Desisobutyryl-ciclesonide

SKU: orb1707988

Description

Desisobutyryl-ciclesonide (CIC-AP) is the pharmacologically active metabolite of the anti-inflammatory glucocorticoid ciclesonide, acting via the glucocorticoid receptor. It is widely used in research to study glucocorticoid receptor signaling and anti-inflammatory mechanisms in both in vitro cellular assays and in vivo models of respiratory inflammation.

Research Area

Metabolism Research

Key Properties

• CAS Number: 161115-59-9
• MW: 470.6
• Formula: C₂₈H₃₈O₆
• SMILES: C(CO)(=O)[C@]12[C@]3(C)[C@@](C[C@]1(O[C@H](O2)[C@H]4CCCCC4)[H])([C@]5([C@]([C@@H](O)C3)([C@]6(C)C(CC5)=CC(=O)C=C6)[H])[H])[H]
• Target: Glucocorticoid Receptor,Drug Metabolite
• Solubility: DMSO:80 mg/mL (170 mM);10% DMSO+40% PEG300+5% Tween 80+45% Saline:3.3 mg/mL (7.01 mM)

Bioactivity

• In Vivo:
  In a bleomycin-induced bronchopulmonary dysplasia (BPD) neonatal rat model, systemic administration of Desisobutyryl-ciclesonide significantly reduced inflammation with less impact on weight gain, serum IGF-1, and glucose levels compared to dexamethasone, suggesting a safer profile for developmental outcomes.
• In Vitro:
  Desisobutyryl-ciclesonide showed approximately 120-fold higher binding affinity for the glucocorticoid receptor compared to ciclesonide, and about 12-fold higher than dexamethasone. In Peripheral blood mononuclear cells from atopic asthmatic children sensitized to Phleum pratense (PhlP5), Desisobutyryl-ciclesonide at as low as 0.003 μM already reduced PhlP5-specific proliferation, with complete inhibition at 0.03 μM (vs. 3 μM for ciclesonide). In cultures stimulated with PhlP5, 3 μM Desisobutyryl-ciclesonide significantly reduced the proliferation of PhlP5-specific T-cell blasts and decreased the proportion of interleukin-4 (IL-4) producing cells, indicating suppression of Th2 inflammatory response.

Storage & Handling

• Storage: store at low temperature | Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

Desisobutyryl ciclesonide, Desisobutyrylciclesonide, Desisobutyryl-ciclesonide, CIC-AP, Ciclesonide active principle

Compound Identifiers

PubChem CID

6918281