API reference

Cyclosporine

CAS number
59865-13-3
Molecular formula
C62H111N11O12
Molecular weight
1,202.6 g/mol
Cyclosporine — 2D structure
2D structure (PubChem)

About this molecule

Cyclosporin A is a cyclic nonribosomal peptide of eleven amino acids; an immunosuppressant drug widely used in post-allogeneic organ transplant to reduce the activity of the patient's immune system, and therefore the risk of organ rejection. Also causes reversible inhibition of immunocompetent lymphocytes in the G0- and G1-phase of the cell cycle. It has a role as an anticoronaviral agent, a geroprotector, a metabolite, an immunosuppressive agent, an antifungal agent, an antirheumatic drug, an EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor, an anti-asthmatic drug, a dermatologic drug and a carcinogenic agent.

Source: ChEBI, via PubChem.

Identifiers

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
Other CAS numbers recorded
104250-72-8
PubChem CID
5284373

Also known as

cyclosporin A · Ciclosporin · cyclosporine · Sandimmune · Neoral · Sandimmun · Ciclosporine · Cyclosporine A

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