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Ontology Browser

Term:
gamma-valerolactone (CHEBI:48569)
Annotations: Rat: (1) Mouse: (1) Human: (1) Chinchilla: (0) Bonobo: (0) Dog: (0) Squirrel: (0) Pig: (0)
Parent Terms Term With Siblings Child Terms
(+)-(S)-alapyridaine 
(+)-garcinia acid 
(+)-microdiplodiasone 
(-)-5'-desmethylyatein 
(-)-bursehernin +  
(-)-cotinine +   
(-)-gallocatechin gallate 
(-)-pluviatolide +  
(10R,17S)-dihydroxy-(7Z,11E,13E,15Z,19Z)-docosapentaenoic acid 
(11S,12R)-EET 
(12R)-hydroxy-10,11-dihydroleukotriene E4 
(12S)-hydroperoxy-(14R,15S)-epoxy-(5Z,8Z,10E)-icosatrienoic acid 
(12S)-hydroperoxy-(14S,15R)-epoxy-(5Z,8Z,10E)-icosatrienoic acid 
(13R,14S)-dihydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid 
(13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid 
(16S,17S)-epoxy-(4Z,7Z,10Z,12E,14E,19Z)-docosahexaenoic acid 
(16S,17S)-epoxy-(7Z,10Z,12E,14E,19Z)-docosapentaenoic acid 
(18S)-resolvin E1 
(18S)-resolvin E2 
(24S,25S)-cholest-5-en-3beta,24,26-triol 
(25R)-3alpha,7alpha-dihydroxy-5beta-cholestan-26-oyl taurine 
(25R)-3beta,26-dihydroxycholest-5-en-7-one 
(25R)-3beta,4beta-dihydroxycholest-5-en-26-al 
(25R)-3beta,4beta-dihydroxycholest-5-en-26-oate(1-) 
(25R)-3beta,4beta-dihydroxycholest-5-en-26-oic acid 
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate 
(25R)-3beta-hydroxycholest-5-en-7-one-26-oic acid 
(25R)-4beta,26-dihydroxycholesterol 
(2E)-hexenal 
(2E,4E)-2,4-hexadien-1-ol 
(2E,4E)-5-carboxypenta-2,4-dienoate 
(2E,6Z)-nona-2,6-dien-1-ol 
(3E)-pent-3-en-2-one 
(3R,4R)-3-[(1R)-1-hydroxyalkyl]-4-(hydroxymethyl)oxolan-2-one 
(3R,4R)-3-[(1S)-1-hydroxyalkyl]-4-(hydroxymethyl)oxolan-2-one 
(3R,4R)-3-acyl-4-(hydroxymethyl)oxolan-2-one +  
(3R,4R)-4-(hydroxymethyl)-3-(6-methylheptanoyl)oxolan-2-one 
(3S)-3,7-dimethyloct-7-en-1-yl phenylacetate 
(4Z,7Z,10S,11E,13Z,15E,17S,19Z)-10,17-dihydroxydocosahexaenoic acid 
(4Z,7Z,10Z,12E,14R,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid 
(4Z,7Z,10Z,12E,14R,16Z,19Z,21R)-dihydroxydocosahexaenoic acid 
(4Z,7Z,10Z,12E,14R,16Z,19Z,21S)-dihydroxydocosahexaenoic acid 
(4Z,7Z,10Z,12E,14S,16Z)-14-hydroxydocosapentaenoic acid 
(4Z,7Z,10Z,12E,14S,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid 
(4Z,7Z,10Z,12E,14S,16Z,19Z,21R)-dihydroxydocosahexaenoic acid 
(4Z,7Z,10Z,12E,14S,16Z,19Z,21S)-dihydroxydocosahexaenoic acid 
(4Z,7Z,10Z,13Z,15E,17S)-17-hydroxydocosapentaenoic acid 
(4Z,7Z,10Z,13Z,15E,19Z)-17-hydroxydocosahexaenoic acid +   
(4Z,7Z,10Z,13Z,15E,19Z)-17-oxodocosahexaenoic acid 
(4Z,7Z,10Z,13Z,16Z)-19,20-epoxydocosapentaenoic acid +  
(4Z,7Z,10Z,13Z,16Z)-20-hydroxydocosapentaenoic acid 
