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QuickView for Erythromycin (compound)


PubChem
Name: Erythromycin
PubChem Compound ID: 10032882
Description: A bacteriostatic antibiotic macrolide produced by Streptomyces erythreus. Erythromycin A is considered its major active component. In sensitive organisms, it inhibits protein synthesis by binding to 50S ribosomal subunits. This binding process inhibits peptidyl transferase activity and interferes with translocation of amino acids during translation and assembly of proteins.
Molecular formula: C37H67NO13
Molecular weight: 733.927 g/mol
DrugBank
Identification
Name: Erythromycin
Name (isomeric): DB00199
Drug Type: small molecule
Description: A bacteriostatic antibiotic macrolide produced by Streptomyces erythreus. Erythromycin A is considered its major active component. In sensitive organisms, it inhibits protein synthesis by binding to 50S ribosomal subunits. This binding process inhibits peptidyl transferase activity and interferes with translocation of amino acids during translation and assembly of proteins.
Synonyms:
Erythrocin Stearate; Erythromycin Stearate; Erythromycin lactobionate; Erythrocin; Erythromycin oxime; Erythromycin estolate; EM; Erythromycin glucoheptonate; Erythromycin ethylsuccinate
Brand: Ilotycin Gluceptate, Eryderm, Erythromid, Serp-AFD, Eryc, Erythro, E-Glades, Benzamycin, E-Base, Erygel, Erythromast 36, Benzamycin Pak, Erycinum, Erycin, Ilosone, Erypar, Erythromycin A, Erycette, Erythromycin B, Erythrogran, Erythroguent, Emgel, R-P Mycin, Abboticin, Ilocaps, Taimoxin-F, Aknin, Erymax, Ethril 250, Dotycin, Abomacetin, Erythro-Statin, Wyamycin S, Robimycin, Mephamycin, Erycen, Eryc Sprinkles, Theramycin Z, Stiemycin, Akne-Mycin, ETS, E-Solve 2, Ery-Tab, Pce, Eryc 125, Pantomicina, Ilotycin, Sansac, Dumotrycin, Bristamycin, Ak-mycin, Torlamicina, Ery-Sol, Eritrocina, EMU, Propiocine, Pfizer-e, IndermRetcin, Erythra-Derm, Ermycin, Kesso-Mycin, E-Mycin, Wemid
Brand name mixture: T-Stat Lot(Alcohol Anhydrous + Erythromycin), Staticin Lot(Alcohol Anhydrous + Erythromycin + Laureth 4), Stievamycin Forte Gel(Erythromycin + Tretinoin), Sans-Acne Solution(Alcohol Anhydrous + Erythromycin), T-Stat Pad-Lot(Alcohol Anhydrous + Erythromycin), Stievamycin Gel(Erythromycin + Tretinoin)
Category: Anti-Bacterial Agents, Macrolides
CAS number: 114-07-8
Pharmacology
Indication: For use in the treatment of infections caused by susceptible strains of microorganisms in the following diseases: respiratory tract infections (upper and lower) of mild to moderate degree, pertussis (whooping cough), as adjunct to antitoxin in infections due to <i>Corynebacterium diphtheriae</i>, in the treatment of infections due to <i>Corynebacterium minutissimum</i>, intestinal amebiasis caused by <i>Entamoeba histolytica</i>, acute pelvic inflammatory disease caused by <i>Neisseria gonorrhoeae</i>, skin and soft tissue infections of mild to moderate severity caused by <i>Streptococcus pyogenes</i> and <i>Staphylococcus aureus</i>, primary syphilis caused by <i>Treponema pallidum</i>, infections caused by <i>Chlamydia trachomatis</i>, nongonococcal urethritis caused by <i>Ureaplasma urealyticum</i>, and Legionnaires' disease caused by <i>Legionella pneumophila</i>.
Pharmacology:
Erythromycin is produced by a strain of Streptomyces erythraeus and belongs to the macrolide group of antibiotics. After absorption, erythromycin diffuses readily into most body fluids. In the absence of meningeal inflammation, low concentrations are normally achieved in the spinal fluid, but the passage of the drug across the blood-brain barrier i...
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Mechanism of Action:
Erythromycin acts by penetrating the bacterial cell membrane and reversibly binding to the 50 S subunit of bacterial ribosomes or near the “P” or donor site so that binding of tRNA (transfer RNA) to the donor site is blocked. Translocation of peptides from the “A” or acceptor site to the “P” or donor site is prev...
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Absorption: Orally administered erythromycin base and its salts are readily absorbed in the microbiologically active form. Topical application of the ophthalmic ointment to the eye may result in absorption into the cornea and aqueous humor.
Protein binding: Erythromycin is largely bound to plasma proteins, ranging from 75 - 95% binding depending on the form.
Biotransformation: Hepatic. Extensively metabolized - after oral administration, less than 5% of the administered dose can be recovered in the active form in the urine. Erythromycin is partially metabolized by CYP3A4 resulting in numerous drug interactions.
Half Life: 0.8 - 3 hours
Toxicity: Symptoms of overdose include diarrhea, nausea, stomach cramps, and vomiting.
Affected organisms: Enteric bacteria and other eubacteria
Interactions
Food interaction:
Avoid alcohol.
Take on empty stomach: 1 hour before or 2 hours after meals.
Take with a full glass of water Avoid taking with grapefruit juice.
Drug interaction:
GrepafloxacinIncreased risk of cardiotoxicity and arrhythmias
BretyliumIncreased risk of cardiotoxicity and arryhthmias
LevofloxacinIncreased risk of cardiotoxicity and arrhythmias
CarbamazepineThe macrolide, erythromycin, may increase the effect of carbamazepine.
SparfloxacinIncreased risk of cardiotoxicity and arrhythmias
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