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> Main
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 (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
fundamental metabolite
Any metabolite produced by all living cells.
View more via ChEBI Ontology
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