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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 4-methyl-2-oxopentanoic acid
ChEBI ID CHEBI:48430
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:41619, CHEBI:1891
Supplier Information
Save molfile Download Molfile
more structures >>
Formula C6H10O3
Net Charge 0
Average Mass 130.14180
Monoisotopic Mass 130.063
InChI InChI=1S/C6H10O3/c1-4(2)3-5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)
InChIKey BKAJNAXTPSGJCU-UHFFFAOYSA-N
SMILES CC(C)CC(=O)C(O)=O
Metabolite of Species Details
Chlamydomonas reinhardtii (NCBI:3055) See: PubMed
Homo sapiens (NCBI:9606) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 conjugate acid of 4-methyl-2-oxopentanoate (CHEBI:17865)
Incoming 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 Sources
2-OXO-4-METHYLPENTANOIC ACID PDBeChem
2-Oxoisocaproate KEGG COMPOUND
4-Methyl-2-oxopentanoate KEGG COMPOUND
4-methyl-2-oxovaleric acid ChemIDplus
α-ketoisocaproic acid ChemIDplus
Ketoleucine HMDB
Database Links Databases
2K-4CH3-PENTANOATE MetaCyc
C00019677 KNApSAcK
C00233 KEGG COMPOUND
COI PDBeChem
DB03229 DrugBank
HMDB00695 HMDB
View more database links
Registry Numbers Types Sources
1701823 Reaxys Registry Number Reaxys
816-66-0 CAS Registry Number KEGG COMPOUND
816-66-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14636955 PubMed citation Europe PMC
22770225 PubMed citation Europe PMC
Last Modified
23 October 2015