Page 308 - Color_Atlas_of_Physiology_5th_Ed._-_A._Despopoulos_2003
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A.  Biosynthesis of steroid hormones
                                  Precursors        CH 3
               C 27   21  22  24  26       C 21
                     12  18  20 23                   C  O
                    11  17  25 27     a
                  1 19  9  13  16
                2   10  8 14 15
                 3
               HO  5  7                    HO
                  4  6  Cholesterol               Pregnenolone
                                             g
                                      b                                of Steroid Hormones
                        C 21    CH 3   C 21     CH 3
                                C  O            C  O
                                                  OH
                                                17
                         3
                        O              HO
                                              17α-OH-
                            Progesterone   pregnenolone                Biosynthesis
                             f      n         m
                        C 21    CH 3   C 19
                                C  O             O
                                  OH
               c                17              17                     Plate 11.15
                        O              HO
                              17α-OH-       Dehydroepi-
                            progesterone  androsterone (DHEA)
                            h      l
                 H 2 C  OH     H 2 C  OH
          C 21          C 21           C 19
                  C  O          C  O             O
                                  OH
                                                      Other
                                                      17-ketosteroids
                                          3
          O             O               O
               11-desoxy-
             corticosterone  11-desoxycortisol  Androstenedione
              d     Metopyrone  j         o       q
                  CH 2 OH       CH 2 OH
          C 21          C 21           C 18           C 19
                  C  O          C  O             O             OH
            HO            HO      OH
               11            11                                17
          O             O              HO              O
             Corticosterone    Cortisol      Estron (E 1 )  Testosterone
              e             k             p         r    s
                  CH 2 OH       CH 2 OH
          C 21          C 21           C 18           C 19
               O  H                              OH            OH
                 C  C  O        C  O
            HO  18         O      OH
                             11
                                       HO              O
          O             O                                 H
                                                         H 2
              Aldosterone     Cortisone     Estradiol (E 2 )  Dihydrotestosterone
                   Precursors  Mineralocorticoids  17-ketosteroids  Female sex hormones  295
                   Intermediates  Glucocorticoids    Male sex hormones
       Despopoulos, Color Atlas of Physiology © 2003 Thieme
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