5-acetamido-4-hydroxy-2-(4-nitrophenoxy)-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid

• ChemBase ID: 133914
• Molecular Formular: C17H22N2O11
• Molecular Mass: 430.36338
• Monoisotopic Mass: 430.12235953
• SMILES: CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)Oc1ccc(cc1)[N+](=O)[O-])O
• Canonical SMILES: OCC(C(C1OC(CC(C1NC(=O)C)O)(Oc1ccc(cc1)[N+](=O)[O-])C(=O)O)O)O
• InChI: InChI=1S/C17H22N2O11/c1-8(21)18-13-11(22)6-17(16(25)26,30-15(13)14(24)12(23)7-20)29-10-4-2-9(3-5-10)19(27)28/h2-5,11-15,20,22-24H,6-7H2,1H3,(H,18,21)(H,25,26)
• InChIKey: OICUZSPXIJAAEA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-acetamido-4-hydroxy-2-(4-nitrophenoxy)-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
• IUPAC Traditional name: 5-acetamido-4-hydroxy-2-(4-nitrophenoxy)-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
• Synonyms: 2-O-(p-Nitrophenyl)-α-D-N-acetylneuraminic acid

Database IDs

• CAS Number: 26112-88-9
• MDL Number: MFCD00132944
• PubChem SID: 24897497; 162228191
• PubChem CID: 4195245

CALCULATED PROPERTIES

• Acid pKa: 2.5107596
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -4.169875
• LogD (pH = 7.4): -4.800735
• Log P: -1.2898017
• Molar Refractivity: 95.366 cm^3
• Polarizability: 37.75065 Å^3
• Polar Surface Area: 211.6 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 23/24/25-36/37/38-40
• Safety Statements: 22-26-36/37/39-45
• GHS Pictograms: GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H315-H319-H331-H335-H351
• GHS Precautionary statements: P261-P280-P301 + P310-P305 + P351 + P338-P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Product Information

• Purity: ≥95%
• Impurities: ~0.5% free p-nitrophenol
• Shipped in: wet ice