Emamectin (Benzoate)

Emamectin Benzoate (MK-244) is an orally active nervoussystem toxicant by binding g-aminobutyric (GABA) receptor in insects. Emamectin Benzoate is one of semi-synthetic derivative of Avermectin (HY-15311) with a broadspectrum of insecticidal and acaricidal activity. Emamectin Benzoate induces ROS-mediated DNA damage and cell apoptosis. Emamectin Benzoate, a mixture of the natural Emamectin B1a benzoate and Emamectin B1b benzoate, has the main component of Emamectin B1a benzoate[1][2].

Product Specifications

CAS Number

[155569-91-8]

Product Name Alternative

MK-244

UNSPSC

12352005

Hazard Statement

H301+H311+H331

Target

Apoptosis; GABA Receptor; Parasite; Reactive Oxygen Species (ROS)

Type

Reference compound

Related Pathways

Anti-infection; Apoptosis; Immunology/Inflammation; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling; NF-κB

Applications

Neuroscience-Neuromodulation

Field of Research

Infection; Neurological Disease

Assay Protocol

https://www.medchemexpress.com/Emamectin-Benzoate.html

Purity

99.71

Solubility

DMSO : 100 mg/mL (ultrasonic)

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

Molecular Formula

C49H75NO13.C7H6O2

Molecular Weight

1008.24 (Based on Emamectin B1a Benzoate)

Precautions

H301+H311+H331

References & Citations

[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.