piperyline (CHEBI:9691)

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ChEBI Name	piperyline

ChEBI ID	CHEBI:9691

Definition	A N-acylpyrrolidine that is pyrollidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C16H17NO3

Net Charge

Average Mass

271.316

Monoisotopic Mass

271.12084

InChI

InChI=1S/C16H17NO3/c18-16(17-9-3-4-10-17)6-2-1-5-13-7-8-14-15(11-13)20-12-19-14/h1-2,5-8,11H,3-4,9-10,12H2/b5-1+,6-2+

InChIKey

GQIJYUMTOUBHSH-IJIVKGSJSA-N

SMILES

O=C(\C=C\C=C\C1=CC2=C(OCO2)C=C1)N1CCCC1

Roles Classification
Biological Role(s):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms. antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via alkaloid )

ChEBI Ontology
Outgoing	piperyline (CHEBI:9691) has functional parent (E,E)-piperic acid (CHEBI:37316) piperyline (CHEBI:9691) has role antifungal agent (CHEBI:35718) piperyline (CHEBI:9691) has role apoptosis inducer (CHEBI:68495) piperyline (CHEBI:9691) has role plant metabolite (CHEBI:76924) piperyline (CHEBI:9691) is a N-acylpyrrolidine (CHEBI:46766) piperyline (CHEBI:9691) is a benzodioxoles (CHEBI:38298) piperyline (CHEBI:9691) is a pyrrolidine alkaloid (CHEBI:26456) piperyline (CHEBI:9691) is a tertiary carboxamide (CHEBI:140326)

IUPAC Name

(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)penta-2,4-dien-1-one

Synonyms	Sources
(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-(1-pyrrolidinyl)-2,4-pentadien-1-one	ChEBI
(2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)penta-2,4-dien-1-one	IUPAC
1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]pyrrolidine	ChEBI
piperiline	ChemIDplus
piperylin	ChemIDplus
piperyline	UniProt
pyrroperine	ChemIDplus
trichostachin	ChemIDplus
trichostachine	ChemIDplus

Last Modified

16 August 2022