Submit Data |  Help |  Video Tutorials |  News |  Publications |  FTP Download |  REST API |  Citing RGD |  Contact   
Search RGD Grant Resources Citing RGD About Us Contact Us
Genes QTLs Strains Markers Genome Information Ontologies Cell Lines References FTP Download Submit Data
OntoMate (Literature Search) JBrowse (Genome Browser) Variant Visualizer Multi-Ontology Enrichment (MOET) Gene-Ortholog Location Finder (GOLF) InterViewer (Protein-Protein Interactions) PhenoMiner (Quatitative Phenotypes) Gene Annotator OLGA (Gene List Generator) RatMine GViewer (Genome Viewer) Overgo Probe Designer ACP Haplotyper Genome Scanner
Aging & Age-Related Disease Cancer Cardiovascular Disease COVID-19 Developmental Disease Diabetes Hematologic Disease Immune & Inflammatory Disease Liver Disease Neurological Disease Obesity & Metabolic Syndrome Renal Disease Respiratory Disease Sensory Organ Disease
Find Models   new Genetic Models Autism Models PhenoMiner (Quantitative Phenotypes) Expected Ranges (Quantitative Phenotype) PhenoMiner Term Comparison Hybrid Rat Diversity Panel Phenotypes GERRC (Gene Editing Rat Resource Center) Phenotypes in Other Animal Models Animal Husbandry Strain Medical Records Phylogenetics Strain Availability Calendar Rats 101 Submissions Photo Archive
Pathways
Rat Community Forum Directory of Rat Laboratories Video Tutorials News RGD Publications RGD Poster Archive Nomenclature Guidelines Resource Links Laboratory Resources Employment Resources

Ontology Browser
Term:
(R)-3-[(R)-3-hydroxybutanoyloxy]butanoic acid (CHEBI:17663)
Annotations: Rat: (0) Mouse: (0) Human: (0) Chinchilla: (0) Bonobo: (0) Dog: (0) Squirrel: (0) Pig: (0)
Parent Terms Term With Siblings Child Terms
(+)-abscisic acid D-glucopyranosyl ester +  
(+)-albicanol 
(+)-isoafricanol 
(+)-jasplakinolide Z5 
(+)-N-(methoxycarbonyl)-N-norboldine 
(-)-gynuraone 
(-)-microdiplodiasolol 
(1'S,5'R)-5'-hydroxyaverantin 
(1'S,5'S)-averufin 
(11Z)-eicoseneoylcarnitine 
(11Z,14Z)-eicosadienoylcarnitine 
(11Z,14Z)-icosadienoyl-containing glycerolipid 
(11Z,14Z,17Z)-icosatrienoyl-containing glycerolipid 
(13R)-epi-8,13-epoxylabd-14-ene 
(13Z,16Z)-docosadienoylcarnitine 
(1R,3S,4S,7E,11S,12S,14S)-14-Acetoxy-3,4-epoxy-7,18-dolabelladiene 
(1R,4R,5R,8S)-8-hydroxy-4,8-dimethyl-2-oxabicyclo[3.3.1]nonan-3-one 
(22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol-3-O-beta-D-glucopyranoside 
(22S,24R)-3alpha-ureido-ergosta-4,6,8(14),22-tetraene 
(2E)-7-carboxyhept-2-enoylcarnitine 
(2E)-octenoylcarnitine 
(2E,4Z)-decadienoylcarnitine 
(2R)-2-[(1R)-4-methylcyclohex-3-en-1-yl]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)-2-[[(2R)-2-[(1S)-1-hydroxy-2-(hydroxyamino)-2-oxoethyl]-4-methyl-1-oxopentyl]amino]-2-phenylacetic acid cyclopentyl ester 
(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 
(3,4-dimethoxyphenyl)methanol +  
(3R)-3-\{[(3R)-3-\{[(3R)-3-\{[(3R)-3-\{[(3R)-3-hydroxybutanoyl]oxy\}butanoyl]oxy\}butanoyl]oxy\}butanoyl]oxy\}butanoic acid 
(3R)-3-\{[(3R)-3-\{[(3R)-3-\{[(3R)-3-hydroxybutanoyl]oxy\}butanoyl]oxy\}butanoyl]oxy\}butanoic acid +  
(3R)-3-\{[(3R)-3-\{[(3R)-3-hydroxybutanoyl]oxy\}butanoyl]oxy\}butanoic acid +  
(3R)-3-hydroxybutanoic acid oligomer +  
(3S)-3,7-dimethyloct-7-en-1-yl phenylacetate 
(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-containing glycerolipid 
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-containing glycerolipid 
(5Z)-13-carboxytridec-5-enoylcarnitine 
(5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-containing glycerolipid 
