retinol +  
13-hydroxy-(14R,15S)-epoxy-(5Z,8Z,11Z)-icosatrienoic acid 
13-hydroxy-alpha-tocopherol 
13-hydroxytetradecanoic acid 
13-PAHSA 
13-PAHSA(1-) 
14-demethyllanosterol  
15(S)-HETE 
15(S)-HPETE(1-) 
15-dehydro-prostaglandin E1(1-) 
15-dehydroprostaglandin A1 
15-ketoprostaglandin F1alpha(1-) 
15-oxo-ETE +   
16alpha-hydroxydehydroepiandrosterone 
16alpha-hydroxyestrone +  
16alpha-hydroxypregnenolone 
17-phenyl-18,19,20-trinor-prostaglandin D2 
17-phenyl-18,19,20-trinor-prostaglandin E2 
17alpha-hydroxypregnenolone +   
17alpha-hydroxyprogesterone  
17beta-estradiol +   
17beta-estradiol 3-glucosiduronic acid  
17beta-hydroxy-5alpha-androstan-3-one +   
17beta-hydroxy-5beta-estran-3-one 
18-hydroxycorticosterone 
19-HETrE 
19-hydroxyicosanoic acid 
1alpha,23(S),25-trihydroxyvitamin D3 
1alpha,2beta,25-trihydroxy vitamin D3 
1D-myo-inositol 1,3,4,5-tetrakisphosphate(8-) 
1D-myo-inositol 1,3,4-trisphosphate(6-) 
1D-myo-inositol 1,4,5,6-tetrakisphosphate(8-) 
1D-myo-inositol 1,4,5-trisphosphate(6-) 
1D-myo-inositol 1,4-bisphosphate(4-) 
1D-myo-inositol 1-phosphate  
1D-myo-inositol 1-phosphate(2-) 
1D-myo-inositol 3,4,5,6-tetrakisphosphate(8-) 
1D-myo-inositol 3,4-bisphosphate 
1D-myo-inositol 3-phosphate(2-) 
1D-myo-inositol 4-phosphate(2-) 
2',3'-cyclic UMP(1-) 
2'-deoxyadenosine +   
2'-deoxyadenosine 5'-monophosphate(2-) +  
2'-deoxycytidine +   
2'-deoxycytosine 5'-monophosphate(2-) +  
2'-deoxyguanosine +   
2'-deoxyguanosine 5'-monophosphate(2-) +  
2'-deoxyinosine 
2'-deoxyinosine 5'-phosphate(2-) 
2'-deoxyinosine-5'-diphosphate 
2'-deoxyinosine-5'-monophosphate 
2'-deoxyuridine +  
2,2,4-trihydroxybutanoic acid 
2,3,3-trimethylpentane 
2,3,4-trihydroxybutanoic acid +   
2,3,5,8-tetramethyldecane 
2,3,5-trimethylhexane 
2,3-bisphosphoglyceric acid +   
2,3-bisphosphonato-D-glycerate(5-) 
2,3-dihydroxy-3-methylbutanoic acid +  
2,3-dihydroxybutanoic acid +  
2,3-diketogulonate 
2,3-epoxymenatetrenone 
2,4,4-trimethylpentane-1,3-diyl bis(2-methylpropanoate) 
2,4-diaminobutyric acid +  
2,4-dihydroxybutanoic acid 
2,4-dimethyl-1-heptene 
2,4-dimethylhexane 
2,4-dimethylpentan-3-amine 
2,5-diamino-6-ribosylamino-4(3H)pyrimidinone 5'-triphosphate 
2,5-dihydroxybenzaldehyde  
2,5-dihydroxybenzoate 
2,5-dihydroxybenzoic acid +   
2,6,10,14-tetramethylheptadecane 
2,6,10,15-tetramethylheptadecane 
2,7,10-trimethyldodecane 
2-(2-carboxyethyl)-4-methyl-5-propylfuran-3-carboxylic acid 
2-(4-methoxyphenyl)propan-2-ol 
2-(4-methyl-1-piperazinyl)ethanamine 
2-(hydroxymethyl)-4-oxobutanoic acid 
2-acetamido-2-deoxy-D-glucopyranose 1-phosphate +  
2-acetamido-5-oxopentanoate 
2-acetyllactic acid +  
2-amino-2-hydroxybutanoic acid 
2-amino-2-methylbutanoic acid 
2-amino-3-(3-oxoprop-1-enyl)but-2-enedioic acid +  
2-amino-3-oxoadipic acid 
2-amino-3-oxobutanoic acid +  
2-amino-3-phosphonopropanoic acid 
2-aminoacrylic acid +  
2-aminoethanesulfonate 
2-aminomuconate 6-semialdehyde(1-) 
2-aminomuconate(2-) 
2-aminooctanoic acid 
2-aminooctanoic acid zwitterion 
2-ammonio-2-deoxy-D-glucopyranose +  
2-ammonio-2-deoxy-D-glucopyranose 6-phosphate(1-) +  
2-ammoniomuconate(1-) 
2-arachidonoylglycerol  
2-butyl-1-octanol 
2-cis,6-trans,10-trans-geranylgeranyl diphosphate 
2-decaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone 
2-decaprenyl-6-methoxy-1,4-benzoquinone 
2-decaprenyl-6-methoxy-3-methyl-1,4-benzoquinone 
2-decaprenyl-6-methoxyphenol 
2-dehydro-L-gluconic acid 
2-deoxy-D-ribofuranose 
2-deoxy-D-ribofuranose 1-phosphate(2-) 
2-deoxy-D-ribonate 
2-deoxy-D-ribonic acid 
2-deoxy-D-ribose +  
2-deoxy-D-ribose 5-phosphate(2-) 
2-ethyl-3-hydroxybutyric acid 
2-ethylhydracrylate 
2-ethylhydracrylic acid 
2-formamido-N(1)-(5-O-phosphonato-D-ribosyl)acetamidine 
2-hydroxy-17beta-estradiol +   
2-hydroxy-3-methylbutyrate 
2-hydroxy-3-methylbutyric acid +  
2-hydroxyacrylic acid 
2-hydroxybutyrate +  
2-hydroxybutyric acid +  
2-hydroxyestrone +   
2-hydroxyhexadecanoate +  
2-hydroxyhexadecanoic acid +  
2-hydroxyoctadecanoate +  
2-hydroxyoctadecanoic acid +  
2-hydroxyphytanoyl-CoA(4-) 
2-isopropyl-5-methyl-1-heptanol 
2-isopropylaminoethylamine 
2-linoleoyl-sn-glycero-3-phosphoethanolamine 
2-methoxy-17beta-estradiol +  
2-methoxyestrone +   
2-methyl-1,3-thiazolidine-2-carboxamide 
2-methyl-1-pentene 
2-methyl-3-ketovaleric acid 
2-methyl-3-oxopropanoate +  
2-methylacetoacetic acid +  
2-methylacetoacetyl-CoA(4-) 
2-methylbutan-2-amine 
2-methylbutanoyl-CoA(4-) +  
2-methylbutyric acid +   
2-methylbutyrylcarnitine +  
2-methylcitrate(3-) +  
2-methylcrotonoyl-CoA(4-) 
2-methylerythritol 
2-methylhexenoyl-CoA 
2-methyltridecane 
2-oxoadipate(2-) 
2-oxoadipic acid  
2-oxobutanoate 
2-oxobutanoic acid  
2-oxoglutaramate +  
2-oxoglutarate(2-) 
2-oxopentanoic acid 
2-phenylbutyric acid 
2-phenylethanaminium 
2-phenylethylamine +   
2-phospho-D-glyceric acid 
2-phosphonato-D-glycerate(3-) 
2-phosphonatoglycolate(3-) 
2-stearoyl-sn-glycero-3-phosphocholine 
2-tetradecanoyl-sn-glycero-3-phosphocholine 
2-trans,6-trans,10-trans-geranylgeranyl diphosphate(3-) 
2-trans,6-trans-farnesyl diphosphate(3-) 
20(S),25-dihydroxyvitamin D3 
20-HETE +   
20-hydroxy-leukotriene B4 
20-hydroxy-leukotriene B4(1-) 
20-hydroxy-leukotriene E4(1-) 
20-hydroxycholesterol  
20-hydroxyhenicosanoic acid +  
21-HDoHE 
23(S),25-dihydroxy-24-oxovitamin D3 
24,25-dihydrolanosterol +   
25-hydroxycholesterol  
26-hydroxycholesterol +   
2beta-hydroxytestosterone 
3',5'-cyclic AMP +   
3',5'-cyclic AMP(1-) 
3',5'-cyclic CMP 
3',5'-cyclic dTMP 
3',5'-cyclic GMP +   
3',5'-cyclic GMP(1-) +  
3'-AMP 
3'-AMP(2-) 
3'-dephospho-CoA 
3'-dephospho-CoA(2-) 
3'-phosphonato-5'-adenylyl sulfate(4-) 
3'-UMP(2-) 
3,17-dioxoandrost-4-en-19-al 
3,3',5'-triiodothyronine +   
3,3',5,5'-tetraiodothyroacetic acid  
3,3',5-triiodo-L-thyronine +   
3,3',5-triiodo-L-thyronine sulfate 
3,3',5-triiodo-L-thyronine zwitterion 
3,3'-diiodo-L-thyronine +  
3,4-dihydroxybutyric acid 
3,4-dihydroxymandelate 
3,4-dihydroxymandelic acid  
