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Luteone (isoflavone)

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For other uses, see Luteone (disambiguation).
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
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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,5H2,1-2H3Key: MMPVAPMCVABQPS-UHFFFAOYSA-N
SMILES
  • CC(=CCC1=C(C=C2C(=C1O)C(=O)C(=CO2)C3=C(C=C(C=C3)O)O)O)C
Properties
Chemical formula C20H18O6
Molar mass 354.358 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

Luteone is a prenylated isoflavone, a type of flavonoid. It can be found in the pods of Laburnum anagyroides and can be synthesized.

References

  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.
Isoflavones and their glycosides
Isoflavones
O-methylated isoflavones
Glycosides
Prenylated isoflavones
Pyranoisoflavones
Derivatives
Synthetic


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