ergometrine   Click here for help

GtoPdb Ligand ID: 148

Synonyms: ergonovine | Ergotrate® | Methergine®
Approved drug
ergometrine is an approved drug
Compound class: Synthetic organic
Comment: Ergometrine is an ergot alkaloid which causes contraction of uterine and vascular smooth muscle cells acting through a variety of GPCRs (such as adrenoceptors, dopamine receptors, and 5-HT receptors).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 4
Topological polar surface area 68.36
Molecular weight 325.18
XLogP 1.18
No. Lipinski's rules broken 0
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Canonical SMILES OCC(NC(=O)C1CN(C)C2C(=C1)c1cccc3c1c(C2)c[nH]3)C
Isomeric SMILES OC[C@@H](NC(=O)[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)C
InChI InChI=1S/C19H23N3O2/c1-11(10-23)21-19(24)13-6-15-14-4-3-5-16-18(14)12(8-20-16)7-17(15)22(2)9-13/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24)/t11-,13+,17+/m0/s1
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Summary of Clinical Use Click here for help
This drug is used to stem uterine bleeding post-partum or following abortion. However, there is no information regarding marketing approval for this drug on the US FDA or European Medicines Agency websites, other than to note that approval is granted by individual national agencies.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
This drug appears to have multiple molecular targets, including adrenoceptors, dopamine receptors, and 5-HT receptors, although the exact mechanism of action remains unclear.