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Term:
enol-oxaloacetic acid (CHEBI:28394)
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dicarboxylic acid +     
enol +     
(+)-cis-isohumulone 
(+)-DCA-CC 
(+-)-chartaceone C 
(+-)-chartaceone D 
(+-)-chartaceone E 
(+-)-chartaceone F 
(-)-DCA-CC 
(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 
(2E)-2-(methoxycarbonylmethyl)but-2-enedioic acid 
(2E)-2-ethylidene-4-hydroxy-5-methyl-3(2H)-furanone 
(2E)-3-(methoxycarbonyl)pent-2-enedioic acid 
(2E,4Z)-4-Hydroxy-6-oxo-2,4-octadienedioic acid 
(2R,4S)-2-[(1R)-1-carboxy-2-hydroxy-2-methylpropyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid 
(2R,4S)-2-[(1S)-1-carboxy-2-hydroxy-2-methylpropyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid 
(2R,4S)-2-[(1S)-1-carboxy-2-hydroxyethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid 
(2S,3R)-cis-caftaric acid 
(2S,3R)-trans-caftaric acid 
(2S,4S)-4-hydroxy-2,3,4,5-tetrahydrodipicolinic acid 
(2S,4S,5R)-1-(4-tert-butylbenzoyl)-2-isobutyl-5-(1,3-thiazol-2-yl)pyrrolidine-2,4-dicarboxylic acid 
(2S,4S,5R)-2-isobutyl-5-(2-thienyl)-1-[4-(trifluoromethyl)benzoyl]pyrrolidine-2,4-dicarboxylic acid 
(2Z,4E)-4-hydroxy-6-oxoocta-2,4-dienedioic acid 
(2Z,4Z)-2-hydroxyhepta-2,4-dienedioic acid 
(2Z,4Z)-2-hydroxyhexa-2,4-dienoic acid 
(3R)-farnesyl-6-hydroxy-2,3,5-trimethyl-4-oxocyclohexa-1,5-diene-1-carboxylic acid 
(3R,4R)-1-[(1S)-carboxy-2-(methylsulfinyl)ethyl]-3-[(5S)-5-amino-5-carboxypentanamido]-4-sulfanylazetidin-2-one 
(3Z)-4-hydroxy-3-penten-2-one 
(3Z)-ravenic acid 
(4R,5S,6R)-2,4,5,6-tetrahydroxycyclohex-2-en-1-one 
(4S)-2,3-dehydroleucocyanidin 
(4S)-2,3-dehydroleucopelargonidin 
(5S)-5-(carboxymethyl)-L-proline 
(5S)-5-[(2S)-2-amino-2-carboxyethyl]-4,5-dihydroisoxazole-3-carboxylic acid 
(5s,8s)-3-(2,5-dimethylphenyl)-4-hydroxy-8-methoxy-1-azaspiro[4.5]dec-3-en-2-one 
(6R,7R)-7-[[(2R)-2-carboxy-2-(4-hydroxyphenyl)-1-oxoethyl]amino]-7-methoxy-3-[[(1-methyl-5-tetrazolyl)thio]methyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
(7S)-2-[(carboxycarbonyl)amino]-7-\{[(1,1-dioxido-1,2-benzothiazol-3-yl)oxy]methyl\}-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid 
(8S)-cystein-S-yl-(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 
(E)-3-methylglutaconic acid +  
(E,E)-bilirubin 
(R)-2-(phosphonomethyl)malic acid 
(Z)-1,2-ethenediol 
(Z)-3-hydroxydec-2-enedioic acid 
1,2-Dihydrophthalic acid 
1,4-cyclohexanedicarboxylic acid 
1-(2,4-dichlorophenyl)-5-methyl-4,5-dihydro-1H-pyrazole-3,5-dicarboxylic acid +  
1-(carboxymethyl)cyclohexane-1-carboxylic acid 
1-cyclohexenol 
1-phenylethenol +   
15-hydroxyazadiradione 
15-O-acetylbruceolide 
15-O-propionylbruceolide 
15-oxo-beta-bilirubin 
16(S)-cystein-S-yl,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 
2'-(S-L-cysteinyl)-L-histidine 
2,2'-[(2-amino-2-oxoethyl)imino]diacetic acid 
2,3-Methylenesuccinic acid 
