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

Ontology Browser

Term:
Parent Terms Term With Siblings Child Terms
(2E,4Z)-2-hydroxymuconic acid 
(2S)-2-isopropyl-3-oxosuccinic acid 
(2Z,4E)-2-hydroxymuconic acid 
(carboxymethoxy)succinic acid 
(R)-2-(phosphonomethyl)malic acid 
(R)-2-ethylmalic acid 
(R)-3,3-dimethylmalic acid 
1,4-butanediammonium 
1-hexadecyl-2-succinyl-sn-glycero-3-phosphocholine 
11-deoxycorticosterone-21-hemisuccinate 
11alpha-hydroxyprogesterone hemisuccinate +  
2'-deoxyadenosine 5'-monophosphate +  
2'-deoxyadenosine 5'-monophosphate(2-) +  
2,2-dimethylsuccinic acid 
2,3-dimethylmalic acid +  
2-(acetamidomethylidene)succinic acid 
2-(omega-methylthio)alkylmalic acid +  
2-(phosphinomethylidene)succinic acid 
2-benzylsuccinic acid +  
2-chlorosuccinic acid 
2-deoxy-D-ribofuranose 1-phosphate +   
2-hydroxy-3-(2-methylidenecyclopropyl)butanedioic acid 
2-hydroxy-3-oxosuccinic acid +  
2-hydroxyadipic acid +  
2-hydroxyglutaric acid +   
2-hydroxyoctanedioic acid 
2-isopropylmalic acid +  
2-methyl-3-oxosuccinic acid +  
2-methylene-3-methylsuccinic acid 
2-oxoglutarate(1-) 
2-oxoglutaric acid +  
2-phosphinomethylmalic acid 
2-propylmalic acid +  
3-(acetamidomethylidene)-2-(hydroxymethyl)succinic acid 
3-(omega-methylthio)alkylmalic acid +  
3-carboxypropanoyl group 
3-ethylmalic acid 
3-hydroxy-2-isopropyl-4-methoxy-4-oxobutanoate 
3-hydroxy-2-isopropyl-4-methoxy-4-oxobutanoic acid 
3-hydroxyaspartic acid +  
3-isopropylmalic acid +  
3-methylmalic acid +  
3-methylthioaspartic acid +  
3-phosphoglyceric acid +   
3-phosphonato-D-glycerate(3-) 
3-propylmalic acid 
3-thio-L-aspartic acid +  
4-(6-hydroxypyridin-3-yl)-4-oxobutyric acid 
4-\{[6-endo-amino-6-exo-benzoyl-5-exo-phenylnorbornan-2-yl]oxy\}-4-oxobutanoic acid 
4-methoxy-4-oxo-3-phenylbutanoic acid 
5-dehydro-4-deoxy-D-glucaric acid 
6-phospho-D-gluconic acid 
6-phosphonatooxy-D-gluconate 
6beta-hydroxyprogesterone hemisuccinate 
acetic acid +   
acetyl-CoA +   
adenosine +   
adenosine 5'-monophosphate +   
adenosine 5'-monophosphate(1+) 
adenosine 5'-monophosphate(2-) +  
adipic acid +   
ADP +   
ADP(3-) +  
alanine +   
aldehydo-D-ribose 5-phosphate(2-) 
alpha-D-glucose 1-phosphate(2-) 
alpha-D-glucose 6-phosphate(2-) 
alpha-D-mannose 6-phosphate(2-) 
alpha-L-galactose 1-phosphate(2-) 
ammonium acetate  
ammonium hydroxide  
arabinose +  
arginine +   
aspartate(1-) +  
aspartate(2-) +  
aspartic acid +   
ATP +   
ATP(3-) 
ATP(4-) +  
beta-alaninate 
beta-alanine +   
beta-D-fructofuranose 6-phosphate(2-) 
beta-D-glucose 1-phosphate(2-) 
beta-D-glucose 6-phosphate(2-) +  
beta-L-galactose 1-phosphate(2-) 
bromosuccinic acid 
butenedioic acid +   
butynedioic acid +  
carboxyfentanyl 
cis-aconitic acid 
citramalic acid +  
citrate(1-) +  
citrate(2-) +  
citrate(3-) +   
citric acid +   
cysteine +   
D-aspartate(1-) +  
D-cysteinate(1-) 
D-cysteinate(2-) 
D-cysteinium 
D-cysteinyl radical +  
D-erythro-isocitrate(3-) 
D-fructofuranose 1,6-bisphosphate(4-) +  
D-fructofuranose 1-phosphate(2-) +  
D-fructofuranose 6-phosphate(2-) 
D-fructose 1,6-bisphosphate +   
D-fructose 6-phosphate +  
D-galactopyranose 1-phosphate +   
D-glucopyranose 1-phosphate +   
D-glucopyranose 1-phosphate(2-) 
D-glucose 6-phosphate +   
D-mannopyranose 6-phosphate(2-) 
D-mannose 1-phosphate +  
D-mannose 6-phosphate +   
D-ribose +   
D-ribose 5-phosphate +   
D-ribulose 5-phosphate(2-) 
D-threo-isocitrate(3-) 
dGDP 
dihydroxyfumaric acid 
dioxosuccinic acid 
disodium fumarate 
disodium malate 
dTMP +   
enol-oxaloacetic acid 
ethyl 3-methylbutyl butanedioate 
ferric ammonium citrate  
fructose +   
fructose 1-phosphate +  
fumarate(1-) +  
fumaric acid +   
galactose +   
glucose +   
glutamate(1-) +  
glutamate(2-) +  
glutamic acid +   
glutamine +   
glyceraldehyde +   
glycerate +  
glyceric acid +   
glycinate +   
glycine +   
glycine betaine +   
glycine betaine hydrate 
glycinium +  
glycolaldehyde +   
glycyl radical +  
guanosine +   
homocysteinate +  
homocysteine +   
hypoxanthine +   
IDP 
iminoaspartic acid 
isocitric acid +  
itaconic acid +  
keto-phenylpyruvic acid +   
L-alaninate +  
L-alanine +   
L-alaninium +  
L-aspartate(1-) +  
L-aspartate(2-) +  
L-cysteinate(1-) +  
L-cysteinate(2-) 
L-cysteinium +  
L-cysteinyl radical +  
L-erythro-isocitrate(3-) 
L-galactose 1-phosphate +  
L-galactose 1-phosphate(2-) +  
L-homocysteine zwitterion 
L-ribulose 5-phosphate(2-) 
L-threo-isocitrate(3-) 
L-tyrosinate(1-) 
L-tyrosinate(2-) +  
L-tyrosine +   
L-tyrosinium +  
L-xylulose 5-phosphate(2-) 
lipoate +  
lipoic acid +   
magnesium citrate 
malate(2-) +  
malic acid +   
A 2-hydroxydicarboxylic acid that is succinic acid in which one of the hydrogens attached to a carbon is replaced by a hydroxy group.
mannose +   
methoxysuccinyl-Ala-Ala-Pro-Ala chloromethyl ketone 
methoxysuccinyl-Ala-Ala-Pro-Val chloromethyl ketone 
methylmalonic acid +   
monosodium fumarate 
N(6)-(1,2-dicarboxyethyl)-AMP 
N,N,N-trimethylglycinium +  
N-carbamoylaspartic acid +  
N-formimidoyl-L-aspartic acid 
N-succinyl-L-glutamic 5-semialdehyde 
NAD +   
NADH +  
NADP zwitterion +   
NADP(+) +   
NADPH +  
oxalatosuccinate(3-) 
oxaloacetic acid +   
oxalosuccinic acid +  
phenyl [1-(N-succinylamino)pentyl]phosphonate 
phosphinomethylisomalic acid 
phosphoenolpyruvate  
phosphoenolpyruvic acid 
phosphonatoenolpyruvate 
potassium acetate 
potassium hydrogencarbonate 
pseudouridine +  
purine +   
putrescine +   
pyruvate +  
pyruvic acid +   
rac-lactic acid +   
ribulose 5-phosphate +  
S-adenosyl-L-homocysteinate 
S-adenosyl-L-homocysteine  
SAICAR  
serinate +  
serine +   
serinium +  
sodium lactate 
spermidine +   
spermidine(3+) 
spermine +   
spermine(4+) 
succinamic acid +  
succinate ester +   
succinate(1-) 
succinic acid +   
succinic acid-d4 
succinic anhydride +  
succinyl group 
succinyladenosine 
tetraric acid +  
thiamine(1+) diphosphate +  
thiomalic acid +   
trans-2,3-epoxysuccinic acid 
trans-aconitate(3-) 
trans-aconitic acid 
UDP-alpha-D-glucose  
UDP-alpha-D-xylose 
uridine +   
xanthine +   
xylulose 5-phosphate +   

