(4S,5S)-6-({[(2R,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-2,3,4,5-tetrol

• ChemBase ID: 172541
• Molecular Formular: C12H22O11
• Molecular Mass: 342.29648
• Monoisotopic Mass: 342.11621152
• SMILES: [C@@H]1([C@@H](C([C@@H](OC1CO)OCC1[C@H]([C@@H](C(C(O1)O)O)O)O)O)O)O
• Canonical SMILES: OCC1O[C@@H](OCC2OC(O)C([C@H]([C@@H]2O)O)O)C([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3?,4?,5-,6-,7+,8+,9?,10?,11?,12-/m1/s1
• InChIKey: DLRVVLDZNNYCBX-YRBLGENJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S)-6-({[(2R,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-2,3,4,5-tetrol
• IUPAC Traditional name: (4S,5S)-6-({[(2R,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-2,3,4,5-tetrol
• Synonyms: 6-O-β-D-Mannopyranosyl-D-mannopyrannose; 6-O-β-Mannobiose; β-(1→6)-Mannobiose; β-D-Man-(1→6)-D-Man; 6-O-β-D-Mannopyranosyl-D-mannose

Database IDs

• CAS Number: 71184-87-7
• PubChem SID: 164228451
• PubChem CID: 71749901

CALCULATED PROPERTIES

• Acid pKa: 11.2481985
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -4.703376
• LogD (pH = 7.4): -4.7034364
• Log P: -4.703375
• Molar Refractivity: 68.3367 cm^3
• Polarizability: 28.969793 Å^3
• Polar Surface Area: 189.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M166355

6-O-β-D-Mannopyranosyl-D-mannose was tested for antimicrobial activity, as an inhibitor.

REFERENCES

• Hakomori, S., et al.: J. Biochem., 55, 205 (1964)
• Nogami, T., et al.: J. Bacteriol., 156, 402 (1964)