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31528-44-6,MFCD09878308
Catalog No.:AA007IXB

31528-44-6 | Mycophenolic Acid β-D-Glucuronide

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1mg
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA007IXB
Chemical Name:
Mycophenolic Acid β-D-Glucuronide
CAS Number:
31528-44-6
Molecular Formula:
C23H28O12
Molecular Weight:
496.4612
MDL Number:
MFCD09878308
SMILES:
COc1c(C/C=C(/CCC(=O)O)\C)c(O[C@@H]2OC(C(=O)O)[C@H](C([C@@H]2O)O)O)c2c(c1C)COC2=O
Properties
Computed Properties
 
Complexity:
827  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
35  
Hydrogen Bond Acceptor Count:
12  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
9  
XLogP3:
1.1  

Literature

Title: Effects of mycophenolic acid alone and in combination with its metabolite mycophenolic acid glucuronide on rat embryos in vitro.

Journal: Archives of toxicology 20130201

Title: Omeprazole impairs the absorption of mycophenolate mofetil but not of enteric-coated mycophenolate sodium in healthy volunteers.

Journal: Journal of clinical pharmacology 20120801

Title: Liquid chromatography-tandem mass spectrometry method for the quantification of mycophenolic acid and its phenolic glucuronide in saliva and plasma using a standardized saliva collection device.

Journal: Journal of chromatography. A 20120608

Title: Development of population PK model with enterohepatic circulation for mycophenolic acid in patients with childhood-onset systemic lupus erythematosus.

Journal: British journal of clinical pharmacology 20120501

Title: Effective plasma concentrations of mycophenolic acid and its glucuronide in systemic lupus erythematosus patients in the remission-maintenance phase.

Journal: Journal of clinical pharmacy and therapeutics 20120401

Title: Human α/β hydrolase domain containing 10 (ABHD10) is responsible enzyme for deglucuronidation of mycophenolic acid acyl-glucuronide in liver.

Journal: The Journal of biological chemistry 20120316

Title: A high-throughput U-HPLC-MS/MS assay for the quantification of mycophenolic acid and its major metabolites mycophenolic acid glucuronide and mycophenolic acid acyl-glucuronide in human plasma and urine.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20120201

Title: Pharmacokinetics of tacrolimus and mycophenolate mofetil in renal transplant recipients on a corticosteroid-free regimen.

Journal: American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists 20120115

Title: Renal graft function and low-dose cyclosporine affect mycophenolic acid pharmacokinetics in kidney transplantation.

Journal: Transplantation 20110915

Title: Mycophenolic acid pharmacokinetics during maintenance immunosuppression in African American and Caucasian renal transplant recipients.

Journal: Journal of clinical pharmacology 20110801

Title: Cyclosporine alters correlation between free and total mycophenolic acid in kidney transplant recipients in the initial phase.

Journal: Journal of clinical pharmacy and therapeutics 20110401

Title: UPLC MS/MS method for quantification of mycophenolic acid and metabolites in human plasma: Application to pharmacokinetic study.

Journal: Clinica chimica acta; international journal of clinical chemistry 20110114

Title: Simultaneous determination of mycophenolic acid and its metabolites by HPLC and pharmacokinetic studies in rat plasma and bile.

Journal: Archives of pharmacal research 20110101

Title: [Optimal immunosuppressive therapy based on pharmacokinetics and pharmacodynamics of antimetabolites in clinical practice].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20101201

Title: Neither mycophenolate acyl-glucuronide levels nor their areas under the curve are responsible for the gastrointestinal side effects in kidney transplant recipients receiving EC-MPA: a prospective trial.

Journal: Transplantation proceedings 20101201

Title: Establishment of high-performance liquid chromatography and enzyme multiplied immunoassay technology methods for determination of free mycophenolic acid and its application in Chinese liver transplant recipients.

Journal: Therapeutic drug monitoring 20101001

Title: Sample cleanup-free determination of mycophenolic acid and its glucuronide in serum and plasma using the novel technology of ultra-performance liquid chromatography-electrospray ionization tandem mass spectrometry.

Journal: Talanta 20100315

Title: Mycophenolate pharmacokinetics and association with response to acute graft-versus-host disease treatment from the Blood and Marrow Transplant Clinical Trials Network.

Journal: Biology of blood and marrow transplantation : journal of the American Society for Blood and Marrow Transplantation 20100301

Title: Pharmacogenetic influences on mycophenolate therapy.

