Chemicals and Drugs

Tobramycin

An aminoglycoside, broad-spectrum antibiotic produced by Streptomyces tenebrarius. It is effective against gram-negative bacteria, especially the PSEUDOMONAS species. It is a 10% component of the antibiotic complex, NEBRAMYCIN, produced by the same species.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

An aminoglycoside, broad-spectrum antibiotic produced by Streptomyces tenebrarius. It is effective against gram-negative bacteria, especially the PSEUDOMONAS species. It is a 10% component of the antibiotic complex, NEBRAMYCIN, produced by the same species.

Chemical Identity

Chemical Information

Molecular Formula
C18H37N5O9
Molecular Weight
467.5 g/mol
CAS Registry No.
32986-56-4
IUPAC Name
(2S,3R,4S,5S,6R)-4-amino-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,5S,6R)-3-amino-6-(aminomethyl)-5-hydroxyoxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-6-(hydroxymethyl)oxane-3,5-diol
InChIKey
NLVFBUXFDBBNBW-PBSUHMDJSA-N
SMILES
C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)N)O)O)O[C@@H]3[C@@H](C[C@@H]([C@H](O3)CN)O)N)N
MeSH Unique ID
D014031
Source
PubChem CID 36294

MeSH Record

Classification

Broader headings

Narrower headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

8 entry terms
  • Nebramycin Factor 6
  • Brulamycin
  • Nebcin
  • Nebicin
  • Obracin
  • Tobracin
  • Tobramycin Sulfate
  • Sulfate, Tobramycin

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

84(75); was see under ANTIBIOTICS 1975-83

MeSH Record

Previous Indexing

  • Aminoglycosides (1974)
  • Antibiotics (1966-1974)
  • Glycosides (1966-1973)

MeSH Hierarchy

Tree Number

  1. D09w.408w.051.476w.600.800w

MeSH Record

NLM Classification

QV 350

AMA Style

References

  1. National Library of Medicine. Tobramycin. Medical Subject Headings (MeSH). 2026. Unique ID D014031. http://id.nlm.nih.gov/mesh/2026/D014031
  2. Tobramycin. In: Wikipedia. https://en.wikipedia.org/wiki/Tobramycin
  3. Tobramycin. In: Wikidata. https://www.wikidata.org/wiki/Q1758380
  4. Tobramycin. In: PubChem Compound. CID 36294. https://pubchem.ncbi.nlm.nih.gov/compound/36294