Chemicals and Drugs

Clarithromycin

A semisynthetic macrolide antibiotic derived from ERYTHROMYCIN that is active against a variety of microorganisms. It can inhibit PROTEIN SYNTHESIS in BACTERIA by reversibly binding to the 50S ribosomal subunits. This inhibits the translocation of aminoacyl transfer-RNA and prevents peptide chain elongation.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A semisynthetic macrolide antibiotic derived from ERYTHROMYCIN that is active against a variety of microorganisms. It can inhibit PROTEIN SYNTHESIS in BACTERIA by reversibly binding to the 50S ribosomal subunits. This inhibits the translocation of aminoacyl transfer-RNA and prevents peptide chain elongation.

Chemical Identity

Chemical Information

Molecular Formula
C38H69NO13
Molecular Weight
748.0 g/mol
CAS Registry No.
81103-11-9
IUPAC Name
(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-12,13-dihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-7-methoxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
InChIKey
AGOYDEPGAOXOCK-KCBOHYOISA-N
SMILES
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)O)(C)OC)C)C)O)(C)O
MeSH Unique ID
D017291
Source
PubChem CID 84029

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

8 entry terms
  • 6-O-Methylerythromycin
  • A-56268
  • Biaxin
  • TE-031
  • A 56268
  • A56268
  • TE 031
  • TE031

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

93; was CLARITHROMYCIN (NM) 1987-92

MeSH Record

Previous Indexing

  • Erythromycin/analogs & derivatives (1987-1992)

MeSH Hierarchy

Tree Number

  1. D02w.540w.576w.500w.992w.100w

AMA Style

References

  1. National Library of Medicine. Clarithromycin. Medical Subject Headings (MeSH). 2026. Unique ID D017291. http://id.nlm.nih.gov/mesh/2026/D017291
  2. Clarithromycin. In: Wikipedia. https://en.wikipedia.org/wiki/Clarithromycin
  3. Clarithromycin. In: Wikidata. https://www.wikidata.org/wiki/Q118551
  4. Clarithromycin. In: PubChem Compound. CID 84029. https://pubchem.ncbi.nlm.nih.gov/compound/84029