Journal: Pharmacogenomics 20100301

Title: Inhibition of intestinal and hepatic glucuronidation of mycophenolic acid by Ginkgo biloba extract and flavonoids.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20100201

Title: Investigation of the crossreactivity of mycophenolic acid glucuronide metabolites and of mycophenolate mofetil in the Cedia MPA assay.

Journal: Therapeutic drug monitoring 20100201

Title: Monitoring of mycophenolate acid in serum or plasma using LC tandem mass spectrometry.

Journal: Methods in molecular biology (Clifton, N.J.) 20100101

Title: High-performance liquid chromatography-mass spectroscopy/mass spectroscopy method for simultaneous quantification of total or free fraction of mycophenolic acid and its glucuronide metabolites.

Journal: Therapeutic drug monitoring 20091201

Title: Pharmacokinetic role of protein binding of mycophenolic acid and its glucuronide metabolite in renal transplant recipients.

Journal: Journal of pharmacokinetics and pharmacodynamics 20091201

Title: Bioavailability of mycophenolate mofetil and enteric-coated mycophenolate sodium is differentially affected by pantoprazole in healthy volunteers.

Journal: Journal of clinical pharmacology 20091001

Title: Optimal mycophenolic acid and mycophenolic acid glucuronide levels at the early period after kidney transplantation are the key contributors to improving long-term outcomes.

Journal: Transplantation proceedings 20091001

Title: Mechanism-based enterohepatic circulation model of mycophenolic acid and its glucuronide metabolite: assessment of impact of cyclosporine dose in Asian renal transplant patients.

Journal: Journal of clinical pharmacology 20090601

Title: Impact of calcineurin inhibitors on urinary excretion of mycophenolic acid and its glucuronide in kidney transplant recipients.

Journal: Journal of clinical pharmacology 20090601

Title: Influence of clinical and demographic variables on mycophenolic acid pharmacokinetics in antineutrophil cytoplasmic antibody-associated vasculitis.

Journal: The Annals of pharmacotherapy 20090601

Title: Cyclosporine concentration-dependent increase in concentration ratio of mycophenolic acid acyl and phenol glucuronides to mycophenolic acid in stable kidney transplant recipients.

Journal: Clinical biochemistry 20090501

Title: Effect of mycophenolate acyl-glucuronide on human recombinant type 2 inosine monophosphate dehydrogenase.

Journal: Clinical chemistry 20090501

Title: Measurement of mycophenolic acid and its glucuronide using a novel rapid liquid chromatography-electrospray ionization tandem mass spectrometry assay.

Journal: Clinical biochemistry 20090101

Title: Pharmacokinetics of mycophenolic acid in patients with lupus nephritis.

Journal: Pharmacotherapy 20090101

Title: The role of pH in the glucuronidation of raloxifene, mycophenolic acid and ezetimibe.

Journal: Molecular pharmaceutics 20090101

Title: Limited sampling models and Bayesian estimation for mycophenolic acid area under the curve prediction in stable renal transplant patients co-medicated with ciclosporin or sirolimus.

Journal: Clinical pharmacokinetics 20090101

Title: Comparison of pharmacokinetics of mycophenolic acid and its glucuronide between patients with lupus nephritis and with kidney transplantation.

Journal: Therapeutic drug monitoring 20081201

Title: Influence of uridine diphosphate (UDP)-glucuronosyltransferases and ABCC2 genetic polymorphisms on the pharmacokinetics of mycophenolic acid and its metabolites in Chinese renal transplant recipients.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20081101

Title: Influence of drug transporters and UGT polymorphisms on pharmacokinetics of phenolic glucuronide metabolite of mycophenolic acid in Japanese renal transplant recipients.

Journal: Therapeutic drug monitoring 20081001

Title: AcylMPAG plasma concentrations and mycophenolic acid-related side effects in patients undergoing renal transplantation are not related to the UGT2B7-840G>A gene polymorphism.

Journal: Therapeutic drug monitoring 20080801

Title: Application of experimental design in optimization of solid phase extraction of mycophenolic acid and mycophenolic acid glucuronide from human urine and plasma and SPE-RP-HPLC method validation.

Journal: Journal of pharmaceutical and biomedical analysis 20080715

Title: Determination of mycophenolic acid glucuronide in microsomal incubations using high performance liquid chromatography-tandem mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080715

Title: The impact of P-glycoprotein and Mrp2 on mycophenolic acid levels in mice.

Journal: Transplant immunology 20080701

Title: Pharmacokinetics of mycophenolic acid in live donor liver transplant patients vs deceased donor liver transplant patients.

