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Structure Database (LMSD)

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Common Name

Zearalenone

Systematic Name

Synonyms

LM ID

LMPK04000016

Formula

C₁₈H₂₂O₅

Exact Mass

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318.146725

Status

Curated

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Classification

Biological Context

Zearalenone is a mycotoxin that has been found in Fusarium and has estrogenic activities.¹ It binds to human estrogen receptor α (ERα) and ERβ (IC50s = 9 and 5.8 nM, respectively).² Zearalenone induces precocious development of mammary tissues in young female pigs and prepucial enlargement in young male pigs.³ Zearalenone (1.5-5 mg/kg of diet) induces hyperestrogenism in pigs. It also induces degeneration of meiotic chromatin in oocytes and reduces fertility in pigs when administered at a dose of 200 µg/kg.⁴ Zearalenone has been found as a contaminant in wheat, maize, and barley and livestock feeds.^3,4

This information has been provided by Cayman Chemical

References

1. Kuiper, G.G.J.M., Lemmen, J.G., Carlsson, B., et al. Interaction of estrogenic chemicals and phytoestrogens with estrogen receptor β. Endocrinology 139(10), 4252-4263 (1998).

2. 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 Chem. Toxicol. 45(1), 1-18 (2007).

3. Tiemann, U., and Dänicke, S. In vivo and in vitro effects of the mycotoxins zearalenone and deoxynivalenol on different non-reproductive and reproductive organs in female pigs: A review. Food Addit. Contam. 24(3), 306-314 (2007).

4. Richard, J.L. Some major mycotoxins and their mycotoxicoses—an overview. Int. J. Food Microbiol. 119(1-2), 3-10 (2007).