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CAS 118058-74-5

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5-O-Desosaminyl-6-O-methylerythronolide A

Description:
5-O-Desosaminyl-6-O-methylerythronolide A is a macrolide antibiotic that belongs to the class of compounds known as erythromycin derivatives. This substance is characterized by its complex molecular structure, which includes a large lactone ring and various functional groups that contribute to its biological activity. It exhibits antibacterial properties, primarily against Gram-positive bacteria, making it significant in the field of medicinal chemistry. The presence of the desosaminyl and methyl groups enhances its pharmacological profile, potentially affecting its solubility, stability, and interaction with bacterial ribosomes. The compound is typically studied for its potential therapeutic applications and mechanisms of action, particularly in the context of antibiotic resistance. Its synthesis and modification are of interest in drug development, aiming to improve efficacy and reduce side effects. As with many macrolides, understanding its structure-activity relationship is crucial for optimizing its use in clinical settings.
Formula:C30H55NO10
InChI:InChI=1S/C30H55NO10/c1-12-21-30(8,37)25(35)17(4)22(32)15(2)14-29(7,38-11)26(18(5)23(33)19(6)27(36)40-21)41-28-24(34)20(31(9)10)13-16(3)39-28/h15-21,23-26,28,33-35,37H,12-14H2,1-11H3/t15-,16-,17+,18+,19-,20+,21-,23+,24-,25-,26-,28+,29-,30-/m1/s1
InChI key:InChIKey=QTLYNHBYTKOXTE-FNAMOMDESA-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]1C)[C@H]2[C@H](O)[C@@H](N(C)C)C[C@@H](C)O2
Synonyms:
  • Erythromycin, 3-O-de(2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranosyl)-6-O-methyl-
  • De(cladinosyl)clarithromycin
  • 3-O-De(2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranosyl)-6-O-methylerythromycin
  • Oxacyclotetradecane, erythromycin deriv.
  • 5-O-Desosaminyl-6-O-methylerythronolide A
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