MedKoo Cat#: 317788 | Name: Estradiol
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Description:

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

Estradiol is an Estrogen. Estradiol is the 17-beta-isomer of estradiol, an aromatized C18 steroid with hydroxyl group at 3-beta- and 17-beta-position. Estradiol-17-beta is the most potent form of mammalian estrogenic steroids.The mechanism of action of estradiol is as an Estrogen Receptor Agonist. Therapeutic Estradiol is a steroid sex hormone vital to the maintenance of fertility and secondary sexual characteristics in females. Typically esterified, estradiol derivatives are formulated for oral or parenteral administration.

Chemical Structure

Estradiol
Estradiol
CAS#50-28-2

Theoretical Analysis

MedKoo Cat#: 317788

Name: Estradiol

CAS#: 50-28-2

Chemical Formula: C18H24O2

Exact Mass: 272.1776

Molecular Weight: 272.38

Elemental Analysis: C, 79.37; H, 8.88; O, 11.75

Price and Availability

Size Price Availability Quantity
250mg USD 90.00 Ready to ship
500mg USD 150.00 Ready to ship
1g USD 250.00 Ready to ship
2g USD 350.00 Ready to ship
5g USD 550.00 Ready to ship
10g USD 850.00 Ready to ship
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Synonym
Estradiol; Beta-Estradiol; 17beta-Estradiol; Oestradiol; Estrace; Dihydrofolliculin; β-Estradiol; Estradiol; 17β-Oestradiol;
IUPAC/Chemical Name
(8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
InChi Key
VOXZDWNPVJITMN-ZBRFXRBCSA-N
InChi Code
InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17+,18+/m1/s1
SMILES Code
OC1=CC=C2[C@@]3([H])CC[C@]4(C)[C@@H](O)CC[C@@]4([H])[C@]3([H])CCC2=C1
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, not in water
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
Certificate of Analysis
Safety Data Sheet (SDS)
Biological target:
Estradiol is a steroid sex hormone vital to the maintenance of fertility and secondary sexual characteristics in females.
In vitro activity:
In conclusion, estradiol treatment on SH-SY5Y cells downregulates TXNIP expression and upregulates miR-106b-5p expression. miR-106b-5p exerts a neuroprotective effect on SH-SY5Y cells by promoting cell proliferation and inhibiting cell apoptosis through targeting TXNIP. Reference: J Biochem Mol Toxicol. 2021 Jul 28:e22861. doi: 10.1002/jbt.22861. https://pubmed.ncbi.nlm.nih.gov/34318539/
In vivo activity:
On the contrary, co-treatment of E2 (estradiol) (10 mg/kg) with glutamate significantly abrogated brain neuroinflammation, neurodegeneration and synapse loss by alleviating brain oxidative stress by upregulating the Nrf2/HO-1 antioxidant pathway and by deactivating pro-apoptotic P-JNK/P-p38 and activation of pro-survival P-Erk1/2 MAP kinase pathways. In brief, the data demonstrate the neuroprotective role of E2 against glutamate excitotoxicity-induced neurodegeneration. The study also encourages future studies investigating if E2 may be a potent neuroprotective and neurotherapeutic agent in different neurodegenerative diseases. Reference: Antioxidants (Basel). 2021 Jun 1;10(6):892. https://pubmed.ncbi.nlm.nih.gov/34206065/
Solvent mg/mL mM
Solubility
DMSO:PBS (pH 7.2) (1:4) 0.2 0.73
DMF 20.0 73.43
Ethanol 14.2 52.24
