cyclosporin A

Ligand id: 1024

Name: cyclosporin A

IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: cyclosporin a

Structure and Physico-chemical Properties

2D Structure
Classification
Compound class Peptide or derivative
Approved drug? Yes (FDA and UK (1983), EMA (2015))
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
International Nonproprietary Names
INN number INN
5086 ciclosporin
Synonyms
ciclosporin | cyclosporine | cyclosporine A | Ikervis® (opthalmic solution) | Neoral® | Sandimmun® | Verkazia® (opthalmic solution)
Comments
Originally isolated from Tolypocladium inflatum, cyclosporin A acts as a calcineurin inhibitor.
There is some ambiguity in the literature as to the exact stereochemistry of cyclosporin A. Other common representations on PubChem are CID 5280754, and CID 24883466.
Database Links
CAS Registry No. 59865-13-3 (source: Scifinder)
ChEBI CHEBI:4031
ChEMBL Ligand CHEMBL160
DrugBank Ligand DB00091
GtoPdb PubChem SID 135652074
PubChem CID 5284373
Search Google for chemical match using the InChIKey PMATZTZNYRCHOR-CGLBZJNRSA-N
Search Google for chemicals with the same backbone PMATZTZNYRCHOR
Search PubMed clinical trials ciclosporin
Search PubMed titles ciclosporin
Search PubMed titles/abstracts ciclosporin
Search UniChem for chemical match using the InChIKey PMATZTZNYRCHOR-CGLBZJNRSA-N
Search UniChem for chemicals with the same backbone PMATZTZNYRCHOR
SynPHARM 79182 (in complex with peptidylprolyl isomerase A)
Wikipedia Cyclosporin