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Okanin

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Okanin
Names

Preferred IUPAC name 2′,3,3′,4,4′-Pentahydroxychalcone
Other names 3-(3,4-dihydroxyphenyl)-1-(2,3,4-trihydroxyphenyl)prop-2-en-1-one
Identifiers
CAS Number	484-76-4
3D model (JSmol)	Interactive image
ChEBI	CHEBI:7734
ChemSpider	4444680
PubChem CID	5281294
UNII	8R55YLB39F
InChI InChI=1S/C15H12O6/c16-10(9-3-6-12(18)15(21)14(9)20)4-1-8-2-5-11(17)13(19)7-8/h1-7,17-21H/b4-1+Key: GSBNFGRTUCCBTK-DAFODLJHSA-N InChI=1/C15H12O6/c16-10(9-3-6-12(18)15(21)14(9)20)4-1-8-2-5-11(17)13(19)7-8/h1-7,17-21H/b4-1+Key: GSBNFGRTUCCBTK-DAFODLJHBD
SMILES C1=CC(=C(C=C1C=CC(=O)C2=C(C(=C(C=C2)O)O)O)O)O
Properties
Chemical formula	C₁₅H₁₂O₆
Molar mass	288.25 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

Okanin is a chalconoid. It can be found in the plant Bidens pilosa (Picao preto).

Glycosides / Acetylations

Marein is the 4'-O-glucoside of okanin.

Methylated okanin derivatives can be isolated from Bidens torta. Those include okanin 3,4,3′,4′-tetramethyl ether, okanin 3,4,3′-trimethyl ether 4′-glucoside, okanin 4-methyl ether 4′-glucoside and okanin 4-methyl ether 4′-glucoside monoacetate. Okanin 3,4-dimethyl ether 4′-glucoside can also be isolated.

References

Presence of Compounds in Picao preto (Bidens pilosa)
McCormick, Susan P.; Bohm, Bruce A.; Ganders, Fred R. (January 1984). "Methylated Chalcones from Bidens torta". Phytochemistry. 23 (10): 2400–2401. Bibcode:1984PChem..23.2400M. doi:10.1016/S0031-9422(00)80570-1.

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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