A polyether ionophore antibiotic
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Alternative(s)
20583Maduramicin
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Maduramicin (ammonium salt)

Item No. 34270

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
maduramicin α, monoammonium salt
CAS Number
84878-61-5
Synonyms
  • Antibiotic X-14868A
  • CL 259,971
  • Maduramycin
  • Prinicin
Molecular Formula
C47H79O17 • NH4
Formula Weight
934.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/ml
SMILES
[H][C@](O1)([C@@]2([H])O[C@@](O)(C)[C@H](C)C[C@@H]2C)C[C@H](O[C@@H]3C[C@H](OC)[C@@H](OC)[C@H](C)O3)[C@]1([H])[C@@](CC4)(C)O[C@@]4([H])[C@@](CC5)(C)O[C@@]65O[C@@]([C@@H](C)[C@]7([H])O[C@@](CC([O-])=O)(O)[C@@H](C)[C@H](OC)[C@H]7OC)([H])[C@H](C)[C@@H](O)C6.[NH4+]
InChi Code
InChI=1S/C47H80O17.H3N/c1-23-18-24(2)45(9,51)61-36(23)31-19-32(58-35-20-30(53-10)40(55-12)28(6)57-35)42(59-31)44(8)15-14-33(60-44)43(7)16-17-46(64-43)21-29(48)25(3)37(62-46)26(4)38-41(56-13)39(54-11)27(5)47(52,63-38)22-34(49)50;/h23-33,35-42,48,51-52H,14-22H2,1-13H3,(H,49,50);1H3/t23-,24+,25+,26+,27-,28-,29-,30-,31+,32-,33+,35+,36-,37-,38-,39-,40-,41-,42+,43-,44-,45-,46+,47+;/m0./s1
InChi Key
WQGJEAMPBSZCIF-HKSLRPGUSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Maduramicin is a polyether ionophore antibiotic that has been found in Nocardia.1 It selectively binds to potassium, rubidium, sodium, lithium, and cesium ions over divalent cations. Maduramicin is active against Gram-positive bacteria (MICs = 0.9-125 µg/ml) but not Gram-negative bacteria (MICs = >1,000 µg/ml) or fungi (MICs = 250->1,000 µg/ml). It reduces the viability of asexual and gametocyte P. falciparum parasites (EC50s = 1.3 and 14.8 nM, respectively) and reduces P. berghei transmission in a mouse model of malaria when administered at doses of 4 and 8 mg/kg.2 Maduramicin (5-10 ppm in the diet) reduces the severity of lesions and completely protects chicks against mortality in a model of coccidiosis induced by E. tenella.1 Formulations containing maduramicin have been used in the treatment of coccidiosis in chickens.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liu, C.-M., Hermann, T.E., Downey, A., et al. Novel polyether antibiotics X-14868A, B, C, and D produced by a Nocardia. Discovery, fermentation, biological as well as ionophore properties and taxonomy of the producing culture. J. Antibiot. (Tokyo) 36(4), 343-350 (1983).

    2. Maron, M.I., Magle, C.T., Czeny, B., et al. Maduramicin rapidly eliminates malaria parasites and potentiates the gametocytocidal activity of the pyrazoleamide PA21A050. Antimicrob. Agents Chemother. 60(3), 1492-1499 (2015).