Bisdehydrodoisynolic acid

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Bisdehydrodoisynolic acid (BDDA) is a man-made, non-steroidal estrogen. The (Z) isomer of BDDA is very potent as an estrogen, even though it binds only weakly to estrogen receptors; its strong effects come from metabolites that are more active. BDDA was discovered in 1947 as a breakdown product when equilenin or dihydroequilenin reacts with potassium hydroxide. It is the seco-analogue of equilenin, and doisynolic acid is the seco-analogue of estrone. These compounds, along with diethylstilbestrol, are open-ring forms related to estradiol. The methyl ether of BDDA, called doisynoestrol, is also an estrogen and has been marketed. BDDA itself was never marketed.