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Erythromycin A Enol Ether

Product Name
Erythromycin A Enol Ether
CAS No.
33396-29-1
Chemical Name
Erythromycin A Enol Ether
Synonyms
EM 523;Isoniazid Impurity 16;Erythromycin impurity B;Erythromycin Impurity 5;Erythromycin impurity 05;Erythromycin A Enol Ether;Erythromycin A Enol EtherI;JFVYXJKGJMUGRG-POECJHBWSA-N;Erythromycin Stearate Impurity E;Erythromycin Estolate Impurity E
CBNumber
CB21176304
Molecular Formula
C37H65NO12
Formula Weight
715.91
MOL File
33396-29-1.mol
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Erythromycin A Enol Ether Property

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
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
05238
Product name
Erythromycin A enol ether
Purity
analytical standard
Packaging
5mg
Price
$655
Updated
2024/03/01
Cayman Chemical
Product number
17191
Product name
Erythromycin A enol ether
Purity
≥95%
Packaging
1mg
Price
$36
Updated
2024/03/01
Cayman Chemical
Product number
17191
Product name
Erythromycin A enol ether
Purity
≥95%
Packaging
5mg
Price
$155
Updated
2024/03/01
Cayman Chemical
Product number
17191
Product name
Erythromycin A enol ether
Purity
≥95%
Packaging
10mg
Price
$257
Updated
2024/03/01
TRC
Product number
E649970
Product name
Erythromycin A enol ether
Packaging
50mg
Price
$910
Updated
2021/12/16
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Erythromycin A Enol Ether Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

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

Uses

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.

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.

Erythromycin A Enol Ether Preparation Products And Raw materials

Raw materials

Preparation Products

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Erythromycin A Enol Ether Suppliers

Novachemistry
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44-20819178-90 02081917890
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Email
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  • 33396-29-1
  • C37H65NO12
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