Phase I - Functionalization of compounds (Homo sapiens)

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32, 126, 169463, 135568, 1061626037, 5218, 562810458, 11623, 9514, 9375, 141107, 14870, 12113022, 34, 1572, 11716433, 124, 15511310, 21, 39, 48, 85...8151, 82421696, 1681, 65, 80, 84100, 129, 16040, 9414776, 895335566, 6334, 15712, 43, 136117, 131, 15924, 142766, 1462777, 16130745, 11, 54, 594, 79, 137135296169, 9938, 4119, 8747, 14338, 4115012871, 158883, 13, 4997, 133, 16357, 108, 13945140102, 17011211320, 6496717, 11810111144, 165, 166119, 157154, 16778, 15226, 109, 125, 13215636, 134908119, 15715, 50, 72, 73, 98...3125, 91, 123, 138628612710538, 41endoplasmic reticulum lumenperoxisomal matrixnucleoplasmmitochondrial matrixmitochondrial intermembrane spacetransport vesicle membranenucleoplasmcytosollipid dropletP4TCDD PGI2CYP2A13 CYP4F11 OMH+NADP+CYP4F22CYP2C18 cis-EETH+NADP+H2OEtOHNADPHO2CYP4F2 O2CYP2A7 CYP26C1 LTB4PTGS1 dimer4CHOL7a,12aDONEALDH2 CYP2C9 MTZ-SOXH+O2H+DCA H+O2MAOA:FADNADPHALDH1A1 CYP27A111,12-EET PGH2MeOHH+DHACYP3A43 NADP+H2OO2CH3CHOH2OH2OTESCa2+ O2PTGIS 5,6-EET CYP2C19 MARC1 TESCytochrome P450(CYP2C18 based)CYP3A5 O2H+H2O3,16DOH-PALMNADHTMAH+CYP4A11 H2OH+NADP+NADP+CYP2B6 O2EPHX1H2ONADPHDSQCytochrome P450(CYP2A13 based)H+heme b PPiNADPH25(OH)DH2ONADPHLTB4NADPHCytochrome P450(CYP4F2/4F3 based)CYP2E1 8,9-EET TMAOCytochrome P450(CYP11B1 based)NADPH6BHTCYP4F11 NH3HCOUARNT CYP3A7 CYP2C8 NADP+H2OCYP3A5 O2H+Cytochrome P450(CYP7A1 based)NADPHPhOHNADP+PPiAc-CoACYP2C9 H2ONADPHH+CYP4F22 CYP17A1PTCNCYP2A6 EST17bBZALNADP+25(OH)D18OH-ARAH2OHOMZCYP2S1 CES1 FDX1 NADP+CYP21A2O2SPNCYP7A1 CYP2S1 NADPHCYP4F12 CYP2C9 O2PTXLCYP2C8 NADPHH2OMLTO2CXPAMTZCYP4F12 CYP4 H2ONADP+Cu2+ H+H+3AAPNALNADP+CYP2A7 FAD Cytochrome P450(CYP2C9 based)H+NADPHCYP2F1 AOC1dimer:2xCu2+:4xCa2+PTGIS,CYP8B1CYP2C8 2CEO4OH-EST17b9cRAH2OH+H+H2O2ACSS27alpha-hydroxycholesterolH+FMO3:FADADH5 H2OCYP2C19 MARC1:Mo-MPT:MARC2:Mo-MPT:CYB5B:CYB5R3CYP2S1 O2H+NR1H4 NADPHHDBQNADPHNADP+CYP3A4 AOC1 H2OPTGS1 CYP4A22 NQO2 CYP2F1 CYP2J2 CYP4F11 CYP3A43 H+CYP4F8 CYP4F22 HistH2O2hydroquinoneAcetaminophen (TNTYLENOL)HCOOHARA5HIALDARNT2 INDOLPhenylacetaldehydeBEGCYP4F2 CYP2F1 O220OH-LTB43AAPNALCYP26A1,B1,C1H+CYP2A13 CYP2A7 LCHA FMO1 VACVCYP2A13 LNSOLCYP2A13 CYP2C19 CYP2S1 NADPHEtOHNADHNCOA1,2:RXRA:NR1H4:DCA,CDCA,LCHACYP2C9 CHOL3b,7a,25TRIOLH2OAOC3dimer:2xCu2+:4xCa2+20OH-TrXA3CYP2S1 NADPHALDH2 tetramerNADPHNH3O2H+CYP2C19 CES1 trimer, CES2O2H2O2alcoholdehydrogenasecomplexH+CHOLO2CYP2S1 NADP+CHOL7a,24(S)DIOLDOXMAOB:FADCYP2A7 Cytochrome P450(CYP2E1 based)NADPHNADP+H+CYP11A1:FDXR:FDX1,FDX1L (ox.)NADP+NADP+NADP+CYP2E1 NADP+RXRA CH3CHOCYP2S1H2OPGH2NADP+FMO1:FADH2OBaP4,5-DHDH+AMPVCNADP+NADPH3APALHALOFe2+ O2H+NCOA1 COCNO2O2CYP2B6 H2O2NADPHO2(2Fe-2S)2+ H2OH2OCYP3A43 FAD O2CYP4F2 NADPHH2OCYP2D6 4OH-atRAPTGIS SPMNADPH3MEINH+H2OCYP2A13 H+O2CHESTCYP51A1O2H+quinoneNAD+H+CYP4A22 NADP+CYP2D6 Cytochrome P450(CYP4F8 based)AFB1NADP+H+CYP2C8 NH3FDXR CYP2F1 NADPHH2ONOHACYP4F2 CYP46A14-ethoxyanilineO2H2O2NADP+4CHOL7aOLONEO2CYP2B6 TYRPGG2CYP19A1Cytochrome P450(CYP2A3 based)H2ONADPHTFACNADPHH+CYP3A7 PORMo-MPT 17aHPREGO2AHR O2CYB5B resveratrolNADP+CDCA CBR3H2O2CYP3A7 POMC(138-176)NCOA2 O2CYP2C18 H+CYP3A4 H+CYP2A13 O2NADPHH+HPHTH2OACVO25HTH2H2ONADP+TAMH2OH+CYP4F2 NADP+NAD+AADACCYP2W1 NQO2:FAD dimerFAD 19HETEH2OCYP4F22 CYP2B6 H+NADPH27OH-CHOLZn2+ CH3COO-Cytochrome P450(CYP2F1 based)TAMOH2O4CHOL7a,12a,24(S)TONEe-CYP2E1 NADPHNH3NADP+CYP2A7 11DCORTH+NADPHADH5:2xZn2+ dimerO2H2O18HCORSTO2NADPHBaP4,5OH+NADP+NADP+H+atRABPHLI4AHO2CYP2C9 TXA2ALDOCYP2E1 H2OCYP4A11 CYP4F2 O2CYP2C9 NADPHH2OCytochrome P450(CYP4B1 based)diketoneH2O11DCORSTOxindoleCytochrome P450(CYP4A11 based)VD3NADPHCYP2B6 CORTH+FMO2 COUMCYP2C8 CYP2A6 20a,22b-DHCHOLO2O2Cytochrome P450(CYP4F12 based)H2OL-ArgH2OCYP11B2NADP+NADPHNH3NH3H+H+Cytochrome P450(CYP2J2 based)H+CYP2U1CYP2C9 NADPHH2OHCPMH+O2O2PhenytoinCYP4F3 H2OHTOLBH2OSMOX-3CYP4 H2O2H2ORFDHNCYP2D6 CYP4F8 FMO2:FAD:Mg2+DEXTCYP4F11 N-demethylatedloperamideCYP2C8 CYP2B6 NADPHCytochrome P450(CYP8B1 based)O2O2MAOB CYP450:Fe2+H+CYP2E1 DOXOLC2H44CHOL7a,12a,27TONECCl4H+CYP2S1 CYP27B1(?