Acacetin

Acacetin
Names
IUPAC name
5,7-Dihydroxy-4′-methoxyflavone
Systematic IUPAC name
5,7-Dihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
Other names
5,7-Dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
Linarigenin
Acacetine
Buddleoflavonol
Linarisenin
4′-Methoxyapigenin
Apigenin 4′-methyl ether
5,7-Dioxy-4′-methoxyflavone
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.006.867
UNII
  • InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3 Y
    Key: DANYIYRPLHHOCZ-UHFFFAOYSA-N Y
  • InChI=1/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3
    Key: DANYIYRPLHHOCZ-UHFFFAOYAN
  • COC1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O
  • O=C\1c3c(O/C(=C/1)c2ccc(OC)cc2)cc(O)cc3O
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 YN ?)
Infobox references

Acacetin is a 4′-O-methylated flavone of the parent compound apigenin, found in Robinia pseudoacacia (black locust), Turnera diffusa (damiana), Betula pendula (silver birch), and in the fern Asplenium normale.

In plant synthesis the enzyme apigenin 4′-O-methyltransferase uses S-adenosyl methionine and 5,7,4′-trihydroxyflavone (apigenin) to produce S-adenosylhomocysteine and 4′-methoxy-5,7-dihydroxyflavone (acacetin).

It shows moderate aromatase inhibition.