Chemicals and Drugs

Rutamycin

A macrolide antibiotic of the oligomycin group, obtained from Streptomyces rutgersensis. It is used in cytochemistry as a tool to inhibit various ATPases and to uncouple oxidative phosphorylation from electron transport and also clinically as an antifungal agent.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A macrolide antibiotic of the oligomycin group, obtained from Streptomyces rutgersensis. It is used in cytochemistry as a tool to inhibit various ATPases and to uncouple oxidative phosphorylation from electron transport and also clinically as an antifungal agent.

Chemical Identity

Chemical Information

Molecular Formula
C44H72O11
Molecular Weight
777.0 g/mol
CAS Registry No.
1404-59-7
IUPAC Name
(1S,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,27R,29R)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,29-octamethylspiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-oxane]-3,9,13-trione
InChIKey
LVWVMRBMGDJZLM-BONFEJLISA-N
SMILES
CC[C@@H]\1CC[C@H]2[C@H]([C@H](C[C@]3(O2)CC[C@@H]([C@@H](O3)C[C@@H](C)O)C)OC(=O)/C=C/[C@@H]([C@H]([C@@H](C(=O)[C@@H]([C@H]([C@@H](C(=O)[C@]([C@H]([C@@H](C/C=C/C=C1)C)O)(C)O)C)O)C)C)O)C)C
MeSH Unique ID
D012427
Source
PubChem CID 76958643

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

7 entry terms
  • Oligomycin D
  • A-272
  • RR-32705
  • A 272
  • A272
  • RR 32705
  • RR32705

MeSH Record

Aspects Covered

26 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, biosynthesis, 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

91(75); was see under OLIGOMYCINS 1982-90; was see under ANTIBIOTICS, ANTIFUNGAL 1975-81

MeSH Record

Previous Indexing

  • Antibiotics, Antifungal (1969-1974)

MeSH Hierarchy

Tree Number

  1. D02w.540w.505w.620w.750

AMA Style

References

  1. National Library of Medicine. Rutamycin. Medical Subject Headings (MeSH). 2026. Unique ID D012427. http://id.nlm.nih.gov/mesh/2026/D012427
  2. Rutamycin. In: Wikidata. https://www.wikidata.org/wiki/Q27258999
  3. Rutamycin. In: PubChem Compound. CID 76958643. https://pubchem.ncbi.nlm.nih.gov/compound/76958643