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MedKoo Cat#: 561525 | Name: Estradiol Benzoate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Estradiol Benzoate is a prodrug of estradiol. It acts as a steroid sex hormone while exhibiting mild anabolic and metabolic properties and increasing blood coagulability.

Chemical Structure

Estradiol Benzoate
Estradiol Benzoate
CAS#50-50-0 (benzoate)

Theoretical Analysis

MedKoo Cat#: 561525

Name: Estradiol Benzoate

CAS#: 50-50-0 (benzoate)

Chemical Formula: C25H28O3

Exact Mass: 376.2038

Molecular Weight: 376.49

Elemental Analysis: C, 79.76; H, 7.50; O, 12.75

Price and Availability

Size Price Availability Quantity
500mg USD 250.00 2 weeks
1g USD 400.00 2 weeks
2g USD 650.00 2 weeks
5g USD 1,250.00 2 weeks
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Related CAS #
50-28-2 50-50-0 (benzoate) 313-06-4 (cypionate) 113-38-2 (dipropionate) 172377-52-5 (sulfamate) 979-32-8 (valerate) 57-63-6 (ethinyl) 3571-53-7 (undecylate)
Synonym
Estradiol Benzoate; Oestradiol benzoate; Estradiol monobenzoate; Benzo-Gynoestryl; Ovasterol-B;
IUPAC/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
InChi Key
UYIFTLBWAOGQBI-BZDYCCQFSA-N
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
SMILES Code
O=C(OC1=CC=C2[C@@]3([H])CC[C@]4(C)[C@@H](O)CC[C@@]4([H])[C@]3([H])CCC2=C1)C5=CC=CC=C5
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Estradiol Benzoate (β-Estradiol 3-benzoate), a prodrug of estradiol, acts as a steroid sex hormone.
In vitro activity:
Estradiol benzoate stimulated cell growth in a time- and dose-dependent manner and the effect was attenuated by the antiestrogen ICI 182780. Reference: Zhonghua Fu Chan Ke Za Zhi. 2005 Nov;40(11):747-51. https://pubmed.ncbi.nlm.nih.gov/16324248/
In vivo activity:
The EB treatment showed protection against neurotoxicity induced with MPP+, this could be due to EB capacity to prevent the increase in the expression level of proinflammatory cytokines TNF-α, IL-1 and IL-6 induced by MPP+. While, TGF-β1 and TGF-β3 expression was reduced in the rats treated only with MPP+, in the rats of EB/M group the expression of both cytokines was increased. EB protective effect against MPP+ neurotoxicity is related to antioxidant effect of PON2, pro-inflammatory cytokines and GSHR but not to SOD2, catalase, GPX1 or GPX4. Reference: J Neuroimmunol. 2020 Dec 15;349:577426. https://pubmed.ncbi.nlm.nih.gov/33096292/
Solvent mg/mL mM
Solubility
DMSO 68.3 181.49
DMF 30.0 79.68
Ethanol 2.0 5.31
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 376.49 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.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Bai XX, Wang WD. [Effect of estradiol benzoate on the heat shock protein 70, 90 expressions in endometrial glandular epithelial cell]. Zhonghua Fu Chan Ke Za Zhi. 2005 Nov;40(11):747-51. Chinese. PMID: 16324248. 2. Aguirre-Vidal Y, Morales-Montor J, Gómez de León CT, Ostoa-Saloma P, Díaz-Zaragoza M, Montes S, Arteaga-Silva M, Monroy-Noyola A. Protection induced by estradiol benzoate in the MPP+ rat model of Parkinson's disease is associated with the regulation of the inflammatory cytokine profile in the nigro striatum. J Neuroimmunol. 2020 Dec 15;349:577426. doi: 10.1016/j.jneuroim.2020.577426. Epub 2020 Oct 14. PMID: 33096292. 3. Zhang R, Zheng R, Yang LN, Lei XC, Chen W. [Estradiol benzoate induces abnormal proliferation of spermatogenic cells in the testis of infertile male mice]. Zhonghua Nan Ke Xue. 2018 Janurary;24(1):19-26. Chinese. PMID: 30157355.
In vitro protocol:
1. Bai XX, Wang WD. [Effect of estradiol benzoate on the heat shock protein 70, 90 expressions in endometrial glandular epithelial cell]. Zhonghua Fu Chan Ke Za Zhi. 2005 Nov;40(11):747-51. Chinese. PMID: 16324248.
In vivo protocol:
1. Aguirre-Vidal Y, Morales-Montor J, Gómez de León CT, Ostoa-Saloma P, Díaz-Zaragoza M, Montes S, Arteaga-Silva M, Monroy-Noyola A. Protection induced by estradiol benzoate in the MPP+ rat model of Parkinson's disease is associated with the regulation of the inflammatory cytokine profile in the nigro striatum. J Neuroimmunol. 2020 Dec 15;349:577426. doi: 10.1016/j.jneuroim.2020.577426. Epub 2020 Oct 14. PMID: 33096292. 2. Zhang R, Zheng R, Yang LN, Lei XC, Chen W. [Estradiol benzoate induces abnormal proliferation of spermatogenic cells in the testis of infertile male mice]. Zhonghua Nan Ke Xue. 2018 Janurary;24(1):19-26. Chinese. PMID: 30157355.
