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.

Rutinose
Rutinose.svg
Names
IUPAC name
(2R,3S,4S,5S)-6-[ [(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol
Preferred IUPAC name
α-L-Rhamnopyranosyl-(1→6)-β-D-glucopyranose
Other names
6-O-(α-L-Rhamnosyl)-D-glucose,
6-O-(α-L-Rhamnopyranosyl)-D-glucopyranose,
6-O-(6-Deoxy-alpha-L-mannopyranosyl)-D-glucose
Identifiers
  • 90-74-4 checkY
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.001.832 Edit this at Wikidata
EC Number
  • 202-014-4
UNII
  • InChI=1S/C12H22O10/c1-3-5(13)7(15)10(18)12(21-3)20-2-4-6(14)8(16)9(17)11(19)22-4/h3-19H,2H2,1H3/t3-,4+,5-,6+,7+,8-,9+,10+,11+,12+/m0/s1 checkY
    Key: OVVGHDNPYGTYIT-BNXXONSGSA-N checkY
  • InChI=1/C12H22O10/c1-3-5(13)7(15)10(18)12(21-3)20-2-4-6(14)8(16)9(17)11(19)22-4/h3-19H,2H2,1H3/t3-,4+,5-,6+,7+,8-,9+,10+,11+,12+/m0/s1
    Key: OVVGHDNPYGTYIT-BNXXONSGBT
  • O(C[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O)[C@@H]2O[C@H]([C@H](O)[C@@H](O)[C@H]2O)C
Properties
C12H22O10
Molar mass 326.297 g/mol
Density 1.662 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

ReferencesEdit

  • Kamiya, Shintaro; Sachiko Esaki; Reiko Tanaka (1985). "Synthesis of Some Disaccharides Containing an L-Rhamnopyranosyl or L-Mannopyranosyl Residue, and the Substrate-specificity of α-L-Rhamnosidase from Aspergillus niger". Agricultural and Biological Chemistry. 49 (1): 55–62. doi:10.1271/bbb1961.49.55. Retrieved 26 May 2009.