Title: Rutinose
CAS Registry Number: 90-74-4
CAS Name: 6-O-(6-Deoxy-a-L-mannopyranosyl)-D-glucose
Additional Names: 6-O-a-L-rhamnosyl-D-glucose
Molecular Formula: C12H22O10
Molecular Weight: 326.30
Percent Composition: C 44.17%, H 6.80%, O 49.03%
Literature References: A disaccharide present in glycosides. Prepn from rutin by enzymatic hydrolysis using rhamnodiastase: Charaux, Compt. Rend. 178, 1312 (1924); Bull. Soc. Chim. Biol. 6, 634 (1924); Zemplén, Gerecs, Ber. 68B, 1320 (1935). Synthesis: eidem, Ber. 67B, 2049 (1934); 68B, 1318 (1935). Structure: Gorin, Perlin, Can. J. Chem. 37, 1930 (1959).
Properties: Very hygroscopic powder from alcohol and ether turning into a syrup on exposure to air. The freshly pptd material loses about 6% of its wt at 100°. The dried rutinose softens around 140°, dec 189-192°. [a]D20 +3.2° ® +0.8° (c = 4 in water). [a]D20 -10° (95% alc). Very sol in water. Sol in alc. Hydrolysis with dil HCl yields 1 mol L-rhamnose and 1 mol D-glucose.
Optical Rotation: [a]D20 +3.2° ® +0.8° (c = 4 in water); [a]D20 -10° (95% alc)
Derivative Type: Heptaacetylrutinose
Properties: mp 169-170°. [a]D20 -27.7° (chloroform).
Melting point: mp 169-170°
Optical Rotation: [a]D20 -27.7° (chloroform)
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