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Mycophenolic acid

CHF 80.00
In stock
AG-CN2-0419-M100100 mgCHF 80.00
AG-CN2-0419-M500500 mgCHF 300.00
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Product Details
Synonyms MPA; NSC 129185; Ly 68618; Mycophenolate
Product Type Chemical
Properties
Formula

C17H20O6

MW 320.3
Merck Index 14: 6327
CAS 24280-93-1
RTECS MP8050000
Source/Host Chemicals Isolated from Penicillium brevi-compactum.
Purity Chemicals ≥98% (HPLC, TLC)
Appearance White to off-white solid.
Solubility Soluble in DMSO, methanol or ethanol. Insoluble in water.
InChi Key HPNSFSBZBAHARI-RUDMXATFSA-N
Smiles COC1=C(C)C2=C(C(=O)OC2)C(O)=C1C\C=C(/C)CCC(O)=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +20°C
Long Term Storage +4°C
Handling Advice Keep cool and dry.
Use/Stability Stable for at least 2 years after receipt when stored at +4°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Antibiotic [1].
  • Shows antiviral, antifungal and antitumor properties [1, 2].
  • Immunosuppressive drug used to prevent rejection in organ transplantation, rheumatoid arthritis, and psoriasis [3-6, 13].
  • Potent reversible inhibitor of inosine-5'-monophosphate dehydrogenase (IMPDH), leading to depletion of GMP and interruption of the de novo synthesis of purine nucleotides necessary for B and T lymphocyte proliferation [7, 8].
  • Inhibits the type II IMPDH isoform (IMPDH-2) 5-fold more potently compared to type I isoform [11].
  • Inhibits RNA and DNA synthesis [13].
  • Inducible nitric oxide synthase (iNOS/NOS II) inhibitor [8, 10].
  • Apoptosis and necrosis inducer [9, 12].
  • Novel type of inhibitor against RNA guanylyltransferases [14].
  • Inhibits TNF-α-stimulated MAPK/NF-κB and ROS generation [15].
  • Autophagy suppressor.
  • Broad-spectrum antiviral compound with inhibitory activity against different coronavirus, including SARS-CoV, MERS-CoV and SARS-CoV-2, cause of COVID-19. It binds to the active site of SARS-CoV-2 papain-like protease (PLpro) possibly inhibiting viral replication.
Product References
  1. Mycophenolic acid: antiviral and antitumor properties: R.H. Williams, et al.; J. Antibiot. 21, 463 (1968)
  2. Mycophenolic acid: an anti-cancer compound with unusual properties:  S.B. Carter, et al.; Nature 223, 848 (1969)
  3. Treatment of psoriasis with oral mycophenolic acid: E.L. Jones, et al.; J. Invest. Dermatol. 65, 537 (1975)
  4. Lymphocyte-selective cytostatic and immunosuppressive effects of mycophenolic acid in vitro: role of deoxyguanosine nucleotide depeletion: E.M. Eugui, et al.; Scand. J. Immunol. 33, 161 (1991)
  5. New small molecule immunosuppressants for transplantation: review of essential concepts: R.E. Morris; J. Heart Lung Transplant. 12, 275 (1993)
  6. Immunosuppressive and other Effects of Mycophenolic Acid and an Ester Prodrug, Mycophenolate Mofetil: A.C. Allison & E.M. Eugui; Immunol. Rev. 136, 5 (1993)
  7. Mechanisms of action of mycophenolic acid: A.C. Allison, et al.; Ann. N. Y. Acad. Sci. 696, 63 (1993) (Review)
  8. Mycophenolic acid, an inhibitor of IMP dehydrogenase that is also an immunosuppressive agent, suppresses the cytokine-induced nitric oxide production in mouse and rat vascular endothelial cells: M. Senda, et al.; Transplantation 60, 1143 (1995)
  9. Mycophenolic acid increases apoptosis, lysosomes and lipid droplets in human lymphoid and monocytic cell lines: R.G. Cohn, et al.; Transplantation 68, 411 (1999)
  10. Inducible nitric oxide synthase inhibition by mycophenolic acid: D.J. Miljkovic, et al.; Mini Rev. Med. Chem. 4, 741 (2004)
  11. Mechanisms of action of mycophenolate mofetil in preventing acute and chronic allograft rejection: A.C. Allison & E.M. Eugui; Transplantation 80, S181 (2005)
  12. The immunosuppressor mycophenolic acid kills activated lymphocytes by inducing a nonclassical actin-dependent necrotic signal: B. Chaigne-Delalande, et al.; J. Immunol. 181, 7630 (2008)
  13. Mycophenolic acid in rheumatology: mechanisms of action and severe adverse events: G. Zizzo, et al.; Reumatismo 62, 91 (2010) (Review)
  14. Virtual high-throughput screening identifies mycophenolic acid as a novel RNA capping inhibitor: M. Tremblay-Letourneau, et al.; PLoS One 6, e24806 (2011)
  15. Mycophenolic acid attenuates the tumour necrosis factor α-mediated proinflammatory response in endothelial cells by blocking the MAPK/NF-κB and ROS pathways: W. Olejarz, et al.; Eur. J. Clin. Invest. 44, 54 (2014)
  16. Thiopurine analogs and mycophenolic acid synergistically inhibit the papainlike protease of Middle East respiratory syndrome coronavirus: K.W. Cheng, et al.; Antiviral Res. 115, 9 (2015)
  17. High-Throughput Screening and Identification of Potent Broad-Spectrum Inhibitors of Coronaviruses: L. Shen, et al.; J. Virol. 93, e00023-19 (2019)
  18. Anti-SARS and anti-HCV drugs repurposing against the Papain-like protease of the newly emerged coronavirus (2019-nCoV): A. Elfiky & N.S. Ibrahim; Biophys. Infect. Dis. (Preprint) (2020)
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