7-O-Methylluteone

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
CAS Number
  • 122290-50-0 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:27430 checkY
ChemSpider
  • 390023
KEGG
  • C07290
PubChem CID
  • 441251
UNII
  • ST6SCG8ZUC checkY
CompTox Dashboard (EPA)
  • DTXSID00331568 Edit this at Wikidata
InChI
  • 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
Chemical formula
 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
Chemical compound

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

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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Isoflavones and their glycosides
IsoflavonesO-methylated isoflavonesGlycosidesPrenylated isoflavones
Pyranoisoflavones
Derivatives
Synthetic
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