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

• ChemBase ID: 174476
• Molecular Formular: C32H29NO9
• Molecular Mass: 571.57396
• Monoisotopic Mass: 571.18423151
• SMILES: [C@H]1([C@@H]([C@H](O[C@H]2[C@@H]1OC(OC2)c1ccccc1)Oc1ccc2c(c1)oc(=O)cc2C)NC(=O)C)OC(=O)c1ccccc1
• Canonical SMILES: CC(=O)N[C@@H]1[C@H](O[C@H]2[C@@H]([C@@H]1OC(=O)c1ccccc1)OC(OC2)c1ccccc1)Oc1ccc2c(c1)oc(=O)cc2C
• InChI: InChI=1S/C32H29NO9/c1-18-15-26(35)39-24-16-22(13-14-23(18)24)38-32-27(33-19(2)34)29(41-30(36)20-9-5-3-6-10-20)28-25(40-32)17-37-31(42-28)21-11-7-4-8-12-21/h3-16,25,27-29,31-32H,17H2,1-2H3,(H,33,34)/t25-,27-,28+,29-,31?,32+/m1/s1
• InChIKey: DPPHVJHTPUIZNZ-IJCOLPMWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,6R,7R,8R,8aR)-7-acetamido-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl benzoate
• IUPAC Traditional name: (4aR,6R,7R,8R,8aR)-7-acetamido-6-[(4-methyl-2-oxochromen-7-yl)oxy]-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl benzoate
• Synonyms: 4-Methylumbelliferyl 2-(Acetamino)-2-deoxy-3-O-benzoyl-4,6-O-benzylidene-D-galactopyranose

Database IDs

• PubChem SID: 164230386
• PubChem CID: 71750665

CALCULATED PROPERTIES

• Acid pKa: 12.066113
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 4.8834643
• LogD (pH = 7.4): 4.883456
• Log P: 4.883465
• Molar Refractivity: 147.7628 cm^3
• Polarizability: 58.426678 Å^3
• Polar Surface Area: 118.62 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Off-white Solid

DETAILS

Toronto Research Chemicals - M333460

Intermediate in the preparation of a substrate used in the detection of N-acetyl-α-D-Galactopyranosiaminidase activity.