Narasin

Narasin is a coccidiostat and antibacterial agent.[1][2] It is a derivative of salinomycin with an additional methyl group. Narasin is produced by fermentation of a strain of Streptomyces aureofaciens.[3]

Narasin
Clinical data
Other names(4S)-4-methyl-salinomycin
AHFS/Drugs.comInternational Drug Names
ATCvet code
Identifiers
IUPAC name
  • (2R)-2-[(2R,3S,5S,6R)-6-[(1S,2S,3S,5R)-5- [(2S,5S,7R,9S,10S,12R,15R)-2-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-2-tetrahydropyranyl]-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-2-hydroxy-1,3-dimethyl-4-oxoheptyl]-3,5-dimethyl-2-tetrahydropyranyl]butanoic acid
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.122.892
Chemical and physical data
FormulaC43H72O11
Molar mass765.038 g·mol−1
3D model (JSmol)
SMILES
  • O=C([C@@H](C)[C@@H](O)[C@H](C)[C@]5([H])O[C@]([C@@H](CC)C(O)=O)([H])[C@@H](C)C[C@@H]5C)[C@H](CC)[C@@]1([H])O[C@@]2(O[C@@]3(CC[C@]([C@]4([H])O[C@@H](C)[C@@](O)(CC)CC4)(C)O3)[C@H](O)C=C2)[C@H](C)C[C@@H]1C
InChI
  • InChI=1S/C43H72O11/c1-12-30(35(46)27(8)34(45)28(9)36-23(4)21-24(5)37(51-36)31(13-2)39(47)48)38-25(6)22-26(7)42(52-38)18-15-32(44)43(54-42)20-19-40(11,53-43)33-16-17-41(49,14-3)29(10)50-33/h15,18,23-34,36-38,44-45,49H,12-14,16-17,19-22H2,1-11H3,(H,47,48)/t23-,24-,25-,26+,27-,28-,29-,30-,31+,32+,33+,34+,36+,37+,38-,40-,41+,42-,43-/m0/s1
  • Key:VHKXXVVRRDYCIK-CWCPJSEDSA-N
  (verify)

References
  1. Gerhold RW, Fuller AL, Lollis L, Parr C, McDougald LR (March 2011). "The efficacy of anticoccidial products against Eimeria spp. in northern bobwhites". Avian Diseases. 55 (1): 59–64. doi:10.1637/9572-101310-Reg.1. PMID 21500637. S2CID 30943649.
  2. Fitzgerald PR, Mansfield ME (July 1989). "Effects of inoculations with Eimeria zuernii on young calves treated with decoquinate or narasin with or without dexamethasone". American Journal of Veterinary Research. 50 (7): 1056–9. PMID 2774323.
  3. Anadón, A.; Martínez-Larrañaga, Mr (2014). "Veterinary Drugs Residues: Coccidiostats". Encyclopedia of Food Safety: 63–75. doi:10.1016/B978-0-12-378612-8.00246-8. ISBN 9780123786135.
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