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Cat. No. Name Size Price Add Cart
KI0981Ketek25 mg$3200

Chemical Characteristic

Product NameKetek
SynonymsTelithromycin, HMR 3647
CAS No.191114-48-4
Molecular Weight 812
FormulaC43H65N5O10
Chemical Name(1R,2R,4R,6S,7R,8R,10R,13R,14S)-7-[(2S,3R,4S,6R)-4-Dimethylamino-3-hydroxy-6-methyloxan-2-yl]oxy-13-ethyl-6-methoxy-2,4,6,8,10,14-hexamethyl-17-[4-(4-pyridin-3-ylimidazol-1-yl)butyl]-12,15-dioxa-17-azabicyclo[12.3.0]heptadecane-3,9,11,16-tetrone
Smiles[C@@H]12[C@H](C(=O)[C@@H](C[C@]([C@@H]([C@H](C(=O)[C@H](C(=O)O[C@@H]([C@]1(OC(=O)N2CCCCn1cnc(c1)c1cnccc1)C)CC)C)C)OC1O[C@@H](C[C@@H]([C@H]1O)N(C)C)C)(C)OC)C)C
Chemical Structure

Biological activities

Ketek is a ketolide antibiotic. The MIC of ketek is 4 µg/mL.[1] The mean MIC90s of ketek are 0.12 mg/L, 0.03 mg/L and 0.001 mg/L against the common respiratory pathogens Streptococcus pneumoniae, Moraxella catarrhalis and the atypical microorganism Mycoplasma pneumoniae, respectively.[2] Ketek inhibits protein synthesis resulting in preventing bacteria from growing. Ketek binds to the subunit 50S of the bacterial ribosome. Ketek prevents the progression of the growing polypeptide chain. Ketek has over 10 times higher affinity to the subunit 50S than erythromycin. In addition, ketek strongly binds simultaneously to two domains of 23S RNA of the 50S ribosomal subunit, where older macrolides bind strongly only to one domain and weakly to the second domain. Ketek can also prevent the production of ribosomal subunits 50S and 30S. Ketek prevents the ribosomal exit tunnel and interacts with domains II and V of the 23S RNA.[3] Ketek is metabolized mainly in the liver. Ketek is mainly metabolized via CYP3A1/2 in rats.[4]

Protocols

Ketek is dissolved in distilled water with a few drops of acetic acid.[4]

References

[1] Canu A, et al. Diversity of ribosomal mutations conferring resistance to macrolides, clindamycin, streptogramin, and telithromycin in Streptococcus pneumoniae. Antimicrob Agents Chemother. 2002, 46(1): 125-131.
[2] Khair OA, et al. Lung concentrations of telithromycin after oral dosing. J Antimicrob Chemother. 2001, 47(6): 837-840.
[3] Berisio R, et al. Structural insight into the antibiotic action of telithromycin against resistant mutants. J Bacteriol. 2003, 185(14): 4276-4279.
[4] Lee JH, et al. Effects of acute renal failure on the pharmacokinetics of telithromycin in rats: negligible effects of increase in CYP3A1 on the metabolism of telithromycin. Biopharm Drug Dispos. 2007, 28(4): 157-166.

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