3,4-dihydroxyphenylacetaldehyde  
3,5-diiodo-L-tyrosinate(1-) 
3,5-diiodo-L-tyrosine +  
3,5-dimethyloctane 
3,5-dioxooctanedioic acid 
3,7,11-trimethyldodecan-1-ol 
3,7-dimethyl-3-octanol 
3,8-dimethylundecane 
3-(1H-indol-3-yl)propanoate 
3-(1H-indol-3-yl)propanoic acid  
3-(4-deoxy-beta-D-gluc-4-enosyluronic acid)-N-acetyl-D-glucosamine 
3-(4-hydroxyphenyl)lactate +  
3-(4-hydroxyphenyl)lactic acid +  
3-(4-hydroxyphenyl)pyruvate 
3-(imidazol-5-yl)lactic acid +  
3-(indol-3-yl)-2-oxobutyric acid +  
3-(indol-3-yl)lactate 
3-(indol-3-yl)lactic acid  
3-(methylthio)propionate 
3-aminobutanoic acid +  
3-aminopiperidine-2-one 
3-carboxy-1-hydroxypropylthiamine diphosphate 
3-carboxy-4-methyl-5-propyl-2-furanpropanoate 
3-chloro-L-tyrosine 
3-cyano-L-alanine +  
3-decaprenyl-4,5-dihydroxybenzoic acid +  
3-decaprenyl-4-hydroxy-5-methoxybenzoic acid 
3-dehydro-4-methylzymosterol +  
3-dehydro-L-gulonate 
3-dehydrocarnitine +   
3-dehydrocarnitinium 
3-dehydrosphinganinium(1+) 
3-deoxychenodeoxycholic acid 
3-disulfanyl-L-alanine +  
3-furoic acid +  
3-hydroxy fatty acid +  
3-hydroxy-2,2-dimethylbutyric acid 
3-hydroxy-2-methylbutanoic acid +  
3-hydroxy-2-methylpropanoyl-CoA(4-) 
3-hydroxy-3-methyl-2-oxopentanoic acid +  
3-hydroxy-3-methylglutarate(1-) 
3-hydroxy-3-methylglutarate(2-) 
3-hydroxy-3-methylglutaric acid +  
3-hydroxy-3-methylhexanoic acid 
3-hydroxy-5-oxohexanoic acid +  
3-hydroxy-N(6),N(6),N(6)-trimethyl-L-lysine 
3-hydroxyanthranilate 
3-hydroxyanthranilic acid 
3-hydroxybut-2-enoic acid +   
3-hydroxybutyrate +  
3-hydroxybutyric acid +   
A straight-chain 3-hydroxy monocarboxylic acid comprising a butyric acid core with a single hydroxy substituent in the 3- position; a ketone body whose levels are raised during ketosis, used as an energy source by the brain during fasting in humans. Also used to synthesise biodegradable plastics.
3-hydroxydocosanoic acid +  
3-hydroxydocosanoyl-CoA +  
3-hydroxyhexacosanoic acid +  
3-hydroxyhexanoic acid +  
3-hydroxyicosanoyl-CoA +  
3-hydroxyisobutyrate +  
3-hydroxyisobutyric acid +  
3-hydroxyisovalerate 
3-hydroxyisovaleric acid +   
3-hydroxyisovalerylcarnitine 
3-hydroxykynurenine +  
3-hydroxymandelic acid 
3-hydroxyoctadecanoic acid +  
3-hydroxyoctadecanoyl-CoA +  
3-hydroxyoctanoic acid +  
3-hydroxypropanoyl-CoA(4-) 
3-hydroxypropionate 
3-hydroxypropionic acid +   
3-hydroxypyruvate 
3-hydroxypyruvic acid  
3-hydroxytetracosanoyl-CoA 
3-hydroxytetradecanoic acid +  
3-iodo-L-tyrosine +  
3-keto-beta-D-galactose 
3-mercaptopyruvate 
3-mercaptopyruvic acid 
3-methoxy-3-methylhexane 
3-methyl-2-oxobutanoate 
3-methyl-2-oxobutanoic acid  
3-methyl-2-oxovalerate +  
3-methyl-2-oxovaleric acid +   
3-methyladenine  
3-methylbut-2-enoyl-CoA(4-) 
3-methylguanine +  
3-methylhexane 
3-methylhistidine 
3-methylhistidine zwitterion 
3-methylmalate(2-) 
3-methylmalic acid +  
3-O-beta-D-galactosyl-sn-glycerol 
3-O-methyldopa 
3-O-methyldopa zwitterion 
3-oxoadipic acid +  
3-oxochola-4,6-dien-24-oic acid 
3-oxodecanoyl-CoA 
3-oxodocosanoyl-CoA 
3-oxodotriacontanoyl-CoA 
3-oxohexacosanoyl-CoA 
3-oxohexanoyl-CoA 
3-oxoicosanoyl-CoA 
3-oxolauroyl-CoA 
3-oxooctadecanoyl-CoA 
3-oxooctanoyl-CoA 
3-oxopalmitoyl-CoA(4-) 
3-oxopristanoyl-CoA(4-) 
3-oxopropanoate 
3-oxotetracosanoyl-CoA 
3-oxotetradecanoyl-CoA 
3-phenyllactic acid +  
3-phenylpropionate 
3-phenylpropionic acid +   
3-phosphonato-D-glycerate(3-) 
3-phosphonato-D-glyceroyl phosphate(4-) 
3-phosphonatooxypyruvate(3-) 
3-sulfino-L-alanine +  
3-sulfino-L-alanine(1-) +  
3-sulfinylpyruvic acid 
3-sulfonatopyruvate(2-) 
3-ureidoisobutyric acid 
3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-oyl-CoA +  
3alpha,7alpha,12alpha-trihydroxy-24-oxo-5beta-cholestan-26-oyl-CoA(4-) 
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-en-26-oyl-CoA +  
3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-al +  
3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oic acid +  
3alpha,7alpha,12beta-trihydroxy-5beta-cholanate 
3alpha,7alpha,12beta-trihydroxy-5beta-cholanic acid 
3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA 
3alpha,7alpha-dihydroxy-24-oxo-5beta-cholestan-26-oyl-CoA 
3alpha,7alpha-dihydroxy-5beta-cholest-24-enoyl-CoA 
3alpha,7alpha-dihydroxy-5beta-cholestan-26-al 
3alpha,7alpha-dihydroxy-5beta-cholestan-26-oic acid +  
3alpha,7alpha-dihydroxy-5beta-cholestan-26-oyl-CoA +  
3alpha-hydroxy-5beta-androstan-17-one +   
3alpha-hydroxy-5beta-androstan-17-one 3-glucosiduronic acid 
3alpha-hydroxy-5beta-pregnan-20-one  
3beta,12alpha-dihydroxy-5beta-cholan-24-oic acid 
3beta,7alpha,12alpha-trihydroxy-5beta-cholan-24-oic acid 
3beta,7alpha-dihydroxy-5beta-cholan-24-oic acid 
3beta-hydroxy-4beta-methyl-5alpha-cholest-8-ene-4alpha-carboxylate 
3beta-hydroxy-4beta-methyl-5alpha-cholest-8-ene-4alpha-carboxylic acid 
3beta-hydroxy-5alpha-cholest-8-ene-4alpha-carboxylate 
3beta-hydroxy-5alpha-cholest-8-ene-4alpha-carboxylic acid 
3beta-hydroxy-5beta-pregnan-20-one 
3beta-hydroxylanost-8-en-32-al  
4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol  
4,6,8-trimethyl-1-nonene 
4,6-dimethyldodecane 
4,6-dimethylundecane 
4,6-dioxoheptanoic acid  
4,8,12-trimethyltridecanoyl-CoA(4-) 
4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid 
4-(2-amino-5-hydroxyphenyl)-2,4-dioxobutanoic acid 
4-(2-aminophenyl)-2,4-dioxobutanoate 
4-(2-aminophenyl)-2,4-dioxobutanoic acid 
4-(2-thienyl)butyric acid 
4-(5-ethyl-2-thienyl)-4-oxobutyric acid 
4-(hydroxymethylphosphinyl)-2-oxobutyric acid 
4-(methylamino)butyric acid 
4-(trimethylammonio)butanoate  
4-(trimethylammonio)butanoic acid +   
4-[3-(3-nitrophenyl)-1,2,4-oxadiazol-5-yl]butanoic acid 
4-[4-(2,5-dioxopyrrolidin-1-yl)phenylamino]-4-hydroxybutyric acid 
4-[4-(3,5-dioxohexyl)phenylcarbamoyl]butyric acid 
4-acetamidobutanal 
4-acetamidobutanoate 
4-ammoniobutanal 
4-coumaroyl-CoA(4-) 
4-ethylphenyl sulfate 
4-ethylphenyl sulfate(1-) 
4-fumarylacetoacetate(2-) 
4-guanidinobutanoic acid 
