clobetasol propionate   

GtoPdb Ligand ID: 7062

Synonyms: CCI-4725 | Clobex® | Dermovate® | GR 2/925 | Temovate®
clobetasol propionate is an approved drug (FDA (1985))
Compound class: Synthetic organic
Comment: Clobetasol is a highly active, topical corticosteroid.
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: clobetasol propionate

2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 80.67
Molecular weight 466.19
XLogP 2.98
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CCC(=O)OC1(C(C)CC2C1(C)CC(O)C1(C2CCC2=CC(=O)C=CC12C)F)C(=O)CCl
Isomeric SMILES CCC(=O)O[C@@]1([C@@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)F)C(=O)CCl
InChI InChI=1S/C25H32ClFO5/c1-5-21(31)32-25(20(30)13-26)14(2)10-18-17-7-6-15-11-16(28)8-9-22(15,3)24(17,27)19(29)12-23(18,25)4/h8-9,11,14,17-19,29H,5-7,10,12-13H2,1-4H3/t14-,17-,18-,19-,22-,23-,24-,25-/m0/s1
InChI Key CBGUOGMQLZIXBE-XGQKBEPLSA-N
No information available.
Summary of Clinical Use
Used to treat skin inflammation and itching caused by conditions such as allergic reactions, eczema, and psoriasis.
Mechanism Of Action and Pharmacodynamic Effects
As an agonist of the glucocorticoid receptor (GR), clobetasol modulates 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.
External links