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

• ChemBase ID: 103425
• 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-RMPHRYRLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol
• Synonyms: p-Nitrophenyl β-D-glucopyranoside; 4-Nitrophenyl β-D-glucopyranoside; p-Nitrophenyl-β-D-glucoside; 4-Nitrophenyl β-D-glucopyranoside; p-NITROPHENYL-β-D-GLUCOPYRANOSIDE; 4-Nitrophenyl-beta-D-glucopyranoside; 4-Nitrophenyl β-D-Glucopyranoside; PNPG; p-Nitrophenyl β-D-Glucopyranoside

Database IDs

• CAS Number: 2492-87-7
• EC Number: 219-661-3
• MDL Number: MFCD00006593
• Beilstein Number: 92211
• PubChem SID: 162090383; 24897805
• PubChem CID: 92930

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: 66.5038 cm^3
• Polarizability: 26.651247 Å^3
• Polar Surface Area: 142.52 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Warm Ethanaol; Warm Water
• Apperance: White Crystals
• Melting Point: 165- 168°C; 166-167°C

Safety Information

• Storage Condition: 0°C
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-68/20/21/22
• Safety Statements: 22-33-36/37-60
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H371
• GHS Precautionary statements: P260
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (TLC); 97%
• Quality Level: PREMIUM
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

MP Biomedicals - 02151762

Crystalline
Substrate for β-glucosidase