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Safety Information

SBR00057

Sigma-Aldrich

Retapamulin

≥98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C30H47NO4S
CAS Number:
224452-66-8
Molecular Weight:
517.76
MDL number:
MFCD11045316
UNSPSC Code:
51284706
NACRES:
NA.76
Pricing and availability is not currently available.

Quality Level

100

Assay

≥98% (HPLC)

form

powder

antibiotic activity spectrum

Gram-positive bacteria

Mode of action

protein synthesis | interferes

storage temp.

−20°C

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

General description

Retapamulin (RET) is a semi-synthetic antibiotic ointment, and pleuromutilin derivative compound.[1] The primary structural difference between pleuromutilin and retapamulin is in the C-14 side chain.[1]

Biochem/physiol Actions

Retapamulin is a potent antibacterial agent against Gram-positive bacteria, especially against Staphylococcus aureus and S. pyogenes.[1] It displays synergistic effects against Enterococcus faecalis in combination with streptogramin (MLS).[2] RET initiates ribosomal arrests at the start codon and enables genes to use alternative translational sites in E. coli.[3]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SBR00057-50MG:
SBR00057-VAR:

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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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