Submit Data |  Help |  Video Tutorials |  News |  Publications |  FTP Download |  REST API |  Citing RGD |  Contact   

Ontology Browser

Term:
(S)-3,4-dihydroxy-2-oxobutanoic acid (CHEBI:137456)
Annotations: Rat: (0) Mouse: (0) Human: (0) Chinchilla: (0) Bonobo: (0) Dog: (0) Squirrel: (0) Pig: (0)
Parent Terms Term With Siblings Child Terms
(+)-dihydrokaempferol +  
(+)-dihydromyricetin  
(+)-phytocassane A 
(+)-phytocassane D 
(-)-dihydromyricetin 
(-)-gynuraone 
(-)-microdiplodiasolol 
(1S)-1,23,25-trihydroxy-24-oxocalciol 
(1S,4S)-4-hydroxy-3-oxocyclohexane-1-carboxylic acid 
(2E,6Z)-13-hydroxy-1-(2-hydroxy-5-methoxy-3-methylphenyl)-3,7,11,15-tetramethylhexadeca-2,6,14-triene-5,12-dione 
(2R,3R)-2,3-dihydroxy-3-methylpentanoic acid 
(2R,3R)-3-hydroxy-5-methoxy-6,7- methylenedioxyflavanone 
(2R,3R)-dihydroflavonol 
(2R,4S)-2-methyl-2,4-dihydroxydihydrofuran-3-one 
(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-hydroxy-3,4-diketopentyl phosphate 
(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,3S)-3,5,7-trihydroxy-6,8-dimethylflavanone 
(2Z)-2,3-dihydroxyacrylic acid 
(3E)-3-[(1R,5R,6S)-5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-ylidene]pyruvic acid 
(3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoic acid 
(3E)-4-(5-amino-2-hydroxyphenyl)-2-oxobut-3-enoic acid 
(3R)-3,10-dihydroxydecanoic acid +  
(3R)-3,11-dihydroxyundecanoic acid +  
(3R)-3,12-dihydroxylauric acid +  
(3R)-3,13-dihydroxytridecanoic acid +  
(3R)-3,14-dihydroxymyristic acid +  
(3R)-3,15-dihydroxypentadecanoic acid +  
(3R)-3,17-dihydroxymargaric acid +  
(3R)-3,18-dihydroxyoctadecanoic acid +  
(3R)-3,19-dihydroxynonadecanoic acid +  
(3R)-3,20-dihydroxyicosanoic acid +  
(3R)-3,21-dihydroxyhenicosanoic acid +  
(3R)-3,22-dihydroxybehenic acid +  
(3R)-3,22-dihydroxytricosanoic acid +  
(3R)-3,9-dihydroxynonanoic 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,6E,8S,10E)-3,8-dihydroxyhexadeca-6,10-dienoic acid 
(3R,8R)-3,8-dihydroxynonanoic acid +  
(3R,9R)-3,9-dihydroxydecanoic acid +  
(3S)-3-methyl-2-oxo-3-phenylpropanoic acid 
(4-bromophenylsulfanyl)pyruvic acid 
(4S,5S)-4,5-dihydroxy-2,6-dioxohexanoic acid 
(6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid +   
(6R)-6-lactoyl-5,6,7,8-tetrahydropterin 
(7R)-6-deoxy-D-manno-oct-7-ulosuronic acid 
(7Z)-14-hydroxy-10,13-dioxoheptadec-7-enoic acid +  
(9R,10S)-dihydroxyoctadecanoic acid 
(9S,10R)-dihydroxyoctadecanoic acid 
(R)-2,4-dihydroxy-3-oxobutanoic acid 
(R)-2-hydroxy-4-(hydroxymethylphosphinyl)butyric acid 
(R)-3,4-dihydroxy-2-oxobutanoic acid 
(R)-3-[(R)-3-hydroxybutanoyloxy]butanoic acid 
(R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid 
(R,R)-3,17-dihydroxyoctadecanoic acid +  
(S)-2,4-dihydroxy-3-oxobutanoic acid 
(S)-2-acetyl-2-hydroxybutanoic acid 
(S)-3,4-dihydroxy-2-oxobutanoic acid 
A ketoaldonic acid that is butyric acid carrying an oxo substituent at position 2 as well as two hydroxy substituents at positions 3 and 4 (the S-enantiomer).
