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

• ChemBase ID: 88688
• Molecular Formular: C13H23NO9
• Molecular Mass: 337.32302
• Monoisotopic Mass: 337.13728132
• SMILES: O1C([C@H]([C@H](C[C@@]1(C(=O)OC)OC)O)NC(=O)C)[C@@H]([C@@H](O)CO)O
• Canonical SMILES: OC[C@@H]([C@H](C1O[C@](OC)(C[C@@H]([C@@H]1NC(=O)C)O)C(=O)OC)O)O
• InChI: InChI=1S/C13H23NO9/c1-6(16)14-9-7(17)4-13(22-3,12(20)21-2)23-11(9)10(19)8(18)5-15/h7-11,15,17-19H,4-5H2,1-3H3,(H,14,16)/t7-,8-,9-,10+,11?,13+/m0/s1
• InChIKey: JKTJXQQVMKZKQA-PJGPLBPJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R,4S,5S)-5-acetamido-4-hydroxy-2-methoxy-6-[(1R,2S)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
• IUPAC Traditional name: methyl (2R,4S,5S)-5-acetamido-4-hydroxy-2-methoxy-6-[(1R,2S)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
• Synonyms: 2-O-Methyl-alpha-D-N-acetylneuraminic acid methyl ester 97%

Database IDs

• MDL Number: MFCD00792870
• PubChem SID: 162075609
• PubChem CID: 71299536

CALCULATED PROPERTIES

• Acid pKa: 12.620022
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -2.7749176
• LogD (pH = 7.4): -2.7749195
• Log P: -2.774917
• Molar Refractivity: 73.3017 cm^3
• Polarizability: 30.149857 Å^3
• Polar Surface Area: 154.78 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Irritant