(4Z,7Z,10Z,14E,16Z,19Z)-13-hydroxydocosahexaenoate 
(4Z,7Z,10Z,14E,16Z,19Z)-13-hydroxydocosahexaenoic acid 
(4Z,7Z,10Z,14E,16Z,19Z)-13-oxodocosahexaenoic acid 
(4Z,7Z,10Z,16Z,19Z)-13,14-epoxydocosapentaenoic acid 
(4Z,7Z,11Z,13Z,15E,17S)-10,17-bis(hydroperoxy)docosapentaenoic acid 
(4Z,7Z,11Z,13Z,15E,17S,19Z)-10,17-bis(hydroperoxy)docosahexaenoic acid 
(4Z,7Z,13Z,16Z,19Z)-10,11-epoxydocosapentaenoic acid 
(4Z,8E,10Z,12E,14S,16Z,19Z)-14-hydroperoxydocosahexaenoic acid 
(4Z,8E,10Z,13Z,16Z,19Z)-7-hydroxydocosahexaenoic acid 
(4Z,8E,10Z,13Z,16Z,19Z)-7-oxodocosahexaenoic acid 
(5S)-hydroperoxy-(14R,15S)-epoxy-(6E,8Z,11Z)-icosatrienoic acid 
(5S)-hydroperoxy-(18S)-hydroxy-(6E,8Z,11Z,14Z,16E)-icosapentaenoic acid 
(5S)-hydroperoxy-18-hydroxy-EPE 
(5S)-hydroperoxy-18-hydroxy-EPE(1-) 
(5S,15S)-dihydroperoxy-(6E,8Z,11Z,13E)-icosatetraenoic acid 
(5Z)-oct-5-enal 
(6E,8Z,11Z)-5-oxoicosatrienoic acid 
(6E,8Z,11Z,13E,15S)-15-hydroxy-5-oxoicosatetraenoic acid 
(7R,14S)-dihydroxy-(4Z,8E,10E,12Z,16Z,19Z)-docosahexaenoic acid 
(7R,14S)-dihydroxy-(8E,10E,12Z,16Z,19Z)-docosapentaenoic acid 
(7S,14S)-bis(hydroperoxy)-(4Z,8E,10Z,12E,16Z,19Z)-docosahexaenoic acid 
(7S,14S)-dihydroxy-(4Z,8E,10E,12Z,16Z,19Z)-docosahexaenoic acid 
(7S,14S)-dihydroxy-(4Z,8E,10Z,12E,16Z,19Z)-docosahexaenoic acid 
(7S,17S)-bis(hydroperoxy)-(4Z,8E,10Z,13Z,15E,19Z)-docosahexaenoic acid 
(7S,8,17S)-trihydroxy-(15E,19Z)-docosa-9,11,13,15,19-pentaenoic acid 
(7Z,10Z,12E,14S,16Z,19Z)-14-hydroperoxydocosapentaenoic acid 
(7Z,10Z,13R,14E,16Z,19Z)-13-hydroxydocosapentaenoate 
(7Z,10Z,13R,14E,16Z,19Z)-13-hydroxydocosapentaenoic acid 
(7Z,10Z,13Z,15E,17S,19Z)-17-hydroperoxydocosapentaenoic acid 
(7Z,10Z,13Z,15E,19Z)-17-oxodocosapentaenoic acid 
(7Z,10Z,13Z,16Z)-19,20-epoxydocosatetraenoic acid 
(7Z,10Z,13Z,19Z)-16,17-epoxydocosatetraenoic acid 
(7Z,10Z,14E,16Z,19Z)-13-oxodocosapentaenoic acid 
(7Z,10Z,16Z,19Z)-13,14-epoxydocosatetraenoic acid 
(7Z,13Z,16Z,19Z)-10,11-epoxydocosatetraenoic acid 
(7Z,9E,11E,16Z,19Z)-13,14-epoxydocosapentaenoic acid 
(8E,10Z,13Z,15E,19Z)-7,17-bis(hydroperoxy)docosapentaenoic acid 
(8E,10Z,13Z,16Z,19Z)-7-hydroxydocosapentaenoic acid 
(8E,10Z,13Z,16Z,19Z)-7-oxodocosapentaenoic acid 
(8R,9S)-EET 
(8S)-cystein-S-yl-(7R,17S)-dihydroxy-(4Z,9,11,13Z,15E,19Z)-docosahexaenoic acid 
(8S)-glutathionyl-(7R,17S)-dihydroxy-(4Z,9,11,13Z,15E,19Z)-docosahexaenoic acid 
(8S)-glycinylcystein-S-yl-(7R,17S)-dihydroxy-(4Z,9,11,13Z,15E,19Z)-docosahexaenoic acid 
(8S)-hydroperoxy-(14S,15R)-epoxy-(5Z,9E,11Z)-icosatrienoic acid 
(E)-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)dihydrofuran-2-one 
(E)-cinnamaldehyde +   
(E)-hex-2-enyl acetate 
(E)-non-2-en-1-ol +  
(E)-oct-2-en-1-ol 
