(4aR,6S,7R,8R,8aS)-6-(4-nitrophenoxy)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxine-7,8-diol

• ChemBase ID: 175326
• Molecular Formular: C19H19NO8
• Molecular Mass: 389.35606
• Monoisotopic Mass: 389.11106657
• SMILES: [C@H]1([C@@H]([C@@H](O[C@H]2[C@H]1OC(OC2)c1ccccc1)Oc1ccc(cc1)[N+](=O)[O-])O)O
• Canonical SMILES: O[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/C19H19NO8/c21-15-16(22)19(26-13-8-6-12(7-9-13)20(23)24)27-14-10-25-18(28-17(14)15)11-4-2-1-3-5-11/h1-9,14-19,21-22H,10H2/t14-,15-,16-,17-,18?,19-/m1/s1
• InChIKey: BGBDVEKOBCWPHZ-HIQCEYAYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,6S,7R,8R,8aS)-6-(4-nitrophenoxy)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxine-7,8-diol
• IUPAC Traditional name: (4aR,6S,7R,8R,8aS)-6-(4-nitrophenoxy)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxine-7,8-diol
• Synonyms: 4-Nitrophenyl 4,6-O-(Phenylmethylene)-β-D-galactopyranoside; p-Nitrophenyl 4,6-Benzylidene-β-D-glucopyranoside

Database IDs

• CAS Number: 83167-73-1
• PubChem SID: 164231236
• PubChem CID: 10971145

CALCULATED PROPERTIES

• Acid pKa: 12.26347
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 2.5066757
• LogD (pH = 7.4): 2.50667
• Log P: 2.506676
• Molar Refractivity: 94.3916 cm^3
• Polarizability: 37.337837 Å^3
• Polar Surface Area: 123.2 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Hot Methanol
• Apperance: Off-White Crystalline Solid