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

• ChemBase ID: 104431
• Molecular Formular: C12H15NO7
• Molecular Mass: 285.25
• Monoisotopic Mass: 285.08485183
• SMILES: [O-][N+](=O)c1ccc(O[C@@H]2O[C@H]([C@H](O)[C@@H](O)[C@H]2O)C)cc1
• Canonical SMILES: O[C@H]1[C@@H](O[C@H]([C@@H]([C@H]1O)O)C)Oc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C12H15NO7/c1-6-9(14)10(15)11(16)12(19-6)20-8-4-2-7(3-5-8)13(17)18/h2-6,9-12,14-16H,1H3/t6-,9-,10+,11+,12-/m0/s1
• InChIKey: YILIDCGSXCGACV-UOAXWKJLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5R,6S)-2-methyl-6-(4-nitrophenoxy)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4R,5R,6S)-2-methyl-6-(4-nitrophenoxy)oxane-3,4,5-triol
• Synonyms: p-Nitrophenyl 6-deoxy-α-L-mannopyranoside; p-NITROPHENYL α-L-RHAMNOPYRANOSIDE

Database IDs

• CAS Number: 18918-31-5
• PubChem SID: 162092484
• PubChem CID: 3082141

CALCULATED PROPERTIES

• Acid pKa: 12.213623
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 0.38850647
• LogD (pH = 7.4): 0.3884999
• Log P: 0.38850656
• Molar Refractivity: 65.9643 cm^3
• Polarizability: 25.951265 Å^3
• Polar Surface Area: 124.97 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02155918

(p-Nitrophenyl 6-deoxy-α-L-mannopyranoside) Chromogenic substrate for naringinase. Crystalline

REFERENCES

• Romero, C., et al., Anal. Biochem., 149: 566 (1985).