Art. -Nr.: HY-B0216

Ethinylestradiol

(Synonyms: Ethynyl estradiol; 17α-Ethynylestradiol)

9 Cited Publications

Kundenbewertung

Based on 9 publication(s) in Google Scholar

Ethinylestradiol is an orally active steroidal estrogen. Ethinylestradiol is widely used in research on menopausal symptoms, gynecological conditions, and certain hormone-sensitive cancers.

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Reinheit: 99.96%
CAS. Nr.: 57-63-6
Formel: C₂₀H₂₄O₂
Molecular Weight:296.40

Speicherung:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 2 years , -20°C, 1 year

Ethinylestradiol Chemical Structure

CAS. Nr.: 57-63-6

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Use of MCE Products

Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biologische Aktivität
- Beschreibung
- Cellular Effect
- In Vitro
- In Vivo
- Clinical Trial
Chemical Information
Publications (9)
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

Ethinylestradiol is an orally active steroidal estrogen. Ethinylestradiol is widely used in research on menopausal symptoms, gynecological conditions, and certain hormone-sensitive cancers^[1].

Alle Estrogen Receptor/ERR Isoform-spezifische Produkte anzeigen :

Alle Endogenous Metabolite Isoform-spezifische Produkte anzeigen :

Cellular Effect

Cell Line	Type	Value	Description	References
HEK293	EC₅₀	3 μM Compound: EE2	Cytotoxicity against HEK293 cells Cytotoxicity against HEK293 cells	[PMID: 18973326]
HEK293	IC₅₀	2.2 μM Compound: ethinyl estradiol	Inhibition of human OCT2-mediated ASP+ uptake expressed in HEK293 cells after 3 mins by fluorescence assay Inhibition of human OCT2-mediated ASP+ uptake expressed in HEK293 cells after 3 mins by fluorescence assay	[PMID: 23241029]
HEK293	IC₅₀	20.2 μM Compound: ethinyl estradiol	Inhibition of human MATE2K-mediated ASP+ uptake expressed in HEK293 cells after 1.5 mins by fluorescence assay Inhibition of human MATE2K-mediated ASP+ uptake expressed in HEK293 cells after 1.5 mins by fluorescence assay	[PMID: 23241029]
HEK293	IC₅₀	21 μM Compound: Ethinylestradiol	Inhibition of human recombinant UGT1A1 expressed in HEK293 cells assessed as reduction in bilirubin glucuronidation by LC-MS/MS method Inhibition of human recombinant UGT1A1 expressed in HEK293 cells assessed as reduction in bilirubin glucuronidation by LC-MS/MS method	[PMID: 21030469]
HEK293	IC₅₀	21.1 μM Compound: ethinyl estradiol	Inhibition of human MATE1-mediated ASP+ uptake expressed in HEK293 cells after 1.5 mins by fluorescence assay Inhibition of human MATE1-mediated ASP+ uptake expressed in HEK293 cells after 1.5 mins by fluorescence assay	[PMID: 23241029]
HEK293	IC₅₀	3 μM Compound: 5; EE2	Inverse agonist activity at GAL4 fused-human CAR-LBD transfected HEK293 cells after 24 hrs by luciferase reporter gene assay Inverse agonist activity at GAL4 fused-human CAR-LBD transfected HEK293 cells after 24 hrs by luciferase reporter gene assay	[PMID: 26717202]
HEK293	IC₅₀	44 μM Compound: Ethinylestradiol	Inhibition of human recombinant UGT1A1 expressed in HEK293 cells assessed as reduction in estradiol 3-glucuronidation by LC-MS/MS method Inhibition of human recombinant UGT1A1 expressed in HEK293 cells assessed as reduction in estradiol 3-glucuronidation by LC-MS/MS method	[PMID: 21030469]
MCF7	IC₅₀	20 nM Compound: EE2	Inhibition of SULT1A1 in human MCF7 cells assessed as 17beta-estradiol sulfation Inhibition of SULT1A1 in human MCF7 cells assessed as 17beta-estradiol sulfation	[PMID: 22593037]
MDA-MB-231	IC₅₀	32.9 μM Compound: EED	Cytotoxicity against ERalpha and ERbeta-deficient human MDA-MB-231 cells assessed as growth inhibition after 72 hrs by MTT assay Cytotoxicity against ERalpha and ERbeta-deficient human MDA-MB-231 cells assessed as growth inhibition after 72 hrs by MTT assay	[PMID: 23786452]

