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CHEBI:48430 - 4-methyl-2-oxopentanoic acid

ChEBI IDCHEBI:48430
ChEBI Name4-methyl-2-oxopentanoic acid
Stars
DefinitionA 2-oxo monocarboxylic acid that is pentanoic acid (valeric acid) substituted with a keto group at C-2 and a methyl group at C-4. A metabolite that has been found to accumulate in maple syrup urine disease.
Secondary ChEBI IDsCHEBI:1891, CHEBI:41619
Last Modified21 April 2022
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC6H10O3
Net Charge0
Average Mass130.143
Monoisotopic Mass130.06299
SMILESCC(C)CC(=O)C(=O)O
InChIInChI=1S/C6H10O3/c1-4(2)3-5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)
InChIKeyBKAJNAXTPSGJCU-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - PubMed (14636955)
Chlamydomonas reinhardtii (ncbitaxon:3055) - PubMed (25515814)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
algal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
ChEBI Ontology
Outgoing Relation(s)
4-methyl-2-oxopentanoic acid (CHEBI:48430) has functional parent valeric acid (CHEBI:17418)
4-methyl-2-oxopentanoic acid (CHEBI:48430) has role algal metabolite (CHEBI:84735)
4-methyl-2-oxopentanoic acid (CHEBI:48430) has role human metabolite (CHEBI:77746)
4-methyl-2-oxopentanoic acid (CHEBI:48430) is a 2-oxo monocarboxylic acid (CHEBI:35910)
4-methyl-2-oxopentanoic acid (CHEBI:48430) is a branched-chain keto acid (CHEBI:191197)
4-methyl-2-oxopentanoic acid (CHEBI:48430) is conjugate acid of 4-methyl-2-oxopentanoate (CHEBI:17865)
Incoming Relation(s)
4-methyl-2-oxopentanoate (CHEBI:17865) is conjugate base of 4-methyl-2-oxopentanoic acid (CHEBI:48430)
IUPAC Name 
4-methyl-2-oxopentanoic acid
Synonyms  Source
4-Methyl-2-oxopentanoateKEGG COMPOUND
2-OxoisocaproateKEGG COMPOUND
2-OXO-4-METHYLPENTANOIC ACIDPDBeChem
α-ketoisocaproic acidChemIDplus
4-methyl-2-oxovaleric acidChemIDplus
KetoleucineHMDB
Manual XrefsDatabases
C00233KEGG COMPOUND
COIPDBeChem
DB03229DrugBank
HMDB0000695HMDB
2K-4CH3-PENTANOATEMetaCyc
C00019677KNApSAcK
Registry NumbersSources
Reaxys:1701823Reaxys
CAS:816-66-0ChemIDplus
CAS:816-66-0KEGG COMPOUND
Citations