EMAMECTIN BENZOATE

Alias: Emamectin benzoate; Avermectin b1, 4''-deoxy-4''-(methylamino)-, (4''R)-, benzoate
Cat No.:V4362 Purity: ≥98%
Emamectin Benzoate (also known as MK-244) is a chloride channel activator that acts by binding gamma aminobutyric acid (GABA) receptor and glutamate-gated chloride channels disrupting nerve signals within arthropods.
EMAMECTIN BENZOATE Chemical Structure CAS No.: 155569-91-8
Product category: GABA Receptor
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Emamectin Benzoate (also known as MK-244) is a chloride channel activator that acts by binding gamma aminobutyric acid (GABA) receptor and glutamate-gated chloride channels disrupting nerve signals within arthropods. Emamectin benzoate is a macrocyclic insecticide that has been used as an acaricide for vegetables, fruits and cereals

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Cell viability is lowered by emmemectin benzoate (MK-244; 2.5–40 μM; 12 and 24 hours) in a dose- and time-dependent way [1]. 16HBE cells are exposed to 2.5–20 μM of emmemactin benzoate for 24 hours, which causes DNA damage and ROS generation [1]. Emamectin Benzoate (2.5 – 20 μM; 12 hours) raises the levels of cleaved-PARP, Bax/Bcl-2, caspase-3, caspase-9, and cytochrome c [1]. With an IC50 of 3.72 μM, emamectin benzoate (2.5, 5, 10, 15 μM; 72 hours) decreases the viability of Trichopodia exigua Tn5B1-4 cells. Condensates and cytochromes undergo nuclear staining when exposed to emamectin benzoate [2]. Examine[1]
ln Vivo
In liver tissue, emamectin benzoate (MK-244; sidewall; 25–100 mg/kg/day; for 14 days) dramatically increases oxidative damage [3].
Cell Assay
Cell Viability Assay[1]
Cell Types: Human normal bronchial epithelial cell line 16HBE
Tested Concentrations: 2.5, 5, 7.5, 10, 15, 20, 40 μM
Incubation Duration: 12 and 24 hrs (hours)
Experimental Results: Cell viability diminished in a time- and dose-dependent manner at 12 hrs (hours) The IC50 values within 24 hrs (hours) were 11.88 μM and 9.67 μM, respectively.

Apoptosis analysis [1]
Cell Types: Human normal bronchial epithelial cell line 16HBE
Tested Concentrations: 2.5, 5, 10, 20 μM
Incubation Duration: 24 hrs (hours)
Experimental Results: Induced cell apoptosis and caused chromatin shrinkage and nuclear fragmentation.

Western Blot Analysis [1]
Cell Types: Human normal bronchial epithelial cell line 16HBE
Tested Concentrations: 2.5, 5, 10, 20 μM
Incubation Duration: 12 hrs (hours)
Experimental Results: Cytochrome-c, caspase-3, and cas-pase-9 levels increased, Cleavage-PARP, Bax/Bcl-2.
Animal Protocol
Animal/Disease Models: 10weeks old Swiss albino male mice (25-30 g) [3]
Doses: 25, 50, 100 mg/kg
Route of Administration: oral; daily; lasting for 14 days
Experimental Results: Lead to significant induction of oxidation in liver tissue injury, as evidenced by increased TBARS levels and diminished GSH levels.
References
[1]. Chenguang Niu, et al. Toxic effects of the Emamectin Benzoate exposure on cultured human bronchial epithelial (16HBE) cells. Environ Pollut. 2020 Feb;257:113618.
[2]. Shaorong Luan, et al. Emamectin benzoate induces ROS-mediated DNA damage and apoptosis in Trichoplusia Tn5B1-4 cells. Chem Biol Interact. 2017 Aug 1;273:90-98.
[3]. Özge Temiz, et al. Biopesticide emamectin benzoate in the liver of male mice: evaluation of oxidative toxicity with stress protein, DNA oxidation, and apoptosis biomarkers. Environ Sci Pollut Res Int. 2020 Jun;27(18):23199-23205.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C56H81NO15
Molecular Weight
1008.2401
CAS #
155569-91-8
SMILES
C[C@H]1O[C@@H](O[C@@]2([H])[C@H](C)O[C@@H](O[C@]([C@@H](C)/C=C/C=C3CO[C@@]4([H])[C@]\3(O)[C@H]5C=C(C)[C@H]4O)([H])/C(C)=C/C[C@@H]6C[C@H](OC5=O)C[C@]7(C=C[C@H](C)[C@@H](C(C)C)O7)O6)C[C@@H]2OC)C[C@@H](OC)[C@@H]1NC.C[C@H]8O[C@@H](O[C@@]9([H])[C@H](C)O[C@@H](O[C@]([C@@H](C)/C=C/C=C%10CO[C@@]%11([H])[C@]\%10(O)[C@H]%12C=C(C)[C@H]%11O)([H])/C(C)=C/C[C@@H]%13C[C@H](OC%12=O)C[C@]%14(C=C[C@H](C)[C@@H]([C@H](CC)C)O%14)O%13)C[C@@H]9OC)C[C@@H](OC)[C@@H]8NC.O=C(O)C%15=CC=CC=C%15
Synonyms
Emamectin benzoate; Avermectin b1, 4''-deoxy-4''-(methylamino)-, (4''R)-, benzoate
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

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 : ≥ 31 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (Infinity mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (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 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (Infinity mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (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 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (Infinity 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 20.8 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 0.9918 mL 4.9591 mL 9.9183 mL
5 mM 0.1984 mL 0.9918 mL 1.9837 mL
10 mM 0.0992 mL 0.4959 mL 0.9918 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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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?
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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:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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)
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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