4-hydroxy-2-oxoglutarate(2-) +  
4-hydroxy-L-prolinate 
4-hydroxy-L-proline zwitterion 
4-hydroxybutyric acid +   
4-hydroxynon-2-enal +   
4-hydroxyphenylacetate 
4-hydroxyphenylacetic acid +   
4-hydroxyproline +  
4-maleylacetoacetate 
4-methoxy-17beta-estradiol +   
4-methoxyestrone +  
4-methyl-2-oxopentanoate 
4-methyl-2-oxopentanoic acid  
4-methylcatechol +   
4-methylpentanal  
4-methylthio-2-oxobutanoate +  
4-methylthio-2-oxobutanoic acid +   
4-methylundecane 
4-nitrophenyl hydrogen sulfate  
4-oxo-4-(2-thienyl)butyric acid 
4-oxo-4-phenylbutyric acid 
4-oxobutanoate 
4-phenylbutyric acid  
4-pyridoxate 
4-pyridoxic acid +   
4-trimethylammoniobutanal 
4a-hydroxytetrahydrobiopterin +  
4alpha-formyl-4beta-methyl-5alpha-8-cholesten-3beta-ol 
4alpha-formyl-5alpha-cholest-8-en-3beta-ol 
4alpha-hydroxymethyl-4beta-methyl-5alpha-8-cholesten-3beta-ol 
4alpha-hydroxymethyl-4beta-methylzymosterol 
4alpha-hydroxymethyl-5alpha-cholest-8-en-3beta-ol 
4alpha-methyl-5alpha-cholest-8-en-3-one 
4alpha-methyl-5alpha-cholest-8-en-3beta-ol 
4alpha-methylzymosterol 
4beta-hydroxycholesterol  
4beta-methylzymosterol-4-carbaldehyde 
5'-acetylphosphoadenosine 
5'-adenylyl sulfate(2-) 
5'-deoxyadenosine 
5'-S-methyl-5'-thioadenosine  
5'-xanthylate(2-) 
5(S),6(S)-epoxy-18(S)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid 
5(S)-HETE 
5(S)-HPETE(1-) 
5,6,7,8-tetrahydrobiopterin +   
5,6-dihydrothymine 
5,6-dihydrouracil 
5,6-dihydroxyindole-2-carboxylate 
5,6-dimethylbenzimidazole 
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide 
5-(2-hydroxyethyl)-4-methylthiazole 
5-(hydroxymethyl)cytosine +   
5-(methylsulfanyl)-2,3-dioxopentyl phosphate(2-) 
5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide(2-) 
5-amino-1-(5-phosphonato-D-ribosyl)imidazol-3-ium 
5-amino-1-(5-phosphonato-D-ribosyl)imidazole-4-carboxylate 
5-amino-2-oxopentanoic acid 
5-aminolevulinic acid +   
5-aminopentanoic acid +  
5-diphospho-1D-myo-inositol pentakisphosphate 
5-dodecenoate 
5-dodecenoic acid +  
5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide(2-) 
5-formimidoyltetrahydrofolate(2-) 
5-formyluracil 
5-guanidino-2-oxopentanoic acid 
5-hydroperoxy-15-HETE +  
5-hydroxy-L-tryptophan 
5-hydroxy-N-formylkynurenine +  
5-hydroxybenzimidazole 
5-hydroxyhexanoic acid 
5-hydroxyindole  
5-hydroxyisouric acid +  
5-hydroxykynurenine +  
5-hydroxymethyluracil +  
5-hydroxytryptophan +  
5-methylcytosine +   
5-methyldec-1-ene 
5-methyltetrahydrofolate(2-) 
5-O-phosphonato-alpha-D-ribofuranosyl diphosphate(5-) 
5-O-phosphono-alpha-D-ribofuranosyl diphosphate 
5-oxo-ETE  
5-oxoprolinate +  
5-oxoproline +   
5-PAHSA 
5-PAHSA(1-) 
5-phospho-beta-D-ribosylaminium(1-) 
5alpha-androstane +   
5alpha-androstane-3alpha,17beta-diol +  
5alpha-androstane-3beta,17beta-diol +  
5alpha-cholest-7-en-3beta-ol +   
5alpha-cholest-8-en-3beta-ol 
5alpha-cholesta-7,24-dien-3beta-ol 
5alpha-pregnane-3,20-dione  
5beta-cholestan-3-one 
5beta-cholestane-3alpha,7alpha,12alpha,26-tetrol +  
5beta-cholestane-3alpha,7alpha,12alpha-triol 
5beta-cholestane-3alpha,7alpha,26-triol 
5beta-cholestane-3alpha,7alpha-diol 
5beta-dihydrotestosterone 
5beta-pregnane-3,20-dione 
6,7-dihydrobiopterin +  
6-(2-amino-2-carboxyethyl)-4-hydroxybenzothiazole 
6-(alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol +  
6-(N-acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol(1-) 
6-amino-2-oxohexanoic acid +  
6-hydroxyheptanoic acid +  
6-hydroxymethyladenine 
6-lactoyl-5,6,7,8-tetrahydropterin +  
6-methyladenine 
6-O-phosphonato-D-glucono-1,5-lactone(2-) 
6-oxoprostaglandin F1alpha  
6beta-hydroxycortisol  
6beta-hydroxycortisone 
6beta-hydroxytestosterone +   
7,8-dihydroneopterin +  
7,8-dihydroneopterin 3'-triphosphate(4-) 
7,9-dihydro-1H-purine-2,6,8(3H)-trione +   
7-(2-amino-2-carboxyethyl)-5-hydroxy-2H-1,4-benzothiazine-3-carboxylic acid 
7-(2-amino-2-carboxyethyl)-5-hydroxy-3,4-dihydro-2H-1,4-benzothiazin-3-one 
7-dehydrodesmosterol 
7-methylguanine +   
7-oxo-5alpha-cholestan-3beta-ol 
7-oxolithocholic acid +   
7-PAHSA 
7-PAHSA(1-) 
7alpha,12alpha-dihydroxy-3-oxo-5beta-cholan-24-oic acid +  
7alpha,12alpha-dihydroxy-5beta-cholestan-3-one 
7alpha,12alpha-dihydroxycholest-4-en-3-one 
7alpha,25-dihydroxy-4-cholesten-3-one 
7alpha,25-dihydroxycholesterol 
7alpha,26-dihydroxycholesterol +  
7alpha-hydroxy-3-oxo-4-cholestenoic acid 
7alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid 
7alpha-hydroxy-5beta-cholestan-3-one 
7alpha-hydroxycholest-4-en-3-one  
8-aminooctanoic acid 
8-epi-prostaglandin E2  
8-hydroxyadenine 
8-nitroguanosine 3',5'-cyclic monophosphate 
8-oxoadenine 
8-PAHSA 
8-PAHSA(1-) 
9(S)-HPODE 
9,10-epoxy-17-hydroxyoctadecanoic acid 
9,10-epoxyoctadecanoic acid +  
9-HODE +   
9-PAHSA 
9-PAHSA(1-) 
9E,11E-octadecadienoic acid +   
Ac-Asp-Glu  
acetaldehyde +   
acetate +   
acetoacetate 
acetoacetic acid +   
acetoacetyl-CoA(4-) 
acetone +   
acetyl dihydrogen phosphate 
acetyl-CoA(4-) 
acetylcholine +   
acrylate +   
acryloyl-CoA(4-) 
acyl-carrier protein +  
acylglycerone phosphate +  
adenine +   
adenosine +   
adenosine 3',5'-bismonophosphate(4-) 
adenosine 5'-monophosphate(2-) +  
ADP +   
ADP alpha-D-glucoside(2-) 
ADP(3-) +  
ADP-alpha-D-mannose 
ADP-D-ribose 2'-phosphate(4-) 
ADP-D-ribose(2-) +  
adrenaline +   
aflatoxin B1 +   
aflatoxin B1 exo-8,9-epoxide  
agmatinium(2+) 
agrochelin 
AICA ribonucleotide  
aldehydo-D-xylose +  
aldehydo-L-iduronate 
aldehydo-N-acetyl-D-glucosamine 
aldehydo-N-acetyl-D-mannosamine 
aldosterone +   
all-cis-5,8,11,14,17-icosapentaenoate +  
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid +   
all-cis-docosa-7,10,13,16-tetraenoic acid +   
all-cis-icosa-8,11,14-trienoic acid +  
all-cis-icosa-8,11,14-trienoyl-CoA 
all-trans-4-hydroxyretinoic acid +   
all-trans-dodecaprenyl diphosphate 
all-trans-dodecaprenyl diphosphate(3-) 
all-trans-retinal +   
all-trans-retinoate +  
all-trans-retinoic acid +   
all-trans-retinol +   
