cyclosporin A

Ligand id: 1024

Name: cyclosporin A

Structure and Physico-chemical Properties

2D Structure
Classification
Compound class Peptide or derivative
Approved drug? Yes (source: FDA (1983))
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
Neoral®
Sandimmune®
Database Links
CAS Registry No. 59865-13-3 (source: Scifinder)
ChEBI CHEBI:4031
ChEMBL Ligand CHEMBL160
DrugBank Ligand DB00091
PharmGKB Drug PA449167
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
Wikipedia Cyclosporin
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.