Chemicals and Drugs

Erythromycin Estolate

A macrolide antibiotic, produced by Streptomyces erythreus. It is the lauryl sulfate salt of the propionic ester of erythromycin. This erythromycin salt acts primarily as a bacteriostatic agent. In sensitive organisms, it inhibits protein synthesis by binding to 50S ribosomal subunits. This binding process inhibits peptidyl transferase activity and interferes with translocation of amino acids during translation and assembly of proteins.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A macrolide antibiotic, produced by Streptomyces erythreus. It is the lauryl sulfate salt of the propionic ester of erythromycin. This erythromycin salt acts primarily as a bacteriostatic agent. In sensitive organisms, it inhibits protein synthesis by binding to 50S ribosomal subunits. This binding process inhibits peptidyl transferase activity and interferes with translocation of amino acids during translation and assembly of proteins.

Chemical Identity

Chemical Information

Molecular Formula
C52H97NO18S
Molecular Weight
1056.4 g/mol
CAS Registry No.
3521-62-8
IUPAC Name
[(2S,3R,4S,6R)-4-(dimethylamino)-2-[[(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yl]oxy]-6-methyloxan-3-yl] propanoate;dodecyl hydrogen sulfate
InChIKey
AWMFUEJKWXESNL-JZBHMOKNSA-N
SMILES
CCCCCCCCCCCCOS(=O)(=O)O.CC[C@@H]1[C@@]([C@@H]([C@H](C(=O)[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)OC(=O)CC)(C)O)C)C)O)(C)O
MeSH Unique ID
D004918
Source
PubChem CID 441371

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

7 entry terms
  • Erythromycin Propionate Dodecyl Sulfate
  • Erythromycin Propionate Lauryl Sulfate
  • Erythromycin Propionate Monododecyl Sulfate
  • Estolate, Erythromycin
  • Eromycin
  • Ilosone
  • Lauromicina

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 ERYTHROMYCIN 1975-90

MeSH Record

Previous Indexing

  • Erythromycin (1970-1974)
  • Propionates (1974)
  • Sodium Dodecyl Sulfate (1974)

MeSH Hierarchy

Tree Number

  1. D02w.540w.576w.500w.992w.250

AMA Style

References

  1. National Library of Medicine. Erythromycin Estolate. Medical Subject Headings (MeSH). 2026. Unique ID D004918. http://id.nlm.nih.gov/mesh/2026/D004918
  2. Erythromycin Estolate. In: Wikidata. https://www.wikidata.org/wiki/Q27106503
  3. Erythromycin Estolate. In: PubChem Compound. CID 441371. https://pubchem.ncbi.nlm.nih.gov/compound/441371