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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

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.

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)
Cessation from smoking improves innate host defense and clearance of experimentally inoculated nasal Staphylococcus aureus
Cole AL, et al.
Infection and Immunity, 86(4), e00912-e00917 (2018)
Mupirocin: a topical antibiotic with a unique structure and mechanism of action.
Parenti MA, et al.
Clinical Pharmacy, 6(10), 761-770 (1987)
Eduardo Pérez-Roth et al.
Antimicrobial agents and chemotherapy, 54(5), 2252-2257 (2010-03-10)
We have sequenced the conjugative plasmid pPR9, which carries the ileS2 gene, which had contributed to the dissemination of high-level mupirocin resistance at our institution. The plasmid backbone shows extensive genetic conservation with plasmids belonging to the pSK41/pGO1 family, but

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