Oxytetracycline An antibiotic that impairs mitochondrial protein synthesis

Oxytetracycline (CAS 79-57-2)

Oxytetracycline | CAS 79-57-2 is rated 5.0 out of 5 by 1.
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Synonym: 2Z,4S,4aR,5S,5aR,6S,12aS)-2-[amino(hydroxy)methylidene]-4-(dimethylamino)-5,6,10,11,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione
Application: An antibiotic that impairs mitochondrial protein synthesis
CAS Number: 79-57-2
Purity: ≥96%
Molecular Weight: 460.43
Molecular Formula: C22H24N2O9
* Refer to Certificate of Analysis for lot specific data (including water content).
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Oxytetracycline is an anti-inflammatory, antibiotic, and anti-proliferative agent shown to inhibit mitochondrial protein synthesis. Mechanistic studies show that this compound reduces cytochrome c activity which eventually causes cell growth arrest. Additionally, Oxytetracycline has demonstrated the ability to reduce murine bronchial inflammation. The anti-inflammatory characteristics of this agent are due to its ability to cause a decrease in IL-4, IL-5, IL-13, immune cells, and the ovalbumin-specific IgE. Data suggests that Oxytetracycline is also an inhibitor of NF-κB activation via phosphorylation and degradation of IκB-α.


References

1. van den Bogert, C., et al. 1981. Cancer Res. 41: 1943-1947. PMID: 7214362
2. van den Bogert, C., et al. 1983. Cancer Res. 43: 2247-2251. PMID: 6831447
3. Ci, X., et al. 2010. J. Clin. Immunol. [Epub ahead of print]. PMID: 21136283

Physical State :
Solid
Solubility :
Soluble in DMSO (92 mg/ml at 25° C), water (<1 mg/ml at 25° C), and ethanol (10 mg/ml at 25° C).
Storage :
Store at room temperature
Melting Point :
184-185° C
Boiling Point :
~727.8° C at 760 mmHg (Predicted)
Density :
~1.7 g/cm3 (Predicted)
Refractive Index :
n20D 1.76 (Predicted)
Optical Activity :
α20/D -196.6° in 0.1 N HCl; α20/D -2.1° in 0.1 N NaOH; α25/D +26.5° in methanol
pK Values :
pKa: 3.27(25°C)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
2
RTECS :
QI7875000
PubChem CID :
5280972
Merck Index :
14: 6976
MDL Number :
MFCD00003700
EC Number :
201-212-8
Beilstein Registry :
2714587
SMILES :
CC1(C2C(C3C(C(=O)C(=C(N)O)C(=O)C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)N(C)C)O)O

Download SDS (MSDS)

Certificate of Analysis

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Rated 5 out of 5 by from Seo Seo, HB. et al. (PubMed 26334055) presented a a novel reflectance-based colorimetric aptasensor using gold nanoparticles for the detection of Oxytetracycline for the first time. They were able to detect Oxytetracycline at concentrations as low as 1nM in both buffer solution and tap water. -SCBT Publication Review
Date published: 2015-02-20
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