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

• ChemBase ID: 134205
• Molecular Formular: C11H13NO7
• Molecular Mass: 271.22342
• Monoisotopic Mass: 271.06920176
• SMILES: c1cc(ccc1[N+](=O)[O-])O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O
• Canonical SMILES: O[C@H]1[C@@H](OC[C@H]([C@@H]1O)O)Oc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C11H13NO7/c13-8-5-18-11(10(15)9(8)14)19-7-3-1-6(2-4-7)12(16)17/h1-4,8-11,13-15H,5H2/t8-,9+,10-,11+/m1/s1
• InChIKey: MLJYKRYCCUGBBV-YTWAJWBKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5R)-2-(4-nitrophenoxy)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4S,5R)-2-(4-nitrophenoxy)oxane-3,4,5-triol
• Synonyms: PNPX; 4-Nitrophenyl β-D-xylopyranoside; XYL1-β-PNP; NSC 371094; 4-Nitrophenyl β-D-Xylopyranoside; p-Nitrophenyl β-D-Xylopyranoside

Database IDs

• CAS Number: 2001-96-9
• EC Number: 217-897-1
• MDL Number: MFCD00047519
• Beilstein Number: 90066
• PubChem SID: 24897350; 162228482
• PubChem CID: 91509

CALCULATED PROPERTIES

• Acid pKa: 12.235022
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.028068548
• LogD (pH = 7.4): -0.02807481
• Log P: -0.028068468
• Molar Refractivity: 61.5455 cm^3
• Polarizability: 24.139444 Å^3
• Polar Surface Area: 124.97 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol; Water
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 139-141°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Freezer
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%
• Quality Level: PREMIUM

REFERENCES

• Jordan, D., et al.: App. Biochem. Biotechnol., 146, 137 (2008)
• Li, X., et al.: App. Env. Microbiol., 74, 7482 (2008)