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8,9-Z-Avermectin B1a – CAS 113665-89-7

Abstract

8,9-Z-Avermectin B1a is one of the Avermectin soil metabolites monitored by regulatory bodies. 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. 8,9-Z-Avermectin B1a is one of several soil metabolites resulting from avermectin B1a degradation. This 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.

 

Compound Details

CAS

113665-89-7

Molecular Weight

873.08

Chemical Formula

C48H72O14

IUPAC

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

8,9-Z-Abamectin B1a

SMILES

CCC(C)C1C(C=CC2(O1)CC3CC(O2)CC=C(C(C(C=CC=C4COC5C4(C(C=C(C5O)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

Product Use Disclaimer

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. 

$0.00 - $125.00 / milligram

Range (milligram)Price ($/milligram)
2 - 19 milligram$125.00 / milligram
20 - 99 milligram$105.00 / milligram
100 - 1000 milligramPrice on Request
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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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