Formononetin

Chemical compound From Wikipedia, the free encyclopedia

Formononetin is an O-methylated isoflavone.

Quick facts Names, Identifiers ...
Formononetin
Formononetin molecule
Names
IUPAC name
7-Hydroxy-4′-methoxyisoflavone
Systematic IUPAC name
7-Hydroxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one
Other names
Biochanin B
Formononetol
4'-O-methyldaidzein
Identifiers
3D model (JSmol)
237979
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.006.931 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C16H12O4/c1-19-12-5-2-10(3-6-12)14-9-20-15-8-11(17)4-7-13(15)16(14)18/h2-9,17H,1H3 checkY
    Key: HKQYGTCOTHHOMP-UHFFFAOYSA-N checkY
  • InChI=1/C16H12O4/c1-19-12-5-2-10(3-6-12)14-9-20-15-8-11(17)4-7-13(15)16(14)18/h2-9,17H,1H3
    Key: HKQYGTCOTHHOMP-UHFFFAOYAJ
  • O=C\1c3c(O/C=C/1c2ccc(OC)cc2)cc(O)cc3
Properties
C16H12O4
Molar mass 268.26 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Natural occurrences

Formononetin is found in a number of plants and herbs such as red clover.[1] Along with other phytoestrogens, it predominantly occurs in leguminous plants and Fabaceae, particularly in beans, such as green beans, lima beans, soy and many others, as the free aglycone or in form of its glucoside ononin.[2]

It can also be found in Maackia amurensis cell cultures.[3]

Pharmacodynamics

Formononetin promotes angiogenesis.[4] It is also involved in expressing the gene and proteins that are needed to make IgE.[5]

Derivatives

Ononin is the 7-O-β-D-glucopyranoside of formononetin.[6]

References

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