From Wikipedia, the free encyclopedia
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).
Chemical compound
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
O -Methylated flavonols
Derivative flavonols
Pyranoflavonols
Furanoflavonols
Semisynthetic