mycophenolic acid
4-hexenoic acid, 6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-, (4E)-
Identification
| Name | mycophenolic acid |
| IUPAC | (E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid |
| CAS Number | 24280-93-1 |
| EINECS | 246-119-3 |
| FDA UNII | HU9DX48N0T |
| Molecular Formula | C17 H20 O6 |
| Molecular Weight | 320.34160000 |
| MDL Number | MFCD00036814 |
| Nikkaji Number | J2.768E |
| Beilstein | 1295848 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 141.00 to 143.00 °C. @ 760.00 mm Hg |
| Boiling Point | 611.00 to 612.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 438.00 °F. TCC ( 225.80 °C. ) (est) |
| logP (o/w) | 2.924 (est) |
| Soluble in | water, 22.07 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-rat LD50 352 mg/kg |
| Dermal Toxicity | subcutaneous-rat LD50 230 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for mycophenolic acid usage levels up to | not for fragrance use. |
| Recommendation for mycophenolic acid flavor usage levels up to | not for flavor use. |
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Glentham Life Sciences Ltd
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Potential Uses
Natural Occurrence
Synonyms
4-
hexenoic acid, 6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-, (4E)-
(E)-6-(4-
hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid
(E)-6-(4-
hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid
melbex
PubMed:
New assessment based on the use of principal factor analysis to investigate corn silage quality from nutritional traits, fermentation end products and mycotoxins.
PubMed:
Sensitive and validated LC-MS/MS methods to evaluate mycophenolic acid pharmacokinetics and pharmacodynamics in hematopoietic stem cell transplant patients.
PubMed:
Mycotoxin production capability of Penicillium roqueforti in strains isolated from mould-ripened traditional Turkish civil cheese.
PubMed:
Multi-institutional Study of Outcomes After Pediatric Heart Transplantation: Candidate Gene Polymorphism Analysis of ABCC2.
PubMed:
Risk evaluation and mitigation strategies: a focus on the mycophenolic acid preparations.
PubMed:
Risk evaluation and mitigation strategy programs in solid organ transplantation: the promises of information technology.
PubMed:
Addition of mycophenolate mofetil to tacrolimus is associated with decreases in food-specific IgE levels in a pediatric patient with liver transplantation-associated food allergy.
PubMed:
Exo-metabolites of mycelial fungi isolated in production premises of cheese-making and meat-processing plants.
PubMed:
Determination of multiple mycotoxins in dietary supplements containing green coffee bean extracts using ultrahigh-performance liquid chromatography-tandem mass spectrometry (UHPLC-MS/MS).
PubMed:
Mycophenolate fetal toxicity and risk evaluation and mitigation strategies.
PubMed:
Clinical pharmacokinetics and pharmacodynamics of mycophenolate in patients with autoimmune disease.
PubMed:
A guide to understanding and implementing risk evaluation and mitigation strategies in organ transplantation.
PubMed:
Systemic lupus erythematosus: an update on current pharmacotherapy and future directions.
PubMed:
Role of immunosuppressive therapy for the treatment of multiple sclerosis.
PubMed:
Effect of clinical condition and mycophenolate mofetil on plasma retinol, α-tocopherol and β-carotene in renal transplant recipients.
PubMed:
Post-transplantation encapsulating peritoneal sclerosis in a pediatric patient.
PubMed:
Calcineurin inhibitor minimisation versus continuation of calcineurin inhibitor treatment for liver transplant recipients.
PubMed:
Production of donor-derived offspring after ovarian transplantation between Muscovy (Cairina moschata) and Pekin (Anas platyrhynchos) ducks.
PubMed:
PML and rheumatology: the contribution of disease and drugs.
PubMed:
Generic maintenance immunosuppression in solid organ transplant recipients.
PubMed:
Understanding risk evaluation and mitigation strategies in organ transplantation.
PubMed:
Ultrahigh-performance liquid chromatographic-tandem mass spectrometric multimycotoxin method for quantitating 26 mycotoxins in maize silage.
PubMed:
Calcineurin inhibitors in kidney transplantation: friend or foe?
PubMed:
Design of an imprinted clean-up method for mycophenolic acid in maize.
PubMed:
Long-term effects of mycophenolic acid on the immunoglobulin and inflammatory marker-gene expression in sheep white blood cells.
PubMed:
Adaptive response and tolerance to weak acids in Saccharomyces cerevisiae: a genome-wide view.
PubMed:
UPLC MS/MS method for quantification of mycophenolic acid and metabolites in human plasma: Application to pharmacokinetic study.
PubMed:
In vitro cytotoxicity of fungi spoiling maize silage.
PubMed:
A randomized trial and the treatment of pemphigus vulgaris.
PubMed:
Multi-mycotoxin analysis of maize silage by LC-MS/MS.
PubMed:
Bioequivalence and pharmacokinetic comparison of two mycophenolate mofetil formulations in healthy Chinese male volunteers: an open-label, randomized-sequence, single-dose, two-way crossover study.
PubMed:
Bioequivalence testing of immunosuppressants: concepts and misconceptions.
PubMed:
Early and late effects of the immunosuppressants rapamycin and mycophenolate mofetil on UV carcinogenesis.
PubMed:
Inhibition of inosine monophosphate dehydrogenase reduces adipogenesis and diet-induced obesity.
