[(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-{[4-chloro-3-(trifluoromethyl)phenyl]amino}oxan-2-yl]methyl acetate

• ChemBase ID: 164680
• Molecular Formular: C21H23ClF3NO9
• Molecular Mass: 525.8568296
• Monoisotopic Mass: 525.10134366
• SMILES: c1(N[C@@H]2O[C@H]([C@H]([C@@H]([C@@H]2OC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C)ccc(c(c1)C(F)(F)F)Cl
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@@H](Nc2ccc(c(c2)C(F)(F)F)Cl)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C21H23ClF3NO9/c1-9(27)31-8-16-17(32-10(2)28)18(33-11(3)29)19(34-12(4)30)20(35-16)26-13-5-6-15(22)14(7-13)21(23,24)25/h5-7,16-20,26H,8H2,1-4H3/t16-,17-,18+,19-,20-/m1/s1
• InChIKey: ARINZWGXWQSZQE-OUUBHVDSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-{[4-chloro-3-(trifluoromethyl)phenyl]amino}oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-{[4-chloro-3-(trifluoromethyl)phenyl]amino}oxan-2-yl]methyl acetate
• Synonyms: 1-[4-Chloro-3-(trifluoromethyl)phenyl]amino-1-deoxy-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose; 1-[4-Chloro-3-(trifluoromethyl)phenyl]amino-1-deoxy-β-D-glucopyranose Tetraacetate

Database IDs

• PubChem SID: 162258815
• PubChem CID: 71314824

CALCULATED PROPERTIES

• Acid pKa: 11.878634
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.2784555
• LogD (pH = 7.4): 2.2784429
• Log P: 2.2784567
• Molar Refractivity: 111.2984 cm^3
• Polarizability: 43.79491 Å^3
• Polar Surface Area: 126.46 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Off-White Solid