Emamectin Impurity C
CAS: N/A
CAT: 11806
Abstract
Emamectin Impurity C is a high-purity analytical reference standard supplied as a 60:40 mixture of two non-resolvable isomers of emamectin B1a (24-ethyl and 14-ethyl), for use in residue analysis, method development, and quality control. Emamectins are a semi-synthetic derivative of avermectins, or more specifically of abamectin. Avermectins are a group of 16-membered macrocyclic lactone derivatives with potent anthelmintic and insecticidal properties. These naturally occurring compounds are generated as fermentation products of the soil actinomycete Streptomyces avermitilis. Abamectins are converted to emamectins through the substitution of the oxygen at the 4″ position with a methylamino group. The resulting structures are labeled as “4″-deoxy-4″-methylamino-avermectin B1”. The modification enhances the potency and stability. The product most often is in the form of a benzoate salt, further improving stability and shelf life.
Emamectin Impurity C is supplied as a white powder with an HPLC purity of 95%+, and should be stored below −18°C in a freezer.
In invertebrates, emamectins affect the nerve and muscle cells by enhancing the effects of glutamate and the glutamate-gated chloride channel. This results in an influx of chloride ions and subsequent paralysis of the invertebrate.
In addition to the major metabolites like Emamectin B1a and Emamectin B1b, Planta Analytica also carries various impurities and fate metabolites. View the related products here.
References
Compound Details
| CAS | N/A |
|---|---|
| Molecular Weight | 900.15 g/mol |
| Chemical Formula | C₅₀H₇₇NO₁₃ |
| IUPAC | 60:40 isomer mixture. Compound A (60%): (1'R,2R,3S,4'S,6S,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-2-[(2S)-butan-2-yl]-21',24'-dihydroxy-12'-[(2R,4S,5S,6S)-4-methoxy-5-[(2S,4S,5R,6S)-4-methoxy-6-methyl-5-(methylamino)oxan-2-yl]oxy-6-methyloxan-2-yl]oxy-11',13',22'-trimethyl-3-ethylspiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-2'-one; Compound B (40%): (1'R,2R,3S,4'S,6S,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-2-[(2S)-butan-2-yl]-21',24'-dihydroxy-12'-[(2R,4S,5S,6S)-4-methoxy-5-[(2S,4S,5R,6S)-4-methoxy-6-methyl-5-(methylamino)oxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3,13',22'-trimethyl-11'-ethylspiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-2'-one |
| Synonyms | Mixture of 24a-methyl and 14a-methyl emamectin B1a (60:40); Compound A: 2α-H, Δ3,4-4″-epi-(methylamino)-4″-deoxy-(24a-methyl)-avermectin B1a; Compound B: 2α-H, Δ3,4-4″-epi-(methylamino)-4″-deoxy-(14a-methyl)-avermectin B1a; 24-Ethyl emamectin B1a; 14-Ethyl emamectin B1a |
| SMILES | Compound A: C[C@@H](CC)[C@H]1O[C@@]2(C[C@H]3OC([C@@H]4C=C([C@H]([C@H]5OC\C(=C/C=C/[C@@H]([C@@H](/C(=C/C[C@@H](O2)C3)/C)O[C@@H]3O[C@H]([C@@H]([C@H](C3)OC)O[C@@H]3O[C@H]([C@H]([C@H](C3)OC)NC)C)C)C)\[C@@]45O)O)C)=O)C=C[C@@H]1CC; Compound B: C[C@@H](CC)[C@H]1O[C@@]2(C[C@H]3OC([C@@H]4C=C([C@H]([C@H]5OC\C(=C/C=C/[C@@H]([C@@H](/C(=C/C[C@@H](O2)C3)/CC)O[C@@H]3O[C@H]([C@@H]([C@H](C3)OC)O[C@@H]3O[C@H]([C@H]([C@H](C3)OC)NC)C)C)C)\[C@@]45O)O)C)=O)C=C[C@@H]1C |
| Purity | 95%+ |
| Storage Temperature | Below −18°C |
| Storage Conditions | Dry, freezer |
| Appearance | White powder |
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Product information is from published literature. Due to the nature of scientific experimentation, results or specific product application may vary (e.g., selectivity, detector response). If you have questions about the product, its application, and associated analytics, please contact our technical support team.
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Products are sold as laboratory reference materials, to be used for diagnostic and in vivo testing. The samples are not certified for veterinary or human use.
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