(5Z,9Z,12Z)-octadecatrienoyl-containing glycerolipid 
(5Z,9Z,12Z,15Z)-octadecatetraenoyl-containing glycerolipid 
(6Z,9Z,12Z,15Z)-octadecatetraenoyl-containing glycerolipid 
(7Z)-14-hydroxy-10,13-dioxoheptadec-7-enoic acid peptidyl-aspartate ester 
(7Z,10Z)-hexadecadienoyl-containing glycerolipid 
(7Z,10Z,13Z)-hexadecatrienoyl-containing glycerolipid 
(7Z,10Z,13Z,16Z)-docosatetraenoyl-containing glycerolipid 
(7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-containing glycerolipid 
(8E,10E,12Z)-octadecatrienoyl-containing glycerolipid 
(8Z,11Z,14Z)-icosatrienoyl-containing glycerolipid 
(9Z)-3-hydroxydodecenoylcarnitine 
(9Z)-heptadecenoic acid +  
(9Z)-octadec-9-en-12-ynoyl-containing glycerolipid 
(9Z,11E,13E)-octadecatrienoyl-containing glycerolipid 
(9Z,11E,13E,15Z)-octadecatetraenoyl-containing glycerolipid 
(9Z,11E,13Z)-octadeca-9,11,13-trienoyl-containing glycerolipid 
(9Z,12E)-hexadecadienoyl-containing glycerolipid 
(9Z,12E)-octadecadienoyl-containing glycerolipid 
(9Z,12Z)-octadeca-9,12-dien-6-ynoyl-containing glycerolipid 
(9Z,12Z,15Z)-3-hydroxyoctadecatrienoylcarnitine 
(9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoyl-containing glycerolipid 
(E)-non-2-en-1-ol +  
(R)-2-hydroxy-4-(hydroxymethylphosphinyl)butyric acid 
(R)-3,4-dihydroxy-2-oxobutanoic acid 
(R)-3-[(R)-3-hydroxybutanoyloxy]butanoic acid 
A carboxylic ester arising from the formal condensation of the alcoholic hydroxy group of one molecule of (3R)-3-hydroxybutanoic acid with the the carboxylic acid group of another. It is a sex pheromone in the European spider Linyphia triangularis.
(R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid 
(R)-3-hydroxybutanenitrile 
(R)-3-hydroxybutyric acid +  
(S)-2,4-dihydroxy-3-oxobutanoic acid 
(S)-2-acetyl-2-hydroxybutanoic acid 
(S)-3,4-dihydroxy-2-oxobutanoic acid 
(S)-averantin(1-) 
(S)-Isopropyl lactate 
(S,E)-Lyratol propanoate 
(Z)-hexadec-11-enal 
(Z)-non-6-en-1-ol 
1,2-di-O-stearoyl-3-S-\{2-[(2-\{beta-D-Glcp-(1->4)-[beta-D-Glcp-(1->4)-beta-D-Glcp-(1->6)]-beta-D-GlcpNAc-1-O-yl\}ethyl)amino]-2-oxoethyl\}monothioglycerol 
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-hydroxy-1-methylethyl)-2,2-dimethylpropyl 2-methylpropanoate 
1-[(15Z)-tetracos-15-enoyl]-2-acylphosphoglycerolipid(1-) 
1-[(17Z)-hexacos-17-enoyl]-2-acylphosphoglycerolipid(1-) 
1-[(6Z,9Z,12Z,15Z)-octadec-6,9,12,15-tetraenoyl]-2-acylglycerolipid 
1-acyl-2-[(3E)-hexadec-3-enoyl]-glycerolipid 
1-acyl-2-[(7Z)-hexadec-7-enoyl]-glycerolipid 
1-acyl-2-palmitoleoylglycerolipid 
1-acyl-2-palmitoylglycerolipid 
1-alkenyl-2-acylglycerol 
1-alkyl-2-acylglycerol +  
1-alpha-linolenoyl 2-acylglycerolipid 
1-butyryl-2-oleoyl-sn-glycerol 
1-gamma-linolenoyl 2-acylglycerolipid 
1-heptadecene 
1-hepten-3-one 
1-hexacosanoyl-2-acylphosphoglycerolipid(1-) 
1-linolenyl-2-linoleyl-PAP 
1-linoleoyl-2-acylglycerolipid 
1-methylester malic acid 
1-oleoyl-2-acylglycerolipid 
1-oleoyl-2-linolenoyl-PAP 
1-oleyl-2-linoleyl-PAP 
1-oxo-3beta,23-dihydroxyolean-12-en-28-oic acid 28-O-beta-D-glucopyranoside 
1-palmitoyl-2-butanoyl-sn-glycero-3-phosphocholine 
1-Phenylethyl formate 
1-Phenylpropyl acetate 
1-stearoyl 2-acylglycerolipid 
1-tetracosanoyl-2-acylphosphoglycerolipid(1-) 
10-epi-pyriculol 
14,14,14-trifluoro-11E-tetradecenyl acetate 
15-O-desmethyl-(5Z)-7-oxozeaenol 
16-alpha-D-mannopyranosyloxyisopimar-7-en-19-oic acid 
16-hydroxyisopimar-7-en-19-oic acid 
16-sinapoyloxypalmitic acid 
17abeta-Hydroxy-D-homoandrost-4-en-3-one propionate 
