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Davercin

Names

[ CAS No. ]:
55224-05-0

[ Name ]:
Davercin

[Synonym ]:
Erythromycin Cyclocarbonate
CWE
Erythromycin Cyclocarbonate
Dravercin
Eritromicina A carbonato
Carbonato ciclico de eritromicina a
Cykliczny weglan erytromycyny a
Cykliczny weglan erytromycyny A [polish]
erythromycin A cyclic 11,12-carbonate
Eritromicina A carbonato [spanish]

Biological Activity

[Description]:

Erythromycin Cyclocarbonate, derivative of Erythromycin, which is active against Gram-positive and some Gram-negative microorganisms.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Bacterial
Research Areas >> Infection
Natural Products >> Others

[Target]

Antibacterial[1]


[In Vitro]

Erythromycin is used in treatment of respiratory, gastrointestinal, and genital tract infections, as well as skin and soft tissue infections. Erythromycin, with its ten chiral centers and two sugar substituents (L-cladinose and D-desosamine), is a good starting point for numerous medicinal chemistry efforts for improvement of its biological profile (better activity, higher stability, and improved bioavailability) since the first generation of macrolides, which had low toxicity and good tolerability, are unstable in acidic media, had low toxicity and good tolerability[1].

[References]

[1]. Jelic D, et al. From Erythromycin to Azithromycin and New Potential Ribosome-Binding Antimicrobials. Antibiotics (Basel). 2016 Sep 1;5(3). pii: E29.


[Related Small Molecules]

Puromycin 2HCl | Geneticin | Tunicamycin | Hygromycin B | Salinomycin | Avibactam sodium | Neomycin sulfate | Vaborbactam | Methicillin SodiuM | Rifampicin | Metronidazole | Carbenicillin disodium | Ceftazidime | Eravacycline dihydrochloride | cefotaxime sodium

Chemical & Physical Properties

[ Density]:
1.22 g/cm3

[ Boiling Point ]:
859.8ºC at 760 mmHg

[ Molecular Formula ]:
C38H65NO14

[ Molecular Weight ]:
759.92100

[ Exact Mass ]:
759.44100

[ PSA ]:
188.98000

[ LogP ]:
2.96780

[ Index of Refraction ]:
1.534

[ Storage condition ]:
-20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
KF4670000
CHEMICAL NAME :
Erythromycin, cyclic 11,12-carbonate
CAS REGISTRY NUMBER :
55224-05-0
LAST UPDATED :
199206
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C38-H65-N-O14
MOLECULAR WEIGHT :
760.04

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
5800 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
APPHAX Acta Poloniae Pharmaceutica. For English translation, see APPFAR. (Ars Polona, POB 1001, 00-680 Warsaw 1, Poland) V.1- 1937- Volume(issue)/page/year: 31,241,1974
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
4050 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
APPHAX Acta Poloniae Pharmaceutica. For English translation, see APPFAR. (Ars Polona, POB 1001, 00-680 Warsaw 1, Poland) V.1- 1937- Volume(issue)/page/year: 31,241,1974

Synthetic Route