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CAS 81103-11-9

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Clarithromycin

Description:
Clarithromycin is a semi-synthetic macrolide antibiotic derived from erythromycin, primarily used to treat various bacterial infections, including respiratory tract infections, skin infections, and certain types of stomach ulcers caused by Helicobacter pylori. Its chemical formula is C38H69NO13, and it features a lactone ring structure characteristic of macrolides, which contributes to its mechanism of action by inhibiting bacterial protein synthesis. Clarithromycin is known for its broad-spectrum activity against both Gram-positive and some Gram-negative bacteria, as well as atypical pathogens. It is typically administered orally and is well-absorbed in the gastrointestinal tract, with a relatively long half-life, allowing for convenient dosing schedules. The drug is metabolized in the liver, and its pharmacokinetics can be influenced by factors such as age, liver function, and concurrent medications. Common side effects may include gastrointestinal disturbances, headache, and potential interactions with other drugs due to its effects on cytochrome P450 enzymes. Overall, clarithromycin is a valuable therapeutic agent in the treatment of various infections.
Formula:C38H69NO13
InChI:InChI=1S/C38H69NO13/c1-15-26-38(10,45)31(42)21(4)28(40)19(2)17-37(9,47-14)33(52-35-29(41)25(39(11)12)16-20(3)48-35)22(5)30(23(6)34(44)50-26)51-27-18-36(8,46-13)32(43)24(7)49-27/h19-27,29-33,35,41-43,45H,15-18H2,1-14H3/t19-,20-,21+,22+,23-,24+,25+,26-,27+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1
InChI key:InChIKey=AGOYDEPGAOXOCK-KCBOHYOISA-N
SMILES:O([C@H]1[C@@](OC)(C)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@](OC)(C)[C@@H](O)[C@H](C)O2)[C@@H]1C)[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)-6-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-14-ethyl-12,13-dihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-7-methoxy-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione (non-preferred name)
  • (3R,4S,6R,7R,9R,11R,12R,13S,14R)-6-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-14-ethyl-12,13-dihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-7-methoxy-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione (non-preferred name)
  • 6-O-Methylerythromycin
  • 6-O-Methylerythromycin A
  • A-56268
  • Abbott 56268
  • Antibiotic A 56268
  • Antibiotic TE 31
  • Biaxin
  • Biaxin Xl
  • See more synonyms
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