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  • Product Name: Kawain
  • Price: ￥Inquiry/5mg
  • Purity: 98.0%
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  • Contact: Xueping-Zheng
Related CAS#:
500-64-1 3155-48-4
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500-64-1

500-64-1 structure
500-64-1 structure
  • Name: Kawain
  • Chemical Name: 2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-styryl-, (+)
  • CAS Number: 500-64-1
  • Molecular Formula: C14H14O3
  • Molecular Weight: 230.259
  • Catalog: Biochemical Chinese herbal medicine ingredients
  • Create Date: 2018-05-09 08:00:00
  • Modify Date: 2024-01-12 13:02:13
  • (+)-Kavain, a main kavalactone extracted from Piper methysticum, has anticonvulsive properties, attenuating vascular smooth muscle contraction through interactions with voltage-dependent Na+ and Ca2+ channels[1]. (+)-Kavain is shown to bind at the α4β2δ GABAA receptor and potentiate GABA efficacy[2]. (+)-Kavain is used as a treatment for inflammatory diseases, its anti-inflammatory action has been widely studied[4].
Name 2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-styryl-, (+)
Synonyms 2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-[(E)-2-phenylethenyl]-, (6R)-
4-Methoxy-6-(b-phenylvinyl)-5,6-dihydro-a-pyrone
4-Methoxy-6-(β-phenylvinyl)-5,6-dihydro-α-pyrone
(R)-kavain
5-Hydroxy-3-methoxy-7-phenyl-2,6-heptadienoic Acid d-Lactone
(+)-kavain
[R-(E)]-5,6-Dihydro-4-methoxy-6-(2-phenylethenyl)-2H-pyran-2-one
2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-styryl-, (R)-
Kawain
Neuronika
Kavain
L-KAWAIN
Gonosan
(6R)-4-Methoxy-6-[(E)-2-phenylvinyl]-5,6-dihydro-2H-pyran-2-one
cavain
5,6-Dihydro-4-methoxy-6-styryl-2H-pyran-2-one
5,6-Dihydro-4-methoxy-6-styryl-2-pyron
(R)-5,6-Dihydro-4-methoxy-6-styryl-2H-pyran-2-one
D-Kawain
4-Methoxy-6-styryl-5,6-dihydro-a-pyrone
(6R)-4-methoxy-6-[(E)-2-phenylethenyl]-5,6-dihydro-2H-pyran-2-one
Description (+)-Kavain, a main kavalactone extracted from Piper methysticum, has anticonvulsive properties, attenuating vascular smooth muscle contraction through interactions with voltage-dependent Na+ and Ca2+ channels[1]. (+)-Kavain is shown to bind at the α4β2δ GABAA receptor and potentiate GABA efficacy[2]. (+)-Kavain is used as a treatment for inflammatory diseases, its anti-inflammatory action has been widely studied[4].
Related Catalog
Target

Na+, Ca2+ channel[1]. α4β2δ GABAA receptor[2].

In Vitro (+)-Kavain (10-300 μM) enhances GABA-elicited responses in a concentration-dependent manner. The modulatory effect of Kavain is moderate, with only 170±23% of enhancement measured at 300 μM[2]. (+)-Kavain inhibits TNF-α secretion in cells via suppression of LITAF[4].
In Vivo (+)-Kavain (10-300 μM) enhances GABA-elicited responses in a concentration-dependent manner. The modulatory effect of Kavain is moderate, with only 170±23% of enhancement measured at 300 μM[2]. (+)-Kavain inhibits TNF-α secretion in cells via suppression of LITAF[4].
References

[1]. Bradić I, et al. [Hirschsprung's disease -- therapy and results]. Acta Chir Iugosl. 1975;22(2):183-95.

[2]. Chua HC, et al. Kavain, the Major Constituent of the Anxiolytic Kava Extract, Potentiates GABAA Receptors: Functional Characteristics and Molecular Mechanism. PLoS One. 2016 Jun 22;11(6):e0157700.

[3]. G. Boonen, et al. In vivo Effects of the Kavapyrones (+)-Dihydromethysticin and (±)-Kavain on Dopamine, 3,4-Dihydroxyphenylacetic Acid, Serotonin and 5-Hydroxyindoleacetic Acid Levels in Striatal and Cortical Brain Regions. Planta Medica 64 (1998) 507-510.

[4]. Tang X, et al. Kavain Inhibition of LPS-Induced TNF-α via ERK/LITAF. Toxicol Res (Camb). 2016 Jan 1;5(1):188-196.
Density 1.2±0.1 g/cm3
Boiling Point 432.6±45.0 °C at 760 mmHg
Melting Point 142-148ºC
Molecular Formula C14H14O3
Molecular Weight 230.259
Flash Point 184.6±23.3 °C
Exact Mass 230.094299
PSA 35.53000
LogP 1.69
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.565
Storage condition -20℃

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UQ0518000
CHEMICAL NAME :
2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-styryl-, (R)-
CAS REGISTRY NUMBER :
500-64-1
LAST UPDATED :
198706
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C14-H14-O3
MOLECULAR WEIGHT :
230.28
WISWESSER LINE NOTATION :
T6OV CUTJ DO1 F1U1R

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1130 mg/kg
TOXIC EFFECTS :
Behavioral - anticonvulsant
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 177,261,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
420 mg/kg
TOXIC EFFECTS :
Behavioral - anticonvulsant
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 177,261,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
69 mg/kg
TOXIC EFFECTS :
Behavioral - anticonvulsant
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 177,261,1969
Hazard Codes Xn
Risk Phrases 22
HS Code 2932999099
HS Code 2932999099
Summary 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Chemsrc provides CAS#:500-64-1 MSDS, density, melting point, boiling point, structure, formula, molecular weight, synthetic route, etc.
title: CAS No. 500-64-1 | Chemsrc address: https://www.chemsrc.com/en/baike/960626.html

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