Calycosin

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Calycosin is a O-methylated isoflavone. It can be isolated from Astragalus membranaceus Bge. var. mongholicus[1] and Trifolium pratense (red clover).[2]

Calycosin
Chemical structure of calycosin
Names
IUPAC name
7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)chromen-4-one
Other names
7,3'-dihydroxy-4'-methoxyisoflavone
3',7-dihydroxy-4'-methoxyisoflavone
3'-hydroxyformononetin
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.222.904 Edit this at Wikidata
UNII
  • InChI=1S/C16H12O5/c1-20-14-5-2-9(6-13(14)18)12-8-21-15-7-10(17)3-4-11(15)16(12)19/h2-8,17-18H,1H3 checkY
    Key: ZZAJQOPSWWVMBI-UHFFFAOYSA-N checkY
  • InChI=1/C16H12O5/c1-20-14-5-2-9(6-13(14)18)12-8-21-15-7-10(17)3-4-11(15)16(12)19/h2-8,17-18H,1H3
    Key: ZZAJQOPSWWVMBI-UHFFFAOYAR
  • O=C\1c3c(O/C=C/1c2ccc(OC)c(O)c2)cc(O)cc3
Properties
C16H12O5
Molar mass 284.26 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Biosynthesis

Isoflavone 3'-hydroxylase uses formononetin, NADPH, H+ and O2 to produce calycosin, NADP+ and H2O.

References


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