piperine
Also known as 1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]piperidine, 1-piperoylpiperidine, 1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)-2,4-pentadienoyl]piperidine, (E,E)-1-piperoylpiperidine, N-[(E,E)-Piperoyl]piperidine, 1-[5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]piperidine
Piperine is an alkaloid extracted from the plant, Piper nigrum. Responsible for the pungency of black pepper, it is used in food flavorings as a spice, in fragrances, as an insecticide, and as an animal pest repellent.
Key facts
- Pepper.scoville
- 150,000
via Wikipedia infobox
Chemical data
- Formula
- C17H19NO3
- Molecular weight
- 285.34 g/mol
- IUPAC name
- (2E,4E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one
- SMILES
- C1CCN(CC1)C(=O)/C=C/C=C/C2=CC3=C(C=C2)OCO3
- InChIKey
- MXXWOMGUGJBKIW-YPCIICBESA-N
- XLogP
- 3.5
- Polar surface area
- 38.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
Article
9 sectionsContents
- Preparation
- Extraction
- Chemical synthesis
- Biosynthesis
- Reactions
- History
- Uses
- See also
- References
Piperine is an alkaloid extracted from the plant, Piper nigrum. Responsible for the pungency of black pepper, it is used in food flavorings as a spice, in fragrances, as an insecticide, and as an animal pest repellent.
Along with its isomer chavicine, piperine from black pepper and long pepper has pungency effects via activation of TRPV1.