API reference

Ciclesonide

CAS number
126544-47-6
Molecular formula
C32H44O7
Molecular weight
540.7 g/mol
Ciclesonide — 2D structure
2D structure (PubChem)

About this molecule

Ciclesonide is a nonhalogenated, synthetic, inhaled corticosteroid (ICS) with anti-inflammatory and potential antiviral activities. Upon administration by oral inhalation into the lungs, ciclesonide (CIC) is converted by local esterases to its active metabolite desisobutyryl-ciclesonide (des-CIC), which binds to intracellular glucocorticoid receptors (GRs). The ligand-bound GRs regulate gene expressions, which lead to inhibitory activities against multiple cell types, such as mast cells, eosinophils, basophils, lymphocytes, macrophages and neutrophils, and various mediators associated with inflammation, such as histamine, eicosanoids, leukotrienes and cytokines. In addition, ciclesonide may suppress the replication of human coronavirus by targeting viral nonstructural protein 15 (NSP15).

Source: NCI Thesaurus (NCIt), via PubChem.

Identifiers

IUPAC name
[2-[(1S,2S,4R,6R,8S,9S,11S,12S,13R)-6-cyclohexyl-11-hydroxy-9,13-dimethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-8-yl]-2-oxoethyl] 2-methylpropanoate
InChIKey
LUKZNWIVRBCLON-GXOBDPJESA-N
SMILES
CC(C)C(=O)OCC(=O)[C@@]12[C@@H](C[C@@H]3[C@@]1(C[C@@H]([C@H]4[C@H]3CCC5=CC(=O)C=C[C@]45C)O)C)O[C@H](O2)C6CCCCC6
Other CAS numbers recorded
141845-82-1
PubChem CID
6918155

Also known as

Ciclesonide · Alvesco · Omnaris · Zetonna · Ciclesonida · Alvesco 80 · Alvesco 160 · ciclesonidum

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