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Merck
CN

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

Key Documents

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InChI key

SKDGGFHGLZBNBC-CAHOBLCESA-N

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

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

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

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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).

General description

Chemical structure: macrolide

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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M Viluksela et al.
The Journal of antimicrobial chemotherapy, 38(3), 465-473 (1996-09-01)
Cytotoxicity of erythromycin base, erythromycin estolate, erythromycin-11,12-cyclic carbonate, roxithromycin, clarithromycin and azithromycin was compared in cultured human non-malignant Chang liver cells using reduction of 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide and cellular protein concentration as end points of toxicity. Erythromycin estolate was the
D E Amacher et al.
Antimicrobial agents and chemotherapy, 35(6), 1186-1190 (1991-06-01)
Erythromycin and some other macrolide antibiotics can first induce a cytochrome P-450 isozyme similar to the one induced in rats by pregnenolone-16 alpha-carbonitrile and then inhibit it by forming a stable cytochrome P-450-metabolite complex. The purpose of this study was
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
N Thibault et al.
Journal of hepatology, 19(3), 367-376 (1993-11-01)
The mechanism of the protective effect of ursodeoxycholic acid in cholestatic liver diseases remains unclear. Since there is evidence that alterations in the pericanalicular actin microfilament network play a major role in cholestasis, the aims of this study were (a)
H Potthast et al.
Die Pharmazie, 50(1), 56-60 (1995-01-01)
Relative bioavailability of erythromycin was determined after multiple-dose administration of erythromycin estolate in comparison to erythromycin ethylsuccinate both given as oral suspensions to twelve healthy volunteers. The daily erythromycin dose of erythromycin ethylsuccinate was 50% higher than the respective dose
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