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Genkwanin

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Genkwanin
Skeletal formula of genkwanin
Ball-and-stick model of genkwanin
Names
IUPAC name
4′,5-Dihydroxy-7-methoxyflavone
Systematic IUPAC name
5-Hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one
Other names
Gengkwanin
Apigenin 7-methyl ether
4′,5-dihydroxy-7-methoxy flavone
5,4′-Dihydroxy-7-methoxyflavone
5-Hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.195.986 Edit this at Wikidata
UNII
  • InChI=1S/C16H12O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3 ☒N
    Key: JPMYFOBNRRGFNO-UHFFFAOYSA-N ☒N
  • InChI=1/C16H12O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3
    Key: JPMYFOBNRRGFNO-UHFFFAOYAO
  • COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O
  • COc1cc(c2c(=O)cc(oc2c1)c3ccc(cc3)O)O
Properties
C16H12O5
Molar mass 284.27 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 checkY☒N ?)

Genkwanin is an O-methylated flavone, a type of flavonoid. It can be found in the seeds of Alnus glutinosa,[1] and the leaves of the ferns Notholaena bryopoda and Asplenium normale [2] and Aquilaria.[3]

References

[edit]
  1. ^ O'Rourke, Ciara; Byres, Maureen; Delazar, Abbas; Kumarasamy, Yashodharan; Nahar, Lutfun; Stewart, Fiona; Sarker, Satyajit D. (2005). "Hirsutanonol, oregonin and genkwanin from the seeds of Alnus glutinosa (Betulaceae)". Biochemical Systematics and Ecology. 33 (7): 749–752. doi:10.1016/j.bse.2004.10.005. Archived from the original on 2012-08-23. Retrieved 2010-02-23.
  2. ^ UmiKalsom, Yusuf; Harborne, Jeffrey B. (1991). "Flavonoid distribution in asplenioid ferns". Pertanika. 14 (3): 297–300.
  3. ^ Kakino, Mamoru; Hara, Hideaki (2016). "Pharmacological Effects of Aquilaria SPP. Leaves and Their Chemical Constituents". Agarwood. Tropical Forestry. pp. 125–136. doi:10.1007/978-981-10-0833-7_8. ISBN 978-981-10-0832-0.