scopolamine   Click here for help

GtoPdb Ligand ID: 330

Synonyms: hyoscine | levo-duboisine | Scopoderm®
Approved drug
scopolamine is an approved drug (FDA (1953))
Comment: There is no exact match in PubChem for the structure that we show here. However, there is activity data listed against CID 3000322, which has different stereochemistry. Our structure and its stereochemistry is in consensus with the entries on the databases linked to above.
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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 62.3
Molecular weight 303.15
XLogP 0.79
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCC(c1ccccc1)C(=O)OC1CC2N(C(C1)C1C2O1)C
Isomeric SMILES OC[C@H](c1ccccc1)C(=O)O[C@@H]1C[C@H]2N([C@@H](C1)[C@H]1[C@@H]2O1)C
InChI InChI=1S/C17H21NO4/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10/h2-6,11-16,19H,7-9H2,1H3/t11-,12-,13-,14+,15-,16+/m1/s1
InChI Key STECJAGHUSJQJN-FWXGHANASA-N
No information available.
Summary of Clinical Use Click here for help
An antimuscarinic drug with central nervous system effects, scopolamine has many clinical used including for the treatment of motion sickness, postoperative nausea and vomiting, irritable bowel syndrome and gastrointestinal spasms.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Interferes with the transmission of nerve impulses by acetylcholine in the parasympathetic nervous system.
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