(2S,3S,4R,5R)-2-(benzyloxy)-5-(nitromethyl)oxane-3,4-diol

• ChemBase ID: 161482
• Molecular Formular: C13H17NO6
• Molecular Mass: 283.27718
• Monoisotopic Mass: 283.10558727
• SMILES: [C@@H]1([C@H]([C@@H]([C@@H](OC1)OCc1ccccc1)O)O)C[N+](=O)[O-]
• Canonical SMILES: O[C@@H]1[C@H](OCc2ccccc2)OC[C@H]([C@H]1O)C[N+](=O)[O-]
• InChI: InChI=1S/C13H17NO6/c15-11-10(6-14(17)18)8-20-13(12(11)16)19-7-9-4-2-1-3-5-9/h1-5,10-13,15-16H,6-8H2/t10-,11-,12+,13-/m1/s1
• InChIKey: POWXZODMVVLAHO-FVCCEPFGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R,5R)-2-(benzyloxy)-5-(nitromethyl)oxane-3,4-diol
• IUPAC Traditional name: (2S,3S,4R,5R)-2-(benzyloxy)-5-(nitromethyl)oxane-3,4-diol
• Synonyms: Phenylmethyl 4-Deoxy-4-(nitromethyl)-β-D-arabinopyranoside; (4R)-Benzyl-4-deoxy-4-C-nitromethyl-β-D-arabinopyranoside

Database IDs

• CAS Number: 383173-71-5
• PubChem SID: 162255617
• PubChem CID: 11208339

CALCULATED PROPERTIES

• Acid pKa: 5.809735
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.42456114
• LogD (pH = 7.4): -0.98477197
• Log P: 0.59752584
• Molar Refractivity: 68.5382 cm^3
• Polarizability: 27.136787 Å^3
• Polar Surface Area: 104.74 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol
• Apperance: Off-White Solid
• Melting Point: 104-106°C