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

• ChemBase ID: 175380
• Molecular Formular: C20H23NO12
• Molecular Mass: 469.39612
• Monoisotopic Mass: 469.12202518
• SMILES: [C@@H]1([C@@H]([C@@H]([C@H](O[C@H]1COC(=O)C)Oc1ccc(cc1)[N+](=O)[O-])OC(=O)C)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)OC(=O)C
• InChI: InChI=1S/C20H23NO12/c1-10(22)28-9-16-17(29-11(2)23)18(30-12(3)24)19(31-13(4)25)20(33-16)32-15-7-5-14(6-8-15)21(26)27/h5-8,16-20H,9H2,1-4H3/t16-,17-,18+,19-,20+/m1/s1
• InChIKey: BEUISCKWILNFIL-OBKDMQGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-(4-nitrophenoxy)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-(4-nitrophenoxy)oxan-2-yl]methyl acetate
• Synonyms: p-Nitrophenyl α-D-Glucopyranoside 2,3,4,6-Tetraacetate; p-Nitrophenyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside

Database IDs

• CAS Number: 14131-42-1
• PubChem SID: 164231290
• PubChem CID: 13298511

CALCULATED PROPERTIES

• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): 1.1060982
• LogD (pH = 7.4): 1.1060982
• Log P: 1.1060982
• Molar Refractivity: 104.114 cm^3
• Polarizability: 42.07687 Å^3
• Polar Surface Area: 169.48 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMF; DMSO; Ethyl Acetate; Methanol
• Apperance: Off-White Crystalline Solid
• Melting Point: 110-114°C