Acacetin

Acacetin
Chemical structure of acacetin
Ball-and-stick model of 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
4'-methoxy-5,7-dihydroxyflavone
Linarigenin
Acacetine
Buddleoflavonol
Linarisenin
4'-Methoxyapigenin
Apigenin 4'-methyl ether
5,7-Dioxy-4'-methoxyflavone
Identifiers
480-44-4 N
3D model (Jmol) Interactive image
Interactive image
ChEBI CHEBI:15335 YesY
ChEMBL ChEMBL243664 YesY
ChemSpider 4444099 YesY
ECHA InfoCard 100.006.867
PubChem 5280442
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 YesYN ?)
Infobox references

Acacetin is an O-methylated flavone found in Robinia pseudoacacia (black locust), Turnera diffusa (damiana),[1] Betula pendula (silver birch),[2] and in the fern Asplenium normale.[3]

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).

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. "Changes in Leaf Trichomes and Epicuticular Flavonoids during Leaf Development in Three Birch Taxa". Annals of Botany. 94: 233–242. doi:10.1093/aob/mch131.
  3. UmiKalsom, Yusuf; Harborne, Jeffrey B. (1991). "Flavonoid distribution in asplenioid ferns". Pertanika. 14 (3): 297–300.


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