17beta-Hydroxy-A-norandrost-3(5)-en-2-one propionate 
18-hydroxylinoleic acid 
2'-methylacetophenone 
2,2,4-trihydroxybutanoic acid 
2,3-diacetyloxybenzoic acid 
2,3-dihydroxy-3-methylbutanoic acid +  
2,4-diaminobutyric acid +  
2,4-dichlorolichexanthone 
2,4-dihydroxy-6-methylbenzaldehyde 
2,4-dimethyl-6-oxo-3-pyrancarboxylic acid (3-nitrophenyl)methyl ester 
2,4-dimethylheptane 
2,5-dihydroxybenzoate 
2,5-dihydroxybenzoic acid +   
2,5-dimethyl-3-furancarboxylic acid [2-(2-ethoxyanilino)-2-oxo-1-phenylethyl] ester 
2,6-dimethylheptadecane 
2,6-dimethylheptanoyl carnitine +  
2-(4-hydroxyphenyl)ethanol +   
2-(4-methylsulfonyl-2-nitrophenyl)sulfinylacetic acid (phenylmethyl) ester 
2-(6-imidazo[2,1-b]thiazolyl)acetic acid (phenylmethyl) ester 
2-(hydroxymethyl)-4-oxobutanoic acid 
2-(p-coumaroyl)malic acid 
2-[(2,6-dichlorobenzoyl)oxy]-3-[2-(2,6-dichlorophenyl)-6-quinolyl]propanoic acid 
2-[2-[5-[(3,4-dimethylanilino)-oxomethyl]-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidin-4-yl]phenoxy]propanoic acid ethyl ester 
2-[benzyl(phenyl)amino]ethyl 5-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate +  
2-acetyllactic acid +  
2-acetyloxy-4-(trifluoromethyl)benzoic acid  
2-acetyloxy-4-pentadecylbenzoic acid 
2-amino-2-hydroxybutanoic acid 
2-amino-2-methylbutanoic acid 
2-amino-3-oxobutanoic acid +  
2-aminophenylacetic acid 
2-ethoxyethyl 2-(4-\{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy\}phenoxy)propanoate +  
2-ethylacryloylcarnitine 
2-ethylhexanal 
2-furancarboxylic acid (2-acetyl-1-benzothiophen-3-yl) ester 
2-furancarboxylic acid [2-(cyclohexylamino)-2-oxo-1-phenylethyl] ester 
2-furoate ester +   
2-hydroxybutyric acid +  
2-hydroxypentadecanoic acid 
2-hydroxytridecanoic acid 
2-isobutylthiazole 
2-methoxy-4-vinylphenol 
2-methoxyethyl ester +   
2-methylacetoacetic acid +  
2-Methylbutyl 2-methylpropanoate 
2-Methylpropyl propanoate 
2-nonanol +  
2-oxobutanoic acid +   
2-phenylbutyric acid 
2-phenylethyl 1H-indol-3-ylacetate 
25-hydroxy-3-epidehydrotumulosic acid 
2alpha,3beta,23-trihydroxyolean-12-en-28-oic acid 28-O-beta-D-glucopynoside 
2alpha,3beta,23alpha-trihydroxyurs-12-en-28-oic acid 28-O-beta-D-glucopyranoside 
2S,3R-Didecanoyl-docosane-2,3-diol 
2Z,13E-Octadecadienyl acetate 
3,4-dihydroxybutyric acid 
3,5-di-O-caffeoyl quinic acid +  
3,5-dimethyl-1H-pyrrole-2,4-dicarboxylic acid O4-ethyl ester O2-[(2-fluorophenyl)methyl] ester 
3,7-Dimethyl-2,6-octadien-1-ylacetate 
3-(indol-3-yl)-2-oxobutyric acid +  
3-[[2-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]-1-oxoethyl]hydrazo]-3-oxo-2-phenylpropanoic acid (phenylmethyl) ester 
3-aminobutanoic acid +  
3-hydroxy-2,4,4-trimethylpentyl 2-methylpropanoate 
3-hydroxy-2-isopropyl-4-methoxy-4-oxobutanoate 
3-hydroxy-2-methylbutanoic acid +  
3-hydroxy-3-methylbut-1-ene 
3-hydroxy-cis-5-octenoylcarnitine 
3-hydroxy-D-aspartic acid +  
3-hydroxy-L-valine +  
3-hydroxyarachidonoylcarnitine 
3-hydroxybutyric acid +   
3-hydroxybutyrylcarnitine 
3-hydroxydecanoyl-3-hydroxydecanoic acid +  
3-hydroxydecanoylcarnitine 
3-hydroxydodecanoylcarnitine 
3-hydroxyeicosanoylcarnitine 
3-hydroxyhexadecanoylcarnitine 
3-hydroxyisovaleric acid +   
3-hydroxylinoleoylcarnitine 
3-hydroxyoctadecanoylcarnitine 
3-hydroxyphenyl propanoate 
3-hydroxytetradecanoylcarnitine 
3-methyl-2-oxobutanoic acid  
3-methylbutyl 2-hydroxypropanoate 
3-methylorsellinic acid 
3-methylvaleric acid 
3-O-feruloylcycloartenol 
3-octanone 
3-oxo-2,4-dihydroquinoxaline-1-carboxylic acid (phenylmethyl) ester 
