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α-Zearalanol (Synonyms: MK-188, (-)-α-Zearalanol)

Catalog No.GC40753

α-Zearalenol (α-zol) is a Mycotoxin with high affinity for the estrogen receptors (ER).

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α-Zearalanol Chemical Structure

Cas No.: 26538-44-3

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5mg
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25mg
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Sample solution is provided at 25 µL, 10mM.

Description Protocol Chemical Properties Product Documents Related Products

α-Zearalenol (α-zol) is a Mycotoxin with high affinity for the estrogen receptors (ER), α-Zearalenol is the derivative of zearalenone (ZEN), causes reproductive disorders in animals, due to its xenoestrogenic effects[1-3].

α-Zearalenol (0.001-10 µM; 24-72 hours) induces an increase of cell viability on MCF-7 cells mainly after 72 h of treatment whereas it is slightly cytotoxic on MDA-MB231 cells[4]. α-Zearalenol at low concentrations (10-8-10-9 M;4days) stimulated T47D cell growth[5]. α-Zearalenol(10-10, 10-8 and 10-6 M; 24, 48 and 72 h) was able to increase the protein biosynthesis as well as the lipid metabolism in MCF-7 cells, and, hence, to induce an estrogen positive breast cancer progression[6].

α-Zearalenol (0,25,50 and 75mg/kg once a day for 7 days; i.p.) increased the proportion of malformed sperm, decreased the proportion of live sperm, and decreased acrosome integrity of sperm. α-Zearalenol has a significant harmful effect on the reproductive system of male mice [7].

References:
[1]. Tatay E, EspÍn S,et,al. Estrogenic activity of zearalenone, α-zearalenol and β-zearalenol assessed using the E-screen assay in MCF-7 cells. Toxicol Mech Methods. 2018 May;28(4):239-242. doi: 10.1080/15376516.2017.1395501. Epub 2017 Nov 10. PMID: 29057713.
[2]. Ueno Y, Tashiro F. alpha-Zearalenol, a major hepatic metabolite in rats of zearalenone, an estrogenic mycotoxin of Fusarium species. J Biochem. 1981 Feb;89(2):563-71. doi: 10.1093/oxfordjournals.jbchem.a133232. PMID: 6453865.
[3]. Zielonka Ł, Gajęcka M, et,al.The Effect of Different Doses of Zearalenone in Feed on the Bioavailability of Zearalenone and Alpha-Zearalenol, and the Concentrations of Estradiol and Testosterone in the Peripheral Blood of Pre-Pubertal Gilts. Toxins (Basel). 2020 Feb 26;12(3):144. doi: 10.3390/toxins12030144. PMID: 32111008; PMCID: PMC7150765.
[4]. Marin DE, Pistol GC, et,al. Cytotoxic and inflammatory effects of individual and combined exposure of HepG2 cells to zearalenone and its metabolites. Naunyn Schmiedebergs Arch Pharmacol. 2019 Aug;392(8):937-947. doi: 10.1007/s00210-019-01644-z. Epub 2019 Mar 27. PMID: 30919009.
[5]. Khosrokhavar R, Rahimifard N, et,al.Effects of zearalenone and alpha-Zearalenol in comparison with Raloxifene on T47D cells. Toxicol Mech Methods. 2009 Mar;19(3):246-50. doi: 10.1080/15376510802455347. PMID: 19730705; PMCID: PMC2736542.
[6]. Nittoli AC, Costantini S, et,al.Effects of α-zearalenol on the metabolome of two breast cancer cell lines by 1H-NMR approach. Metabolomics. 2018 Feb 14;14(3):33. doi: 10.1007/s11306-018-1330-3. PMID: 30830360.
[7]. Yang Jianying, Cui Sheng.Toxicity of zearalenone and its metabolite α-Zearalenol on reproductive system of male mice [C]// Animal Physiology and Biochemistry Branch of Chinese Society of Animal Husbandry and Veterinary Medicine.A compilation of abstracts of the Ninth National Academic Exchange on Animal Physiology and Biochemistry.[Publisher unknown],2006:155.

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