71030-11-0
71030-11-0
Chemical Structure
β-Zearalenol
- CAS. Nr.: 71030-11-0
- Formula:C18H24O5
- Molecular Weight:320.38
IUPAC Name: (3S,7S,E)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-benzo[c][1]oxacyclotetradecin-1-one
InChIKey: FPQFYIAXQDXNOR-PMRAARRBSA-N
SMILES: OC1=C2C(O[C@H](CCC[C@H](CCC/C=C/C2=CC(O)=C1)O)C)=O
Biological Activity: β-Zearalenol is a zearalenone metabolite and Estrogen receptor binder (Kd = 0.406 nM) that induces apoptosis through activation of p53, JNK, and p38 kinases and the mitochondrial apoptosis pathway, while inhibiting CYP19A1 and inducing autophagy via SIRT1. β-Zearalenol is used in research on cardiotoxicity, mycotoxin-induced reproductive toxicity, and breast cancer[1][2][3][4][5][6][7][8][9][10].
| Art. -Nr. | Produktname | Reinheit | Beschreibung | Pricing | |||||||||||||||||||
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β-Zearalenol | 99.84% | β-Zearalenol is a zearalenone metabolite and Estrogen receptor binder (Kd = 0.406 nM) that induces apoptosis through activation of p53, JNK, and p38 kinases and the mitochondrial apoptosis pathway, while inhibiting CYP19A1 and inducing autophagy via SIRT1. β-Zearalenol is used in research on cardiotoxicity, mycotoxin-induced reproductive toxicity, and breast cancer. | ||||||||||||||||||||
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β-Zearalenol (Standard) | ≥98% | β-Zearalenol (Standard) is the analytical standard of β-Zearalenol (HY-N6741). This product is intended for research and analytical applications. β-Zearalenol is a zearalenone metabolite and Estrogen receptor binder (Kd = 0.406 nM) that induces apoptosis through activation of p53, JNK, and p38 kinases and the mitochondrial apoptosis pathway, while inhibiting CYP19A1 and inducing autophagy via SIRT1. β-Zearalenol is used in research on cardiotoxicity, mycotoxin-induced reproductive toxicity, and breast cancer. | ||||||||||||||||||||
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β-Zearalenol-13C18 | β-Zearalenol-13C18 is the 13C-labeled β-Zearalenol (HY-N6741). β-Zearalenol is a zearalenone metabolite and Estrogen receptor binder (Kd = 0.406 nM) that induces apoptosis through activation of p53, JNK, and p38 kinases and the mitochondrial apoptosis pathway, while inhibiting CYP19A1 and inducing autophagy via SIRT1. β-Zearalenol is used in research on cardiotoxicity, mycotoxin-induced reproductive toxicity, and breast cancer. | |||||||||||||||||||||
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β-Zearalanol-d4 | β-Zearalanol-d4 is the deuterated-labeled β-Zearalenol (HY-N6741). β-Zearalenol is a zearalenone metabolite and Estrogen receptor binder (Kd = 0.406 nM) that induces apoptosis through activation of p53, JNK, and p38 kinases and the mitochondrial apoptosis pathway, while inhibiting CYP19A1 and inducing autophagy via SIRT1. β-Zearalenol is used in research on cardiotoxicity, mycotoxin-induced reproductive toxicity, and breast cancer. | |||||||||||||||||||||
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References
- [1]. Lu J, et al. Cellular mechanisms of the cytotoxic effects of the zearalenone metabolites α-zearalenol and β-zearalenol on RAW264.7 macrophages. Toxicology in vitro : an international journal published in association with BIBRA. 2013 Apr;27(3):1007-17.
- [2]. Ben Salem I, et al. SIRT1 protects cardiac cells against apoptosis induced by zearalenone or its metabolites α- and β-zearalenol through an autophagy-dependent pathway. Toxicology and applied pharmacology. 2017 Jan 01;314:82-90.
- [3]. Yang F, et al. Melatonin alleviates β-zearalenol and HT-2 toxin-induced apoptosis and oxidative stress in bovine ovarian granulosa cells. Environmental toxicology and pharmacology. 2019 May;68:52-60. [Content Brief]
- [4]. Othmen ZO, et al. Cytotoxicity effects induced by Zearalenone metabolites, alpha Zearalenol and beta Zearalenol, on cultured Vero cells. Toxicology. 2008 Oct 30;252(1-3):72-7.
- [5]. Faisal Z, et al. Interactions of zearalenone and its reduced metabolites α-zearalenol and β-zearalenol with serum albumins: species differences, binding sites, and thermodynamics. Mycotoxin research. 2018 Nov;34(4):269-278.
- [6]. Tiemann U, et al. Influence of the mycotoxins alpha- and beta-zearalenol and deoxynivalenol on the cell cycle of cultured porcine endometrial cells. Reproductive toxicology (Elmsford, N.Y.). 2003;17(2):209-18.
- [7]. Zheng Z, et al. Species-specific inhibition of human and rat aromatase by mycotoxins: Integrated enzyme assays, docking, and structure-activity relationship analysis. International journal of biological macromolecules. 2025 Sep;322(Pt 1):146406.
- [8]. Ben Salem I, et al. Activation of ER stress and apoptosis by α- and β-zearalenol in HCT116 cells, protective role of Quercetin. Neurotoxicology. 2016 Mar;53:334-342.
- [9]. Abid-Essefi S, et al. Comparative study of toxic effects of zearalenone and its two major metabolites alpha-zearalenol and beta-zearalenol on cultured human Caco-2 cells. Journal of biochemical and molecular toxicology. 2009;23(4):233-43.
- [10]. Tatay E, et al. Estrogenic activity of zearalenone, α-zearalenol and β-zearalenol assessed using the E-screen assay in MCF-7 cells. Toxicology mechanisms and methods. 2018 May;28(4):239-242. [Content Brief]
