7-O-Methylluteone

7-O-Methylluteone is a prenylated isoflavone. It can be found in the bark of Erythrina burttii.[1]

7-O-Methylluteone
Chemical structure of 7-O-methylluteone
Names
IUPAC name
2′,4′,5-Trihydroxy-7-methoxy-6-(3-methylbut-2-en-1-yl)isoflavone
Systematic IUPAC name
3-(2,4-Dihydroxyphenyl)-5-hydroxy-7-methoxy-6-(3-methylbut-2-en-1-yl)-4H-1-benzopyran-4-one
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
  • InChI=1S/C21H20O6/c1-11(2)4-6-14-17(26-3)9-18-19(20(14)24)21(25)15(10-27-18)13-7-5-12(22)8-16(13)23/h4-5,7-10,22-24H,6H2,1-3H3
    Key: AZPLXDBZIQMMMT-UHFFFAOYSA-N
  • InChI=1/C21H20O6/c1-11(2)4-6-14-17(26-3)9-18-19(20(14)24)21(25)15(10-27-18)13-7-5-12(22)8-16(13)23/h4-5,7-10,22-24H,6H2,1-3H3
    Key: AZPLXDBZIQMMMT-UHFFFAOYAB
  • CC(=CCC1=C(C=C2C(=C1O)C(=O)C(=CO2)C3=C(C=C(C=C3)O)O)OC)C
Properties
C21H20O6
Molar mass 368.385 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

The enzyme monoprenyl isoflavone epoxidase uses 7-O-methylluteone, NADPH, H+ and O2 to produce a dihydrofurano pyranoisoflavone derivative, NADP+ and H2O.

References
  1. Two prenylated flavonoids from the stem bark of Erythrina burttii. Abiy Yenesew, Beatrice Irungu, Solomon Derese, Jacob O. Midiwo, Matthias Heydenreich and Martin G. Peter, Phytochemistry, Volume 63, Issue 4, June 2003, Pages 445–448, doi:10.1016/S0031-9422(03)00209-7
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