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

• ChemBase ID: 175285
• Molecular Formular: C21H22N2O8
• Molecular Mass: 430.40798
• Monoisotopic Mass: 430.13761567
• 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)O
• Canonical SMILES: CC(=O)N[C@@H]1[C@@H](O[C@H]2[C@H]([C@@H]1O)OC(OC2)c1ccccc1)Oc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C21H22N2O8/c1-12(24)22-17-18(25)19-16(11-28-20(31-19)13-5-3-2-4-6-13)30-21(17)29-15-9-7-14(8-10-15)23(26)27/h2-10,16-21,25H,11H2,1H3,(H,22,24)/t16-,17-,18-,19-,20?,21-/m1/s1
• InChIKey: VEGMOSQBSHTMJS-UPGRXVQDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(4aR,6S,7R,8R,8aS)-8-hydroxy-6-(4-nitrophenoxy)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide
• IUPAC Traditional name: N-[(4aR,6S,7R,8R,8aS)-8-hydroxy-6-(4-nitrophenoxy)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide
• Synonyms: 4-nitrophenyl 2-(acetylamino)-2-deoxy-4,6-O-(phenylmethylene)-.beta.-D-glucopyranoside; p-Nitrophenyl 2-Acetamido-2-deoxy-4,6-benzylidene-β-D-glucopyranoside

Database IDs

• CAS Number: 19234-58-3
• PubChem SID: 164231195
• PubChem CID: 11750777

CALCULATED PROPERTIES

• Acid pKa: 11.826213
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 2.2186403
• LogD (pH = 7.4): 2.2186263
• Log P: 2.2186406
• Molar Refractivity: 105.4929 cm^3
• Polarizability: 41.611298 Å^3
• Polar Surface Area: 132.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO
• Apperance: Off-White Solid
• Melting Point: 258-261°C (dec.)