Description
(E)-Flavokawain A, a chalcone extracted from Kava, has anticarcinogenic effect. It induces apoptosis in bladder cancer cells via a Bax protein-dependent and mitochondria-dependent apoptotic pathway.
Synonyms
Flavokawain A; 2'-Hydroxy-4,4',6'-trimethoxychalcone; 1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
IUPAC Name
(E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
Molecular Formula
C18H18O5
Canonical SMILES
COC1=CC=C(C=C1)C=CC(=O)C2=C(C=C(C=C2OC)OC)O
InChI
InChI=1S/C18H18O5/c1-21-13-7-4-12(5-8-13)6-9-15(19)18-16(20)10-14(22-2)11-17(18)23-3/h4-11,20H,1-3H3/b9-6+
InChIKey
CGIBCVBDFUTMPT-RMKNXTFCSA-N
Boiling Point
529.9 ℃ at 760 mmHg
Melting Point
112-116°C(lit.)
Solubility
Chloroform (Slightly), Methanol (Slightly)
Application
anti-tumor activity; anti-inflammatory
Uses
2'-Hydroxy-4,4',6'-trimethoxychalcone may be used to synthesize 2',2"'-dihydroxy-4,4',4'',4"',6',6'''-hexamethoxy[5',5''']bichalcone and 3'-bromo-4,4',6'-trimethoxy-2'-hydroxychalcone.