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Monensin B (monensin B)

Cat No.:V62191 Purity: ≥98%
Monensin B is a polyketide produced by Streptomyces cinnamomi.
Monensin B (monensin B)
Monensin B (monensin B) Chemical Structure CAS No.: 30485-16-6
Product category: Microorganisms
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
Other Sizes
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Product Description
Monensin B is a polyketide produced by Streptomyces cinnamomi. Fermentation of Streptomyces cinnamon produces a mixture of Monensin A and Monensin B, the ratio of which depends on the relative concentrations of ethylmalonyl-CoA and methylmalonyl-CoA.
Monensin B (CAS 30485-16-6) is an oxygen-containing heterocyclic polyether antibiotic produced by Streptomyces cinnamonensis. It has the molecular formula C₃₅H₆₀O₁₁ and a molecular weight of 656.85 g/mol. Monensin B is closely related to the more commonly known Monensin A, and fermentations produce a mixture of both compounds. It exhibits antibacterial, mycobacterial, fungal, and protozoan activity. The compound functions as an ionophore, facilitating the transport of sodium and potassium ions across cell membranes.
Biological Activity I Assay Protocols (From Reference)
Targets
Bacterial ribosome (50S subunit); ion transport (Na⁺/K⁺ ionophore).
ln Vitro
Monensin B exhibits antimicrobial activity, particularly against Gram-positive bacteria. It inhibits bacterial growth and potentiates macrolide antibiotics by competing with the ribosome for binding to the 50S subunit. It binds to the 50S ribosomal subunit, preventing the formation of an active ribosomal complex. As an ionophore, it facilitates the transport of sodium and potassium ions across cell membranes, disrupting cellular homeostasis and leading to cell death. It has inhibitory effects on HeLa cells.
ln Vivo
Monensin B is used primarily in veterinary medicine as a growth promoter and coccidiostat in livestock. It has antibacterial, mycobacterial, fungal, and protozoan activity, but has a weaker effect on Gram-negative bacteria. The compound's ionophore activity disrupts ion gradients in target organisms, leading to metabolic disruption and cell death. In vivo studies have evaluated its pharmacokinetic profile in broiler chickens following oral and intravenous administration.
Enzyme Assay
Antimicrobial activity is assessed using standard broth microdilution or agar diffusion methods against various bacterial, fungal, and protozoan strains. Minimum inhibitory concentration (MIC) values are determined. For ionophore activity, ion transport across membranes is measured using fluorescence-based assays or radioactive tracer techniques. Ribosomal binding assays involve incubating the compound with isolated 50S ribosomal subunits and measuring binding affinity using radiolabeled or fluorescent probes.
Cell Assay
For cell-based studies, HeLa cells or other mammalian cell lines are cultured and treated with Monensin B at various concentrations. Cell viability is assessed using MTT or similar assays. For antimicrobial studies, bacterial or fungal cultures are grown in appropriate media and treated with the compound. Growth inhibition is measured by optical density or colony counting. The compound's effects on ion homeostasis can be studied using ion-sensitive fluorescent dyes.
Animal Protocol
In vivo studies in broiler chickens involve administration of Monensin B by gavage (oral) or intravenously as a single dose. Blood samples are collected at various time points for pharmacokinetic analysis. Tissue distribution and elimination are assessed. In livestock, the compound is administered in feed as a growth promoter and coccidiostat. Efficacy against coccidiosis is evaluated by monitoring oocyst shedding and clinical signs.
ADME/Pharmacokinetics
Monensin B is absorbed after oral administration with estimated human oral bioavailability of 20%. It has a Caco-2 logPapp of -5.57 and is classified as absorbed with human intestinal absorption. In Madin-Darby canine kidney cells, the permeability is -5.15. The pharmacokinetic profile has been evaluated in broiler chickens following administration by gavage and intravenously at 40 mg/kg. The compound is soluble in chloroform, dichloromethane, ethyl acetate, DMSO, and acetone.
Toxicity/Toxicokinetics
Monensin B exhibits antimicrobial activity and has inhibitory effects on HeLa cells. It is used in veterinary medicine as a growth promoter and coccidiostat. Toxicity is a consideration at high doses, as ionophore antibiotics can be toxic to mammals due to disruption of ion homeostasis. Standard safety precautions should be followed when handling this compound. The compound is not fully validated for medical applications and is for research use only.
References

[1]. Role of crotonyl coenzyme A reductase in determining the ratio of polyketides monensin A and monensin B produced by Streptomyces cinnamonensis. J Bacteriol. 1999 Nov;181(21):6806-13.

Additional Infomation
Monensin B is a polyketide compound derived from the bacterium Streptomyces cinnamonensis. Fermentations of Streptomyces cinnamonensis produce a mixture of Monensin A and Monensin B in a ratio dependent upon the relative concentrations of ethylmalonyl-CoA and methylmalonyl-CoA. The compound is notable for its potent antimicrobial activity, making it a robust tool in various biotechnological, veterinary, and research applications. It is used primarily in veterinary medicine as a growth promoter and coccidiostat. The compound is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C35H60O11
Molecular Weight
656.84
Exact Mass
656.414
CAS #
30485-16-6
PubChem CID
91808875
Appearance
White to off-white solid powder
Density
1.22g/cm3
Boiling Point
760.1ºC at 760mmHg
Flash Point
229.2ºC
Index of Refraction
1.547
LogP
3.74
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
11
Rotatable Bond Count
9
Heavy Atom Count
46
Complexity
1090
Defined Atom Stereocenter Count
16
SMILES
C[C@H]1C[C@@H](O[C@H]1[C@@]2(CC[C@@H](O2)[C@@]3(CC[C@@]4(O3)C[C@@H]([C@H]([C@H](O4)[C@@H](C)[C@H]([C@H](C)C(=O)O)OC)C)O)C)C)C5[C@H](C[C@H]([C@@](O5)(CO)O)C)C
InChi Key
ZXLUKLZKZXJEFX-FXZRHDQVSA-N
InChi Code
InChI=1S/C35H60O11/c1-18-14-20(3)35(40,17-36)45-27(18)25-15-19(2)30(42-25)33(8)11-10-26(43-33)32(7)12-13-34(46-32)16-24(37)21(4)29(44-34)22(5)28(41-9)23(6)31(38)39/h18-30,36-37,40H,10-17H2,1-9H3,(H,38,39)/t18-,19-,20+,21+,22-,23-,24-,25+,26+,27?,28+,29-,30+,32-,33-,34+,35-/m0/s1
Chemical Name
(2S,3R,4S)-4-[(2S,5R,7S,8R,9S)-7-hydroxy-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-3-methoxy-2-methylpentanoic 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 (e.g. under nitrogen), avoid exposure to moisture and light.
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.5224 mL 7.6122 mL 15.2244 mL
5 mM 0.3045 mL 1.5224 mL 3.0449 mL
10 mM 0.1522 mL 0.7612 mL 1.5224 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.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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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