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

• ChemBase ID: 80886
• Molecular Formular: C23H34N2O11
• Molecular Mass: 514.52286
• Monoisotopic Mass: 514.21625992
• SMILES: CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@H]1[C@H](O)[C@@H](NC(=O)C)[C@H](OCc2ccccc2)O[C@@H]1CO
• Canonical SMILES: OC[C@H]1O[C@@H](OCc2ccccc2)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1NC(=O)C)O)O)O)NC(=O)C
• InChI: InChI=1S/C23H34N2O11/c1-11(28)24-16-19(31)18(30)14(8-26)34-23(16)36-21-15(9-27)35-22(17(20(21)32)25-12(2)29)33-10-13-6-4-3-5-7-13/h3-7,14-23,26-27,30-32H,8-10H2,1-2H3,(H,24,28)(H,25,29)/t14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1
• InChIKey: YKIHNKSMASHGRS-LQNYZTQFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5R,6R)-6-(benzyloxy)-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5R,6R)-6-(benzyloxy)-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• Synonyms: GlcNAcβ1-4GlcNAc-β-O-Bn; Benzyl N,N'-Diacetyl-β-chitobioside; GLCNAC1-b-4GLCNAC-b-O-BN; Benzyl-N,N'-diacetyl-betachitobioside

Database IDs

• CAS Number: 19272-52-7
• MDL Number: MFCD00269927
• PubChem SID: 162068005
• PubChem CID: 10791913

CALCULATED PROPERTIES

• Acid pKa: 11.945449
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -2.911846
• LogD (pH = 7.4): -2.911857
• Log P: -2.9118457
• Molar Refractivity: 119.9031 cm^3
• Polarizability: 48.751656 Å^3
• Polar Surface Area: 196.27 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Solid
• Melting Point: 248-256°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Irritant