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Key Documents

SBR00096

Sigma-Aldrich

Lefamulin

≥98% (HPLC), powder

Synonym(s):

BC-3781

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About This Item

Empirical Formula (Hill Notation):
C28H45NO5S
CAS Number:
Molecular Weight:
507.73
UNSPSC Code:
51101500

Quality Level

Assay

≥98% (HPLC)

form

powder

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

protein synthesis | inhibits

shipped in

ambient

storage temp.

2-8°C

SMILES string

CC1CCC23CCC(=O)C2C1(C(CC(C(C3C)O)(C)C=C)OC(=O)CSC4CCC(CC4O)N)C

InChI

1S/C28H45NO5S/c1-6-26(4)14-22(34-23(32)15-35-21-8-7-18(29)13-20(21)31)27(5)16(2)9-11-28(17(3)25(26)33)12-10-19(30)24(27)28/h6,16-18,20-22,24-25,31,33H,1,7-15,29H2,2-5H3/t16-,17+,18-,20-,21-,22-,24+,25+,26-,27+,28+/m1/s1

InChI key

KPVIXBKIJXZQJX-FCEONZPQSA-N

General description

Lefamulin is an antibiotic which belongs to a class of coumpounds known as pleuromutilins. It is a semisynthetic derivative of the naturally occurring antibiotic pleuromutilin, and it is used for the treatment of bacterial infections.

Biochem/physiol Actions

Lefamulin inhibits bacterial protein synthesis by binding to the 50S subunit of the bacterial ribosome. Specifically, it binds to the peptidyl transferase center of the ribosome and inhibits the transfer of amino acids to growing polypeptide chains, which leads to the inhibition of bacterial protein synthesis and bacterial death. Lefamulin is active against a wide range of Gram-positive bacteria, including Streptococcus pneumoniae, Staphylococcus aureus, and methicillin-resistant S. aureus (MRSA), as well as some atypical bacteria such as Legionella species. It has also been shown to have activity against some Gram-negative bacteria, including Haemophilus influenzae and Moraxella catarrhalis.

Pictograms

Health hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

STOT SE 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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