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Chemical Structure
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Chemical Structure

Mycophenolic acid [24280-93-1]

Research Use Only
AG-CN2-0419
AdipoGen Life Sciences
CAS Number24280-93-1
Product group Chemicals
Estimated Purity>98% (HPLC, TLC)
Molecular Weight320.3
Price on request
Packing Size
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Mycophenolic acid [24280-93-1]
  • Delivery Days Customer
    10
  • ADR Class
    9
  • CAS Number
    24280-93-1
  • Certification
    Research Use Only
  • Estimated Purity
    >98% (HPLC, TLC)
  • Hazard Information
    Danger,Excepted quantity
  • Molecular Formula
    C17H20O6
  • Molecular Weight
    320.3
  • Scientific 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-alpha-stimulated MAPK/NF-kappaB 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. - Chemical. CAS: 24280-93-1. Formula: C17H20O6. MW: 320.3. Isolated from Penicillium brevi-compactum. Antibiotic. Shows antiviral, antifungal and antitumor properties. Immunosuppressive drug used to prevent rejection in organ transplantation, rheumatoid arthritis, and psoriasis. 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. Inhibits the type II IMPDH isoform (IMPDH-2) 5-fold more potently compared to type I isoform. Inhibits RNA and DNA synthesis. Inducible nitric oxide synthase (iNOS/NOS II) inhibitor. Apoptosis and necrosis inducer. Novel type of inhibitor against RNA guanylyltransferases. Inhibits TNF-alpha-stimulated MAPK/NF-kappaB and ROS generation.
  • SMILES
    COC1=C(C)C2=C(C(=O)OC2)C(O)=C1C\C=C(/C)CCC(O)=O
  • Storage Instruction
    2°C to 8°C,RT
  • UN Number
    UN 3077
  • UNSPSC
    12352200

References

  • Mycophenolic acid: antiviral and antitumor properties: R.H. Williams, et al.; J. Antibiot. 21, 463 (1968)
  • Mycophenolic acid: an anti-cancer compound with unusual properties: S.B. Carter, et al.; Nature 223, 848 (1969)
  • Treatment of psoriasis with oral mycophenolic acid: E.L. Jones, et al.; J. Invest. Dermatol. 65, 537 (1975)
  • 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)
  • New small molecule immunosuppressants for transplantation: review of essential concepts: R.E. Morris; J. Heart Lung Transplant. 12, 275 (1993)
  • Immunosuppressive and other Effects of Mycophenolic Acid and an Ester Prodrug, Mycophenolate Mofetil: A.C. Allison & E.M. Eugui; Immunol. Rev. 136, 5 (1993)
  • Mechanisms of action of mycophenolic acid: A.C. Allison, et al.; Ann. N. Y. Acad. Sci. 696, 63 (1993) (Review)
  • 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)
  • Mycophenolic acid increases apoptosis, lysosomes and lipid droplets in human lymphoid and monocytic cell lines: R.G. Cohn, et al.; Transplantation 68, 411 (1999)
  • Inducible nitric oxide synthase inhibition by mycophenolic acid: D.J. Miljkovic, et al.; Mini Rev. Med. Chem. 4, 741 (2004)