(2S,3R,4S,6S)-4-(benzoyloxy)-6-[(benzoyloxy)methyl]-2-methoxyoxan-3-yl benzoate

• ChemBase ID: 174376
• Molecular Formular: C28H26O8
• Molecular Mass: 490.50124
• Monoisotopic Mass: 490.16276779
• SMILES: C1[C@@H]([C@@H]([C@H](O[C@H]1COC(=O)c1ccccc1)OC)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• Canonical SMILES: CO[C@H]1O[C@@H](COC(=O)c2ccccc2)C[C@@H]([C@@H]1OC(=O)c1ccccc1)OC(=O)c1ccccc1
• InChI: InChI=1S/C28H26O8/c1-32-28-24(36-27(31)21-15-9-4-10-16-21)23(35-26(30)20-13-7-3-8-14-20)17-22(34-28)18-33-25(29)19-11-5-2-6-12-19/h2-16,22-24,28H,17-18H2,1H3/t22-,23-,24+,28-/m0/s1
• InChIKey: JUPVDZTZGGKAHL-UKWMHNODSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,6S)-4-(benzoyloxy)-6-[(benzoyloxy)methyl]-2-methoxyoxan-3-yl benzoate
• IUPAC Traditional name: (2S,3R,4S,6S)-4-(benzoyloxy)-6-[(benzoyloxy)methyl]-2-methoxyoxan-3-yl benzoate
• Synonyms: Methyl 4-Deoxy-D-xylo-hexopyranoside Tribenzoate; Methyl 4-Deoxy-α-D-xylo-hexopyranoside Tribenzoate; Methyl 2,3,6-Tri-O-benzoyl-4-deoxy-α-D-glucopyranoside

Database IDs

• CAS Number: 19488-41-6
• PubChem SID: 164230286
• PubChem CID: 14311457

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 5.8867817
• LogD (pH = 7.4): 5.8867817
• Log P: 5.8867817
• Molar Refractivity: 129.0435 cm^3
• Polarizability: 50.827755 Å^3
• Polar Surface Area: 97.36 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - M330805

A molecule for studying the substrate specificity of certain transferase enzymes involved in glycoprotein biosynthesis. It has also been used to investigate the epitope binding of particular murine monoclonal antibodies.