flavokawain B

2'-hydroxy-4',6'-dimethoxychalcone

CAS: 1775-97-9 C17 H16 O4 MW: 284.31132000

Identification

Nameflavokawain B
IUPAC(E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylprop-2-en-1-one
CAS Number1775-97-9
FDA UNIIR9WC6SM4UQ
Molecular FormulaC17 H16 O4
Molecular Weight284.31132000
MDL NumberMFCD00075877
Nikkaji NumberJ816.775C

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 ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for flavokawain B usage levels up tonot for fragrance use.
Recommendation for flavokawain B flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

kava

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.