chavicine

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 the Vinony graph

Vinony's link graph records 5 inbound references to chavicine, and connects out to black pepper, mass density and digital object identifier.

It is catalogued under topics including Alkene derivatives, Benzodioxoles and Carboxamides.

Vinony links it to 9 Wikipedia language editions.

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 Å²
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)

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Encyclopedic overview

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Contents

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.