Diethylstilbestrol

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.[1][2][3][4][5][6][7][8].

Product Specifications

CAS Number

[56-53-1]

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335, H350, H360

Target

Apoptosis; Autophagy; Estrogen Receptor/ERR

Type

Reference compound

Related Pathways

Apoptosis; Autophagy; Vitamin D Related/Nuclear Receptor

Applications

Cancer-programmed cell death

Field of Research

Endocrinology; Cancer

Assay Protocol

https://www.medchemexpress.com/diethylstilbestrol.html

Purity

99.62

Solubility

DMSO : 50 mg/mL (ultrasonic)

Smiles

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

Molecular Formula

C18H20O2

Molecular Weight

268.35

Precautions

H302, H315, H319, H335, H350, H360

References & Citations

[1]Troisi, R., et al., Medical conditions among adult offspring prenatally exposed to diethylstilbestrol. Epidemiology, 2013. 24 (3) : p. 430-8.|[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.|[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. |[4]Haeno S, et al. Diethylstilbestrol decreased adrenal cholesterol and corticosterone in rats. J Endocrinol. 2014 Apr 22;221 (2) :261-72. |[5]Zou QX, et al. Diethylstilbestrol activates CatSper and disturbs progesterone actions in human spermatozoa. Hum Reprod. 2017 Feb;32 (2) :290-298. |[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. |[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. |[8] Wang Y, et al. Diethylstilbestrol inhibits human and rat 11β-hydroxysteroid dehydrogenase 2. Endocr Connect. 2019 Jul;8 (7) :1061-1069.