M7694

Mupirocin

≥92% (HPLC), powder

• 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
• Empirical Formula (Hill Notation): C₂₆H₄₄O₉
• CAS Number: 12650-69-0
• Molecular Weight: 500.62
• MDL number: MFCD01711620
• UNSPSC Code: 12352200
• PubChem Substance ID: 24724542
• NACRES: NA.77

Properties

• Quality Level: 100
• 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

Description

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.

Safety Information

• 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)