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

• ChemBase ID: 88689
• Molecular Formular: C10H19NO8
• Molecular Mass: 281.25976
• Monoisotopic Mass: 281.11106657
• SMILES: O1[C@@](C[C@H](O)[C@H](C1[C@H](O)[C@@H](O)CO)N)(C(=O)O)OC
• Canonical SMILES: OC[C@@H]([C@H](C1O[C@@](OC)(C[C@@H]([C@H]1N)O)C(=O)O)O)O
• InChI: InChI=1S/C10H19NO8/c1-18-10(9(16)17)2-4(13)6(11)8(19-10)7(15)5(14)3-12/h4-8,12-15H,2-3,11H2,1H3,(H,16,17)/t4-,5-,6+,7+,8?,10-/m0/s1
• InChIKey: OMVQZDUAKZZNEF-RXQLJYJZSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD03094646
• PubChem SID: 162075610
• PubChem CID: 71299537

CALCULATED PROPERTIES

• Acid pKa: 2.8035867
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -5.0031896
• LogD (pH = 7.4): -5.0301113
• Log P: -5.003483
• Molar Refractivity: 59.0888 cm^3
• Polarizability: 24.678326 Å^3
• Polar Surface Area: 162.7 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Warning: Irritant