sodium (2S,4S,6R)-5-acetamido-4-hydroxy-2-(4-nitrophenoxy)-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate

• ChemBase ID: 175315
• Molecular Formular: C17H21N2NaO11
• Molecular Mass: 452.34521
• Monoisotopic Mass: 452.10430378
• SMILES: c1c(ccc(c1)O[C@@]1(C[C@H](C([C@@H](O1)[C@H](O)[C@@H](CO)O)NC(=O)C)O)C(=O)[O-])[N+](=O)[O-].[Na+]
• Canonical SMILES: OC[C@H]([C@H]([C@@H]1O[C@@](C[C@H](C1NC(=O)C)O)(Oc1ccc(cc1)[N+](=O)[O-])C(=O)[O-])O)O.[Na+]
• InChI: InChI=1S/C17H22N2O11.Na/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);/q;+1/p-1/t11-,12+,13?,14+,15+,17+;/m0./s1
• InChIKey: UVBQAEXLKFXKPM-PYEZJKNYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2S,4S,6R)-5-acetamido-4-hydroxy-2-(4-nitrophenoxy)-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
• IUPAC Traditional name: sodium (2S,4S,6R)-5-acetamido-4-hydroxy-2-(4-nitrophenoxy)-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
• Synonyms: Neu5Ac2-α-PNP; 2-O-(p-Nitrophenyl)-α-D-N-acetylneuraminic Acid, Sodium Salt, X Hydrate

Database IDs

• CAS Number: 123549-14-4
• PubChem SID: 164231225
• PubChem CID: 71751086

CALCULATED PROPERTIES

• Acid pKa: 2.5107596
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): -4.169875
• LogD (pH = 7.4): -4.800735
• Log P: -1.2898017
• Molar Refractivity: 106.2031 cm^3
• Polarizability: 37.63368 Å^3
• Polar Surface Area: 214.43 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Yellow Solid
• Melting Point: 148-153°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere