Page 179 - The Toxicology of Fishes
P. 179

Biotransformation in Fishes                                                 159


                       TABLE 4.2 (cont.)
                       CYP Gene Families, Inducers, Inhibitors, and Substrates
                       P450
                       Gene            Substrates                Inducers               Inhibitors

                       CYP2P3   Arachidonic acid        TPA/starvation (decrease mRNA)  ?
                                Benzphetamine
                                Arachidonic acid        TPA/starvation (decrease mRNA)  ?
                                Benzphetamine
                                Alkoxyresorufins
                       CYP2X1   Benzphetamine           ?                        ?
                                Aminopyrene
                       CYP3A27  Testosterone (6β,16β−ΟΗ)  Ketoconazole           α-Naphthoflavone
                                Progesterone            Estrogens (decrease)     Parathion
                                Estradiol                                        Ketoconazole
                                BaP                                              Miconazole
                                                                                 Clotrimazole
                                Nifedipine                                       SKF525A
                                Benzphetamine                                    Cimetidine
                                Ethoxycoumarin                                   Elipticine
                                                                                 Piperonyl butoxide
                                                                                 Isosafrole
                                                                                 Gestoden
                                                                                 17α-Ethinylestradiol
                                                                                 1-Aminobenzotriazole
                                                                                 5,8,11,14-Eicosatetraynoic acid
                       CYP3A38  Testosterone (6β,16β−ΟΗ)  Estrogens (decrease)   Nonylphenol (>100 nM)
                                Benzyloxyresorufin
                                7-Benzyloxy-4-[trifluoromethyl]-
                                 coumarin
                       CYP3A40  Testosterone (6β)       —                        —
                                Benzyloxyresorufin
                                7-Benzyloxy-4-[trifluoromethyl]-
                                 coumarin
                       CYP3A45  Testosterone (6β)       —                        —

                         Benzo(a)pyrene
                              12  1
                           11       2
                        10                             EH                     HO
                       9            3  CYP1A                             UGT       O
                                                                              H H  O
                                  4                                                     O
                       8                                 HO                HO              OH
                         7  6   5         O                                       H OH  H
                                                  GST        OH              HO H
                                CYP1, CYP2,
                                or CYP3                            CYP1A
                                                                                     SG
                                                              O
                                    OH                                     GST  HO
                                        GS
                                             OH            HO                   HO
                          SULT        UGT                      OH         reaction   OH
                                                                          with DNA
                                                                          DNA
                                                                     HO
                                    O                  Oglucuronide
                                  O  SOH                             HO
                                    O                                     OH
                       FIGURE 4.3 Biotransformation pathway of benzo(a)pyrene (BaP).
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