β-Zearalenol (Synonyms: β-trans-Zearalenol, (-)-β-Zearalenol)

β-Zearalenol is a hepatic metabolite of zearalenone, a mycotoxin produced by fungi in food and animal feeds.[1],[2] It is a less potent agonist of estrogen receptors than the parent compound.[3] However, β-zearalenol has pronounced effects on uterotropic activity and sperm acrosome reaction.[4],[5],[6]

Reference:
[1]. Zinedine, A., Soriano, J.M., Moltó, J.C., et al. Review on the toxicity, occurrence, metabolism, detoxification, regulations and intake of zearalenone: An oestrogenic mycotoxin. Food and Chemical Toxicology 45, 1-18 (2007).
[2]. Ueno, Y., and Tashiro, F. α-Zearalenol, a major hepatic metabolite in rats of zearalenone, an estrogenic mycotoxin of Fusarium species. Journal of Biochemistry 89(2), 563-571 (1981).
[3]. Kiang, D.T., Kennedy, B.J., Pathre, S.V., et al. Binding characteristics of zearalenone analogs to estrogen receptors. Cancer Research 38(11 Pt 1), 3611-3615 (1978).
[4]. Mirocha, C.J., Pathre, S.V., Behrens, J., et al. Uterotropic activity of cis and trans isomers of zearalenone and zearalenol. Applied and Environmental Microbiology 35(5), 986-987 (1978).
[5]. Filannino, A., Stout, T.A.E., Gadella, B.M., et al. Dose-response effects of estrogenic mycotoxins (zearalenone, α- and β-zearalenol) on motility, hyperactivation and the acrosome reaction of stallion sperm. Reproductive Biology and Endocrinology 9, 1-10 (2011).
[6]. Wang, H., Camargo Rodriguez, O., and Memili, E. Mycotoxin α-zearalenol impairs the quality of preimplantation porcine embryos. Journal of Reproduction and Development 58(3), 338-343 (2012).