1: Sakuma Y. Estradiol-sensitive projection neurons in the female rat preoptic area. Front Neurosci. 2015 Mar 24;9:67. doi: 10.3389/fnins.2015.00067. eCollection 2015. Review. PubMed PMID: 25852453; PubMed Central PMCID: PMC4371655. 2: Mizutani S, Mizutani E. New insights into the role of sex steroid hormones in pregnancy: possible therapeutic approach by sex steroid hormones for the treatment of both preeclampsia and preterm labor. Exp Clin Endocrinol Diabetes. 2015 Mar;123(3):159-64. doi: 10.1055/s-0034-1398622. Epub 2015 Feb 6. Review. PubMed PMID: 25658663. 3: Katagiri S, Moriyoshi M. Alteration of the endometrial EGF profile as a potential mechanism connecting the alterations in the ovarian steroid hormone profile to embryonic loss in repeat breeders and high-producing cows. J Reprod Dev. 2013 Oct;59(5):415-20. Review. PubMed PMID: 24162805; PubMed Central PMCID: PMC3934115. 4: Haraguchi S, Sasahara K, Shikimi H, Honda S, Harada N, Tsutsui K. Estradiol promotes purkinje dendritic growth, spinogenesis, and synaptogenesis during neonatal life by inducing the expression of BDNF. Cerebellum. 2012 Jun;11(2):416-7. doi: 10.1007/s12311-011-0342-6. Review. PubMed PMID: 22198873. 5: Dluzen DE, McDermott JL. Estrogen, testosterone, and methamphetamine toxicity. Ann N Y Acad Sci. 2006 Aug;1074:282-94. Review. PubMed PMID: 17105924. 6: Cavalieri J, Hepworth G, Fitzpatrick LA, Shephard RW, Macmillan KL. Manipulation and control of the estrous cycle in pasture-based dairy cows. Theriogenology. 2006 Jan 7;65(1):45-64. Epub 2005 Nov 8. Review. PubMed PMID: 16278012. 7: Panzica G, Mura E, Pessatti M, Viglietti-Panzica C. Early embryonic administration of xenoestrogens alters vasotocin system and male sexual behavior of the Japanese quail. Domest Anim Endocrinol. 2005 Aug;29(2):436-45. Epub 2005 Feb 19. Review. PubMed PMID: 15950431. 8: Baruselli PS, Reis EL, Marques MO, Nasser LF, Bó GA. The use of hormonal treatments to improve reproductive performance of anestrous beef cattle in tropical climates. Anim Reprod Sci. 2004 Jul;82-83:479-86. Review. PubMed PMID: 15271474. 9: Ottinger MA, Abdelnabi M, Quinn M, Golden N, Wu J, Thompson N. Reproductive consequences of EDCs in birds: what do laboratory effects mean in field species? Neurotoxicol Teratol. 2002 Jan-Feb;24(1):17-28. Review. PubMed PMID: 11836068. 10: Panzica GC, Aste N, Castagna C, Viglietti-Panzica C, Balthazart J. Steroid-induced plasticity in the sexually dimorphic vasotocinergic innervation of the avian brain: behavioral implications. Brain Res Brain Res Rev. 2001 Nov;37(1-3):178-200. Review. PubMed PMID: 11744086. 11: Nedvídková J, Pacák K, Haluzík M, Nedvídek J. The regulation of adenohypophyseal prolactin secretion: effect of triiodothyronine and methylene blue on estrogenized rat adenohypophysis. Physiol Res. 2000;49 Suppl 1:S27-35. Review. PubMed PMID: 10984069. 12: Adkins-Regan E, Mansukhani V, Thompson R, Yang S. Organizational actions of sex hormones on sexual partner preference. Brain Res Bull. 1997;44(4):497-502. Review. PubMed PMID: 9370216. 13: Baum MJ, Tobet SA, Cherry JA, Paredes RG. Estrogenic control of preoptic area development in a carnivore, the ferret. Cell Mol Neurobiol. 1996 Apr;16(2):117-28. Review. PubMed PMID: 8743964. 14: Li L, Zhou J, Xing S. Thymus influences liver functions through hypothalamus-pituitary-gonad axis in rats. Adv Neuroimmunol. 1996;6(3):289-93. Review. PubMed PMID: 8968428. 15: Wang H. [Effect of brain angiotensin II on LH release]. Sheng Li Ke Xue Jin Zhan. 1995 Apr;26(2):110-4. Review. Chinese. PubMed PMID: 7652508. 16: Ziecik AJ, Derecka-Reszka K, Rzucidło SJ. Extragonadal gonadotropin receptors, their distribution and function. J Physiol Pharmacol. 1992 Dec;43(4 Suppl 1):33-49. Review. PubMed PMID: 1343973. 17: Kesler DJ, Garverick HA. Ovarian cysts in dairy cattle: a review. J Anim Sci. 1982 Nov;55(5):1147-59. Review. PubMed PMID: 6757234. 18: Döcke F, Rohde W, Lange T, Geier T, Dörner G. Further studies on the hypothalamic desensitization to estrogen in immature female rats: evidence for a possible role in the control of puberty. Endokrinologie. 1981 Mar;77(1):1-12. Review. PubMed PMID: 6785082. 19: Dao TL. Metabolism of estrogens in breast cancer. Biochim Biophys Acta. 1979 Dec 19;560(4):397-426. Review. PubMed PMID: 391284. 20: Fink G. Feedback actions of target hormones on hypothalamus and pituitary with special reference to gonadal steroids. Annu Rev Physiol. 1979;41:571-85. Review. PubMed PMID: 373603.