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Clinical pharmacy PharmD program                     Third level                          Phytochemistry-1 (PG-504)




                                             Alicyclic Monoterpenes

              1) Monocyclic

              All monocyclic monoterpenoids are derived from

              cyclohexane with additional CH3 and isopropyl side chains.

              The typical saturated hydrocarbon is called O or m or p. menthane
              The first degree of unsaturation gives a series P. menthenes the most important of which is
               3
              Δ -menthene which occurs naturally in pepperment oil
              The second degree of unsaturation gives p-menthadienes.

              Monocyclic monoterpenes can exist in some configurations which allow for existence of
              isomers



              Saturated hydrocarbons           e.g. Menthane

              Geometric isomers






                                               T rans-form                     Cis-form


              Strain isomers





                                                   Chair
                                                                              Boat


              First degree of unsaturation                           P-Menthene


                  7
                    1
              6         2

                        3
               5
                    4

                   8
              10        9
                 1              2                      4                      4(8)                  1(7)
                ∆                 ∆                     ∆                         ∆                     ∆

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