Kavain

Modify Date: 2026-07-02 14:56:51

Kavain Structure
Kavain structure
Common Name Kavain
CAS Number 3155-48-4 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 Chinese USA Flash Point 184.6±23.3 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of Kavain


Kavain is a class of kavalactone isolated from Piper methysticum, which has anxiolytic and sedative properties in animals and humans. Kavain positively modulated γ-Aminobutyric acid type A (GABAA) receptor[1].

 Names

Name Kavain
Synonym More Synonyms

 Kavain Biological Activity

Description Kavain is a class of kavalactone isolated from Piper methysticum, which has anxiolytic and sedative properties in animals and humans. Kavain positively modulated γ-Aminobutyric acid type A (GABAA) receptor[1].
In Vitro Two-electrode voltage clamp technique is used to characterize the functional properties of the major anxiolytic kavalactone, Kavain at human recombinant α1β2, β2γ2L, αxβ2γ2L, α1βxγ2L and α4β2δ γ-Aminobutyric acid type A receptors (GABAARs) expressed in Xenopus oocytes. Kavain positively modulates all receptors regardless of the subunit composition, but the degree of enhancement is greater at α4β2δ than at α1β2γ2L GABAARs. The modulatory effect of Kkavain is unaffected by flumazenil, indicating that Kavain does not enhance GABAARs via the classical benzodiazepine binding site. The β3N265M point mutation which has been previously shown to profoundly decrease anaesthetic sensitivity, also diminishes Kavain-mediated potentiation[1].
References

[1]. 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.

 Chemical & Physical Properties

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
InChIKey XEAQIWGXBXCYFX-BQYQJAHWSA-N
SMILES COC1=CC(=O)OC(C=Cc2ccccc2)C1

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn:Harmful;
Risk Phrases R22
RIDADR NONH for all modes of transport
WGK Germany 3

 Articles26

More Articles
Fatal kavalactone intoxication by suicidal intravenous injection.

Forensic Sci. Int. 249 , e7-11, (2015)

Kavalactones are a group of compounds found in kava, a beverage or extract prepared from the rhizome of the kava plant (Piper methysticum). Traditionally kava extracts have been used for their anxioly...

Kavalactones fail to inhibit alcohol dehydrogenase in vitro.

Phytomedicine 13(3) , 192-5, (2006)

In recent years, Kava kava (Piper methysticum, Forst. f., Piperaceae), a folkloric beverage and popular herbal remedy, has been implicated in a number of liver failure cases. Many hypotheses as to the...

Kavalactones Yangonin and Methysticin induce apoptosis in human hepatocytes (HepG2) in vitro.

Phytother Res. 25(3) , 417-23, (2011)

While cases of severe kava hepatotoxicity have been reported, studies examining the toxicity of individual kavalactones are limited. The present study examined the in vitro hepatotoxicity of kavain, m...

 KavainBioassay

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Name: Primary cell-based high-throughput screening assay for identification of compounds th...
Source: Johns Hopkins Ion Channel Center
Target: regulator of G-protein signaling 4 isoform 2 [Homo sapiens]
External Id: JHICC_RGS_Act_HTS
Name: Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident pro...
Source: NCGC
Target: N/A
External Id: SERCaMPGLuc-p1-antagonist
Name: Luminescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: mu-type opioid receptor isoform MOR-1 [Homo sapiens]
External Id: OPRM1-OPRD1_AG_LUMI_1536_1X%ACT PRUN
Name: QFRET-based biochemical primary high throughput screening assay to identify exosite i...
Source: The Scripps Research Institute Molecular Screening Center
Target: disintegrin and metalloproteinase domain-containing protein 17 preproprotein [Homo sapiens]
External Id: ADAM17_INH_QFRET_1536_1X%INH PRUN
Name: USP8 deubiquitinase inhibition: Primary qHTS
Source: 24642
Target: ubiquitin specific peptidase 8
External Id: USP8 FAST DUB HTS Primary
Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN
Name: USP17 deubiquitinase inhibition: Primary qHTS
Source: 24642
Target: ubiquitin specific peptidase 17 like family member 5
External Id: USP17 FAST DUB HTS Primary
Name: USP7 deubiquitinase inhibition: Primary qHTS
Source: 24642
Target: ubiquitin specific peptidase 7
External Id: USP7 FAST DUB HTS Primary
Name: uHTS identification of small molecule activators of the adaptive arm of the Unfolded ...
Source: Burnham Center for Chemical Genomics
Target: N/A
External Id: BCCG-A405-UPR-XBP1-PrimaryAgonist-Assay
Name: High throughput fluorescence intensity-based biochemical assay to screen for small mo...
Source: University of Pittsburgh Molecular Library Screening Center
Target: furin (paired basic amino acid cleaving enzyme), isoform CRA_a [Homo sapiens]
External Id: MH080376 Biochemical HTS for Inhibitors of the Proprotein Convertase Furin.
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 Synonyms

DL-Kawain
4-Methoxy-6-[(E)-2-phenylvinyl]-5,6-dihydro-2H-pyran-2-one
trans-5,6-Dihydro-4-methoxy-6-(2-phenylethenyl)-2H-pyran-2-one,DL-Kawain
KAVAIN,DL
UNII:5L1NI60TGB
Kawain,DL
Kawain
Kavain
MFCD00270446
DL-KAVAIN
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