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Safety Information

SML0285

Sigma-Aldrich

Pleuromutilin

≥95%

Synonym(s):

Drosophilin B, Mutilin 14-glycolate, NSC 121145

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About This Item

Empirical Formula (Hill Notation):
C22H34O5
CAS Number:
125-65-5
Molecular Weight:
378.50
EC Number:
204-747-5
UNSPSC Code:
12352200
PubChem Substance ID:
329825293
NACRES:
NA.77

Quality Level

100

Assay

≥95%

form

powder

optical activity

[α]/D +30 to +40° (c=1; CH2Cl2)

color

white to beige

solubility

DMSO: >10 mg/mL (warmed)

shipped in

wet ice

storage temp.

−20°C

SMILES string

C[C@@H]1CC[C@@]23CCC(=O)[C@H]2[C@]1(C)[C@@H](C[C@@](C)(C=C)[C@@H](O)[C@@H]3C)OC(=O)CO

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

InChI key

ZRZNJUXESFHSIO-BKUNHTPHSA-N

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Biochem/physiol Actions

Pleuromutilin is a diterpene that acts against gram positive bacteria and mycoplasm. It is present in Pleurotus mutilus and Pleurotus passecherianus. Pleuromutilin exhibits its antibacterial action by interfering with the prokaryotic 70S ribosomal subunit and inactivates initiation complex. Pleuromutilin is useful in treating mycoplasma infections in animals.
Pleuromutilin is an antibiotic natural product that inhibits bacterial protein synthesis by binding to bacterial ribosomes in the peptidyl transferase center and inhibiting peptide bond formation.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

新产品

Certificates of Analysis (COA)

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Xinyang Wang et al.
Bioorganic & medicinal chemistry letters, 22(19), 6166-6172 (2012-08-31)
Owing to the increasingly serious problems caused by multidrug resistance in community-acquired infection pathogens, it has become an urgent need to develop new classes of antibiotics for overcoming the resistance. In this paper, we describe the design and synthesis of
Encyclopedia of Food Sciences and Nutrition (Second Edition), 575-575 (2014)
Brigitte Malbruny et al.
Antimicrobial agents and chemotherapy, 55(4), 1470-1474 (2011-01-20)
Streptococcus agalactiae UCN70, isolated from a vaginal swab obtained in New Zealand, is resistant to lincosamides and streptogramins A (LS(A) phenotype) and also to tiamulin (a pleuromutilin). By whole-genome sequencing, we identified a 5,224-bp chromosomal extra-element that comprised a 1,479-bp
Sybille Schwendener et al.
Antimicrobial agents and chemotherapy, 55(10), 4900-4904 (2011-07-20)
A novel streptogramin A, pleuromutilin, and lincosamide resistance determinant, Vga(E), was identified in porcine methicillin-resistant Staphylococcus aureus (MRSA) ST398. The vga(E) gene encoded a 524-amino-acid protein belonging to the ABC transporter family. It was found on a multidrug resistance-conferring transposon
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.
Kristina Kadlec et al.
The Journal of antimicrobial chemotherapy, 65(12), 2692-2693 (2010-09-30)
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