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gentamicin
Sign in to saveAlso known as gentamicin sulfate, gentamycin, gentamicins
Gentamicin is an aminoglycoside antibiotic used to treat several types of bacterial infections. This may include bone infections, endocarditis, pelvic inflammatory disease, meningitis, pneumonia, urinary tract infections, and sepsis among others. It can be given intravenously, by intramuscular injection, or topically. Topical formulations may be used in burns or for infections of the outside of the eye. It is often only used for two days until bacterial cultures determine what specific antibiotics the infection is sensitive to. The dose required should be monitored by blood testing.
Chemical data
- Formula
- C21H43N5O7
- Molecular weight
- 477.6 g/mol
- IUPAC name
- 2-[4,6-diamino-3-[3-amino-6-[1-(methylamino)ethyl]oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol
- SMILES
- CC(C1CCC(C(O1)OC2C(CC(C(C2O)OC3C(C(C(CO3)(C)O)NC)O)N)N)N)NC
- InChIKey
- CEAZRRDELHUEMR-UHFFFAOYSA-N
- XLogP
- -4.1
- Polar surface area
- 200 Ų
- H-bond donors
- 8
- H-bond acceptors
- 12
- Formal charge
- 0
via PubChem
Research
38,434 papers- Gentamicin vestibulotoxicity.Otolaryngology--head and neck surgery : official journal of American Academy of Otolaryngology-Head and Neck Surgery · 1994
- Gentamicin in 1978.Annals of internal medicine · 1978
- Gentamicin-induced anaphylaxis.Irish journal of medical science · 2007
- Use of Gentamicin as Empiric Coverage for Ventilator-Associated Pneumonia: The "Con" Perspective.Surgical infections · 2016
- Microbial biosynthesis and applications of gentamicin: a critical appraisal.Critical reviews in biotechnology · 2008
via PubMed
Wikidata facts
- Mass
- 477.316249
- Image
- Gentamicin for injection.jpg
Show 5 more facts
- Commons category
- Gentamicin
- chemical formula
- C₂₁H₄₃N₅O₇
- canonical SMILES
- CC(C1CCC(C(O1)OC2C(CC(C(C2O)OC3C(C(C(CO3)(C)O)NC)O)N)N)N)NC
- defined daily dose
- 0.24
- NCI Thesaurus ID
- C519
Sources (7)
via Wikidata · CC0
~20 min read
Article
20 sectionsContents
- Medical uses
- Special populations
- Pregnancy and breastfeeding
- Elderly
- Children
- Contraindications
- Adverse effects
- Kidney damage
- Inner ear
- Pharmacology
- Mechanism of action
- Chemistry
- Structure
- Components
- Biosynthesis
- Fermentation
- History
- Research
- References
- Further reading
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| pronounce = | tradename = Cidomycin, Genticyn, Garamycin, others | Drugs.com = | MedlinePlus = a682275 | DailyMedID = Gentamicin | pregnancy_AU = D | pregnancy_AU_comment = | routes_of_administration = Intravenous, eye drop, Intramuscular injection, Topical administration, ear drop | class = Aminoglycoside antibiotic | ATC_prefix = D06 | ATC_suffix = AX07 | ATC_supplemental =