-508)NADPHCytochrome P450(CYP3A5 based)NADPHO2H2OCYP2D6 NADP+CYP26C1NADP+CYP2D6 H+CYP4F3 O2CYP4A11 H2OHCOOHCYP4F2 CYP4A22 ARANADHNASPMCYP11B2 CYP2A7 NADP+E1TrXA3NADP+CYP3A5 11DCORST4CHOL7a,24(S)DONECYP2D6 CYP2C19 H+H2OCYP2J2 CYP1B1NADPHNADPHH2OCYP2C19 PAOX:FADCYP4F8 CYP4F3 FAD TYRH+H2OCYP8B1 H2Oacetyl groupPREGMINDNADPHCYP11B1 FMO3 PHENMARC2 NADPH1,25(OH)2DCYP4F22 H2OCPMPREGHPTXLCH2OEtO25OH-CHOLNADP+CYP2E1 CYP8B1 NADP+NADP+NADPHCYP3A4 CYP450:Fe3+O2O2Cytochrome P450(CYP3A7 based)H2O2H2OL-ValCYP4B1 CYP2C18 O2CH2OMyrG-CYB5R3(2-301) adenosine5'-monophosphateCYP4A22 O2NADPHO2NADPHNADP+ATPANDSTO2TBMZn2+ NAD+O2NADP+H+CYP11A1 BZAMNADP+FDX1 CYP24A1S-HMGSHH2OH+O2O23OH-PALMCytochrome P450(CYP2B6 based)NADPHH+CES2 NADP+H2O24OH-CHOLCYP26B1 CYP1A1H2OCYP4F3 NADPHFDX1L CYP2A6 CYP2W1 CYP26A1 Cu2+ NADP+CYP2F1 H2OCYP2J2 CYP4B1 NADPHABPHCYP2B6 CYP4F3 PEA20OH-LTB44CHOL7a,27DONENADP+Cl-H+NABQINADPHNADP+O2H2OO2ADH1A NADP+H+H2OCYP4F11 Cytochrome P450(CYPIIIA4 based)Ac-CoAH+ADH1C NADPHCYP4B1 TBXAS1H2OCYP2B6 NADP+NADP+HPHAC12-HETECYP2E1 ADH7 FDXR 14,15-EET H+H2OH2OO2H2O12OH-DDCXNADPHNADPHNADP+NADPHCYP7B1 CHOLHBrCYP2E1 O2Cytochrome P450(CYP4F11 based)CYP2J2 Ca2+ CYP11A1:FDXR:FDX1,FDX1L (red.)H2ONADP+O2AOC3 NADPHCYP2A13 DEXMNADP+H+ParaxanthineO2CYP2F1 NADPHCYP4V2FAD NADP+H+6BHTO224OH-CHOLALDH1B1 tetramerNADP+CYP2E1 CYP2F1 ACSS1H2OCYP39A1ALDH1A1 tetramerO2CYP2F1 CYP4B1 CYP4B1 CYP7A1 ISCALFAD O2O2H2OH2OCYP2A7 CYP2C19 CYP2C8 NADPHH+O2O2FDX1L NADPHO2CYP2F1 SPMNAD+Aryl hydrocarbonreceptor signallingCYP2R1AHR:TCDD:ARNTH+H2O2DDCX19OH-PGH2CYP2C8 NADP+OLMS4HPAACYP2A6 ADH4 CYP4F22 CYP2C19 NADPHNADP+S-FGSHCYP2A13 H+Fe3+ Mg2+ NADP+Cytochrome P450(CYP2W1 based)CYP4A11 C6H64OH-9cRAMAOA CMBLFAD CHOLCYP1A2NADP+H2OH+NADP+CYP2J2 NHABPCYP4A22 ALDH1B1 H+NADHNADPHCHOLNADH