clobetasol propionate   Click here for help

GtoPdb Ligand ID: 7062

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

2D Structure
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Physico-chemical Properties
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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
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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
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Summary of Clinical Use Click here for help
Used to treat skin inflammation and itching caused by conditions such as allergic reactions, eczema, and psoriasis.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
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.
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