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7-O-Methylluteone

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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
3D model (JSmol)	Interactive image
ChEBI	CHEBI:27430
ChemSpider	390023
KEGG	C07290
PubChem CID	441251
UNII	ST6SCG8ZUC
CompTox Dashboard (EPA)	DTXSID00331568
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,6H2,1-3H3Key: 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,6H2,1-3H3Key: AZPLXDBZIQMMMT-UHFFFAOYAB
SMILES 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
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

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

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

References

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

v t e Isoflavones and their glycosides
Isoflavones	Daidzein Genistein Orobol
O-methylated isoflavones	Biochanin A Calycosin Formononetin Glycitein Irigenin 5-O-methylgenistein Pratensein Prunetin Psi-tectorigenin Retusin Tectorigenin
Glycosides	Daidzin Genistin Iridin Mirificin Ononin Puerarin Sophoricoside Tectoridin
Prenylated isoflavones	Bidwillol A Derrubone Luteone 7-O-Methylluteone Wighteone
Pyranoisoflavones	Alpinumisoflavone Barbigerone Di-O-methylalpinumisoflavone 4'-methyl-alpinumisoflavone
Derivatives	Anagyroidisoflavone A and B Irilone Pseudobaptigenin Rotenoids
Synthetic	Ipriflavone

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