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

• ChemBase ID: 178243
• Molecular Formular: C34H28O10
• Molecular Mass: 596.58012
• Monoisotopic Mass: 596.1682471
• SMILES: [C@@H]1([C@@H](C([C@H](OC1COC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1)O
• Canonical SMILES: O[C@@H]1C(COC(=O)c2ccccc2)O[C@@H](C([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-KHJLGTFLSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 56994-11-7
• PubChem SID: 164234153
• PubChem CID: 71752405

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; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 182-183°C