Chemicals and Drugs

Reserpine

An alkaloid found in the roots of Rauwolfia serpentina and R. vomitoria. Reserpine inhibits the uptake of norepinephrine into storage vesicles resulting in depletion of catecholamines and serotonin from central and peripheral axon terminals. It has been used as an antihypertensive and an antipsychotic as well as a research tool, but its adverse effects limit its clinical use.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

An alkaloid found in the roots of Rauwolfia serpentina and R. vomitoria. Reserpine inhibits the uptake of norepinephrine into storage vesicles resulting in depletion of catecholamines and serotonin from central and peripheral axon terminals. It has been used as an antihypertensive and an antipsychotic as well as a research tool, but its adverse effects limit its clinical use.

Chemical Identity

Chemical Information

Molecular Formula
C33H40N2O9
Molecular Weight
608.7 g/mol
CAS Registry No.
50-55-5
IUPAC Name
methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
InChIKey
QEVHRUUCFGRFIF-MDEJGZGSSA-N
SMILES
CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
MeSH Unique ID
D012110
Source
PubChem CID 5770

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

8 entry terms
  • Raunervil
  • Raupasil
  • Rausedil
  • Rausedyl
  • Serpasil
  • Serpivite
  • V-Serp
  • V Serp

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

Indexing Annotation

reserpine derivatives=RESERPINE /analogs

MeSH Record

History Note

RESERPINE DERIVATIVES was see under RESERPINE 1975-77, was see under YOHIMBANS 1969-74; /adv eff-pois-tox was RESERPINE TOXICOLOGY 1963-65

MeSH Hierarchy

Tree Numbers

  1. D03w.132w.436w.681.933w.500w
  2. D03w.633.100.473.402w.681.933w.500w
  3. D03w.633.100.496.500.500w.681.933w.500w

AMA Style

References

  1. National Library of Medicine. Reserpine. Medical Subject Headings (MeSH). 2026. Unique ID D012110. http://id.nlm.nih.gov/mesh/2026/D012110
  2. Reserpine. In: Wikipedia. https://en.wikipedia.org/wiki/Reserpine
  3. Reserpine. In: Wikidata. https://www.wikidata.org/wiki/Q407841
  4. Reserpine. In: PubChem Compound. CID 5770. https://pubchem.ncbi.nlm.nih.gov/compound/5770