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CAS 113378-31-7

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Semduramicin

Description:
Semduramicin is a chemical compound classified as an ionophore antibiotic, primarily used in veterinary medicine, particularly in poultry production. It belongs to the class of polyether antibiotics and is known for its ability to transport ions across cell membranes, which can influence cellular processes and improve feed efficiency in livestock. Semduramicin exhibits antimicrobial properties, particularly against certain Gram-positive bacteria and coccidia, making it effective in preventing and treating coccidiosis in chickens. The compound is typically administered through feed and is characterized by its relatively low toxicity to mammals, which allows for its use in food-producing animals. Its mechanism of action involves disrupting ion homeostasis within the target organisms, leading to cell death. As with many veterinary drugs, the use of semduramicin is regulated, and its residues in animal products are monitored to ensure food safety. Overall, semduramicin plays a significant role in enhancing animal health and productivity in agricultural settings.
Formula:C45H76O16
InChI:InChI=1/C45H76O16/c1-22-18-23(2)43(9,50)58-36(22)30-19-31(55-34-13-12-29(52-10)27(6)54-34)40(56-30)42(8)15-14-32(57-42)41(7)16-17-44(61-41)20-28(46)24(3)37(59-44)25(4)38-39(53-11)35(49)26(5)45(51,60-38)21-33(47)48/h22-32,34-40,46,49-51H,12-21H2,1-11H3,(H,47,48)/t22-,23+,24+,25+,26-,27+,28-,29-,30+,31-,32+,34-,35-,36-,37-,38-,39+,40+,41-,42-,43-,44+,45+/m0/s1
InChI key:InChIKey=WINSLRIENGBHSH-ASZYJFLUSA-N
SMILES:C[C@@]1(O[C@]2(O[C@]([C@@H](C)[C@]3([C@H](OC)[C@@H](O)[C@H](C)[C@](CC(O)=O)(O)O3)[H])([C@H](C)[C@@H](O)C2)[H])CC1)[C@@]4(O[C@@](C)(CC4)[C@]5([C@@H](O[C@@H]6O[C@H](C)[C@@H](OC)CC6)C[C@@](O5)([C@]7(O[C@](C)(O)[C@H](C)C[C@@H]7C)[H])[H])[H])[H]
Synonyms:
  • (2R,3S,4S,5R,6S)-Tetrahydro-2,4-dihydroxy-6-((1R)-1-((2S,5R,7S,8R,9S)-9-hydroxy-2,8-dimethyl-2-((2R,5S)-tetrahydro-5-methyl-5-((2R,3S,5R)-tetrahydro-5-((2S,3S,5R,6S)-tetrahydro-6-hydroxy-3,5,6-trimethyl-2H-pyran-2-yl)-3-(((2S,5S,6R)-tetrahydro-5-methoxy-6-methyl-2H-pyran-2-yl)oxy)-2-furyl)-2-furyl)-1,6-dioxaspiro(4.5)dec-7-yl)ethyl)-5-methoxy-3-methyl-2H-pyran-2-acetic acid
  • (2R,3S,4S,5R,6S)-Tetrahydro-2,4-dihydroxy-6-[(1R)-1-[(2S,5R,7S,8R,9S)-9-hydroxy-2,8-dimethyl-2-[(2S,2′R,3′S,5R,5′R)-octahydro-2-methyl-5′-[(2S,3S,5R,6S)-tetrahydro-6-hydroxy-3,5,6-trimethyl-2H-pyran-2-yl]-3′-[[(2S,5S,6R)-tetrahydro-5-methoxy-6-methyl-2H-pyran-2-yl]oxy][2,2′-bifuran]-5-yl]-1,6-dioxaspiro[4.5]dec-7-yl]ethyl]-5-methoxy-3-methyl-2H-pyran-2-acetic acid
  • (3R,4S,5S,6R,7S,22S)-23,27-Didemethoxy-2,6,22-tridemethyl-5,11-di-O-demethyl-6-methoxy-22-(((2S,5S,6R)-tetrahydro-5-methoxy-6-methyl-2H-pyran-2-yl)oxy)lonomycin A
  • 1,6-Dioxaspiro[4.5]decane, semduramicin deriv.
  • 2H-Pyran-2-acetic acid, tetrahydro-2,4-dihydroxy-6-[(1R)-1-[(2S,5R,7S,8R,9S)-9-hydroxy-2,8-dimethyl-2-[(2S,2′R,3′S,5R,5′R)-octahydro-2-methyl-5′-[(2S,3S,5R,6S)-tetrahydro-6-hydroxy-3,5,6-trimethyl-2H-pyran-2-yl]-3′-[[(2S,5S,6R)-tetrahydro-5-methoxy-6-methyl-2H-pyran-2-yl]oxy][2,2′-bifuran]-5-yl]-1,6-dioxaspiro[4.5]dec-7-yl]ethyl]-5-methoxy-3-methyl-, (2R,3S,4S,5R,6S)-
  • 2H-Pyran-2-acetic acid, tetrahydro-2,4-dihydroxy-6-[1-[9-hydroxy-2,8-dimethyl-2-[octahydro-2-methyl-5′-(tetrahydro-6-hydroxy-3,5,6-trimethyl-2H-pyran-2-yl)-3′-[(tetrahydro-5-methoxy-6-methyl-2H-pyran-2-yl)oxy][2,2′-bifuran]-5-yl]-1,6-dioxaspiro[4.5]dec-7-yl]ethyl]-5-methoxy-3-methyl-, [2R-[2α,3α,4β,5α,6β[R*[2S*[2S*,2′R*,3′S*(2S*,5S*,6R*),5R*,5′R*(2S*,3S*,5R*,6S*)],5R*,7S*,8R*,9S*]]]]-
  • Aviax
  • Lonomycin A, 23,27-didemethoxy-2,6,22-tridemethyl-5,11-di-O-demethyl-6-methoxy-22-((tetrahydro-5-methoxy-6-methyl-2H-pyran-2-yl)oxy)-, (3R,4S,5S,6R,7S,22S(2S,5S,6R))-
  • Semduramicin [USAN:INN:BAN]
  • Semduramicina
  • See more synonyms
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