Eupatolin
Chemical structure of eupatolin
Names
IUPAC name
3′,4′,5-Trihydroxy-6,7-dimethoxy-3-(α-L -rhamnopyranosyloxy)flavone
Preferred IUPAC name
2-(3,4-Dihydroxyphenyl)-5-hydroxy-6,7-dimethoxy-3-{[(2S ,3R ,4R ,5R ,6S )-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4H -1-benzopyran-4-one
Other names
2-(3,4-Dihydroxyphenyl)-5-hydroxy-6,7-dimethoxy-3-[(2S ,3R ,4R ,5R ,6S )-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
Identifiers
ChemSpider
UNII
InChI=1S/C23H24O12/c1-8-15(26)18(29)19(30)23(33-8)35-22-17(28)14-12(7-13(31-2)21(32-3)16(14)27)34-20(22)9-4-5-10(24)11(25)6-9/h4-8,15,18-19,23-27,29-30H,1-3H3/t8-,15+,18-,19-,23+/m1/s1
N Key: NVZCGVLCUJLTSA-CTQDKRGWSA-N
N InChI=1/C23H24O12/c1-8-15(26)18(29)19(30)23(33-8)35-22-17(28)14-12(7-13(31-2)21(32-3)16(14)27)34-20(22)9-4-5-10(24)11(25)6-9/h4-8,15,18-19,23-27,29-30H,1-3H3/t8-,15+,18-,19-,23+/m1/s1
Key: NVZCGVLCUJLTSA-CTQDKRGWBF
C[C@@H]1[C@@H]([C@H]([C@H]([C@@H](O1)Oc2c(=O)c3c(cc(c(c3O)OC)OC)oc2c4ccc(c(c4)O)O)O)O)O
Properties
C 23 H 24 O 12
Molar mass
492.433 g·mol−1
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Eupatolin is a chemical compound. It is a flavonol rhamnoside attached at the 3 position to an eupatolitin molecule. It can be found in Eupatorium ligustrinum .[ 1]
References
^ Quijano, L.; Malanco, F.; Ríos, Tirso (1970). "The structures of eupalin and eupatolin. Two new flavonol rhamnosides isolated from Eupatorium ligustrinum D.C". Tetrahedron . 26 (12): 2851– 2859. doi :10.1016/S0040-4020(01)92863-7 .
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)
(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