Kavain
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 |
Signal Word | Warning | |
Use of KavainKavain 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]. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | Kavain |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| 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 |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| 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 |
This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Symbol |
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 |
This table lists relevant public references with title, journal and publication metadata for this compound.
|
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... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
|
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.
|
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| 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 |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the molecular weight of Kavain? |
| A: Molecular weight of Kavain is 230.259. |
| Q: What are the uses of Kavain? |
| A: Main uses 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]. |
| Q: What is the LogP of Kavain? |
| A: LogP of Kavain is 1.69. |
| Q: What English synonyms does Kavain have? |
| A: English synonyms of Kavain: 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. |
| Q: What is the InChIKey of Kavain? |
| A: InChIKey of Kavain is XEAQIWGXBXCYFX-BQYQJAHWSA-N. |
| Q: What is the CAS number of Kavain? |
| A: CAS number of Kavain is 3155-48-4. |
| Q: What is the English name of Kavain? |
| A: The English name of Kavain is Kavain. |
| Q: What is the molecular formula of Kavain? |
| A: Molecular formula of Kavain is C14H14O3. |
| Q: What is the polar surface area (PSA) of Kavain? |
| A: Polar surface area (PSA) of Kavain is 35.53000. |
| Q: What is the boiling point of Kavain? |
| A: Boiling point of Kavain is 432.6±45.0 °C at 760 mmHg. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Dayang Chem (Hangzhou) Co., Ltd. |