2,5-bis(5-carboxy-3-ethyl-4-methylpyrrol-2-ylmethyl)-3,4-diethylpyrrole 
2,5-diimino-3,4-bis(indol-3-yl)hexanedioic acid 
2,5-diphenylfuran-3,4-dicarboxylic acid 
2-(2-carboxyethyl)-4-methyl-5-propylfuran-3-carboxylic acid 
2-(4'-Methylthio)butylmalic acid 
2-(4-tert-butylphenyl)-3-hydroxy-3-(1,3,4-trimethyl-1H-pyrazol-5-yl)acrylonitrile 
2-(5'-Methylthio)pentylmalic acid 
2-(6'-Methylthio)hexylmalic acid 
2-(7'-Methylthio)heptylmalic acid 
2-(acetamidomethylidene)succinic acid 
2-(carboxymethyl)-1-oxo-1,2-dihydronaphtho[1,2-d]-1,2-thiazole-4-carboxylic acid 3,3-dioxide 
2-(ethoxyimino)-2-ketoglutaric acid 
2-(omega-methylthio)alkylmaleic acid +  
2-(p-coumaroyl)malic acid 
2-(phosphinomethylidene)succinic acid 
2-amino-2-deoxyisochorismic acid 
2-amino-3-(3-oxoprop-1-enyl)but-2-enedioic acid +  
2-benzylsuccinic acid +  
2-chlorosuccinic acid 
2-ethyl-4-hydroxy-5-methyl-3(2H)-furanone 
2-formylglutaric acid 
2-Hydroxy-2-ethylsuccinic acid 
2-hydroxy-3-carboxy-6-oxo-7-methylocta-2,4-dienoic acid 
2-hydroxy-3-oxosuccinic acid +  
2-hydroxy-5-methyl-cis,cis-muconic acid 
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid 
2-hydroxydicarboxylic acid +   
2-hydroxydodec-2-enoate 
2-hydroxyhepta-2,4-dienedioic acid 
2-hydroxymethylglutaric acid +  
2-hydroxyrubiarbonone E 
2-isopropylmaleic acid 
2-isopropylmalic acid +  
2-methylbutanedioic acid +  
2-methylene-3-methylsuccinic acid 
2-methylideneglutaric acid 
2-O-sulfo-beta-L-threo-hex-4-enopyranuronosyl-(1->4)-beta-D-GlcpNS 
2-Oxo-5-methyl-cis-muconate 
2-Oxosuberate 
2-Propylglutaric acid 
2-propylmalic acid +  
2-Propylsuccinic acid 
2-succinyl-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid +  
2-succinylbenzoic acid +  
20-epi-isoiguesterinol 
20-hydroxy-20-oxoleukotriene B4-20-(beta-D-glucuronide) 
3,15-di-O-acetylbruceolide 
3,15-di-O-propionylbruceolide 
3,3'-Thiobispropanoic acid  
3,3-dimethyl-1-cyclohexen-1-ol 
3,4-bis(7-chloroindol-3-yl)-2,5-diiminohexanedioic acid 
3,5-dihydroxy-2-(1'-oxo-3'-hexadecenyl)-2-cyclohexene-1-one 
3,6-dihydroxypyridine-2,5-dione 
3,7-dihydroxytropolone 
3-(1-carboxyvinyloxy)anthranilic acid 
3-(2'-Methylthio)ethylmalic acid 
3-(3'-Methylthio)propylmalic acid 
3-(4'-Methylthio)butylmalic acid 
3-(4,6-dihydroxy-3-oxocyclohexa-1,4-dien-1-yl)acrylic acid 
3-(4-hydroxyphenyl)lactic acid +  
3-(5'-Methylthio)pentylmalic acid 
3-(6'-Methylthio)hexylmalic acid 
3-(7'-Methylthio)heptylmalic acid 
3-(acetamidomethylidene)-2-(hydroxymethyl)succinic acid 
3-[(1-carboxyvinyl)oxy]benzoic acid 
3-[2-chloro-4-(methylsulfonyl)benzoyl]-4-hydroxybicyclo[3.2.1]oct-3-en-2-one +  
3-carboxyprop-2-enoyl group +  
3-hydroxy-3-butenoic acid 
3-hydroxy-3-methylglutaric acid +  
3-hydroxy-5,9,17-trioxo-4,5:9,10-disecoandrosta-1(10),2-dien-4-oic acid +  
3-hydroxyaspartic acid +  
3-hydroxydodecanedioic acid 
3-hydroxysuberic acid 
3-methylcyclopent-1-en-1-ol 
