Cat. No.: HY-14598

Diethylstilbestrol

3 Cited Publications

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Based on 3 publication(s) in Google Scholar

Diethylstilbestrol is a non-steroidal female hormone that has oral activity and can act on menopausal and postmenopausal disorders. Diethylstilbestrol can induce DNA oxidation and Apoptosis of spermatogonial stem cells. Diethylstilbestrol can induce thymocyte Autophagy Diethylstilbestrol is a 11β-hydroxysteroid dehydrogenase 2 (HSD11B2) inhibitor..

For research use only. We do not sell to patients.

Purity: 99.62%
CAS No.: 56-53-1
Formula: C₁₈H₂₀O₂
Molecular Weight:268.35

Storage:

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

Diethylstilbestrol Chemical Structure

CAS No.: 56-53-1

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Biological Activity
- Description
- Cellular Effect
- In Vitro
- In Vivo
- Clinical Trial
Chemical Information
Publications (3)
Solvent & Solubility
- In Vitro
- In Vivo
Purity & Documentation
References
Help & FAQs
Classifications
Bioz

Biological Activity

Description

All Estrogen Receptor/ERR Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
ANN-1	IC₅₀	3 μM Compound: 15b, Diethylstilbestrol	Cytotoxic effect on v-abl transformed murine ANN-1 cells Cytotoxic effect on v-abl transformed murine ANN-1 cells	[PMID: 8201603]
Caco-2	IC₅₀	75 μM Compound: 6	Antiproliferative activity against human Caco2 cells Antiproliferative activity against human Caco2 cells	[PMID: 26539626]
CHO-K1	EC₅₀	8.5 μM Compound: 3	Cytotoxicity against CHO-K1 cells by Alamar blue assay Cytotoxicity against CHO-K1 cells by Alamar blue assay	[PMID: 16962325]
HEK293	EC₅₀	0.11 nM Compound: DES	Selective estrogen receptor down-regulator activity at FLAG-tagged ERalpha (unknown origin) expressed in HEK293 cells assessed as induction of ERalpha degradation by luciferase reporter gene assay Selective estrogen receptor down-regulator activity at FLAG-tagged ERalpha (unknown origin) expressed in HEK293 cells assessed as induction of ERalpha degradation by luciferase reporter gene assay	[PMID: 30940565]
HEK293	EC₅₀	0.2 nM Compound: DES	Agonist activity at FLAG-tagged ERalpha (unknown origin) expressed in HEK293 cells assessed as induction of ER-alpha-mediated transcriptional activity by luciferase reporter gene assay Agonist activity at FLAG-tagged ERalpha (unknown origin) expressed in HEK293 cells assessed as induction of ER-alpha-mediated transcriptional activity by luciferase reporter gene assay	[PMID: 30940565]
HeLa	EC₅₀	0.02 nM Compound: diethylstilbestrol	Activation of estrogen response element in HeLa cells stably transfected with human Estrogen receptor beta. Activation of estrogen response element in HeLa cells stably transfected with human Estrogen receptor beta.	[PMID: 11906280]
HeLa	EC₅₀	0.06 nM Compound: diethylstilbestrol	Activation of estrogen response element in HeLa cells stably transfected with human Estrogen receptor alpha. Activation of estrogen response element in HeLa cells stably transfected with human Estrogen receptor alpha.	[PMID: 11906280]
HepG2	IC₅₀	14.6 μM Compound: 2; DES	Antagonist activity at full length human PXR transfected in human HepG2 cells assessed as reduction in rifaximin-induced receptor transactivation after 18 hrs by luciferase reporter assay Antagonist activity at full length human PXR transfected in human HepG2 cells assessed as reduction in rifaximin-induced receptor transactivation after 18 hrs by luciferase reporter assay	[PMID: 26408814]
K562	IC₅₀	>0.5 μM Compound: Diethylstilbestrol	TP_TRANSPORTER: drug resistance(SN-38) in BCRP-expressing K562 cells TP_TRANSPORTER: drug resistance(SN-38) in BCRP-expressing K562 cells	[PMID: 12533678]
K562	IC₅₀	0.5 μM Compound: Diethylstilbestrol	TP_TRANSPORTER: drug resistance(Mitoxantrone) in BCRP-expressing K562 cells TP_TRANSPORTER: drug resistance(Mitoxantrone) in BCRP-expressing K562 cells	[PMID: 12533678]
MCF7	EC₅₀	0.007 nM Compound: 3, Diethylstilbestrol	In vitro agonist effect on estrogen receptor alpha transcriptional activation in MCF-7 cells at 10 pM In vitro agonist effect on estrogen receptor alpha transcriptional activation in MCF-7 cells at 10 pM	[PMID: 11356100]
MCF7	IC₅₀	0.4 nM Compound: Diethylstilbestrol	Antiproliferative activity against human MCF7 cells assessed as inhibition of cell growth incubated for 6 days by SRB assay Antiproliferative activity against human MCF7 cells assessed as inhibition of cell growth incubated for 6 days by SRB assay	[PMID: 33257172]
MCF7	IC₅₀	5 μM Compound: 15b, Diethylstilbestrol	Cytotoxic effect on MCF-7 human breast carcinoma cells Cytotoxic effect on MCF-7 human breast carcinoma cells	[PMID: 8201603]
NIH3T3	IC₅₀	2.5 μM Compound: 15b, Diethylstilbestrol	Cytotoxic effect on 3T3 cells Cytotoxic effect on 3T3 cells	[PMID: 8201603]
Sf21	IC₅₀	0.61 μM Compound: Diethylstilbestrol	Displacement of [3H]-estradiol from human recombinant ERbeta expressed in Sf21 cells after 2 hrs Displacement of [3H]-estradiol from human recombinant ERbeta expressed in Sf21 cells after 2 hrs	[PMID: 22652053]
Sf21	IC₅₀	0.77 μM Compound: Diethylstilbestrol	Displacement of [3H]-estradiol from human recombinant ERalpha expressed in Sf21 cells after 2 hrs Displacement of [3H]-estradiol from human recombinant ERalpha expressed in Sf21 cells after 2 hrs	[PMID: 22652053]
Sf9	IC₅₀	0.77 nM Compound: diethylstilbestrol	Displacement of [3H]Estradiol from human recombinant estrogen receptor alpha expressed in Sf9 cells after 2 hrs Displacement of [3H]Estradiol from human recombinant estrogen receptor alpha expressed in Sf9 cells after 2 hrs	[PMID: 23403082]

