(2R,3S,4S,5S,6R)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol

• ChemBase ID: 106189
• Molecular Formular: C12H15NO8
• Molecular Mass: 301.2494
• Monoisotopic Mass: 301.07976645
• SMILES: [O-][N+](=O)c1ccc(O[C@H]2O[C@@H]([C@@H](O)[C@H](O)[C@@H]2O)CO)cc1
• Canonical SMILES: OC[C@H]1O[C@H](Oc2ccc(cc2)[N+](=O)[O-])[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9-,10+,11+,12+/m1/s1
• InChIKey: IFBHRQDFSNCLOZ-GCHJQGSQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5S,6R)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3S,4S,5S,6R)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol
• Synonyms: p-NITROPHENYL-α-D-MANNOPYRANOSIDE; 4-Nitrophenyl α-D-mannopyranoside; Man1-α-PNP; 4'-Nitrophenyl α-D-Mannopyranoside; p-Nitrophenyl α-Mannoside; p-Nitrophenyl α-D-Mannopyranoside

Database IDs

• CAS Number: 10357-27-4
• EC Number: 233-776-6
• MDL Number: MFCD00066002
• Beilstein Number: 92210
• PubChem SID: 24897554; 162087691
• PubChem CID: 449023

CALCULATED PROPERTIES

• Acid pKa: 12.200142
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.6584035
• LogD (pH = 7.4): -0.6584103
• Log P: -0.6584034
• Molar Refractivity: 67.508 cm^3
• Polarizability: 26.651247 Å^3
• Polar Surface Area: 145.2 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; Methanol
• Apperance: Off-White Solid
• Melting Point: 171-173°C

Safety Information

• Storage Condition: 0°C; -20°C Freezer
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Quality Level: PREMIUM