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55224-05-0

55224-05-0 Structure

55224-05-0 Structure
IdentificationBack Directory
[Name]

Davercin
[CAS]

55224-05-0
[Synonyms]

CWE
DAVERCIN
Dravercin
Davercin USP/EP/BP
Erythromycin Impurity 50
Eritromicina A carbonato
Erythromycin Impurity 10
Erythromycin Cyclocarbonate
Cyclic ester of erythroMycin
Cykliczny weglan erytromycyny a
Erythromycin Cyclocarbonate, >98%
Eritromicina A carbonato [spanish]
Carbonato ciclico de eritromicina a
cyclic 11,12-carbonate erythromycin
Erythromycin, cyclic 11,12-carbonate
erythromycin A cyclic 11,12-carbonate
Davercin (Erythromycin cyclocarbonate)
Cykliczny weglan erytromycyny A [polish]
Erythromycin Cyclic11,12-Carbonate(Davercin)
Carbonato ciclico de eritromicina A [spanish]
Erythromycin Impurity 20(Erythromycin Cyclocarbonate)
ErythroMycin A 11,12-carbonate, ErythroMycin A cyclic 11,12-carbonate, ErythroMycin cyclic carbonate
(3aR,4R,7R,8S,9S,10R,11R,13R,15R,15aR)-10-(((2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4-ethyl-11-hydroxy-8-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-3a,7,9,11,13,15-hexamethyloctahy
(1R,2R,5R,6S,7S,9R,11R,13R,14R)-8-[(2S,3R,4S,6R)-4-Dimethylamino-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-9-hydroxy-6-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-1,5,7,9,11,13-hexamethyl-3,15,17-trioxabicyclo[12.3.0]heptadecane-4,12,16-trione
[Molecular Formula]

C38H65NO14
[MDL Number]

MFCD28348360
[MOL File]

55224-05-0.mol
[Molecular Weight]

759.92
Chemical PropertiesBack Directory
[Melting point ]

>135°C (dec.)
[Boiling point ]

859.8±65.0 °C(Predicted)
[density ]

1.22±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

13.49±0.70(Predicted)
[color ]

White
Hazard InformationBack Directory
[Description]

Davercin is a macrolide antibiotic that inhibits bacterial protein synthesis by targeting the 50S ribosomal subunit, blocking the progression of nascent polypeptide chains. It has broad-spectrum activity against various Gram-positive and Gram-negative bacteria (MICs = 0.02-50 μg/ml). Davercin is non-toxic to mice and rats (LD50s = 4.05 and 5.9 g/kg, respectively). Formulations containing davercin have been used to treat a variety of urogenital bacterial infections.
[Uses]

Davercin (erythromycin A cyclic 11,12-carbonate) is a first generation semi-synthetic erythromycin. Davercin is prepared by coupling the 11- and 12-OH groups to form a cyclic carbonate. This simple modification improves the stability and hydrophobicity of the macrocyclic structure. Davercin shows comparable or better in vitro potency, low host toxicity and improved pharmacokinetics compared with erythromycin.
[Definition]

ChEBI: Davercin is an aminoglycoside.
[storage]

Store at -20°C
[References]

[1] H BOJARSKA-DAHLIG. L-aspartate of erythromycin A cyclic 11,12-carbonate, a new semisynthetic erythromycin derivative.[J]. Journal of Antibiotics, 1976, 29 9: 907-914. DOI: 10.7164/antibiotics.29.907
Safety DataBack Directory
[Toxicity]

LD50 oral in rat: 5800mg/kg
Spectrum DetailBack Directory
[Spectrum Detail]

Davercin(55224-05-0)1HNMR
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