Lefamulin acetate Chemical Properties

storage temp. 

Store at -20°C

solubility 

DMSO:100.0(Max Conc. mg/mL);176.12(Max Conc. mM)

form 

Solid

color 

White to off-white

InChI

InChI=1/C28H45NO5S.C2H4O2/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;1-2(3)4/h6,16-18,20-22,24-25,31,33H,1,7-15,29H2,2-5H3;1H3,(H,3,4)/t16-,17+,18-,20-,21-,22-,24+,25+,26-,27?,28?;/s3

InChIKey

WSMXIQXWHPSVDE-IHBHSJRLNA-N

SMILES

C(=O)(O)C.C[C@H]1[C@@H]([C@](C[C@@H](OC(=O)CS[C@@H]2CC[C@@H](N)C[C@H]2O)C2([C@H](C)CCC31CCC(=O)[C@]32[H])C)(C)C=C)O |&1:5,6,7,9,15,18,21,24,33,r|

Lefamulin acetate Usage And Synthesis

Chemical Properties

Lefamulin acetate is a white to off-white solid. It is a stable compound (requiring no special storage conditions) which is highly soluble in water and 0.9% sodium chloride solution (>300mg/ml). The hydration level of lefamulin acetate at ambient conditions is typically below 1% w/w.

Uses

Lefamulin (BC-3781) acetate is an orally active antibiotic. Lefamulin acetate inhibits protein synthesis by binding to the peptidyl transferase center of the 50S bacterial ribosome. Lefamulin acetate has anti-inflammatory activity. Lefamulin acetate can be used in the research of bacterial infections, such as bacterial pneumonia.

Definition

Lefamulin acetate is a single stereoisomer semi-synthetically derived from pleuromutilin, a homochiral, natural fermentation product of known absolute stereochemistry. Lefamulin acetate is a diastereomer with R-configuration at carbons of the cyclohexane moiety. The absolute configuration of the active substance has been confirmed by single-crystal structure determination.

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