Flavokavain B

Last updated
Flavokavain B
Flavokavain B.svg
Names
Preferred IUPAC name
2′-Hydroxy-4′,6′-dimethoxychalcone
Other names
Flavokawain B
Identifiers
3D model (JSmol)
2059845
ChEBI
ChEMBL
ChemSpider
PubChem CID
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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Flavokavain B is a flavokavain found in the kava plant. [1] In 2010 a paper was published identifying it as a glutathione-depleting hepatotoxin. [2]

Contents

FKB is said by enthusiasts to occur at higher concentrations in "tudei" kava strains, which are generally considered less desirable.

See also

Related Research Articles

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<span class="mw-page-title-main">Kavalactone</span> Group of chemical compounds

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Desmethoxyyangonin or 5,6-dehydrokavain is one of the six main kavalactones found in the Piper methysticum (kava) plant.

<span class="mw-page-title-main">Kavain</span> Chemical compound

Kavain is the main kavalactone found mostly in the roots of the kava plant.

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<span class="mw-page-title-main">Flavokavain</span>

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Methysticin is one of the six major kavalactones found in the kava plant. Research suggests that methysticin and the related compound dihydromethysticin have CYP1A1 inducing effects which may be responsible for their toxicity. Additionally, methysticin has been shown to potentiate GABAA receptor activity, contributing to the overall anxiolytic profile of the kava plant.

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Flavokavain A is a flavokavain found in the kava plant. It induces apoptosis in bladder cancer cells via a Bax protein-dependent and mitochondria-dependent apoptotic pathway.

<span class="mw-page-title-main">Flavokavain C</span> Chemical compound

Flavokavain C is a flavokavain found in the kava plant.

The molecular formula C17H16O4 (exact mass : 284.104859, molar mass : 284.31 g/mol) may refer to :

References

  1. ↑ Dharmaratne, H. Ranjith W.; N. P. Dhammika Nanayakkara; Ikhlas A. Khan (February 2002). "Kavalactones from Piper methysticum, and their 13C NMR spectroscopic analyses". Phytochemistry. 59 (4): 429–33. doi:10.1016/S0031-9422(01)00443-5. PMID   11830162.
  2. ↑ Zhou P., Gross S., Liu J.-H., Yu B.-Y., Feng L.-L., Nolta J., Sharma V., Piwnica-Worms D., Qiu S.X 'Flavokawain B, the hepatotoxic constituent from kava root, induces GSH-sensitive oxidative stress through modulation of IKK/NF-κB and MAPK signaling pathways . FASEB Journal 2010 24:12 (4722-4732)


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