Structure via PubChem · Public domain (PubChem)
chavicine
Sign in to saveChavicine is a possibly pungent compound found in black pepper and other species of the genus Piper. It is one of the four geometric isomers of piperine.
Chemical data
- Formula
- C17H19NO3
- Molecular weight
- 285.34 g/mol
- IUPAC name
- (2Z,4Z)-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-PORYWJCVSA-N
- XLogP
- 3.5
- Polar surface area
- 38.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 285.136
Show 4 more facts
- chemical formula
- C₁₇H₁₉NO₃
- isomeric SMILES
- C1CCN(CC1)C(=O)/C=C\C=C/C2=CC3=C(C=C2)OCO3
- canonical SMILES
- C1CCN(CC1)C(=O)C=CC=CC2=CC3=C(C=C2)OCO3
- found in taxon
- Piper novae-hollandiae
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Chavicine is a possibly pungent compound found in black pepper and other species of the genus Piper. It is one of the four geometric isomers of piperine.
In light, especially ultra-violet light, chavicine is formed from its isomer piperine. Its flavor has been reported as flavorless Chavicine will also re-isomerise back to piperine.
Excerpted from Wikipedia’s “chavicine” article, available under the CC BY-SA 4.0 licence.