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Merck

M7694

Sigma-Aldrich

Mupirocin

≥92% (HPLC), powder

Sinónimos:

5,9-Anhydro-2,3,4,8-tetradeoxy-8-[[3-(2-hydroxy-1-methylpropyl)oxiranyl]methyl]-3-methyl-[2E,8[2S,3S(1S,2S)]]-L-talonon-2-enonic acid 8-carboxyoctyl ester, BRL 4910A, Pseudomonic acid

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About This Item

Fórmula empírica (notación de Hill):
C26H44O9
Número de CAS:
Peso molecular:
500.62
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥92% (HPLC)

form

powder

optical activity

[α]/D -15.7 to -20°, c = 1 in methanol

color

white to tan

solubility

DMSO: ≥10 mg/mL

antibiotic activity spectrum

fungi

mode of action

enzyme | inhibits
protein synthesis | interferes

originator

GlaxoSmithKline

storage temp.

room temp

SMILES string

[H][C@@]1(CO[C@@H](C\C(C)=C\C(=O)OCCCCCCCCC(O)=O)[C@H](O)[C@@H]1O)C[C@@H]2O[C@@]2([H])[C@@H](C)[C@H](C)O

InChI

1S/C26H44O9/c1-16(13-23(30)33-11-9-7-5-4-6-8-10-22(28)29)12-20-25(32)24(31)19(15-34-20)14-21-26(35-21)17(2)18(3)27/h13,17-21,24-27,31-32H,4-12,14-15H2,1-3H3,(H,28,29)/b16-13+/t17-,18-,19-,20-,21-,24+,25-,26-/m0/s1

InChI key

MINDHVHHQZYEEK-HBBNESRFSA-N

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General description

Mupirocin is produced by Pseudomonas fluorescens. Mupirocin is used to treat impetigo and skin infections.

Application

Mupirocin has been used:
  • for kinetic assay
  • to assess its resistance by performing turbidity assay
  • to determine its antimicrobial susceptibility

Biochem/physiol Actions

Antibiotic; inhibits isoleucyl-tRNA synthetase (IRS).

Features and Benefits

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Preparation Note

Mupirocin is poorly soluble in water (26 mg/L), but highly soluble in DMSO (≥10 mg/mL). If sterilization is required, it is advisable to use filter sterilization with a 0.22 µm PTFE, Polypropylene, or Nylon filter membrane.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Methods for detecting microbial methane production and consumption by gas chromatography
Aldridge JT, et al.
Bio-protocol, 6(7), 761-770 (2016)
Efficacy of topically delivered moxifloxacin against wound infection by Pseudomonas aeruginosa and methicillin-resistant Staphylococcus aureus
Jacobsen F, et al.
Antimicrobial Agents and Chemotherapy, 55(5), 2325-2334 (2011)
Gaston H M Vondenhoff et al.
European journal of medicinal chemistry, 46(11), 5227-5236 (2011-10-05)
Increasing resistance to antibiotics is a major problem worldwide and provides the stimulus for development of new bacterial inhibitors with preferably different modes of action. In search for new leads, several new bacterial targets are being exploited beside the use
Evaluation of the pig-tailed macaque (Macaca nemestrina) as a model of human Staphylococcus aureus nasal carriage
Cole AL, et al.
Infection and Immunity, 86(6), e00043-e00018 (2018)
Mupirocin: a topical antibiotic with a unique structure and mechanism of action.
Parenti MA, et al.
Clinical Pharmacy, 6(10), 761-770 (1987)

Artículos

Probiotics are defined as live bacteria with beneficial effects to the health of the host organism. Pimarily lactic acid bacteria (LAB) and bifidobacteria are used as probiotics, however certain yeasts and bacilli are also known to have positive effects

Contenido relacionado

We offer agonists, antagonists, modulators and other bioactive small molecules for immune system signaling target identification and validation, as well as a variety of antibiotics, antivirals, and antifungals.

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