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C 15 H 14 O 5
g·mol 274.272 −1
Except where otherwise noted, data are given for materials in their
(at 25 °C [77 °F], 100 kPa).
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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.
Methysticin induces the function of the hepatic enzyme CYP1A1, an enzyme involved in the
toxification of benzo[ into a]pyrene (+)-benzo[, one of the most highly carcinogenic substances known. This property is shared by the related compound dihdromethysticin, both of which occur in significant quantities in a]pyrene-7,8-dihydrodiol-9,10-epoxide . Piper methysticum  
Malani, Joji (2002-12-03). "Evaluation of the effects of Kava on the Liver" (PDF). Fiji School of Medicine. Archived from the original (PDF) on 2009-03-20 . Retrieved . 2009-09-04
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Li Y, Mei H, Wu Q, Zhang S, Fang JL, Shi L, Guo L (Dec 2011). "Methysticin and 7,8-dihydromethysticin are two major kavalactones in kava extract to induce CYP1A1". Toxicological Sciences. 124 (2): 388–99. doi: 10.1093/toxsci/kfr235. PMC . 5736320 PMID 21908763.
Beresford, AP (1993). "CYP1A1: friend or foe?". Drug Metab Rev. 25 (4): 503–17. doi: 10.3109/03602539308993984. PMID 8313840.
Uno, S; Dalton TP; Durkenne S; Curran CP (2004). "Oral exposure to benzo[a]pyrene in the mouse: detoxication by inducible cytochrome P450 is more important than metabolic activation". Molecular Pharmacology. 65 (5): 1225–37. doi: 10.1124/mol.65.5.1225. PMID 15102951.