Compound ID | 3266

Update compound information

Tylvalosin

Synonym(s): acetylisovaleryltylosin

Class: Macrolide

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Indicated for porcine respiratory disease complex
Description: Semi-synthetic that is derived from conversion of tylosin substrate by Streptomyces thermotolerans
Year first mentioned: 2008
Highest development stage: Approved for veterinary use
Development status: Experimental
Chemical structure(s):
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Molecular weight: 1042.26
Iso. SMILES: CC[C@@H]1[C@H](/C=C(/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)OC(=O)C)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)OC(=O)CC(C)C)(C)O)N(C)C)O)CC=O)C)\C)CO[C@H]4[C@@H]([C@@H]([C@@H]([C@H](O4)C)O)OC)OC
InChI Key: KCJJINQANFZSAM-HZDSEHBESA-N
Can. SMILES: CC[C@@H]1[C@H](/C=C(\C)/C=C/C(=O)[C@H](C)C[C@H](CC=O)[C@@H]([C@@H](C)[C@@H](CC(=O)O1)OC(=O)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](C)O2)O[C@H]3C[C@](C)([C@H]([C@H](C)O3)OC(=O)CC(C)C)O)N(C)C)O)CO[C@H]4[C@@H]([C@@H]([C@@H]([C@@H](C)O4)O)OC)OC
InChI: InChI=1S/C53H87NO19/c1-16-38-36(26-65-52-49(64-15)48(63-14)44(60)31(7)67-52)22-28(4)17-18-37(57)29(5)23-35(19-20-55)46(30(6)39(69-34(10)56)24-41(59)70-38)73-51-45(61)43(54(12)13)47(32(8)68-51)72-42-25-53(11,62)50(33(9)66-42)71-40(58)21-27(2)3/h17-18,20,22,27,29-33,35-36,38-39,42-52,60-62H,16,19,21,23-26H2,1-15H3/b18-17+,28-22+/t29-,30+,31-,32-,33+,35+,36-,38-,39-,42+,43-,44-,45-,46-,47-,48-,49-,50+,51+,52-,53-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6441094
Guide to Pharmacology: tylvalosin
Citations:
  • https://link.springer.com/article/10.1007/s11696-017-0222-8
  • https://bvajournals.onlinelibrary.wiley.com/doi/10.1136/vr.102458

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