yohimbine   Click here for help

GtoPdb Ligand ID: 102

Synonyms: Actibine® | corynine | quebrachin | yohimbin
Approved drug
yohimbine is an approved drug (FDA (no date available))
Comment: Yohimbine exerts actions on many receptors of the dopamine, serotonin and adrenergic families, with highest activity as an antagonist of α2-adrenoceptors.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 65.56
Molecular weight 354.19
XLogP 2.72
No. Lipinski's rules broken 0
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Canonical SMILES COC(=O)C1C(O)CCC2C1CC1N(C2)CCc2c1[nH]c1c2cccc1
Isomeric SMILES COC(=O)[C@H]1[C@@H](O)CC[C@@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1
InChI InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18-,19+/m0/s1
No information available.
Summary of Clinical Use Click here for help
Yohimbine is a mydriatic agent, meaning that it causes the pupil of the eye to dilate. Topical mydriatic agents such as yohimbine are applied to the eye to assist during eye examination and to treat inflammatory eye conditions such as iritis and cyclitis. Yohimbine is no longer recommended as a treatment for erectile dysfunction.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Inhibits pre-synaptic α2-adrenoceptors. Yohimbine also has mild monoamine oxidase inhibitory action.