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CAS 1405-54-5

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Tylosin, [R-(R*,R*)]-2,3-dihydroxybutanedioate (salt)

Description:
Tylosin, specifically in its dihydroxybutanedioate salt form, is a macrolide antibiotic primarily used in veterinary medicine. It is derived from the fermentation of the bacterium Streptomyces fradiae and is effective against a variety of Gram-positive bacteria and some Gram-negative bacteria. The compound exhibits a complex structure characterized by a large lactone ring, which is typical of macrolides, and contains multiple hydroxyl groups that contribute to its solubility and biological activity. Tylosin is often utilized in livestock to promote growth and prevent infections, particularly in poultry and swine. Its mechanism of action involves inhibiting bacterial protein synthesis by binding to the 50S ribosomal subunit. While generally considered safe for use in animals, there are concerns regarding antibiotic resistance and its potential impact on human health, leading to regulatory scrutiny in some regions. The substance is typically administered orally or via injection, and its pharmacokinetics can vary based on the route of administration and the species treated.
Formula:C46H77NO17·xC4H6O6
InChI:InChI=1S/C46H77NO17.C4H6O6/c1-13-33-30(22-58-45-42(57-12)41(56-11)37(52)26(5)60-45)18-23(2)14-15-31(49)24(3)19-29(16-17-48)39(25(4)32(50)20-34(51)62-33)64-44-38(53)36(47(9)10)40(27(6)61-44)63-35-21-46(8,55)43(54)28(7)59-35;5-1(3(7)8)2(6)4(9)10/h14-15,17-18,24-30,32-33,35-45,50,52-55H,13,16,19-22H2,1-12H3;1-2,5-6H,(H,7,8)(H,9,10)/b15-14+,23-18+;/t24-,25+,26-,27-,28+,29+,30-,32-,33-,35+,36-,37-,38-,39-,40-,41-,42-,43+,44+,45-,46-;1-,2-/m11/s1
InChI key:InChIKey=ICVKYYINQHWDLM-KBEWXLTPSA-N
SMILES:O([C@H]1[C@H](N(C)C)[C@@H](O)[C@H](O[C@H]2[C@@H](CC=O)C[C@@H](C)C(=O)/C=C/C(/C)=C/[C@H](CO[C@H]3[C@H](OC)[C@H](OC)[C@H](O)[C@@H](C)O3)[C@@H](CC)OC(=O)C[C@@H](O)[C@@H]2C)O[C@@H]1C)[C@H]4C[C@@](C)(O)[C@@H](O)[C@H](C)O4.[C@@H]([C@H](C(O)=O)O)(C(O)=O)O
Synonyms:
  • Pharmasin
  • Tylosin Hydrogen Tartrate
  • Tylosin Solution
  • Tylosin tartrate
  • Tylosin tartrate salt
  • Tylosin, (2R,3R)-2,3-dihydroxybutanedioate (salt)
  • Tylosine Tartrate
  • Tylosintartrate
  • Tylosintartrate,BP
  • [(2R,4E,6E,9R,11R,12S,13S,14R)-12-{[3,6-dideoxy-4-O-(2,6-dideoxy-3-C-methyl-α-L-ribo-hexopyranosyl)-3-(dimethylamino)-β-D-glucopyranosyl]oxy}-2-ethyl-14-hydroxy-5,9,13-trimethyl-8,16-dioxo-11-(2-oxoethyl)oxacyclohexadeca-4,6-dien-3-yl]methyl 6-deoxy-2,3-di-O-methyl-β-D-allopyranoside 2,3-dihydroxybutanedioate (salt)
  • See more synonyms
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