CHEBI:66951 - 4-oxo-4-(pyridin-3-yl)butanoic acid

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ChEBI Name 4-oxo-4-(pyridin-3-yl)butanoic acid
Definition A monocarboxylic acid that is succinic acid in which the hydroxy group of one of the carboxy groups is replaced by a pyridin-3-yl group. A byproduct of tobacco-specific N-nitrosamines generated by cytochrome P-450 which catalyzes methylnitrosaminopyridylbutanone hydroxylation, this nicotine metabolite is commonly found in the urine of smokers.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C9H9NO3
Net Charge 0
Average Mass 179.17270
Monoisotopic Mass 179.05824
InChI InChI=1S/C9H9NO3/c11-8(3-4-9(12)13)7-2-1-5-10-6-7/h1-2,5-6H,3-4H2,(H,12,13)
SMILES OC(=O)CCC(=O)c1cccnc1
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 4-oxo-4-(pyridin-3-yl)butanoic acid (CHEBI:66951) has functional parent 4-oxo-4-(pyridin-3-yl)butanal (CHEBI:66879)
4-oxo-4-(pyridin-3-yl)butanoic acid (CHEBI:66951) is a aromatic ketone (CHEBI:76224)
4-oxo-4-(pyridin-3-yl)butanoic acid (CHEBI:66951) is a monocarboxylic acid (CHEBI:25384)
4-oxo-4-(pyridin-3-yl)butanoic acid (CHEBI:66951) is a pyridines (CHEBI:26421)
4-oxo-4-(pyridin-3-yl)butanoic acid (CHEBI:66951) is conjugate acid of 4-oxo-4-(pyridin-3-yl)butanoate (CHEBI:66942)
Incoming 4-oxo-4-(pyridin-3-yl)butanoate (CHEBI:66942) is conjugate base of 4-oxo-4-(pyridin-3-yl)butanoic acid (CHEBI:66951)
4-oxo-4-(pyridin-3-yl)butanoic acid
Synonyms Sources
3-succinoylpyridine ChemIDplus
4-oxo-4-(3-pyridyl)-butanoic acid ChEBI
4-oxo-4-(3-pyridyl)-butyric acid ChEBI
4-oxo-4-(pyridin-3-yl)butyric acid ChEBI
γ-oxo-3-pyridinebutanoic acid ChemIDplus
γ-oxo-3-pyridinebutyric acid ChEBI
Manual Xrefs Databases
CPD-14094 MetaCyc
HMDB0000992 HMDB
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Registry Numbers Types Sources
142481 Reaxys Registry Number Reaxys
4192-31-8 CAS Registry Number KEGG COMPOUND
4192-31-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11368333 PubMed citation Europe PMC
14581070 PubMed citation Europe PMC
17464070 PubMed citation Europe PMC
22267672 PubMed citation Europe PMC
Last Modified
07 November 2013