Structural Formula Vector Image
Title: Aloin
CAS Registry Number: 5133-19-7
CAS Name: 10-Glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthracenone
Additional Names: 1,8-dihydroxy-3-hydroxymethyl-10-(6-hydroxymethyl-3,4,5-trihydroxy-2-pyranyl)anthrone; 10-(1¢,5¢-anhydroglucosyl)-aloe-emodin-9-anthrone; barbaloin
Molecular Formula: C21H22O9
Molecular Weight: 418.39
Percent Composition: C 60.28%, H 5.30%, O 34.42%
Literature References: Isoln from various species of aloe (Cape, Uganda and Socotrine): Léger, Ann. Chim. 6, 318 (1916); 8, 265 (1918); Cahn, Simonsen, J. Chem. Soc. 1932, 2573; Rosenthaler, Arch. Pharm. 270, 214 (1932); Mühlemann, Pharm. Acta Helv. 27, 17 (1952); Böhme, Bertram, Arch. Pharm. 288, 510 (1955). The molecule is built from aloe-emodin, q.v., and from glucose. Structure: Hay, Haynes, J. Chem. Soc. 1956, 3141.
Properties: Lemon-yellow crystals, mp 148-149°. Quickly forms a monohydrate, mp 70-80°. Slight odor of aloe; bitter taste. Solubility at 18°: 57% in pyridine, 7.3% in glacial acetic acid, 5.4% in methanol, 3.2% in acetone, 2.8% in methyl acetate, 1.9% in ethanol, 1.8% in water, 1.6% in propanol, 0.78% in ethyl acetate, 0.27% in isopropanol. Very slightly soluble in isobutanol, chloroform, carbon disulfide, ether. Incompatible with alkali hydroxides, tannin, ferric chloride.
Melting point: mp 148-149°; monohydrate, mp 70-80°
Therap-Cat: Cathartic.
Therap-Cat-Vet: Purgative.
Keywords: Laxative/Cathartic.

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