Structure via PubChem · Public domain (PubChem)
tobramycin
Sign in to saveAlso known as O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-[2,6-diamino-2,3,6-trideoxy-alpha-D-ribohexopyranosyl-(1-4)]-2-deoxy-D-streptamine, 3'-deoxykanamycin b, nebramycin
Tobramycin is an aminoglycoside antibiotic derived from Streptomyces tenebrarius that is used to treat various types of bacterial infections, particularly Gram-negative infections. It is especially effective against species of Pseudomonas.
Key facts
- Drug.verifiedrevid
- 470611185
- Drug.image
- Tobramycin.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 200
- Drug.image2
- Tobramycin 1lc4.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Nebcin, Tobrex, Tobi, others
- Drug.MedlinePlus
- a682660
- Drug.DailyMedID
- Tobramycin
- Drug.pregnancy_AU
- D
- Drug.routes_of_administration
- Intravenous, intramuscular, inhalation, ophthalmic
- Drug.ATC_prefix
- J01
- Drug.ATC_suffix
- GB01
- Drug.legal_AU
- S4
- Drug.legal_CA
- Rx-only
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx-only
- Drug.legal_EU
- Rx-only
via Wikipedia infobox
Chemical data
- Formula
- C18H37N5O9
- Molecular weight
- 467.5 g/mol
- 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
- 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
- InChIKey
- NLVFBUXFDBBNBW-PBSUHMDJSA-N
- XLogP
- -6.2
- Polar surface area
- 268 Ų
- H-bond donors
- 10
- H-bond acceptors
- 14
- Formal charge
- 0
via PubChem
Research
9,467 papers- Tobramycin in ophthalmology.Survey of ophthalmology · 1987
- Aptamer-based biosensors for tobramycin.Analytical methods : advancing methods and applications · 2025
- Tobramycin: an overview.The Journal of infectious diseases · 1976
- Inhaled tobramycin (TOBI).Pediatric nursing · 1998
- Tobramycin (Cystic Fibrosis Foundation/PathoGenesis).Current opinion in investigational drugs (London, England : 2000) · 2001
via PubMed
~9 min read
Encyclopedic overview
12 sectionsContents
- Medical uses
- Spectrum of susceptibility
- Contraindications
- Side effects
- Interactions
- Pharmacology
- Mechanism of action
- Pharmacokinetics
- Society and culture
- Brand names
- References
- Further reading
{{Infobox drug | verifiedrevid = 470611185 | image = Tobramycin.svg | image_class = skin-invert-image | width = 200 | alt = | image2 = Tobramycin 1lc4.png | image_class2 = bg-transparent | width2 = | alt2 = | caption =
| pronounce = | tradename = Nebcin, Tobrex, Tobi, others | Drugs.com = | MedlinePlus = a682660 | DailyMedID = Tobramycin | pregnancy_AU = D | pregnancy_AU_comment = | pregnancy_category = | routes_of_administration = Intravenous, intramuscular, inhalation, ophthalmic | class = | ATC_prefix = J01 | ATC_suffix = GB01 | ATC_supplemental =
Excerpted from Wikipedia’s “tobramycin” article, available under the CC BY-SA 4.0 licence.