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HomeProduct name listErythromycin A Enol Ether

Erythromycin A Enol Ether

Erythromycin A Enol Ether Structural

What is Erythromycin A Enol Ether?

Chemical properties

White Solid

The Uses of Erythromycin A Enol Ether

Erythromycin A enol ether is a degradation product of erythromycin formed under acidic conditions by C6–OH internal attack on the C9 ketone to produce a cyclic enol ether. The rearrangement results in a loss of antibiotic activity. This single reaction was the prime driver for the development of second and third generation erythromycins. Erythromycin A enol ether is an important standard for stability studies.

The Uses of Erythromycin A Enol Ether

Erythromycin A Enol Ether (Erythromycin EP Impurity E) is an impurity of Erythromycin.

What are the applications of Application

Erythromycin A Enol Ether is an impurity of erythromycin A

Definition

ChEBI: Erythromycin a enol ether is an aminoglycoside.

Biological Activity

erythromycin a enol ether, also known as 8,9-anhydroerythromycin a 6,9 hemiketal, is a kind of catabolite of erythromycin a without its antibiotic properties.erythromycin a enol ether functions as a β-turn mimic of the peptide hormone motilin which leads to duodenal contractions. erythromycin a enol ether is also the agent of gastrointestinal (gi) distress [1].motilin is a kind of polypeptide hormone with 22-amino acid belonging to the motilin family. motilin could increase the migrating myoelectric complex of gastrointestinal motility, and stimulate the pepsin production. motilin could also improve peristalsis in the small intestine and empty the gut for the next meal. besides, motilin could facilitate the release of somatostatin and pancreatic polypeptide.

References

[1] steinmetz w e, shapiro b l, roberts j j, et al. the structure of erythromycin enol ether as a model for its activity as a motilide.[j]. journal of medicinal chemistry, 2002, 45(22): 4899-4902.

Properties of Erythromycin A Enol Ether

Melting point: 133-1350C
Boiling point: 791.6±60.0 °C(Predicted)
Density  1.20±0.1 g/cm3(Predicted)
storage temp.  -20°C Freezer
solubility  Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form  Solid
pka 13.45±0.70(Predicted)
color  White to Pale Yellow
CAS DataBase Reference 33396-29-1

Safety information for Erythromycin A Enol Ether

Computed Descriptors for Erythromycin A Enol Ether

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