(E,E)-2,4-hexadienal  
(E,E)-hepta-2,4-dienal 
(R)-mandelic acid 
(R)-pantolactone 
(S)-all-trans-4-hydroxyretinoic acid 
(S)-alpha-hydroxyglutaric acid-gamma-lactone 
(Z)-2-penten-1-ol 
(Z)-hex-3-en-1-yl methyl carbonate 
(Z)-non-6-en-1-ol 
1''-hydroxycannabidiol 
1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid 
1,3,5-trimethoxybenzene 
1,3,7,9-tetramethyluric acid 
1,3,7-trimethyluric acid  
1,4-benzoquinone +   
1,7-dimethyluric acid  
1,7-dimethylxanthine  
1,8-cineole +   
1-(6-[3]-ladderanehexanyl)-2-(8-[3]-ladderaneoctanyl)-sn-glycero-3-phosphocholine 
1-[(11Z)-octadecenyl]-sn-glycero-3-phosphocholine 
1-dodecanoyl-2-[(9Z,12Z)-octadecadienoyl]-3-[(5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl]-sn-glycerol 
1-heptanol  
1-icosanoyl-2-docosanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) 
1-icosanoyl-sn-glycero-3-phosphoethanolamine 
1-icosyl-2-[(9Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine 
1-methyluric acid  
1-methylxanthine +   
1-naphthol +   
1-naphthylamine +   
1-pentadecanoyl-sn-glycero-3-phosphocholine 
1-tetradecanoyl-2-[(9Z,12Z)-octadecadienoyl]-3-[(5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl]-sn-glycerol 
1-tetradecanoyl-2-icosanoyl-sn-glycero-3-phosphocholine 
10,11-dihydroleukotriene B4 
10-HETE 
11(R)-HEPE 
11(R)-HEPE(1-) 
11(S),15(S)-dihydroxy-14(R)-(S-glutathionyl)-5(Z),8(Z),12(E)-icosatrienoic acid 
11(S)-hydroxy-14(S),15(S)-hepoxilin A3 
11-hydroxy-(12S,13S)-epoxy-(9Z)-octadecenoic acid 
11-hydroxy-Delta(9)-tetrahydrocannabinol  
11-nor-9-carboxy-Delta(9)-tetrahydrocannabinol 
11-oxo-ETE-CoA 
11beta-hydroxytestosterone 
12(S)-HEPE 
12(S)-HETrE 
12(S)-HpEPE 
12,20-DiHETE 
13(S)-HODE 
13,14(S)-dihydroxy-(7Z,9E,11E,16Z,19Z)-docosapentaenoic acid 
13,14-dihydro-15-oxoprostaglandin E1  
13-HPODE +   
13-HPODE(1-) +  
13-hydroxytetradecanoic acid 
13-methyl-4,4-bisnorpodocarpa-8,11,13-trien-3-one 
14(R),15(S)-DiHETE 
14(R),15(S)-DiHPETE 
14(S),21-dihydroxy-(7Z,10Z,12E,16Z,19Z)-docosapentaenoic acid 
14-HDoHE +  
14-HDoHE(1-) +  
14-oxo-DoHE 
14-oxo-DoHE(1-) 
15(R)-HEPE 
15(R)-HEPE(1-) 
15(S)-HEPE 
15(S)-HETrE 
15-deoxy-Delta(12,14)-prostaglandin J3 
15-HPETE +  
15-HPETE(1-) +  
15-oxo-ETE-CoA 
15alpha-hydroxyestradiol 
15alpha-hydroxyestrone 
16(S)-cystein-S-yl,17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoic acid 
16(S)-glutathionyl-17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoic acid 
16(S)-glycinylcystein-S-yl-17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoic acid 
16(S)-HETE 
16,17(S)-dihydroxy-(7Z,10Z,13E,14E,19Z)-docosapentaenoic acid 
16-oxoresolvin D2 
16alpha-hydroxydehydroepiandrosterone 3-sulfate 
