ID   1.14.13.54
DE   Ketosteroid monooxygenase.
AN   Steroid-ketone monooxygenase.
CA   (1) Ketosteroid + NADPH + O(2) = steroid ester/lactone + NADP(+) + H(2)O.
CA   (2) Progesterone + NADPH + O(2) = testosterone acetate + NADP(+) + H(2)O.
CA   (3) Androstenedione + NADPH + O(2) = testololactone + NADP(+) + H(2)O.
CA   (4) 17-alpha-hydroxyprogesterone + NADPH + O(2) = androstenedione +
CA   NADP(+) + H(2)O + acetate.
CF   FAD.
CC   -!- A single FAD-containing enzyme catalyzes three types of monooxygenase
CC       (Baeyer-Villiger oxidation) reaction.
CC   -!- The oxidative esterification of a number of derivatives of
CC       progesterone to produce the corresponding 17-alpha-hydroxysteroid
CC       17-acetate ester, such as testosterone acetate, is shown in reaction
CC       (2).
CC   -!- The oxidative lactonization of a number of derivatives of
CC       androstenedione to produce the 13,17-secoandrosteno-17,13-alpha-
CC       lactone, such as testololactone, is shown in reaction (3).
CC   -!- The oxidative cleavage of the 17-beta-side-chain of 17-alpha-
CC       hydroxyprogesterone to produce androstenedione and acetate is shown
CC       in reaction (4).
CC   -!- reaction (2) is also catalyzed by EC 1.14.99.4 and reactions (3) and
CC       (4) correspond to that catalyzed by EC 1.14.99.12.
CC   -!- The possibility that a single enzyme is responsible for the reactions
CC       ascribed to EC 1.14.99.4 and EC 1.14.99.12 in other tissues cannot be
CC       excluded.
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