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Estradiol Benzoate (Synonyms: β-Estradiol Benzoate, 17β-Estradiol 3-Benzoate, 17β-Oestradiol Benzoate, E2 Benzoate)

Catalog No.GC15245

El benzoato de estradiol (β-estradiol 3-benzoato), un profÁrmaco del estradiol, actÚa como una hormona sexual esteroide.

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Estradiol Benzoate Chemical Structure

Cas No.: 50-50-0

Tamaño Precio Disponibilidad Cantidad
10mM (in 1mL DMSO)
38,00 $
Disponible
50mg
50,00 $
Disponible

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Sample solution is provided at 25 µL, 10mM.

Description of Estradiol Benzoate

Estradiol Benzoate is a HBx protein inhibitor and inhibits androgen and hepatitis B virus (HBV) transcription, replication. Estradiol Benzoate shows antifertility effects, anti- Toxoplasma gondii activity and can improve memory behavior of Ovariectomy (Ovx) female mice[1][2][3][4].

Estradiol Benzoate (0-500µM; 48h) delays or stops the cell cycle of tachyzoites by blocking progression from G1 to S phase in HFF cells[1]. Estradiol Benzoate (35-75µM; 2d) significantly reduced the production of HBeAg, HBsAg, HBV pgRNA, and HBV DNA in HepG2 cells in a dose-dependent manner and inhibited HBV activity[2].

After male mice were exposed to Estradiol Benzoate (5, 10mg/kg, SC), as the concentration of Estradiol Benzoate increased, the number of TUNEL-positive cells in the testes of Estradiol Benzoate-treated mice significantly increased, and pro-apoptotic factors (Fas, TNF, Cytochrome C , Apaf1, Chop, Caspase-3, Caspase-8, Caspase-9 and Caspase-12) and estrogen receptor (ER) signaling pathway key genes (ER α, ER β, Erk1/2, Hsp90 and DAX-1) The mRNA expression level of was significantly up-regulated in the testis of the treatment group[3]. In an ovariectomy model, Estradiol Benzoate (20-200µg/kg for 4-5weeks) effectively normalised ovariectomy-induced changes in female rats, including a reduction in the width of the synaptic gap, an expansion in the thickness of the postsynaptic dense substance (PSD) and an increase in the number of presynaptic mid-synaptic vesicles in the Fr1 and hippocampal CA1 regions of the cerebral cortex[4].

References:
[1]. Lu D, Zhang N Z, Yao Y, et al. Investigation of antiparasitic activity of two marine natural products, estradiol benzoate, and octyl gallate, on Toxoplasma gondii in vitro[J]. Frontiers in Pharmacology, 2022, 13: 841941.
[2]. He J, Wu J, Chen J, et al. Identification of estradiol benzoate as an inhibitor of HBx using inducible stably transfected HepG2 cells expressing HiBiT tagged HBx[J]. Molecules, 2022, 27(15): 5000.
[3]. Lei X, Cui K, Liu Q, et al. Exogenous estradiol benzoate induces spermatogenesis disorder through influencing apoptosis and oestrogen receptor signalling pathway[J]. Reproduction in domestic animals, 2016, 51(1): 75-84.
[4]. Xu X, Zhang Z. Effects of estradiol benzoate on learning-memory behavior and synaptic structure in ovariectomized mice[J]. Life sciences, 2006, 79(16): 1553-1560.

Protocol of Estradiol Benzoate

Cell experiment [1]:

Cell lines

HepG2 cells

Preparation Method

HepG2 cells were plated in 12-well plates. Then, Estradiol Benzoate were added at final concentrations of 35µM, 55µM, and 75µM for two days, while 1% DMSO DMEM was used as the control group.

Reaction Conditions

35, 55, 75µM; 2d

Applications

Estradiol Benzoate significantly reduced the production of HBeAg, HBsAg, HBV pgRNA, and HBV DNA in a dose-dependent manner and inhibited HBV activity.
Animal experiment [2]:

Animal models

Ovariectomy (Ovx)

Preparation Method

One week after ovariectomy (Ovx), ICR female mice received daily injection of Estradiol Benzoate (20, 100, 200µg/kg; sc) for 4-5 weeks. Spatial memory was then tested in the water maze, and the overall locomotor activity was monitored in open field.

Dosage form

20, 100, 200µg/kg; sc; 4-5 weeks

Applications

Estradiol Benzoate replacement effectively normalized the changes induced by Ovx, reducing the width of the synaptic cleft, enlarging the thickness of postsynaptic density (PSD), and increasing the number of synaptic vesicles in the presynapse in both cerebral cortex Fr1 and hippocampus CA1 areas.

References:
[1]. He J, Wu J, Chen J, et al. Identification of estradiol benzoate as an inhibitor of HBx using inducible stably transfected HepG2 cells expressing HiBiT tagged HBx[J]. Molecules, 2022, 27(15): 5000.
[2]. Xu X, Zhang Z. Effects of estradiol benzoate on learning-memory behavior and synaptic structure in ovariectomized mice[J]. Life sciences, 2006, 79(16): 1553-1560.

Chemical Properties of Estradiol Benzoate

Cas No. 50-50-0 SDF
Sinónimos β-Estradiol Benzoate, 17β-Estradiol 3-Benzoate, 17β-Oestradiol Benzoate, E2 Benzoate
Chemical Name [(8R,9S,13S,14S,17S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] benzoate
Canonical SMILES CC12CCC3C(C1CCC2O)CCC4=C3C=CC(=C4)OC(=O)C5=CC=CC=C5
Formula C25H28O3 M.Wt 376.49
Solubility ≥ 12.15mg/mL in DMSO Storage Store at -20°C
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 of Estradiol Benzoate

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1 mg 5 mg 10 mg
1 mM 2.6561 mL 13.2806 mL 26.5611 mL
5 mM 0.5312 mL 2.6561 mL 5.3122 mL
10 mM 0.2656 mL 1.3281 mL 2.6561 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 7 reference(s) in Google Scholar.)

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