(S)-3-hydroxy-2-oxo-3-phenylpropanoic acid 
(S)-4,5-dihydroxypentane-2,3-dione 
1,2-dibutyryl-sn-glycero-3-phospho-(1'D-myo-inositol) 
1,2-dibutyryl-sn-glycero-3-phospho-(1'D-myo-inositol-5'-phosphate) 
1,3-dihydroxybutan-2-one 
1,4-dihydroxy-2-naphthoic acid +   
1-butyryl-2-oleoyl-sn-glycerol 
1-oxo-3beta,23-dihydroxyolean-12-en-28-oic acid 
1-palmitoyl-2-butanoyl-sn-glycero-3-phosphocholine 
10,11-dihydroleukotriene B4 
10-deacetyl-2-debenzoylbaccatin III 
10-deacetylbaccatin III +  
12-epi-leukotriene B4 
12-O-deacetyltrichilin H 
14-dihydroxycornestin 
15-O-desmethyl-(5Z)-7-oxozeaenol 
16-oxoresolvin D2 
16alpha-hydroxyandrost-4-ene-3,17-dione 
16alpha-hydroxydehydroepiandrosterone 
16alpha-hydroxydehydroepiandrosterone 3-sulfate 
16alpha-hydroxyestrone +  
16alpha-hydroxyestrone 3-O-(beta-D-glucuronide) 
16beta-hydroxyestrone 
2'-O-methylodoratol 
2,2,4-trihydroxybutanoic acid 
2,3-didehydro-D-glucose 
2,3-dihydroflavon-3-ol 
2,3-dihydrogossypetin 
2,3-dihydroxy-2-methylpropanoic acid 
2,3-dihydroxy-3-methylbutanoic acid +  
2,3-dihydroxydodecanoic acid 
2,4-diaminobutyric acid +  
2,4-didehydro-3-deoxy-L-rhamnonic acid 
2,4-dihydroxy-5-methyl-6-oxo-2,4-hexadienoic acid 
2-(hydroxymethyl)-4-oxobutanoic acid 
2-acetyllactic acid +  
2-amino-2-hydroxybutanoic acid 
2-amino-2-methylbutanoic acid 
2-amino-3-oxobutanoic acid +  
2-aminophenylglyoxylic acid 
2-dehydro-3-deoxy-D-arabinonic acid 
2-dehydro-3-deoxy-D-fuconic acid 
2-dehydro-3-deoxy-D-galactonic acid 
2-dehydro-3-deoxy-D-gluconic acid 
2-dehydro-3-deoxy-L-arabinonic acid 
2-dehydro-3-deoxy-L-fuconic acid 
2-dehydro-3-deoxy-L-rhamnonic acid 
2-dehydro-L-idonic acid 
2-dehydroecdysone 
2-deoxy-D-gluc-5-ulosonic acid 
2-hydroxy-1-phenyl-1-propanone 
2-hydroxy-3-methylbenzylidenepyruvic acid 
2-hydroxy-3-oxoadipic acid 
2-hydroxy-3-oxobutyl phosphate +  
2-hydroxy-3-oxosuccinic acid +  
2-hydroxy-4-hydroxymethylbenzylidenepyruvic acid 
2-hydroxybutyric acid +  
2-hydroxycyclohexan-1-one 
2-hydroxytestosterone +  
2-keto-3-deoxy-L-galactonic acid 
2-methylacetoacetic acid +  
2-oxo-3-(5-oxofuran-2-ylidene)propanoic acid 
2-oxobut-3-enoic acid 
2-oxobutanoic acid  
2-oxododecanoic acid 
2-oxoglutaramic acid +  
2-oxohex-4-enoic acid +  
2-oxohexanoic acid 
2-oxononanoic acid 
2-oxooctadecanoic acid 
2-oxopent-4-enoic acid 
2-oxopenta-3,4-dienoic acid 
2-oxopentanoic acid 
2-oxophytanic acid 
2-phenylbutyric acid 
20-oxoleukotriene B4 
23(S),25-dihydroxy-24-oxovitamin D3 
23,24-dihydrocucurbitacin +  
23,24-dihydrocucurbitacin B 
23,24-dihydrocucurbitacin D 
23-hydroxyursolic acid +  