In Vitro

Diethylstilbestrol (0-100 μM) activates CatSper, and promotes Ca²⁺ flux into human spermatozoa, and disturbs progesterone actions in human spermatozoa^[5].
Diethylstilbestrol (0-10 μM, 1 h) induces oxidative DNA damage, and induces apoptosis of spermatogonial stem cells^[5].

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

In Vivo

Diethylstilbestrol (2 μg/day, s.c.) stimulates ERα mediated hormonal toxicity in the mouse seminal vesicle, with alteration of target gene methylation patterns and epigenetic modifiers (DNMT3A, MBD2, and HDAC2)^[3].
Diethylstilbestrol (340 μg/kg, p.o., every 2 days for 2 weeks) decreases adrenal cholesterol and corticosterone in rats^[4].
Diethylstilbestrol (5 μg/kg, i.p.) reduces number of thymocytes, and induces autophagy in thymocytes of adult mice^[6].
Diethylstilbestrol (0.5 mg/kg, p,o.) decreases HSD11B2 activity in rat and human placenta^[8].

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

Animal Model:

Adult mice^[6]
Dosage:

5 μg/kg
Administration:

i.p.
Result:

Reduced number of thymocytes, and induced autophagy in thymocytes.
Increased expression of Becn1, LC3 I and LC3 II.

Clinical Trial

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

Chemical Information

CAS No. 56-53-1
Appearance Solid
Molecular Weight 268.35
Formula C₁₈H₂₀O₂
Color White to off-white
SMILES

OC1=CC=C(/C(CC)=C(CC)/C2=CC=C(O)C=C2)C=C1
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

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

Publications (3)

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Journal Impact Factor

Biochem Biophys Res Commun

Long non-coding RNA MIAT is estrogen-responsive and promotes estrogen-induced proliferation in ER-positive breast cancer cells. [Abstract]

2018 Sep 3;503(1):45-50. PMID: 29792859
Preprints

2024 Jan 29.
Chemosphere

Diethylstilbestrol exposure disrupts mouse oocyte meiotic maturation in vitro through affecting spindle assembly and chromosome alignment. [Abstract]

2020 Jun:249:126182. PMID: 32078850

Solvent & Solubility

In Vitro:

DMSO : 50 mg/mL (186.32 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

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

3.7265 mL

18.6324 mL

37.2648 mL

5 mM

0.7453 mL

3.7265 mL

7.4530 mL

10 mM

0.3726 mL

1.8632 mL

3.7265 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.

