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Lincomycin

Catalog No. DB01627 Name DrugBank
CAS Number 154-21-2 Website http://www.ualberta.ca/
M. F. C18H34N2O6S Telephone (780) 492-3111
M. W. 406.53736 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 1403

SYNONYMS

IUPAC name
(4R)-N-[(1R,2R)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide
IUPAC Traditional name
cillimycin
Brand Name
Lincocin
Lincomix
Lincocine
Lincolcina
Lincolnensin
Lincomix 20
Pura Ject 100
Mycivin
Lincorex
Synonyms
Lincomycin hydrochloride
Lincomycine
LCM
Lincomyocin

DATABASE IDS

PubChem SID 46506668
PubChem CID 656509
CAS Number 154-21-2

PROPERTIES

Hydrophobicity(logP) 0.56 [HANSCH,C ET AL. (1995)]

DETAILS

Description (English)
Item Information
Drug Groups approved
Description An antibiotic produced by Streptomyces lincolnensis var. lincolnensis. It has been used in the treatment of staphylococcal, streptococcal, and Bacteroides fragilis infections. [PubChem]
Indication Lincomycin is an antibiotic used in the treatment of staphylococcal, streptococcal, and Bacteroides fragilis infections.
Pharmacology Lincomycin is a lincosamide antibiotic that comes from the yeast Streptomyces lincolnensis. Lincomycin has been shown to be active in vitro against the following microorganisms: Aerobic gram-positive cocci: Streptococcus pyogenes and Viridans group streptococci; Aerobic gram-positive bacilli: Corynebacterium diphtheriae; Anaerobic gram-positive non-sporeforming bacilli: Propionibacterium acnes; Anaerobic gram-positive sporeforming bacilli: Clostridium tetani and Clostridium perfringens.
Affected Organisms
Enteric bacteria and other eubacteria
Biotransformation Presumed hepatic, however metabolites have not been fully characterized.
Absorption Rapidly absorbed from the gastrointestinal tract following oral administration. Approximately 20 to 30% absorbed orally in fasting state; absorption decreased when taken with food.
Half Life The biological half-life after intramuscular or intravenous administration is 5.4 ± 1.0 hours. The serum half-life of lincomycin may be prolonged in patients with severe impairment of renal function compared to patients with normal renal function. In patients with abnormal hepatic function, serum half-life may be twofold longer than in patients with normal hepatic function.
Protein Binding Protein binding decreases with increased plasma concentrations. Range, 28 to 86% (average, 70 to 75%). Albumin is not thought to be the primary binding component.
Elimination Urinary excretion after this dose ranges from 1.8 to 24.8 percent (mean: 3 percent). Tissue level studies indicate that bile is an important route of excretion.
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REFERENCES