Synonyms
Related Synonyms: 2-Hydroxybutanedioic acid ;   2-Hydroxyethane-1,2-dicarboxylic acid ;   2-Hydroxysuccinic acid ;   Aepfelsaeure ;   DL-Malic acid ;   E296 ;   Formula=C4H6O5 ;   H2mal ;   InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9) ;   InChIKey=BJEPYKJPYRNKOW-UHFFFAOYSA-N ;   SMILES=OC(CC(O)=O)C(O)=O ;   alpha-hydroxysuccinic acid ;   apple acid ;   hydroxybutanedioic acid ;   hydroxysuccinic acid
Xrefs: Beilstein:1723539 "Beilstein" ;   CAS:6915-15-7 "ChemIDplus" ;   CAS:6915-15-7 "NIST Chemistry WebBook" ;   Gmelin:3325 "Gmelin" ;   HMDB:HMDB0000744 ;   KEGG:C00711 ;   KEGG:D04843
Xref Mesh: MESH:C030298
Xrefs: MetaCyc:RS-Malate ;   PMID:15767321 "Europe PMC" ;   PMID:17190852 "Europe PMC" ;   PMID:17439666 "Europe PMC" ;   PMID:17896933 "Europe PMC" ;   PMID:19743855 "Europe PMC" ;   PMID:22411507 "Europe PMC" ;   PPDB:1352 ;   Reaxys:1723539 "Reaxys" ;   Wikipedia:Malic_acid
Cyclic Relationships: is_conjugate_acid_of CHEBI:15595 ;   is_conjugate_acid_of CHEBI:25115

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.