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piperine

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piperine Basic information

Product Name:
piperine
Synonyms:
  • 1-[5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]piperidine
  • 1-Piperidino-5-(1,3-benzodioxole-5-yl)-2,4-pentadiene-1-one
  • Piperine
  • Piperidine, 1-[5-(3,4-methylenedioxyphenyl)-1-oxo-2,4-pentadienyl]-
  • 2,4-Pentadien-1-one, 5-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)-
  • 5-stilbenediol
  • SichuanPepper oil
  • 5-(Benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one
CAS:
7780-20-3
MF:
C17H19NO3
MW:
285.34
EINECS:
202-348-0
Mol File:
7780-20-3.mol
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piperine Chemical Properties

Melting point:
129 °C
Boiling point:
498.5±40.0 °C(Predicted)
Density 
1.211±0.06 g/cm3(Predicted)
pka
-0.71±0.20(Predicted)
InChI
InChI=1S/C17H19NO3/c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15/h2-3,6-9,12H,1,4-5,10-11,13H2
InChIKey
MXXWOMGUGJBKIW-UHFFFAOYSA-N
SMILES
C(N1CCCCC1)(=O)C=CC=CC1=CC=C2OCOC2=C1
LogP
3.365 (est)
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piperine Usage And Synthesis

Definition

ChEBI: Piperine is a N-acylpiperidine that is piperidine 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 NF-kappaB inhibitor, a plant metabolite, a food component and a human blood serum metabolite. It is a member of benzodioxoles, a N-acylpiperidine, a piperidine alkaloid and a tertiary carboxamide. It is functionally related to an (E,E)-piperic acid.

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