API reference

Tobramycin

CAS number
32986-56-4
Molecular formula
C18H37N5O9
Molecular weight
467.5 g/mol
Tobramycin — 2D structure
2D structure (PubChem)

About this molecule

Tobramycin is an aminoglycoside antibiotic derived from Streptomyces tenebrarius with bacteriostatic activity. Following active transport into the cell, tobramycin binds irreversibly to a specific aminoglycoside receptor on the bacterial 30S ribosomal subunit and interferes with the initiation complex between messenger RNA and the 30S subunit, thereby inhibiting initiation of protein synthesis, consequently leading to bacterial cell death. In addition, tobramycin induces misreading of the mRNA template causing incorrect amino acids to be incorporated into the growing polypeptide chain, consequently interfering with protein elongation.

Source: NCI Thesaurus (NCIt), via PubChem.

Identifiers

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
PubChem CID
36294

Also known as

tobramycin · Nebramycin VI · Nebramycin 6 · Nebramycin factor 6 · Deoxykanamycin B · Tobrex · Tobi · Aktob

Chemical data on this page is drawn from PubChem (National Library of Medicine) and is provided for identification only. Hanpars does not hold stock of every substance listed; availability, grade, documentation and regulatory status are confirmed per enquiry.

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