Kawain

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 540255

CAS#: 3155-48-4

Description: Kawain voltage-gated Na+ and L-type Ca2+ channel blocker found in Puper methysticum (kava plant). It displays a variety of biological activities, including protecting against amyloid-β-induced neurotoxicity, suppressing growth of Fusarium, Trichoderma, and Colletotrichum, increasing non-REM sleep time and delta activity during REM sleep, and inhibiting arachidronic acid-induced platelet aggregation and COX expression.

Chemical Structure

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Kawain
CAS# 3155-48-4
Instruction

Theoretical Analysis

MedKoo Cat#: 540255
Name: Kawain
CAS#: 3155-48-4
Chemical Formula: C14H14O3
Exact Mass: 230.09
Molecular Weight: 230.260
Elemental Analysis: C, 73.03; H, 6.13; O, 20.84

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: D,L-Kawin; Kawain

IUPAC/Chemical Name: (E)-4-methoxy-6-styryl-5,6-dihydro-2H-pyran-2-one

InChi Key: XEAQIWGXBXCYFX-BQYQJAHWSA-N

InChi Code: InChI=1S/C14H14O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-8,10,12H,9H2,1H3/b8-7+

SMILES Code: O=C1C=C(OC)CC(/C=C/C2=CC=CC=C2)O1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 230.26 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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9: Tang X, Amar S. Kavain Involvement in LPS-Induced Signaling Pathways. J Cell Biochem. 2016 Oct;117(10):2272-80. doi: 10.1002/jcb.25525. Epub 2016 Mar 9. PubMed PMID: 26917453.

10: Csupor L. [Quantitative determination of kawa lactones in Piper methysticum (Forster). 2. Determination of kawain, methysticin and yangonin]. Pharmazie. 1970 Mar;25(3):197-8. German. PubMed PMID: 5453803.

11: Tang X, Amar S. Kavain Inhibition of LPS-Induced TNF-α via ERK/LITAF. Toxicol Res (Camb). 2016 Jan 1;5(1):188-196. Epub 2015 Oct 21. PubMed PMID: 26918116; PubMed Central PMCID: PMC4764096.

12: Csupor L. [Quantitative determination of kawa-lactones in Piper methysticum (Forster). 1. Determination methods with pure substances kawain, methysticin and yangonin]. Arch Pharm Ber Dtsch Pharm Ges. 1970 Mar;303(3):193-200. German. PubMed PMID: 5267714.

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14: Li Y, Mei H, Wu Q, Zhang S, Fang JL, Shi L, Guo L. Methysticin and 7,8-dihydromethysticin are two major kavalactones in kava extract to induce CYP1A1. Toxicol Sci. 2011 Dec;124(2):388-99. doi: 10.1093/toxsci/kfr235. Epub 2011 Sep 9. PubMed PMID: 21908763.

15: Carlier J, Guitton J, Romeuf L, Bévalot F, Boyer B, Fanton L, Gaillard Y. Screening approach by ultra-high performance liquid chromatography-tandem mass spectrometry for the blood quantification of thirty-four toxic principles of plant origin. Application to forensic toxicology. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Jan 15;975:65-76. doi: 10.1016/j.jchromb.2014.10.028. Epub 2014 Nov 1. PubMed PMID: 25438245.

16: Rasmussen AK, Scheline RR, Solheim E, Hänsel R. Metabolism of some kava pyrones in the rat. Xenobiotica. 1979 Jan;9(1):1-16. PubMed PMID: 760318.

17: Wang J, Qu W, Bittenbender HC, Li QX. Kavalactone content and chemotype of kava beverages prepared from roots and rhizomes of Isa and Mahakea varieties and extraction efficiency of kavalactones using different solvents. J Food Sci Technol. 2015 Feb;52(2):1164-9. doi: 10.1007/s13197-013-1047-2. Epub 2013 Jun 25. PubMed PMID: 25694734; PubMed Central PMCID: PMC4325077.

18: Whittaker P, Clarke JJ, San RH, Betz JM, Seifried HE, de Jager LS, Dunkel VC. Evaluation of commercial kava extracts and kavalactone standards for mutagenicity and toxicity using the mammalian cell gene mutation assay in L5178Y mouse lymphoma cells. Food Chem Toxicol. 2008 Jan;46(1):168-74. Epub 2007 Jul 31. PubMed PMID: 17822821.

19: Kormann EC, Amaral Pde A, David M, Eifler-Lima VL, Cechinel Filho V, Campos Buzzi F. Kavain analogues as potential analgesic agents. Pharmacol Rep. 2012;64(6):1419-26. PubMed PMID: 23406752.

20: Fu S, Rowe A, Ramzan I. Kavalactone metabolism in the isolated perfused rat liver. Phytother Res. 2012 Dec;26(12):1813-6. doi: 10.1002/ptr.4656. Epub 2012 Mar 9. PubMed PMID: 22407838.