Molarity Calculator

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

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Molecular Weight Molecular Weight

Dilution Calculator

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

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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 90% (20% SBE-β-CD in Saline)

Solubility: ≥ 2.5 mg/mL (9.32 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

Protocol 2

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.5 mg/mL (9.32 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
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μL
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (275 KB)
SDS (761 KB)
- English - EN (761 KB)
- Français - FR (761 KB)
- Deutsch - DE (761 KB)
- Norwegian - NO (761 KB)
- Español - ES (761 KB)
- Swedish - SV (761 KB)
- Italian - IT (761 KB)
- Korean - KR (761 KB)
- Portuguese - PT (761 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Troisi, R., et al., Medical conditions among adult offspring prenatally exposed to diethylstilbestrol. Epidemiology, 2013. 24(3): p. 430-8. [Content Brief]

[2]. Kebir, O. and M.O. Krebs, Diethylstilbestrol and risk of psychiatric disorders: a critical review and new insights. World J Biol Psychiatry, 2012. 13(2): p. 84-95. [Content Brief]

[3]. Li Y, et al. Diethylstilbestrol (DES)-stimulated hormonal toxicity is mediated by ERα alteration of target gene methylation patterns and epigenetic modifiers (DNMT3A, MBD2, and HDAC2) in the mouse seminal vesicle. Environ Health Perspect. 2014 Mar;122(3):262-8. [Content Brief]

[4]. Haeno S, et al. Diethylstilbestrol decreased adrenal cholesterol and corticosterone in rats. J Endocrinol. 2014 Apr 22;221(2):261-72. [Content Brief]

[5]. Zou QX, et al. Diethylstilbestrol activates CatSper and disturbs progesterone actions in human spermatozoa. Hum Reprod. 2017 Feb;32(2):290-298. [Content Brief]

[6]. Singh NP, et al. Diethylstilbestrol (DES) induces autophagy in thymocytes by regulating Beclin-1 expression through epigenetic modulation. Toxicology. 2018 Dec 1;410:49-58. [Content Brief]

[7]. Habas K, et al. Diethylstilbestrol induces oxidative DNA damage, resulting in apoptosis of spermatogonial stem cells in vitro. Toxicology. 2017 May 1;382:117-121. [Content Brief]

[8]. Wang Y, et al. Diethylstilbestrol inhibits human and rat 11β-hydroxysteroid dehydrogenase 2. Endocr Connect. 2019 Jul;8(7):1061-1069. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

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.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	3.7265 mL	18.6324 mL	37.2648 mL	93.1619 mL
	5 mM	0.7453 mL	3.7265 mL	7.4530 mL	18.6324 mL
	10 mM	0.3726 mL	1.8632 mL	3.7265 mL	9.3162 mL
	15 mM	0.2484 mL	1.2422 mL	2.4843 mL	6.2108 mL
	20 mM	0.1863 mL	0.9316 mL	1.8632 mL	4.6581 mL
	25 mM	0.1491 mL	0.7453 mL	1.4906 mL	3.7265 mL
	30 mM	0.1242 mL	0.6211 mL	1.2422 mL	3.1054 mL
	40 mM	0.0932 mL	0.4658 mL	0.9316 mL	2.3290 mL
	50 mM	0.0745 mL	0.3726 mL	0.7453 mL	1.8632 mL
	60 mM	0.0621 mL	0.3105 mL	0.6211 mL	1.5527 mL
	80 mM	0.0466 mL	0.2329 mL	0.4658 mL	1.1645 mL
	100 mM	0.0373 mL	0.1863 mL	0.3726 mL	0.9316 mL

Keywords

Diethylstilbestrol

3 Cited Publications

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Diethylstilbestrol

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Publications Citing Use of MedChemExpress (MCE) Diethylstilbestrol

All Estrogen Receptor/ERR Isoforms

Biological Activity

Chemical Information

Publications (3)

Solvent & Solubility

Purity & Documentation

References

Help & FAQs

Complete Stock Solution Preparation Table

Diethylstilbestrol Related Classifications

HY-14598 Related Classifications