Mammalian metabolism and enviromental degradation of the juvenoid 1-(4′-ethyphenoxy)-3,7-dimethyl-6,7-epoxy-trans-2-octene and related compounds

Sarjeet S. Gill, Brace D. Hammock, John E. Casida

Research output: Contribution to journalArticle

59 Scopus citations


Radiolabeled preparations of 1-(4′-ethylphenoxy)-3, 7-dimethyl-6,7-epoxy-trans-2-octene (ethyl epoxide), its diene precursor (ethyldiene), and its 6,7-diol (ethyldiol) and 2,3-6,7-diepoxide (ethyl diepoxide) derivatives were subjected to degradation in various biological and photochemical systems. Major identified products formed from the ethyl epoxide are: the ethyldiol and α-hydroxyethyldiol on incubation with mouse, rat, or rabbit liver microsome-NADPH systems and algae; compounds resulting from ether cleavage in liv-ing mice; the ethyldiol, ethyl diepoxide, and ethylphenol on exposure to sunlight as residual deposits or in aqueous solution. Comparable studies with the ethyldiene, ethyldiol, and ethyl diepoxide led to tentative identification by cochromatography and sometimes by derivatization techniques of over 25 metabolites and photoproducts. The ethyl epoxide is transformed at varying rates in the systems examined by epoxide hydration, 2,3-epoxidation, α and β oxidation of the ethyl group, and ether cleavage.

Original languageEnglish (US)
Pages (from-to)386-395
Number of pages10
JournalJournal of Agricultural and Food Chemistry
Issue number3
StatePublished - 1974


ASJC Scopus subject areas

  • Agricultural and Biological Sciences (miscellaneous)
  • Food Science
  • Chemistry (miscellaneous)

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