(4'aR,6'S,7'S,8'R,8'aR)-7'-hydroxy-6'-(4-nitrophenoxy)-hexahydrospiro[cyclohexane-1,2'-pyrano[3,2-d][1,3]dioxine]-8'-yl benzoate

• ChemBase ID: 175219
• Molecular Formular: C25H27NO9
• Molecular Mass: 485.48318
• Monoisotopic Mass: 485.16858145
• SMILES: [C@H]1([C@@H]([C@@H](O[C@H]2[C@H]1OC1(OC2)CCCCC1)Oc1ccc(cc1)[N+](=O)[O-])O)OC(=O)c1ccccc1
• Canonical SMILES: O[C@@H]1[C@@H](O[C@H]2[C@H]([C@@H]1OC(=O)c1ccccc1)OC1(OC2)CCCCC1)Oc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C25H27NO9/c27-20-22(34-23(28)16-7-3-1-4-8-16)21-19(15-31-25(35-21)13-5-2-6-14-25)33-24(20)32-18-11-9-17(10-12-18)26(29)30/h1,3-4,7-12,19-22,24,27H,2,5-6,13-15H2/t19-,20+,21-,22-,24-/m1/s1
• InChIKey: RVVIQVXUQHZOPI-AQKHVRLOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4'aR,6'S,7'S,8'R,8'aR)-7'-hydroxy-6'-(4-nitrophenoxy)-hexahydrospiro[cyclohexane-1,2'-pyrano[3,2-d][1,3]dioxine]-8'-yl benzoate
• IUPAC Traditional name: (4'aR,6'S,7'S,8'R,8'aR)-7'-hydroxy-6'-(4-nitrophenoxy)-hexahydrospiro[cyclohexane-1,2'-pyrano[3,2-d][1,3]dioxine]-8'-yl benzoate
• Synonyms: 4-Nitrophenyl 4,6-O-Cyclohexylidene-β-D-mannopyranoside 3-Benzoate; p-Nitrophenyl 3-O-Benzoyl-4,6-cyclohexylidene-β-D-mannopyranoside

Database IDs

• CAS Number: 102717-17-9
• PubChem SID: 164231129
• PubChem CID: 71751053

CALCULATED PROPERTIES

• Acid pKa: 12.323688
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 4.79391
• LogD (pH = 7.4): 4.793905
• Log P: 4.79391
• Molar Refractivity: 121.2734 cm^3
• Polarizability: 47.770172 Å^3
• Polar Surface Area: 129.27 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 172-174°C