a,a’-Diethyl-4,4’-stilbenediol D4

Product Name a,a’-Diethyl-4,4’-stilbenediol D4
CAT No. CS-T-90382
CAS No. 2519535-80-7
Category Stable Isotopes
Stock Enquire
Mol. Wt. 272.37 g/mol
Mol. For. C18H16D4O2
Hazardous This is not a Hazardous Compound
COA View Sample COA
MSDS View Sample MSDS
Smileys CC/C(C1=CC=C(O)C=C1)=C(C2=CC=C(O)C=C2)/C([2H])C([2H])([2H])[2H]
Canonical Smiles CCC(=C(CC)C1=CC=C(C=C1)O)C2=CC=C(C=C2)O
InchIKey RGLYKWWBQGJZGM-UHFFFAOYSA-N
Inchl 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
IUPAC 4-[4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol
Controlled No
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a,a’-Diethyl-4,4’-stilbenediol D4, also known as DES (diethylstilbestrol), is a synthetic estrogen that was first synthesized in 1938. DES was initially used to prevent miscarriages and to treat symptoms of menopause, but it was later discovered that the drug had serious side effects. DES was found to be a carcinogen and was linked to an increased risk of breast cancer, cervical cancer, and reproductive system cancers in women who had been exposed to the drug in utero or during pregnancy. Today, DES is no longer used for any medical purposes. However, it is still used in research laboratories as a model compound for studying the effects of estrogen on cells and tissues. DES is also used as a reference standard in analytical chemistry for the detection and quantitation of estrogenic compounds in environmental samples. Chemically, a,a’-Diethyl-4,4’-stilbenediol D4 is a nonsteroidal estrogenic compound. It has two ethyl groups attached to the stilbene backbone, which gives it a higher lipophilicity than other estrogenic compounds. DES binds to estrogen receptors in cells, which leads to the activation of estrogen-responsive genes. The compound has a long half-life in the body, which means it can accumulate and persist in tissues for a long time. This is one reason why DES has been associated with an increased risk of cancer.

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