SML1018

Cyclosporin A

≥95% (HPLC), DMSO solution, calcineurin inhibitor

• Synonym(s): CsA, Cyclosporine
• Empirical Formula (Hill Notation): C₆₂H₁₁₁N₁₁O₁₂
• CAS Number: 59865-13-3
• Molecular Weight: 1202.61
• EC Number: 200-664-3
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Product Name: Cyclosporin A, Ready Made Solution, 1 mg/mL in DMSO
• form: DMSO solution
• Quality Level: 200
• storage condition: protect from light
• concentration: 1 mg/mL in DMSO
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: N1(C(C(=O)NC(C(=O)N(CC(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)NC(C(=O)N(C(C(=O)N(C(C(=O)N(C(C1=O)C(C)C)C)CC(C)C)C)CC(C)C)C)C)C)CC(C)C)C)C(C)C)CC(C)C)C)C)CC)C(O)C(C\C=C\C)C)C
• InChI: 1S/C62H111N11O12/c1-25-27-28-40(15)52(75)51-56(79)65-43(26-2)58(81)67(18)33-48(74)68(19)44(29-34(3)4)55(78)66-49(38(11)12)61(84)69(20)45(30-35(5)6)54(77)63-41(16)53(76)64-42(17)57(80)70(21)46(31-36(7)8)59(82)71(22)47(32-37(9)10)60(83)72(23)50(39(13)14)62(85)73(51)24/h25,27,34-47,49-52,75H,26,28-33H2,1-24H3,(H,63,77)(H,64,76)(H,65,79)(H,66,78)/b27-25+
• InChI key: PMATZTZNYRCHOR-IMVLJIQESA-N

Description

Application

Cyclosporin A has been used to test its toxic effect on perfused 3D proximal tubule model.

Biochem/physiol Actions

Cyclosporin A is a non-polar cyclic oligopeptide produced by the fungus Tolypocladium inflatum. It is a potent immunosuppressive agent, affecting primarily T-lymphocytes.

Cyclosporin A is a non-polar cyclic oligopeptide produced by the fungus Tolypocladium inflatum. It is a potent immunosuppressive agent, affecting primarily T-lymphocytes. It has been shown to inhibit the functioning of several nuclear proteins involved in T-cell activation at the level of mRNA transcription. It forms a complex with its intracellular receptor cyclophilin, which can then bind to calcineurin, a Ca²⁺- and calmodulin-dependent protein phosphatase, inhibiting its enzymatic activity. CsA was found to suppress the replication of hepatitis C virus genome in cultured hepatocytes. At concentrations >10 nM, CsA protected isolated hepatocytes against the action of phalloidin. CsA can inhibit IL₂ production resulting from T cell activation via Calcineurin inhibition.
An extensive list of references has been reported, including a comprehensive review of analytical properties.

Cyclosporin A is generally given subsequent to transplant surgery to prevent rejection. In addition to its beneficial effects in organ transplantation, cyclosporin (CyA) exhibits nephrotoxic side effects.

Other Notes

Light sensitive

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 1
• Flash Point(F): 188.6 °F - closed cup
• Flash Point(C): 87 °C - closed cup