(2R,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

• ChemBase ID: 128502
• Molecular Formular: C11H19NO9
• Molecular Mass: 309.26986
• Monoisotopic Mass: 309.10598119
• SMILES: OC(=O)[C@@]1(O)C[C@H](O)[C@@H](NC(=O)C)[C@@H](O1)[C@H](O)[C@H](O)CO
• Canonical SMILES: OC[C@H]([C@H]([C@@H]1O[C@](O)(C[C@@H]([C@H]1NC(=O)C)O)C(=O)O)O)O
• InChI: InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11+/m0/s1
• InChIKey: SQVRNKJHWKZAKO-YRMXFSIDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• IUPAC Traditional name: N-acetylneuraminic acid
• Synonyms: N-Acetylneuraminic acid

Database IDs

• CAS Number: 131-48-6
• PubChem SID: 162222809
• PubChem CID: 444885; 439197
• CHEBI ID: 61599
• Chemspider ID: 392681
• MeSH Name: N-Acetylneuraminic+Acid
• Wikipedia Title: N-Acetylneuraminic_acid

CALCULATED PROPERTIES

• Acid pKa: 2.9967961
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -6.0295753
• LogD (pH = 7.4): -7.0390115
• Log P: -3.5639374
• Molar Refractivity: 63.7814 cm^3
• Polarizability: 26.256002 Å^3
• Polar Surface Area: 176.78 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: White crystalline powder
• Melting Point: 186 °C (decomposes)