Acacetin

Acacetin is a 4'-O-methylated flavone of the parent compound Apigenin, found in Robinia pseudoacacia (black locust), Turnera diffusa (damiana), shows moderate aromatase inhibition, [1] Betula pendula (silver birch),[2] and in the fern Asplenium normale.[3]

Acacetin
Names
Preferred 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
5,7-dihydroxy-4′-methoxyflavone
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
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).
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Infobox references

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).


See also

  • Genkwanin (methoxylated apigenin)
  • Thevetiaflavone (methoxylated apigenin)

References

  1. Zhao, J; Dasmahapatra, AK; Khan, SI; Khan, IA (December 2008). "Anti-aromatase activity of the constituents from damiana (Turnera diffusa)". Journal of Ethnopharmacology. 120 (3): 387–393. doi:10.1016/j.jep.2008.09.016. PMID 18948180.
  2. Valkama, E; Salminen, J-P; Koricheva, J; Pihlaja, K (2004). "Changes in Leaf Trichomes and Epicuticular Flavonoids during Leaf Development in Three Birch Taxa". Annals of Botany. 94 (2): 233–242. doi:10.1093/aob/mch131. PMC 4242156. PMID 15238348.
  3. UmiKalsom, Yusuf; Harborne, Jeffrey B. (1991). "Flavonoid distribution in asplenioid ferns". Pertanika. 14 (3): 297–300.


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