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CAS 1264-62-6

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Erythromycin ethyl succinate

Description:
Erythromycin ethyl succinate is an antibiotic belonging to the macrolide class, primarily used to treat various bacterial infections. It is a semi-synthetic derivative of erythromycin, which enhances its stability and bioavailability. The compound is characterized by its ability to inhibit bacterial protein synthesis by binding to the 50S ribosomal subunit, making it effective against a range of Gram-positive and some Gram-negative bacteria. Erythromycin ethyl succinate is typically administered orally and is often formulated as a prodrug, which is converted to erythromycin in the body. It is known for its relatively low toxicity and side effects, although gastrointestinal disturbances can occur. The substance is soluble in organic solvents but has limited solubility in water, which influences its formulation and delivery. Additionally, it is important to consider potential drug interactions and resistance patterns when using this antibiotic in clinical settings. Overall, erythromycin ethyl succinate remains a valuable option in the treatment of infections, particularly in patients who are allergic to penicillin.
Formula:C43H75NO16
InChI:InChI=1S/C43H75NO16/c1-15-29-43(11,52)36(48)24(5)33(47)22(3)20-41(9,51)38(25(6)34(26(7)39(50)57-29)59-32-21-42(10,53-14)37(49)27(8)56-32)60-40-35(28(44(12)13)19-23(4)55-40)58-31(46)18-17-30(45)54-16-2/h22-29,32,34-38,40,48-49,51-52H,15-21H2,1-14H3/t22-,23-,24+,25+,26-,27+,28+,29-,32+,34+,35-,36-,37+,38-,40+,41-,42-,43-/m1/s1
InChI key:InChIKey=NSYZCCDSJNWWJL-YXOIYICCSA-N
SMILES:O(C(CCC(OCC)=O)=O)[C@H]1[C@H](O[C@@H]2[C@@H](C)[C@H](O[C@H]3C[C@](OC)(C)[C@@H](O)[C@H](C)O3)[C@@H](C)C(=O)O[C@H](CC)[C@@](C)(O)[C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@]2(C)O)O[C@H](C)C[C@@H]1N(C)C
Synonyms:
  • (2R,3S,4R,6S)-4-(dimethylamino)-2-{[(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-14-ethyl-7,12,13-trihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-3,5,7,9,11,13-hexamethyl-2,10-dioxooxacyclotetradecan-6-yl]oxy}-6-methyltetrahydro-2H-pyran-3-yl ethyl butanedioate (non-preferred name)
  • (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-dimethylamino-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecane-2,10-dione
  • 4-(dimethylamino)-2-({14-ethyl-7,12,13-trihydroxy-4-[(5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy]-3,5,7,9,11,13-hexamethyl-2,10-dioxooxacyclotetradecan-6-yl}oxy)-6-methyltetrahydro-2H-pyran-3-yl ethyl butanedioate (non-preferred name)
  • 4-Ethoxy-4-Oxo-Butanoate
  • Anamycin
  • Arpimycin
  • Durapaediat
  • E-Mycin e
  • Eritrocina
  • EryPed
  • See more synonyms
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Purity (%)
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100
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0
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50
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90
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95
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100
Found 17 products.