Flavokavain B

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−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Flavokavain B is a flavokavain found in the kava plant.^[1] In 2010 a paper was published identifying it as a glutathione-depleting hepatotoxin.^[2]

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 11830162.429-33&rft.date=2002-02&rft_id=info:doi/10.1016/S0031-9422(01)00443-5&rft_id=info:pmid/11830162&rft.aulast=Dharmaratne&rft.aufirst=H. Ranjith W.&rft.au=N. P. Dhammika Nanayakkara&rft.au=Ikhlas A. Khan&rfr_id=info:sid/en.wikipedia.org:Flavokavain B" class="Z3988">
^ 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)

External links

Flavokawain B at the United States National Library of Medicine

This article about an aromatic compound is a stub. You can help Wikipedia by expanding it.

[Dharmaratne_2002-01-30-1] 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 11830162.429-33&rft.date=2002-02&rft_id=info:doi/10.1016/S0031-9422(01)00443-5&rft_id=info:pmid/11830162&rft.aulast=Dharmaratne&rft.aufirst=H. Ranjith W.&rft.au=N. P. Dhammika Nanayakkara&rft.au=Ikhlas A. Khan&rfr_id=info:sid/en.wikipedia.org:Flavokavain B" class="Z3988">

[2] 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)

[1]

[2]

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

See also

References

External links