N-[(4aS,6R,7S,8R,8aR)-6-(benzyloxy)-8-hydroxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide

• ChemBase ID: 81654
• Molecular Formular: C22H25NO6
• Molecular Mass: 399.437
• Monoisotopic Mass: 399.16818753
• SMILES: O1[C@H]([C@H]([C@H]([C@@H]2[C@@H]1COC(c1ccccc1)O2)O)NC(=O)C)OCc1ccccc1
• Canonical SMILES: CC(=O)N[C@@H]1[C@H](OCc2ccccc2)O[C@@H]2[C@@H]([C@@H]1O)OC(OC2)c1ccccc1
• InChI: InChI=1S/C22H25NO6/c1-14(24)23-18-19(25)20-17(13-27-21(29-20)16-10-6-3-7-11-16)28-22(18)26-12-15-8-4-2-5-9-15/h2-11,17-22,25H,12-13H2,1H3,(H,23,24)/t17-,18-,19+,20-,21?,22+/m0/s1
• InChIKey: NXGXFAKJUWEFEC-HUPDWHQRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(4aS,6R,7S,8R,8aR)-6-(benzyloxy)-8-hydroxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide
• IUPAC Traditional name: N-[(4aS,6R,7S,8R,8aR)-6-(benzyloxy)-8-hydroxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide
• Synonyms: 3-Acetamido-2-benzyl-4,6-O-benzylidene-alpha-D-glucopyranoside tech

Database IDs

• MDL Number: MFCD00143679
• PubChem SID: 162068773
• PubChem CID: 44725017

CALCULATED PROPERTIES

• Acid pKa: 12.454627
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.3121042
• LogD (pH = 7.4): 2.3121011
• Log P: 2.3121045
• Molar Refractivity: 103.2721 cm^3
• Polarizability: 41.49513 Å^3
• Polar Surface Area: 86.25 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 251-254°C

Safety Information

• Storage Warning: Irritant