Chemicals and Drugs

Josamycin

A macrolide antibiotic from Streptomyces narbonensis. The drug has antimicrobial activity against a wide spectrum of pathogens.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A macrolide antibiotic from Streptomyces narbonensis. The drug has antimicrobial activity against a wide spectrum of pathogens.

Chemical Identity

Chemical Information

Molecular Formula
C42H69NO15
Molecular Weight
828.0 g/mol
CAS Registry No.
16846-24-5
IUPAC Name
[(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-6-[[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-4-acetyloxy-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] 3-methylbutanoate
InChIKey
XJSFLOJWULLJQS-NGVXBBESSA-N
SMILES
C[C@@H]1C/C=C/C=C/[C@@H]([C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)OC(=O)C)OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)OC(=O)CC(C)C)(C)O)N(C)C)O)CC=O)C)O
MeSH Unique ID
D015570
Source
PubChem CID 5282165

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

8 entry terms
  • Josamycine
  • Kitasamycin A3
  • Leucomycin A3
  • Turimycin A5
  • EN-141
  • Wilprafen
  • EN 141
  • EN141

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

Indexing Annotation

do not use /biosyn unless by living matter

MeSH Record

History Note

90; was see LEUCOMYCINS 1981-89; was see under ANTIBIOTICS 1975-80

MeSH Record

Previous Indexing

  • Antibiotics (1966-1980)
  • Leucomycins (1981-1989)

MeSH Hierarchy

Tree Number

  1. D02w.540w.576w.500w.998w

AMA Style

References

  1. National Library of Medicine. Josamycin. Medical Subject Headings (MeSH). 2026. Unique ID D015570. http://id.nlm.nih.gov/mesh/2026/D015570
  2. Josamycin. In: Wikipedia. https://en.wikipedia.org/wiki/Josamycin
  3. Josamycin. In: Wikidata. https://www.wikidata.org/wiki/Q423369
  4. Josamycin. In: PubChem Compound. CID 5282165. https://pubchem.ncbi.nlm.nih.gov/compound/5282165