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

• ChemBase ID: 165939
• Molecular Formular: C34H27FO9
• Molecular Mass: 598.5711832
• Monoisotopic Mass: 598.16391066
• 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)F
• Canonical SMILES: F[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/C34H27FO9/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/h1-20,26-29,34H,21H2/t26-,27-,28+,29+,34-/m1/s1
• InChIKey: UWHDGLUGFUHKLC-LSPAEZJRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5R,6R)-2,4-bis(benzoyloxy)-6-[(benzoyloxy)methyl]-5-fluorooxan-3-yl benzoate
• IUPAC Traditional name: (2R,3S,4R,5R,6R)-2,4-bis(benzoyloxy)-6-[(benzoyloxy)methyl]-5-fluorooxan-3-yl benzoate
• Synonyms: 4-Deoxy-4-fluoro-1,2,3,6-tetra-O-benzoyl-α-D-mannose

Database IDs

• CAS Number: 1309463-38-4
• PubChem SID: 162260072
• PubChem CID: 71315466

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 7.939752
• LogD (pH = 7.4): 7.939752
• Log P: 7.939752
• Molar Refractivity: 153.5193 cm^3
• Polarizability: 60.190105 Å^3
• Polar Surface Area: 114.43 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: White Foam

REFERENCES

• Biochem. J., 209 (3)
• 677-685 (3)
• J. Biol. Chem., 259, 1027-1030 (1984)