2alpha,19alpha-dihydroxy-3-oxo-12-ursen-28-oic acid 
2alpha,3beta-dihydroxy-20(29)-lupen-28-oic acid 
2alpha,3beta-dihydroxyolean-13(18)-en-28-oic acid 
2alpha-hydroxytestosterone 
2beta-hydroxytestosterone 
3'-dehydro-ATP 
3,12-dihydroxylauric acid 
3,16-dihydroxyhexadecanoic acid +  
3,18-dihydroxyoctadecanoic acid 
3,4-dihydro-4-hydroxyphenylpyruvic acid +  
3,4-dihydroxy-4-methylhexadecanoic acid +  
3,4-dihydroxybutyric acid 
3,4-dihydroxyphenylpyruvic acid 
3,5-dibromo-4-hydroxyphenylpyruvic acid 
3,5-dihydroxyphenylglyoxylic acid 
3,5-dinitro-4-hydroxyphenylpyruvic acid 
3,7-dideoxy-D-threo-hepto-2,6-diuolosonic acid 
3-(3-hydroxyphenyl)-3-hydroxypropanoic acid 
3-(3-methoxy-4-phenylmethoxyphenyl)-2-oxopropanoic acid 
3-(4-aminophenyl)pyruvic acid 
3-(4-hydroxycyclohex-2-en-1-ylidene)pyruvic acid +  
3-(imidazol-4-yl)pyruvic acid 
3-(indol-3-yl)-2-oxobutyric acid +  
3-(indol-3-yl)pyruvic acid 
3-[(1R,2S,5R,6S)-5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-yl]pyruvic acid 
3-aminobutanoic acid +  
3-bromopyruvic acid  
3-dehydro-2-deoxy-D-gluconic acid 
3-dehydro-L-gulonic acid +  
3-dehydroecdysone 
3-dehydroquinic acid 
3-dehydroshikimic acid 
3-deoxy-D-manno-octulosonic acid +  
3-deoxy-L-threo-hex-2-ulopyranosonic acid 
3-dimethylallyl-4-hydroxyphenylpyruvic acid 
3-fluoropyruvic acid 
3-hydroxy-2,4-dioxopentyl phosphate 
3-hydroxy-2-methylbutanoic acid +  
3-hydroxy-3-methyl-2-oxobutanoic acid 
3-hydroxy-3-methyl-2-oxopentanoic acid +  
3-hydroxybutyric acid +   
3-hydroxyhexane-2,5-dione 
3-hydroxyisovaleric acid +   
3-hydroxypyruvic acid  
3-mercaptopyruvic acid 
3-methyl-2-oxobutanoic acid  
3-methyl-2-oxovaleric acid +   
3-phosphonopyruvic acid 
3-sulfinylpyruvic acid 
3alpha,7alpha-dihydroxy-5beta-cholestan-26-oic acid +  
3alpha,7beta-dihydroxy-5beta-cholest-24-en-26-oic acid 
3beta,22S-dihydroxytirucalla-7,24-dien-23-one 
3D-3,5/4-trihydroxycyclohexane-1,2-dione 
4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid 
4-(2-amino-5-hydroxyphenyl)-2,4-dioxobutanoic acid 
4-(2-aminophenyl)-2,4-dioxobutanoic acid 
4-(2-thienyl)butyric acid 
4-(3-hydroxy-1-benzothiophen-2-yl)-2-oxobut-3-enoic acid +  
4-(5-ethyl-2-thienyl)-4-oxobutyric acid 
4-(hydroxymethylphosphinyl)-2-oxobutyric acid 
4-(methylamino)butyric acid 
4-[(1R)-1-hydroxy-2-oxo-3-phosphonooxypropyl]nicotinamide adenine dinucleotide 
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-amino-4-deoxyprephenic acid 
4-epihederagenin 
4-guanidinobutanoic acid 
4-hydroxy-2-oxohexanoic acid +  
4-hydroxy-2-oxopentanoic acid +  
4-hydroxybutyric acid +   
4-hydroxyhexan-3-one 
4-methyl-2-oxopentanoic acid  
