Methysticin information

Methysticin
Names
	Preferred IUPAC name (6R)-6-[(E)-2-(2H-1,3-Benzodioxol-5-yl)ethen-1-yl]-4-methoxy-5,6-dihydro-2H-pyran-2-one
Identifiers
CAS Number	495-85-2 ;
3D model (JSmol)	Interactive image;
ChemSpider	4444889 ;
KEGG	C09952 ;
PubChem CID	5281567;
UNII	M832AIJ6HX ;
CompTox Dashboard (EPA)	DTXSID5033674 ;
	InChI InChI=1S/C15H14O5/c1-17-12-7-11(20-15(16)8-12)4-2-10-3-5-13-14(6-10)19-9-18-13/h2-6,8,11H,7,9H2,1H3/b4-2+/t11-/m0/s1 Key: GTEXBOVBADJOQH-FWEMWIAWSA-N ; InChI=1/C15H14O5/c1-17-12-7-11(20-15(16)8-12)4-2-10-3-5-13-14(6-10)19-9-18-13/h2-6,8,11H,7,9H2,1H3/b4-2+/t11-/m0/s1 Key: GTEXBOVBADJOQH-FWEMWIAWBD;
	SMILES COC1=CC(=O)O[C@H](C1)/C=C/C2=CC3=C(C=C2)OCO3;
Properties
Chemical formula	C15H14O5
Molar mass	274.272 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Methysticin is one of the six major kavalactones found in the kava plant.^[1] Research suggests that methysticin and the related compound dihydromethysticin have CYP1A1 inducing effects which may be responsible for their toxicity.^[2] Additionally, methysticin has been shown to potentiate GABA_A receptor activity, contributing to the overall anxiolytic profile of the kava plant.^[3]

^ 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.
^ 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.
^ Boonen, G.; Häberlein, H. (1998). "Influence of genuine kavapyrone enantiomers on the GABA-A binding site". Planta Medica. 64 (6): 504–506. doi:10.1055/s-2006-957502. PMID 9776662. S2CID 45511040.

[Malani-1] 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.

[pmid21908763-2] 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.

[3] Boonen, G.; Häberlein, H. (1998). "Influence of genuine kavapyrone enantiomers on the GABA-A binding site". Planta Medica. 64 (6): 504–506. doi:10.1055/s-2006-957502. PMID 9776662. S2CID 45511040.

Methysticin information

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Methysticin

Kavalactone

Kava

Isopropyl alcohol

Zolpidem

Chloroform

Nitrous oxide

Nicotinamide

Pentobarbital

Ethchlorvynol

Diazepam

Alprazolam

Chloral hydrate

Phenobarbital

Progesterone

Yangonin

Secobarbital

Fluoxetine

Methaqualone

Clonazepam

Diethyl ether

Zopiclone

Carbamazepine

Menthol

Propane

Methanol

Sodium thiopental

Toluene