1901. Catalposide
Nomenclature
CAS number: 6736-85-2
[1aS-(1aα,1bβ,2β,5aβ,6β,6aα)]-1a,1b,2,5a,6,6a-Hexahydro-6-[(4-hydroxybenzoyl)oxy]-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl-β-d-glucopyranoside; Catalpin. C22H26O12; mol wt 482.43.
C 54.77%, H 5.43%, O 39.80%.
Description and references
From unripe fruit of Catalpa bignonioides Walt. or C. ovata G. Don, Bignoniaceae: Claassen, Am. Chem. J. 10, 228 (1888). Historical summary: Bobbitt et al., J. Org. Chem. 26, 3090 (1961). Structure: Lunn et al., Can. J. Chem. 40, 104 (1962). Stereochemistry: Bobbitt et al., J. Org. Chem. 31, 500 (1966); 32, 1459 (1967).
Properties
Crystals from methanol + ethyl acetate, mp 215-216.5°. [α]D23.2 -184° (c = 0.87 in methanol). uv max (ethanol): 260 nm (log ε 4.27); in sodium hydroxide: 303 nm (log ε 4.35). Soluble in water, alcohol; slightly sol in benzene, chloroform, ether.Derivative
Hexaacetate.C34H38O18; mol wt 734.65.
C 55.59%, H 5.21%, O 39.20%.