LKT Labs

Biochemicals for Life Science Research

Methysticin

Methysticin

Product ID M1679
Cas No. 495-85-2
Purity ≥98%
Product Unit SizeCostQuantityStock
5 mg $280.40 In stock
10 mg $433.00 In stock
Bulk Quote

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Description

Methysticin is a kavalactone originally found in Piper methysticum (kava plant). Methysticin exhibits neuroprotective, neuromodulatory, and antifungal activities. Methysticin may also display anti-inflammatory benefit, inhibiting activation of NF-κB in lung adenocarcinoma tissue. Methysticin activates Nrf2 in neurons and astroglia, protecting against amyloid-β (Aβ)-induced neurotoxicity. This compound displays antimicrobial efficacy against species of Fusarium, Trichoderma, and Colletotrichum. Additionally, methysticin inhibits peak amplitude of voltage-gated Na+ channels in hippocampal neurons.

Product Info

Cas No.

495-85-2
Purity

≥98%
Formula

C15H14O5
Formula Wt.

274.27
Chemical Name

(6R)-6-[(1E)-2-(1,3-Benzodioxol-5-yl)ethenyl]-5,6- dihydro-4-methoxy-2H-pyran-2-one
IUPAC Name

(2R)-2-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-4-methoxy-2, 3-dihydropyran-6-one
Synonym

Kavahin, Kavatin

Melting Point

132-134°C

Solubility

Soluble in alcohol, ether or acetone. Practically insoluble in water. Soluble in DMSO (10 mg/mL), hot ethanol (2 mg/mL).
Appearance

White/Off-White Crystalline Powder

Shipping and Storage

Store Temp

-20°C
Ship Temp

Ambient

Downloads

MSDS

M1679 MSDS PDF
Info Sheet

M1679 Info Sheet PDF

References

Shaik AA, Hermanson DL, Xing C. Identification of methysticin as a potent and non-toxic NF-kappaB inhibitor from kava, potentially responsible for kava's chemopreventive activity. Bioorg Med Chem Lett. 2009 Oct 1;19(19):5732-6. PMID: 19716299.

Wruck CJ, Götz ME, Herdegen T, et al. Kavalactones protect neural cells against amyloid beta peptide-induced neurotoxicity via extracellular signal-regulated kinase 1/2-dependent nuclear factor erythroid 2-related factor 2 activation. Mol Pharmacol. 2008 Jun;73(6):1785-95. PMID: 18334601.

Xuan TD, Elzaawely AA, Fukuta M, et al. Herbicidal and Fungicidal Activities of Lactones in Kava (Piper methysticum). J Agric Food Chem. 2006 Feb 8;54(3):720-5. PMID: 16448174.

Magura EI, Kopanitsa MV, Gleitz J, et al. Kava extract ingredients, (+)-methysticin and (+/-)-kavain inhibit voltage-operated Na(+)-channels in rat CA1 hippocampal neurons. Neuroscience. 1997 Nov;81(2):345-51. Erratum in: Neuroscience 1998 May;84(1):323. PMID: 9300426.

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