allantoate 
allantoin +   
allocholic acid +  
allyl octadecyl oxalate 
alpha,alpha-trehalose +   
alpha-amino-gamma-cyanobutanoic acid 
alpha-aminobutyrate 
alpha-aminobutyric acid +  
alpha-D-galactose 1-phosphate(2-) 
alpha-D-glucosamine 6-phosphate 
alpha-D-glucose 1,6-bisphosphate 
alpha-D-glucose 1,6-bisphosphate(4-) 
alpha-D-glucose 1-phosphate(2-) 
alpha-D-glucose-1,2-((13)C2) 
alpha-D-glucosyl-(1->3)-beta-D-mannose 
alpha-D-mannose 1-phosphate(2-) 
alpha-D-mannosyl-beta-D-mannosyldiacetylchitobiosyldiphosphodolichol 
alpha-D-ribofuranose 5-phosphate 
alpha-D-ribose 1-phosphate(2-) 
alpha-L-Fuc-(1->2)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc-(1->1')-Cer +  
alpha-linolenate +  
alpha-linolenoyl-CoA 
alpha-maltotriose +  
alpha-Man-(1->2)-alpha-Man-(1->2)-alpha-Man-(1->3)-[alpha-Man-(1->2)-alpha-Man-(1->3)-[alpha-Man-(1->2)-alpha-Man-(1->6)]-alpha-Man-(1->6)]-beta-Man-(1->4)-beta-GlcNAc-(1->4)-alpha-GlcNAc(PP-Dol) 
alpha-N-acetylneuraminosyl-(2->3)-[beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->4)]-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine +   
alpha-N-acetylneuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine(1-) +  
alpha-N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->3)-N-acetyl-alpha-D-galactosaminyl group 
alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer +  
alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-D-Glc-(1<->1')-Cer 
alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)-beta-Gal-(1->3)-beta-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-Gal-(1->4)-beta-Glc-(1<->1')-Cer 
alpha-Neu5NAc-(2->8)-alpha-Neu5NAc-(2->3)-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer 
alpha-Neup5Ac-(2->3)-beta-D-Galp-(1->3)-beta-D-GalpNAc-(1->4)-[alpha-Neup5Ac-(2->8)-alpha-Neup5Ac-(2->8)-alpha-Neup5Ac-(2->3)]-beta-D-Galp-(1->4)-beta-D-Glcp-(1<->1')-Cer +  
alpha-Neup5NAc-(2->3)-beta-D-Galp-(1->4)-beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-beta-D-Glcp-(1<->1')-Cer 
alpha-phenylglycine +   
alpha-pinene oxide 
aminomalonic acid  
ammonioacetone 
ammonium +   
androst-4-ene-3,17-dione +   
androst-5-ene-3beta,17beta-diol  
androstane-3,17-dione +   
androsterone +   
androsterone 3-glucosiduronic acid  
androsterone sulfate 
anthranilate +  
anthranilic acid +   
apo-[acyl-carrier protein] 
aquacob(III)alamin 
arabinitol +  
arachidonate +  
arachidonic acid +   
arachidonoyl-CoA(4-) 
Asp-Tyr-Met-Gly-Trp-Met-Asp-Phe-NH2 
ATP(3-) 
ATP(4-) +  
behenate +  
benzothiazine +   
beta-alanine +   
beta-carotene +   
beta-citrylglutamic acid 
beta-D-fructofuranose 2,6-bisphosphate  
beta-D-fructofuranose 2,6-bisphosphate(4-) 
beta-D-galactosyl-(1->3)-N-acetyl-D-galactosaminyl group 
beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1)-N-acylsphingosine +  
beta-D-galactosyl-1,3-(N-acetyl-beta-D-glucosaminyl-1,6)-N-acetyl-D-galactosaminyl group 
beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer(1-) +  
beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer +  
beta-D-mannosyldiacetylchitobiosyldiphosphodolichol 
beta-Gal-(1->3)-beta-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-Gal-(1->4)-beta-Glc-(1<->1')-Cer 
beta-leucine +  
betaine aldehyde 
bilirubin IXalpha  
bilirubin(2-) 
biliverdin +   
biliverdin hydrochloride 
biliverdin(2-) 
biotin +   
biotin amide 
biotinate +  
biotinyl-5'-AMP 
bis(2-methylundecan-2-yl) disulfide 
bis(beta-glucosyluronate)bilirubin 
brassicasterol +  
brexanolone 
butan-1-ol +   
butyrate +   
butyrate ester +   
butyryl group 
butyryl-CoA +   
butyryl-CoA(4-) 
butyrylglycine 
calcidiol +   
calciol +   
calcitetrol 
calcitriol +   
calcium(2+) +   
carbamoyl phosphate(2-) 
carbon dioxide  
carbon monoxide  
carboxyacetyl-[acyl-carrier protein] 
cardiolipin +  
carnitine +   
carnitinium +  
carnosine +   
CDP(3-) +  
CDP-1-palmitoyl-2-arachidonoyl-sn-glycerol 
CDP-1-palmitoyl-2-arachidonoyl-sn-glycerol(2-) 
CDP-1-stearoyl-2-arachidonoyl-sn-glycerol 
CDP-1-stearoyl-2-arachidonoyl-sn-glycerol(2-) 
CDP-1-stearoyl-2-linoleoyl-sn-glycerol 
CDP-1-stearoyl-2-linoleoyl-sn-glycerol(2-) 
CDP-1-stearoyl-2-oleoyl-sn-glycerol 
CDP-1-stearoyl-2-oleoyl-sn-glycerol(2-) 
CDP-choline  
CDP-diacylglycerol(2-) +  
CDP-ethanolamine(1-) 
cerotate +  
chenodeoxycholate +  
chenodeoxycholic acid +   
chenodeoxycholoyl-CoA 
chitin  
chloride +   
cholate +   
cholest-4-en-3-one +   
cholesta-5,7-dien-3beta,24S-diol 
cholesta-5,7-dien-3beta,25-diol 
cholesta-5,7-dien-3beta-ol +   
cholestanol 7alpha,8alpha-epoxide 
cholesterol +   
cholesterol sulfate  
cholesteryl acetate 
cholesteryl linoleate  
cholesteryl palmitate  
cholic acid +   
choline +   
choline alfoscerate 
choline phosphate(1-) 
choloyl-CoA(4-) 
cis,cis-2-amino-3-(3-oxoprop-1-enyl)but-2-enedioate 
cis,cis-2-ammonio-3-(3-oxoprop-1-enyl)but-2-enedioate(1-) 
cis-3-hydroxy-D-proline 
cis-aconitate(3-) 
cis-dodec-3-enoyl-CoA(4-) 
cis-resveratrol 3-O-glucuronide 
citraconic acid  
citramalate(2-) +  
citramalic acid +  
CMP-N-acetyl-beta-neuraminate(2-) 
CMP-N-glycoloyl-beta-neuraminate(2-) 
cob(I)alamin 
cob(II)alamin 
cobamamide +   
cocaine(1+) +  
coenzyme A(4-) +   
coenzyme Q10  
coproporphyrin I 
coproporphyrin III 
coproporphyrinogen I 
coproporphyrinogen III(4-) 
corticosterone +   
cortisol +   
cortisol 21-sulfate 
cortisone +   
coumarin +   
creatine +   
creatinine  
crotonoyl-CoA(4-) 
CTP(4-) +  
cyanate +   
cysteamine +   
cysteaminium 
cystine +   
cystine zwitterion +  
cytidine +   
cytidine 5'-monophosphate +   
cytidine 5'-monophosphate(2-) +  
cytosine +   
D-2,4-diaminobutyric acid 
D-alaninate 
D-alanine +  
D-alaninium 
D-argininium(1+) +  
D-aspartate(1-) +  
D-erythrose 4-phosphate  
D-erythrose 4-phosphate(2-) 
D-fructose 6-phosphate(2-) 
D-galactonate +  
D-galactono-1,4-lactone +  
D-galactopyranose 1-phosphate +   
D-galactose +   
D-glucarate(2-) +  
D-glucitol +   
D-gluconate +  
D-glucopyranose +   
D-glucopyranose 6-phosphate(2-) +  
D-glucopyranuronate +  
