| Identification | More | [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 Properties | Back 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) |
| Hazard Information | Back 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 |
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