Pleuromutilin - 10mM in DMSO , CAS No.125-65-5

CAS: 125-65-5 Cat. No.: P421076 Molecular Weight: 378.51 EC Number: 204-747-5 PubChem CID: 46782767

GRADE & PURITY 10mM in DMSO

Synonyms

PLEUROMULIN | (3aS,4R,5S,6S,8R,9R,9aR,12R)-5-Hydroxy-4,6,9,12-tetramethyl-1-oxo-6-vinyldecahydro-3a,9-propanocyclopenta[8]annulen-8-yl 2-hydroxyacetate | HY-N2301 | [(2R,3S,4S,6R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Pleuromutilin is a potent diterpene antibiotic with activity against gram-positive bacteria. The antibiotic was isolated in 1951 from the genus|Pleurotus.|It has been demonstrated through crystallization and biochemical research that Pleuromutilins acts by blocking substrate binding to the donor site and acceptor site of the ribosome's peptidyl-transferase center, which results in inhibition of the peptide bond formation. The compound encounters minimum cross-resistance with other compounds, which is attributed to its mode of action. Pleuromutilins targets a wide spectrum of pathogens and has been used in skin and respiratory tract infection studies.

Specifications

Synonyms

PLEUROMULIN | (3aS, 4R, 5S, 6S, 8R, 9R, 9aR, 12R)-5-Hydroxy-4, 6, 9, 12-tetramethyl-1-oxo-6-vinyldecahydro-3a, 9-propanocyclopenta[8]annulen-8-yl 2-hydroxyacetate | HY-N2301 | [(2R, 3S, 4S, 6R, 8R, 14R)-4-ethenyl-3-hydroxy-2, 4, 7, 14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01, 8

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Names and Identifiers

• Canonical Smiles: CC1CCC23CCC(=O)C2C1(C(CC(C(C3C)O)(C)C=C)OC(=O)CO)C
• IUPAC Name: [(2R,3S,4S,6R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-hydroxyacetate
• InChIKey: ZRZNJUXESFHSIO-JKZASVEESA-N
• INCHI: 1S/C22H34O5/c1-6-20(4)11-16(27-17(25)12-23)21(5)13(2)7-9-22(14(3)19(20)26)10-8-15(24)18(21)22/h6,13-14,16,18-19,23,26H,1,7-12H2,2-5H3/t13-,14+,16-,18+,19+,20-,21?,22?/m1/s1
• Isomeric SMILES: C[C@@H]1CCC23CCC(=O)[C@H]2C1([C@@H](C[C@@]([C@H]([C@@H]3C)O)(C)C=C)OC(=O)CO)C
• PubChem CID: 46782767
• Molecular Weight: 378.51

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: Secondary alcohols Ketones Carboxylic acid esters Monocarboxylic acids and derivatives Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Pleuromutilin - Secondary alcohol - Ketone - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Primary alcohol - Organooxygen compound - Carbonyl group - 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

• Molecular Weight: 378.500 g/mol
• XLogP3: 3.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 378.241 Da
• Monoisotopic Mass: 378.241 Da
• Topological Polar Surface Area: 83.800 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 645.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 6
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1