PubMed:
Occurrence of mycotoxins in feedstuffs of dairy cows and estimation of total dietary intakes.
PubMed:
Growth and metabolites production by Penicillium brevicompactum in yoghurt.
PubMed:
Enzyme immunoassay for mycophenolic acid in milk and cheese.
PubMed:
Occurrence of mycotoxins in maize, grass and wheat silage for dairy cattle in the Netherlands.
PubMed:
Mycophenolate mofetil embryopathy may be dose and timing dependent.
PubMed:
Mycobiota in the processing areas of two different meat products.
PubMed:
LC-MS/MS multi-method for mycotoxins after single extraction, with validation data for peanut, pistachio, wheat, maize, cornflakes, raisins and figs.
PubMed:
Transplantation of ovaries in Japanese quail (Coturnix japonica).
PubMed:
Bioavailability of a new generic formulation of mycophenolate mofetil MMF 500 versus CellCept in healthy adult volunteers.
PubMed:
Polymerase chain reaction (PCR) identification of Penicillium brevicompactum, a grape contaminant and mycophenolic acid producer.
PubMed:
Influence of oral application of mycophenolic acid on the clinical health status of sheep.
PubMed:
Effects of adenosine monophosphate-activated kinase activators on bovine oocyte nuclear maturation in vitro.
PubMed:
Offspring produced from orthotopic transplantation of chicken ovaries.
PubMed:
Mycotoxins and other secondary metabolites produced in vitro by Penicillium paneum Frisvad and Penicillium roqueforti Thom isolated from baled grass silage in Ireland.
PubMed:
Mycophenolate mofetil in organ transplantation: focus on metabolism, safety and tolerability.
PubMed:
Adenovirus-mediated gene therapy to restore expression and functionality of multiple UDP-glucuronosyltransferase 1A enzymes in Gunn rat liver.
PubMed:
Effects of mycophenolic acid on inosine monophosphate dehydrogenase I and II mRNA expression in white blood cells and various tissues in sheep.
PubMed:
Determination of selected mycotoxins in mould cheeses with liquid chromatography coupled to tandem with mass spectrometry.
PubMed:
Mycotoxin production and postharvest storage rot of ginger (Zingiber officinale) by Penicillium brevicompactum.
PubMed:
The effect of substrate on mycotoxin production of selected Penicillium strains.
PubMed:
Byssochlamys nivea as a source of mycophenolic acid.
PubMed:
Characterization of molds from dry-cured meat products and their metabolites by micellar electrokinetic capillary electrophoresis and random amplified polymorphic DNA PCR.
PubMed:
Future immunosuppressive agents in solid-organ transplantation.
PubMed:
Effect of weak acid preservatives on growth of bakery product spoilage fungi at different water activities and pH values.
PubMed:
Effects of mycophenolic acid (MPA) treatment on expression of Fc receptor (FcRn) and polymeric immunoglobulin receptor (pIgR) mRNA in adult sheep tissues.
PubMed:
The presence of Penicillium and Penicillium mycotoxins in food wastes.
PubMed:
Influence of food on plasma concentration of mycophenolic acid in a heart transplant patient receiving concomitant tacrolimus.
PubMed:
Simultaneous determination of ochratoxin A and cyclopiazonic, mycophenolic, and tenuazonic acids in cornflakes by solid-phase microextraction coupled to high-performance liquid chromatography.
PubMed:
Determination of Penicillium mycotoxins in foods and feeds using liquid chromatography-mass spectrometry.
PubMed:
Surface mycoflora of a Spanish fermented meat sausage and toxigenicity of Penicillium isolates.
PubMed:
Characterization of Penicillium roqueforti strains used as cheese starter cultures by RAPD typing.
PubMed:
Pharmacological surrogates of allograft outcome.
PubMed:
Overview of transplantation immunology and the pharmacotherapy of adult solid organ transplant recipients: focus on immunosuppression.
PubMed:
Biological detoxification of fungal toxins and its use in plant breeding, feed and food production.
PubMed:
Mizoribine and mycophenolate mofetil.
PubMed:
Mycophenolate mofetil: a new therapeutic option in the treatment of blistering autoimmune diseases.
PubMed:
The effect of nutritional immunomodulation on cardiac allograft survival in rats receiving mycophenolate mofetil, cyclosporine A, and donor-specific transfusion.
PubMed:
Colony interaction and secondary metabolite production of cheese-related fungi in dual culture.
PubMed:
Involvement of IMP dehydrogenase activity in induction of sporulation of Bacillus cereus.
PubMed:
Mycotoxins in two Spanish cheese varieties.
PubMed:
Effects of food and antacid on the pharmacokinetics of single doses of mycophenolate mofetil in rheumatoid arthritis patients.
PubMed:
The role of mycophenolate mofetil in clinical renal transplantation.
PubMed:
The interaction of immunosuppressive compounds in tandem stimulated peripheral human lymphocytes.
PubMed:
Comparison of the in vitro and biophysical effects of cyclosporine A, FK-506, and mycophenolic acid on human peripheral blood lymphocytes.
PubMed:
Contamination of dairy products by fungal metabolites.
PubMed:
Mycophenolic acid in marketed cheeses.
PubMed:
Production of mycophenolic acid by Penicillium roqueforti strains.
PubMed:
Chemical and cytotoxicity survey on the metabolites of toxic fungi.