Cyclosporine

A cyclic undecapeptide from an extract of soil fungi. It is a powerful immunosupressant with a specific action on T-lymphocytes. It is used for the prophylaxis of graft rejection in organ and tissue transplantation. (From Martindale, The Extra Pharmacopoeia, 30th ed).

Molecular Formula

C₆₂H₁₁₁N₁₁O₁₂

Molecular Weight

1202.6 g/mol

CAS Registry No.

59865-13-3

IUPAC Name

(3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-30-ethyl-33-[(E,1R,2R)-1-hydroxy-2-methylhex-4-enyl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone

InChIKey

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

MeSH Unique ID

D016572

Source

PubChem CID 5284373

• Antifungal Agents
• Antirheumatic Agents
• Calcineurin Inhibitors
• Dermatologic Agents
• Enzyme Inhibitors
• Immunosuppressive Agents

a specific drug: do not confuse with CYCLOSPORINS

1992(1982)

• Cyclosporins (1982-1991)
• Immunosuppressive Agents (1966-1991)
• Peptides (1966-1970)
• Peptides, Cyclic (1971-1981)

1. D04w.345w.566w.235w.300w
2. D12.644w.641w.235w.300w

1. National Library of Medicine. Cyclosporine. Medical Subject Headings (MeSH). 2026. Unique ID D016572. http://id.nlm.nih.gov/mesh/2026/D016572
2. Cyclosporine. In: Wikipedia. https://en.wikipedia.org/wiki/Ciclosporin
3. Cyclosporine. In: Wikidata. https://www.wikidata.org/wiki/Q367700
4. Cyclosporine. In: PubChem Compound. CID 5284373. https://pubchem.ncbi.nlm.nih.gov/compound/5284373