Retapamulin A broad spectrum antibiotic with no cross resistance to existing classes

Retapamulin (CAS 224452-66-8)

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Synonym: Rebapamulin; SB 275833
Application: A broad spectrum antibiotic with no cross resistance to existing classes
CAS Number: 224452-66-8
Molecular Weight: 517.76
Molecular Formula: C30H47NO4S
* Refer to Certificate of Analysis for lot specific data (including water content).
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Retapamulin is a semi-synthetic pleuormutilin prepared by reacting pleuromutilin tosylate with tropine-3-thiol to give a more hydrophobic analogue with a tertiary amine. This enables formulation as a stable hydrochloride salt. Retapamulin is a broad spectrum antibiotic with no cross resistance to existing antibiotic classes, and is the first pleuromutilin approved for human use. Like all the pleuromutilins, retapamulin inhibits protein synthesis by binding to domain V of 23S rRNA.

Physical State :
Solid
Solubility :
Soluble in ethanol (104 mg/ml at 25 °C), methanol, DMF, DMSO (104 mg/ml at 25 °C), and water (moderate).
Storage :
Store at -20° C
Boiling Point :
~594.9° C at 760 mmHg (Predicted)
Density :
~1.2 g/cm3 (Predicted)
Refractive Index :
n20D 1.57 (Predicted)
IC50 :
P-site of E. coli ribosomes: IC50 = 17.4 nM; Erys ribosomes: IC50 = 26.1 nM; Protein synthesis: IC50 = 5 ng/ml (wild-type Staphylococcus aureus strain RN1786); Total viable cells: IC50 = 12 ng/ml (wild-type Staphylococcus aureus strain RN1786); 50S subunit synthesis: IC50 = 27 ng/ml (wild-type Staphylococcus aureus strain RN1786)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
6918462
MDL Number :
MFCD11045316
SMILES :
C[C@@H]1CC[C@@]23CCC(=O)[C@H]2[C@@]1([C@@H](C[C@@]([C@H]([C@@H]3C)O)(C)C=C)OC(=O)CSC4C[C@H]5CC[C@@H](C4)N5C)C

Download SDS (MSDS)

Certificate of Analysis

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