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Purity: ≥98%
Estradiol Benzoate, the 3-benzoylated form of Estradiol, is a prodrug of estradiol that increases blood coagulability, has mild anabolic and metabolic effects, and functions as a steroid sex hormone.
| Targets |
mERα (IC50 = 2.3 nM); hERα (IC50 =28 nM)
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|---|---|
| ln Vitro |
Estradiol benzoate is an asynthetic ester of the natural estrogen estradiol, more precisely its 3-benzoyl ester. The development of the female genotype during embryogenesis and puberty is regulated by estrogens. The primary estrogen that the premenopausal ovary secretes is estradiol. In order to induce estrus in domestic livestock, estradiol benzoate, an estradiol analog with a benzyl ester at the C-3 position, is frequently used in conjunction with a progestin. With IC50 values between 22 and 28 nM, this compound binds to the estrogen receptor α (ERα) in humans, mice, and chickens. When compared to estradiol, this indicates a binding affinity reduction of 6–10 fold.[1]
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| ln Vivo |
In the Ovx female model, estradiol benzoate (20–100 μg/kg, subcutaneous injection, once daily for 4-5 weeks) enhances learning and memory behavior [1]. Estradiol benzoate (subcutaneous injection, single dose, 0.015–15000 μg/kg)
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| Animal Protocol |
Animal/Disease Models: Ovx mouse [1]
Doses: 20, 100 or 200 μg/kg Route of Administration: subcutaneous injection Experimental Results: Significant It reverses Ovx-induced decrease in uterine weight. There was no significant effect on the locomotor activity of Ovx mice. Effectively reverses Ovx-induced changes in synaptic cleft enlargement and PSD thickness reduction. Replacement with EB (100 μg/kg) for 4 weeks increased the number and density of synaptic vesicles. |
| References |
[1]. Xu X, et al. Effects of estradiol benzoate on learning-memory behavior and synaptic structure in ovariectomized mice [J]. Life sciences, 2006, 79(16): 1553-1560.
[2]. Putz O, et al. Neonatal low-and high-dose exposure to estradiol benzoate in the male rat: I. Effects on the prostate gland [J]. Biology of reproduction, 2001, 65(5): 1496-1505. [3]. He 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. [4]. Lu D, 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. [5]. Rao M V, et al. Effect of estradiol benzoate on reproductive organs and fertility in the male rat [J]. European Journal of Obstetrics & Gynecology and Reproductive Biology, 1983, 15(3): 189-198. [6]. Zovko M, et al. Macromolecular prodrugs XI. Synthesis and characterization of polymer-estradiol conjugate. Int J Pharm. 2004 Nov 5;285(1-2):35-41. [7]. García-Gómez E, et al. Role of sex steroid hormones in bacterial-host interactions. Biomed Res Int. 2013;2013:928290. [8]. Estradiol benzoate |
| Molecular Formula |
C25H28O3
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|---|---|
| Molecular Weight |
376.49
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| Exact Mass |
376.2038
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| Elemental Analysis |
C, 79.76; H, 7.50; O, 12.75
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| CAS # |
50-50-0
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| Related CAS # |
Estradiol;50-28-2;Estradiol (cypionate);313-06-4;Estradiol benzoate-d3;1192354-74-7;Estradiol enanthate;4956-37-0
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| Appearance |
Solid powder
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| SMILES |
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C3C=CC(=C4)OC(=O)C5=CC=CC=C5
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| InChi Key |
UYIFTLBWAOGQBI-BZDYCCQFSA-N
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| InChi Code |
InChI=1S/C25H28O3/c1-25-14-13-20-19-10-8-18(28-24(27)16-5-3-2-4-6-16)15-17(19)7-9-21(20)22(25)11-12-23(25)26/h2-6,8,10,15,20-23,26H,7,9,11-14H2,1H3/t20-,21-,22+,23+,25+/m1/s1
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| 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
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| Synonyms |
Estradiol monobenzoate; Benzo-Gynoestryl; Ovasterol-B; Oestradiol benzoate; Estradiol Benzoate
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO: 19~100 mg/mL (265.61~50.5 mM)
H2O: ~0.1 mg/mL (~0.3 mM) |
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.64 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 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 |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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