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

• ChemBase ID: 161673
• Molecular Formular: C13H17NO7
• Molecular Mass: 299.27658
• Monoisotopic Mass: 299.10050189
• SMILES: [C@]1([C@H]([C@@H]([C@@H](OC1)OCc1ccccc1)O)O)(O)C[N+](=O)[O-]
• Canonical SMILES: O[C@@H]1[C@H](OCc2ccccc2)OC[C@]([C@H]1O)(O)C[N+](=O)[O-]
• InChI: InChI=1S/C13H17NO7/c15-10-11(16)13(17,7-14(18)19)8-21-12(10)20-6-9-4-2-1-3-5-9/h1-5,10-12,15-17H,6-8H2/t10-,11-,12+,13+/m0/s1
• InChIKey: MCEJVWPYHIIEJJ-WUHRBBMRSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 383173-64-6
• PubChem SID: 162255808
• PubChem CID: 11220274

CALCULATED PROPERTIES

• Acid pKa: 3.5617068
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -2.064866
• LogD (pH = 7.4): -3.051286
• Log P: -0.16282624
• Molar Refractivity: 69.8329 cm^3
• Polarizability: 27.821337 Å^3
• Polar Surface Area: 124.97 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone
• Apperance: Off-White Solid
• Melting Point: 189-191°C

Safety Information

• Storage Condition: Refrigerator