16beta-hydroxyestradiol +  
16beta-hydroxyestrone 
17(R)-HDoHE 
17(R)-HDoHE(1-) 
17(S)-HDoHE 
17,18-DiHETE 
17-oxoresolvin D1 
17beta-hydroxy-5beta-androst-1-en-3-one 
18(R)-HETE 
18(R)-HETE(1-) 
18(S)-HEPE 
18-HEPE +  
18-HEPE(1-) +  
18-hydroxylinoleic acid 
18-hydroxythromboxane A2 
18-oxoresolvin E1 
18-oxoresolvin E1(1-) 
19-HETrE 
19-hydroxyprostaglandin H1 
19-hydroxyprostaglandin H1(1-) 
19-hydroxyprostaglandin H2 
19-hydroxyprostaglandin H2(1-) 
19-hydroxyprostaglandin I2 
19-hydroxythromboxane A2 
1alpha,25-dihydroxyvitamin D2 
1beta-glutathionylseleno-N-acetyl-D-galactosamine 
1beta-methylseleno-N-acetyl-D-galactosamine 
2''-hydroxycannabidiol 
2'-methylacetophenone 
2,3-dihydroxybenzoic acid +   
2,3-dihydroxybutanedioate +  
2,3-dihydroxybutanedioic acid +  
2,4,5-trihydroxyphenylacetic acid 
2,4-dihydroxyacetophenone-5-O-sulfate 
2,5-dichlorophenol 
2,5-hexanedione  
2-(acetoxyamino)-3-methylimidazo[4,5-f]quinoline 
2-(glutathion-S-yl)-1,4-hydroquinone 
2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-icosatetraenoyl]-sn-glycero-3-phosphocholine 
2-[(15R)-hydroxy-(5Z,8Z,11Z,13E)-icosatetraenoyl]-sn-glycero-3-phosphocholine 
2-[(15S)-hydroxy-(5Z,8Z,11Z,13E)-icosatetraenoyl]-sn-glycero-3-phosphocholine 
2-[(5Z,13E,15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl]-sn-glycero-3-phosphocholine 
2-[(5Z,13E,15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl]-sn-glycero-3-phosphoethanolamine 
2-[(9S,11R)-epidioxy-(15S)-hydroperoxy-(5Z,13E)-prostadienoyl]-sn-glycero-3- phosphocholine 
2-[(9S,11R)-epidioxy-(15S)-hydroperoxy-(5Z,13E)-prostadienoyl]-sn-glycero-3-phosphoethanolamine 
2-[(9S,11R)-epidioxy-(15S)-hydroxy-(5Z,13E)-prostadienoyl]-sn-glycero-3- phosphocholine 
2-[(9S,11R)-epidioxy-(15S)-hydroxy-(5Z,13E)-prostadienoyl]-sn-glycero-3-phosphoethanolamine 
2-acetyl-1-pyrroline 
2-acetylphenol 
2-acetylpyrazine 
2-chloro-N-(2,6-dimethylphenyl)-N-(2-oxotetrahydrofuran-3-yl)acetamide +  
2-ethoxyphenol 
2-ethyl-5-methylpyrazine 
2-exo-hydroxy-1,4-cineole 
2-furoate 
2-furoic acid +   
2-glyceryl 11,12-epoxy-(5Z,8Z,14Z)-icosatrienoate 
2-glyceryl 14,15-epoxy-(5Z,8Z,11Z)-icosatrienoate 
2-hydroxy-4-nitrophenolate 
2-hydroxyisobutyrate 
2-hydroxyisobutyric acid +   
2-isobutylthiazole 
2-isopropyl-4-methylthiazole 
2-methoxy-4-vinylphenol 
2-methylanisole 
2-methylbenzoxazole 
2-methylpropane-1,2-diol 
2-methylthiolan-3-one 
2-methylthiophene 
2-naphthol +   
2-phenylbutyric acid 
2-phenylpropan-2-ol  
2-propylphenol 
20,21,22,23-tetrahydro-23-oxoazadirone 
20-HETrE 
20-hydroxylipoxin A4 
20-hydroxylipoxin B4 
21-HDoHE 
22-hydroxyprotectin D1 
25-hydroxyvitamin D2 
3''-hydroxycannabidiol 
