Yohimbine Hydrochloride
Generic: Yohimbine
Medicinal Chemistry
Molecular Weight
390.91
Molecular Formula
C21H26N2O3.HCl
IUPAC Name
Methyl (1R,15S,20S)-17-hydroxyyohimban-16-carboxylate hydrochloride
Pharmacognosy
Biological Source
Pausinystalia yohimbe (Yohimbe bark), Rauwolfia serpentina (Indian Snakeroot)
Active Constituents
Yohimbine
Pharmacology & Synthesis
Mechanism of Action
Selective competitive antagonist at pre-synaptic alpha-2 adrenergic receptors.
Pharmacokinetics (ADME)
A: Rapid but variable oral absorption.
D: Rapid tissue distribution, readily crosses BBB.
M: Hepatic.
E: Renal.
Pharmacodynamics
Increases sympathetic outflow and presynaptic release of norepinephrine; causes vasodilation in genital blood vessels.
Synthesis Pathway
Biosynthesized from tryptamine and secologanin via strictosidine.
Safety, Warnings & Interactions
Adverse Effects
Tachycardia, hypertension, severe anxiety, tremors, insomnia, headache.
Contraindications
Renal disease, severe cardiovascular disease, history of psychiatric disorders (panic attacks).
Drug Interactions
Antihypertensives (antagonism), MAOIs (risk of severe hypertension).
Pharmaceutics & Compendia
Dosage Forms
Tablets, Capsules (as Yohimbine Hydrochloride)
Official Compendia
USP