CAS No. 224452-66-8

Batch: Purity:99.54
Retapamulin Chemical Structure
Chemical Structure
Check the Retapamulin product page for in-depth specifications, including solubility, stock solutions, MOA, and working concentrations.

Chemical Information

IUPAC Name [(1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-[[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]sulfanyl]acetate
CAS Number 224452-66-8
Molecular Formula

C30H47NO4S

Molecular Weight (MW) 517.76
SMILES CC1CCC23CCC(=O)C2C1(C(CC(C(C3C)O)(C)C=C)OC(=O)CSC4CC5CCC(C4)N5C)C
InChIKey STZYTFJPGGDRJD-FJJJPKKESA-N

Ordering Information

Biological Activity

Retapamulin (SB-275833) is a topical pleuromutilin antibiotic and protein synthesis inhibitor that binds to E. coli ribosomes and S. aureus ribosomes. By interacting with the 50S ribosomal subunit at the peptidyl transferase center, it prevents proper tRNA positioning and disrupts peptide bond formation. This blockage halts bacterial protein translation, resulting in potent antibacterial activity against Gram-positive pathogens. [1]

How to Prepare Stock Solution?

Concentration Volume Mass
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Solubility

Batch:
All in vitro solubility values are batch-tested experimental data (non-literature values).
Solvent Solubility & Note
DMSO 100 mg/mL (193.13 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO. The recommended stock concentration is 10 mM in DMSO.)
Ethanol 50 mg/mL
Water Insoluble
FAQ
Q: Why does a DMSO stock precipitate in media/saline?
A: It is caused by unheated aqueous media (supersaturation), local solvent shock, or incorrect mixing sequence.
How to fix it?
  • Preheat media/saline to 37°C.
  • Mix rapidly (pipette/vortex) upon addition.
  • For complex mixes, always add the aqueous phase last.
  • Re-dissolve minor precipitates with a 37°C water bath and sonication (≤30 min).

Aliquotting Service

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Note: Technical data last updated: Sep 1, 2026.