3,4-dihydroxybenzoic acid +   
3,5,6-trichloro-2-pyridinol  
3,5-dibromo-L-tyrosine 
3-(2-bromoethyl)-5,5-dimethyldihydro-2(3H)-furanone 
3-(2-chloroethyl)-5,5-dimethyldihydro-2(3H)-furanone 
3-(2-hydroxyphenyl)propanoate 
3-(2-hydroxyphenyl)propanoic acid 
3-(3,4-dihydroxyphenyl)propanoate 
3-(3,4-dihydroxyphenyl)propanoic acid +   
3-(3-bromopropyl)-5,5-dimethyldihydro-2-furanone 
3-(3-hydroxyphenyl)propanoate 
3-(3-hydroxyphenyl)propanoic acid +  
3-[(4-chlorophenylsulfonyloxy)methyl]-5,5-dimethylbutyrolactone 
3-[(4-methoxyphenylsulfonyloxy)methyl]-5,5-dimethylbutyrolactone 
3-[(4-nitrophenylsulfonyloxy)methyl]-5,5-dimethylbutyrolactone 
3-[(phenylsulfonyloxy)methyl]-5,5-dimethylbutyrolactone 
3-[2-(phenylsulfonyloxy)ethyl]-5,5-dimethyldihydro-2(3H)-furanone 
3-[4-(sulfooxy)phenyl]propanoic acid 
3-[[(methylsulfonyl)oxy]ethyl]-5,5-dimethyldihydro-2(3H)-furanone 
3-\{[1-(4-chlorophenylsulfonyl)oxy]ethyl\}-5,5-dimethyldihydro-2(3H)-furanone 
3-\{[2-(4-methoxyphenylsulfonyl)oxy]ethyl\}-5,5-dimethyldihydro-2(3H)-furanone 
3-acetyl-7-tigloylvilasinin lactone 
3-bromomethyl-5,5-dimethylbutyrolactone 
3-carboxy-2,3-dihydroxypropanoate +  
3-chloromethyl-5,5-dimethylbutyrolactone 
3-coumaric acid +  
3-ethylphenyl sulfate 
3-hexanone 
3-hydroxy-24,25,26,27-tetranortirucall-7-ene-23(21)-lactone 
3-hydroxyphenylacetate 
3-hydroxyphenylacetic acid  
3-mercaptohexanol +  
3-mercaptopentanol 
3-mesyloxymethyl-5,5-dimethylbutyrolactone 
3-methyl-2-pentanol 
3-methylbutanal 
3-methylvaleric acid 
3-methylxanthine +  
3-O-methyl-isosecotanapartholide 
3-oxo-N-[(3S)-2-oxotetrahydrofuran-3-yl]octanamide 
3-phenoxybenzoic acid  
3-phenylpropanal 
3-pyridylacetic acid 
3-tert-butyl-4-hydroxyanisole +   
3-thiocyanatomethyl-5,5-dimethylbutyrolactone 
3-tosyloxymethyl-5,5-dimethylbutyrolactone 
4''-hydroxycannabidiol 
4'-hydroxy torasemide 
4,5-dihydro-5,5-dimethyl-4-(3-oxobutyl)furan-2(3H)-one 
4-(1-hydroxyethyl)-gamma-butanolactone 
4-bromophenol 
4-butyl-gamma-butyrolactone 
4-ethylamino-6-isopropylamino-1,3,5-triazin-2-ol 
4-heptanone 
4-hydroxy-2,5-dimethylfuran-3-one 
4-hydroxy-2-oxobutanal 
4-hydroxystyrene +   
4-isopropylphenol +   
4-methylumbelliferone sulfate  
4-nitrocatechol +   
4-nitrophenol +   
4-nitrophenolate 
4-vinylphenol sulfate 
4-vinylphenol sulfate(1-) 
4beta,24S-dihydroxycholesterol 
4beta,7alpha-dihydroxycholesterol 
5(S),11(R)-DiHETE 
5(S),11(R)-DiHETE(1-) 
5(S),15(R)-DiHETE 
5(S),15(R)-DiHETE(1-) 
5(S),15(S)-DiHETE 
5(S),15(S)-DiHETE(1-) 
5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid 
5(S)-HETrE 
5(S)-hydroperoxy-18(R)-hydroxy-(6E,8Z,11Z,14Z,16E)-icosapentaenoic acid 
5,20-DiHETE 