In Vitro

Ethinylestradiol (0.01-10 nM, 24-48 h) increases cGMP formation in RFL6 cells^[2].
Ethinylestradiol (0.01-10 nM, 6-48 h) reduces superoxide anion production in BAEC cells in dose- and time-dependent manner^[2].
Ethinylestradiol (1-100 nM, 24 h) decreases mRNA (XPC and XPA) abundance and NER capacity in zebrfish liver cells^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Ethinylestradiol (5 mg/kg, s.c., 5 days) increases synthesis and expression of low density lipoprotein-receptor in the liver of female Sprague-Dawley rats at pharmacological doses^[4].
Ethinylestradiol (0-50 μg/kg, i.g., daily, 21 days) can have adverse effects on the reproductive development of nulliparous female Wistar rats^[5].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

Female Sprague-Dawley rats^[4]
Dosage:

5 mg/kg
Administration:

Subcutaneous injection (s.c.), 5 days
Result:

Decreases plasma cholesterol levels and cholesterol content.
Increased low density lipoprotein tissue spaces and clearance rates in the liver.
Enhanced the hepatic expression of low density lipoprotein-receptor protein and mRNA.
Increased cholesterol synthesis in several extrahepatic tissues, such as adrenals, ovaries, small bowel, and spleen.

Animal Model:

Nulliparous female Wistar rats^[5]
Dosage:

0-50 μg/kg
Administration:

i.g., daily, 21 days
Result:

Increased number of nipples and reduced ovary weight in female offspring.
Induced malformations of female genitalia.
Deepened the width of urethral slits in adult rats.
Increased the expression of estrogen-regulated gene in ventral prostate of prepubertal male offspring in a dose-dependent manner.
Decreased ventral prostate weight at 15μg/kg in prepubertal male offspring.

Clinical Trial

NCT Number	Sponsor	Condition	Start Date	Phase A549
NCT01329991	Plexxikon\|		2011-05	PHASE1

Chemical Information

CAS. Nr. 57-63-6
Appearance Solid
Molecular Weight 296.40
Formel C₂₀H₂₄O₂
Color White to off-white
SMILES

OC1=CC=C2C(CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4(C#C)O)=C1
Synonyms

Ethynyl estradiol; 17α-Ethynylestradiol
Structure Classification
- Phenols
- Monophenols
- Steroids
Initial Source
- Endogenous metabolite
Versand

Room temperature in continental US; may vary elsewhere.

Speicherung

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	2 years
	-20°C	1 year

Publications (9)

All In Vivo Efficacy StudyHistological Imaging/StainingELISAWBRT-PCR

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Journal Impact Factor

Environ Health (Wash)

Fish Skin Mucus Vitellogenin as a Noninvasive, Sensitive Biomarker for Aquatic Xenoestrogens. [Abstract]

2025 Jan 10;3(4):414-424. PMID: 40270534

Ethinylestradiol purchased from MedChemExpress. Usage Cited in: Environ Health (Wash). 2025 Jan 10;3(4):414-424. [Abstract]

Ethinylestradiol (EE2, 1-100 ng/L; 7 day) reduced the fertility of female zebrafish in a concentration-dependent manner.

Ethinylestradiol purchased from MedChemExpress. Usage Cited in: Environ Health (Wash). 2025 Jan 10;3(4):414-424. [Abstract]

Representative histological images of ovarian (upper) and testicular (lower) tissues from different groups. Ethinylestradiol (EE2, 1–100 ng/L) exposure for 7 days simultaneously inhibited oogenesis and spermatogenesis in zebrafish.

