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

• ChemBase ID: 175342
• Molecular Formular: C26H23NO10
• Molecular Mass: 509.46152
• Monoisotopic Mass: 509.13219594
• SMILES: [C@H]1([C@@H]([C@@H]([C@H](O[C@H]1COC(=O)c1ccccc1)Oc1ccc(cc1)[N+](=O)[O-])OC(=O)c1ccccc1)O)O
• Canonical SMILES: O[C@H]1[C@@H](O)[C@H](COC(=O)c2ccccc2)O[C@@H]([C@H]1OC(=O)c1ccccc1)Oc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C26H23NO10/c28-21-20(15-34-24(30)16-7-3-1-4-8-16)36-26(35-19-13-11-18(12-14-19)27(32)33)23(22(21)29)37-25(31)17-9-5-2-6-10-17/h1-14,20-23,26,28-29H,15H2/t20-,21+,22+,23-,26+/m1/s1
• InChIKey: CTPGKZRJMUOBTP-AALNHBIMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6R)-5-(benzoyloxy)-3,4-dihydroxy-6-(4-nitrophenoxy)oxan-2-yl]methyl benzoate
• IUPAC Traditional name: [(2R,3R,4S,5R,6R)-5-(benzoyloxy)-3,4-dihydroxy-6-(4-nitrophenoxy)oxan-2-yl]methyl benzoate
• Synonyms: p-Nitrophenyl α-D-Galactopyranoside 2,6-Di-O-benzoate; p-Nitrophenyl 2,6-Di-O-benzoyl-α-D-galactopyranoside

Database IDs

• CAS Number: 135216-30-7
• PubChem SID: 164231252
• PubChem CID: 14840042

CALCULATED PROPERTIES

• Acid pKa: 12.699771
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 4.332196
• LogD (pH = 7.4): 4.3321943
• Log P: 4.332196
• Molar Refractivity: 127.152 cm^3
• Polarizability: 49.593372 Å^3
• Polar Surface Area: 157.34 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: White Foam

REFERENCES

• Carbohyd. Res., 4, 189 (1967)
• Can. J. Chem., 59, 314 (1967)
• J. Carbohydrate Chem., 11(1967)
• 397 (1992)