Cas no 57-92-1 (Streptomycin A)

Streptomycin A is an aminoglycoside antibiotic derived from Streptomyces griseus, primarily used to treat Gram-negative bacterial infections, including tuberculosis. Its mechanism of action involves binding to the 30S ribosomal subunit, inhibiting protein synthesis and leading to bacterial cell death. Streptomycin A is notable for its broad-spectrum activity against aerobic pathogens and its role in combination therapies to prevent resistance development. It is particularly effective in treating infections caused by Mycobacterium tuberculosis, Yersinia pestis, and Brucella species. The compound is stable in aqueous solutions and can be administered via intramuscular or intravenous routes. Careful dosing is required to minimize ototoxicity and nephrotoxicity risks.
Streptomycin A structure
Streptomycin A structure
Product Name:Streptomycin A
CAS No:57-92-1
MF:C21H39N7O12
MW:581.574065446854
MDL:MFCD00072108
CID:33680
Update Time:2025-10-20

Streptomycin A Chemical and Physical Properties

Names and Identifiers

    • streptomycin
    • Streptomycin (Inj.)
    • Streptomycin (Oral)
    • STREPTOMYCIN A
    • Streptomycin (non-medicinal)
    • D-Streptamine, O-2-deoxy-2-(methylamino)-.alpha.-L-glucopyranosyl-(1?2)-O-5-deoxy-3-C-formyl-.alpha.-L-lyxofuranosyl-(1?4)-N,N-bis(aminoiminomethyl)-
    • 2,4-Diguanidino-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-(2-deoxy-2-methylamino-a-glucopyranosyl)-3-formylpentofuranoside
    • Agrept
    • N,N'-[(1R,2R,3S,4R,5R,6S)-4-[[5-deoxy-2-O-[2-deoxy-2-(methylamino)-α-L-glucopyranosyl]-3-C-formyl-α-L-lyxofuranosyl]oxy]-2,5,6-trihydroxy-1,3-cyclohexanediyl]bis[guanidine]
    • Neodiestreptopab
    • O-2-deoxy-2-methylamino-α-L-glucopyranosyl-(1→2)-O-5-deoxy-3-C-formyl-α-L-lyxofuranosyl-(1→4)-N1,N3-diamidino-D-streptamine
    • streptomicina
    • N,N'''-[(1S,2S,3S,4R,5S,6R)-4-({5-Deoxy-2-O-[2-deoxy-2-(methylamino)-alpha-D-mannopyranosyl]-3-C-formyl-beta-D-ribofuranosyl}oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine
    • Streptomycin A
    • MDL: MFCD00072108
    • Inchi: 1S/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)
    • InChI Key: UCSJYZPVAKXKNQ-UHFFFAOYSA-N
    • SMILES: CNC1C(OC2C(C=O)(O)C(C)OC2OC2C(NC(=N)N)C(O)C(NC(=N)N)C(O)C2O)OC(CO)C(O)C1O

Computed Properties

  • Exact Mass: 581.26600
  • Monoisotopic Mass: 1456.433477
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 14
  • Hydrogen Bond Acceptor Count: 16
  • Heavy Atom Count: 40
  • Rotatable Bond Count: 11
  • Complexity: 1020
  • Covalently-Bonded Unit Count: 5
  • Defined Atom Stereocenter Count: 30
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 922

Experimental Properties

  • Color/Form: Crystalline powder
  • Density: 1.4142 (rough estimate)
  • Boiling Point: 639.94°C (rough estimate)
  • Flash Point: 527.3°C
  • Refractive Index: 1.6800 (estimate)
  • PSA: 331.43000
  • LogP: -4.96900

Streptomycin A Security Information

Streptomycin A Customs Data

  • HS CODE:2941200000
  • Customs Data:

    China Customs Code:

    2941200000

Streptomycin A Pricemore >>

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Streptomycin A Related Literature

Additional information on Streptomycin A

Streptomycin A (CAS No. 57-92-1): A Pioneering Aminoglycoside Antibiotic in Modern Medicine

Streptomycin A, identified by its CAS No. 57-92-1, is a cornerstone in the class of aminoglycoside antibiotics and remains one of the most historically significant antimicrobial agents in clinical and research settings. Discovered in 1943 by Selman Waksman and his team from the Streptomyces griseus bacterium, this compound revolutionized the treatment of bacterial infections, particularly tuberculosis (TB), during the mid-20th century. Its unique chemical structure and mechanism of action have since inspired extensive research into novel derivatives and therapeutic applications.