4-methylthio-2-oxobutanoic acid +   
4-oxo-4-(2-thienyl)butyric acid 
4-oxo-4-phenylbutyric acid 
4-phenylbutyric acid  
5(S),8(R)-DiHODE 
5-amino-2-oxopentanoic acid 
5-amino-5-deoxy-3-dehydroshikimic acid 
5-chloro-4-hydroxy-2-oxopentanoic acid 
5-dehydro-D-gluconic acid 
5-guanidino-2-oxopentanoic acid 
5-guanidino-3-methyl-2-oxopentanoic acid 
5D-(5/6)-2,6-dihydroxy-5-(hydroxymethyl)cyclohex-2-en-1-one 
5E-7-oxozeaenol 
5Z-7-oxozeaenol 
6-acetamido-2-oxohexanoic acid 
6-amino-2-oxohexanoic acid +  
6-hydroxy-2-oxohexanoic acid 
6-lactoyl-5,6,7,8-tetrahydropterin +  
6-methoxytaxifolin 
6-trans-leukotriene B4 +  
7(S),8(S)-DiHODE 
7-epi-Kdo +  
8-oxoresolvin D1 
9,10-dihydroxyoctadecanoic acid +  
acetoacetic acid +   
acetoin +   
all-trans-4,16-dihydroxyretinoic acid 
all-trans-4,18-dihydroxyretinoic acid 
alpha-(hydroxymethyl)serine 
alpha-amino-gamma-cyanobutanoic acid 
alpha-aminobutyric acid +  
ascorbic acid +   
atorvastatin 
benzoin +  
beta-(methylenecyclopropyl)pyruvic acid 
bruceanol D 
bruceanol E 
bruceine D 
bruceolline I 
bruceolline J 
bruceolline L 
bryotoxin A 
butyrate ester +   
butyryl group 
butyryl-CoA +   
butyrylglycine 
cassiaoccidentalin B 
CDP-4-dehydro-6-deoxy-alpha-D-glucose 
CDP-4-dehydro-6-deoxy-D-glucose +  
CDP-D-ribulose 
cerivastatin  
chaetoglobosin A  
chaetoglobosin B 
chaetoglobosin D 
chaetoglobosin E 
chaetoglobosin F 
chaetoglobosin Fex 
chaetoglobosin J 
chaetoglobosin Q 
chaetoglobosin R 
cis-4-(1-hydroxy-2-naphthyl)-2-oxobut-3-enoic acid 
crassifogenin C 
cucurbitacin B +   
cucurbitacin D 
cytoglobosin F 
D-2,4-diaminobutyric acid 
deaminoneuraminic acid +  
Delta(6)-trans,Delta(8)-cis-leukotriene B4 
Delta(6)-trans-12-epi-leukotriene B4 
deoxynivalenol  
DHET +  
dibutyrin +   
DiHDPE +  
DiHOME +  
dihydromonacolin L acid +  
dihydromyricetin +   
dihydroxydocosahexaenoic acid +  
dihydroxyicosatetraenoic acid +  
dihydroxyphenylacetic acid +   
dimethylbutyric acid +  
discadenine 
docetaxel anhydrous +  
docetaxel trihydrate 
dTDP-3-dehydro-4,6-dideoxy-alpha-D-glucose 
dTDP-3-dehydro-4,6-dideoxy-D-glucose 
dTDP-3-dehydro-6-deoxy-alpha-D-galactose 
dTDP-3-dehydro-6-deoxy-alpha-D-glucose 
dTDP-4-dehydro-2,6-dideoxy-alpha-D-glucose 
dTDP-4-dehydro-2,6-dideoxy-beta-L-glucose 
dTDP-4-dehydro-2,6-dideoxy-D-glucose 
ent-3beta-hydroxycassa-12,15-dien-2-one 
epi-maslinic acid 
erythrulose +  
erythrulose 1-phosphate +  
eurycomanone  
fustin +  
gamma-amino-beta-hydroxybutyric acid +  
gamma-amino-gamma-cyanobutanoic acid +  
gamma-aminobutyric acid +   
garbanzol 
gibberellin A8-catabolite 
gibberellin A98 
