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Flavokavain A

Chemical compound From Wikipedia, the free encyclopedia

Flavokavain A is a flavokavain found in the kava plant.[1]

Quick facts Names, Identifiers ...
Flavokavain A
Names
Preferred IUPAC name
2′-Hydroxy-4,4′,6′-trimethoxychalcone
Other names
Flavokawain A
Identifiers
3D model (JSmol)
2224776
ChEBI
ChEMBL
ChemSpider
EC Number
  • 636-475-1
UNII
  • 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+
    Key: CGIBCVBDFUTMPT-RMKNXTFCSA-N
  • O=C(C2=C(O)C=C(OC)C=C2OC)/C=C/C1=CC=C(OC)C=C1
Properties
C18H18O5
Molar mass 314.337 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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A systematic review of studies on kava found evidence that its bioactive compounds, particularly flavokavain A and B, exert antiproliferative and pro-apoptotic effects across multiple cancer models, highlighting its potential chemotherapeutic use especially for epithelial cancers, though research on oral squamous cell carcinoma remains scarce.[2] It shows strong anticancer effects—particularly against bladder cancer—by inducing apoptosis through Bax-dependent pathways and inhibiting key anti-apoptotic proteins, with promising results in both cell cultures and animal models.[3]

Kava alone is not hepatotoxic in mice, but its chalcone compounds flavokavains A and B significantly increase acetaminophen-induced liver toxicity, suggesting that herb-drug interactions may explain rare severe liver damage seen with kava use in humans.[4]

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