(2R,3R,4R,5R,6R)-5-azido-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4-diol

• ChemBase ID: 175317
• Molecular Formular: C12H14N4O7
• Molecular Mass: 326.26216
• Monoisotopic Mass: 326.08624881
• SMILES: c1c(ccc(c1)O[C@@H]1[C@H]([C@H]([C@H]([C@@H](O1)CO)O)O)N=[N+]=[N-])[N+](=O)[O-]
• Canonical SMILES: OC[C@@H]1O[C@H](Oc2ccc(cc2)[N+](=O)[O-])[C@H]([C@H]([C@H]1O)O)N=[N+]=[N-]
• InChI: InChI=1S/C12H14N4O7/c13-15-14-9-11(19)10(18)8(5-17)23-12(9)22-7-3-1-6(2-4-7)16(20)21/h1-4,8-12,17-19H,5H2/t8-,9-,10+,11-,12+/m1/s1
• InChIKey: KTWQZFHYGZLIJI-ZIQFBCGOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5R,6R)-5-azido-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4-diol
• IUPAC Traditional name: (2R,3R,4R,5R,6R)-5-azido-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4-diol
• Synonyms: p-Nitrophenyl 2-Azido-2-deoxy-α-D-galactopyranoside

Database IDs

• CAS Number: 210418-04-5
• PubChem SID: 164231227
• PubChem CID: 71307210

CALCULATED PROPERTIES

• Acid pKa: 12.552068
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): 0.047895335
• LogD (pH = 7.4): 0.047892317
• Log P: 0.16194102
• Molar Refractivity: 73.8005 cm^3
• Polarizability: 28.347452 Å^3
• Polar Surface Area: 154.4 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethyl Acetate; Methanol
• Apperance: Off-White Solid
• Melting Point: 140-143°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere