Okanin
Chemical structure of 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
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • 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+ ☒N
    Key: GSBNFGRTUCCBTK-DAFODLJHSA-N ☒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
  • C1=CC(=C(C=C1C=CC(=O)C2=C(C(=C(C=C2)O)O)O)O)O
Properties
C15H12O6
Molar mass 288.25 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Okanin is a chalconoid. It can be found in the plant Bidens pilosa (Picao preto).[1]

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.[2]

References

  1. Presence of Compounds in Picao preto (Bidens pilosa)
  2. Methylated Chalcones from Bidens torta. Susan P. McCormick, Bruce A. Bohm and Fred R. Ganders, Phytochemistry, Volume 23, Issue 10, 1984, Pages 2400-2401, doi:10.1016/S0031-9422(00)80570-1


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