[(3S,4S,6R)-4,5,6-tris(benzyloxy)-3-hydroxyoxan-2-yl]methyl benzoate

• ChemBase ID: 161501
• Molecular Formular: C34H34O7
• Molecular Mass: 554.62956
• Monoisotopic Mass: 554.23045343
• SMILES: [C@H]1([C@@H](C([C@@H](OC1COC(=O)c1ccccc1)OCc1ccccc1)OCc1ccccc1)OCc1ccccc1)O
• Canonical SMILES: O[C@H]1C(COC(=O)c2ccccc2)O[C@H](C([C@H]1OCc1ccccc1)OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C34H34O7/c35-30-29(24-39-33(36)28-19-11-4-12-20-28)41-34(40-23-27-17-9-3-10-18-27)32(38-22-26-15-7-2-8-16-26)31(30)37-21-25-13-5-1-6-14-25/h1-20,29-32,34-35H,21-24H2/t29?,30-,31-,32?,34+/m0/s1
• InChIKey: QMSUAHOWIOAMNA-VAWPCDRUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3S,4S,6R)-4,5,6-tris(benzyloxy)-3-hydroxyoxan-2-yl]methyl benzoate
• IUPAC Traditional name: [(3S,4S,6R)-4,5,6-tris(benzyloxy)-3-hydroxyoxan-2-yl]methyl benzoate
• Synonyms: Benzyl 2,3-Di-O-benzyl-6-O-benzoyl-β-D-galactopyranoside

Database IDs

• CAS Number: 313352-43-1
• PubChem SID: 162255636
• PubChem CID: 46783493

CALCULATED PROPERTIES

• Acid pKa: 13.045034
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 6.6655593
• LogD (pH = 7.4): 6.6655583
• Log P: 6.6655593
• Molar Refractivity: 153.8368 cm^3
• Polarizability: 60.91092 Å^3
• Polar Surface Area: 83.45 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Aceteon; Chloroform; Dichloromethane
• Apperance: White Solid
• Melting Point: 94-96°C

REFERENCES

• Kester, H., et al.: J. Biol. Chem., 274, 37053 (1999)