[(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-5-hydroxy-6-(4-nitrophenoxy)oxan-2-yl]methyl acetate

• ChemBase ID: 175391
• Molecular Formular: C18H21NO11
• Molecular Mass: 427.35944
• Monoisotopic Mass: 427.1114605
• SMILES: [C@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)Oc1ccc(cc1)[N+](=O)[O-])O)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@@H](Oc2ccc(cc2)[N+](=O)[O-])[C@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)O
• InChI: InChI=1S/C18H21NO11/c1-9(20)26-8-14-16(27-10(2)21)17(28-11(3)22)15(23)18(30-14)29-13-6-4-12(5-7-13)19(24)25/h4-7,14-18,23H,8H2,1-3H3/t14-,15-,16+,17-,18-/m1/s1
• InChIKey: OIIXOWIQJYONGM-UYTYNIKBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-5-hydroxy-6-(4-nitrophenoxy)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-5-hydroxy-6-(4-nitrophenoxy)oxan-2-yl]methyl acetate
• Synonyms: 4-Nitrophenyl β-D-Galactopyranoside 3,4,6-Triacetate; p-Nitrophenyl 3,4,6-Tri-O-acetyl-β-D-galactopyranoside

Database IDs

• CAS Number: 62346-04-7
• PubChem SID: 164231301
• PubChem CID: 71307222

CALCULATED PROPERTIES

• Acid pKa: 12.323384
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 0.6649728
• LogD (pH = 7.4): 0.66496766
• Log P: 0.66497284
• Molar Refractivity: 94.9625 cm^3
• Polarizability: 38.2202 Å^3
• Polar Surface Area: 163.41 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: White Foam