Journal: Journal of clinical pharmacology 20080501

Title: Simultaneous determination of mycophenolic acid and its glucuronides in human plasma using isocratic ion pair high-performance liquid chromatography.

Journal: Journal of pharmaceutical and biomedical analysis 20080213

Title: Evaluation of MPA and MPAG removal by continuous venovenous hemodiafiltration and continuous venovenous hemofiltration.

Journal: Therapeutic drug monitoring 20080201

Title: Glucuronidation of mycophenolic acid by Wistar and Mrp2-deficient TR- rat liver microsomes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20080101

Title: Pharmacokinetics of mycophenolic acid, tacrolimus and sirolimus after gastric bypass surgery in end-stage renal disease and transplant patients: a pilot study.

Journal: Clinical transplantation 20080101

Title: Lack of association between common polymorphisms in UGT1A9 and gene expression and activity.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20071201

Title: Liquid chromatographic determination of mycophenolic acid and its metabolites in human kidney transplant plasma: pharmacokinetic application.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20071115

Title: Simultaneous determination of cortisol, dexamethasone, methylprednisolone, prednisone, prednisolone, mycophenolic acid and mycophenolic acid glucuronide in human plasma utilizing liquid chromatography-tandem mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20071101

Title: Methanol-associated matrix effects in electrospray ionization tandem mass spectrometry.

Journal: Clinical chemistry 20071001

Title: Influence of renal insufficiency on pharmacokinetics of ACYL-glucuronide metabolite of mycophenolic acid in renal transplant patients.

Journal: Transplantation proceedings 20070901

Title: The impact of renal allograft function on exposure and elimination of mycophenolic acid (MPA) and its metabolite MPA 7-O-glucuronide.

Journal: Transplantation 20070815

Title: Plasma concentrations of mycophenolic acid acyl glucuronide are not associated with diarrhea in renal transplant recipients.

Journal: American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons 20070701

Title: Interaction and transport characteristics of mycophenolic acid and its glucuronide via human organic anion transporters hOAT1 and hOAT3.

Journal: Biochemical pharmacology 20070630

Title: Relationship between MPA free fraction and free MPAG concentrations in heart transplant recipients based on simultaneous HPLC quantification of the target compounds in human plasma.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070601

Title: Influence of the UGT2B7 promoter region and exon 2 polymorphisms and comedications on Acyl-MPAG production in vitro and in adult renal transplant patients.

Journal: Pharmacogenetics and genomics 20070501

Title: Gender-related differences in mycophenolate mofetil-induced gastrointestinal toxicity in rats.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20070301

Title: Concentrations of mycophenolic acid and glucuronide metabolites under concomitant therapy with cyclosporine or tacrolimus.

Journal: Therapeutic drug monitoring 20070201

Title: Total and free mycophenolic acid and its 7-O-glucuronide metabolite in Chinese adult renal transplant patients: pharmacokinetics and application of limited sampling strategies.

Journal: European journal of clinical pharmacology 20070101

Title: Bioequivalence of enteric-coated mycophenolate sodium and mycophenolate mofetil: a meta-analysis of three studies in stable renal transplant recipients.

Journal: Transplantation 20061215

Title: Rifampin induces alterations in mycophenolic acid glucuronidation and elimination: implications for drug exposure in renal allograft recipients.

Journal: Clinical pharmacology and therapeutics 20061101

Title: Quantification by liquid chromatography tandem mass spectrometry of mycophenolic acid and its phenol and acyl glucuronide metabolites.

Journal: Clinical chemistry 20061001

Title: Characterization of intestinal absorption and enterohepatic circulation of mycophenolic Acid and its 7-O-glucuronide in rats.

Journal: Drug metabolism and pharmacokinetics 20061001

Title: Influence of nonsynonymous polymorphisms of UGT1A8 and UGT2B7 metabolizing enzymes on the formation of phenolic and acyl glucuronides of mycophenolic acid.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20060901

Title: Characterization of rat intestinal microsomal UDP-glucuronosyltransferase activity toward mycophenolic acid.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20060901

Title: Pharmacokinetics of mycophenolic acid and its glucuronidated metabolites in stable lung transplant recipients.

Journal: The Annals of pharmacotherapy 20060901

Title: Absorption characteristics of EC-MPS--an enteric-coated formulation of mycophenolic sodium.

Journal: International journal of clinical pharmacology and therapeutics 20060801

Title: Adsorption of mycophenolic acid and its phenolic glucuronide to glass, polystyrene, and polypropylene containers.

