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

• ChemBase ID: 175289
• Molecular Formular: C28H26N2O10
• Molecular Mass: 550.51344
• Monoisotopic Mass: 550.15874504
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)c1ccccc1)Oc1ccc(cc1)[N+](=O)[O-])NC(=O)C)OC(=O)c1ccccc1)O
• Canonical SMILES: CC(=O)N[C@@H]1[C@H](Oc2ccc(cc2)[N+](=O)[O-])O[C@H]([C@H]([C@@H]1OC(=O)c1ccccc1)O)COC(=O)c1ccccc1
• InChI: InChI=1S/C28H26N2O10/c1-17(31)29-23-25(40-27(34)19-10-6-3-7-11-19)24(32)22(16-37-26(33)18-8-4-2-5-9-18)39-28(23)38-21-14-12-20(13-15-21)30(35)36/h2-15,22-25,28,32H,16H2,1H3,(H,29,31)/t22-,23-,24-,25-,28-/m1/s1
• InChIKey: PGMLFNAQJLVCQA-JWJHGQTKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5R,6S)-2-[(benzoyloxy)methyl]-5-acetamido-3-hydroxy-6-(4-nitrophenoxy)oxan-4-yl benzoate
• IUPAC Traditional name: (2R,3S,4R,5R,6S)-2-[(benzoyloxy)methyl]-5-acetamido-3-hydroxy-6-(4-nitrophenoxy)oxan-4-yl benzoate
• Synonyms: 4-Nitrophenyl 2-(Acetylamino)-2-deoxy-3,6-bis-O-(benzoyl)-β-D-glucopyranoside; 4-Nitrophenyl 2-(Acetylamino)-2-deoxy-β-D-glucopyranoside 3,6-Dibenzoate; p-Nitrophenyl 2-Acetamido-2-deoxy-3,6-di-O-benzoyl-β-D-glucopyranoside

Database IDs

• CAS Number: 84564-22-7
• PubChem SID: 164231199
• PubChem CID: 14775016

CALCULATED PROPERTIES

• Acid pKa: 11.624884
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 4.0441604
• LogD (pH = 7.4): 4.044138
• Log P: 4.0441613
• Molar Refractivity: 138.2533 cm^3
• Polarizability: 53.868576 Å^3
• Polar Surface Area: 166.21 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 230°C dec.