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CAS 1675-02-1

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Erythromycin C

Description:
Erythromycin C is a macrolide antibiotic that is derived from the fermentation of the bacterium Saccharopolyspora erythraea. It is characterized by its large lactone ring structure, which is essential for its antibacterial activity. Erythromycin C exhibits a broad spectrum of activity against various Gram-positive bacteria and some Gram-negative bacteria, making it effective in treating respiratory tract infections, skin infections, and certain sexually transmitted diseases. The compound works by inhibiting bacterial protein synthesis by binding to the 50S ribosomal subunit, thereby preventing the growth and reproduction of bacteria. Erythromycin C is known for its relatively low toxicity and is often used as an alternative for patients allergic to penicillin. However, it can interact with other medications due to its effects on liver enzymes, which may lead to altered drug metabolism. Its stability is influenced by pH and temperature, and it is typically administered in oral or intravenous forms. Overall, Erythromycin C remains an important antibiotic in clinical use, particularly in treating infections caused by susceptible organisms.
Formula:C36H65NO13
InChI:InChI=1S/C36H65NO13/c1-13-24-36(10,45)29(40)19(4)26(38)17(2)15-35(9,44)31(50-33-27(39)23(37(11)12)14-18(3)46-33)20(5)28(21(6)32(42)48-24)49-25-16-34(8,43)30(41)22(7)47-25/h17-25,27-31,33,39-41,43-45H,13-16H2,1-12H3/t17-,18-,19+,20+,21-,22+,23+,24-,25+,27-,28+,29-,30+,31-,33+,34-,35-,36-/m1/s1
InChI key:InChIKey=MWFRKHPRXPSWNT-QNPWSHAKSA-N
SMILES:O([C@@H]1[C@@H](C)[C@H](O[C@H]2C[C@@](C)(O)[C@@H](O)[C@H](C)O2)[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@@]1(C)O)[C@H]3[C@H](O)[C@@H](N(C)C)C[C@@H](C)O3
Synonyms:
  • (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-4-{[(2R,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-6-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-14-ethyl-7,12,13-trihydroxy-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione (non-preferred name)
  • 3''-O-Demethylerythromycin
  • Erythromycin C
  • Erythromycin, 3''-O-demethyl-
  • Oxacyclotetradecane, erythromycin deriv.
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