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 272.38 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. Pan Q, Guo K, Xue M, Tu Q. Estradiol exerts a neuroprotective effect on SH-SY5Y cells through the miR-106b-5p/TXNIP axis. J Biochem Mol Toxicol. 2021 Jul 28:e22861. doi: 10.1002/jbt.22861. Epub ahead of print. PMID: 34318539. 2. Zhang ML, Chen H, Yang Z, Zhang MN, Wang X, Zhao K, Li X, Xiu N, Tong F, Wang YX. 17β-Estradiol Attenuates LPS-Induced Macrophage Inflammation In Vitro and Sepsis-Induced Vascular Inflammation In Vivo by Upregulating miR-29a-5p Expression. Mediators Inflamm. 2021 Jun 9;2021:9921897. doi: 10.1155/2021/9921897. PMID: 34220338; PMCID: PMC8211527. 3. Khan I, Saeed K, Jo MG, Kim MO. 17-β Estradiol Rescued Immature Rat Brain against Glutamate-Induced Oxidative Stress and Neurodegeneration via Regulating Nrf2/HO-1 and MAP-Kinase Signaling Pathway. Antioxidants (Basel). 2021 Jun 1;10(6):892. doi: 10.3390/antiox10060892. PMID: 34206065; PMCID: PMC8229583. 4. Liu Y, Xu XX, Cao Y, Mo SY, Bai SS, Fan YY, Zhang XY, Xie QF. 17β-Estradiol Exacerbated Experimental Occlusal Interference-Induced Chronic Masseter Hyperalgesia by Increasing the Neuronal Excitability and TRPV1 Function of Trigeminal Ganglion in Ovariectomized Rats. Int J Mol Sci. 2021 Jun 28;22(13):6945. doi: 10.3390/ijms22136945. PMID: 34203300; PMCID: PMC8269106.
In vitro protocol:
1. Pan Q, Guo K, Xue M, Tu Q. Estradiol exerts a neuroprotective effect on SH-SY5Y cells through the miR-106b-5p/TXNIP axis. J Biochem Mol Toxicol. 2021 Jul 28:e22861. doi: 10.1002/jbt.22861. Epub ahead of print. PMID: 34318539. 2. Zhang ML, Chen H, Yang Z, Zhang MN, Wang X, Zhao K, Li X, Xiu N, Tong F, Wang YX. 17β-Estradiol Attenuates LPS-Induced Macrophage Inflammation In Vitro and Sepsis-Induced Vascular Inflammation In Vivo by Upregulating miR-29a-5p Expression. Mediators Inflamm. 2021 Jun 9;2021:9921897. doi: 10.1155/2021/9921897. PMID: 34220338; PMCID: PMC8211527.
In vivo protocol:
1. Khan I, Saeed K, Jo MG, Kim MO. 17-β Estradiol Rescued Immature Rat Brain against Glutamate-Induced Oxidative Stress and Neurodegeneration via Regulating Nrf2/HO-1 and MAP-Kinase Signaling Pathway. Antioxidants (Basel). 2021 Jun 1;10(6):892. doi: 10.3390/antiox10060892. PMID: 34206065; PMCID: PMC8229583. 2. Liu Y, Xu XX, Cao Y, Mo SY, Bai SS, Fan YY, Zhang XY, Xie QF. 17β-Estradiol Exacerbated Experimental Occlusal Interference-Induced Chronic Masseter Hyperalgesia by Increasing the Neuronal Excitability and TRPV1 Function of Trigeminal Ganglion in Ovariectomized Rats. Int J Mol Sci. 2021 Jun 28;22(13):6945. doi: 10.3390/ijms22136945. PMID: 34203300; PMCID: PMC8269106.
1: Wang H, Wu J. 17β-estradiol suppresses hyperoxia-induced apoptosis of oligodendrocytes through paired-immunoglobulin-like receptor B. Mol Med Rep. 2016 Jan 27. doi: 10.3892/mmr.2016.4808. [Epub ahead of print] PubMed PMID: 26821234. 2: Fujimoto N, Kanno J. Increase in prostate stem cell antigen expression in prostatic hyperplasia induced by testosterone and 17β-estradiol in C57BL mice. J Steroid Biochem Mol Biol. 2016 Jan 24. pii: S0960-0760(16)30011-5. doi: 10.1016/j.jsbmb.2016.01.011. [Epub ahead of print] PubMed PMID: 26815912. 