5,5-dimethyl-3-(1-thiocyanatoethyl)dihydro-2(3H)-furanone 
5,5-dimethyl-3-[2-(tosyloxy)ethyl]dihydro-2(3H)-furanone 
5,5-dimethyl-3-\{[1-(4-nitrophenylsulfonyl)oxy]ethyl\}-dihydro-2(3H)-furanone 
5,5-dimethyl-3-methylenedihydrofuran-2-one 
5,6-didehydrosparteine 
5,6-epoxyretinoic acid +  
5-(3',4',5'-trihydroxyphenyl)-gamma-valerolactone 
5-(3',4'-dihydroxyphenyl)-gamma-valerolactone 3'-O-sulfate 
5-(3'-hydroxyphenyl)-gamma-valerolactone-3'-O-beta-D-glucuronide 
5-ethoxydihydro-2(3H)-furanone 
5-HPETE +  
5-HPETE(1-) 
5-methyldihydrofolic acid 
5-pyridoxolactone 
5beta-dihydroaldosterone 
5beta-dihydrocorticosterone 
5beta-dihydrodeoxycorticosterone 
5beta-dihydroepitestosterone 
6-methylthioguanine 
6alpha-hydroxycannabidiol 
6beta-hydroxycannabidiol 
6beta-hydroxyestrone 
7,16,17-trihydroxy-(14E,19Z)-docosa-8,10,12,14,19-pentaenoic acid 
7,17-dihydroxy-(8Z,15E,19Z)-docosa-8,10,13,15,19-pentaenoic acid 
7,8-epoxy,17-hydroxy-(9E,11E,13Z,15E,19Z)-docosapentaenoic acid 
7-hydroxycannabidiol 
7-methylxanthine 
7-oxoresolvin D2 
7alpha-hydroxydehydroepiandrosterone 
7alpha-hydroxyestradiol 
8(S),15(S)-DiHETE 
8(S),15(S)-DiHPETE 
8,20-DiHETE 
8-oxoresolvin D1 
9-cis-4-oxoretinoic acid 
[(3S)-4-(6-methylheptanoyl)-5-oxooxolan-3-yl]methyl phosphate 
acetyl 
acrolein +   
adipate(1-) 
adipate(2-) +  
adipic acid +   
aflatoxin M1 +   
aflatoxin Q1  
all-trans-18-hydroxyretinoic acid 
all-trans-3,4-didehydroretinoate(1-) 
all-trans-3,4-didehydroretinoic acid 
all-trans-3,4-didehydroretinol +  
all-trans-4-hydroxyretinol 
all-trans-4-oxoretinoic acid +   
all-trans-phytofluene  
all-trans-retinyl dodecanoate 
all-trans-retinyl tetradecanoate 
alpha'-angelica lactone 
alpha-methylene gamma-butyrolactone +  
androsta-1,4,6-triene-3,17-dione 
anthecotulide 
Asp-Phe 
aspirin-triggered protectin D1 
aspirin-triggered resolvin D1 
aspirin-triggered resolvin D2 
aspirin-triggered resolvin D3 
aspirin-triggered resolvin D4 
aspirin-triggered resolvin D5 
aspirin-triggered resolvin D6 
benzaldehyde  
benzoate +   
benzoic acid +   
benzyl cinnamate  
beta-myrcene  
bihapten 1 
bihapten 1 dimethyl ether 
bisphenol A sulfate 
butyl anthranilate 
butyl formate 
butyl hexanoate 
caffeic acid 3-sulfate 
caffeic acid 3-sulfate(2-) 
calcidiol 25-O-(beta-D-glucuronide) 
calcidiol 3-O-(beta-D-glucuronide) 
calcitriol 25-O-(beta-D-glucuronide) 
carvacrol  
cis,trans-muconate 
cis-3-hexenal 
cis-caffeic acid +   
cis-cyclohexane-1,2-diol 
citrafungin A 
citrafungin B 
citral +   
citronellic acid +  
curcumin +   
cyclohexanone +   
cyclohexylamine 
cyclohexylammonium 
cyclohexylsulfamate 
cyclohexylsulfamic acid 
D-ribono-1,4-lactone 
D-threonolactone 