D-glucosamine +   
D-glucosamine 6-phosphate +   
D-glucosyl-N-acylsphingosine +  
D-glucuronate +  
D-glucuronate 1-phosphate 
D-glucurono-6,3-lactone  
D-glyceraldehyde +   
D-kynurenine 
D-mannitol 1-phosphate 
D-mannose 1-phosphate +  
D-o-tyrosine +  
D-ornithinium(1+) 
D-pipecolate 
D-pipecolic acid 
D-prolinate 
D-prolinium +  
D-prolinol 
D-ribose +   
D-ribosylnicotinate 
D-ribulose +  
D-ribulose 5-phosphate(2-) 
D-serine +  
D-tagatofuranose 1,6-bisphosphate(4-) 
D-tagatofuranose 6-phosphate(2-) 
D-threitol  
D-xylulose +   
D-xylulose 5-phosphate(2-) +  
dADP +  
dADP(3-) 
dATP(4-) 
dCDP 
dCDP(3-) 
dCTP +   
deamido-NAD(+) +   
debrisoquin +   
decane-1,2-diol 
decanoate +  
decanoic acid +   
decanoyl-[acyl-carrier protein] 
decanoyl-CoA(4-) +  
dehydroascorbide(1-) 
dehydroepiandrosterone +   
dehydroepiandrosterone sulfate  
dehydroepiandrosterone sulfate(1-) +  
deoxycholate +  
deoxycholoyl-CoA(4-) 
deoxyhypusine +  
deoxyribonucleic acid +  
desmosterol +   
dGDP(3-) 
dGTP  
dibenzo[a,l]pyrene  
dibutyrin +   
diglyceride +   
dihomolinoleate 
dihomolinoleic acid +  
dihydrofolate(2-) 
dihydrogen +   
dihydrolipoamide +   
dihydrolipoate +  
dihydrolipoic acid +   
dihydrolipoylprotein 
dihydroxyacetone +   
dihydroxyacetone phosphate  
dimethylbutyric acid +  
dioxygen +   
diphosphate(3-) +  
discadenine 
disodium cytidine 5'-monophosphate 
dITP(4-) 
docosahexaenoic acid +   
dodecamethylpentasiloxane 
dodecanedioate(2-) 
dodecanedioic acid +   
dolichol +  
dolichyl beta-D-glucosyl phosphate 
dolichyl D-mannosyl phosphate +  
dolichyl diphosphate 
dolichyl phosphate(2-) 
dopa +   
dopamine +   
dopaminium(1+) 
dTDP(3-) 
dTDP-4-dehydro-6-deoxy-alpha-D-glucose(2-) 
dTDP-4-dehydro-6-deoxy-L-mannose(2-) 
dTDP-alpha-D-glucose(2-) +  
dTDP-L-rhamnose +  
dTMP(2-) +  
dTTP(4-) 
dUDP(3-) 
dUMP(2-) +  
dUTP +  
dyspropterin +  
ecgoninium methyl ester(1+) 
epiandrosterone +  
epiandrosterone sulfate 
epiandrosterone sulfate(1-) 
epidihydrocholesterin 
epitestosterone +   
erythritol +  
erythro-4-hydroxy-L-glutamate(1-) 
erythro-5-hydroxy-L-lysine 
erythro-5-hydroxy-L-lysinium(1+) 
erythronate +  
erythronic acid +  
estetrol 
estra-1(10),4-diene-2,3,17-trione 
estra-1,5(10)-diene-3,4,17-trione 
estradiol +   
estriol +   
estrone +   
estrone 3-O-(beta-D-glucuronide)  
estrone 3-sulfate  
estrone 3-sulfate(1-) 
ethanol +   
ethanolamine +   
ethanolaminium(1+) +  
ethoxide +  
ethyl linolenate 
ethyl phenylglyoxylate 
ethylamine +   
ethylmalonic acid +   
FAD  
FADH2(2-) +  
ferricytochrome b5 
ferricytochrome c +  
ferrocytochrome c +  
ferroheme b +   
FMN +   
FMN(3-) +  
folic acid +   
formate +  
formyl-CoA(4-) 
fructosylglycine 
fumarate(2-) +  
galactarate(1-) 
galactarate(2-) 
galactaric acid +   
galactitol +  
galactonic acid +  
gamma-amino-beta-hydroxybutyric acid +  
gamma-amino-gamma-cyanobutanoic acid +  
gamma-aminobutyrate +   
gamma-aminobutyric acid +   
gamma-CEHC beta-glucuronide 
gamma-Glu-Gln 
gamma-Glu-Gln(1-) 
gamma-Glu-Glu 
gamma-Glu-Glu(2-) 
gamma-Glu-Gly 
gamma-Glu-Ile 
gamma-Glu-Leu 
gamma-Glu-Met 
gamma-Glu-Met(1-) 
gamma-Glu-Thr 
gamma-Glu-Thr(1-) 
gamma-Glu-Tyr 
gamma-Glu-Tyr(1-) 
gamma-Glu-Val 
gamma-Glu-Val(1-) 
gamma-glutamylphenylalanine 
gamma-glutamylthreonine 
gamma-linolenate +  
gamma-linolenic acid +   
gamma-linolenoyl-CoA(4-) 
GDP(3-) +  
GDP-4-dehydro-6-deoxy-alpha-D-mannose(2-) 
GDP-alpha-D-mannose +  
GDP-alpha-D-mannose(2-) 
GDP-glucose +   
GDP-L-fucose(2-) 
geranyl diphosphate(3-) 
geranyl phosphate 
ghrelin 
gibberellin A1(1-) 
glucarate(2-) +  
glucaric acid +   
glucuronic acid +   
glutaconate(2-) +  
glutaconic acid +  
glutarate(1-) +  
glutarate(2-) +  
glutaric acid +   
glutaryl-CoA(5-) 
glutathionate(1-) +  
glutathione +   
glutathione disulfide(2-) 
glutaurine 
Gly-Phe zwitterion 
Gly-Val 
glyceraldehyde 3-phosphate +   
glyceraldehyde 3-phosphate(2-) 
glycerate +  
glycerol +   
glycerol 1-phosphate +   
glycerone phosphate(2-) 
glycochenodeoxycholate +  
glycochenodeoxycholic acid +   
glycocholate +  
glycocholic acid  
glycodeoxycholate +  
glycodeoxycholic acid +   
glycohyocholate 
glycohyocholic acid 
glycolaldehyde +   
glycolate +  
glycolithocholate 
glycylglycine 
glycylglycine zwitterion 
glyoxylate +  
glyoxylic acid +   
gondoate 
GTP(4-) +  
guanidinoacetic acid 
guanine +   
guanosine 5'-monophosphate(2-) +  
heparan sulfate  
heptafluorobutyric anhydride 
hexadecan-1-ol +  
hexadecanal +  
hexadecanedioate(2-) 
hexadecanedioic acid +  
hexadecanoate +   
hexanoate +   
hexanoic acid +   
hexanoyl-CoA +   
hexyl butyrate 
histamine +   
histaminium 
holo-[acyl-carrier protein] 
homocysteine zwitterion 
homocystine +  
homocystine zwitterion +  
homogentisate 
homogentisic acid 
homovanillate 
homovanillic acid +   
hordenine 
human blood serum metabolite +   
human urinary metabolite +   
human xenobiotic metabolite +   
hyaluronic acid  
hydrogen cyanide +   
hydrogencarbonate +   
hydrogensulfite +   
hydrosulfide +  
hydroxidodioxidosulfidosulfate(1-) 
hydroxyacetone +  
hydroxybutyric acid +   
hyodeoxycholate 
hyodeoxycholic acid +   
hypochlorous acid +   
hypotaurine +   
hypothiocyanous acid 
icosanoate +  
icosanoyl-CoA +  
icosatetraenoic acid +   
IDP(3-) 
iduronic acid +  
Ile(5)-angiotensin II  
Ile(5)-angiotensin II dizwitterion 
Ile-Ile 
imidazol-4-ylacetate 
imidazole-4-acetaldehyde 
IMP +   
IMP(2-) 
indol-3-ylacetaldehyde  
indole +   
indole-3-acetate 
indole-3-acetic acid +   
indole-3-butyric acid +   
indole-3-carboxylic acid +   
indoxyl sulfate  
inosine +   
iodide +   
iodine atom +   
iron(2+) +   
iron(3+) +   
isethionic acid  
isobutyrate +  
isobutyric acid anhydride 
isobutyryl-CoA +   
isobutyryl-CoA(4-) 
isocaproic acid +   
isocitrate(3-) +  
isolithocholic acid 
isomaltose +  
isonicotinic acid +   
isopentenyl diphosphate(3-) 
isopropyl palmitate  
isoursodeoxycholic acid 
isovaleryl-CoA(4-) +  
itaconate(2-) 
itaconic acid +  
