CHEBI:77761 - piperidin-2-one

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ChEBI Name piperidin-2-one
ChEBI ID CHEBI:77761
Definition A δ-lactam that is piperidine which is substituted by an oxo group at position 2.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C5H9NO
Net Charge 0
Average Mass 99.13110
Monoisotopic Mass 99.068
InChI InChI=1S/C5H9NO/c7-5-3-1-2-4-6-5/h1-4H2,(H,6,7)
InChIKey XUWHAWMETYGRKB-UHFFFAOYSA-N
SMILES O=C1CCCCN1
Roles Classification
Biological Role(s): EC 1.2.1.88 (L-glutamate gamma-semialdehyde dehydrogenase) inhibitor
An EC 1.2.1.* (oxidoreductase acting on donor aldehyde/oxo group with NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of L-glutamate gamma-semialdehyde dehydrogenase (EC 1.2.1.88).
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ChEBI Ontology
Outgoing piperidin-2-one (CHEBI:77761) has role EC 1.2.1.88 (L-glutamate γ-semialdehyde dehydrogenase) inhibitor (CHEBI:77763)
piperidin-2-one (CHEBI:77761) is a δ-lactam (CHEBI:77727)
piperidin-2-one (CHEBI:77761) is a piperidones (CHEBI:48589)
IUPAC Name
piperidin-2-one
Synonyms Sources
2-oxo-piperidine ChEBI
2-oxopiperidine ChEBI
5-pentanolactam ChemIDplus
α-piperidone NIST Chemistry WebBook
δ-valerolactam NIST Chemistry WebBook
piperidinone ChemIDplus
Piperidon ChemIDplus
piperidone ChemIDplus
piperidone-2 ChemIDplus
Manual Xref Database
2-Piperidinone Wikipedia
View more database links
Registry Numbers Types Sources
106434 Reaxys Registry Number Reaxys
27154-43-4 CAS Registry Number ChemIDplus
27154-43-4 CAS Registry Number NIST Chemistry WebBook
675-20-7 CAS Registry Number NIST Chemistry WebBook
675-20-7 CAS Registry Number ChemIDplus
Last Modified
23 October 2015
General Comment
2014-03-18 For inhibition of L-glutamate γ-semialdehyde dehydrogenase by piperidin-2-one, see Strecker, H.J., Methods Enzymol. 1971, 17B, 262-265.