(2S,3S,4S,5R,6S)-6-({2-[(2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetyl)oxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 158831
• Molecular Formular: C22H21Cl2NO10
• Molecular Mass: 530.30884
• Monoisotopic Mass: 529.05425124
• SMILES: c1ccc(c(c1Cl)Nc1ccccc1CC(=O)OCC(=O)O[C@H]1[C@@H]([C@@H]([C@@H]([C@H](O1)C(=O)O)O)O)O)Cl
• Canonical SMILES: O=C(Cc1ccccc1Nc1c(Cl)cccc1Cl)OCC(=O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C22H21Cl2NO10/c23-11-5-3-6-12(24)16(11)25-13-7-2-1-4-10(13)8-14(26)33-9-15(27)34-22-19(30)17(28)18(29)20(35-22)21(31)32/h1-7,17-20,22,25,28-30H,8-9H2,(H,31,32)/t17-,18-,19+,20-,22+/m0/s1
• InChIKey: LYQOIFHTQWYSNJ-SXFAUFNYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-6-({2-[(2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetyl)oxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-6-({2-[(2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetyl)oxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: 2-[(2,6-Dichlorophenyl)-amino]benzeneacetic Acid Carboxymethyl Ester Acyl-β-D-Glucuronide; Aceclofenac Acyl-β-D-glucuronide

Database IDs

• PubChem SID: 162252966
• PubChem CID: 71312708

CALCULATED PROPERTIES

• Acid pKa: 2.990125
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -0.5364783
• LogD (pH = 7.4): -1.5406665
• Log P: 1.935093
• Molar Refractivity: 118.6137 cm^3
• Polarizability: 47.47726 Å^3
• Polar Surface Area: 171.85 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - A130405

Aceclofenac β-D-Glucuronide is a glucuronide metabolite of Aceclofenac (A130400).