Acacetin

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]

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
CAS Number	480-44-4^Y
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:15335^Y
ChEMBL	ChEMBL243664^Y
ChemSpider	4444099^Y
ECHA InfoCard	100.006.867
PubChem CID	5280442
UNII	KWI7J0A2CC^Y
CompTox Dashboard (EPA)	DTXSID00197383
InChI 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
SMILES 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
Chemical formula	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

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. PMC 4242156. PMID 15238348.
3. UmiKalsom, Yusuf; Harborne, Jeffrey B. (1991). "Flavonoid distribution in asplenioid ferns". Pertanika. 14 (3): 297–300.