CHEBI:30915 - 2-oxoglutaric acid

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ChEBI Name 2-oxoglutaric acid
ChEBI ID CHEBI:30915
Definition An oxo dicarboxylic acid that consists of glutaric acid bearing an oxo substituent at position 2. It is an intermediate metabolite in Krebs cycle.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:40661, CHEBI:19749, CHEBI:1253
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Formula C5H6O5
Net Charge 0
Average Mass 146.09810
Monoisotopic Mass 146.02152
InChI InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)
InChIKey KPGXRSRHYNQIFN-UHFFFAOYSA-N
SMILES OC(=O)CCC(=O)C(O)=O
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): fundamental metabolite
Any metabolite produced by all living cells.
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ChEBI Ontology
Outgoing 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 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 Sources
2-Ketoglutaric acid KEGG COMPOUND
alpha-Ketoglutaric acid KEGG COMPOUND
α-ketoglutaric acid NIST Chemistry WebBook
Oxoglutaric acid KEGG COMPOUND
Manual Xrefs Databases
2-KETOGLUTARATE MetaCyc
AKG PDBeChem
Alpha-Ketoglutaric_acid Wikipedia
C00000769 KNApSAcK
C00026 KEGG COMPOUND
DB02926 DrugBank
HMDB0000208 HMDB
View more database links
Registry Numbers Types Sources
1705689 Reaxys Registry Number Reaxys
1705689 Beilstein Registry Number Beilstein
328-50-7 CAS Registry Number KEGG COMPOUND
328-50-7 CAS Registry Number NIST Chemistry WebBook
328-50-7 CAS Registry Number ChemIDplus
602480 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
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18990406 PubMed citation Europe PMC
20155414 PubMed citation Europe PMC
20200292 PubMed citation Europe PMC
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21964641 PubMed citation Europe PMC
Last Modified
30 August 2023