misoprostol (methyl ester)

Ligand id: 1936

Name: misoprostol (methyl ester)

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 14
Topological polar surface area 83.83
Molecular weight 382.27
XLogP 3.57
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

No information available.
Summary of Clinical Use
The approved drug misoprostol is indicated for the treatment of ulceration and prophylaxis of ulceration induced by NSAIDs.
Mechanism Of Action and Pharmacodynamic Effects
Metabolised to active free acid form in vivo. Misoprostol is a prostaglandin analogue. In the stomach, misoprostol acts on gastric parietal cells, inhibiting the secretion of gastric acid by G-protein coupled receptor-mediated inhibition of adenylate cyclase. This leads to decreased proton pump activity at the apical surface of the parietal cell (i.e. decreased acid secretion). It binds to myometrial cells to cause strong myometrial contractions leading to expulsion of tissue. This agent also causes cervical ripening with softening and dilation of the cervix.