3-phenylpropionate ester +   
3beta,15alpha,22-trihydroxyhopane 
3beta,22alpha-dihydroxyurs-12-en-28-oic acid 28-O-beta-D-glucopyranoside 
3beta,23-dihydroxyurs-12-en-28-oic acid 28-O-beta-D-glucopyranoside 
3beta,6beta,23-trihydroxyolean-12-en-28-oic acid 28-O-beta-D-glucopyranoside 
3beta,7beta,15alpha,22-tetrahydroxyhopane 
3beta,7beta-dihydroxy-22(29)-hopene 
3beta-acetoxy-15alpha,22-dihydroxyhopane 
3beta-acetoxy-15alpha-hydroxy-22(29)-hopene 
3beta-acetoxy-7beta,15alpha,22-trihydroxyhopane 
4'-hydroxyacetophenone +   
4'-O-demethylsordarin 
4,4-dimethyl-5alpha-ergosta-8,24(28)-dien-3beta-ol 
4-(2,4,7-trioxa-bicyclo[4.1.0]heptan-3-yl)phenol 
4-(2-amino-5-hydroxyphenyl)-2,4-dioxobutanoic acid 
4-(2-aminophenyl)-2,4-dioxobutanoic acid 
4-(2-thienyl)butyric acid 
4-(3-methylanilino)-4-oxobutanoic acid (4-bromophenyl)methyl ester 
4-(5-ethyl-2-thienyl)-4-oxobutyric acid 
4-(diethylamino)but-2-yn-1-ol +   
4-(hydroxymethylphosphinyl)-2-oxobutyric acid 
4-(methylamino)butyric acid 
4-[2-(difluoromethoxy)phenyl]-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylic acid (phenylmethyl) ester 
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-[6-(2,4-dichlorophenyl)-4-methyl-2-oxo-5-phenylmethoxycarbonyl-1,6-dihydropyrimidin-3-yl]butanoic acid 
4-acetyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid (5-methoxycarbonyl-2-furanyl)methyl ester 
4-diphenylacetoxy-N-methylpiperidine 
4-guanidinobutanoate 
4-guanidinobutanoic acid 
4-hydroxybutyric acid +   
4-hydroxymellein 
4-hydroxyphenylacetate 
4-hydroxyphenylacetic acid +   
4-hydroxyphenylpyruvic acid oxime 
4-methyl-2-oxochromen-7-yl \{[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-methyl-4-oxochromen-7-yl]oxy\}acetate 
4-methylthio-2-oxobutanoic acid +   
4-nitrophenyl phthalimidoacetate 
4-O-[(E)-2-methyl-2-butenoyl]ascaroside +  
4-oxo-4-(2-thienyl)butyric acid 
4-oxo-4-phenylbutyric acid 
4-phenylbutyric acid  
5-(undeca-3,5,7-trien-1-yl)-2-furyl hydrogen carbonate 
5-(undeca-3,5,7-trien-1-yl)furan-2-ol +  
5-[(E)-caffeoyl]shikimic acid 
5-[[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)thio]methyl]-2-furancarboxylic acid methyl ester 
5-[[[(5-tert-butyl-2-methyl-3-furanyl)-oxomethyl]amino]methyl]-2-furancarboxylic acid ethyl ester 
5-bromo-2-furancarboxylic acid [2-[1-(2-methoxyethyl)-2,5-dimethyl-3-pyrrolyl]-2-oxoethyl] ester 
5-Bromopyridin-3-yl furan-2-carboxylate 
5-Chloro-3-pyridinyl 2-furoate 
5-Chloropyridin-3-yl 5-(4-chlorophenyl)furan-2-carboxylate 
5-hydroxy-8-methoxy-4-phenylisoquinolin-1(2H)-one 
5-hydroxybenzofuran-2-one 
5-hydroxymethyl-2-furoic acid 
5-isoprenylindole-3-carboxylate beta-D-glycosyl ester 
5-methylorsellinic acid 
5-nitro-2-furancarboxylic acid (5-phenyl-1,3,4-oxadiazol-2-yl)methyl ester 
5alpha-androst-16-en-3-one 
5alpha-androst-16-en-3alpha-ol  
6-[4-methyl-6-(4-nitrophenyl)-2-oxo-5-phenylmethoxycarbonyl-1,6-dihydropyrimidin-3-yl]hexanoic acid 
6-\{[5-(p-nitrophenoxy)-5-oxopentanoyl]amino\}hexanoic acid 
6-amino-5,7,7-tricyano-8-pyridin-4-yl-1,3,8,8a-tetrahydroisoquinoline-2-carboxylic acid (phenylmethyl) ester 
7-demethylsiderin 
7beta,15alpha,22-trihydroxyhopane 
7beta,15alpha-dihydroxy-22(29)-hopene 
7E,9E,11-Dodecatrienyl acetate 
9-deoxy-hymatoxin A 
9E-hexadecenyl acetate 
A41030A 
A47934 
aceclofenac  
acemetacin  
acetate ester +   
acetic acid [2-[[(5-nitro-2-thiazolyl)amino]-oxomethyl]phenyl] ester  
acetic acid [2-[[(6,6-dimethoxy-3-oxo-1-cyclohexa-1,4-dienyl)amino]-oxomethyl]phenyl] ester 
acetoacetic acid +   
