844. Asperuloside

Nomenclature

CAS number: 14259-45-1
(2aS,4aS,5S,7bS)-4-[(Acetyloxy)methyl]-5-(β-d-glucopyranosyloxy)-2a,4a,5,7b-tetrahydro-1H-2,6-dioxacyclopent[cd]inden-1-one; rubichloric acid.
C18H22O11; mol wt 414.36.
C 52.18%, H 5.35%, O 42.47%.

Description and references

From herb of Asperula odorata L., Galium aparine L., Rubiaceae. Occurs also in Coprosma spp. Isoln: Hérissey, Compt. Rend. 180, 1695 (1925); Briggs, Nicholls, J. Chem. Soc. 1954, 3940. Structure: Grimshaw, Chem. Ind. (London) 1961, 403; Briggs et al., J. Chem. Soc. 1965, 2595.

Chemical structure

Properties

Needles from alcohol or acetone, mp 131-132°. [α]D25 198.6° (c = 1.44 in water). Absorption spectra: Briggs, Cain, J. Chem. Soc. 1954, 4182. Sol in water, methanol, ethanol, acetone, ethylacetate, dioxane, pyridine, acetic acid. Practically insol in ether, benzene, chloroform, ligroin.