Cas no 12650-69-0 (Mupirocin)

Mupirocin is a topical antibacterial agent effective against methicillin-resistant Staphylococcus aureus (MRSA) and sensitive staphylococci, reducing bacterial load on the skin surface. Its broad-spectrum efficacy, combined with its non-irritating properties, makes it an ideal option for treating minor to moderate skin infections, promoting faster healing times.
Mupirocin structure
Mupirocin structure
Product Name:Mupirocin
CAS No:12650-69-0
MF:C26H44O9
MW:500.622169494629
MDL:MFCD01711620
CID:48941
PubChem ID:446596
Update Time:2025-10-23

Mupirocin Chemical and Physical Properties

Names and Identifiers

    • Mupirocin
    • Pseudomonic acid
    • 9-[(E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]-3-methylbut-2-enoyl]oxynonanoic acid
    • Bactroban
    • Bactroban Nasal
    • BRL-4910A
    • Centany
    • Mupirocina
    • Mupirocine
    • Mupirocinum
    • Plasimine
    • Pseudomonic acid A
    • 5,9-Anhydro-2,3,4,8-tetradeoxy-8-[[3-(2-hydroxy-1-methylpropyl)oxiranyl]methyl]-3-methyl-[2E,8[2S,3S(1S,2S)]]-L-talonon-2-enonic acid 8-carboxyoctyl ester
    • Turixi
    • Turixin
    • Mupricin
    • Bactoderm
    • BRL 4910A
    • Aids108090
    • Aids-108090
    • C26H44O9
    • Bactroban (TN)
    • Mupirocinum [Latin]
    • Mupirocine [French]
    • Mupirocina [Spanish]
    • D0GX863OA5
    • MRC
    • 6-Chloro-2,4-dimethoxy pyrimidine
    • 9-[(E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]-3-methylbut-2-enoyl]oxynonanoic
    • MDL: MFCD01711620
    • Inchi: 1S/C26H44O9/c1-16(13-23(30)33-11-9-7-5-4-6-8-10-22(28)29)12-20-25(32)24(31)19(15-34-20)14-21-26(35-21)17(2)18(3)27/h13,17-21,24-27,31-32H,4-12,14-15H2,1-3H3,(H,28,29)/b16-13+/t17-,18-,19-,20-,21-,24+,25-,26-/m0/s1
    • InChI Key: MINDHVHHQZYEEK-HBBNESRFSA-N
    • SMILES: [C@]1([H])(C[C@H]2CO[C@@H](C/C(/C)=C/C(=O)OCCCCCCCCC(=O)O)[C@H](O)[C@@H]2O)O[C@@]1([H])[C@@H](C)[C@@H](O)C

Computed Properties

  • Exact Mass: 500.29900
  • Monoisotopic Mass: 500.299
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 9
  • Heavy Atom Count: 35
  • Rotatable Bond Count: 17
  • Complexity: 694
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 8
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3
  • Topological Polar Surface Area: 146

Experimental Properties

  • Color/Form: Crystallized from diethyl ether, melting point 77 ~ 78 ℃.
  • Density: 1.1830
  • Melting Point: 78°C(lit.)
  • Boiling Point: 672.3°C at 760 mmHg
  • Flash Point: >110°(230°F)
  • Refractive Index: 1.524
  • Solubility: H2O: 12?mg/mL, soluble
  • Water Partition Coefficient: Soluble in DMSO or methanol. Sparingly soluble in water
  • PSA: 146.05000
  • LogP: 2.59250
  • λmax: 222(EtOH)(lit.)
  • Merck: 6302
  • Specific Rotation: -15.7° - -20.0° (c=1, MeOH)
  • Solubility: Soluble in DMSO or methanol. Sparingly soluble in water

Mupirocin Security Information

Mupirocin Customs Data

  • HS CODE:2941909000
  • Customs Data:

    China Customs Code:

    2941909000

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Mupirocin Production Method

Mupirocin Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:12650-69-0)Mupirocin
Order Number:sfd1777
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:32
Price ($):discuss personally
Amadis Chemical Company Limited
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(CAS:12650-69-0)Mupirocin
Order Number:A805560
Stock Status:in Stock
Quantity:25g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 04:43
Price ($):152.0
Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:12650-69-0)Mupirocin
Order Number:LE9711;LE26125641
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Quantity:25KG,200KG,1000KG
Purity:99%
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Mupirocin Spectrogram