aclidinium +  
acremoauxin A 
acromelic acid A 
acrylonitrile +   
actinidine  
aculene A 
aculene B 
acuminatin 
african-1-ene 
agnestin A 
agnestin B 
Agrimophol 
aigialone 
alarm pheromone +  
alk-1-enylacylglycerol +  
alkaloid ester +   
alkyldiacylglycerol +  
all-cis-5,8,11,14,17-icosapentaenoic acid +  
all-cis-8,11,14,17-icosatetraenoic acid +  
all-cis-icosa-8,11,14-trienoic acid +  
Allyl propionate 
alpha,beta-unsaturated carboxylic ester +   
alpha-amino-gamma-cyanobutanoic acid 
alpha-aminobutyric acid +  
alpha-linolenoyl-containing glycerolipid +  
alpha-nootkatol 
alpha-Trichloromethylbenzyl acetate 
altenusin  
alternapyrone 
amabiline 
amino acid ester +   
ansamitocin P3 
antroquinonol  
AP20187  
aphidicolin  
arabinitol +  
arachidonoyl-containing glycerolipid 
aranotin 
Ardisianone 
ascarosyloxycarboxylic acid beta-D-glucopyranosyl ester +  
ascochlorin 
ascofuranone 
ascr#1 +  
ascr#2 +  
ascr#3 +  
ascr#4 
ascr#5 
ascr#7 +  
ascr#8 
asperfuranone 
Aspergillus metabolite +   
asperphenamate  
Aspidin  
Aspidinol 
aspidinol C 
Aspidinol D 
aspyridone A 
aspyridone B 
atromentin 
avadharidine 
averantin +  
azanigerone A 
azanigerone B 
azanigerone C 
azanigerone D 
azaphilone +   
azaserine 
azilsartan medoxomil 
bacilysocin 
baeocystin 
bassianolide 
batzelladine A 
batzelladine B 
beauvericin  
benzoate ester +   
benzyl ester +   
Benzylformate 
beta-carboline +   
beta-D-galactosyl-(1<->1')-N-acyl-(4E,8E)-9-methylsphinga-4,8-dienine 
beta-D-glucosyl-(1<->1')-N-acyl-(4E,8E)-9-methylsphinga-4,8-dienine- 
beta-sitosterol 3-O-acetate 
betaenone A +  
bifenazate 
bikaverin 
biphenylyl carboxylate ester +  
bipiperidinecarboxylate ester +  
bis(2-ethylhexyl) adipate  
biscognienyne B 
bitolterol +  
bitolterol mesylate +  
blazein 
bombykol 
botrallin 
botryosphaerin H 
Bourgeanic acid 
butropium +  
butyl 2-(4-\{[5-(trifluoromethyl)pyridin-2-yl]oxy\}phenoxy)propanoate +   
butyl 2-(methylsulfanyl)acetate 
butyl 3-(methylsulfanyl)propanoate 
Butyl propionate 
butylscopolamine +   
butyrate ester +   
butyryl group 
butyryl-CoA +   
butyrylglycine 
Bz-Arg-OEt 
caffeine +   
canthaxanthin  
capsiate  
carbamate ester +   
carbohydrate acid ester +  
carbonate ester +   
carfimate 
cauloside D 
cefotiam hexetil ester +  
cefpodoxime proxetil 
celesticetin 
cephalanone F 
cephalosporin C +   
cercosporamide 
cercosporin 
Chaetomium metabolite +   
chloromonilicin 
cis-9-nonadecenoic acid 
cis-cis-nepetalactol 
cis-isogeraniol 
cis-trans-nepetalactone 
citrafungin A 
citrafungin B 
Citronellyl formate 
civetone 
cladofulvin 
cladoniamide +  
clidinium +   
clitidine 
Clivoline  
clodinafop-propargyl 
colforsin daropate 
colossolactone V 
colossolactone VII 
compactin diol lactone 
coniferol +  
coniferyl ester +  
cordysinin A 
cordysinin B 
cordysinin C 
cordysinin D 
Cornudentanone 
cortisol ester +  
crambescidin 800 
crambescidin 826 
Crotoxyphos  
cspyrone B1 
CT2108A 
CT2108B 
culmorin 
curvularol 
cutins 
cyathusal A 
cyathusal B 
cyathusal C 
cyclandelate 
cyclitol ester +  
cycloaraneosene 
cyclohexanecarboxylate ester +  
Cyclohexyl acetate 
cyclooctasulfur 
cyclopentolate +  
cyclopropanecarboxylate ester +   
cytochalasan alkaloid +   
D-2,4-diaminobutyric acid 
D-glucose-(13)C6 
D-iditol 
D-lysinate 
D-lysine +  
D-lysinium(1+) +  
D-lysinium(2+) 
dabigatran etexilate 
dalfopristin 
DAPT  
DDM-838 
dehydro-D-arabinono-1,4-lactone 
dehydroeburiconic acid 
Delta(6)-protoilludene 
deoxyfuconojirimycin 
deoxyherqueinone 
