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

• ChemBase ID: 175280
• Molecular Formular: C23H24N2O9
• Molecular Mass: 472.44466
• Monoisotopic Mass: 472.14818036
• SMILES: [C@H]1([C@@H]([C@H](O[C@H]2[C@H]1OC(OC2)c1ccccc1)Oc1ccc(cc1)[N+](=O)[O-])NC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)N[C@@H]1[C@H](O[C@H]2[C@H]([C@@H]1OC(=O)C)OC(OC2)c1ccccc1)Oc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C23H24N2O9/c1-13(26)24-19-21(31-14(2)27)20-18(12-30-22(34-20)15-6-4-3-5-7-15)33-23(19)32-17-10-8-16(9-11-17)25(28)29/h3-11,18-23H,12H2,1-2H3,(H,24,26)/t18-,19-,20-,21-,22?,23+/m1/s1
• InChIKey: BESTZLZNOJJNEZ-UWPRFDSFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,6R,7R,8R,8aS)-7-acetamido-6-(4-nitrophenoxy)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl acetate
• IUPAC Traditional name: (4aR,6R,7R,8R,8aS)-7-acetamido-6-(4-nitrophenoxy)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl acetate
• Synonyms: p-Nitrophenyl 2-Acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 3-Acetate; p-Nitrophenyl 2-Acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Database IDs

• CAS Number: 23262-56-8
• PubChem SID: 164231190
• PubChem CID: 71307205

CALCULATED PROPERTIES

• Acid pKa: 11.839444
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 2.6597657
• LogD (pH = 7.4): 2.6597521
• Log P: 2.659766
• Molar Refractivity: 114.6444 cm^3
• Polarizability: 45.46646 Å^3
• Polar Surface Area: 138.14 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; Hot Acetic Acid
• Apperance: White Solid