An ionophore antibiotic
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Lasalocid

Item No. 15505

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-[(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyltetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl]tetrahydro-3-methyl-2-furanyl]-4-hydroxy-3,5-dimethyl-6-oxononyl]-2-hydroxy-3-methyl-benzoic acid
CAS Number
25999-31-9
Synonyms
  • Antibiotic X 537A
  • CID-5360807
  • Ionophore X 537A
Molecular Formula
C34H54O8
Formula Weight
590.8
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
OC(C1=C(CC[C@@H](C)[C@H](O)[C@H](C)C([C@@H]([C@]2([H])[C@@H](C)C[C@]([C@]3([H])O[C@@H](C)[C@@](O)(CC)CC3)(CC)O2)CC)=O)C=CC(C)=C1O)=O
InChi Code
InChI=1S/C34H54O8/c1-9-25(31-21(6)18-34(11-3,42-31)26-16-17-33(40,10-2)23(8)41-26)30(37)22(7)28(35)19(4)12-14-24-15-13-20(5)29(36)27(24)32(38)39/h13,15,19,21-23,25-26,28,31,35-36,40H,9-12,14,16-18H2,1-8H3,(H,38,39)/t19-,21+,22+,23+,25+,26-,28+,31+,33
InChi Key
BBMULGJBVDDDNI-OWKLGTHSSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $189

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    25 mg

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    Product Description

    Lasalocid is a polyketide-synthase derived ionophore antibiotic originally isolated from S. lasaliensis.1,2 It binds to monovalent and divalent cations, including potassium, sodium, calcium, and magnesium cations.3 Lasalocid (0.01 and 0.1 µg/ml) is active against E. tenella.4 In vivo, lasalocid (125 ppm in the feed) reduces the severity of gastrointestinal lesions in chicks experimentally infected with E. tenella, E. maxima, E. necatrix, E. brunetti, or E. acervulina. It has been found in groundwater.5 Formulations containing lasalocid have been used in the treatment of coccidiosis in poultry.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Migita, A., Watanabe, M., Hirose, Y., et al. Identification of a gene cluster of polyether antibiotic lasalocid from Streptomyces lasaliensis. Biosci. Biotechnol. Biochem. 73(1), 169-176 (2009).

    2. Mitrovic, M., and Schildknecht, E.G. Anticoccidial activity of lasalocid (X-537A) in chicks. Poult. Sci. 53(4), 1448-1455 (1974).

    3. Antonenko, Y.N., and Yaguzhinsky, L.S. The ion selectivity of nonelectrogenic ionophores measured on a bilayer lipid membrane: nigericin, monensin, A23187 and lasalocid A. Biochim. Biophys. Acta 938(2), 125-130 (1988).

    4. Folz, S.D., Lee, B.L., Nowakowski, L.H., et al. Anticoccidial evaluation of halofuginone, lasalocid, maduramicin, monensin and salinomycin. Vet. Parasitol. 28(1-2), 1-9 (1988).

    5. Mooney, D., Richards, K.G., Danaher, M., et al. An investigation of anticoccidial veterinary drugs as emerging organic contaminants in groundwater. Sci. Total Environ. 746, 141116 (2020).