CAS 59787-61-0: Cyclosporin C
Description:Cyclosporin C is a cyclic polypeptide that belongs to the class of immunosuppressive agents, primarily derived from the fungus Tolypocladium inflatum. It is structurally similar to cyclosporin A but exhibits distinct pharmacological properties. Cyclosporin C is characterized by its ability to inhibit T-cell activation and proliferation, making it valuable in preventing organ transplant rejection and treating autoimmune diseases. The compound is lipophilic, which influences its absorption and distribution in biological systems. It has a relatively low solubility in water but is soluble in organic solvents, which is important for its formulation in pharmaceutical preparations. Cyclosporin C's mechanism of action involves binding to cyclophilin, leading to the inhibition of calcineurin, a critical enzyme in T-cell signaling. This results in decreased production of interleukin-2 and other cytokines, thereby modulating the immune response. While it shares some therapeutic applications with cyclosporin A, cyclosporin C may have different side effect profiles and efficacy, warranting further investigation in clinical settings.
Formula:C62H111N11O13
InChI:InChI=1/C62H111N11O13/c1-25-26-27-39(14)52(76)51-56(80)66-49(42(17)74)60(84)67(18)32-47(75)68(19)43(28-33(2)3)55(79)65-48(37(10)11)61(85)69(20)44(29-34(4)5)54(78)63-40(15)53(77)64-41(16)57(81)70(21)45(30-35(6)7)58(82)71(22)46(31-36(8)9)59(83)72(23)50(38(12)13)62(86)73(51)24/h25-26,33-46,48-52,74,76H,27-32H2,1-24H3,(H,63,78)(H,64,77)(H,65,79)(H,66,80)/b26-25+/t39-,40+,41-,42-,43+,44+,45+,46+,48+,49+,50+,51+,52-/m1/s1
- Synonyms:
- Cyclo[L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-L-valyl-3-hydroxy-N,4-dimethyl-L-2-amino-6-octenoyl-L-threonyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl]
- (3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-30-[(1R)-1-hydroxyethyl]-33-[(1R,2R,4E)-1-hydroxy-2-methylhex-4-en-1-yl]-1,4,7,10,12,15,19,25,28-nonamethyl-3,21-bis(1-methylethyl)-6,9,18,24-tetrakis(2-methylpropyl)-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone
