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E8630

Erythromycin estolate

Synonym(s):

Erythromycin 2′-propionate dodecyl sulfate

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About This Item

Linear Formula:
C40H71NO14 · C12H26SO4
CAS Number:
3521-62-8
Molecular Weight:
1056.39
UNSPSC Code:
51101500
PubChem Substance ID:
24894679
EC Number:
222-532-4
MDL number:
MFCD00084691
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form

solid

color

white

solubility

chloroform: 4.0 mL, clear, colorless (200 mg + 4.0 mL Chloroform)

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

protein synthesis | interferes

SMILES string

CCCCCCCCCCCCOS(O)(=O)=O.CC[C@H]1OC(=O)[C@@H](C)[C@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@@H](C)[C@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3O)N(C)C)[C@@](C)(O)C[C@H](C)C(=O)C(C)[C@@H](O)[C@@]1(C)O

InChI

1S/C37H67NO13.C12H26O4S/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26;1-2-3-4-5-6-7-8-9-10-11-12-16-17(13,14)15/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3;2-12H2,1H3,(H,13,14,15)/t18-,19+,20?,21+,22-,23-,24-,25?,26-,28+,29+,30+,31-,32-,34-,35-,36+,37+;/m0./s1

InChI key

SKDGGFHGLZBNBC-CAHOBLCESA-N

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General description

Chemical structure: macrolide

Application

Erythoromycin estolate is used to study hepatic cytochrome P-450 induction and inactivation via cytochrome-metabolite complex formation and Giardia intestinalis inefections. It is used to study antibiotic cytotoxicity in cultured human liver cell lines.

Biochem/physiol Actions

Erythromycin inhibits protein synthesis (elongation) at the level of transpeptidation (aminoacyl translocation A-site to P-site) by binding to the 50s subunit of the bacterial 70s rRNA complex.
Erythromycin inhibits protein synthesis (elongation) at the level of transpeptidation (aminoacyl translocation A-site to P-site).

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

Regulatory Information

涉药品监管产品

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Certificates of Analysis (COA)

Lot/Batch Number
082K1186
080K1594
051K1554
124F02851
111K1095

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P F Boreham et al.
The Journal of antimicrobial chemotherapy, 16(5), 589-595 (1985-11-01)
The activities of 11 5-nitroimidazole compounds have been compared against Giardia intestinalis in vitro using a 3H-thymidine incorporation assay. All the compounds were at least equipotent to, or more active than metronidazole with the exception of panidazole. Satranidazole, ronidazole and
Pidaran Murugan et al.
Journal of basic and clinical physiology and pharmacology, 16(1), 1-15 (2005-09-29)
Erythromycin estolate (EME), a potent macrolide antibiotic, generates free radicals, but their role in the development of liver toxicity is not yet well understood. The present study was carried out to investigate the effect of the antioxidant drug tetrahydrocurcumin (a
Soo-Jin Park et al.
Journal of colloid and interface science, 271(2), 336-341 (2004-02-20)
In this work, the producing of a biodegradable poly(l-lactide) (PLA)/poly(ethylene glycol) (PEG) microcapsule by emulsion solvent evaporation method was investigated. The effect of PEG segments added to the PLA microcapsules on the degradation, size distribution, and release behavior was studied.
Cholestatic hepatitis caused by esters of erythromycin and oleandomycin. 1962.
F I Gilbert
Hawaii medical journal, 54(6), 603-605 (1995-06-11)
H Scholz et al.
European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology, 17(7), 470-478 (1998-10-09)
Erythromycin is frequently prescribed in Germany for acute otitis media, but well-designed clinical trials under present epidemiological conditions are lacking. Therefore, a double-blind, randomized, multicenter trial was performed to compare the clinical efficacy and safety of erythromycin estolate versus amoxicillin
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