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Merck
CN

SBR00057

Retapamulin

≥98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C30H47NO4S
CAS Number:
224452-66-8
Molecular Weight:
517.76
UNSPSC Code:
51284706
NACRES:
NA.76
MDL number:
MFCD11045316

Key Documents

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SMILES string

S(C4C[C@@H]5N([C@@H](CC5)C4)C)CC(=O)O[C@H]1[C@]2([C@H]3[C@@]([C@H]([C@@H]([C@](C1)(C)C=C)O)C)(CC[C@H]2C)CCC3=O)C

InChI

1S/C30H47NO4S/c1-7-28(4)16-24(35-25(33)17-36-22-14-20-8-9-21(15-22)31(20)6)29(5)18(2)10-12-30(19(3)27(28)34)13-11-23(32)26(29)30/h7,18-22,24,26-27,34H,1,8-17H2,2-6H3/t18-,19+,20-,21+,22?,24-,26+,27+,28-,29+,30+/m1/s1

InChI key

STZYTFJPGGDRJD-FJJJPKKESA-N

assay

≥98% (HPLC)

form

powder

antibiotic activity spectrum

Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

−20°C

Quality Level

100

General description

Retapamulin (RET) is a semi-synthetic antibiotic ointment, and pleuromutilin derivative compound. The primary structural difference between pleuromutilin and retapamulin is in the C-14 side chain.

Biochem/physiol Actions

Retapamulin is a potent antibacterial agent against Gram-positive bacteria, especially against Staphylococcus aureus and S. pyogenes. It displays synergistic effects against Enterococcus faecalis in combination with streptogramin (MLS). RET initiates ribosomal arrests at the start codon and enables genes to use alternative translational sites in E. coli.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000202409
0000202409

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Retapamulin-Assisted Ribosome Profiling Reveals the Alternative Bacterial Proteome
Meydan S, et al
Molecular Cell, 74, 481-493 (2019)
In vitro synergistic effect of retapamulin with erythromycin and quinupristin against Enterococcus faecalis
Park B, et al
The Journal of Antibiotics, 73, 630-635 (2020)
Retapamulin: Current Status and Future Perspectives
Goudarzi M, et al
Archives of Clinical Infectious Diseases, 16, 4-4 (2021)

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