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Stilbestrol, or stilboestrol, also known as 4,4'-dihydroxystilbene or 4,4'-stilbenediol, is a stilbenoid and the parent compound of a group of non-steroidal estrogens that includes, most notably, diethylstilbestrol. The term "stilbestrol" is often used incorrectly to refer to diethylstilbestrol, but they are not the same compound.
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Stilbestrol derivatives
The stilbestrol estrogenic drugs include the following:
Of the stilbestrol estrogens, diethylstilbestrol, hexestrol, and benzestrol are the most well-known.
Mechanism of action
The stilbestrol estrogens bind with high affinity to both ERα and ERβ.
Closely related compounds
Estrogens closely related to the stilbestrols include paroxypropione (a metabolite of diethylstilbestrol) and the anise and fennel-derived compounds anol, dianol, anethole, dianethole, and photoanethole (from which the stilbestrol estrogens were actually originally derived). The triphenylethylene group of estrogenic drugs that includes triphenylethylene itself, estrobin, chlorotrianisene, broparestrol, ethamoxytriphetol, clomifene, tamoxifen, and more recently developed derivatives is also very closely related structurally to the stilbestrols.
Resveratrol is a stilbenoid with estrogenic properties that is not technically a silbestrol derivative (it is 3,4',5-stilbenetriol).