glepidotin B 
globosumone C 
glyoxylic acid +   
guangsangon K 
gutolactone 
hederagenin +   
heptafluorobutyric anhydride 
hexyl butyrate 
hydroxybutyric acid +   
hypothemycin 
indole-3-butyric acid +   
isobrucein A 
isosilybin 
keto-phenylpyruvic acid +   
ketoaldonic acid derivative +   
kolaflavanone 
L-2,4-diaminobutyric acid +  
L-2-amino-4-(hydroxymethylphosphinoyl)butanoic acid 
lespeflorin B2 
lespeflorin B3 
lespeflorin B4 
lespeflorin C3 
leukotriene B4 +   
leukotriene B5  
lignin cw compound-2040 
lignin cw compound-2041 
lignin cw compound-2042 
lignin cw compound-3052 
lignin cw compound-3056 
Loniphenyruviridoside B, (rel)- 
Loniphenyruviridoside C 
lucibufagin C 
manniflavanone 
maslinic acid +   
maysin 
methionine +   
methylbutyric acid +   
mevalonic acid +   
mevinolinic acid 
mithramycin  
monacolin L acid 
monobutyrin 
N-(4-nitrophenyl)-3-oxovalidamine 
N-(butanoyl)ethanolamine 
N-butanoylserotonin 
N-butyryl-1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphoethanolamine 
N-methyl-2-oxoglutaramic acid 
O-butanoylcarnitine +   
odoratol +  
olivin 
olivomycin A 
omega-(methylthio)-2-oxocarboxylic acid +   
oxaluric acid 
pandangolide 1 
pandangolide 1a 
pantoic acid +  
perfluorobutyric acid  
phenylglyoxylic acid +   
pinobanksin 
pisonivanol 
pitavastatin  
pyruvic acid +   
rosuvastatin 
S-butyryl-4'-phosphopantetheine 
samaderine B 
samaderine E 
samaderine X 
samaderine Y 
samaderine Z 
sch 725432 
secoaggregatalactone A 
sepiapterin  
silibinin 
silychristin  
simalikalactone D 
taxifolin +   
TDP-actinospectose 
terpentecin 
tetrahydro-4-hydroxyphenylpyruvic acid +  
tributyrin  
UDP-2-acetamido-2,6-dideoxy-alpha-D-xylo-hex-4-ulose 
UDP-2-acetamido-2,6-dideoxy-beta-L-arabino-hex-4-ulose 
UDP-2-acetamido-2,6-dideoxy-beta-L-lyxo-hex-4-ulose 
UDP-2-acetamido-2-deoxy-alpha-D-ribo-hex-3-uloseuronic acid 
UDP-2-acetamido-4-dehydro-2,6-dideoxy-beta-D-glucose 
UDP-3-keto-alpha-D-glucose 
Vanillactic acid 
Vanilpyruvic acid 
victorin C 
wilforic acid C 
xanthopterin-B2 
yadanziolide B 
yadanziolide T 
yadanziolide U 
yucalexin P8 
zhankuic acid C 

Synonyms
Exact Synonyms: (3S)-3,4-dihydroxy-2-oxobutanoic acid
Related Synonyms: 2-dehydro-L-erythronic acid ;   2-dehydro-L-threonic acid ;   Formula=C4H6O5 ;   InChI=1S/C4H6O5/c5-1-2(6)3(7)4(8)9/h2,5-6H,1H2,(H,8,9)/t2-/m0/s1 ;   InChIKey=CODPBKJMVNZFKR-REOHCLBHSA-N ;   SMILES=OC[C@@H](C(C(O)=O)=O)O
Xrefs: MetaCyc:CPD-19882
Cyclic Relationships: is_conjugate_acid_of CHEBI:136669 ;   is_enantiomer_of CHEBI:137486

paths to the root

NHLBI Logo

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