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

• ChemBase ID: 178247
• Molecular Formular: C34H28O10
• Molecular Mass: 596.58012
• Monoisotopic Mass: 596.1682471
• SMILES: [C@H]1([C@@H]([C@@H]([C@H](O[C@H]1COC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1)O
• Canonical SMILES: O[C@H]1[C@H](COC(=O)c2ccccc2)O[C@@H]([C@H]([C@H]1OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• InChI: InChI=1S/C34H28O10/c35-27-26(21-40-30(36)22-13-5-1-6-14-22)41-34(44-33(39)25-19-11-4-12-20-25)29(43-32(38)24-17-9-3-10-18-24)28(27)42-31(37)23-15-7-2-8-16-23/h1-20,26-29,34-35H,21H2/t26-,27+,28+,29+,34-/m1/s1
• InChIKey: IBHLAWIOLBRAAK-GNPXFLGWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4S,5S,6R)-4,5,6-tris(benzoyloxy)-3-hydroxyoxan-2-yl]methyl benzoate
• IUPAC Traditional name: [(2R,3S,4S,5S,6R)-4,5,6-tris(benzoyloxy)-3-hydroxyoxan-2-yl]methyl benzoate
• Synonyms: 1,2,3,6-Tetra-O-benzoyl-α-D-talose

Database IDs

• PubChem SID: 164234157
• PubChem CID: 71752406

CALCULATED PROPERTIES

• Acid pKa: 13.019858
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 7.0486603
• LogD (pH = 7.4): 7.0486593
• Log P: 7.0486603
• Molar Refractivity: 155.2114 cm^3
• Polarizability: 61.102398 Å^3
• Polar Surface Area: 134.66 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 98-100°C