deoxyherqueinone(1-) 
depudecin +  
desferricoprogen 
desferricoprogen B 
desferrimycobactin T +  
diacylglycerol 2-aminoethylphosphonate +  
diacylglycerol 2-trimethylaminoethylphosphonate +  
dianversicoside A 
dianversicoside B 
dianversicoside C 
dianversicoside D 
dianversicoside E 
dianversicoside F 
dianversicoside G 
dibutyrin +   
dicarboxylic acid monoester +   
dichlorodiaportinolide 
Dichotellate B 
dichotomoside D 
dicyclomine +   
dihydrocanadensolide 
dihydropyriculariol 
dihydropyriculol 
dihydroserpentine(1+) 
dihydrostemphyloxin I 
dimethylbutyric acid +  
discadenine 
divarinol 
djalonensone 
dodecan-1-ol +   
Dodecyl acetate 
Doronine 
dustanin 
eburicol 
egonol beta-D-glucoside 
ellagic acid +   
elloramycin A 
emodin anthrone +   
epichlicin 
epsilon-metofluthrin 
epsilon-momfluorothrin 
equisetin 
ergometrine +  
ergosine  
ergosta-4,6,8(14),22-tetraen-3-one  
ergosterol +   
ergothioneine +   
ergothioneine thione form 
erythroglaucin 
ethyl 1-allylcyclopropanecarboxylate 
ethyl 2-[4-(1-adamantyl)phenoxy]propanoate 
ethyl 2-hydroxy-3-phenylpropanoate 
ethyl 2-hydroxyisovalerate 
ethyl 3,3,4-trimethylpentanoate 
ethyl 3-(methylthio)propionate 
ethyl 4-oxobutanoate 
Ethyl 4-oxocyclohexanecarboxylate 
ethyl ester +   
ethyl vanillin isobutyrate 
Eunicea sesquiterpenoid 7 
F-9775A 
F-9775B 
farnesol +   
fatty acid ester +   
felinine 
fellutamide C 
fellutamide D 
fenvalerate +   
ferrirubin 
fidaxomicin  
Filixic acid BBB 
flavoxate 
fleephilone 
florylpicoxamid 
flutropium +  
fomitoside E 
fomitoside F 
formate ester +  
formobactin 
FPL 64176  
FR171456 
fujikurin D 
fumagillin +   
fumonisin +   
fungal xenobiotic metabolite +   
fungisterol 
furanocandin 
fusaripeptide A 
fusarithioamide A 
gabapentin enacarbil 
galactosaminogalactan 
gamma-amino-beta-hydroxybutyric acid +  
gamma-amino-gamma-cyanobutanoic acid +  
gamma-aminobutyric acid +   
gamma-carotene +  
gamma-linolenoyl-containing glycerolipid +  
gamma-octalactone 
ganoderol B  
ganodesterone 
ganolucidic acid D 
gentisyl alcohol 
geranic acid  
geranyl acetoacetate 
geranyl isobutyrate 
geranylgeranyl bacteriochlorophyllide a 
geranylgeranyl-chlorophyll a 
gibberellin A15 (lactone form) +  
gibberellin ester +  
glafenine  
Glaucolide A 
Glaucolide B 
glomosporin 
glyceride +   
Glycidyl oleate 
Glycidyl stearate  
glycitein +   
glycolate ester +  
glyoxylate ester +  
gordonoside K 
gordonoside L 
gordonoside M 
gordonoside N 
gordonoside O 
gordonoside P 
guignardone N 
gypsosaponin A 
gypsosaponin C 
hederagenin 28-O-beta-D-glucopyranoside 
helvolic acid +  
helvolic acid methyl ester 
hemediol-L-aspartate ester-L-glutamate ester 
hemediol-L-aspartate ester-L-glutamate ester-L-methionine sulfonium 
henicosane +  
heptafluorobutyric anhydride 
heptafluthrin 
heptan-2-one  
heptan-2-yl [(5-chloroquinolin-8-yl)oxy]acetate +  
Heptyl acetate 
hercynylcysteine sulfoxide 
hercynylselenocysteine 
heteroarenecarboxylate ester +   
hexyl butyrate 
hispidin  
hopane-6beta,11alpha,22,27-tetraol 
hopane-6beta,7beta,22-triol 
HT-2 toxin +   
hyalodendriol C 
hydroxybutyric acid +   
hypaphorine 
hypothemycin 
ilicicolin +  
indicine 
indole-3-acetamide 
indole-3-butyric acid +   
indolyl carboxylate ester +   
ingenol mebutate 
integric acid 
intermedine 
isatinone B 
isoaigialone B 
isooctanediol dibutyrate 
isopropyl ester +   
isotetrahydroauroglaucin 
isotrichodermol 
itaconate(2-) 
itaconic acid +  
ixerochinolide 
jasmonate ester +  
JH-02215 
JQ1 
julichrome Q6 +  
