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

• ChemBase ID: 132308
• Molecular Formular: C12H22O11
• Molecular Mass: 342.29648
• Monoisotopic Mass: 342.11621152
• SMILES: C(C1C(C(C(C(O1)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)O
• Canonical SMILES: OCC1OC(O)C(C(C1O)OC1OC(CO)C(C(C1O)O)O)O
• InChI: InChI=1S/C12H22O11/c13-1-3-5(15)7(17)8(18)12(22-3)23-10-6(16)4(2-14)21-11(20)9(10)19/h3-20H,1-2H2
• InChIKey: QIGJYVCQYDKYDW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2,3,5-triol
• IUPAC Traditional name: 6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2,3,5-triol
• Synonyms: 2-epi-Lactose; 4-O-β-Galactopyranosyl-D-mannopyranose; α-D-Man-(1→3)-D-Man; 3-O-α-D-Mannopyranosyl-D-mannopyranose; 3α-Mannobiose

Database IDs

• CAS Number: 20869-27-6; 23745-85-9
• MDL Number: MFCD00070173; MFCD00070338
• PubChem SID: 24897295; 162226585; 24895027
• PubChem CID: 4195243

CALCULATED PROPERTIES

• Acid pKa: 11.253927
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -4.703376
• LogD (pH = 7.4): -4.7034354
• 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

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

Product Information

• Purity: ~95%; ≥98% (GC)
• Description: Mixed anomers

DETAILS

Sigma Aldrich - M8897

Biochem/physiol Actions
Postulated to be the major antigenic determinant in the cell wall of yeast.1An inhibitor of fimbrial lectins from enterobacteria.2,3