The latter would be expected to give 16-17 unsaturation readily; 3a,21-diaceto~y-A~~-pregnene-ll, 20-&one gives a strong PorterSilber reaction. The sulfuric acid spectrum showed an absorption maximum at 287 (A4-3-keto group) shoulder a t 390 mp.The mobility of the free substance and its acetate suggests the presence of four, possibly five, oxygen atoms, two of which are in acetylatable hydroxyl groups. In the propylene glycol-cyclohexane system the acetate moved on paper a t approximately the same rate as 1 1 -dehydrocorticosterone acetate and considerably faster than substance S acetate. When the 3-(2,4-dinitrophenylhydrazone) of the acetate was heated one hour a t 60" in 0.02 N perchloric acid in acetic acid the absorption maximum a t 385 mp did not change in position. This result demonstrated the absence of a 6-acetoxy group since in parallel experiments with 6cu-and 66-acetoxy-11-desoxycorticosterone 21-acetate 3-(2,4-dinitrophenylhydrazones) the absorption maxima shifted from 387 and 381 to 398 and 400 mp. These conditions would be expected to cause loss of acetic acid from positions 1, 2 or i with increase in the wave length of the absorption maximum.Hydrolysis of the acetate with citrus acetylase (courtesy of B. C. Bocklage and E. A. Doisy) gave a product which was approximately 55 times as active in the bioassay as desoxycorticosterone acetate. Paper chromatography showed the presence of two substances, one apparently com letely deacetylated; crystals (rn.p. 163-164", Ai ::. 240 mp) of approximately the same activity as the crude mixture were obtained from the dry ether. The second substance, which could be converted to the first by further treatment with acetylase, crystallized 239 mp, and was approximately 25 times as active as desoxycorticosterone acetate.
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