(2R,3S,4R,5S)-2-(hydroxymethyl)-5-(4-nitrophenoxy)oxolane-3,4-diol

• ChemBase ID: 154017
• Molecular Formular: C11H13NO7
• Molecular Mass: 271.22342
• Monoisotopic Mass: 271.06920176
• SMILES: c1cc(ccc1[N+](=O)[O-])O[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)Oc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C11H13NO7/c13-5-8-9(14)10(15)11(19-8)18-7-3-1-6(2-4-7)12(16)17/h1-4,8-11,13-15H,5H2/t8-,9-,10-,11-/m1/s1
• InChIKey: DUYYBTBDYZXISX-GWOFURMSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5S)-2-(hydroxymethyl)-5-(4-nitrophenoxy)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3S,4R,5S)-2-(hydroxymethyl)-5-(4-nitrophenoxy)oxolane-3,4-diol
• Synonyms: p-Nitrophenyl-β-D-ribofuranoside

Database IDs

• CAS Number: 59495-69-1
• MDL Number: MFCD03427330
• PubChem SID: 162248156
• PubChem CID: 15608095

CALCULATED PROPERTIES

• Acid pKa: 12.264793
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.028068542
• LogD (pH = 7.4): -0.028074391
• Log P: -0.028068468
• Molar Refractivity: 61.5455 cm^3
• Polarizability: 24.139442 Å^3
• Polar Surface Area: 124.97 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.0% (HPLC)
• Impurities: ≤0.1% free H-nitrophenol
• Empirical Formula (Hill Notation): C11H13NO7