(2R,3S,4S,5R)-3,5-bis(acetyloxy)-2-(benzyloxy)-5-(nitromethyl)oxan-4-yl acetate

• ChemBase ID: 161971
• Molecular Formular: C19H23NO10
• Molecular Mass: 425.38662
• Monoisotopic Mass: 425.13219594
• SMILES: [C@@]1([C@H]([C@@H]([C@@H](OC1)OCc1ccccc1)OC(=O)C)OC(=O)C)(C[N+](=O)[O-])OC(=O)C
• Canonical SMILES: [O-][N+](=O)C[C@]1(CO[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OCc1ccccc1)OC(=O)C
• InChI: InChI=1S/C19H23NO10/c1-12(21)28-16-17(29-13(2)22)19(10-20(24)25,30-14(3)23)11-27-18(16)26-9-15-7-5-4-6-8-15/h4-8,16-18H,9-11H2,1-3H3/t16-,17-,18+,19+/m0/s1
• InChIKey: ADINWQVDJMMULQ-INDMIFKZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R)-3,5-bis(acetyloxy)-2-(benzyloxy)-5-(nitromethyl)oxan-4-yl acetate
• IUPAC Traditional name: (2R,3S,4S,5R)-3,5-bis(acetyloxy)-2-(benzyloxy)-5-(nitromethyl)oxan-4-yl acetate
• Synonyms: Phenylmethyl 4-C-(Nitromethyl)-β-D-arabinopyranoside 2,3,4-Triacetate; Benzyl 2,3,4-Tri-O-acetyl-4-nitromethyl-β-D-arabinopyranoside

Database IDs

• CAS Number: 383173-65-7
• PubChem SID: 162256106
• PubChem CID: 11339289

CALCULATED PROPERTIES

• Acid pKa: 3.1831338
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): -1.0656433
• LogD (pH = 7.4): -1.7571774
• Log P: 1.16055
• Molar Refractivity: 97.2874 cm^3
• Polarizability: 39.393246 Å^3
• Polar Surface Area: 143.18 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: White Crystalline Solid