Title: Cymarose
CAS Registry Number: 579-04-4
CAS Name: 2,6-Dideoxy-3-O-methyl-ribo-hexose
Additional Names: 3-methyldigitoxose
Molecular Formula: C7H14O4
Molecular Weight: 162.18
Percent Composition: C 51.84%, H 8.70%, O 39.46%
Literature References: By hydrolysis of a number of cardiac glycosides from the Apocynaceae family. From Apocynum cannabinum L., A. androsaemifolium L., A. venetum L.: Windaus, Hermanns, Ber. 48, 979 (1915); Trabert, Arzneim.-Forsch. 10, 197 (1960); from Strophanthus kombé Oliv., Periploca graeca L.: Jacobs, Hoffmann, J. Biol. Chem. 67, 609 (1926); 79, 519 (1928); from S. emini Aschers & Pax: Lamb, Smith, J. Chem. Soc. 1936 442; also from Castilla elastica Cerv., Moraceae: Adams, Wilkinson, J. Pharm. Pharmacol. 13, 279 (1961). Structure: S. F. Dyke, The Carbohydrates (Interscience, New York, 1960) p 104. Synthesis: Bollinger, Ulrich, Helv. Chim. Acta 35, 93 (1952). Review: R. C. Elderfield, "The Carbohydrate Components of Cardiac Glycosides" in W. W. Pigman, M. L. Wolfrom, Advances in Carbohydrate Chemistry vol. I (Academic Press, New York, 1945) pp 147-173.
Properties: Prisms from ether + petr ether, mp 93-94°. [a]D20 +54.7° (c = 3.2 in water after 24 hrs). Sol in water, alcohol, acetone; sparingly sol in ether, petr ether, chloroform, benzene. Reduces Fehling soln. Does not form an osazone.
Melting point: mp 93-94°
Optical Rotation: [a]D20 +54.7° (c = 3.2 in water after 24 hrs) |