Tiamulin

Tiamulin (previously thiamutilin) is a pleuromutilin antibiotic drug that is used in veterinary medicine particularly for pigs and poultry.[1][2]

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^Y
PubChem CID	656958
ChemSpider	571196^N
UNII	E38WZ4U54R
ChEBI	CHEBI:44137^N
ChEMBL	ChEMBL498466^N
CompTox Dashboard (EPA)	DTXSID2046701
ECHA InfoCard	100.054.145
Chemical and physical data
Formula	C28H47NO4S
Molar mass	493.75 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^N Key:UURAUHCOJAIIRQ-QGLSALSOSA-N^N
^NY (what is this?)  (verify)

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

References

1. "Tiamulin in Veterinary Medicine". HACCP. Archived from the original on 2009-06-10.
2. Long KS, Hansen LH, Jakobsen L, Vester B (April 2006). "Interaction of pleuromutilin derivatives with the ribosomal peptidyl transferase center" (PDF). Antimicrobial Agents and Chemotherapy. 50 (4): 1458–62. doi:10.1128/AAC.50.4.1458-1462.2006. PMC 1426994. PMID 16569865.
3. "Tiamulin Summary Report" (PDF). EMEA.