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CAS 2751-09-9

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Oleandomycin, triacetate (ester)

Description:
Oleandomycin, triacetate (ester) is a semi-synthetic antibiotic derived from the natural product oleandomycin, which belongs to the macrolide class of antibiotics. It exhibits antibacterial activity primarily against Gram-positive bacteria and some Gram-negative organisms. The triacetate form enhances its solubility and stability, making it more effective for therapeutic applications. Oleandomycin works by inhibiting bacterial protein synthesis, specifically by binding to the 50S ribosomal subunit, thereby preventing the growth and reproduction of bacteria. This compound is typically used in veterinary medicine and has potential applications in treating various infections. Its chemical structure includes multiple acetate groups, which contribute to its pharmacological properties. As with many antibiotics, the use of oleandomycin should be carefully managed to prevent the development of antibiotic resistance. Safety and efficacy profiles are established through clinical studies, and it is essential to adhere to prescribed dosages to minimize side effects and ensure optimal therapeutic outcomes.
Formula:C41H67NO15
InChI:InChI=1/C41H67NO15/c1-19-17-41(18-49-41)38(46)23(5)34(53-27(9)43)21(3)25(7)52-39(47)24(6)35(56-32-16-31(48-14)36(26(8)51-32)54-28(10)44)22(4)33(19)57-40-37(55-29(11)45)30(42(12)13)15-20(2)50-40/h19-26,30-37,40H,15-18H2,1-14H3
InChI key:InChIKey=LQCLVBQBTUVCEQ-QTFUVMRISA-N
SMILES:O=C1[C@]2(CO2)C[C@H](C)[C@H](O[C@H]3[C@H](OC(C)=O)[C@@H](N(C)C)C[C@@H](C)O3)[C@@H](C)[C@H](O[C@H]4C[C@H](OC)[C@@H](OC(C)=O)[C@H](C)O4)[C@@H](C)C(=O)O[C@H](C)[C@H](C)[C@H](OC(C)=O)[C@H]1C
Synonyms:
  • 1,9-Dioxaspiro[2.13]hexadecane, oleandomycin deriv.
  • Acetyloleandomycin
  • Cyclamycin
  • Evramicina
  • Evramycin
  • Nsc 108166
  • Oleandomycin triacetate
  • Oleandomycin triacetyl ester
  • Oleandomycin, 2′′,4′,11-triacetate
  • Oleomycin
  • See more synonyms
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