Ethinylestradiol purchased from MedChemExpress. Usage Cited in: Environ Health (Wash). 2025 Jan 10;3(4):414-424. [Abstract]

Temporal alterations in VTG concentrations in the liver, blood, and mucus of male zebrafish after exposure to 100 ng/L Ethinylestradiol (EE2) for 1, 2, 4, or 7 days. The results showed that only 100 ng/L EE2 suppressed liver VTG expression by 0.64-fold after 7 days of exposure, whereas blood VTG concentration started to decrease at exposure days 4 and 7 by 0.39- and 0.40-fold, respectively. In contrast, mucus VTG in male zebrafish significantly increased in abundance by 1.99-fold within 1 day of EE2 exposure, but it began to decrease at 2, 4, and 7 days of EE2 exposure by 0.45-, 0.71-, and 0.55-fold, respectively.
Biomater Adv

A supramolecular MgTA@MnO₂ nanozyme platform supports human spinal cord organoid structural integration and locomotor recovery via microenvironmental reprogramming. [Abstract]

2026 Jun 16:188:215018. PMID: 42309040
Food Biosci

2025 Jul.

Ethinylestradiol purchased from MedChemExpress. Usage Cited in: Food Biosci. 2025 Jul.

HE staining was used to evaluate structural changes in liver tissue. The results depicted disorganized hepatocytes in the Ethinylestradiol (EE, 10 mg/kg; s.c.; 5 days) group, characterized by nuclear wrinkling and large cell gaps. Notably, liver injury was significantly mitigated by sesamol and UDCA treatment.

Ethinylestradiol purchased from MedChemExpress. Usage Cited in: Food Biosci. 2025 Jul.

Ethinylestradiol (EE, 10 mg/kg; s.c.; 5 days) induced liver enlargement in mice, resulting in a white appearance.

Ethinylestradiol purchased from MedChemExpress. Usage Cited in: Food Biosci. 2025 Jul.

Ethinylestradiol (EE, 10 mg/kg; s.c.; 5 days) induced collagen deposition in mice, but sesamol treatment reduced this, as shown by Sirius red staining.

Ethinylestradiol purchased from MedChemExpress. Usage Cited in: Food Biosci. 2025 Jul.

Ethinylestradiol (EE, 10 mg/kg; s.c.; 5 days) induced liver fibrosis in mice, accompanied by upregulation of fibrosis-related proteins such as TGF-β and α-SMA at the protein level.

Ethinylestradiol purchased from MedChemExpress. Usage Cited in: Food Biosci. 2025 Jul.

Ethinylestradiol (EE, 10 mg/kg; s.c.; 5 days) induced liver fibrosis in mice, accompanied by elevated mRNA levels of fibrosis-related proteins including TGF-β and α-SMA.
Cells

Assessment of FDA-Approved Drugs as a Therapeutic Approach for Niemann-Pick Disease Type C1 Using Patient-Specific iPSC-Based Model Systems. [Abstract]

2022 Jan 18;11(3):319. PMID: 35159129
Aquat Toxicol

Mestranol induces a reversible lysosomal storage-like state in zebrafish microglia. [Abstract]

2026 Jun 2:298:107880. PMID: 42251851
J Biomed Mater Res A

GelMA Hydrogel Encapsulating iPSC-Derived Human Spinal Cord Organoids Enhances Neural Regeneration and Restores Motor Function in Rat Spinal Cord Injury. [Abstract]

2025 Oct;113(10):e38001. PMID: 41051068
Neuroscience

Trichostatin A-primed spinal cord organoids alleviate oxidative stress and improve recovery after spinal cord injury involving the NRF2/HO-1 signaling pathway. [Abstract]

2026 Jun 6:610:122-135. PMID: 42250855
Mol Reprod Dev

PIP2 Accumulation in the Spongiotrophoblast Drives Trophoblast Apoptosis in Intrahepatic Cholestasis of Pregnancy. [Abstract]

2026 Apr;93(4):e70105. PMID: 42017405
Preprints

2024 Jan 29.

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : ≥ 100 mg/mL (337.38 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Ethanol : ≥ 100 mg/mL (337.38 mM)

H₂O : < 0.1 mg/mL (insoluble)

* "≥" means soluble, but saturation unknown.

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

3.3738 mL

16.8691 mL

33.7382 mL

5 mM

0.6748 mL

3.3738 mL

6.7476 mL

10 mM

0.3374 mL

1.6869 mL

3.3738 mL

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Molaritätsrechner

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline