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Flavokavain B

Chemical compound From Wikipedia, the free encyclopedia

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

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Flavokavain B
Names
Preferred IUPAC name
2′-Hydroxy-4′,6′-dimethoxychalcone
Other names
Flavokawain B
Identifiers
3D model (JSmol)
2059845
ChEBI
ChEMBL
ChemSpider
UNII
  • 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+
    Key: QKQLSQLKXBHUSO-CMDGGOBGSA-N
  • O=C(C2=C(O)C=C(OC)C=C2OC)/C=C/C1=CC=CC=C1
Properties
C17H16O4
Molar mass 284.311 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 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 is a potent liver toxin that causes cell death by inducing oxidative stress and disrupting key cellular signaling pathways, but its harmful effects can be reversed by glutathione supplementation.[3] Studies show that flavokavain B is present at much higher levels in “Two-Day” kava cultivars like Palisi compared to noble varieties, but current evidence does not conclusively prove it is responsible for kava-related liver toxicity in humans.[4]

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