Diethylstilbestrol

CAT: 0804-HY-14598-01Size: 200 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-14598-01Size:200 mg

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Description

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].

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.

Shipping Conditions

Room Temperature

Storage Conditions

-20°C, 3 years; 4°C, 2 years (Powder)

Scientific Category

Reference compound1

Clinical Information

Launched

Chemical Information

Diethylstilbestrol

Diethylstilbestrol (DES) can cause cancer according to California Labor Code. It can cause developmental toxicity according to state or federal government labeling requirements.

CAS Number	56-53-1
PubChem CID	448537
IUPAC Name	4-[(E)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol
Molecular Formula	C18H20O2
Molecular Weight	268.3
XLogP	5.1
Topological Polar Surface Area	40.5
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	4
Heavy Atom Count	20
Formal Charge	0
Complexity	286

SMILES

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

InChI

InChI=1S/C18H20O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h5-12,19-20H,3-4H2,1-2H3/b18-17+

InChIKey

RGLYKWWBQGJZGM-ISLYRVAYSA-N

Chemical Structure

2D Structure

CAS: 56-53-1

CID: 448537

Formula: C18H20O2

MW: 268.3

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	268.3
XLogP3	5.1
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	4
Exact Mass	268.146329876
Monoisotopic Mass	268.146329876
Topological Polar Surface Area	40.5 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	286
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
B2088-5000	Diethylstilbestrol

Diethylstilbestrol

Chemical Information

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