(2R,3S,4S,5S,6R)-2-{[(2S,3S,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 173884
• Molecular Formular: C13H24O11
• Molecular Mass: 356.32306
• Monoisotopic Mass: 356.13186159
• SMILES: [C@@H]1([C@@H]([C@@H]([C@H](O[C@H]1CO)O[C@H]1[C@H]([C@@H]([C@@H](O[C@@H]1OC)CO)O)O)O)O)O
• Canonical SMILES: CO[C@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1O[C@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1O)O)O)O)O
• InChI: InChI=1S/C13H24O11/c1-21-13-11(9(19)7(17)5(3-15)23-13)24-12-10(20)8(18)6(16)4(2-14)22-12/h4-20H,2-3H2,1H3/t4-,5-,6-,7-,8+,9+,10+,11+,12-,13+/m1/s1
• InChIKey: YUAFWDJFJCEDHL-DZRUFMBTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5S,6R)-2-{[(2S,3S,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3S,4S,5S,6R)-2-{[(2S,3S,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: 2-O-α-D-Mannopyranosylmethyl-α-D-mannopyranoside; Methyl 2-O-(α-D-Mannopyranosyl)-α-D-mannopyranoside; Man1-α-2Man-α-OMe

Database IDs

• CAS Number: 59571-75-4
• PubChem SID: 164229794
• PubChem CID: 3080859

CALCULATED PROPERTIES

• Acid pKa: 12.089856
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -4.0602484
• LogD (pH = 7.4): -4.0602574
• Log P: -4.0602484
• Molar Refractivity: 73.0879 cm^3
• Polarizability: 30.830313 Å^3
• Polar Surface Area: 178.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White to Off-White Solid
• Melting Point: 74-76°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M319980

A substrate for the linkage-specific 1,2-α-mannosidase from Aspergillus niger.

REFERENCES

• Swaminathan, N., et al.: J. Biol. Chem., 247, 1775 (1972)
• Ogawa, T. and Sasajima, K.: Carbohydrate Res., 97, 205 (1981)