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

• ChemBase ID: 176292
• Molecular Formular: C41H32O11
• Molecular Mass: 700.68618
• Monoisotopic Mass: 700.19446184
• SMILES: [C@@H]1([C@@H]([C@@H](C(O[C@H]1COC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)O[C@@H]1[C@H](COC(=O)c2ccccc2)OC([C@H]([C@H]1OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• InChI: InChI=1S/C41H32O11/c42-36(27-16-6-1-7-17-27)47-26-32-33(49-37(43)28-18-8-2-9-19-28)34(50-38(44)29-20-10-3-11-21-29)35(51-39(45)30-22-12-4-13-23-30)41(48-32)52-40(46)31-24-14-5-15-25-31/h1-25,32-35,41H,26H2/t32-,33-,34+,35-,41?/m1/s1
• InChIKey: JJNMLNFZFGSWQR-XBHBEMSESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R)-4,5,6-tris(benzoyloxy)-2-[(benzoyloxy)methyl]oxan-3-yl benzoate
• IUPAC Traditional name: (2R,3R,4S,5R)-4,5,6-tris(benzoyloxy)-2-[(benzoyloxy)methyl]oxan-3-yl benzoate
• Synonyms: D-Glucopyranose 1,2,3,4,6-Pentabenzoate; 1,2,3,4,6-Penta-O-benzoyl-D-glucopyranoside

Database IDs

• CAS Number: 3006-49-3
• PubChem SID: 164232202
• PubChem CID: 11456758

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 9.54396
• LogD (pH = 7.4): 9.54396
• Log P: 9.54396
• Molar Refractivity: 185.0334 cm^3
• Polarizability: 72.64134 Å^3
• Polar Surface Area: 140.73 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - P237525

Protected D-Glucopyranose

REFERENCES

• Gauthier, C., et al.: Bioorg. Med. Chem., 14, 6713 (2006)