Flavokawain B, chalcone isolated from kava

Key facts

CAS number

1775-97-9

Purity

>97%

Source

Piper methysticum

Molecular weight

284.31 Da

Molecular formula

C₁₇H₁₆O₄

PubChem

5356121

Nature

Native

Solubility

Soluble in DMSO to 35 mM

Biochemical name

Flavokawain b

Biological description

A naturally occuring chalcone isolated from kava. Potent hepatocellular toxin. Induces apoptosis and cell-cycle arrest and demonstrates anti-inflammatory and anti-nociceptive activity.

Canonical smiles

COC1=CC(=C(C(=C1)OC)C(=O)C=CC2=CC=CC=C2)O

Isomeric smiles

COC1=CC(=C(C(=C1)OC)C(=O)/C=C/C2=CC=CC=C2)O

InChi

InChI=1S/C17H16O4/c1-20-13-10-15(19)17(16(11-13)21-2)14(18)9-8-12-6-4-3-5-7-12/h3-11,19H,1-2H3/b9-8+

InChiKey

QKQLSQLKXBHUSO-CMDGGOBGSA-N

IUPAC Name

(E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylprop-2-en-1-one