CHEBI:44482 - N-oxalylglycine

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ChEBI Name N-oxalylglycine
ChEBI ID CHEBI:44482
ChEBI ASCII Name N-oxalylglycine
Definition An amino dicarboxylic acid that is iminodiacetic acid with an oxo substituent. It is used as an inhibitor of α-ketoglutarate dependent (EC 1.14.11.*) enzymes.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C4H5NO5
Net Charge 0
Average Mass 147.08620
Monoisotopic Mass 147.01677
InChI InChI=1S/C4H5NO5/c6-2(7)1-5-3(8)4(9)10/h1H2,(H,5,8)(H,6,7)(H,9,10)
InChIKey BIMZLRFONYSTPT-UHFFFAOYSA-N
SMILES OC(=O)CNC(=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 )
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): EC 1.14.11.* (oxidoreductase acting on paired donors, 2-oxoglutarate as one donor, incorporating 1 atom each of oxygen into both donors) inhibitor
An EC 1.14.* (oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitor that interferes with the function of any such enzyme using 2-oxoglutarate as one donor and incorporating one atom each of oxygen into both donors (EC 1.14.11.*).
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ChEBI Ontology
Outgoing N-oxalylglycine (CHEBI:44482) has role EC 1.14.11.* (oxidoreductase acting on paired donors, 2-oxoglutarate as one donor, incorporating 1 atom each of oxygen into both donors) inhibitor (CHEBI:76902)
N-oxalylglycine (CHEBI:44482) is a N-acylglycine (CHEBI:16180)
N-oxalylglycine (CHEBI:44482) is a amino dicarboxylic acid (CHEBI:36164)
Incoming dimethyloxalylglycine (CHEBI:102218) has functional parent N-oxalylglycine (CHEBI:44482)
IUPAC Name
N-(carboxycarbonyl)glycine
Synonyms Sources
2-oxo-3-azaglutaric acid ChEBI
NOG ChEBI
Oxaloglycine ChemIDplus
oxalylglycine ChEBI
Manual Xrefs Databases
N-Oxalylglycine Wikipedia
OGA PDBeChem
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Registry Numbers Types Sources
1771016 Reaxys Registry Number Reaxys
5262-39-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1321909 PubMed citation Europe PMC
16165092 PubMed citation Europe PMC
19359167 PubMed citation Europe PMC
6706993 PubMed citation Europe PMC
Last Modified
01 April 2016