Chemically, Streptomycin A is a complex molecule composed of a streptidine ring, a streptose sugar, and an N-methylglucosamine ring, linked through glycosidic bonds to form a tricyclic framework. This structural arrangement enables its high specificity for bacterial ribosomes, particularly the 30S subunit, where it disrupts protein synthesis by inducing misreading of mRNA codons. The compound’s ability to inhibit bacterial growth through irreversible binding to ribosomal RNA has made it a critical tool in combating Gram-negative pathogens such as *Escherichia coli*, *Klebsiella pneumoniae*, and *Proteus species*.

Recent advancements in microbiology have reinvigorated interest in Streptomycin A due to its potential role in addressing antibiotic resistance challenges. Studies published in *Nature Microbiology* (2023) highlight how modified streptomycin analogs can overcome resistance mechanisms mediated by aminoglycoside-modifying enzymes (AMEs), which are prevalent in multidrug-resistant (MDR) strains. Researchers at the University of Tokyo have developed lipid-conjugated derivatives that enhance cellular uptake while reducing nephrotoxicity—a common side effect associated with prolonged use of traditional aminoglycosides.

In addition to its classical antimicrobial properties, emerging evidence suggests that Streptomycin A exhibits anti-inflammatory effects via modulation of macrophage activity. A 2024 study in *Cell Reports* demonstrated that low-dose streptomycin administration suppressed pro-inflammatory cytokine release in murine models of sepsis, opening new avenues for its use as an adjunct therapy in inflammatory diseases. These findings align with ongoing clinical trials exploring its efficacy in conditions like rheumatoid arthritis and inflammatory bowel disease.

The synthesis and production of Streptomycin A have also seen significant innovation. Traditional fermentation-based methods using *S. griseus* remain the primary industrial approach, but recent biotechnological advances—such as CRISPR-Cas9-mediated strain engineering—have improved yield efficiency by up to 40%. For example, researchers at ETH Zurich engineered a hyper-producing strain with enhanced precursor availability for the key biosynthetic enzyme streptidine synthase, streamlining large-scale manufacturing processes.

Environmental applications of Streptomycin A are another area of growing interest. Field trials conducted by the International Rice Research Institute (IRRI) in 2023 showed that controlled application of streptomycin-based biopesticides reduced bacterial blight incidence in rice crops by 65%, offering an eco-friendly alternative to synthetic agrochemicals. This aligns with global efforts to promote sustainable agriculture while mitigating the spread of antibiotic resistance genes through agricultural runoff.

Despite its long history, Streptomycin A continues to be a subject of cutting-edge research due to its structural versatility and biological activity profile. For instance, nanotechnology-based delivery systems—such as polymeric nanoparticles encapsulating streptomycin—are being investigated for targeted drug delivery in chronic infections like osteomyelitis or biofilm-associated diseases. These innovations aim to improve pharmacokinetic profiles while minimizing systemic toxicity.

In summary, CAS No. 57-92-1 (Streptomycin A) exemplifies how foundational discoveries can evolve alongside scientific progress. From its role as a first-line TB treatment to its emerging applications in inflammation management and agricultural biotechnology, this compound remains a vital asset for both human health and environmental sustainability.

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Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:57-92-1)streptomycin
LE3410
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Quantity:25KG,200KG,1000KG
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Suzhou Senfeida Chemical Co., Ltd
(CAS:57-92-1)Streptomycin
sfd22488
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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