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Mupirocin

Catalog No. DB00410 Name DrugBank
CAS Number 12650-69-0 Website http://www.ualberta.ca/
M. F. C26H44O9 Telephone (780) 492-3111
M. W. 500.62216 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 293

SYNONYMS

IUPAC name
9-{[(2E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-{[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl}oxan-2-yl]-3-methylbut-2-enoyl]oxy}nonanoic acid
IUPAC Traditional name
mupirocin
Brand Name
Bactoderm
Centany
Turixin
Bactroban
Bactroban Nasal
Synonyms
mupirocin
MRC
Pseudomonic acid
Mupirocine

DATABASE IDS

PubChem CID 446596
CAS Number 12650-69-0
PubChem SID 46505594

PROPERTIES

DETAILS

Description (English)
Item Information
Drug Groups approved; investigational
Description Mupirocin (pseudomonic acid A, or Bactroban or Centany) is an antibiotic originally isolated from Pseudomonas fluorescens. It is used topically, and is primarily effective against Gram-positive bacteria. Mupirocin is bacteriostatic at low concentrations and bactericidal at high concentrations.
Mupirocin has a unique mechanism of action, which is selective binding to bacterial isoleucyl-tRNA synthetase, which halts the incorporation of isoleucine into bacterial proteins. Because this mechanism of action is not shared with any other antibiotic, mupirocin has few problems of antibiotic cross-resistance.
Indication For the treatment of Staphylococci nasal carriers.
Pharmacology Mupirocin, an antibiotic produced from Pseudomonas fluorescens, is structurally unrelated to any other topical or systemic antibiotics. Mupirocin is used to treat infection caused by Staphylococcus aureus and beta-hemolytic streptococci including Streptococcus pyogenes. This antibiotic has little, if any, potential for cross-resistance with other antibiotics.
Affected Organisms
Enteric bacteria and other eubacteria
Biotransformation Hepatic. Following intravenous or oral administration, mupirocin is rapidly metabolized. The principal metabolite is monic acid, which has no antibacterial activity.
Absorption No measurable systemic absorption
Half Life 20 to 40 minutes
Protein Binding 97%
Elimination Following the application of Centany (mupirocin ointment),2% to a 400 cm2 area on the back of 23 healthy volunteers once daily for 7 days, the mean (range) cumulative urinary excretion of monic acid over 24 hrs following the last administration was 1.25% (0.2% to 3.0%) of the administered dose of mupirocin.
External Links
Wikipedia
RxList
Drugs.com

REFERENCES