(2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexanal

• ChemBase ID: 154028
• Molecular Formular: C12H22O10
• Molecular Mass: 326.29708
• Monoisotopic Mass: 326.1212969
• SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)O)O)O)O
• Canonical SMILES: O=C[C@@H]([C@H]([C@@H]([C@@H](CO[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O)O)O
• InChI: InChI=1S/C12H22O10/c1-4-7(16)10(19)11(20)12(22-4)21-3-6(15)9(18)8(17)5(14)2-13/h2,4-12,14-20H,3H2,1H3/t4-,5-,6+,7-,8+,9+,10+,11+,12+/m0/s1
• InChIKey: CPYCUQCIDSHOHI-IFLAJBTPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexanal
• IUPAC Traditional name: (2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexanal
• Synonyms: 6-O-(α-L-Rhamnopyranosyl)-D-glucose; 6-O-(6-Deoxy-α-L-mannopyranosyl)-D-glucose; Rutinose

Database IDs

• CAS Number: 90-74-4
• EC Number: 202-014-4
• MDL Number: MFCD00161473
• PubChem SID: 162248167
• PubChem CID: 5460038

CALCULATED PROPERTIES

• Acid pKa: 11.662102
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -4.2922864
• LogD (pH = 7.4): -4.2923098
• Log P: -4.2922864
• Molar Refractivity: 68.2152 cm^3
• Polarizability: 28.347895 Å^3
• Polar Surface Area: 177.14 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C12H22O10

DETAILS

Sigma Aldrich - 04677

Application
Rutinose, a rhamnose and glucose containing disaccharide, is used to study the composition and function of flavonoid glycosides (eg. Rutin). Rutinose is also studied as a possible sugar metabolite in plants.