Tiamulin

Tiamulin
Clinical data
Routes of; administration	Oral
ATCvet code	QJ01XQ01 (WHO) ;
Legal status
Legal status	Veterinary use only;
Identifiers
	IUPAC name (4R,5S,6S,8R,9aR,10R)-5-Hydroxy-4,6,9,10-tetramethyl-1-oxo-6-vinyldecahydro-3a,9-propanocyclopenta[8]annulen-8-yl {[2-(diethylamino)ethyl]sulfanyl}acetate;
CAS Number	55297-95-5 ;
PubChem CID	656958;
ChemSpider	571196 ;
UNII	E38WZ4U54R;
ChEBI	CHEBI:44137 ;
ChEMBL	ChEMBL498466 ;
CompTox Dashboard (EPA)	DTXSID2046701 ;
ECHA InfoCard	100.054.145
Chemical and physical data
Formula	C28H47NO4S
Molar mass	493.742 g/mol g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCN(CC)CCSCC(=O)O[C@@H]1C[C@@]([C@H]([C@@H]([C@@]23CC[C@H]([C@@]1([C@@H]2C(=O)CC3)C)C)C)O)(C)C=C;
	InChI InChI=1S/C28H47NO4S/c1-8-26(6)17-22(33-23(31)18-34-16-15-29(9-2)10-3)27(7)19(4)11-13-28(20(5)25(26)32)14-12-21(30)24(27)28/h8,19-20,22,24-25,32H,1,9-18H2,2-7H3/t19-,20+,22-,24+,25+,26-,27+,28+/m1/s1 ; Key:UURAUHCOJAIIRQ-QGLSALSOSA-N ;
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Tiamulin (previously thiamutilin) is a pleuromutilin antibiotic drug that is used in veterinary medicine particularly for pigs and poultry.[1][2]

Tiamulin is a diterpene antimicrobial with a pleuromutilin chemical structure similar to that of valnemulin.[3]

References

HACCP: Tiamulin in Veterinary Medicine - Overview Archived 2009-06-10 at the Wayback Machine
Long, K. S.; Hansen, L. H.; Jakobsen, L.; Vester, B. (April 2006). "Interaction of Pleuromutilin Derivatives with the Ribosomal Peptidyl Transferase Center" (PDF). Antimicrobial Agents and Chemotherapy. 50 (4): 1458–1462. doi:10.1128/AAC.50.4.1458-1462.2006. PMC 1426994. PMID 16569865.
EMEA: Tiamulin Summary Report

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[1] HACCP: Tiamulin in Veterinary Medicine - Overview Archived 2009-06-10 at the Wayback Machine

[2] Long, K. S.; Hansen, L. H.; Jakobsen, L.; Vester, B. (April 2006). "Interaction of Pleuromutilin Derivatives with the Ribosomal Peptidyl Transferase Center" (PDF). Antimicrobial Agents and Chemotherapy. 50 (4): 1458–1462. doi:10.1128/AAC.50.4.1458-1462.2006. PMC 1426994. PMID 16569865.

[3] EMEA: Tiamulin Summary Report