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

• ChemBase ID: 106096
• 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+/m1/s1
• InChIKey: YILIDCGSXCGACV-BVWHHUJWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R,6S)-2-methyl-6-(4-nitrophenoxy)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3R,4S,5R,6S)-2-methyl-6-(4-nitrophenoxy)oxane-3,4,5-triol
• Synonyms: 4-Nitrophenyl β-D-fuco-pyran-oside; P-NITROPHENYL-β-D-FUCOPYRANOSIDE

Database IDs

• CAS Number: 1226-39-7
• MDL Number: MFCD00040651
• Beilstein Number: 1291394
• PubChem SID: 162092716; 24897639
• PubChem CID: 2733769

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

Physical Property

• Optical Rotation: [α]20/D -75±2°, c = 1% in ethanol

Safety Information

• Storage Condition: 0°C
• 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% (TLC); ≥99.0% (HPLC)
• Empirical Formula (Hill Notation): C12H15NO7

DETAILS

Sigma Aldrich - 73652

Other Notes
Substrate for β-D-glycosidase1