1H NMR 300 MHz DMSO
1H NMR
13C NMR
13C NMR

Mupirocin Related Literature

Additional information on Mupirocin

Mupirocin (CAS No. 12650-69-0): A Comprehensive Overview of Its Applications and Recent Research Developments

Mupirocin, a naturally occurring antibiotic with the chemical name mupirocin, is an essential compound identified by its unique CAS number 12650-69-0. This molecule has garnered significant attention in the field of pharmaceutical chemistry and microbiology due to its potent antimicrobial properties. Derived from the bacterium Staphylococcus aureus, mupirocin has been widely recognized for its efficacy against Gram-positive bacteria, making it a cornerstone in the treatment of skin infections and nasal colonization by methicillin-resistant *Staphylococcus aureus* (MRSA). The following discussion delves into the chemical properties, mechanisms of action, clinical applications, and the latest advancements in research involving mupirocin.

The chemical structure of mupirocin consists of a tricyclic lipophilic core linked to a hydrophilic amino acid side chain. This unique configuration contributes to its ability to disrupt bacterial cell wall synthesis and inhibit bacterial protein synthesis. Specifically, mupirocin interacts with isoleucyl-tRNA synthetase, an essential enzyme for bacterial protein biosynthesis, thereby preventing the elongation of the peptide chain. This mechanism ensures high specificity against Gram-positive bacteria while minimizing impact on Gram-negative organisms or human cells.

In clinical settings, mupirocin is primarily utilized in topical formulations such as ointments and creams for treating skin infections caused by susceptible bacteria. Its effectiveness in eradicating MRSA from nasal carriers has made it a critical tool in preventing hospital-acquired infections. Recent studies have highlighted its potential in combination therapies to overcome antibiotic resistance. For instance, research published in *The Journal of Antimicrobial Chemotherapy* demonstrated that combining mupirocin with other agents like daptomycin can enhance therapeutic outcomes against multidrug-resistant strains.

Moreover, the development of novel delivery systems for mupirocin has been a focal point in recent pharmaceutical research. Nanoencapsulation techniques have shown promise in improving bioavailability and prolonging the antimicrobial effect. A study published in *Advanced Drug Delivery Reviews* showcased nanocarriers based on chitosan that efficiently deliver mupirocin, reducing the required dosage and minimizing local irritation. These advancements not only enhance patient compliance but also expand the spectrum of treatable infections.

Another emerging area involves the genetic modification of bacterial strains to produce engineered versions of mupirocin with enhanced properties. Researchers at institutions such as the University of Oxford have successfully utilized CRISPR-Cas9 technology to optimize the biosynthesis pathways of *Staphylococcus aureus*, leading to higher yields of mupirocin with improved stability. Such innovations could significantly reduce production costs and increase accessibility, particularly in resource-limited settings where antibiotic resistance poses a severe public health threat.

The role of mupirocin in public health initiatives has also been underscored by global health organizations. The World Health Organization (WHO) has recommended its use as part of strategies to control MRSA outbreaks in healthcare facilities. Furthermore, ongoing clinical trials are exploring its potential in treating chronic wounds infected with drug-resistant bacteria, where traditional antibiotics have failed. These trials aim to validate mupirocin as a first-line treatment option for such challenging infections.

From a regulatory perspective, regulatory bodies such as the U.S. Food and Drug Administration (FDA) and the European Medicines Agency (EMA) have stringent guidelines for the approval and use of mupirocin formulations. These regulations ensure that patients receive safe and effective treatments while minimizing risks associated with prolonged use or misuse. Recent updates to these guidelines reflect evolving scientific understanding and emerging resistance patterns, emphasizing the need for judicious use alongside infection control measures.

In conclusion, Mupirocin (CAS No. 12650-69-0) remains a vital compound in modern medicine due to its potent antimicrobial activity and broad range of applications. Ongoing research continues to uncover new possibilities for its use, from advanced delivery systems to genetic engineering approaches that enhance its production and efficacy. As antibiotic resistance remains a pressing global challenge, compounds like mupirocin will play an increasingly critical role in safeguarding public health and improving patient outcomes worldwide.

Recommended suppliers
Suzhou Senfeida Chemical Co., Ltd
(CAS:12650-69-0)Mupirocin
sfd1777
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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Amadis Chemical Company Limited
(CAS:12650-69-0)Mupirocin
A805560
Purity:99%
Quantity:25g
Price ($):152.0
Email