Molecular structure of Zearalenone, CAS Number: 17924-92-4
Zearalenone (CAS 17924-92-4)
See product citations (6)
Alternate Names:
Benzoxacyclotetradecin-1,7(8H)-dione; ZEN
Application:
Zearalenone is a phytoestrogenic mycotoxin and ER activator
CAS Number:
17924-92-4
Purity:
≥98%
Molecular Weight:
318.36
Molecular Formula:
C18H22O5
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Zearalenone, a phytoestrogenic mycotoxin usually produced by Fusarium species, is shown to be a cytotoxic compound, but also binds to the estrogen receptor (ER) (IC50 values are 166 and 240 nM for ERβ and ERα respectively) and was found to stimulate the transcriptional activity of both subtypes at concentrations between 1 - 10 nM. This agent has demonstrated the ability to induce apoptosis via activation of mitochondrial release of Cytochrome c, production of reactive oxygen species (ROS), activation of caspase-3 and caspase-8, and induction of endoplasmic reticulum stress. Additional studies suggest that Zearalenone also up-regulates Bax expression and down-regulates Bcl-xL expression in cells, which also contribute to a halt in cell proliferation. The cell growth arrests caused by this mycotoxin seem to take place during the G1 phase of the cell cycle.
Zearalenone (CAS 17924-92-4) References
- Effects of processing on zearalenone. | Ryu, D., et al. 2002. Adv Exp Med Biol. 504: 205-16. PMID: 11922089
- Influence of mycotoxin zearalenone and its derivatives (alpha and beta zearalenol) on apoptosis and proliferation of cultured granulosa cells from equine ovaries. | Minervini, F., et al. 2006. Reprod Biol Endocrinol. 4: 62. PMID: 17137489
- In vivo and in vitro effects of the mycotoxins zearalenone and deoxynivalenol on different non-reproductive and reproductive organs in female pigs: a review. | Tiemann, U. and Dänicke, S. 2007. Food Addit Contam. 24: 306-14. PMID: 17364934
- Mitochondrial and endoplasmic reticulum stress pathways cooperate in zearalenone-induced apoptosis of human leukemic cells. | Banjerdpongchai, R., et al. 2010. J Hematol Oncol. 3: 50. PMID: 21190589
- Toxic effects of zearalenone on gametogenesis and embryonic development: A molecular point of review. | Yang, D., et al. 2018. Food Chem Toxicol. 119: 24-30. PMID: 29864477
- Effects of zearalenone and its derivatives on the synthesis and secretion of mammalian sex steroid hormones: A review. | Zheng, W., et al. 2019. Food Chem Toxicol. 126: 262-276. PMID: 30825585
- Occurrence and toxicity of a fusarium mycotoxin, zearalenone. | Rai, A., et al. 2020. Crit Rev Food Sci Nutr. 60: 2710-2729. PMID: 31446772
- Zearalenone and Its Metabolites-General Overview, Occurrence, and Toxicity. | Ropejko, K. and Twarużek, M. 2021. Toxins (Basel). 13: PMID: 33418872
- Recent advances in the highly sensitive determination of zearalenone residues in water and environmental resources with electrochemical biosensors. | Sohrabi, H., et al. 2022. Environ Res. 204: 112082. PMID: 34555403
- Structure-toxicity relationships, toxicity mechanisms and health risk assessment of food-borne modified deoxynivalenol and zearalenone: A comprehensive review. | Lu, Q., et al. 2022. Sci Total Environ. 806: 151192. PMID: 34710421
- Excavation, expression, and functional analysis of a novel zearalenone-degrading enzyme. | Gao, H., et al. 2022. Folia Microbiol (Praha). 67: 633-640. PMID: 35349103
- Oxidative stress as a plausible mechanism for zearalenone to induce genome toxicity. | Feng, YQ., et al. 2022. Gene. 829: 146511. PMID: 35447234
- In vitro evaluation of zearalenone toxicity by comet assay. | Harcarova, M., et al. 2022. Pol J Vet Sci. 25: 475-477. PMID: 36156605
- Zearalenone disturbs the reproductive-immune axis in pigs: the role of gut microbial metabolites. | Wang, S., et al. 2022. Microbiome. 10: 234. PMID: 36536466
- Sequestration of zearalenone using microorganisms blend in vitro. | Nathan, VB., et al. 2023. Lett Appl Microbiol. 76: PMID: 36737424
Inhibitor of:
EEIG1, Rhox2c, Rhox2f, RHOXF2B, and Ribosomal Protein L10L.Activator of:
17-β Estradiol 6, 1700019N19Rik, AFP Receptor, ARA55, C19orf64, DNAH7, ER beta, Estradiol, Estriol, FEM-1, FKBP12.6, FOXL2, GREB1, KIAA1324L, LOC100039850, LOC100040158, LOC100040448, LOC100040981, MEDA-4, MUP17, MUP6, Olfr324, OOEP, OR5BU1, OTTMUSG00000016414, Plb2, Progesterone, Ptpn23, SCLT1, TEX12, TGase4, ZNF642, and ZP3.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Zearalenone, 10 mg | sc-204943 | 10 mg | $118.00 | |||
Zearalenone, 50 mg | sc-204943A | 50 mg | $362.00 |