(4aR,7R,8R,8aR)-7-acetamido-6-hydroxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl benzoate

• ChemBase ID: 158861
• Molecular Formular: C22H23NO7
• Molecular Mass: 413.42052
• Monoisotopic Mass: 413.14745208
• SMILES: C1(O[C@H]2[C@@H]([C@@H]([C@@H]1NC(=O)C)OC(=O)c1ccccc1)OC(OC2)c1ccccc1)O
• Canonical SMILES: CC(=O)N[C@@H]1C(O)O[C@H]2[C@@H]([C@@H]1OC(=O)c1ccccc1)OC(OC2)c1ccccc1
• InChI: InChI=1S/C22H23NO7/c1-13(24)23-17-19(29-20(25)14-8-4-2-5-9-14)18-16(28-21(17)26)12-27-22(30-18)15-10-6-3-7-11-15/h2-11,16-19,21-22,26H,12H2,1H3,(H,23,24)/t16-,17-,18+,19-,21?,22?/m1/s1
• InChIKey: GFPZIAKCJILCRW-MLXPMVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,7R,8R,8aR)-7-acetamido-6-hydroxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl benzoate
• IUPAC Traditional name: (4aR,7R,8R,8aR)-7-acetamido-6-hydroxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl benzoate
• Synonyms: 2-(Acetylamino)-2-deoxy-4,6-O-(phenylmethylene)-D-galactopyranose 3-Benzoate; 2-Acetamido-3-benzoyl-4,6-O-benzylidene-2-deoxy-D-galactopyranose

Database IDs

• PubChem SID: 162252996
• PubChem CID: 71312717

CALCULATED PROPERTIES

• Acid pKa: 11.608759
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.439804
• LogD (pH = 7.4): 2.4397786
• Log P: 2.4398048
• Molar Refractivity: 103.7303 cm^3
• Polarizability: 41.582027 Å^3
• Polar Surface Area: 103.32 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Choloroform; Dichloromethane
• Apperance: White Solid