Kawain

Product ID K0088

Cas No. 3155-48-4

Purity ≥98%

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Product Info
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References

Description
Product Info
Shipping and Storage
Downloads
References
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Description

Kawain is a kavalactone originally found in Piper methysticum (kava plant). Kawain exhibits neuroprotective, hypnotic, sedative, anxiolytic, antiepileptic/anticonvulsant, antithrombotic, and antifungal activities. Kawain 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. In animal models, Kawain decreases sleep latency and time awake and increases non-REM sleep time and delta activity during REM sleep. Additionally, kawain binds receptor site 2 and inhibits voltage-gated Na+ channels. Kawain also inhibits L-type voltage-gated Ca2+ channels. This compound also inhibits arachidonic acid-induced platelet aggregation and COX expression.

Product Info

Cas No.	3155-48-4
Purity	≥98%
Formula	C₁₄H₁₄O₃
Formula Wt.	230.26
Chemical Name	(6R)-5,6-Dihydro-4-methoxy-6-[(1E)-2-phenyl- ethenyl]-2H-pyran-2-one
IUPAC Name	4-methoxy-2-[(E)-2-phenylethenyl]-2,3-dihydropyran-6-one
Synonym	Kavain, Gonosan
Melting Point	105-106°C
Solubility	Soluble in acetone, ether or methanol. Slightly soluble in hexane. Practically insoluble in water.
Appearance	White crystalline powder

Shipping and Storage

Store Temp	-20°C
Ship Temp	Ambient

Downloads

MSDS	K0088 MSDS PDF
Info Sheet	K0088 Info Sheet PDF

References

Tsutsui R, Shinomiya K, Takeda Y, et al. Hypnotic and sleep quality-enhancing properties of kavain in sleep-disturbed rats. J Pharmacol Sci. 2009 Nov;111(3):293-8. PMID: 19881224.

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.

Martin HB, McCallum M, Stofer WD, et al. Kavain attenuates vascular contractility through inhibition of calcium channels. Planta Med. 2002 Sep;68(9):784-9. PMID: 12357387.

Friese J, Gleitz J. Kavain, dihydrokavain, and dihydromethysticin non-competitively inhibit the specific binding of [3H]-batrachotoxinin-A 20-alpha-benzoate to receptor site 2 of voltage-gated Na+ channels. Planta Med. 1998 Jun;64(5):458-9. PMID: 9690349.

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.

Gleitz J, Beile A, Wilkens P, et al. Antithrombotic action of the kava pyrone (+)-kavain prepared from Piper methysticum on human platelets. Planta Med. 1997 Feb;63(1):27-30. PMID: 9063093.

Lindenberg D, Pitule-Schödel H. D,L-kavain in comparison with oxazepam in anxiety disorders. A double-blind study of clinical effectiveness. Fortschr Med. 1990 Jan 20;108(2):49-50, 53-4. PMID: 2179082.