kalopanaxsaponin B 
kalopanaxsaponin C 
kappa-bifenthrin 
KT 5720  
L-2,4-diaminobutyric acid +  
L-2-amino-4-(hydroxymethylphosphinoyl)butanoic acid 
L-beta-ethynylserine 
L-iditol 
L-pipecolate ester +  
lactate ester +  
lactone +   
lavandulol +  
levofacetoperane 
lignin cw compound-204 
lignin cw compound-205 
lignin cw compound-210 
lignin cw compound-29 
lignin cw compound-296 
lignin cw compound-3 
lignin cw compound-3029 
lignin cw compound-32 
lignin cw compound-33 
Ligraminol C 
linoleoyl-containing glycerolipid 
loline alkaloid +  
LSM-26114 
LSM-26546 
madecassoside  
madhucoside A 
madhucoside B 
malate ester +   
malonate ester +   
mangicol A 
mannoprotein +  
methionine +   
Methyl 2-Furancarboxylate 
methyl ester +   
methyl N-methylanthranilate 
Methyl propionate 
methylbutyric acid +   
methylprednisolone 21-suleptanic acid ester 
Metofluthrin 
mevastatin +   
mevinic acid 
MHNCH 
micinicate 
ML-236C +  
monacolin J +  
monacolin J acid 
monascin  
monascorubrin 
monoalkyldiacylglycerol +  
monoalkylmonoacylglycerol +  
monobutyrin 
monohexosyldiglyceride +  
monothioglycerolipid +  
mucidin 
muscimol  
mycolate ester +  
mycophenolate mofetil  
mycophenolic acid O-acyl-glucuronide 
mycotoxin +   
myriocin  
N(alpha),N(alpha)-dimethyl-L-histidine 
N(alpha)-(L-gamma-glutamyl)-hercynyl-L-cysteine sulfoxide 
N(alpha)-(L-gamma-glutamyl)-hercynyl-L-selenocysteine 
N,O-diacylethanolamine +  
N-(2-hydroxyhexacosanoyl)phytosphingosine-1-phospho-(1D-myo-inositol) 
N-(butanoyl)ethanolamine 
N-[(S)-[(1S,2R)-1-methyl-2-[(2R)-1-[(5-methyl-2-furanyl)methylamino]-1-oxopropan-2-yl]cyclopropyl]-phenylmethyl]carbamic acid (phenylmethyl) ester 
N-[(S)-[(1S,2R)-1-methyl-2-[(2R)-1-oxo-1-[(phenylmethyl)amino]propan-2-yl]cyclopropyl]-phenylmethyl]carbamic acid (phenylmethyl) ester 
N-[1-methyl-3-(trifluoromethyl)-5-thieno[2,3-c]pyrazolyl]carbamic acid (4-fluorophenyl)methyl ester 
N-[5-(p-nitrobenzyloxy)-5-oxopentanoyl]glycine 
N-[5-(p-nitrophenoxy)-5-oxopentanoyl]glycine 
N-[[(cyclohexylamino)-sulfanylidenemethyl]amino]carbamic acid tert-butyl ester 
N-[[1H-benzimidazol-2-yl(oxo)methyl]amino]carbamic acid (phenylmethyl) ester 
N-benzoyl-L-phenylalaninol +   
N-butanoylserotonin 
N-butyryl-1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphoethanolamine 
N-hydroxysuccinimide ester +  
N-Nitroso-N-methylurethane  
naphthoate ester +  
naproxcinod 
nebularine 
nectriapyrone +  
nectriapyrone D 
neosartoricin 
nicoclonate 
nitroflurbiprofen  
nitroproston 
nitrosulindac 
NK372135C 
nonadecanoate 
nonadecanoic acid +  
nor-toralactone +  
norbaeocystin 
norlichexanthone 
norsolorinic acid 
norsolorinic acid anthrone 
novolactone 
O(3)-(2-L-lysino-2-oxoethyl)-O(1)-[4-(trifluoroacetamido)benzylcarbonyl]chloramphenicol 
O-(11-carboxyundecanoyl)carnitine 
O-(13-carboxytridecanoyl)carnitine 
O-(17-carboxyheptadecanoyl)carnitine 
O-(4,8-dimethylnonanoyl)carnitine 
O-[(9Z)-17-carboxyheptadec-9-enoyl]carnitine 
O-acylcarnitine +   
O-acylpseudotropine 
O-acyltropine +  
O-arachidonoylcarnitine 
O-butanoylcarnitine +   
O-heptanoylcarnitine 
O-icosanoylcarnitine 
O-linoleoylcarnitine 
O-methylmalonylcarnitine 
O-palmitoleoylcarnitine 
O-pimeloylcarnitine 
O-sebacoylcarnitine 
oblonganoside A 
oct-1-en-3-ol +  
Octyl 2-methylbutyrate 
Octyl butanoate 
oleocanthal 
oleoyl-containing glycerolipid 
oleuropein (dialdehyde form) 
omega-3-arachidonoyl-containing glycerolipid 
omega-hydroxy fatty ester +  
ophiobolin F 
orlistat  
orobol +  
orotidine 
oryzafuran 
