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

• ChemBase ID: 134143
• Molecular Formular: C13H24O11
• Molecular Mass: 356.32306
• Monoisotopic Mass: 356.13186159
• SMILES: COC1C(C(C(C(O1)CO)O)O)OC1C(C(C(C(O1)CO)O)O)O
• Canonical SMILES: COC1OC(CO)C(C(C1OC1OC(CO)C(C(C1O)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
• InChIKey: YUAFWDJFJCEDHL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: 2-{[4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: α-D-Man-[1→2]-α-D-Man-1→OMe; Methyl 2-O-α-D-mannopyranosyl-α-D-mannopyranoside

Database IDs

• CAS Number: 59571-75-4
• MDL Number: MFCD00054955
• PubChem SID: 24896884; 162228420
• PubChem CID: 3661074

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

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - M3898

Application
Model compound for NMR studies of manno-oligosaccharides.1
Substrates
Substrate for the study of linkage-specific 1,2-α-mannosidase from Aspergillus niger.2