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
Supplier Information ChemicalBook:CB5673304, eMolecules:514205, ZINC000000895034
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Serine /ˈsɪəriːn/ (symbol Ser or S) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated −NH+3 form under biological conditions), a carboxyl group (which is in the deprotonated −COO− form under biological conditions), and a side chain consisting of a hydroxymethyl group, classifying it as a polar amino acid. It can be synthesized in the human body under normal physiological circumstances, making it a nonessential amino acid. It is encoded by the codons UCU, UCC, UCA, UCG, AGU and AGC.
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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
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 Types Sources
17439666 PubMed citation Europe PMC
18990406 PubMed citation Europe PMC
20155414 PubMed citation Europe PMC
20200292 PubMed citation Europe PMC
20583149 PubMed citation Europe PMC
20636327 PubMed citation Europe PMC
21964641 PubMed citation Europe PMC
Last Modified
30 August 2023