Kawain

Modify Date: 2024-01-12 13:02:13

Kawain structure	Common Name	Kawain
	CAS Number	500-64-1	Molecular Weight	230.259
	Density	1.2±0.1 g/cm3	Boiling Point	432.6±45.0 °C at 760 mmHg
	Molecular Formula	C₁₄H₁₄O₃	Melting Point	142-148ºC
	MSDS	N/A	Flash Point	184.6±23.3 °C

Use of Kawain

(+)-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-, (+)
Synonym	More Synonyms

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	Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor Signaling Pathways >> Neuronal Signaling >> GABA Receptor Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel Natural Products >> Flavonoids Research Areas >> Metabolic Disease Research Areas >> Neurological Disease
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%

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

Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: Kawain
Price: ￥2748.0/5mg
Purity: 98.0%
Stocking Period: 2 Day
Contact: Liu jia

DC Chemicals Limited
China
Product Name: (+)-Kavain
Price: $250.0/100mg $500.0/250mg $1000.0/1g
Purity: 98.0%
Stocking Period: 3 Day
Contact: Tony Cao

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Price: ￥550/10 mM * 1 mL in DMSO

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Kawain

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