3-methylmalic acid +  
3-methylthioaspartic acid +  
3-O-vanillyceanothic acid 
3-propylmalic acid 
3-thio-L-aspartic acid +  
3Z-hexen-3-ol 
4,4'-disulfanyldibutanoic acid 
4-(2-carboxyethyl)-7a-methyl-1-oxo-octahydro-1H-indene-5-carboxylic acid glucuronide 
4-amino-4-deoxyprephenic acid 
4-aminofolic acid 
4-carboxy-2-hydroxyhexa-2,4-dienedioic acid +  
4-carboxy-2-hydroxymuconate semialdehyde hemiacetal 
4-hydroxy-2,5-dimethylfuran-3-one 
4-hydroxy-5-methyl-2-methylenefuran-3-one 
4-hydroxy-5-methyl-3-furanone 
4-hydroxymandelic acid +  
4-hydroxyprotoasukamycin +  
4E,15Z-bilirubin IXa 
5,6,6'-trihydroxy-5'-methoxy[biphenyl]-3,3'-dicarboxylic acid 
5-(6-O-malonyl-beta-D-glucosyloxy)-indole-3-carboxylic acid 
5-[(1-carboxyethenyl)oxy]-6-hydroxycyclohexa-1,3-diene-1-carboxylic acid +  
5-dehydro-4-deoxy-D-glucaric acid 
5-hydroxy-7-prop-2-en-(E)-ylidene-7,7a-dihydro- 2H-cyclopenta[b]pyran-6-one 
5-hydroxy-7-prop-2-en-(Z)-ylidene-7,7a-dihydro- 2H-cyclopenta[b]pyran-6-one 
5-oxo-delta-bilirubin 
6-(carboxymethoxy)hexanoic acid 
6-\{[1-(benzylsulfonyl)piperidin-4-yl]amino\}-3-(carboxymethoxy)thieno[3,2-b][1]benzothiophene-2-carboxylic acid 
6-chloro-3-hydroxypyridine-2,5-dione 
6-oxo-2-hydroxy-7-(4'-chlorophenyl)-3,8,8-trichloroocta-2E,4E,7E-trienoic acid 
7-(2-amino-2-carboxyethyl)-5-hydroxy-2H-1,4-benzothiazine-3-carboxylic acid 
7-acetyl-16,17-dehydro-16-hydroxyneotrichilenone 
7-epiclusianone 
8,5'-diferulic acid 
8-hydroxy-2-oxabicyclo[3.3.1]non-6-ene-3,5-dicarboxylic acid 
8-oxocitronellyl enol +  
[(1S)-4-hydroxy-2,2,3-trimethylcyclopent-3-enyl]acetic acid 
\{4-[(carboxymethoxy)carbonyl]-3,3-dioxido-1-oxonaphtho[1,2-d]-1,2-thiazol-2(1H)-yl\}acetic acid 
actinorhodin 
adxanthromycin A 
adxanthromycin B 
agglomerin F 
aldaric acid +   
alizarin complexone 
alpha,omega-dicarboxylic acid +   
alpha-Allokainic acid 
alpha-D-NeuNAc-(2->9)-alpha-D-NeuNAc 
alpha-L-threo-hex-4-enopyranuronosyl-(1->4)-2-deoxy-6-O-sulfo-2-(sulfoamino)-alpha-D-Glcp 
alpha-Neup5Ac-(2->8)-alpha-Neup5Ac-(2->3)-beta-D-Galp-(1->4)-beta-D-Glcp +   
amino dicarboxylic acid +   
anaerobilin 
andrastin A  
andrastin B +   
andrastin C +   
andrastin D +  
andrastin E 
andrastin F 
aryl(methyl)malonic acid +  
aspartic acid +   
asperrubrol 
ATTO 565 +  
ATTO 565 meta-isomer(1+) +  
ATTO 565 para-isomer(1+) +  
ATTO 590 +  
ATTO 590 meta-isomer(1+) +  
ATTO 590 para-isomer(1+) +  
australifungin 
avenic acid B 
benazeprilat +   
benzenedicarboxylic acid +   
benzylpenicilloyl-cysteine 
beta-bitter acid +  
beta-L-thrHexpA4en-(1->4)-beta-D-GlcpNAc 
beta-thujaplicin  
betalamic acid 
bicyclopyrone 
bilirubin IIIalpha 
bilirubin IXalpha  
bilirubin XIIIalpha 
biliverdin beta 
biliverdin delta 
BMS-192548 
botrallin 
brazilein  
bromosuccinic acid 
bruceanol F 
bruceolide +  
butenedioic acid +   
butenedioyl group +  
butynedioic acid +  
C4-dicarboxylic acid +   
Calcium propionate 
