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

• ChemBase ID: 83775
• Molecular Formular: C27H21BrO8
• Molecular Mass: 553.35484
• Monoisotopic Mass: 552.04197963
• SMILES: O([C@@H]1C(=O)[C@@H](Br)O[C@H]([C@@H]1OC(=O)c1ccccc1)COC(=O)c1ccccc1)C(=O)c1ccccc1
• Canonical SMILES: Br[C@H]1O[C@@H](COC(=O)c2ccccc2)[C@@H]([C@@H](C1=O)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• InChI: InChI=1S/C27H21BrO8/c28-24-21(29)23(36-27(32)19-14-8-3-9-15-19)22(35-26(31)18-12-6-2-7-13-18)20(34-24)16-33-25(30)17-10-4-1-5-11-17/h1-15,20,22-24H,16H2/t20-,22-,23+,24-/m0/s1
• InChIKey: UQVPLYNOGBTXPR-XGAJZPNHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,6R)-4-(benzoyloxy)-2-[(benzoyloxy)methyl]-6-bromo-5-oxooxan-3-yl benzoate
• IUPAC Traditional name: (2S,3S,4S,6R)-4-(benzoyloxy)-2-[(benzoyloxy)methyl]-6-bromo-5-oxooxan-3-yl benzoate
• Synonyms: 4-(benzoyloxy)-2-[(benzoyloxy)methyl]-6-bromo-5-oxotetrahydro-2H-pyran-3-yl benzoate

Database IDs

• MDL Number: MFCD00831426
• PubChem SID: 162070892
• PubChem CID: 71299482

CALCULATED PROPERTIES

• Acid pKa: 11.57909
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 6.258476
• LogD (pH = 7.4): 6.258447
• Log P: 6.258476
• Molar Refractivity: 131.0703 cm^3
• Polarizability: 51.137756 Å^3
• Polar Surface Area: 105.2 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false