Genkwanin : Wikipedia, the free encyclopedia

Genkwanin

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
CAS Number	437-64-9^Y
3D model (JSmol)	Interactive image Interactive image
ChEMBL	ChEMBL210635^N
ChemSpider	4444936^N
ECHA InfoCard	100.195.986
PubChem CID	5281617
UNII	5K3I5D6B2B^Y
CompTox Dashboard (EPA)	DTXSID80195908
InChI 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
SMILES COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O COc1cc(c2c(=O)cc(oc2c1)c3ccc(cc3)O)O
Properties
Chemical formula	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 ^YN ?) Infobox references

Chemical compound

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

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

Flavones and their conjugates

Aglycones

Monohydroxyflavone	3-Hydroxyflavone 6-Hydroxyflavone
Dihydroxyflavones	Chrysin 4',7-Dihydroxyflavone 7,8-Dihydroxyflavone
Trihydroxyflavones	Apigenin Baicalein Galangin Norwogonin 7,8,3'-Trihydroxyflavone 6,7,4'-Trihydroxyflavone
Tetrahydroxyflavones	Fisetin Kaempferol Isoscutellarein Luteolin Norartocarpetin Scutellarein
Pentahydroxyflavones	Herbacetin Morin Quercetin Nortangeretin 6-Hydroxyluteolin Norwightin Hypolaetin Tricetin
O-methylated flavones	4',7-Dihydroxy-6-methoxyflavone Acacetin Alnetin Artocarpetin Chrysoeriol Cirsilineol Cirsiliol Cirsimaritin Diosmetin Eupatilin Genkwanin Hispidulin Nepetin Nobiletin Oroxylin A Pratol Salvigenin Sinensetin Tangeretin Techtochrysin Tricin Wogonin Zapotin

Glycosides

of apigenin	Apiin Apigetrin Isovitexin Rhoifolin Saponarin Schaftoside Vicenin-2 Vitexin
of baicalein	Baicalin Tetuin
of hypolaetin	Hypolaetin 8-glucoside Hypolaetin 8-glucuronide
of luteolin	Cynaroside Isoorientin Orientin Veronicastroside Luteolin-7-O-glucuronide