Chemicals and Drugs

Amikacin

A broad-spectrum antibiotic derived from KANAMYCIN. It is reno- and oto-toxic like the other aminoglycoside antibiotics.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A broad-spectrum antibiotic derived from KANAMYCIN. It is reno- and oto-toxic like the other aminoglycoside antibiotics.

Chemical Identity

Chemical Information

Molecular Formula
C22H43N5O13
Molecular Weight
585.6 g/mol
CAS Registry No.
37517-28-5
IUPAC Name
(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxybutanamide
InChIKey
LKCWBDHBTVXHDL-RMDFUYIESA-N
SMILES
C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1NC(=O)[C@H](CCN)O)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@H]([C@@H]([C@H](O3)CN)O)O)O)N
MeSH Unique ID
D000583
Source
PubChem CID 37768

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

26 entry terms
  • A.M.K
  • Amikacin Sulfate
  • Amikacina Medical
  • Amikacina Normon
  • Amikafur
  • Amikalem
  • Amikason's
  • Amikayect
  • Amikin
  • Amiklin
  • Amukin
  • BB-K 8
  • BB-K8
  • Biclin
  • Biklin
  • Gamikal
  • Kanbine
  • Oprad
  • Yectamid
  • BB K 8
  • BB K8
  • BBK 8
  • BBK8
  • Medical, Amikacina
  • Normon, Amikacina
  • Sulfate, Amikacin

MeSH Record

Aspects Covered

25 allowable subheadings

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

87(75); was see under KANAMYCIN 1975-86

MeSH Record

Previous Indexing

  • Aminobutyric Acids (1973-1974)
  • Kanamycin (1973-1974)

MeSH Hierarchy

Tree Number

  1. D09w.408w.051.476w.060w

AMA Style

References

  1. National Library of Medicine. Amikacin. Medical Subject Headings (MeSH). 2026. Unique ID D000583. http://id.nlm.nih.gov/mesh/2026/D000583
  2. Amikacin. In: Wikipedia. https://en.wikipedia.org/wiki/Amikacin
  3. Amikacin. In: Wikidata. https://www.wikidata.org/wiki/Q408529
  4. Amikacin. In: PubChem Compound. CID 37768. https://pubchem.ncbi.nlm.nih.gov/compound/37768