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CAS 7060-74-4

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Oleandomycin phosphate

Description:
Oleandomycin phosphate is an antibiotic belonging to the macrolide class, primarily used for its antibacterial properties. It is derived from the fermentation of certain Streptomyces species. The compound exhibits a broad spectrum of activity against various Gram-positive bacteria and some Gram-negative organisms, making it effective in treating respiratory and skin infections. Oleandomycin phosphate is characterized by its ability to inhibit bacterial protein synthesis by binding to the 50S ribosomal subunit, thereby interfering with the translation process. This mechanism of action is similar to that of other macrolides, such as erythromycin. The phosphate form enhances its solubility and stability in aqueous solutions, which is beneficial for pharmaceutical formulations. In terms of physical properties, oleandomycin phosphate is typically a white to off-white powder, and it is sensitive to light and moisture, necessitating proper storage conditions. As with many antibiotics, the potential for resistance development is a concern, highlighting the importance of appropriate usage in clinical settings.
Formula:C35H61NO12·H3O4P
InChI:InChI=1S/C35H61NO12.H3O4P/c1-16-14-35(15-43-35)32(40)19(4)27(37)18(3)22(7)46-33(41)21(6)31(47-26-13-25(42-11)28(38)23(8)45-26)20(5)30(16)48-34-29(39)24(36(9)10)12-17(2)44-34;1-5(2,3)4/h16-31,34,37-39H,12-15H2,1-11H3;(H3,1,2,3,4)/t16-,17+,18-,19+,20+,21+,22+,23-,24-,25-,26-,27-,28-,29+,30-,31-,34-,35+;/m0./s1
InChI key:InChIKey=RLPCJGKQKFMBEI-UOBLTHIJSA-N
SMILES:P(=O)(O)(O)O.O=C1[C@]2(CO2)C[C@H](C)[C@H](O[C@H]3[C@H](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](O)[C@H](C)O4)[C@@H](C)C(=O)O[C@H](C)[C@H](C)[C@H](O)[C@H]1C
Synonyms:
  • 1,9-Dioxaspiro[2.13]hexadecane, oleandomycin deriv.
  • Matromycin
  • Oleandomycin Phosphate
  • Oleandomycin, phosphate (1:1) (salt)
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