2262. Cichoriin

Nomenclature

CAS number: 531-58-8
7-(β-d-Glucopyranosyloxy)-6-hydroxy-2H-1-benzopyran-2-one; 6,7-dihydroxycoumarin-7-glucoside.
C15H16O9; mol wt 340.28.
C 52.94%, H 4.74%, O 42.32%.

Description and references

Isomeric with esculin. In flowers of the chicory plant (Cichorium intybus L., Compositae). Extraction procedure: Merz, Arch. Pharm. 270, 476 (1932). Synthesis: Head, Robertson, J. Chem. Soc. 1939, 1266; also Merz, loc. cit. Review: Sethna, Shah, Chem. Rev. 36, 1 (1945).

Chemical structure

Properties

Needles with 2H2O, mp 213-215° (after drying in desiccator). [α]D18 -105° (c = 3 in 50% dioxane). Sol in hot water, alc, glacial acetic acid. Insol in ether, petr ether. Sol in dil alkalies with yellow color, but no fluorescence (difference from esculin). Absorption spectrum of soln: Merz, loc. cit.