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CHEBI:35932 - 3-methyl-2-oxovaleric acid

ChEBI IDCHEBI:35932
ChEBI Name3-methyl-2-oxovaleric acid
Stars
DefinitionA 2-oxo monocarboxylic acid that is valeric acid carrying oxo- and methyl substituents at C-2 and C-3, respectively. An α-keto acid analogue and metabolite of isoleucine in man, animals and bacteria. Used as a clinical marker for maple syrup urine disease (MSUD).
Last Modified21 April 2022
DownloadsMolfile
FormulaC6H10O3
Net Charge0
Average Mass130.143
Monoisotopic Mass130.06299
SMILESCCC(C)C(=O)C(=O)O
InChIInChI=1S/C6H10O3/c1-3-4(2)5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)
InChIKeyJVQYSWDUAOAHFM-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
3-methyl-2-oxovaleric acid (CHEBI:35932) has functional parent valeric acid (CHEBI:17418)
3-methyl-2-oxovaleric acid (CHEBI:35932) has role human metabolite (CHEBI:77746)
3-methyl-2-oxovaleric acid (CHEBI:35932) is a 2-oxo monocarboxylic acid (CHEBI:35910)
3-methyl-2-oxovaleric acid (CHEBI:35932) is a branched-chain keto acid (CHEBI:191197)
3-methyl-2-oxovaleric acid (CHEBI:35932) is conjugate acid of 3-methyl-2-oxovalerate (CHEBI:28654)
Incoming Relation(s)
(R)-3-methyl-2-oxovaleric acid (CHEBI:28379) is a 3-methyl-2-oxovaleric acid (CHEBI:35932)
(S)-3-methyl-2-oxovaleric acid (CHEBI:15614) is a 3-methyl-2-oxovaleric acid (CHEBI:35932)
3-methyl-2-oxovalerate (CHEBI:28654) is conjugate base of 3-methyl-2-oxovaleric acid (CHEBI:35932)
IUPAC Name 
3-methyl-2-oxopentanoic acid
Synonyms  Source
α-oxo-β-methyl-n-valeric acidChEBI
2-oxokolavenic acidChEBI
α-keto-β-methyl-n-valeric acidChEBI
α-oxo-β-methylvaleric acidChEBI
3-ethyl-3-methylpyruvic acidChemIDplus
alpha-keto-beta-methylvaleric acidHMDB
Manual XrefsDatabases
HMDB0000491HMDB
C03465KEGG COMPOUND
Registry NumbersSources
Gmelin:971983Gmelin
Reaxys:1098987Reaxys
CAS:1460-34-0ChemIDplus
CAS:1460-34-0KEGG COMPOUND
Citations