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

• ChemBase ID: 133482
• Molecular Formular: C17H23NO9
• Molecular Mass: 385.36582
• Monoisotopic Mass: 385.13728132
• SMILES: CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)Oc1ccccc1)O
• Canonical SMILES: OCC(C(C1OC(CC(C1NC(=O)C)O)(Oc1ccccc1)C(=O)O)O)O
• InChI: InChI=1S/C17H23NO9/c1-9(20)18-13-11(21)7-17(16(24)25,26-10-5-3-2-4-6-10)27-15(13)14(23)12(22)8-19/h2-6,11-15,19,21-23H,7-8H2,1H3,(H,18,20)(H,24,25)
• InChIKey: FLOVUNWVDMMYKY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 15964-32-6
• MDL Number: MFCD00214383
• PubChem SID: 24898744; 162227759
• PubChem CID: 4198866

CALCULATED PROPERTIES

• Acid pKa: 3.0406234
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -3.6553335
• LogD (pH = 7.4): -4.6993737
• Log P: -1.2297859
• Molar Refractivity: 88.0413 cm^3
• Polarizability: 35.68938 Å^3
• Polar Surface Area: 165.78 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Product Information

• Purity: ~95%
• Biological Source: synthetic