candoxatrilat +   
cangoronin 
cantharidic acid  
carboxyibuprofen 
Carboxyphosphonopyruvate 
carlosic acid +  
carlosic acid methyl ester 
ceanothic acid 
ceftibuten +   
chaetoglobosin L 
chenodeoxycholic acid 3-O-(beta-D-glucuronide) 
chlorendic acid  
cinaciguat  
cis-2-Carboxycyclohexyl-acetic acid 
citraconic acid  
clethodim 
cromoglycic acid 
curcumin 4'-O-beta-D-gentiotetraside 
curcumin 4'-O-beta-D-gentiotrioside 
cyclobutanedicarboxylic acid +  
cycloxydim 
cytosporic acid 
decatromicin B 
Delta(4)-beta-D-GlcpA-(1->3)-beta-D-GalpNAc4S6S 
Delta(4)-beta-D-GlcpA-(1->4)-alpha-D-GlcpNAc 
Delta(4)-beta-D-GlcpA-(1->4)-D-GlcpNAc6S +  
Delta(4)-beta-D-GlcpA-(1->4)-D-GlcpNS6S 
Delta(4)-beta-D-GlcpA2S-(1->3)-alpha-D-GlcpNAc 
Delta(4)-beta-D-GlcpA2S-(1->3)-beta-D-GalpNAc4S 
Delta(4)-beta-D-GlcpA2S-(1->3)-D-GalpNAc6S +  
demethyldeoxyspectinabilin 
deoxylimonoic acid D-ring-lactone 
dibenzo[b,d]furan-4,6-dicarboxylic acid 
Didodecyl thiobispropanoate 
dihydrodipicolinic acid +  
dihydrokainic acid 
dihydroxy-1,4-benzoquinones +   
dihydroxyfumaric acid 
dihydroxymalonic acid 
dimethylcarbate 
dimethylmaleic acid 
dimethylmalonic acid 
diosphenol 
diphenic acid 
drummondin D 
drummondin E 
drummondin F 
EI-1511-3 
EI-1511-5 
EI-1625-2 
enalaprilat (anhydrous) +   
enol-oxaloacetic acid 
A dicarboxylic acid that is butenedioic acid in which the hydrogen at the 2-position is substituted by a hydroxy group.
eprosartan +   
equisetin 
ethylmalonic acid +   
Ferrous fumarate 
fertaric acid +  
filicinic acid +  
formestane  
fujikurin D 
fumaric acid +   
furan-2,5-dicarboxylic acid 
gamma-CEHC beta-glucuronide 
gamma-Glu-Tyr 
geissoschizine +  
gibberellin A110 
gibberellin A12 +  
gibberellin A14 +  
gibberellin A15 (diacid form) 
gibberellin A18 
gibberellin A19 
gibberellin A24 
gibberellin A36 
gibberellin A44 diacid 
gibberellin A51-catabolite 
gibberellin A53 +  
gibberellin A8-catabolite 
glandicoline B +  
Glycinoeclepin A 
hawkinsin 
hedychilactone D 
hematein 
hematoporphyrin 
heme d cis-diol +  
heme d trans-diol 
heptenedioic acid +  
heptylmalonic acid 
hexenedioic acid +  
hydroxybenzoquinone +   
hydroxymalonic acid 
hydroxysafflor yellow A  
hyocholic acid 6-O-(beta-D-glucuronide) 
hyodeoxycholic acid 6-O-(beta-D-glucuronide) 
imidaprilat  
iminoaspartic acid 
ionomycin  
iron methylchlorin 
isoceanothic acid 
isodrummondin D 
isoglutamic acid 
isoiguesterin 
Isoniazid alpha-ketoglutaric acid 
isonocardicin A 
isonocardicin C 
isopentenol 
itaconic acid +  
kainic acid +   
kojic acid  
L-2-Aminoadipate adenylate 
lancifodilactone G 
lansic acid +  
Lauroyl peroxide 
limonoic acid 
lithocholic acid 3-O-(beta-D-glucuronide) 
lucensimycin E 
luteolin-7-O-[beta-D-glucuronosyl-(1->2)-beta-D-glucuronide] 
maleic acid +   
malic acid +   
marinolic acid C 
meleagrine 
melophlin P 
melophlin Q 
melophlin R 
melophlin S 
mesaconic acid +  
