Kavain Chemical Properties

Melting point:

142-148 °C

Boiling point:

432.6±45.0 °C(Predicted)

Density 

1.15±0.1 g/cm3(Predicted)

storage temp. 

Amber Vial, -20°C Freezer, Under inert atmosphere

solubility 

Chloroform (Slightly), Ethyl Acetate (Slightly)

form 

Solid

color 

Off-White to Pale Yellow

BRN 

177877

Stability:

Light and Moisture Sensitive

Major Application

food and beverages

InChI

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+

InChIKey

XEAQIWGXBXCYFX-BQYQJAHWSA-N

SMILES

C1(=O)OC(/C=C/C2=CC=CC=C2)CC(OC)=C1

LogP

1.690 (est)

CAS DataBase Reference

3155-48-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

F 

10-23

Storage Class

11 - Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral

MSDS

• Language:English Provider:SigmaAldrich

Kavain Usage And Synthesis

Chemical Properties

White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Kava Piper methysticum.

Uses

anticonvulsant, analgesic, anxiolytic, suppreses excitatory postsynaptic potential

Uses

rac-Kavain is the main kavalactone found in the roots of the kava plant. Kavain is known to exhibit anticonvulsive properties by attenuating vascular smooth muscle contraction through interactions with voltage-dependent sodium and calcium channels. rac-Kavain was shown in recent research to exhibit protective properties on anaerobic glycolysis, ATP content and intracellular calcium and sodium of anoxic brain vesicles.

Definition

ChEBI: DL-kavain is /ProductChemicalPropertiesCB9738874_EN.htm It has a role as a glycine receptor antagonist.

Synthesis Reference(s)

The Journal of Organic Chemistry, 41, p. 4070, 1976 DOI: 10.1021/jo00888a004

Synthesis

A method for isolation and purification of Kavain, the method comprising the steps of: (1) Pre-treatment of raw herbs: take Cava pepper and dry it at low temperature, and pulverize it into coarse powder; (2) Supercritical extraction: put the crude powder of medicinal herbs into the extraction kettle for extraction, the extraction conditions are: pressure 18-30MPa, temperature 30-45 ??, time for 2-4 hours, and then the pressure is 4-8MPa, temperature 40-50 ?? under the resolution; (3) Column chromatography: take out the extract, heat water dispersion and add the macroporous adsorbent resin column adsorption, flow rate of 1-3BV/h, first 3 times the volume of the column 30% ethanol elution, and then 5 times the volume of the column of 50% -80% ethanol elution, collection of 50% -80% ethanol eluent; (4) decolorization: the eluent is added with activated carbon, the amount added is 1-5% of the volume of the eluent; (5) crystallization: decolorized liquid concentrated under reduced pressure precipitation crystal, crude crystal and then ethanol - ethyl acetate (1:1) heating to dissolve, refrigerated crystals, crystals drying drunken pepper pigment.

Kavain(3155-48-4)Related Product Information

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