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Avermectin A1a – CAS 65195-51-9

Avermectin A1a

Abstract

Avermectin A1a is one of the primary avermectin metabolites. 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. In invertebrates, avermectins effect the nerve and muscle cells by enhancing the effects of glutamate and the glutamate-gated chloride channel. This results in an in influx of chloride ions and subsequent paralysis of the invertebrate.

Avermectins are isolated in four pairs of homologous compounds (A1, A2, B1, B2). Avermectin B1 comprises Avermectin B1a and Avermectin B2a and is marketed as abamectin. Avermectin A1a standard, along with our other avermectin metabolite reference standards, are used to monitor fate of avermectin products in soil in the presence of microbes and exposure to sunlight. Please find the entire collection here.

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Compound Details

CAS

65195-51-9
Molecular Weight

887.1
Chemical Formula

C49H74O14
IUPAC

(1'R,2R,3S,4'S,6S,8'R,10'E,12'S,13'S,14'E,16'E,20'R21'R,24'S)-2-[(2S)-butan-2-yl]-24'-hydroxy-12'-[(2R,4S,5S,6S)-5-[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-21'-methoxy-3,11',13',22'-tetramethylspiro[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

N/A
SMILES

CCC(C)C1C(C=CC2(O1)CC3CC(O2)CC=C(C(C(C=CC=C4COC5C4(C(C=C(C5OC)C)C(=O)O3)O)C)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)O)OC)OC)C)C
Purity

95%+
Storage Temperature

Below -18 degrees C
Storage Conditions

Dry, freezer

Product Documents

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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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