Eupalin Names IUPAC name 5-Hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one
Identifiers ChEMBL ChemSpider UNII InChI=1S/C23H24O11/c1-9-15(25)18(28)19(29)23(32-9)34-22-17(27)14-12(8-13(30-2)21(31-3)16(14)26)33-20(22)10-4-6-11(24)7-5-10/h4-9,15,18-19,23-26,28-29H,1-3H3/t9-,15-,18+,19+,23-/m0/s1
Key: CXVSHWFUBVZVSW-YPNBZCAISA-N
InChI=1/C23H24O11/c1-9-15(25)18(28)19(29)23(32-9)34-22-17(27)14-12(8-13(30-2)21(31-3)16(14)26)33-20(22)10-4-6-11(24)7-5-10/h4-9,15,18-19,23-26,28-29H,1-3H3/t9-,15-,18+,19+,23-/m0/s1
Key: CXVSHWFUBVZVSW-YPNBZCAIBS
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=C(C(=C3C2=O)O)OC)OC)C4=CC=C(C=C4)O)O)O)O
Properties C 23 H 24 O 11 Molar mass 476.434 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
Eupalin is a flavonol . It is the eupalitin 3-O-rhamnoside . It can be isolated from Eupatorium ligustrinum .[ 1]
References ^ The structures of eupalin and eupatolin. Two new flavonol rhamnosides isolated from Eupatorium ligustrinum D.C. L. Quijano, F. Malanco and Tirso Ríos, Tetrahedron, Volume 26, Issue 12, 1970, pages 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) (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