Okanin

Okanin
Chemical structure of 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. ^ 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.


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