3: Daneasa A, Cucolas C, Lenghel L, Olteanu D, Orasan R, Filip GA. Letrozole vs. Estradiol Valerate induced PCOS: oxidative and inflammatory status assessment. Reproduction. 2016 Jan 20. pii: REP-15-0352. [Epub ahead of print] PubMed PMID: 26792865. 4: Eckstrum KS, Weis KE, Baur NG, Yoshihara Y, Raetzman LT. Icam5 expression exhibits sex differences in the neonatal pituitary and is regulated by estradiol and bisphenol A. Endocrinology. 2016 Jan 20:en20151521. [Epub ahead of print] PubMed PMID: 26789235. 5: Das M, Singh RP, Datir SR, Jain S. Correction to "Intranuclear Drug Delivery and Effective in Vivo Cancer Therapy via Estradiol-PEG-Appended Multiwalled Carbon Nanotubes". Mol Pharm. 2016 Jan 19. [Epub ahead of print] PubMed PMID: 26784659. 6: Bertucci JI, Blanco AM, Canosa LF, Unniappan S. Estradiol and testosterone modulate the tissue-specific expression of ghrelin, ghs-r, goat and nucb2 in goldfish. Gen Comp Endocrinol. 2016 Jan 7. pii: S0016-6480(16)30006-5. doi: 10.1016/j.ygcen.2016.01.006. [Epub ahead of print] PubMed PMID: 26773340. 7: Yang JA, Mamounis KJ, Yasrebi A, Roepke TA. Regulation of gene expression by 17β-estradiol in the arcuate nucleus of the mouse through ERE-dependent and ERE-independent mechanisms. Steroids. 2016 Jan 6. pii: S0039-128X(16)00004-0. doi: 10.1016/j.steroids.2016.01.003. [Epub ahead of print] PubMed PMID: 26768413. 8: Liang CC, Liu HL, Chang SD, Chen SH, Lee TH. The Protective Effect of Human Umbilical Cord Blood CD34+ Cells and Estradiol against Focal Cerebral Ischemia in Female Ovariectomized Rat: Cerebral MR Imaging and Immunohistochemical Study. PLoS One. 2016 Jan 13;11(1):e0147133. doi: 10.1371/journal.pone.0147133. eCollection 2016. PubMed PMID: 26760774; PubMed Central PMCID: PMC4711929. 9: Vacca V, Marinelli S, Pieroni L, Urbani A, Luvisetto S, Pavone F. 17beta-estradiol counteracts neuropathic pain: a behavioural, immunohistochemical, and proteomic investigation on sex-related differences in mice. Sci Rep. 2016 Jan 8;6:18980. doi: 10.1038/srep18980. PubMed PMID: 26742647; PubMed Central PMCID: PMC4705539. 10: Shiga T, Nakamura TJ, Komine C, Goto Y, Mizoguchi Y, Yoshida M, Kondo Y, Kawaguchi M. A Single Neonatal Injection of Ethinyl Estradiol Impairs Passive Avoidance Learning and Reduces Expression of Estrogen Receptor α in the Hippocampus and Cortex of Adult Female Rats. PLoS One. 2016 Jan 7;11(1):e0146136. doi: 10.1371/journal.pone.0146136. eCollection 2016. PubMed PMID: 26741502; PubMed Central PMCID: PMC4712149. 11: Schaufelberger SA, Rosselli M, Barchiesi F, Gillespie DG, Jackson EK, Dubey RK. 2-Methoxyestradiol, an Endogenous 17β-Estradiol Metabolite, Inhibits Microglial Proliferation and Activation via an Estrogen Receptor-Independent Mechanism. Am J Physiol Endocrinol Metab. 2016 Jan 5:ajpendo.00418.2015. doi: 10.1152/ajpendo.00418.2015. [Epub ahead of print] PubMed PMID: 26732685. 12: Lei X, Cui K, Liu Q, Zhang H, Li Z, Huang B, Shi D. Exogenous Estradiol Benzoate Induces Spermatogenesis Disorder through Influencing Apoptosis and Oestrogen Receptor Signalling Pathway. Reprod Domest Anim. 2016 Feb;51(1):75-84. doi: 10.1111/rda.12648. Epub 2015 Dec 18. PubMed PMID: 26684898. 