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76690-94-3,MFCD00870105
Catalog No.:AA008PEF

76690-94-3 | rac Ketoprofen Acyl-β-D-glucuronide

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1mg
≥95%
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$520.00   $364.00
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA008PEF
Chemical Name:
rac Ketoprofen Acyl-β-D-glucuronide
CAS Number:
76690-94-3
Molecular Formula:
C22H22O9
Molecular Weight:
430.4047
MDL Number:
MFCD00870105
SMILES:
O=C(C(c1cccc(c1)C(=O)c1ccccc1)C)O[C@@H]1OC(C(=O)O)[C@H](C([C@@H]1O)O)O
Properties
Computed Properties
 
Complexity:
659  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Heavy Atom Count:
31  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
7  
Undefined Atom Stereocenter Count:
1  
XLogP3:
1.7  

Literature

Title: Toxicological evaluation of acyl glucuronides of nonsteroidal anti-inflammatory drugs using human embryonic kidney 293 cells stably expressing human UDP-glucuronosyltransferase and human hepatocytes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20110101

Title: Ketoprofen glucuronidation and bile excretion in carbon tetrachloride and alpha-naphthylisothiocyanate induced hepatic injury rats.

Journal: Toxicology 20070212

Title: Kinetic studies on the intramolecular acyl migration of beta-1-O-acyl glucuronides: application to the glucuronides of (R)- and (S)-ketoprofen, (R)- and (S)-hydroxy-ketoprofen metabolites, and tolmetin by 1H-NMR spectroscopy.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20050701

Title: Elucidation of the mechanism of inhibition of cyclooxygenases by acyl-coenzyme A and acylglucuronic conjugates of ketoprofen.

Journal: Biochemical pharmacology 20041115

Title: Stereospecific pH-dependent degradation kinetics of R- and S-naproxen-beta-l-O-acyl-glucuronide.

Journal: Chirality 20020505

Title: Evidence for significant differences in microsomal drug glucuronidation by canine and human liver and kidney.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20010201

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