EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

mycophenolic acid
4-hexenoic acid, 6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-, (4E)-

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Name:(E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid
CAS Number: 24280-93-1Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:246-119-3
FDA UNII: HU9DX48N0T
Nikkaji Web:J2.768E
Beilstein Number:1295848
MDL:MFCD00036814
XlogP3-AA:3.20 (est)
Molecular Weight:320.34160000
Formula:C17 H20 O6
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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PubMed:Search
NCBI:Search
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Mycophenolic acid >98%
Odor: characteristic
Use: Mycophenolic acid is a potent IMPDH inhibitor and the active metabolite of an immunosuppressive drug, used to prevent rejection in organ transplantation.It inhibits an enzyme needed for the growth of T cells and B cells.
Glentham Life Sciences
Mycophenolic acid
Sigma-Aldrich: Sigma
For experimental / research use only.
Mycophenolic Acid ≥98%
sds
Sinoway Industrial
For experimental / research use only.
Mycophenolic Acid
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 352 mg/kg
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 29, Pg. 400, 1982.

intravenous-rat LD50 450 mg/kg
Progress in Medical Chemistry. Vol. 9, Pg. 1, 1973.

intraperitoneal-rat LD50 220 mg/kg
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 29, Pg. 400, 1982.

oral-rabbit LD50 > 6000 mg/kg
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 29, Pg. 400, 1982.

oral-mouse LD50 1000 mg/kg
"CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 5, Pg. 445, 1981.

intraperitoneal-mouse LD50 505 mg/kg
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 29, Pg. 400, 1982.

Dermal Toxicity:
subcutaneous-rat LD50 230 mg/kg
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 29, Pg. 400, 1982.

subcutaneous-mouse LD50 1175 mg/kg
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 29, Pg. 400, 1982.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
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.
 
Safety References:
EPI System: View
ClinicalTrials.gov:search
Daily Med:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :446541
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid
Chemidplus:0024280931
RTECS:MP8050000 for cas# 24280-93-1
 
References:
 (E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):446541
Pubchem (sid):134994504
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C20380
HMDB (The Human Metabolome Database):Search
MedlinePlusSupp:View
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
EFSA Update of results on the monitoring of furan levels in food:Read Report
EFSA Previous report: Results on the monitoring of furan levels in food:Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food:Read Report
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
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
 

Articles:

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.
 
Notes:
an antibiotic substance derived from penicillium stoloniferum, and related species. it blocks de novo biosynthesis of purine nucleotides by inhibition of the enzyme inosine monophosphate dehydrogenase. mycophenolic acid is important because of its selective effects on the immune system. it prevents the proliferation of t-cells, lymphocytes, and the formation of antibodies from b-cells. it also may inhibit recruitment of leukocytes to inflammatory sites. (from gilman et al., goodman and gilman's the pharmacological basis of therapeutics, 9th ed, p1301)
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