flavokawain B
2'-hydroxy-4',6'-dimethoxychalcone
Identification
| Name | flavokawain B |
| IUPAC | (E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylprop-2-en-1-one |
| CAS Number | 1775-97-9 |
| FDA UNII | R9WC6SM4UQ |
| Molecular Formula | C17 H16 O4 |
| Molecular Weight | 284.31132000 |
| MDL Number | MFCD00075877 |
| Nikkaji Number | J816.775C |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 500.00 to 501.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 366.00 °F. TCC ( 185.80 °C. ) (est) |
| logP (o/w) | 4.206 (est) |
| Soluble in | water, 17.57 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for flavokawain B usage levels up to | not for fragrance use. |
| Recommendation for flavokawain B flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
2',4'-
dimethoxy-6'-hydroxychalcone
(E)-1-(2-
hydroxy-4,6-dimethoxy-phenyl)-3-phenyl-propenone
(E)-1-(2-
hydroxy-4,6-dimethoxy-phenyl)-3-phenylpropenone
(E)-1-(2-
hydroxy-4,6-dimethoxyphenyl)-3-phenyl-2-propen-1-one
(2E)-1-(2-
hydroxy-4,6-dimethoxyphenyl)-3-phenylprop-2-en-1-one
(E)-1-(2-
hydroxy-4,6-dimethoxyphenyl)-3-phenylprop-2-en-1-one
(E)-1-(2-
hydroxy-4,6-dimethoxyphenyl)-3-phenylpropenone
2'-
hydroxy-4',6'-dimethoxychalcone
2-
propen-1-one, 1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenyl-, (2E)-
2-
propen-1-one, 1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenyl-, (E)-
PubMed:
The flavokawains: uprising medicinal chalcones.
PubMed:
Multispectroscopic and molecular modeling approach to investigate the interaction of flavokawain B with human serum albumin.
PubMed:
Flavokawain B, a novel, naturally occurring chalcone, exhibits robust apoptotic effects and induces G2/M arrest of a uterine leiomyosarcoma cell line.
PubMed:
Flavokawain B, the hepatotoxic constituent from kava root, induces GSH-sensitive oxidative stress through modulation of IKK/NF-kappaB and MAPK signaling pathways.
PubMed:
Anti-inflammatory activity of Flavokawain B from Alpinia pricei Hayata.
PubMed:
In vitro cytotoxicity of nonpolar constituents from different parts of kava plant (Piper methysticum).
PubMed:
HPLC analysis of flavokavins and kavapyrones from Piper methysticum Forst.
PubMed:
Novel compounds from Piper methysticum Forst (Kava Kava) roots and their effect on cyclooxygenase enzyme.
PubMed:
The chalcones cardamonin and flavokawain B inhibit the differentiation of preadipocytes to adipocytes by activating ERK.
PubMed:
Chalcones suppress fatty acid-induced lipid accumulation through a LKB1/AMPK signaling pathway in HepG2 cells.
PubMed:
The flavokawains: uprising medicinal chalcones.
PubMed:
Flavokawain B, a kava chalcone, inhibits growth of human osteosarcoma cells through G2/M cell cycle arrest and apoptosis.
PubMed:
Peripheral antinociception of a chalcone, flavokawin B and possible involvement of the nitric oxide/cyclic guanosine monophosphate/potassium channels pathway.
PubMed:
Flavokawain B, a novel, naturally occurring chalcone, exhibits robust apoptotic effects and induces G2/M arrest of a uterine leiomyosarcoma cell line.
PubMed:
Kava components down-regulate expression of AR and AR splice variants and reduce growth in patient-derived prostate cancer xenografts in mice.
PubMed:
The chalcone flavokawain B induces G2/M cell-cycle arrest and apoptosis in human oral carcinoma HSC-3 cells through the intracellular ROS generation and downregulation of the Akt/p38 MAPK signaling pathway.
PubMed:
Flavokawain B, a kava chalcone, induces apoptosis in synovial sarcoma cell lines.
PubMed:
Flavokawain B induces apoptosis of human oral adenoid cystic cancer ACC-2 cells via up-regulation of Bim and down-regulation of Bcl-2 expression.
PubMed:
Flavokawain B inhibits growth of human squamous carcinoma cells: Involvement of apoptosis and cell cycle dysregulation in vitro and in vivo.
PubMed:
Herbal hepatotoxicity by kava: update on pipermethystine, flavokavain B, and mould hepatotoxins as primarily assumed culprits.
PubMed:
Possible participation of nitric oxide/cyclic guanosine monophosphate/protein kinase C/ATP-sensitive K(+) channels pathway in the systemic antinociception of flavokawin B.
PubMed:
Flavokawain B, the hepatotoxic constituent from kava root, induces GSH-sensitive oxidative stress through modulation of IKK/NF-kappaB and MAPK signaling pathways.
PubMed:
Flavokawain B, a novel chalcone from Alpinia pricei Hayata with potent apoptotic activity: Involvement of ROS and GADD153 upstream of mitochondria-dependent apoptosis in HCT116 cells.
PubMed:
Anti-inflammatory activity of Flavokawain B from Alpinia pricei Hayata.
PubMed:
HPLC analysis of flavokavins and kavapyrones from Piper methysticum Forst.