daidzein 7-(6-O-acetyl-beta-D-glucoside) 
DDE  
Delta(12)-prostaglandin J3 
diethanolamine  
diethyl hydrogen phosphate  
dihydroanhydropodorhizol 
dihydrodehydro-beta-ionone 
dihydroferulate 
dihydroferulic acid +  
diphenylmethanol  
disodium 5'-guanylate 
drug metabolite +   
ecgonine benzoate  
erythrono-1,4-lactone 
eseroline +  
estetrol 
estriol +   
ethionamide S-oxide 
ethyl (2E,4Z)-deca-2,4-dienoate 
ethyl 2-methylbutyrate 
ethyl 5-hexenoate 
ethyl arachidonate 
ethyl benzoate 
ethyl vanillin  
ethyl vanillin isobutyrate 
ethylpyrazine 
etiocholanolone 3-glucuronide 
etiocholanolone 3-glucuronide(1-) 
ferulic acid 4-sulfate 
gallate +  
gallic acid +   
gamma-butyrolactone +  
gamma-caprolactone 
gamma-decalactone  
gamma-nonanolactone 
gamma-octalactone 
gamma-terpinene +   
gamma-undecanolactone 
gamma-valerolactone +   
A butan-4-olide that is dihydrofuran-2(3H)-one substituted by a methyl group at position 5. It has been found in the urine samples of humans exposed to n-hexane.
geranyl acetone 
ginsenoside Mc 
hepoxilin A3 +   
hepoxilin B3 
hexane-1,6-diamine +   
hexyl hexanoate 
homoeriodictyol +   
homoserine lactone +   
homoveratric acid 
hydratropic acid +   
hydrogen peroxide +   
hydroquinone +   
hydroxy torasemide 
hydroxyethylflurazepam 
hydroxypioglitazone 
indole-3-acetonitrile +  
indole-3-carbaldehyde 
isobutyl butyrate 
isosecotanapartholide 
kaempferol +   
L-cysteine 2-naphthylamide 
L-phenylalanine +   
L-threonolactone 
leukotriene B5  
linalyl acetate  
lyratol D 
m-cresol +   
m-toluate 
m-toluic acid +   
mandelic acid +   
meso-zeaxanthin 
meta-hydroxyphenylhydracrylic acid 
methoxyacetic acid  
methyl anthranilate 
methyl hexanoate +  
methyl salicylate  
methyl tetradecanoate 
methylarsonous acid 
methylseleninic acid  
molasses 
mono(2-ethyl-5-hydroxyhexyl) phthalate  
mono(2-ethyl-5-oxohexyl) phthalate  
mono(3-carboxypropyl) phthalate 
mono[2-(carboxymethyl)hexyl] phthalate 
monoisobutyl phthalate 
monoisodecyl phthalate 
monoisononyl phthalate 
monoisopropyl phthalate 
monooctyl phthalate  
monosodium L-glutamate  
muconic acid +   
myrtenic acid 
N-(2,6-diethylphenyl)-2-chloroacetamide  
N-(20-hydroxyarachidonoyl)ethanolamine 
N-(docosanoyl)-1-(2',3',4',6'-tetraacetylbeta-D-galactosyl)-3-acetylsphingosine 
N-[(3S)-2-oxotetrahydrofuran-3-yl]octanamide 
N-[(5Z,11Z,14Z)-8,9-epoxyicosatrienoyl]ethanolamine 
N-[(5Z,8Z,11Z)-14,15-epoxyicosatrienoyl]ethanolamine 
N-[(5Z,8Z,14Z)-11,12-epoxyicosatrienoyl]ethanolamine 
N-[(8Z,11Z,14Z)-5,6-epoxyicosatrienoyl]ethanolamine 
N-acyl homoserine lactone +   
N-demethylmirtazapine 
N-ethyldiethanolamine 
N-hydroxy-4-aminobiphenyl  
N-hydroxy-MeIQx 
