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D1500000

Diethylstilbestrol

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

(E)-3,4-Bis(4-hydroxyphenyl)-3-hexene, DES, Stilbestrol

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About This Item

Empirical Formula (Hill Notation):
C18H20O2
CAS Number:
56-53-1
Molecular Weight:
268.35
Beilstein:
2056095
MDL number:
MFCD00002373
UNSPSC Code:
41116107
PubChem Substance ID:
329798701
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

diethylstilbestrol

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

CC\C(c1ccc(O)cc1)=C(\CC)c2ccc(O)cc2

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+

InChI key

RGLYKWWBQGJZGM-ISLYRVAYSA-N

Gene Information

human ... ESR1(2099)

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Diethylstilbestrol EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

Signal Word

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

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John F Couse et al.
Toxicology, 205(1-2), 55-63 (2004-10-02)
It is generally believed that estrogen receptor-dependent and -independent pathways are involved in mediating the developmental effects of the synthetic estrogen, diethylstilbestrol (DES). However, the precise role and extent to which each pathway contributes to the resulting pathologies remains unknown.
Oussama Kebir et al.
The world journal of biological psychiatry : the official journal of the World Federation of Societies of Biological Psychiatry, 13(2), 84-95 (2011-03-25)
We explored whether in utero DES exposure has produced consistent findings with regard to an increased risk of psychiatric disorders. We reviewed systematically the epidemiological studies investigating a possible association between prenatal DES exposure and risk of psychiatric disorders. We
Shuji Yamashita
Current pharmaceutical design, 12(12), 1505-1520 (2006-04-14)
Neonatal diethylstilbestrol (DES) exposure elicits a wide range of abnormalities in the female mouse genital tract. This animal model system is suitable for investigating the mechanism of DES syndrome in humans. Accumulated evidence has shown that critical periods in development
S B Malkowicz
Urology, 58(2 Suppl 1), 108-113 (2001-08-15)
Diethylstilbestrol administration was a classic form of androgen deprivation therapy (ADT) that gradually fell out of favor because of its cardiovascular toxicity, economic disinterest on the part of manufacturers, and the emergence of novel therapeutic agents with a superior safety
Yuliya Dobrydneva et al.
Journal of cardiovascular pharmacology, 55(5), 522-530 (2010-02-12)
Compounds with the stilbene pharmacophore and other nonsteroidal estrogens have previously been shown to inhibit thrombin-induced elevation of intracellular free calcium ([Ca]i) in human platelets. Thrombin elevates [Ca]i in platelets predominantly by activating a store-operated Ca entry (SOCE) mechanism, probably
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