ciclesonide   Click here for help

GtoPdb Ligand ID: 7469

Synonyms: Alvesco® | Omnaris® | RPR-251526
Approved drug Immunopharmacology Ligand
ciclesonide is an approved drug (FDA (2006))
Compound class: Synthetic organic
Comment: Ciclesonide is a prodrug. The active metabolite is desisobutyrylciclesonide (PubChem CID 6918281). It is a clinically used inhalation corticosteroid/glucocorticoid drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 99.13
Molecular weight 540.31
XLogP 4.29
No. Lipinski's rules broken 0
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Isomeric SMILES O=C(C(C)C)OCC(=O)[C@@]12O[C@@H](O[C@@H]1C[C@@H]1[C@]2(C)C[C@H](O)[C@H]2[C@H]1CCC1=CC(=O)C=C[C@]21C)C1CCCCC1
InChI InChI=1S/C32H44O7/c1-18(2)28(36)37-17-25(35)32-26(38-29(39-32)19-8-6-5-7-9-19)15-23-22-11-10-20-14-21(33)12-13-30(20,3)27(22)24(34)16-31(23,32)4/h12-14,18-19,22-24,26-27,29,34H,5-11,15-17H2,1-4H3/t22-,23-,24-,26+,27+,29+,30-,31-,32+/m0/s1
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Summary of Clinical Use Click here for help
Ciclesonide is an inhalation glucocorticoid. It is approved to treat inflammatory/obstructive airway diseases such as persistent asthma.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Ciclesonide and/or its active metabolite desisobutyrylciclesonide act to activate the glucocorticoid receptor (GR). Glucocorticoid receptor agonists modulate the expression of genes containing the glucocorticoid response element (GRE). Although complex, the response appears to include inhibition of the biosynthesis of pro-inflammatory prostaglandins and leukotrienes.
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