Flavokavain B - Misplaced Pages

Flavokavain B
Names

Preferred IUPAC name 2′-Hydroxy-4′,6′-dimethoxychalcone
Other names Flavokawain B
Identifiers
CAS Number	1775-97-9
3D model (JSmol)	Interactive image
Beilstein Reference	2059845
ChEBI	CHEBI:65899
ChEMBL	ChEMBL104255
ChemSpider	4511912
PubChem CID	5356121
UNII	R9WC6SM4UQ
CompTox Dashboard (EPA)	DTXSID601028794
InChI InChI=1S/C17H16O4/c1-20-13-10-15(19)17(16(11-13)21-2)14(18)9-8-12-6-4-3-5-7-12/h3-11,19H,1-2H3/b9-8+Key: QKQLSQLKXBHUSO-CMDGGOBGSA-N
SMILES O=C(C2=C(O)C=C(OC)C=C2OC)/C=C/C1=CC=CC=C1
Properties
Chemical formula	C₁₇H₁₆O₄
Molar mass	284.311 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references

Chemical compound

Flavokavain B is a flavokavain found in the kava plant. In 2010 a paper was published identifying it as a glutathione-depleting hepatotoxin.

FKB is said by enthusiasts to occur at higher concentrations in "tudei" kava strains, which are generally considered less desirable.

References

Dharmaratne, H. Ranjith W.; N. P. Dhammika Nanayakkara; Ikhlas A. Khan (February 2002). "Kavalactones from Piper methysticum, and their 13C NMR spectroscopic analyses". Phytochemistry. 59 (4): 429–33. doi:10.1016/S0031-9422(01)00443-5. PMID 11830162.
Zhou P., Gross S., Liu J.-H., Yu B.-Y., Feng L.-L., Nolta J., Sharma V., Piwnica-Worms D., Qiu S.X 'Flavokawain B, the hepatotoxic constituent from kava root, induces GSH-sensitive oxidative stress through modulation of IKK/NF-κB and MAPK signaling pathways . FASEB Journal 2010 24:12 (4722-4732)

History

Chemical composition

Kavalactones	Desmethoxyyangonin Dihydrokavain Dihydromethysticin Kavain Methysticin Yangonin
Flavokavains	Flavokavain A Flavokavain B Flavokavain C
Other	Pipermethystine

v t e Chalconoids and their glycosides
Chalconoids	Butein Isoliquiritigenin Methyl hydroxychalcone Okanin
Chalconoid glycosides	Carthamin Marein okanin 3,4,3′-trimethyl ether 4′-glucoside okanin 4-methyl ether 4′-glucoside okanin 4-methyl ether 4′-glucoside monoacetate Okanin 3,4-dimethyl ether 4′-glucoside
Acylated chalconoids	Licochalcone A Sophoradin (prenylated) Tephrospinosin (3′,5′-diisopentenyl-2′,4′-dihydroxychalcone) (prenylated) Xanthohumol (prenylated)
O-methylated chalconoids	Cardamomin Flavokawin B Okanin 3,4,3′,4′-tetramethyl ether Pashanone (2',6'-Dihydroxy-3',4'-dimethoxychalcone)
Flavokavains	Flavokavain A Flavokavain B Flavokavain C
Synthetic	Sofalcone

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