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Merck
CN

M7694

Mupirocin

920 – 1020 μg/mg (HPLC), crystalline

Synonym(s):

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

Empirical Formula (Hill Notation):
C26H44O9
CAS Number:
12650-69-0
Molecular Weight:
500.62
UNSPSC Code:
12352200
PubChem Substance ID:
24724542
NACRES:
NA.77
MDL number:
MFCD01711620
Assay:
920-1020 μg/mg (HPLC)
Form:
crystalline
Quality level:
100

Key Documents

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Product Name

Mupirocin, 920-1020 μg/mg (HPLC), crystalline

Quality Level

100

assay

920-1020 μg/mg (HPLC)

form

crystalline

color

white to yellow

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品

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Certificates of Analysis (COA)

Lot/Batch Number
0000126725
0000126724
0000126725
0000126724
0000167429

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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
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Global Trade Item Number

SKUGTIN
M7694-100MG04061834062318
M7694-50MG04061834062325

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