5534-18-9

5534-18-9 structure

Name: Beclomethasone 17-Propionate
Chemical Name: Beclomethasone 17-Propionate
CAS Number: 5534-18-9
Molecular Formula: C₂₅H₃₃ClO₆
Molecular Weight: 464.97900
Catalog: Signaling Pathways GPCR/G Protein Glucocorticoid Receptor
Create Date: 2018-12-06 13:25:59
Modify Date: 2024-01-08 08:46:02
Beclomethasone 17-propionate (Beclomethasone-17-monopropionate), an active metabolite of Beclomethasone dipropionate (HY-13571), is a glucocorticoid receptor (GR) agonist. Beclomethasone 17-propionate exhibits greater affinity for GR than Beclomethasone dipropionate. Beclomethasone 17-propionate effectively suppresses cytokine production in chronic obstructive pulmonary disease (COPD) lung macrophages[1][2][3].

Name	Beclomethasone 17-Propionate
Synonyms	[(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate

Description	Beclomethasone 17-propionate (Beclomethasone-17-monopropionate), an active metabolite of Beclomethasone dipropionate (HY-13571), is a glucocorticoid receptor (GR) agonist. Beclomethasone 17-propionate exhibits greater affinity for GR than Beclomethasone dipropionate. Beclomethasone 17-propionate effectively suppresses cytokine production in chronic obstructive pulmonary disease (COPD) lung macrophages[1][2][3].
Related Catalog	Research Areas >> Inflammation/Immunology Signaling Pathways >> GPCR/G Protein >> Glucocorticoid Receptor
In Vitro	Metabolism of Beclomethasone dipropionate to 17-BMP is an important activation step. Beclomethasone 17-propionate inhibits LPS-stimulated CXCL8, TNFα and IL-6. The EC50 values of Beclomethasone 17-propionate for IL-6, TNFα and CXCL8 were 0.05 nM, 0.01 nM and 0.1 nM, respectively. Beclomethasone 17-propionate evokes upregulation of the GR dependent genes FKBP51 and GILZ[3].
References	[1]. Würthwein G, et al. Activation of beclomethasone dipropionate by hydrolysis to beclomethasone-17-monopropionate. Biopharm Drug Dispos. 1990 Jul;11(5):381-94. [2]. Roberts JK, et al. Metabolism of beclomethasone dipropionate by cytochrome P450 3A enzymes. J Pharmacol Exp Ther. 2013 May;345(2):308-16. [3]. Plumb J, et al. Evaluation of glucocorticoid receptor function in COPD lung macrophages using beclomethasone-17-monopropionate. PLoS One. 2013 May 21;8(5):e64257.