CHEBI:30915 - 2-oxoglutaric acid

ChEBI IDCHEBI:30915
ChEBI Name2-oxoglutaric acid
Stars
DefinitionAn oxo dicarboxylic acid that consists of glutaric acid bearing an oxo substituent at position 2. It is an intermediate metabolite in Krebs cycle.
Secondary ChEBI IDsCHEBI:1253, CHEBI:19749, CHEBI:40661
Last Modified30 August 2023
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC5H6O5
Net Charge0
Average Mass146.098
Monoisotopic Mass146.02152
SMILESO=C(O)CCC(=O)C(=O)O
InChIInChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)
InChIKeyKPGXRSRHYNQIFN-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
fundamental metabolite  Any metabolite produced by all living cells.
ChEBI Ontology
Outgoing Relation(s)
2-oxoglutaric acid (CHEBI:30915) has functional parent glutaric acid (CHEBI:17859)
2-oxoglutaric acid (CHEBI:30915) has role fundamental metabolite (CHEBI:78675)
2-oxoglutaric acid (CHEBI:30915) is a oxo dicarboxylic acid (CHEBI:36145)
2-oxoglutaric acid (CHEBI:30915) is conjugate acid of 2-oxoglutarate(1−) (CHEBI:30916)
Incoming Relation(s)
2-oxoglutaryl-CoA (CHEBI:71364) has functional parent 2-oxoglutaric acid (CHEBI:30915)
oxalosuccinic acid (CHEBI:7815) has functional parent 2-oxoglutaric acid (CHEBI:30915)
2-oxoglutarate(1−) (CHEBI:30916) is conjugate base of 2-oxoglutaric acid (CHEBI:30915)
IUPAC Name 
2-oxopentanedioic acid
Synonyms  Source
2-Ketoglutaric acidKEGG COMPOUND
alpha-Ketoglutaric acidKEGG COMPOUND
Oxoglutaric acidKEGG COMPOUND
α-ketoglutaric acidNIST Chemistry WebBook
Manual XrefsDatabases
2-KETOGLUTARATEMetaCyc
AKGPDBeChem
Alpha-Ketoglutaric_acidWikipedia
C00000769KNApSAcK
C00026KEGG COMPOUND
DB02926DrugBank
HMDB0000208HMDB
Registry NumbersSources
Reaxys:1705689Reaxys
Gmelin:602480Gmelin
CAS:328-50-7KEGG COMPOUND
CAS:328-50-7ChemIDplus
CAS:328-50-7NIST Chemistry WebBook
Citations