Promotional price valid on web orders only. Your contract pricing may differ. Interested in signing up for a dedicated account number?
Learn More

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

Click to view available options
Quantity:
100mg
Packaging:
Glass bottle
14206-58-7
C22H24N2O9
460.43
MFCD00062825
OWFJMIVZYSDULZ-DVJPNYBFSA-N
4-epioxytetracyline, unii-73von8sry5, 4-epioxytetracycline, 73von8sry5, 4r,4ar,5s,5ar,6s,12as-4-dimethylamino-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide, hydroxy quatrimycin, oxytetracycline dihydrate specified impurity a ep, oxytetracycline hydrochloride specified impurity a ep, 4r,4ar,5s,5ar,6s,12as-4-dimethylamino-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide, 2-naphthacenecarboxamide, 4-dimethylamino-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, 4r,4ar,5s,5ar,6s,12as
54678403
(4R,4aR,5S,5aR,6S,12aR)-4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
CC1(C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O
14206-58-7
C22H24N2O9
460.43
MFCD00062825
OWFJMIVZYSDULZ-DVJPNYBFSA-N
4-epioxytetracyline, unii-73von8sry5, 4-epioxytetracycline, 73von8sry5, 4r,4ar,5s,5ar,6s,12as-4-dimethylamino-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide, hydroxy quatrimycin, oxytetracycline dihydrate specified impurity a ep, oxytetracycline hydrochloride specified impurity a ep, 4r,4ar,5s,5ar,6s,12as-4-dimethylamino-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide, 2-naphthacenecarboxamide, 4-dimethylamino-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, 4r,4ar,5s,5ar,6s,12as
54678403
(4R,4aR,5S,5aR,6S,12aR)-4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
CC1(C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O

4-Epioxytetracycline, CAS # 14206-58-7, is one of the main oxytetracycline metabolites that show antibacterial activity.

This Thermo Scientific 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.

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
CAS Min % 96.0
CAS Max % 100.0
Color Beige-Green to Brown
Melting Point 168.0°C
Assay Percent Range 80% min. (as is,calculated)
Infrared Spectrum Authentic
Packaging Glass bottle
Merck Index 10, 6846
Quantity 100mg
Solubility Information Solubility in water: 0.5g/L. Other solubilities: 3.6g/L methanol
Specific Rotation − 247.00
Formula Weight 460.43
Physical Form Powder
Percent Purity ≥97.0% Total Base (on anhydrous substance), ≥80 wt% (as is, calculated) (HPLC)
Chemical Name or Material 4-Epioxytetracycline, 97%
Show More Show Less

GHS H Statement
Causes serious eye irritation.
Suspected of damaging the unborn child.

GHS P Statement
Wash face,hands and any exposed skin thoroughly after handling.
Wear protective gloves/protective clothing/eye protection/face protection.
Obtain special instructions before use.
IF exposed or concerned: Get medical

GHS Signal Word: Warning

Recommended Storage : 4°C

RUO – Research Use Only