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Luteone (isoflavone)

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Luteone
Chemical structure of luteone
Names
IUPAC name
2′,4′,5,7-Tetrahydroxy-6-(3-methylbut-2-en-1-yl)isoflavone
Systematic IUPAC name
3-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4H-1-benzopyran-4-one
Other names
Ruizgenin
Identifiers
3D model (JSmol)
3DMet
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C20H18O6/c1-10(2)3-5-13-16(23)8-17-18(19(13)24)20(25)14(9-26-17)12-6-4-11(21)7-15(12)22/h3-4,6-9,21-24H,5H2,1-2H3
    Key: MMPVAPMCVABQPS-UHFFFAOYSA-N
  • CC(=CCC1=C(C=C2C(=C1O)C(=O)C(=CO2)C3=C(C=C(C=C3)O)O)O)C
Properties
C20H18O6
Molar mass 354.358 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Luteone is a prenylated isoflavone, a type of flavonoid. It can be found in the pods of Laburnum anagyroides[1] and can be synthesized.[2]

References

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  1. ^ Sato H.; Tahara S.; Ingham J. L.; Dziedzic S. Z. (1995). "Isoflavones from pods of Laburnum anagyroides". Phytochemistry. 39 (3): 673–676. doi:10.1016/0031-9422(95)00029-7.
  2. ^ Tsukayama M.; Wada H.; Kishida M.; Nishiuchi M.; Kawamura Y. (2000). "Regioselective Synthesis of Prenylisoflavones. Syntheses of Luteone and Luteone Hydrate". Chem Lett. 29 (12): 1362–1363. doi:10.1246/cl.2000.1362.