4-Epioxytetracycline, 'can be used as secondary standard'
4-Epioxytetracycline, 'can be used as secondary standard'
4-Epioxytetracycline, 'can be used as secondary standard'
Thermo Scientific Chemicals

4-Epioxytetracycline, 'can be used as secondary standard'

4-Epioxytetracycline, CAS # 14206-58-7, is one of the main oxytetracycline metabolites that show antibacterial activity.
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Catalog NumberQuantityPackaging
257711000100mgGlass bottle
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Catalog number 257711000
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230,65
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256,00
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Quantity:
100mg
Packaging:
Glass bottle
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Price (EUR)
230,65
線上優惠
256,00
Save 25,35 (10%)
Each
Chemical Identifiers
CAS14206-58-7
IUPAC Name4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-3,4,4a,5,5a,6,12,12a-octahydrotetracene-2-carboxamide
Molecular FormulaC22H24N2O9
InChI KeyOWFJMIVZYSDULZ-UHFFFAOYNA-N
SMILESCN(C)C1C2C(O)C3C(=C(O)C4=C(C=CC=C4O)C3(C)O)C(=O)C2(O)C(O)=C(C(N)=O)C1=O
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SpecificationsSpecification SheetSpecification Sheet
Infrared spectrumConforms
Appearance (Form)Powder
Purity>=80 % (as is, calculated)
Appearance (Color)Green-beige to brown
This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

  • 4-Epioxytetracycline is a metabolite of the oxytetracycline compound that displays antibacterial activity
  • It is the main degradation product derived from the oxytetracycline metabolization and has been detected in some biological samples
  • Its mechanism of action has been described to be related to the mitochondrial protein synthesis inhibition

Applications

  • In laboratory research it has been described that the treatment with 4-epioxytetracycline decreases the bacterial diversity of the intestinal microbiota and facilitates the proliferation of opportunistic pathogens in salmon
  • The use of 4-epioxytetracycline in animal models (wistar rats) resulted in a significant alteration of the gut microbiota and disorders in blood metabolomics
  • 4-Epioxytetracycline can be applied as a secondary reference standard during stability studies of oxytetracycline
  • 4-epioxytetracycline has been used in research studies to evaluate the degradation pathway and products of tetracyclines
RUO – Research Use Only
Literature References: Han, H.; Xiao, H.; Zhang, K.; Lu, Z. Impact of 4-epi-oxytetracycline on the gut microbiota and blood metabolomics of Wistar rats. Scientific reports. 2016, 6, 1-12.Kemper, N. Veterinary antibiotics in the aquatic and terrestrial environment. Ecological indicators. 2008, 8, 1-13.Çelik, A.; Casey, E.; Hasar, H. Degradation of oxytetracycline under autotrophic nitrifying conditions in a membrane aerated biofilm reactor and community fingerprinting. Journal of Hazardous Materials. 2018, 365, 26-33.Harry Björklund.; Johan Bondestam.; Göran Bylund. Residues of oxytetracycline in wild fish and sediments from fish farms.Aquaculture. 1990, 86 (4),359-367.Ole Bent Samuelsen.; Vigdis Torsvik.; Arne Ervik. Long-range changes in oxytetracycline concentration and bacterial resistance towards oxytetracycline in a fish farm sediment after medication.Sci. Total Environ. 1992, 114 25-36.