palmariol B 
palmarumycin C8 
palmitoleamide 
palmitoleoyl-containing glycerolipid 
palmityl acetate 
Penicillium metabolite +   
penotonium bromide 
pent-4-en-1-yl 2-[(2-furylmethyl)(imidazol-1-ylcarbonyl)amino]butanoate +  
pentan-3-ol 
pentyl propanoate 
peptide pheromone +  
perfluorobutyric acid  
perquinoline A 
perquinoline C 
phakellistatin 14 
phelligridimer A 
phelligridin G 
phenethyl isobutyrate 
phenguignardic acid 
phenylacetonitrile +  
phomacin A 
phomacin B 
phomalevone A 
phomalevone B 
phomalevone C 
phomopsene 
phorbol ester +   
phthalate ester +   
pinselin 
piperazinecarboxylate ester +  
piperidinecarboxylate ester +   
pisonolic acid 
pivalate ester +   
Pleuromutilin +   
pneumocandin B0 +   
pneumocysterol 
poricoic acid A 
poricoic acid C 
poricoic acid G 
poricoic acid H 
pravastatin  
preaustinoid A 
preaustinoid A1 
preaustinoid A2 
preaustinoid A3 
Preremirol 
Pristimerin  
proglumetacin +  
propanoate ester +   
propaquizafop 
Propyl 2-methylpropanoate 
propyl dihydroferulate 
propyl propionate 
protoaustinoid A 
protoaustinoid B 
psilocin +  
psilocybin 
psilocybin(1-) 
pyriculariol 
pyriculol +  
pyridoxatin 
pyrimidinecarboxylate ester +  
pyripyropene I 
quercetin 3-O-[(6-O-caffeoyl-beta-D-glucosyl)-(1->2)-beta-D-glucoside] 
quillaic acid alpha-L-Arap-(1->4)-alpha-L-Arap-(1->3)-beta-D-Xylp-(1->4)-alpha-L-Rhap-(1->2)-beta-D-fucopyranosyl ester 
rel-hopan-27-al-6beta,11alpha,22-triol 
remdesivir  
resiniferatoxin  
Retapamulin 
retinyl ester +   
rhinacanthin C 
rhinacanthin D 
rhizopycnolide A 
rhodotorulic acid  
rohitukine 
rosmarinic acid +   
rubrofusarin +  
S-butyryl-4'-phosphopantetheine 
Saccharomyces cerevisiae metabolite +   
saintopin 
sch 213766 
sclerodol B 
SDZ 90-215 
selenoneine 
semiviriditoxin +  
serpentine  
Sg17-1-4 
shanorellin 
Siccanin 
sieboldianoside A 
sinapate ester 
sinapoyltartronic acid 
somatostatin-28 
sordaricin 
SPF-32629A 
SPF-32629B 
sporothriolide 
stellata-2,6,19-triene 
stemphyloxin I +  
stemphyloxin II 
stemphyperylenol 
sterol ester +   
stigmasterol 3-O-acetate 
strobilurin B 
succinate ester +   
sulcatol 
sulochrin +  
T-2 toxin  
TAN-1612 
Tautomycin  
tensyuic acid +  
ternstroside A 
ternstroside B 
ternstroside C 
ternstroside D 
ternstroside E 
ternstroside F 
tert-butyl ester +   
tetraacetic acid lactone 
tetracenecarboxylate ester +  
tetradecanoic-d27 acid 
tetrahydrofurylmethyl ester +  
theophylline +   
thioglycolate ester +  
tiamulin  
tinyatoxin 
TMC-52A 
TMC-52C 
TMC-52D 
TMC-95A 
TMC-95B 
TMC-95C 
TMC-95D 
Tocamphyl 
trachyspic acid 
tralomethrin  
transfluthrin  
trapoxin A 
tributyrin  
trichobrasilenol 
trierixin  
trisporic acid 
trospium +   
tsugarioside C 
urethane  
valerate ester +  
Valnemulin  
vibrioferrin 
viguilenin 
virensol B 
viridicatumtoxin 
WF14865A 
WF14865B 
Xanthoxylin 
xenocyloin C +  
xenocyloin D 
xenocyloin E 
xenocyloin F 
xenocyloin H 
Yungensin D 
Yungensin E 
YW3548 
zaragozic acid A +   
zaragozic acid C 
zearalenone  
zeorin 

Synonyms
Exact Synonyms: (3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoic acid
Related Synonyms: Formula=C8H14O5 ;   InChI=1S/C8H14O5/c1-5(9)3-8(12)13-6(2)4-7(10)11/h5-6,9H,3-4H2,1-2H3,(H,10,11)/t5-,6-/m1/s1 ;   InChIKey=RILHUWWTCSDPAN-PHDIDXHHSA-N ;   SMILES=C[C@@H](O)CC(=O)O[C@H](C)CC(O)=O
Alternate IDs: CHEBI:18659 ;   CHEBI:318
Xrefs: Beilstein:6387163 ;   KEGG:C04546 ;   PMID:17810206 ;   Reaxys:6387163
Cyclic Relationships: is_conjugate_acid_of CHEBI:10979

paths to the root