Chemicals and Drugs

Picrotoxin

A mixture of PICROTOXININ and PICROTIN that is a noncompetitive antagonist at GABA-A receptors acting as a convulsant. Picrotoxin blocks the GAMMA-AMINOBUTYRIC ACID-activated chloride ionophore. Although it is most often used as a research tool, it has been used as a CNS stimulant and an antidote in poisoning by CNS depressants, especially the barbiturates.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A mixture of PICROTOXININ and PICROTIN that is a noncompetitive antagonist at GABA-A receptors acting as a convulsant. Picrotoxin blocks the GAMMA-AMINOBUTYRIC ACID-activated chloride ionophore. Although it is most often used as a research tool, it has been used as a CNS stimulant and an antidote in poisoning by CNS depressants, especially the barbiturates.

Chemical Identity

Chemical Information

Molecular Formula
C30H34O13
Molecular Weight
602.6 g/mol
CAS Registry No.
124-87-8
IUPAC Name
(1R,3R,5S,8S,13R,14S)-1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione;(1R,5S,8S,13R,14R)-1-hydroxy-13-methyl-14-prop-1-en-2-yl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione
InChIKey
VJKUPQSHOVKBCO-ZTYBEOBUSA-N
SMILES
CC(=C)[C@@H]1C2[C@@H]3[C@@]4([C@](C1C(=O)O2)(CC5[C@]4(O5)C(=O)O3)O)C.C[C@@]12[C@H]3C4[C@H](C([C@@]1(C[C@@H]5[C@]2(O5)C(=O)O3)O)C(=O)O4)C(C)(C)O
MeSH Unique ID
D010852
Source
PubChem CID 31304

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

2 entry terms
  • 3,6-Methano-8H-1,5,7-trioxacyclopenta(ij)cycloprop(a)azulene-4,8(3H)-dione, hexahydro-2a-hydroxy-9-(1-hydroxy-1-methylethyl)-8b-methyl-, (1aR-(1aalpha,2abeta,3beta,6beta,6abeta,8aS*,8bbeta,9S*))-, compd. with (1aR-(1aalpha,2abeta,3beta,6beta,6abeta,8
  • Cocculin

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

History Note

1966

MeSH Hierarchy

Tree Numbers

  1. D02w.455w.426w.392.368w.367.800w
  2. D02w.455w.849w.765w.636w
  3. D02w.540w.552w
  4. D20.215.784.500.647w
  5. D23.946w.649w
  6. D26.667.750w

AMA Style

References

  1. National Library of Medicine. Picrotoxin. Medical Subject Headings (MeSH). 2026. Unique ID D010852. http://id.nlm.nih.gov/mesh/2026/D010852
  2. Picrotoxin. In: Wikipedia. https://en.wikipedia.org/wiki/Picrotoxin
  3. Picrotoxin. In: Wikidata. https://www.wikidata.org/wiki/Q416602
  4. Picrotoxin. In: PubChem Compound. CID 31304. https://pubchem.ncbi.nlm.nih.gov/compound/31304