itaconyl-CoA(5-) 
ITP +  
ITP(3-) 
keto-phenylpyruvate 
kisspeptin-54 
kynurenate 
kynurenic acid +   
kynurenine +  
L-2,4-diaminobutyric acid +  
L-2-amino-3-oxobutanoic acid 
L-2-amino-4-(hydroxymethylphosphinoyl)butanoic acid 
L-2-aminoadipate(1-) 
L-2-aminoadipic acid +  
L-4-hydroxyglutamic semialdehyde 
L-alloisoleucine +  
L-allysine +  
L-alpha-aminobutyric acid +  
L-arabinitol +  
L-arabinose +  
L-argininium(1+) +  
L-ascorbate +  
L-asparagine +   
L-aspartate(1-) +  
L-citrulline +  
L-citrulline zwitterion +  
L-cystathionine  
L-cysteate(1-) +  
L-cysteic acid 
L-cysteine +   
L-cysteine glutathione disulfide 
L-cysteine hydrochloride +  
L-cysteine hydrochloride hydrate 
L-cysteinylglycine +  
L-cysteinylglycine zwitterion 
L-cystine +   
L-cystine anion 
L-dopa +  
L-dopa(1-) +  
L-dopachromate 
L-dopaquinone 
L-erythrulose +  
L-fucopyranose 1-phosphate +  
L-fucose +  
L-fuculose +  
L-galactonate +  
L-gamma-glutamyl phosphate(2-) 
L-gamma-glutamyl-L-cysteinate(1-) 
L-gamma-glutamyl-L-cysteine  
L-glutamate(1-) +  
L-glutamic 5-semialdehyde +  
L-glutamine +  
L-gulonate +  
L-gulono-1,4-lactone 
L-histidine +   
L-histidinol +  
L-homoarginine 
L-homocarnosine 
L-homocitrulline +  
L-homocitrulline zwitterion 
L-homocysteine thiolactone 
L-homoserine +  
L-iditol 
L-isoleucine +  
L-kynureninate 
L-kynurenine +  
L-leucine +   
L-lysine +   
L-lysine zwitterion 
L-methionine +   
L-o-tyrosine +  
L-ornithinate +  
L-ornithinium(2+) 
L-pipecolate 
L-pipecolic acid +  
L-prolinate +  
L-prolinium +  
L-saccharopinate(1-) 
L-saccharopine 
L-selenocysteine +   
L-serine +   
L-sorbose +  
L-threonate 
L-threonine +  
L-thyroxine +  
L-tryptophan +   
L-tryptophanamide 
L-valine +   
L-xylonate 
L-xylulose +  
lactate +  
lactose +   
lanost-8-ene-3beta,30-diol  
lanosterol +   
lauroyl-CoA(4-) +  
Leu-Leu 
leukotriene A4(1-) 
leukotriene B4 +   
leukotriene B4(1-) 
leukotriene C4 +   
leukotriene C4(2-) 
leukotriene D4  
leukotriene E4(1-) 
leukotriene F4 
levoglucosan 
limonene +   
linoleamide  
lipoamide +   
lipoate +  
lipoxin A4 +   
lipoxin B4 +  
lipoyl-AMP(1-) +  
lipoylprotein 
lithocholate +  
lithocholic acid +   
lithocholyl-CoA 
lugdunin 
lysophosphatidylcholine +   
lysophosphatidylcholine 20:2 +  
lysophosphatidylcholine 20:5 +  
lysophosphatidylcholine 22:4 +  
lysophosphatidylcholine(0:0/16:0) +  
lysophosphatidylcholine(0:0/16:1) +  
lysophosphatidylcholine(0:0/18:0) +  
lysophosphatidylcholine(0:0/18:2) +  
lysophosphatidylcholine(0:0/20:4) +  
lysophosphatidylcholine(0:0/20:5) 
lysophosphatidylcholine(16:1/0:0) +  
lysophosphatidylcholine(18:0/0:0) 
lysophosphatidylcholine(18:2/0:0) +  
lysophosphatidylcholine(20:4/0:0) +  
lysophosphatidylethanolamine 16:0 +  
lysophosphatidylethanolamine 18:2 +  
m-tyraminium 
malonate(2-) +  
malonic acid +   
malonyl-CoA(5-) 
maltose +   
mannarate(2-) +  
mannaric acid +  
mannitol +   
melatonin +   
menatetrenone +   
mesaconate(2-) 
mesaconic acid +  
mesaconyl-CoA 
meso-2,6-diaminopimelic acid +  
meso-2,6-diaminopimelic acid dizwitterion 
methacrylyl-CoA  
methanethiol +   
methanol +   
methionine +   
methionine S-oxide +  
methoxide 
methyl icosapentaenoate 
methyl phenylglyoxalate 
methylammonium +  
methylbutyric acid +   
methylcobalamin  
methylene group 
methylglyoxal +   
methylmalonate(1-) 
methylmalonate(2-) 
methylmalonic acid +   
methylmalonyl-CoA +  
methylsuccinic acid 
mevaldic acid 
mono(glucosyluronic acid)bilirubin(2-) 
monoacylglycerol 14:0 +  
monoacylglycerol 16:0 +  
monoacylglycerol 16:1 +  
monoacylglycerol 18:0 +  
monoacylglycerol 18:1 +   
monoacylglycerol 18:2 +  
monoacylglycerol 18:3 +  
monoacylglycerol 20:5 +  
monobutyrin 
monodehydro-L-ascorbate(1-) 
murideoxycholate 
murideoxycholic acid 
mutalomycin 
myo-inositol +   
myo-inositol 1,3,4,5,6-pentakisphosphate(10-) 
myo-inositol 1,3,4,6-tetrakisphosphate(8-) 
myo-inositol 1,3-bisphosphate 
myo-inositol hexakisphosphate(12-) 
myristamide 
myristoyl-[acyl-carrier protein] 
myristoyl-CoA(4-) +  
N(1),N(12)-diacetylsperminium(2+) 
N(1)-(5-phospho-D-ribosyl)glycinamide(1-) +  
N(1)-acetylspermidinium(2+) 
N(1)-acetylspermine 
N(1)-acetylsperminium(3+) 
N(1)-isopropyl-2-methylpropan-1,2-diamine 
N(2),N(2)-dimethylguanosine 
N(2)-acetyl-L-lysine 
N(2)-acetyl-L-lysine zwitterion 
N(2)-acetyl-L-ornithine 
N(2)-acetyl-L-ornithine zwitterion 
N(2)-formyl-N(1)-(5-phospho-D-ribosyl)glycinamide(2-) 
N(2)-methylguanine 
N(2)-phenylacetyl-L-glutaminate 
N(2)-phenylacetyl-L-glutamine 
N(4)-\{N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl-(1->3)-[N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl-(1->6)]-beta-D-mannosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)-[alpha-L-fucosyl-(1->6)]-N-acetyl-beta-D-glucosaminyl\}-L-asparagine 
N(5)-[(Z)-amino(hydroxyimino)methyl]ornithine +  
N(6),N(6),N(6)-trimethyl-L-lysine +  
N(6)-(1,2-dicarboxylatoethyl)-AMP(4-) 
N(6)-acetyl-L-lysine +  
N(8)-acetylspermidine 
N(8)-acetylspermidinium(2+) 
N(alpha)-acetyl-L-arginine +  
N(pros)-methyl-L-histidine +  
N(tele)-methyl-L-histidine +  
N(tele)-methylhistamine  
N(tele)-methylhistaminium 
N,N'-diacetylchitobiose +  
N,N'-diacetylchitobiosyldiphosphodolichol 
N,N-dimethylacetamide 
N,N-dimethylethanolamine phosphate 
N,N-dimethylglycine 
N-(2-furoyl)glycinate 
N-(2-furoyl)glycine 
N-(2-methylbutanoyl)glycine 
N-(butanoyl)ethanolamine 
N-[(9-beta-D-ribofuranosylpurin-6-yl)carbamoyl]threonate 
N-[(9-beta-D-ribofuranosylpurin-6-yl)carbamoyl]threonine 
N-[(9Z)-hexadecenoyl]glycine 
N-[(E)-4-ammoniobutylidene]propane-1,3-diaminium 
N-[(R)-4-phosphonatopantothenoyl]-L-cysteinate(3-) 
N-[(R)-pantothenoyl]-L-cysteinate 
N-acetyl-alpha-D-glucosamine 1-phosphate 
N-acetyl-beta-D-galactosaminyl-(1->3)-alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosylceramide +  
N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosylceramide(d18:1(4E)) +  
N-acetyl-beta-D-glucosaminyl-(1->3)-N-acetyl-D-galactosaminyl group +  
