Rutinose

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)
Ryania Ryanodine (S,S)-Chiraphos [S-(all-E)]-3-(1,3,5,7,9-Dodecapentaenyloxy)-1,2-propanediol Sabadilla

Rutinose
Rutinose.svg
Identifiers
CAS number 90-74-4 N
PubChem 441429
ChemSpider 390162 YesY
EC number 202-014-4
ChEBI CHEBI:27522 YesY
Jmol-3D images Image 1
Properties
Molecular formula C12H22O10
Molar mass 326.30 g mol−1
Density 1.662 g/mL
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Rutinose is the disaccharide also known as 6-O-α-L-rhamnosyl-D-glucose (C12H22O10) that is present in some flavonoid glycosides. It is prepared from rutin by hydrolysis with the enzyme rhamnodiastase.