Tobramycin hydrochlorideProduct ingredient for Tobramycin
- Name
- Tobramycin hydrochloride
- Drug Entry
- Tobramycin
Aminoglycosides, many of which are derived directly from Streptomyces spp., are concentration-dependent bactericidal antibiotics with a broad spectrum of activity against Gram-positive and Gram-negative organisms.1 Inhaled tobramycin is notable for its use in treating chronic Pseudomonas aeruginosa infections in cystic fibrosis patients, as P. aeruginosa is notoriously inherently resistant to many antibiotics.1,2,13 However, tobramycin can also be administered intravenously and topically to treat a variety of infections caused by susceptible bacteria.14,15 Its use is limited in some cases by characteristic toxicities such as nephrotoxicity and ototoxicity, yet it remains a valuable option in the face of growing resistance to front-line antibiotics such as β-lactams and cephalosporins.1,12,13,15
Tobramycin was approved by the FDA in 1975 and is currently available in a variety of forms for administration by inhalation, injection, and external application to the eye (ophthalmic).13,14,15
- Accession Number
- DBSALT002273
- Structure
- Synonyms
- Not Available
- UNII
- 01IX3OU168
- CAS Number
- 95188-93-5
- Weight
- Average: 503.98
Monoisotopic: 503.2358055 - Chemical Formula
- C18H38ClN5O9
- InChI Key
- CVDADWBWFLWJNQ-TWDWGCDDSA-N
- InChI
- InChI=1S/C18H37N5O9.ClH/c19-3-9-8(25)2-7(22)17(29-9)31-15-5(20)1-6(21)16(14(15)28)32-18-13(27)11(23)12(26)10(4-24)30-18;/h5-18,24-28H,1-4,19-23H2;1H/t5-,6+,7+,8-,9+,10+,11-,12+,13+,14-,15+,16-,17+,18+;/m0./s1
- 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 hydrochloride
- SMILES
- Cl.NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](N)C[C@@H]1O
- External Links
- ChemSpider
- 32697392
- Predicted Properties
Property Value Source Water Solubility 53.7 mg/mL ALOGPS logP -3 ALOGPS logP -6.5 Chemaxon logS -0.94 ALOGPS pKa (Strongest Acidic) 12.54 Chemaxon pKa (Strongest Basic) 9.66 Chemaxon Physiological Charge 5 Chemaxon Hydrogen Acceptor Count 14 Chemaxon Hydrogen Donor Count 10 Chemaxon Polar Surface Area 268.17 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 106.69 m3·mol-1 Chemaxon Polarizability 46.74 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon