Chemical Structure
Chemical Structure
Mycophenolic acid [24280-93-1]
AG-CN2-0419
Overview
- SupplierAdipoGen Life Sciences
- Product NameMycophenolic acid
- Delivery Days Customer10
- ADR Class9
- CAS Number24280-93-1
- CertificationResearch Use Only
- Estimated Purity>98%
- Hazard InformationDanger,Excepted quantity
- Molecular FormulaC17H20O6
- Molecular Weight320.3
- Scientific DescriptionAntibiotic [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.
- SMILESCOC1=C(C)C2=C(C(=O)OC2)C(O)=C1C\C=C(/C)CCC(O)=O
- Storage Instruction2°C to 8°C,RT
- UN NumberUN 3077
- UNSPSC12352200
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)