emamectin
Sign in to saveAlso known as 4''-Deoxy-4''-epi-methylaminoavermectin B1
Emamectin is the 4-deoxy-4-methylamino derivative of abamectin, a 16-membered macrocyclic lactone produced by the fermentation of the soil actinomycete Streptomyces avermitilis. It is generally prepared as the salt with benzoic acid, emamectin benzoate, which is a white or faintly yellow powder. Emamectin is widely used in the US and Canada as an insecticide because of its chloride channel activation properties.
Research
770 papers- Emamectin·chlorfenapyr-induced fatal leukoencephalomyelopathy with delayed hyperthermia: insecticide endanger public safety.Frontiers in neurology · 2024
- Combined exposure of emamectin benzoate and microplastics induces tight junction disorder, immune disorder and inflammation in carp midgut via lysosome/ROS/ferroptosis pathway.Water research · 2024
- Emamectin Poisoning in Thailand: Clinical Characteristics and Outcomes.Toxics · 2024
- Review of Emamectin Benzoate Poisoning.Journal of acute medicine · 2024
- Emamectin benzoate-induced toxicity affects intestinal epithelial integrity involving apoptosis.Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association · 2024
via PubMed
Wikidata facts
- Mass
- 885.5238414600001
Show 3 more facts
- isomeric SMILES
- C/C([C@](O[C@H]1C[C@H](OC)[C@](O[C@@H]2O[C@H](C)[C@@H](NC)[C@H](OC)C2)([H])[C@H](C)O1)([H])[C@@H](C)/C=C/C=C(CO3)/[C@@]([C@@]3([H])[C@H](O)C(C)=C4)(O)[C@@H]4C(O5)=O)=C\C[C@@H]6C[C@H]5C[C@]7(C=C[C@H](C)[C@]([C@@H](C)CC)([H])O7)O6
- chemical formula
- C₄₉H₇₅NO₁₃
- canonical SMILES
- CCC(C)C1OC2(C=CC1C)CC1CC(CC=C(C)C(OC3CC(OC)C(OC4CC(OC)C(NC)C(C)O4)C(C)O3)C(C)C=CC=C3COC4C(O)C(C)=CC(C(=O)O1)C34O)O2
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~6 min read
Article
6 sectionsContents
- History
- Preparation
- Uses
- Structure and properties
- Toxicology and metabolism
- References
Emamectin is the 4-deoxy-4-methylamino derivative of abamectin, a 16-membered macrocyclic lactone produced by the fermentation of the soil actinomycete Streptomyces avermitilis. It is generally prepared as the salt with benzoic acid, emamectin benzoate, which is a white or faintly yellow powder. Emamectin is widely used in the US and Canada as an insecticide because of its chloride channel activation properties.
==History== Emamectin, produced by the bacterium Streptomyces avermitilis, belongs to the avermectin family of compounds all of which exhibit toxicity for nematodes, arthropods, and several other pests. The benzoate salt of emamectin in particular has found widespread use as an insecticide and is approved by the EPA for use in prevention of emerald ash borer in ash trees. Emamectin is derived from avermectin B1, also known as abamectin, a mixture of the natural avermectin B1a and B1b. Emamectin has also shown promising applications in the eradication of fish lice and in fish farming.