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125-65-5,MFCD28154633
Catalog No.:AA00HHSO

125-65-5 | Pleuromulin

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5mg
98%(HPLC)
in stock  
$24.00   $17.00
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25mg
98%(HPLC)
in stock  
$61.00   $43.00
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100mg
98%(HPLC)
in stock  
$178.00   $125.00
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5g
95%
in stock  
$240.00   $168.00
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25g
95%
in stock  
$418.00   $293.00
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100g
95%
in stock  
$1,252.00   $877.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00HHSO
Chemical Name:
Pleuromulin
CAS Number:
125-65-5
Molecular Formula:
C22H34O5
Molecular Weight:
378.5024
MDL Number:
MFCD28154633
SMILES:
OCC(=O)O[C@@H]1C[C@@](C)(C=C)[C@@H](O)[C@@H](C23[C@H](C1(C)[C@H](C)CC2)C(=O)CC3)C
Properties
Computed Properties
 
Complexity:
645  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
6  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
2  
XLogP3:
3.5  

Literature

Title: Novel pleuromutilin derivatives as antibacterial agents: synthesis, biological evaluation and molecular docking studies.

Journal: Bioorganic & medicinal chemistry letters 20121001

Title: Design, synthesis, and antibacterial activity of novel pleuromutilin derivatives bearing an amino thiazolyl ring.

Journal: Archiv der Pharmazie 20120801

Title: Antimicrobial activity of the novel pleuromutilin antibiotic BC-3781 against organisms responsible for community-acquired respiratory tract infections (CARTIs).

Journal: The Journal of antimicrobial chemotherapy 20120501

Title: A click chemistry approach to pleuromutilin derivatives, part 2: conjugates with acyclic nucleosides and their ribosomal binding and antibacterial activity.

Journal: Journal of medicinal chemistry 20120308

Title: Pleuromutilin and its derivatives-the lead compounds for novel antibiotics.

Journal: Mini reviews in medicinal chemistry 20120101

Title: Are pleuromutilin antibiotics finally fit for human use?

Journal: Annals of the New York Academy of Sciences 20111201

Title: A stereoselective, Sm(II)-mediated approach to decorated cis-hydrindanes: synthetic studies on faurinone and pleuromutilin.

Journal: Organic & biomolecular chemistry 20110407

Title: A concise synthesis of the molecular framework of pleuromutilin.

Journal: Chemical communications (Cambridge, England) 20110207

Title: Small plasmids carrying vga(A) or vga(C) genes mediate resistance to lincosamides, pleuromutilins and streptogramin A antibiotics in methicillin-resistant Staphylococcus aureus ST398 from swine.

Journal: The Journal of antimicrobial chemotherapy 20101201

Title: The pleuromutilin antibiotics: a new class for human use.

Journal: Current opinion in investigational drugs (London, England : 2000) 20100201

Title: Characterization of pACK4, a mobilizable plasmid from Staphylococcus simulans biovar staphylolyticus.

Journal: Plasmid 20091101

Title: Mutilins derivatives: from veterinary to human-used antibiotics.

Journal: Mini reviews in medicinal chemistry 20091001

Title: Water-soluble phosphate prodrugs of pleuromutilin analogues with potent in vivo antibacterial activity against Gram-positive pathogens.

Journal: Bioorganic & medicinal chemistry letters 20090915

Title: Investigating pleuromutilin-producing Clitopilus species and related basidiomycetes.

Journal: FEMS microbiology letters 20090801

Title: Novel pleuromutilin derivatives with excellent antibacterial activity against Staphylococcus aureus.

Journal: Chemical biology & drug design 20090601

Title: Single 23S rRNA mutations at the ribosomal peptidyl transferase centre confer resistance to valnemulin and other antibiotics in Mycobacterium smegmatis by perturbation of the drug binding pocket.

Journal: Molecular microbiology 20090301

Title: A scalable synthesis of 2S-hydroxymutilin via a modified Rubottom oxidation.

Journal: The Journal of organic chemistry 20090102

Title: Pleuromutilin derivatives having a purine ring. Part 3: synthesis and antibacterial activity of novel compounds possessing a piperazine ring spacer.

Journal: Bioorganic & medicinal chemistry letters 20090101

Title: Pleuromutilin derivatives having a purine ring. Part 2: influence of the central spacer on the antibacterial activity against Gram-positive pathogens.

Journal: Bioorganic & medicinal chemistry letters 20090101

Title: A dialdehyde cyclization cascade: an approach to pleuromutilin.

Journal: Angewandte Chemie (International ed. in English) 20090101

Title: A click chemistry approach to pleuromutilin conjugates with nucleosides or acyclic nucleoside derivatives and their binding to the bacterial ribosome.

Journal: Journal of medicinal chemistry 20080828

Title: Pleuromutilin derivatives having a purine ring. Part 1: new compounds with promising antibacterial activity against resistant Gram-positive pathogens.

Journal: Bioorganic & medicinal chemistry letters 20080615

Title: Water-soluble pleuromutilin derivative with excellent in vitro and in vivo antibacterial activity against gram-positive pathogens.

Journal: Journal of medicinal chemistry 20080410

Title: Retapamulin: a semisynthetic pleuromutilin compound for topical treatment of skin infections in adults and children.

Journal: Future microbiology 20071201

Title: Studies on the later stage of the biosynthesis of pleuromutilin.

Journal: Bioscience, biotechnology, and biochemistry 20071201

Title: Cyclopentanone ring-cleaved pleuromutilin derivatives.

Journal: European journal of medicinal chemistry 20070101

Title: Activity of retapamulin (SB-275833), a novel pleuromutilin, against selected resistant gram-positive cocci.

Journal: Antimicrobial agents and chemotherapy 20060701

Title: Inhibition of peptide bond formation by pleuromutilins: the structure of the 50S ribosomal subunit from Deinococcus radiodurans in complex with tiamulin.

Journal: Molecular microbiology 20041201

Title: Synthesis and activity of a C-8 keto pleuromutilin derivative.

Journal: Bioorganic & medicinal chemistry letters 20030519

Title: A concise synthesis of the tricyclic skeleton of pleuromutilin and a new approach to cycloheptenes.

Journal: Organic letters 20030206

Title: A flexible strategy for the divergent modification of pleuromutilin.

Journal: Chemical communications (Cambridge, England) 20021021

Title: Treatment of resistant mycoplasma infection in immunocompromised patients with a new pleuromutilin antibiotic.

Journal: The Journal of infection 20011101

Title: Susceptibility to pleuromutilins in Brachyspira (Serpulina) hyodysenteriae.

Journal: Animal health research reviews 20010601

Title: Pleuromutilins. Part 1. The identification of novel mutilin 14-carbamates.

Journal: Bioorganic & medicinal chemistry 20010501

Title: Shang RF et al. Synthesis and biological evaluation of new pleuromutilin derivatives as antibacterial agents. Molecules. 2014 Nov 19;19(11):19050-65.

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