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

• ChemBase ID: 175351
• Molecular Formular: C18H24N2O12
• Molecular Mass: 460.38936
• Monoisotopic Mass: 460.13292422
• SMILES: [C@@H]1([C@@H]([C@@H](C[C@](O1)(Oc1ccc(cc1)[N+](=O)[O-])C(=O)OC)O)NC(=O)CO)[C@@H]([C@H](O)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)OC)O)O
• InChI: InChI=1S/C18H24N2O12/c1-30-17(27)18(31-10-4-2-9(3-5-10)20(28)29)6-11(23)14(19-13(25)8-22)16(32-18)15(26)12(24)7-21/h2-5,11-12,14-16,21-24,26H,6-8H2,1H3,(H,19,25)/t11-,12+,14+,15+,16+,18+/m0/s1
• InChIKey: UYMDUGWMVDDTFR-GEDSSDLISA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 1000890-53-8
• PubChem SID: 164231261
• PubChem CID: 71751097

CALCULATED PROPERTIES

• Acid pKa: 11.8255415
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -1.9611559
• LogD (pH = 7.4): -1.9611703
• Log P: -1.9611557
• Molar Refractivity: 101.8373 cm^3
• Polarizability: 40.492565 Å^3
• Polar Surface Area: 220.83 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol; Water
• Apperance: White Solid
• Melting Point: 111-113°C

Safety Information

• Storage Condition: Refrigerator