| Identification | Back Directory | [Name]
N-[10-(13,14-Methylenedioxyphenyl)-7(E),9(Z)-pentadienoyl]-pyrrolidine | [CAS]
25924-78-1 | [Synonyms]
piperiline
Piperyline
Pyrroperine
Trichostachine
1-[(2E,4E)-5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]pyrrolidine
N-[10-(13,14-Methylenedioxyphenyl)-7(E),9(Z)-pentadienoyl]-pyrrolidine
2,4-Pentadien-1-one, 5-(1,3-benzodioxol-5-yl)-1-(1-pyrrolidinyl)-, (2E,4E)- | [Molecular Formula]
C16H17NO3 | [MDL Number]
MFCD01688266 | [MOL File]
25924-78-1.mol | [Molecular Weight]
271.31 |
| Hazard Information | Back Directory | [Description]
A further minor alkaloid found in Piper nigrum, this base may be recrystallized
from Et20 when it yields long, slender needles. The ultraviolet spectrum has
absorption maxima at 245,261,309 and 343 mil. The configuration about both
of the double bonds in the side chain is trans. The structure given above has been
confirmed by synthesis. | [Definition]
ChEBI: Piperyline is 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. It has a role as a plant metabolite, an apoptosis inducer and an antifungal agent. It is a member of benzodioxoles, a N-acylpyrrolidine, a tertiary carboxamide and a pyrrolidine alkaloid. It is functionally related to an (E,E)-piperic acid. | [References]
Grewe et ai., Chem. Ber., 103,3752 (1970) |
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