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

• ChemBase ID: 131054
• Molecular Formular: C17H22N2O11
• Molecular Mass: 430.36338
• Monoisotopic Mass: 430.12235953
• SMILES: CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)Oc1ccccc1[N+](=O)[O-])O
• Canonical SMILES: OCC(C(C1OC(CC(C1NC(=O)C)O)(Oc1ccccc1[N+](=O)[O-])C(=O)O)O)O
• InChI: InChI=1S/C17H22N2O11/c1-8(21)18-13-10(22)6-17(16(25)26,30-15(13)14(24)11(23)7-20)29-12-5-3-2-4-9(12)19(27)28/h2-5,10-11,13-15,20,22-24H,6-7H2,1H3,(H,18,21)(H,25,26)
• InChIKey: HWBGFIGDTJBVQD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 157707-92-1
• MDL Number: MFCD00214337
• PubChem SID: 24897474; 162225332
• PubChem CID: 4092425

CALCULATED PROPERTIES

• Acid pKa: 2.5305371
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -4.154453
• LogD (pH = 7.4): -4.79989
• Log P: -1.2898017
• Molar Refractivity: 95.366 cm^3
• Polarizability: 37.753895 Å^3
• Polar Surface Area: 211.6 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥95%