Estradiol
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MedKoo CAT#: 317788

CAS#: 50-28-2

Description: 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

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Estradiol
CAS# 50-28-2
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 317788
Name: Estradiol
CAS#: 50-28-2
Chemical Formula: C18H24O2
Exact Mass: 272.18
Molecular Weight: 272.380
Elemental Analysis: C, 79.37; H, 8.88; O, 11.75

Price and Availability

Size Price Availability Quantity
1g USD 250 Ready to ship
5g USD 450 Ready to ship
10g USD 750 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:
Product Data
Certificate of Analysis:
View CoA: current batch, Lot#C24M01C09
Safety Data Sheet (SDS):
View Safety Data Sheet (SDS)
Instruction:
View handling instruction
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/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO:PBS (pH 7.2) (1:4) 0.2 0.73
DMF 20.0 73.43
Ethanol 14.2 52.24

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.

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1: Wang H, Wu J. 17β-estradiol suppresses hyperoxia-induced apoptosis of
oligodendrocytes through paired-immunoglobulin-like receptor B. Mol Med Rep. 2016
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2: Fujimoto N, Kanno J. Increase in prostate stem cell antigen expression in
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3: Daneasa A, Cucolas C, Lenghel L, Olteanu D, Orasan R, Filip GA. Letrozole vs.
Estradiol Valerate induced PCOS: oxidative and inflammatory status assessment.
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4: Eckstrum KS, Weis KE, Baur NG, Yoshihara Y, Raetzman LT. Icam5 expression
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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
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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:
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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
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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.
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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.
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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
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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,
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16: Riley CP, Mathieu RE Jr, Wiley C. Simultaneous Quantitation of Estradiol and
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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),
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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,
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Bojesen SE, Shah M, Luben R, Khaw KT, Pharoah PD, Dunning AM, Tomlinson I,
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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
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20: Bentov Y, Jurisicova A, Kenigsberg S, Casper RF. What maintains the high
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