(2S,4S,5R,6R)-4-hydroxy-5-(2-hydroxyacetamido)-2-(4-nitrophenoxy)-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

• ChemBase ID: 175350
• Molecular Formular: C17H22N2O12
• Molecular Mass: 446.36278
• Monoisotopic Mass: 446.11727415
• SMILES: [C@@H]1([C@@H]([C@@H](C[C@](O1)(Oc1ccc(cc1)[N+](=O)[O-])C(=O)O)O)NC(=O)CO)[C@H](O)[C@@H](CO)O
• Canonical SMILES: OC[C@H]([C@H]([C@@H]1O[C@@](C[C@H]([C@H]1NC(=O)CO)O)(Oc1ccc(cc1)[N+](=O)[O-])C(=O)O)O)O
• InChI: InChI=1S/C17H22N2O12/c20-6-11(23)14(25)15-13(18-12(24)7-21)10(22)5-17(31-15,16(26)27)30-9-3-1-8(2-4-9)19(28)29/h1-4,10-11,13-15,20-23,25H,5-7H2,(H,18,24)(H,26,27)/t10-,11+,13+,14+,15+,17+/m0/s1
• InChIKey: XZIZFIVNPXSZFF-ZLVOJWICSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S,5R,6R)-4-hydroxy-5-(2-hydroxyacetamido)-2-(4-nitrophenoxy)-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,4S,5R,6R)-4-hydroxy-5-(2-hydroxyacetamido)-2-(4-nitrophenoxy)-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• Synonyms: Glycoylyl5Ac2-α-PNP; N-(2-Hydroxyacetyl)-2-O-(4-nitrophenyl)-α-neuraminic Acid; 2-O-(p-Nitrophenyl)-α-D-N-glycolylneuraminic Acid

Database IDs

• CAS Number: 1000890-36-7
• PubChem SID: 164231260
• PubChem CID: 71307130

CALCULATED PROPERTIES

• Acid pKa: 2.472572
• H Acceptors: 12
• H Donor: 7
• LogD (pH = 5.5): -5.016044
• LogD (pH = 7.4): -5.619505
• Log P: -2.1070497
• Molar Refractivity: 97.0682 cm^3
• Polarizability: 38.46039 Å^3
• Polar Surface Area: 231.83 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Pale Yellow Solid
• Melting Point: 148-150°C

Safety Information

• Storage Condition: -20°C Freezer