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Maduramicin

Cat No.:V24917 Purity: ≥98%
Maduramicin ammonium (Maduramycin ammonium) is extracted from the actinomycete Actinomadura rubra.
Maduramicin
Maduramicin Chemical Structure CAS No.: 84878-61-5
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
250mg
500mg
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Other Forms of Maduramicin:

  • X 14868A
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Maduramicin ammonium (Maduramycin ammonium) is extracted from the actinomycete Actinomadura rubra. Maduramicin ammonium (Maduramycin ammonium) is an anticoccidial drug utilized in the research related to infections caused by Eimeria, Adenosylella, Enterococcus gallinarum and Enterococcus dispersans. Maduramicin ammonium (Maduramycin ammonium) causes apoptosis in chicken cardiomyocytes via intrinsic and extrinsic pathways.
Maduramicin is a potent ionophore antibiotic primarily used in veterinary medicine to control coccidiosis, a parasitic disease affecting poultry and livestock. It is a polyether compound that disrupts ion balance in target protozoa, leading to their rapid death. It is a research compound used for studying ion transport and resistance mechanisms. It is not approved for human therapeutic use.
Biological Activity I Assay Protocols (From Reference)
Targets
Maduramicin targets protozoan parasites, particularly Eimeria species, which cause coccidiosis. As a polyether ionophore, it disrupts ion balance by selectively binding to monovalent cations such as potassium, rubidium, sodium, lithium, and cesium ions over divalent cations. This disrupts the electrochemical gradient across the parasite's cell membrane, leading to the influx of ions, osmotic imbalance, and ultimately cell death. Its high efficacy at low doses makes it a valuable tool in animal husbandry for maintaining flock health and preventing disease spread.
ln Vitro
In vitro, Maduramicin is a potent ionophore antibiotic. Its activity is characterized by its ability to selectively bind to monovalent cations and disrupt ion balance in protozoan parasites. It has been shown to completely protect chicks against mortality in a model of coccidiosis induced by E. species. Its potency and selectivity for protozoa over host cells are key features of its in vitro profile, making it an effective veterinary drug.
ln Vivo
In vivo, Maduramicin is used in veterinary medicine to control coccidiosis in poultry and livestock. It is administered orally, typically in feed, at low doses. Its efficacy has been demonstrated in animal models, where it reduces lesions and completely protects chicks against mortality in a model of coccidiosis. Its distinct mode of action has also drawn interest in pharmacological research, particularly for its role in studying ion transport and potential resistance mechanisms among protozoan pathogens.
Enzyme Assay
In vitro enzyme/receptor binding studies are not applicable to Maduramicin, as it is an ionophore that acts by disrupting ion balance rather than binding to a specific enzyme or receptor. Its activity is assessed by measuring its effects on ion transport in model systems. For example, its ability to bind to and transport ions across membranes can be studied using artificial lipid bilayers or by measuring ion flux in cells. These studies help to characterize its mechanism as an ionophore and to understand its selectivity for monovalent cations.
Cell Assay
In vitro cellular assays for Maduramicin are used to study its effects on protozoan parasites. In these experiments, parasites such as Eimeria are cultured in the presence of serial dilutions of the compound, and the inhibition of parasite growth is measured. The compound's selectivity for parasites over host cells can be assessed by testing its activity against mammalian cell lines. These assays confirm its mechanism as an ionophore and its potency against target pathogens.
Animal Protocol
In vivo animal studies for Maduramicin are conducted in poultry and livestock. In these studies, animals are infected with Eimeria and then treated with Maduramicin, typically in feed. The primary endpoints are the reduction of lesions, prevention of mortality, and improvement in weight gain. These studies are essential for demonstrating its efficacy as a coccidiostat and for determining the optimal dose for veterinary use.
ADME/Pharmacokinetics
Pharmacokinetic properties of Maduramicin include its molecular weight of 934.16 g/mol and a molecular formula of C47H83NO17. It is a polyether ionophore with a complex structure. Its ammonium salt form has a molecular weight of 934.16. It is typically administered orally in feed. Specific data on its absorption, distribution, metabolism, and excretion in animals are not detailed in the provided sources but are part of its veterinary use.
Toxicity/Toxicokinetics
Toxicological data for Maduramicin are primarily related to its use in veterinary medicine. It is highly toxic to mammals, including humans, and must be used with caution. It is not approved for human use and is strictly regulated as a veterinary drug. Its toxicity is related to its mechanism as an ionophore, which can disrupt ion balance in host cells at high concentrations. Specific toxicity data are not detailed in the provided sources.
References

[1]. Efficacy of maduramicin ammonium against coccidiosis in turkeys under laboratory and floor-pen conditions.Avian Dis. 1990 Jul-Sep;34(3):634-8.

[2]. Maduramicin induces apoptosis in chicken myocardial cells via intrinsic and extrinsic pathways.Toxicol In Vitro. 2018 Aug;50:190-200.

Additional Infomation
X-14868A is a glycoside. Maduramycin is an antimicrobial drug used in veterinary medicine for the prevention of coccidiosis. It is a natural compound originally isolated from the actinomycete Actinomadura rubra. Cyclosporine has also been reported in Nocardia and Actinomadura yumaensis, with relevant data available.
Maduramicin is a potent ionophore antibiotic used in veterinary medicine to control coccidiosis. Its CAS number is 84878-61-5. It is also known as Cygro and is available as the ammonium salt. It is a polyether compound that disrupts ion balance in protozoa. Its distinct mode of action makes it a valuable tool for studying ion transport and resistance mechanisms. It is not approved for human therapeutic use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C47H83NO17
Molecular Weight
934.1584
Exact Mass
933.566
CAS #
84878-61-5
Related CAS #
Maduramicin;79356-08-4
PubChem CID
196129
Appearance
White to light yellow solid powder
Boiling Point
913.9ºC at 760 mmHg
Melting Point
173-176ºC
Flash Point
255.5ºC
LogP
3.358
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
17
Rotatable Bond Count
13
Heavy Atom Count
64
Complexity
1610
Defined Atom Stereocenter Count
24
SMILES
C[C@H]1C[C@H]([C@@](O[C@@H]1[C@H]2C[C@@H]([C@@H](O2)[C@@]3(CC[C@@H](O3)[C@@]4(CC[C@@]5(O4)C[C@@H]([C@H]([C@H](O5)[C@@H](C)[C@H]6[C@@H]([C@H]([C@@H]([C@](O6)(CC(=O)O)O)C)OC)OC)C)O)C)C)O[C@@H]7C[C@@H]([C@H]([C@@H](O7)C)OC)OC)(C)O)C
InChi Key
RWVUEZAROXKXRT-VQLSFVLHSA-N
InChi Code
InChI=1S/C47H80O17/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)/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
Chemical Name
2-[(2R,3S,4S,5R,6S)-6-[(1R)-1-[(2S,5R,7S,8R,9S)-2-[(2R,5S)-5-[(2R,3S,5R)-3-[(2R,4S,5S,6S)-4,5-dimethoxy-6-methyloxan-2-yl]oxy-5-[(2S,3S,5R,6S)-6-hydroxy-3,5,6-trimethyloxan-2-yl]oxolan-2-yl]-5-methyloxolan-2-yl]-7-hydroxy-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]ethyl]-2-hydroxy-4,5-dimethoxy-3-methyloxan-2-yl]acetic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~25 mg/mL (~26.76 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (2.68 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.0705 mL 5.3524 mL 10.7048 mL
5 mM 0.2141 mL 1.0705 mL 2.1410 mL
10 mM 0.1070 mL 0.5352 mL 1.0705 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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