Flavokavain A

Flavokavain A
Names
Preferred IUPAC name
2′-Hydroxy-4,4′,6′-trimethoxychalcone
Other names
Flavokawain A
Identifiers
CAS Number
  • 37951-13-6 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
2224776
PubChem CID
  • 5355469
UNII
  • 8OM2XZ2ZM3 checkY
CompTox Dashboard (EPA)
  • DTXSID601317535 Edit this at Wikidata
  • O=C(C2=C(O)C=C(OC)C=C2OC)/C=C/C1=CC=C(OC)C=C1
Properties
Chemical formula
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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Infobox references
Chemical compound

Flavokavain A is a flavokavain found in the kava plant.[1] It induces apoptosis in bladder cancer cells via a Bax protein-dependent and mitochondria-dependent apoptotic pathway.[2]

Flavokavains A and B enhance hepatotoxicity of paracetamol, underscoring a potentially serious interaction between paracetamol and kava.

See also

  • Kavalactone

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. ^ Zi X, Simoneau AR (April 2005). "Flavokawain A, a novel chalcone from kava extract, induces apoptosis in bladder cancer cells by involvement of Bax protein-dependent and mitochondria-dependent apoptotic pathway and suppresses tumor growth in mice" (PDF). Cancer Research. 65 (8): 3479–86. doi:10.1158/0008-5472.CAN-04-3803. PMID 15833884.

External links

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Kava
History
  • Kava
  • Kava culture
  • Coconut shell cup
Chemical composition
Kavalactones
Flavokavains
Other
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Chalconoids and their glycosides
Chalconoids
Chalconoid glycosides
  • Carthamin
  • Marein
  • okanin 3,4,3′-trimethyl ether 4′-glucoside
  • okanin 4-methyl ether 4′-glucoside
  • okanin 4-methyl ether 4′-glucoside monoacetate
  • Okanin 3,4-dimethyl ether 4′-glucoside
Acylated chalconoids
O-methylated chalconoids
  • Cardamomin
  • Flavokawin B
  • Okanin 3,4,3′,4′-tetramethyl ether
  • Pashanone (2',6'-Dihydroxy-3',4'-dimethoxychalcone)
Flavokavains
Synthetic


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