FIGURE 20-3 Chemical and three-dimensional structures of diethylstilbestrol compared to estradiol. The chemical structure of DES is shown in the lower left-hand part of the figure. The various forms of DES are shown in their three-dimensional models. The arrow points to the oxygen atom of the water molecule that is H-bonded to 0-17 and has been suggested to be part of the unit that binds to the receptor (the other part may involve the A ring, as mentioned before). If this is so, O—O distances for estradiol and DES are both 12.1 A. Reproduced with permission in part from Glusker, J. P. (1979). Biochem. Act. Hormones, 6, 121-204.

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