CAS 22610-99-7

cis-Diethylstilbestrol

Description:

Cis-Diethylstilbestrol (DES) is a synthetic nonsteroidal estrogen that belongs to the stilbene class of compounds. It is characterized by its two ethyl groups attached to a stilbene backbone, which contributes to its estrogenic activity. DES is typically a white crystalline solid that is poorly soluble in water but soluble in organic solvents. Its chemical structure allows it to bind to estrogen receptors, mimicking the effects of natural estrogens in the body. Historically, DES was prescribed to prevent pregnancy complications and treat certain cancers; however, its use has been largely discontinued due to associated health risks, including an increased risk of certain cancers and reproductive issues in offspring exposed in utero. The compound has a relatively long half-life in the body, leading to prolonged estrogenic effects. Due to its potential health risks, DES is classified as a hazardous substance, and its use is strictly regulated in many countries.

Formula: C₁₈H₂₀O₂

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-

InChI key: InChIKey=RGLYKWWBQGJZGM-ZCXUNETKSA-N

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

Synonyms:

• (Z)-3,4-Bis(4-hydroxyphenyl)-3-hexene
• (Z)-Des
• 4,4'-Stilbenediol,a,a'-diethyl-, (Z)- (8CI)
• 4,4′-Stilbenediol, α,α′-diethyl-, (Z)-
• 4,4′-[(1Z)-1,2-Diethyl-1,2-ethenediyl]bis[phenol]
• Phenol,4,4'-(1,2-diethyl-1,2-ethenediyl)bis-, (Z)-
• cis-Diethylstilbestrol
• Phenol, 4,4′-[(1Z)-1,2-diethyl-1,2-ethenediyl]bis-

cis-Diethylstilbestrol

CAS: 22610-99-7

Formula: C₁₈H₂₀O₂

Molecular weight: 268.36

Ref: 4Z-D-733

cis-Diethyl Stilbestrol

CAS: 22610-99-7

Stability Isomerizes rapidly in Benzene, Chloroform, and Ether.Keep Shielded from light.
Applications A synthetic, nonsteroidal estrogen.Recomended solvents are DMSO, DMF and ethanol, even in these solvents do not store in solution for any prolonged period of time.
References White, W. A. et. al.: J. Agric. Food Chem. 19(2), 388-390 (1971).

Formula: C₁₈H₂₀O₂

Color and Shape: Neat

Molecular weight: 268.35

Ref: TR-D445025