13: Schairer C, Fuhrman BJ, Boyd-Morin J, Genkinger JM, Gail MH, Hoover RN, Ziegler RG. Quantifying the Role of Circulating Unconjugated Estradiol in Mediating the Body Mass Index-Breast Cancer Association. Cancer Epidemiol Biomarkers Prev. 2016 Jan;25(1):105-13. doi: 10.1158/1055-9965.EPI-15-0687. Epub 2015 Dec 4. PubMed PMID: 26637268. 14: Alenazi FS, Ibrahim BA, Al-Hamami H, Shakiya M, Briski KP. Role of estradiol in intrinsic hindbrain AMPK regulation of hypothalamic AMPK, metabolic neuropeptide, and norepinephrine activity and food intake in the female rat. Neuroscience. 2016 Feb 9;314:35-46. doi: 10.1016/j.neuroscience.2015.11.048. Epub 2015 Nov 26. PubMed PMID: 26628404. 15: Guo JJ, Yang DP, Tian X, Vemuri VK, Yin D, Li C, Duclos RI Jr, Shen L, Ma X, Janero DR, Makriyannis A. 17β-estradiol (E2) in membranes: Orientation and dynamic properties. Biochim Biophys Acta. 2016 Feb;1858(2):344-53. doi: 10.1016/j.bbamem.2015.11.015. Epub 2015 Dec 1. PubMed PMID: 26607010; PubMed Central PMCID: PMC4703515. 16: Riley CP, Mathieu RE Jr, Wiley C. Simultaneous Quantitation of Estradiol and Estrone in Serum Using Liquid Chromatography Mass Spectrometry. Methods Mol Biol. 2016;1378:87-97. doi: 10.1007/978-1-4939-3182-8_11. PubMed PMID: 26602121. 17: Bhan A, Mandal SS. Estradiol-Induced Transcriptional Regulation of Long Non-Coding RNA, HOTAIR. Methods Mol Biol. 2016;1366:395-412. doi: 10.1007/978-1-4939-3127-9_31. PubMed PMID: 26585152. 18: Thompson DJ, O'Mara TA, Glubb DM, Painter JN, Cheng T, Folkerd E, Doody D, Dennis J, Webb PM; Australian National Endometrial Cancer Study Group (ANECS), Gorman M, Martin L, Hodgson S; National Study of Endometrial Cancer Genetics Group (NSECG), Michailidou K, Tyrer JP, Maranian MJ, Hall P, Czene K, Darabi H, Li J, Fasching PA, Hein A, Beckmann MW, Ekici AB, Dörk T, Hillemanns P, Dürst M, Runnebaum I, Zhao H, Depreeuw J, Schrauwen S, Amant F, Goode EL, Fridley BL, Dowdy SC, Winham SJ, Salvesen HB, Trovik J, Njolstad TS, Werner HM, Ashton K, Proietto T, Otton G, Carvajal-Carmona L, Tham E, Liu T, Mints M; for RENDOCAS, Scott RJ, McEvoy M, Attia J, Holliday EG, Montgomery GW, Martin NG, Nyholt DR, Henders AK, Hopper JL, Traficante N; AOCS Group, Ruebner M, Swerdlow AJ, Burwinkel B, Brenner H, Meindl A, Brauch H, Lindblom A, Lambrechts D, Chang-Claude J, Couch FJ, Giles GG, Kristensen VN, Cox A, Bolla MK, Wang Q, Bojesen SE, Shah M, Luben R, Khaw KT, Pharoah PD, Dunning AM, Tomlinson I, Dowsett M, Easton DF, Spurdle AB. CYP19A1 fine-mapping and Mendelian randomization: estradiol is causal for endometrial cancer. Endocr Relat Cancer. 2016 Feb;23(2):77-91. doi: 10.1530/ERC-15-0386. Epub 2015 Nov 16. PubMed PMID: 26574572; PubMed Central PMCID: PMC4697192. 19: Kuroda K, Kitade M, Kumakiri J, Jinushi M, Shinjo A, Ozaki R, Ikemoto Y, Katoh N, Takeda S. Minimum ovarian stimulation involving combined clomiphene citrate and estradiol treatment for in vitro fertilization of Bologna-criteria poor ovarian responders. J Obstet Gynaecol Res. 2016 Feb;42(2):178-83. doi: 10.1111/jog.12862. Epub 2015 Nov 10. PubMed PMID: 26555576. 20: Bentov Y, Jurisicova A, Kenigsberg S, Casper RF. What maintains the high intra-follicular estradiol concentration in pre-ovulatory follicles? J Assist Reprod Genet. 2016 Jan;33(1):85-94. doi: 10.1007/s10815-015-0612-1. Epub 2015 Nov 9. PubMed PMID: 26552664; PubMed Central PMCID: PMC4717133.