N-acetyl-beta-D-glucosaminyl-1,6-(N-acetyl-beta-D-glucosaminyl-1,3)-N-acetyl-D-galactosaminyl group 
N-acetyl-D-galactosamine +  
N-acetyl-D-galactosamine 1-phosphate +  
N-acetyl-D-glucosamine 6-phosphate +  
N-acetyl-D-glucosamine 6-phosphate(2-) +  
N-acetyl-D-glucosaminyldiphosphodolichol 
N-acetyl-D-mannosamine 6-phosphate(2-) 
N-acetyl-L-2-aminoadipic acid 
N-acetyl-L-alanine +  
N-acetyl-L-aspartate(2-) +  
N-acetyl-L-aspartic acid +   
N-acetyl-L-cysteinate 
N-acetyl-L-cysteine +   
N-acetyl-L-gamma-glutamyl phosphate(3-) 
N-acetyl-L-glutamate(2-) +  
N-acetyl-L-glutamic acid 
N-acetyl-L-glutamine 
N-acetyl-L-isoleucinate 
N-acetyl-L-serine +  
N-acetylcadaverine 
N-acetylglycinate +   
N-acetylglycine +  
N-acetylhistamine 
N-acetylisoleucine +  
N-acetylneuraminate +  
N-acetylneuraminic acid +   
N-acetylneuraminic acid 9-phosphate 
N-acetylputrescinium 
N-acetylserotonin  
N-acyl-beta-D-galactosylsphingosine +  
N-acylsphinganine +   
N-acylsphingosine +   
N-acylsphingosine 1-phosphate(2-) +  
N-arachidonoyl-2-oxoserotonin 
N-arachidonoylglycinate 
N-arachidonoylserotonin 
N-benzoylglycinate 
N-butanoylserotonin 
n-butyl oleate 
N-butylformamide 
N-butyryl-1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphoethanolamine 
N-carbamoyl-beta-alaninate 
N-carbamoyl-L-aspartate(2-) 
N-carbamoylaspartic acid +  
N-carbamoylglutamic acid 
N-formimidoyl-L-glutamate(2-) +  
N-formyl-L-kynurenine +  
N-formylanthranilate 
N-glycoloylneuraminate +  
N-hexacosahexaenoylsphingosine 
N-hexadecanoylglycine +  
N-hexadecanoylsphinganine-1-phosphocholine 
N-methylbutan-2-amine 
N-methylethanolaminium phosphate(1-) 
N-methylphenylethanolamine 
N-methylphenylethanolaminium 
N-methylproline 
N-methylproline zwitterion 
N-methylputrescinium(2+) 
N-methylserotonin 
N-methyltyraminium 
N-octadecanoylglycine 
N-phosphocreatinate(2-) 
N-phosphocreatine 
N-propylbenzamide 
N-ribosylnicotinamide  
NAD(1-) +  
NADH(2-) +  
NADP(3-) 
NADPH(4-) +  
nandrolone +   
neurotensin  
nicotinate D-ribonucleotide(2-) 
nifedipine  
ninhydrin 
nitric oxide  
nitrite +   
NMN(-) 
nociceptin  
nonanal  
nordazepam  
norlaudanosoline +   
O(4')-sulfo-L-tyrosinate(1-) 
O(4')-sulfo-L-tyrosine 
O(4)-methylthymine 
O-(2-tetradecenoyl)carnitine 
O-(3-hydroxyvaleryl)-L-carnitine 
O-(dimethylnonenoyl)carnitine 
O-[(5Z)-tetradecenoyl]-L-carnitine 
O-acetyl-L-carnitine  
O-acetylcarnitine +   
O-butanoylcarnitine +   
O-decanoyl-L-carnitine 
O-dodecanoylcarnitine +  
O-glutaroyl-L-carnitine 
O-heptadecanoylcarnitine 
O-hexanoyl-L-carnitine 
O-hexanoylcarnitine +  
O-hydroxybutyryl-L-carnitine +  
O-isobutyryl-L-carnitine 
O-isobutyrylcarnitine +  
O-isovalerylcarnitine +  
O-linoleyl-L-carnitine 
O-methylserotonin +   
O-octadecanoyl-L-carnitine 
O-octanoyl-L-carnitine 
O-oleoylcarnitine 
O-palmitoyl-L-carnitine 
O-phospho-L-serine +  
O-phosphoethanolamine 
O-phosphonato-L-homoserine(2-) 
O-phosphonato-L-serine(2-) +  
O-phosphonatoethanaminium(1-) 
O-phosphonatooxy-D-serine(2-) 
O-phosphoserine +  
O-propanoylcarnitine +  
O-stearoylcarnitine 
O-succinylcarnitine 
O-tetradecanoyl-L-carnitine 
O-tiglylcarnitine +  
o-tyrosine 
O-undecenoylcarnitine 
octadecadienoate +  
octadecan-1-ol +   
octadecanoate +  
octadecanoic acid +   
octanoate +  
octanoic acid +   
octanoyl-[acyl-carrier protein] 
octanoyl-CoA(4-) +  
oleamide  
oleoyl-CoA(4-) 
omega-3 fatty acid +   
omega-hydroxymenaquinone-4 
omeprazole +   
ophthalmic acid 
ornithine +   
ornithinium(1+) +  
orotate +  
orotidine 5'-phosphate 
orotidine 5'-phosphate(3-) 
oxalate(1-) +  
oxalate(2-) +  
oxalic acid +   
oxaloacetate(2-) 
oxidopamine  
P(1),P(4)-bis(5'-adenosyl) tetraphosphate(4-) 
p-cresol +   
p-cresol sulfate 
p-cresol sulfate(1-) 
p-Glu-Arg-Pro-Arg-Leu-Ser-His-Lys-Gly-Pro-Met-Pro-Phe 
paclitaxel +   
palmitoleate +  
palmitoleoyl-CoA(4-) 
palmitoyl-[acyl-carrier protein] 
palmitoyl-CoA(4-) 
pantetheine 
pantetheine 4'-phosphate(2-) +  
parabanic acid +  
pentan-3-amine 
peptide YY 
peramivir 
perfluorobutyric acid  
perillic acid +   
perillyl aldehyde  
peroxynitrite 
phenylacetaldehyde +   
phenylacetate +  
phenylacetic acid +   
phenylacetyl-CoA(4-) 
phenylacetylglycine +   
phenylacetylglycine(1-) 
phenylethanolamine +  
phenylethanolaminium 
phosphate ion +  
phosphatidate(2-) +  
phosphatidyl-L-serine +  
phosphatidyl-N,N-dimethylethanolamine +  
phosphatidyl-N-methylethanolamine +  
phosphatidylcholine (16:0/20:5) 
phosphatidylcholine 16:2 
phosphatidylcholine 29:1 +  
phosphatidylcholine 35:3 +  
phosphatidylcholine 35:4 +  
phosphatidylcholine 36:4 +   
phosphatidylcholine 42:7 
phosphatidylethanolamine 19:1 
phosphatidylethanolamine 36:2 +  
phosphatidylethanolamine 36:3 +  
phosphatidylethanolamine 38:3 +  
phosphatidylethanolamine 38:4 +  
phosphatidylglycerol(1-) +  
phosphatidylserine 18:0 
phosphatidylserine 40:1 
phosphatidylserine 40:2 
phosphatidylserine 42:1 
phosphocholine +   
phosphoenolpyruvate  
phosphoric acid +   
phylloquinone +   
phytanate +  
phytanoyl-CoA(4-) 
picolinic acid +   
pipecolate +  
piperidine +   
poly(N-acetyllactosamine)  
porphobilinogen(1-) 
potassium(1+) +   
pregnenolone +   
pregnenolone sulfate  
prenyl diphosphate(3-) 
presqualene diphosphate(3-) 
preuroporphyrinogen(8-) 
pristanal 
pristanic acid +  
pristanoyl-CoA +  
Pro-Hyp 
Pro-Hyp zwitterion 
progesterone +   
proline +   
propionate +   
propionyl-CoA(4-) +  
propyl butyrate 
propyl propionate 
prostaglandin A1(1-) +  
prostaglandin A2 +   
prostaglandin B1  
prostaglandin B2 
prostaglandin C1(1-) 
prostaglandin C2 
prostaglandin D1 
prostaglandin D1(1-) 
prostaglandin D2 +   
prostaglandin D2 1-glyceryl ester 
prostaglandin D2(1-) 
prostaglandin D3  
prostaglandin E1 +   
prostaglandin E1(1-) +  
prostaglandin E2 +   
prostaglandin E2 1-glyceryl ester 
prostaglandin E2 2-glyceryl ester 
prostaglandin E2(1-) +  
prostaglandin E3  
prostaglandin F1alpha +   
prostaglandin F2alpha +   
prostaglandin F2alpha 1-glyceryl ester 
