Zearalenone

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Cat.No. 3975 - Zearalenone | C18H22O5 | CAS No. 17924-92-4
Description: Estrogen receptor ligand; mycotoxin
Chemical Name: (3S,11E)-3,4,5,6,9,10-Hexahydro-14,16-dihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1,7(8H)-dione
Datasheet
Citations (1)
Reviews
Literature (2)
Pathways (1)

Biological Activity

Mycotoxin produced by several species of Fusarium fungi. Binds to the estrogen receptor (ER) (IC50 values are 166 and 240 nM for ERβ and ERα respectively) and stimulates the transcriptional activity of both subtypes at concentrations between 1 - 10 nM. Also stimulates growth of T47D breast cancer cells.

Technical Data

M. Wt 318.36
Formula C18H22O5
Storage Store at -20°C
CAS Number 17924-92-4
PubChem ID 5281576
InChI Key MBMQEIFVQACCCH-QBODLPLBSA-N
Smiles O=C(C1=C(O)C=C(O)C=C1/C=C/CCC2)O[C@@H](C)CCCC2=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 31.84 100
ethanol 31.84 100

Preparing Stock Solutions

The following data is based on the product molecular weight 318.36. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.14 mL 15.71 mL 31.41 mL
5 mM 0.63 mL 3.14 mL 6.28 mL
10 mM 0.31 mL 1.57 mL 3.14 mL
50 mM 0.06 mL 0.31 mL 0.63 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Kuiper et al (1998) Interaction of estrogenic chemicals and phytoestrogens with estrogen receptor β. Endocrinology 139 4252 PMID: 9751507

Khosrokhavar et al (2009) Effects of zearalenone and α-Zearalenol in comparison with ralox. on T47D cells. Toxicol.Mech.Methods 19 246 PMID: 19730705

Takemura et al (2007) Characterization of the estrogenic activities of zearalenone and zeranol in vivo and in vitro. J.Steroid Biochem.Molec.Biol. 103 170


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View Related Products by Target

Keywords: Zearalenone, Zearalenone supplier, estrogen, receptor, ER, ligands, mycotoxins, Estrogen, and, Related, Receptors, 3975, Tocris Bioscience

1 Citation for Zearalenone

Citations are publications that use Tocris products. Selected citations for Zearalenone include:

Sotnichenko et al (2019) Hydrophobized Reversed-Phase Adsorbent for Protection of Dairy Cattle against Lipophilic Toxins from Diet. Efficiensy in Vitro and in Vivo. Toxins (Basel) 11 PMID: 31067794


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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!

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Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
Nuclear Receptors

Nuclear Receptors Product Listing

A collection of over 150 products for key nuclear receptors, the listing includes research tools for the study of:

  • Androgen Receptors
  • Estrogen Receptors
  • Retinoic Acid Receptors
  • Retinoid X Receptors
  • Vitamin D Receptors

Pathways for Zearalenone

Estrogen

Estrogen Signaling Pathway

Estrogen is a steroid hormone that is responsible for the regulation of growth, differentiation and function of the reproductive system. Estrogen signaling is often dysregulated in breast cancer and osteoporosis.