N-hydroxy-PhIP  
N-methyl-4-phenylpyridinium  
N-methylcyclohexylamine 
nerol oxide 
noradrenaline +   
O,O-diethyl hydrogen thiophosphate 
O-[(11E)-octadecenoyl]-D-carnitine 
o-cresol +   
O-methylsalicylic acid +   
ochratoxin alpha +   
p-mentha-1,3,8-triene 
pentachlorophenol  
pentachlorophenolate 
pentane-2,3-dione  
phenol +   
phenolate +  
phenoxyacetate +  
phenoxyacetic acid +   
phenyl hydrogen sulfate 
phenylglyoxylate 
phenylglyoxylic acid +   
phosphatidylcholine 31:0 +  
phthalate(1-) 
phthalate(2-) +  
phthalic acid +   
propane-1,2-diol +   
propyl benzoate 
prostaglandin D2 2-glyceryl ester 
prostaglandin H1 +  
prostaglandin H1(1-) 
prostaglandin J3 +  
protectin D1 +  
pseudobrucine 
psilocin +  
quinol sulfate 
rac-lisofylline 
raspberry ketone  
resolvin D2  
resolvin D3 
resolvin D4 
resolvin D5 
resolvin D6 
resolvin E1 
resolvin E1(1-) 
resolvin E2 
resolvin T1 
resolvin T2 
resolvin T3 
resolvin T4 
riddelliine N-oxide 
S-(4,5-dihydro-2-methyl-3-furanyl) ethanethioate 
S-(5-acetamido-2-hydroxyphenyl)cysteine 
S-(5-acetamido-2-hydroxyphenyl)cysteine zwitterion 
safrole  
salicyluric acid +   
seco-plakortolide K 
seco-plakortolide L 
seco-plakortolide O 
seco-plakortolide P 
sodium benzoate +   
sodium citrate +   
sodium gallate 
sodium methoxyacetate 
styrene oxide +   
sweetening agent +   
tert-butanol +   
tetraphen-1-ol 
thymol sulfate 
thymol sulfate(1-)  
torasemide carboxylic acid 
trans,trans-muconate 
trans,trans-muconic acid +  
trans-3-coumarate 
trans-3-hydroxycotinine beta-D-glucuronide 
trans-anethole  
trans-benzylideneacetone 
trans-cyclohexane-1,2-diol 
tridecan-2-one 
trifluoroacetic acid +   
trimethylamine +   
trimethylammonium +  
trimethylselenonium 
tripropionin 
tropate 
tropic acid +   
tulipalin B 
tyramine sulfate 
tyramine sulfate zwitterion 
umbelliferone sulfate +   
umbelliferone sulfate(1-) 
vanillin +   
wilforidine 
xi,xi-pilocarpine +   
zingerone  

Synonyms
Exact Synonyms: 5-methyldihydrofuran-2(3H)-one
Related Synonyms: 4-Hydroxypentanoic acid lactone ;   4-Hydroxyvaleric acid lactone ;   4-Methyl-4-hydroxybutanoic acid lactone ;   4-Methyl-gamma-butyrolactone ;   4-Pentanolide ;   4-Valerolactone ;   Formula=C5H8O2 ;   InChI=1S/C5H8O2/c1-4-2-3-5(6)7-4/h4H,2-3H2,1H3 ;   InChIKey=GAEKPEKOJKCEMS-UHFFFAOYSA-N ;   SMILES=CC1CCC(=O)O1 ;   dihydro-5-methyl-2(3H)-furanone ;   gamma-Pentalactone ;   gamma-Pentanolactone
Xrefs: Beilstein:80420 ;   CAS:108-29-2 ;   HMDB:HMDB0033840
Xref Mesh: MESH:C037556
Xrefs: PMID:23486087 ;   PMID:7470400 ;   Patent:CN101633649 ;   Reaxys:80420 ;   Wikipedia:Gamma-Valerolactone

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