ChemicalBook--->CAS DataBase List--->3155-48-4

3155-48-4

3155-48-4 Structure

3155-48-4 Structure
IdentificationMore
[Name]

Kavain
[CAS]

3155-48-4
[Synonyms]

DL-KAVAIN
DL-KAWAIN
KAVAIN, DL-
KAWAIN
TRANS-5,6-DIHYDRO-4-METHOXY-6-(2-PHENYLETHENYL)-2H-PYRAN-2-ONE
KAVAIN, D/L-(P)
METHYSTICIN SNAP-N-SHOOT 0.1mg/mL(P)
METHYSTICIN(P)
Kavain
DL-Kawain, trans-5,6-Dihydro-4-methoxy-6-(2-phenylethenyl)-2H-pyran-2-one
Kavain,DL-Kavain
[Molecular Formula]

C14H14O3
[MDL Number]

MFCD00270446
[Molecular Weight]

230.26
[MOL File]

3155-48-4.mol
Chemical PropertiesBack Directory
[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 ]

neat
[color ]

Off-White to Pale Yellow
[BRN ]

177877
[Stability:]

Light and Moisture Sensitive
[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 DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
[WGK Germany ]

3
[F ]

10-23
Hazard InformationBack Directory
[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 https://www.chemicalbook.com/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
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

3155-48-4(sigmaaldrich)
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