Eupalitin
Eupalitin
Chemical structure of eupalitin
Names
IUPAC name
3,4′,5-Trihydroxy-6,7-dimethoxyflavone
Systematic IUPAC name
3,5-Dihydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-4H -1-benzopyran-4-one
Other names
Betuletol
Identifiers
ChEMBL
ChemSpider
UNII
InChI=1S/C17H14O7/c1-22-11-7-10-12(14(20)17(11)23-2)13(19)15(21)16(24-10)8-3-5-9(18)6-4-8/h3-7,18,20-21H,1-2H3
N Key: KWMAWXWUGIEVDG-UHFFFAOYSA-N
N InChI=1/C17H14O7/c1-22-11-7-10-12(14(20)17(11)23-2)13(19)15(21)16(24-10)8-3-5-9(18)6-4-8/h3-7,18,20-21H,1-2H3
Key: KWMAWXWUGIEVDG-UHFFFAOYAI
O=C1c3c(O)c(OC)c(OC)cc3O/C(=C1/O)c2ccc(O)cc2
Properties
C 17 H 14 O 7
Molar mass
330.292 g·mol−1
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Eupalitin is an O-methylated flavonol . It can be found in Ipomopsis aggregata .[ 1]
Glycosides
Eupalitin 3-O-β-D-galactopyranoside can be isolated from Tephrosia spinosa .[ 2]
Eupalin is the eupalitin 30-rhamnoside .
References
^ Identification of eupalitin, eupatolitin and patuletin glycosides in Ipomopsis aggregata. D.M. Smith, C.W. Glennie and J.B. Harborne, Phytochemistry, Volume 10, Issue 12, December 1971, pp. 3115-3120, doi :10.1016/S0031-9422(00)97361-8
^ Eupalitin 3-O-β-D-galactopyranoside from Tephrosia spinosa. Vanangamudi A., Gandhidasan R. and Raman P. V., Fitoterapia, 1997, vol. 68, no6, p. 560, INIST 2113413
Flavonols and their conjugates
Backbone
Flavonols
Aglycones Conjugates
Glycosides of herbacetin Glycosides of kaempferol
Afzelin (Kaempferol 3-rhamnoside)
Astragalin (kaempferol 3-O-glucoside)
Kaempferitrin (kaempferol 3,7-dirhamnoside)
Juglanin (Kaempferol 3-O-arabinoside)
Kaempferol 3-alpha-L-arabinopyranoside
Kaempferol 3-alpha-D-arabinopyranoside
Kaempferol 7-alpha-L-arabinoside
Kaempferol 7-O-glucoside
Kaempferol 3-lathyroside
Kaempferol 4'-rhamnoside
Kaempferol 5-rhamnoside
Kaempferol 7-rhamnoside
Kaempferol 7-O-alpha-L-rhamnofuranoside
Kaempferol 3-xyloside
Kaempferol 7-xyloside
Robinin (kaempferol-3-O-robinoside-7-O-rhamnoside)
Kaempferol 3-O-rutinoside
Sophoraflavonoloside (Kaempferol 3-O-sophoroside)
Trifolin (Kaempferol 3-O-beta-D-galactoside)
Glycosides of myricetin Conjugates of quercetin
O -Methylated flavonols
Aglycones Glycosides
of isorhamnetin
Narcissin (Isorhamnetin 3-O-rutinoside)
Isorhamnetin 3-O-glucoside
Tamarixetin 7-rutinoside
other
Azalein (Azaleatin 3-O-α-L-rhamnoside)
Centaurein (Centaureidin 7-O-glucoside)
Eupalin (Eupalitin 3-0-rhamnoside)
Eupatolin (Eupatolitin 3-O-rhamnoside)
Jacein (Jaceidin 7-O-glucoside)
Patulitrin (Patuletin 7-O-glucoside
Xanthorhamnin (Rhamnetin glycoside)
Derivative flavonols
Aglycones
Noricaritin
Dihydronoricaritin
Glycosides
Pyranoflavonols
Furanoflavonols
Semisynthetic
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