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

Catalog No.GC38008

A hepatic metabolite of zearalenone

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β-Zearalenol Chemical Structure

Cas No.: 71030-11-0

Size Price Stock Qty
500 µg
$50.00
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1mg
$76.00
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5mg
$128.00
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10mg
$235.00
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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Background

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).

Chemical Properties

Cas No. 71030-11-0 SDF
Synonyms β-trans-Zearalenol, (-)-β-Zearalenol
Chemical Name (3S,7S,11E)-3,4,5,6,7,8,9,10-octahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1-one
Canonical SMILES OC1=C2C(O[C@H](CCC[C@H](CCC/C=C/C2=CC(O)=C1)O)C)=O
Formula C18H24O5 M.Wt 320.38
Solubility DMF: 30 mg/ml,DMSO: 30 mg/ml,DMSO:PBS (pH 7.2) (1:7): 0.1 mg/ml,Ethanol: 20 mg/ml Storage Store at -20°C,protect from light
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 3.1213 mL 15.6065 mL 31.2129 mL
5 mM 0.6243 mL 3.1213 mL 6.2426 mL
10 mM 0.3121 mL 1.5606 mL 3.1213 mL
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Reviews

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Average Rating: 5 ★★★★★ (Based on Reviews and 33 reference(s) in Google Scholar.)

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