prop-2-en-1-yl (3R,5R,6R)-6-[(2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase ID: 167102
• Molecular Formular: C23H23Cl2NO8
• Molecular Mass: 512.33662
• Monoisotopic Mass: 511.08007206
• SMILES: c1ccc(c(c1Cl)Nc1ccccc1CC(=O)O[C@H]1OC([C@H](O)C(O)[C@@H]1O)C(=O)OCC=C)Cl
• Canonical SMILES: C=CCOC(=O)C1O[C@H](OC(=O)Cc2ccccc2Nc2c(Cl)cccc2Cl)[C@H](C([C@H]1O)O)O
• InChI: InChI=1S/C23H23Cl2NO8/c1-2-10-32-22(31)21-19(29)18(28)20(30)23(34-21)33-16(27)11-12-6-3-4-9-15(12)26-17-13(24)7-5-8-14(17)25/h2-9,18-21,23,26,28-30H,1,10-11H2/t18?,19-,20-,21?,23+/m1/s1
• InChIKey: WNQJKISLWOVAQH-FQXTYDLQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: prop-2-en-1-yl (3R,5R,6R)-6-[(2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC Traditional name: prop-2-en-1-yl (3R,5R,6R)-6-[(2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate
• Synonyms: 1-[2-[(2,6-Dichlorophenyl)amino]benzeneacetate]-β-D-glucopyranuronic Acid 2-Propen-1-yl Ester; Diclofenac Acyl-β-D-glucuronide Allyl Ester

Database IDs

• CAS Number: 698358-10-0
• PubChem SID: 162261235
• PubChem CID: 46781257

CALCULATED PROPERTIES

• Acid pKa: 12.161993
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 3.1883595
• LogD (pH = 7.4): 3.188352
• Log P: 3.1883595
• Molar Refractivity: 121.6918 cm^3
• Polarizability: 48.3749 Å^3
• Polar Surface Area: 134.55 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Amorphous Solid

DETAILS

Toronto Research Chemicals - D436485

Diclofenac-13C6 Sodium Salt13C Labelled Diclofenac Sodium Salt is a known nonsteroidal anti-inflammatory compound and cyclooxygenase (COX) inhibitor.

REFERENCES

• Kenny, J.R., et al.: J. Med. Chem., 47, 2816 (2004)