methotrexate  
methylmalonic acid +   
mitchellene D 
mono(3-carboxypropyl) phthalate 
mono(6-carboxy-2-methylheptyl) phthalate 
mono(7-carboxy-2-methyloctyl) phthalate 
mono[2-(carboxymethyl)hexyl] phthalate 
monohydroxy-1,4-benzoquinones +   
mycobilin a 
mycobilin b 
N-(4-aminobenzoyl)-L-glutamic acid 
N-acyl-aspartic acid +   
N-amidinoaspartic acid +  
N-carbamoylaspartic acid +  
N-carboxy-beta-alanine 
N-formimidoyl-L-aspartic acid 
N-formimidoyl-L-glutamic acid 
N-formylisoglutamic acid 
N-malonyltryptophan 
naphthalene-2,6-dicarboxylic acid 
nedocromil  
nigranoic acid 
nocamycin E +  
nocamycin I 
nocardicin A 
nocardicin C 
Nonate 
octenedioic acid +  
olsalazine 
oxaloacetic acid +   
oxo dicarboxylic acid +   
oxymetholone +   
p-coutaric acid +  
pamoic acid  
penillic acid +  
pentenedioic acid +  
Perazine dimalonate 
perindoprilat 
phenazine-1,6-dicarboxylic acid 
polyketomycin 
polyunsaturated dicarboxylic acid +   
poricoic acid A 
poricoic acid C 
poricoic acid G 
poricoic acid H 
porphobilinogen  
premithramycin A2' 
premithramycin A3' 
profoxydim 
protoasukamycin +  
pyrandicarboxylic acid +  
pyranonigrin A 
pyranonigrin E 
pyranonigrin G 
pyranonigrin H 
pyranonigrin I 
pyranonigrin J 
pyranonigrin K 
pyridinedicarboxylic acid +   
pyrimidinedicarboxylic acid +  
pyrroledicarboxylic acid +  
pyrrolidinedicarboxylic acid +  
quinaprilat  
quinolinedicarboxylic acid 
ramiprilat  
rhinacanthin C 
rhinacanthin D 
rifamycin SV hemiaminal 
salvianolic acid B  
sch 210971 
sch 210972 +  
sch 213766 
schizokinen 
semicochliodinol A 
shinorine 
sinapoyltartronic acid 
smenospongines C 
spiraprilat +   
SQ 26,992 
stemphyloxin I +  
streptolydigin 
succimer  
succinic acid +   
succinic acid-d4 
sulfanegen 
TAN-1612 
tensyuic acid B +  
tensyuic acid C 
tensyuic acid E 
tensyuic acid F 
teriflunomide  
terretonin 
Tetrahydro-2,5-furan-diacetic acid 
tetramic acid +  
tetraric acid +  
thiazepinedicarboxylic acid +  
thiazolidinedicarboxylic acid +  
thiodiacetic acid 
thiodiacetic acid sulfoxide 
thiomalic acid +   
thiomorpholine-3,5-dicarboxylic acid +  
TMC-1A 
TMC-1B 
TMC-1C 
TMC-1D 
trandolaprilat 
trans-2,3-epoxysuccinic acid 
traumatic acid +  
trichosetin +  
trinexapac +  
trinexapac-ethyl 
tropolone +   
undec-1-en-1-ol 
viridicatumtoxin 

Synonyms
Exact Synonyms: (2Z)-2-hydroxybut-2-enedioic acid
Related Synonyms: 2-Hydroxybut-2-enedioic acid ;   Formula=C4H4O5 ;   InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1,5H,(H,6,7)(H,8,9)/b2-1- ;   InChIKey=UWYVPFMHMJIBHE-UPHRSURJSA-N ;   SMILES=OC(=O)\\C=C(/O)C(O)=O ;   hydroxyfumaric acid
Alternate IDs: CHEBI:10547 ;   CHEBI:1158 ;   CHEBI:19638 ;   CHEBI:23911
Xrefs: Beilstein:3661871 ;   KEGG:C03981 ;   LIPID_MAPS_instance:LMFA01170061 ;   Reaxys:3661871
Cyclic Relationships: is_conjugate_base_of CHEBI:17479

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