(2R,4S,5R,6R)-5-acetamido-2-{[(2R,3R,4R,5R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

• ChemBase ID: 177700
• Molecular Formular: C19H32N2O14
• Molecular Mass: 512.46238
• Monoisotopic Mass: 512.18535371
• SMILES: [C@H]1([C@@H]([C@@H](C(O[C@H]1CO[C@@]1(C[C@H]([C@H]([C@@H](O1)[C@@H]([C@@H](CO)O)O)NC(=O)C)O)C(=O)O)O)NC(=O)C)O)O
• Canonical SMILES: OC[C@H]([C@H]([C@@H]1O[C@](OC[C@@H]2OC(O)[C@H]([C@H]([C@H]2O)O)NC(=O)C)(C[C@H]([C@H]1NC(=O)C)O)C(=O)O)O)O
• InChI: InChI=1S/C19H32N2O14/c1-6(23)20-11-8(25)3-19(18(31)32,35-16(11)13(27)9(26)4-22)33-5-10-14(28)15(29)12(17(30)34-10)21-7(2)24/h8-17,22,25-30H,3-5H2,1-2H3,(H,20,23)(H,21,24)(H,31,32)/t8-,9+,10+,11+,12+,13+,14-,15+,16+,17?,19+/m0/s1
• InChIKey: CZOGCRVBCLRHQJ-YIDOBNJDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4S,5R,6R)-5-acetamido-2-{[(2R,3R,4R,5R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• IUPAC Traditional name: (2R,4S,5R,6R)-5-acetamido-2-{[(2R,3R,4R,5R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• Synonyms: 2-Acetamido-6-O-(N-acetyl-α-D-neuraminyl)-2-deoxy-D-galactose; 6-O-α-Sialyl-2-acetamido-2-deoxy-D-galactopyranoside

Database IDs

• CAS Number: 72506-87-7
• PubChem SID: 164233610
• PubChem CID: 11409652

CALCULATED PROPERTIES

• Acid pKa: 2.9858057
• H Acceptors: 14
• H Donor: 10
• LogD (pH = 5.5): -8.098304
• LogD (pH = 7.4): -9.099094
• Log P: -5.6228085
• Molar Refractivity: 107.296 cm^3
• Polarizability: 44.313988 Å^3
• Polar Surface Area: 264.8 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 160-163°C(dec)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere