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CAS 59865-13-3

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Cyclosporine A

Description:
Cyclosporine A is a cyclic polypeptide composed of 11 amino acids, primarily known for its immunosuppressive properties. It is produced by the fungus Tolypocladium inflatum and is widely used in clinical settings, particularly in organ transplantation and autoimmune diseases, to prevent organ rejection and manage conditions like rheumatoid arthritis. The substance functions by inhibiting the activation of T-lymphocytes, thereby reducing the immune response. Cyclosporine A is lipophilic, which affects its absorption and distribution in the body; it is typically administered orally or intravenously. Its pharmacokinetics can be influenced by various factors, including food intake and concurrent medications, necessitating careful monitoring of blood levels to avoid toxicity. Adverse effects may include nephrotoxicity, hypertension, and increased susceptibility to infections. Due to its complex interactions and side effects, cyclosporine A requires careful management and dosage adjustments based on individual patient response and clinical context.
Formula:C62H111N11O12
InChI:InChI=1/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+/t40-,41+,42-,43+,44+,45+,46+,47+,49+,50+,51+,52-/m1/s1
InChI key:PMATZTZNYRCHOR-CGLBZJNRSA-N
SMILES:CC[C@H]1C(=O)N(CC(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N1)[C@@H]([C@H](C)C/C=C/C)O)C)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
Synonyms:
  • Cyclosporina
  • Cyclosporine
  • Cyclosporin
  • Restasis
  • cyclosporin A
  • Antibiotic S 7481F1
  • 30-ethyl-33-[(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
  • (3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-30-ethyl-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
  • 1: PN: US6686454 SEQID: 1 claimed protein
  • 7: PN: WO0002548 PAGE: 30 claimed protein
  • See more synonyms
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