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Chemical Structure| 389-08-2 Chemical Structure| 389-08-2

Structure of Nalidixic acid
CAS No.: 389-08-2

Chemical Structure| 389-08-2

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Nalidixic acid, synthetic 1,8-naphthyridine, is a spectrum antimicrobial agent.

Synonyms: NSC 82174; WIN 18,320; Nalidixic Acid, Nevigramon, Neggram, Wintomylon, WIN 18,320

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Product Citations

Product Citations

Boyao Zhang ; George-Eugen Maftei ; Bartosz Bartmanski ; Michael Zimmermann ;

Abstract: Organic carcinogens, in particular DNA-reactive compounds, contribute to the irreversible initiation step of tumorigenesis through introduction of genomic instability. Although carcinogen bioactivation and detoxification by human enzymes has been extensively studied, carcinogen biotransformation by human-associated bacteria, the microbiota, has not yet been systematically investigated. We tested the biotransformation of 68 mutagenic carcinogens by 34 bacterial species representative for the upper and lower human gastrointestinal tract and found that the majority (41) of the tested carcinogens undergo bacterial biotransformation. To assess the functional consequences of microbial carcinogen metabolism, we developed a pipeline to couple gut bacterial carcinogen biotransformation assays with Ames mutagenicity testing and liver biotransformation experiments. This revealed a bidirectional crosstalk between gut microbiota and host carcinogen metabolism, which we validated in gnotobiotic mouse models. Overall, the systematic assessment of gut microbiota carcinogen biotransformation and its interplay with host metabolism highlights the gut microbiome as an important modulator of exposome-induced tumorigenesis.

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Product Details of Nalidixic acid

CAS No. :389-08-2
Formula : C12H12N2O3
M.W : 232.24
SMILES Code : O=C(C1=CN(CC)C2=C(C=CC(C)=N2)C1=O)O
Synonyms :
NSC 82174; WIN 18,320; Nalidixic Acid, Nevigramon, Neggram, Wintomylon, WIN 18,320
MDL No. :MFCD00006884
InChI Key :MHWLWQUZZRMNGJ-UHFFFAOYSA-N
Pubchem ID :4421

Safety of Nalidixic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H351-H361
Precautionary Statements:P280-P305+P351+P338

Related Pathways of Nalidixic acid

DNA

Isoform Comparison

Biological Activity

Target
  • Topo II

In Vitro:

Cell Line
Concentration Treated Time Description References
LoVo cells 50 mg/mL 12 h Used to select nalidixic acid-resistant E. coli O157:H7 strains Front Microbiol. 2021 Oct 27;12:762171.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Pig Actinobacillus pleuropneumoniae clinical isolates Brain Heart Infusion agar 40 mg/L Not specified To select transconjugants containing ICEApl1 Front Microbiol. 2016 Jun 15;7:810

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT02099240 Osteomyelitis Early Phase 1 Recruiting September 2019 United States, Kentucky ... More >> University of Louisville Recruiting Louisville, Kentucky, United States, 40202 Contact: Julio A Ramirez, MD    502-852-1148    jarami01@louisville.edu    Contact: David Seligson, MD    502-852-0923    d0seli01@louisville.edu    Sub-Investigator: Forest Arnold, DO          Sub-Investigator: Timothy Wiemkwn, PhD          Sub-Investigator: Robert Kelley, PhD          Sub-Investigator: James Summersgill, PhD          Sub-Investigator: Ruth Carrico, PhD          Sub-Investigator: Julie Harting, PharmD          Sub-Investigator: Paula Peyrani, MD          Principal Investigator: David Seligson, MD          Sub-Investigator: Craig Roberts, MD          Principal Investigator: Julio Ramirez, MD Less <<
NCT03190421 Urinary Tract Infections Not Applicable Recruiting December 30, 2019 United States, Illinois ... More >> Loyola University Medical Center Recruiting Maywood, Illinois, United States, 60153 Contact: Mary J Tulke, RN    708-216-2067    mtulke@luc.edu Less <<

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

4.31mL

0.86mL

0.43mL

21.53mL

4.31mL

2.15mL

43.06mL

8.61mL

4.31mL

References

 

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