N-[(2R,3R,4R,5S,6R)-2,4-bis(benzyloxy)-6-[(benzyloxy)methyl]-5-hydroxyoxan-3-yl]acetamide

• ChemBase ID: 161351
• Molecular Formular: C29H33NO6
• Molecular Mass: 491.57542
• Monoisotopic Mass: 491.23078778
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COCc1ccccc1)OCc1ccccc1)NC(=O)C)OCc1ccccc1)O
• Canonical SMILES: CC(=O)N[C@@H]1[C@H](OCc2ccccc2)O[C@H]([C@H]([C@@H]1OCc1ccccc1)O)COCc1ccccc1
• InChI: InChI=1S/C29H33NO6/c1-21(31)30-26-28(34-18-23-13-7-3-8-14-23)27(32)25(20-33-17-22-11-5-2-6-12-22)36-29(26)35-19-24-15-9-4-10-16-24/h2-16,25-29,32H,17-20H2,1H3,(H,30,31)/t25-,26-,27-,28-,29-/m1/s1
• InChIKey: JUMIDJUZUBPQHV-HWVUQVAQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,3R,4R,5S,6R)-2,4-bis(benzyloxy)-6-[(benzyloxy)methyl]-5-hydroxyoxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2R,3R,4R,5S,6R)-2,4-bis(benzyloxy)-6-[(benzyloxy)methyl]-5-hydroxyoxan-3-yl]acetamide
• Synonyms: Phenylmethyl 2-(Acetylamino)-2-deoxy-3,6-bis-O-(phenylmethyl)-β-D-glucopyranoside; Benzyl 2-Acetamido-2-deoxy-3,6-di-O-benzyl-β-D-glucopyranoside

Database IDs

• CAS Number: 62867-63-4
• PubChem SID: 162255486
• PubChem CID: 12903257

CALCULATED PROPERTIES

• Acid pKa: 12.47932
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 3.882224
• LogD (pH = 7.4): 3.8822212
• Log P: 3.8822246
• Molar Refractivity: 135.1161 cm^3
• Polarizability: 53.63064 Å^3
• Polar Surface Area: 86.25 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: White Solid
• Melting Point: 173-174°C

Safety Information

• Storage Condition: -20°C Freezer