N-[(2S,3R,4R,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2-methoxy-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide

• ChemBase ID: 173210
• Molecular Formular: C15H27NO11
• Molecular Mass: 397.37498
• Monoisotopic Mass: 397.15841069
• SMILES: [C@H]1([C@@H]([C@@H]([C@H](O[C@H]1CO)OC)NC(=O)C)O[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)CO)O)O)O)O
• Canonical SMILES: OC[C@@H]1O[C@H](OC)[C@H]([C@H]([C@H]1O)O[C@@H]1O[C@@H](CO)[C@@H]([C@@H]([C@@H]1O)O)O)NC(=O)C
• InChI: InChI=1S/C15H27NO11/c1-5(19)16-8-13(10(21)7(4-18)25-14(8)24-2)27-15-12(23)11(22)9(20)6(3-17)26-15/h6-15,17-18,20-23H,3-4H2,1-2H3,(H,16,19)/t6-,7-,8-,9+,10+,11+,12-,13-,14+,15+/m1/s1
• InChIKey: JPIHIQIYWZWIPU-ATCGGQGBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4R,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2-methoxy-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2S,3R,4R,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2-methoxy-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide
• Synonyms: Gal1-b-3GalNAc1-α-OMe; Methyl 2-Acetamido-2-Deoxy-3-O-(b-D-Galactopyranosyl)-α-D-Galactopyranoside

Database IDs

• CAS Number: 75669-79-3
• PubChem SID: 164229120
• PubChem CID: 5288342

CALCULATED PROPERTIES

• Acid pKa: 11.894612
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -4.348284
• LogD (pH = 7.4): -4.3482966
• Log P: -4.348284
• Molar Refractivity: 84.1892 cm^3
• Polarizability: 35.078526 Å^3
• Polar Surface Area: 187.4 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: >246°C dec.

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M275180

A substrate for 2,3-O-Sialyltransferase. A synthetic derivative of T antigen, a tumor associated disaccharide.