Journal: Clinical chemistry 20060501

Title: [Pharmacokinetic model for the enterohepatic circulation of mycophenolic acid].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20060301

Title: Effects of calcineurin inhibitors on pharmacokinetics of mycophenolic acid and its glucuronide metabolite during the maintenance period following renal transplantation.

Journal: Biological & pharmaceutical bulletin 20060201

Title: Comparison of mycophenolic acid pharmacokinetic parameters in kidney transplant patients within the first 3 months post-transplant.

Journal: Journal of clinical pharmacy and therapeutics 20060201

Title: Pharmacokinetics of enteric-coated mycophenolate sodium in stable pediatric renal transplant recipients.

Journal: Pediatric transplantation 20051201

Title: Trough levels of mycophenolic acid and its glucuronidated metabolite in renal transplant recipients.

Journal: International journal of clinical pharmacology and therapeutics 20050801

Title: Cyclosporine interacts with mycophenolic acid by inhibiting the multidrug resistance-associated protein 2.

Journal: American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons 20050501

Title: Enteric-coated mycophenolate sodium delivers bioequivalent MPA exposure compared with mycophenolate mofetil.

Journal: Clinical transplantation 20050401

Title: Pharmacokinetics of tacrolimus and mycophenolic acid are altered, but recover at different times during hepatic regeneration in rats.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20050301

Title: Mycophenolic acid pharmacokinetics and related outcomes early after renal transplant.

Journal: British journal of clinical pharmacology 20050301

Title: Standard dose enteric-coated mycophenolate sodium (myfortic) delivers rapid therapeutic mycophenolic acid exposure in kidney transplant recipients.

Journal: Transplantation proceedings 20050301

Title: Intraindividual and interindividual variations in the pharmacokinetics of mycophenolic acid in liver transplant patients.

Journal: Journal of clinical pharmacology 20050101

Title: HPLC determination of mycophenolic acid and mycophenolic acid glucuronide in human plasma with hybrid material.

Journal: Journal of pharmaceutical and biomedical analysis 20041115

Title: Cyclosporin A, but not tacrolimus, inhibits the biliary excretion of mycophenolic acid glucuronide possibly mediated by multidrug resistance-associated protein 2 in rats.

Journal: The Journal of pharmacology and experimental therapeutics 20040601

Title: Development of a high pressure liquid chromatography method for the determination of mycophenolic acid and its glucuronide metabolite in small volumes of plasma from paediatric patients.

Journal: Journal of pharmaceutical and biomedical analysis 20040401

Title: Pharmacokinetics of daclizumab and mycophenolate mofetil with cyclosporine and steroids in renal transplantation.

Journal: Clinical transplantation 20031201

Title: Twelve-month evaluation of the clinical pharmacokinetics of total and free mycophenolic acid and its glucuronide metabolites in renal allograft recipients on low dose tacrolimus in combination with mycophenolate mofetil.

Journal: Therapeutic drug monitoring 20031001

Title: High-performance liquid chromatographic method for mycophenolic acid and its glucuronide in serum and urine.

Journal: Journal of clinical pharmacy and therapeutics 20030201

Title: Mycophenolic acid and mycophenolic acid glucuronide pharmacokinetics in pediatric liver transplant recipients: effect of cyclosporine and tacrolimus comedication.

Journal: Therapeutic drug monitoring 20021001

Title: Pharmacokinetics and protein adduct formation of the pharmacologically active acyl glucuronide metabolite of mycophenolic acid in pediatric renal transplant recipients.

Journal: Therapeutic drug monitoring 20020601

Title: In vivo higher glucuronidation of mycophenolic acid in male than in female recipients of a cadaveric kidney allograft and under immunosuppressive therapy with mycophenolate mofetil.

Journal: Therapeutic drug monitoring 20011001

Title: Rapid and simultaneous determination of mycophenolic acid and its glucuronide conjugate in human plasma by ion-pair reversed-phase high-performance liquid chromatography using isocratic elution.

Journal: Journal of chromatography. B, Biomedical sciences and applications 20010405

Title: Glucuronide and glucoside conjugation of mycophenolic acid by human liver, kidney and intestinal microsomes.

Journal: British journal of pharmacology 20010301

Title: Pharmacokinetics of mycophenolic acid after mycophenolate mofetil administration in liver transplant patients treated with tacrolimus.

Journal: Journal of clinical pharmacology 20010301

Title: The acyl glucuronide metabolite of mycophenolic acid inhibits the proliferation of human mononuclear leukocytes.

Journal: Transplantation proceedings 20010101

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