tilmicosin

Also known as TMS

Tilmicosin is a macrolide antibiotic. It is distributed under the brand name Micotil. It is used in veterinary medicine for the treatment of bovine respiratory disease and enzootic pneumonia caused by Mannheimia (Pasteurella) haemolytica in sheep. In humans, Tilmicosin causes fatal cardiotoxic effects at amounts greater than 1 milliliter when injected, something most commonly seen in veterinary personnel and farmers. Tilmicosin, like most macrolides, is a Calcium channel blocker. However, because Micotil is formulated for animals like cows, it has exceptionally more potent Ca channel blocking

In the Vinony graph

Within Vinony's link graph, tilmicosin is referenced by 113 other articles, and connects out to digital object identifier, chemical formula and Food and Agriculture Organization.

Vinony files it under Chembox image size set, ECHA InfoCard ID from Wikidata and Macrolide antibiotics.

Its subject is documented across 6 Wikipedia language editions.

Chemical data

Formula: C46H80N2O13
Molecular weight: 869.1 g/mol
IUPAC name: (4R,5S,6S,7R,9R,11E,13Z,15R,16S)-6-[(2R,3R,4S,5S,6R)-4-(dimethylamino)-3,5-dihydroxy-6-methyloxan-2-yl]oxy-7-[2-[(3S,5R)-3,5-dimethylpiperidin-1-yl]ethyl]-16-ethyl-4-hydroxy-15-[[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxymethyl]-5,9,13-trimethyl-1-oxacyclohexadeca-11,13-diene-2,10-dione
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)O)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O)N(C)C)O)CCN3C[C@@H](C[C@@H](C3)C)C)C)/C)CO[C@H]4[C@@H]([C@@H]([C@@H]([C@H](O4)C)O)OC)OC
InChIKey: JTSDBFGMPLKDCD-NXYWBGGVSA-N
XLogP: 3.6
Polar surface area: 186 Å²
H-bond donors: 4
H-bond acceptors: 15
Formal charge: 0

via PubChem

Research

690 papers

Tilmicosin inhibits the infections of currently prevalent porcine reproductive and respiratory syndrome viruses via the downregulation of CD163 expression.Virulence · 2025
The dose regimen formulation of tilmicosin against Lawsonia intracellularis in pigs by pharmacokinetic-pharmacodynamic (PK-PD) model.Microbial pathogenesis · 2020
Tilmicosin/γ-Cyclodextrin complexation through supercritical carbon dioxide assistance and its pharmacokinetic and antibacterial study.European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V · 2022
Pharmacokinetics of tilmicosin in chicken joints based on a novel microdialysis sampling method.Journal of veterinary pharmacology and therapeutics · 2023
The effect of tilmicosin and diclofenac sodium combination on cardiac biomarkers in sheep.Polish journal of veterinary sciences · 2023

via PubMed

Wikidata facts

Mass: 868.5660406199999

Show 5 more facts

canonical SMILES: CCC1OC(=O)CC(O)C(C)C(OC2OC(C)C(O)C(N(C)C)C2O)C(CCN2CC(C)CC(C)C2)CC(C)C(=O)C=CC(C)=CC1COC1OC(C)C(O)C(OC)C1OC
chemical formula: C₄₆H₈₀N₂O₁₃
isomeric SMILES: O=C4\C=C\C(=C\[C@H](CO[C@@H]1O[C@H](C)[C@@H](O)[C@@H](OC)[C@H]1OC)[C@H](OC(=O)C[C@@H](O)[C@@H]([C@@H](O[C@@H]2O[C@@H]([C@@H](O)[C@H](N(C)C)[C@H]2O)C)[C@@H](CCN3C[C@H](C)C[C@H](C)C3)C[C@H]4C)C)CC)C
NCI Thesaurus ID: C84213
subject has role: antibiotic

Sources (3)

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Encyclopedic overview

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Contents

References

{{Chembox | ImageFile = Tilmicosin.svg | ImageClass = skin-invert-image | ImageSize = 300px | IUPACName = [(2R,3R,4E,6E,9R,11R,12S,13S,14R)-12-{[3,6-Dideoxy-3-(dimethylamino)-β-D-glucopyranosyl]oxy}-11-{2-[(3R,5S)-3,5-dimethylpiperidin-1-yl]ethyl}-2-ethyl-14-hydroxy-5,9,13-trimethyl-8,16-dioxooxacyclohexadeca-4,6-dien-3-yl]methyl 6-deoxy-2,3-di-O-methyl-β-D-allopyranoside | OtherNames = Micotil; 20-Deoxy-20-(3,5-dimethylpiperidin-1-yl)-desmycosin |Section1= |Section2= | Section6 = |Section7= }}

Excerpted from Wikipedia’s “tilmicosin” article, available under the CC BY-SA 4.0 licence.