prostaglandin F2alpha 2-glyceryl ester 
prostaglandin F2alpha(1-) 
prostaglandin F2beta 
prostaglandin G1 
prostaglandin G1(1-) +  
prostaglandin G2 +   
prostaglandin G2 2-glyceryl ester 
prostaglandin H2 2-glyceryl ester 
prostaglandin H2(1-) 
prostaglandin H3 
prostaglandin I2 2-glyceryl ester 
prostaglandin I2(1-) +  
prostaglandin J2 +   
protirelin 
protoporphyrinate 
protoporphyrinogen(2-) 
psychosine +  
psychosine sulfate 
psychosine(1+) 
pyridoxal +   
pyridoxal 5'-phosphate +   
pyridoxal 5'-phosphate(2-) 
pyridoxal hydrochloride 
pyridoxamine +   
pyridoxamine 5'-phosphate 
pyridoxamine 5'-phosphate(1-) 
pyridoxamine dihydrochloride 
pyridoxamine hydrochloride 
pyridoxaminium(1+) +  
pyridoxine +   
pyridoxine 5'-phosphate(2-) 
pyroglutamylglutaminate 
pyroglutamylglutamine 
quinaldate 
quinaldic acid 
quinolinate(1-) +  
quinolinate(2-) 
quinoline-4,6-diol 
quinoline-4,8-diol 
quinolinic acid  
rac-1-monolinoleoylglycerol 
retinal +   
retinoic acid +   
retinol +   
ribitol +   
ribothymidine +  
S(6)-acetyldihydrolipoamide +  
S(8)-(2-methylbutanoyl)dihydrolipoamide 
S(8)-(2-methylpropanoyl)dihydrolipoamide 
S(8)-(3-methylbutanoyl)dihydrolipoamide 
S(8)-aminomethyldihydrolipoylprotein 
S(8)-glutaryldihydrolipoamide 
S(8)-succinyldihydrolipoamide 
S-(2-succinyl)-L-cysteine 
S-(hydroxymethyl)glutathione(1-) 
S-adenosyl-L-methioninate  
S-adenosyl-L-methionine +   
S-adenosylmethioninaminium 
S-butyryl-4'-phosphopantetheine 
S-formylglutathionate(1-) 
S-formylglutathione 
S-methyl-5-thio-alpha-D-ribose 1-phosphate(2-) 
S-methyl-5-thio-D-ribulose 1-phosphate(2-) 
S-sulfo-L-cysteine 
SAICAR(4-) 
sapropterin +   
sarcosinate 
sarcosine +  
sarcosinium 
scyllo-inositol +   
Se-methylselenocysteine +   
sebacate(2-) 
sebacic acid +   
sedoheptulose 1,7-bisphosphate(4-) 
sedoheptulose 7-phosphate 
sedoheptulose 7-phosphate(2-) 
selenate +  
selenide +   
selenocysteine +   
selenophosphate 
serotonin +   
serotonin(1+) 
skatole  
sn-glycerol 3-phosphate 
sn-glycerol 3-phosphate(2-) 
sodium 3-hydroxybutyrate 
sodium ascorbate 
sodium dehydroepiandrosterone sulfate 
sodium glycochenodeoxycholate 
sodium glycodeoxycholate 
sodium glyoxylate 
sodium hexanoate 
sodium orotate 
sodium(1+) +   
spermidine(3+) 
spermine(4+) 
sphinganine +   
sphinganine 1-phosphate(1-) 
sphinganine(1+) +  
sphingomyelin d18:1(1+) 
sphingosine +   
sphingosine 1-phosphate(1-) 
sphingosine(1+) 
squalene +   
stearoyl-CoA(4-) 
suberic acid +   
succinate(2-) +  
succinyl-CoA(5-) 
sucrose +   
sulfate +   
sulfoglycolithocholate(2-) 
superoxide  
tagatose 6-phosphate +  
taurine +   
tauro-beta-muricholate 
tauro-beta-muricholic acid  
taurochenodeoxycholate 
taurochenodeoxycholic acid  
taurocholate +  
taurocholic acid  
taurodeoxycholate 
taurodeoxycholic acid +   
taurolithocholate 
taurolithocholic acid +   
taurolithocholic acid sulfate  
taurolithocholic acid sulfate(2-) 
tauroursodeoxycholic acid  
testosterone +   
testosterone 17-glucosiduronic acid  
testosterone acetate 
tetracosanoate +  
tetracosanoic acid +   
tetracosanoyl-CoA 
tetradecan-2-ol 
tetradecanedioate(2-) 
tetradecanedioic acid +  
tetradecanoate +  
tetradecanoic acid +   
tetragastrin 
tetratetracontane 
thiamine(1+) +   
thiamine(1+) diphosphate(1-) 
thiamine(1+) monophosphate +  
thiamine(1+) monophosphate(2-) 
thiamine(1+) triphosphate(4-) 
thiocyanate +   
thioredoxin disulfide 
thioredoxin dithiol 
thiosulfate(2-) +  
thromboxane A2(1-) +  
thromboxane B2 +   
thromboxane B3 
thymidine +   
thymine +   
tolbutamide  
trans-1,2-dithiane-4,5-diol +  
trans-2-decenoic acid +  
trans-2-octadecenoyl-CoA 
trans-3-methylglutaconyl-CoA(5-) 
trans-4-hydroxy-L-proline +  
trans-caffeate +  
trans-dec-2-enoyl-CoA(4-) 
trans-dodec-2-enoyl-CoA(4-) 
trans-hex-2-enoyl-CoA 
trans-oct-2-enoyl-CoA 
trans-tetradec-2-enoyl-CoA(4-) 
trans-urocanate 
trans-urocanic acid  
trans-vaccenate(1-) 
triacylglycerol 50:6 +  
triacylglycerol 60:14 +  
triacylglycerol 62:15 +  
tributyrin  
trichloro(docosyl)silane 
tricosanoic acid +  
triethylene glycol monomethyl ether 
trimethylenediamine +   
trimethylenediaminium 
triphosphate(5-) +  
tropic acid +   
tryptamine +   
tryptaminium 
tyramine +   
tyraminium 
ubiquinone-0 
ubiquinone-9  
UDP(3-) 
UDP-alpha-D-glucuronate(3-) 
UDP-alpha-D-glucuronic acid +   
UDP-alpha-D-xylose(2-) 
UDP-D-galactose +   
UDP-D-galactose(2-) +  
UDP-D-glucose(2-) 
UDP-N-acetyl-alpha-D-galactosamine  
UDP-N-acetyl-alpha-D-glucosamine(2-) 
UDP-N-acetyl-D-galactosamine(2-) +  
undecanoate 
undecanoic acid +   
uracil +   
urate anion +  
urea +   
uric acid +   
uridine +   
uridine 5'-monophosphate +  
uridine 5'-monophosphate(2-) +  
urobilinogen 
urocanate +  
urocanic acid +   
uroporphyrin I 
uroporphyrin III 
uroporphyrinogen I 
uroporphyrinogen III(8-) 
ursodeoxycholate 
ursodeoxycholic acid +   
UTP(4-) 
vanillylmandelate 
vanillylmandelic acid  
vinyl benzoate 
water +   
xanthosine 
xylitol +   
zinc(2+) +   
zymosterol +   
zymosterol intermediate 2 

Synonyms
Related Synonyms: (1)-3-Hydroxybutyric acid ;   3 HBA ;   3-Hydroxybuttersaeure ;   3-OH-butyric acid ;   3-hydroxybutanoic acid ;   BHBA ;   DL-beta-Hydroxybutyric acid ;   Formula=C4H8O3 ;   InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7) ;   InChIKey=WHBMMWSBFZVSSR-UHFFFAOYSA-N ;   SMILES=CC(O)CC(O)=O ;   beta-Hydroxybuttersaeure ;   beta-hydroxy-n-butyric acid ;   beta-hydroxybutanoic acid ;   beta-hydroxybutyric acid
Xrefs: Beilstein:773861 "Beilstein" ;   CAS:300-85-6 "ChemIDplus" ;   HMDB:HMDB0000357 ;   LIPID_MAPS_instance:LMFA01050005 "LIPID MAPS"
Xref Mesh: MESH:D020155
Xrefs: PMID:10855969 "Europe PMC" ;   PMID:17190852 "Europe PMC" ;   PMID:17579249 "Europe PMC" ;   PMID:6061736 "Europe PMC" ;   Reaxys:773861 "Reaxys" ;   Wikipedia:3-hydroxybutyrate
Cyclic Relationships: is_conjugate_acid_of CHEBI:37054

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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.