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 mass368.385 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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

References

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