Erythromycin A Enol Ether
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Erythromycin A Enol Ether
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CAS No:
33396-29-1
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Formula:
C37H65NO12
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Chemical Name:
Erythromycin A Enol Ether
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Synonyms:
11-(4-Dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-5-ethyl-3,4-dihydroxy-9-(5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yloxy)-2,4,8,10,12,14-hexamethyl-6,15-dioxa-bicyclo[10.2.1]pentadec-1(14)-en-7-one;Erythromycin A Enol Ether;EM 523;(6R)-6-Deoxy-9-deoxo-6,9-epoxy-8,9-didehydroerythromycin;6,9-Epoxy-8,9-didehydro-9-deoxo-6-deoxyerythromycin;6-Deoxy-9-deoxo-8,9-didehydro-6,9-epoxyerythromycin;6β,9-Epoxy-8,9-didehydro-9-deoxo-6-deoxyerythromycin;9-Deoxo-6-deoxy-6,9-epoxy-8,9-didehydroerythromycin
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CAS No:
Erythromycin A Enol Ether Use and Manufacturing
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.
Computed Properties
Molecular Weight:715.9
XLogP3:3.3
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:13
Rotatable Bond Count:7
Exact Mass:715.45067651
Monoisotopic Mass:715.45067651
Topological Polar Surface Area:166
Heavy Atom Count:50
Complexity:1220
Defined Atom Stereocenter Count:17
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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