Lefamulin acetate (Xenleta) - Moligand™,≥98% , Bacterial 70S ribosome inhibitor, CAS No.1350636-82-6, Bacterial 70S ribosome inhibitor

CAS: 1350636-82-6 Cat. No.: L412984 Molecular Weight: 567.78 EC Number: 695-920-8 PubChem CID: 86346053

GRADE & PURITY Moligand™, ≥98%

Synonyms

BC-3781 acetate | DTXSID801027897 | AT18250 | Lefamulinacetate | Q27279882 | D11632 | MS-30273 | Lefamulin (acetate) | BC-3781.Ac | AKOS040733589 | 1350636-82-6 | Lefamulin acetate (Xenleta) | acetic acid;[(1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-3-hydroxy-2,

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

Lefamulin acetate (Xenleta) Lefamulin acetate (Xenleta, BC-3781 acetate) is a pleuromutilin antibiotic for community-acquired bacterial pneumonia (CABP) treatment. Lefamulin acetate inhibits protein synthesis by binding to the peptidyl transferase center of the 50S bacterial ribosome , thus preventing the binding of transfer RNA for peptide transfer.

Specifications

Synonyms

BC-3781 acetate | DTXSID801027897 | AT18250 | Lefamulinacetate | Q27279882 | D11632 | MS-30273 | Lefamulin (acetate) | BC-3781.Ac | AKOS040733589 | 1350636-82-6 | Lefamulin acetate (Xenleta) | acetic acid;[(1S, 2R, 3S, 4S, 6R, 7R, 8R, 14R)-4-ethenyl-3-hydroxy-2,

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Lefamulin acetate (Xenleta, BC-3781 acetate) is a pleuromutilin antibiotic for community-acquired bacterial pneumonia (CABP) treatment. Lefamulin acetate inhibits protein synthesis by binding to the peptidyl transferase center of the 50S bacterial ribosom

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Bacterial 70S ribosome inhibitor

Purity

≥98%

Product Properties

• ALogP: 0.083
• HBD Count: 3
• Rotatable Bond: 6

Names and Identifiers

• Pubchem Sid: 504772494
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504772494
• Canonical Smiles: CC1CCC23CCC(=O)C2C1(C(CC(C(C3C)O)(C)C=C)OC(=O)CSC4CCC(CC4O)N)C.CC(=O)O
• IUPAC Name: acetic acid;[(1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-[(1R,2R,4R)-4-amino-2-hydroxycyclohexyl]sulfanylacetate
• InChIKey: WSMXIQXWHPSVDE-ZPJPNJFZSA-N
• INCHI: 1S/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+;/m1./s1
• Isomeric 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)CS[C@@H]4CC[C@H](C[C@H]4O)N)C.CC(=O)O
• PubChem CID: 86346053
• Molecular Weight: 567.78

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Diterpenoids
        • Level5 Mutilane diterpenoids
          • Level6 Mutilin derivatives
            • Level7 Pleuromutilin and derivatives

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Diterpenoids
• Intermediate Tree Nodes: Mutilane diterpenoids - Mutilin derivatives
• Direct Parent: Pleuromutilin and derivatives
• Alternative Parents: Cyclohexylamines Cyclohexanols Ketones Cyclic alcohols and derivatives Carboxylic acid esters Amino acids and derivatives Sulfenyl compounds Monocarboxylic acids and derivatives Dialkylthioethers Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Not available
• Substituents: Pleuromutilin - Cyclohexanol - Cyclohexylamine - Cyclic alcohol - Amino acid or derivatives - Carboxylic acid ester - Ketone - Secondary alcohol - Carboxylic acid derivative - Carboxylic acid - Dialkylthioether - Monocarboxylic acid or derivatives - Sulfenyl compound - Thioether - Organic nitrogen compound - Primary aliphatic amine - Amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Carbonyl group - Primary amine - Alcohol - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as pleuromutilin and derivatives. These are mutilins with a hydroxyacetate derivative attached to the C8 carbon atom of the cyclopenta[8]annulene moiety.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 100 mg/mL (176.12 mM); Water: 100 mg/mL (176.12 mM); Ethanol: 100 mg/mL (176.12 mM)
• DMSO(mg / mL) Max Solubility: 100
• DMSO(mM) Max Solubility: 176.124555285498
• Water(mg / mL) Max Solubility: 100
• Water(mM) Max Solubility: 176.124555285498
• Molecular Weight: 567.800 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 567.323 Da
• Monoisotopic Mass: 567.323 Da
• Topological Polar Surface Area: 172.000 Ų
• Heavy Atom Count: 39
• Formal Charge: 0
• Complexity: 882.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 11
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3