Chemicals and Drugs

Ouabain

A cardioactive glycoside consisting of rhamnose and ouabagenin, obtained from the seeds of Strophanthus gratus and other plants of the Apocynaceae; used like DIGITALIS. It is commonly used in cell biological studies as an inhibitor of the NA(+)-K(+)-EXCHANGING ATPASE.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A cardioactive glycoside consisting of rhamnose and ouabagenin, obtained from the seeds of Strophanthus gratus and other plants of the Apocynaceae; used like DIGITALIS. It is commonly used in cell biological studies as an inhibitor of the NA(+)-K(+)-EXCHANGING ATPASE.

Chemical Identity

Chemical Information

Molecular Formula
C29H44O12
Molecular Weight
584.7 g/mol
CAS Registry No.
630-60-4
IUPAC Name
3-[(1R,3S,5S,8R,9S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
InChIKey
LPMXVESGRSUGHW-HBYQJFLCSA-N
SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2C[C@H]([C@@]3([C@@H]4[C@@H](CC[C@@]3(C2)O)[C@]5(CC[C@@H]([C@]5(C[C@H]4O)C)C6=CC(=O)OC6)O)CO)O)O)O)O
MeSH Unique ID
D010042
Source
PubChem CID 439501

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

4 entry terms
  • Acocantherin
  • Acolongifloroside K
  • G-Strophanthin
  • G Strophanthin

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

65(63); was see under STROPHANTHIN (now STROPHANTHINS) 1963-64

MeSH Hierarchy

Tree Numbers

  1. D04w.210.500w.155.580w.130.750w.600w
  2. D09w.408w.180w.810w.600w

AMA Style

References

  1. National Library of Medicine. Ouabain. Medical Subject Headings (MeSH). 2026. Unique ID D010042. http://id.nlm.nih.gov/mesh/2026/D010042
  2. Ouabain. In: Wikipedia. https://en.wikipedia.org/wiki/Ouabain
  3. Ouabain. In: Wikidata. https://www.wikidata.org/wiki/Q285911
  4. Ouabain. In: PubChem Compound. CID 439501. https://pubchem.ncbi.nlm.nih.gov/compound/439501