rhea equation ec n_genes genes rhea2go_id rhea2go_label ec2go_ids chemistry substrate_class experimental RHEA:17149 an organic molecule + reduced [NADPH--hemoprotein reductase] + O2 = an alcohol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.1 25 CYP1A1;CYP1A2;CYP1B1;CYP26C1;CYP2A13;CYP2A7;CYP2C18;CYP2C19;CYP2C8;CYP2C9;CYP2D7;CYP2E1;CYP2F1;CYP3A4;CYP3A43;CYP3A5;CYP3A7;CYP4A11;CYP4B1;CYP4F11;CYP4F12;CYP4F2;CYP4F3;CYP4F8;CYP4Z1 GO:0016712 oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen GO:0016712 other/unclassified other/unclassified yes RHEA:47208 estrone + reduced [NADPH--hemoprotein reductase] + O2 = 2-hydroxyestrone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 9 CYP19A1;CYP1A1;CYP1A2;CYP1B1;CYP2B6;CYP2C9;CYP3A4;CYP3A5;CYP3A7 GO:0101021 estrogen 2-hydroxylase activity hydroxylation steroid / sterol yes RHEA:51984 all-trans-retinoate + reduced [NADPH--hemoprotein reductase] + O2 = all-trans-4-hydroxyretinoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 9 CYP26B1;CYP26C1;CYP2C18;CYP2C8;CYP2S1;CYP2W1;CYP3A4;CYP3A5;CYP3A7 GO:0016712 oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen hydroxylation retinoid yes RHEA:47212 17beta-estradiol + reduced [NADPH--hemoprotein reductase] + O2 = 2-hydroxy-17beta-estradiol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 8 CYP1A1;CYP1A2;CYP1B1;CYP2B6;CYP2C9;CYP3A4;CYP3A5;CYP3A7 GO:0101021 estrogen 2-hydroxylase activity hydroxylation steroid / sterol yes RHEA:49860 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (14R,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 8 CYP1A1;CYP1A2;CYP1B1;CYP2C19;CYP2C8;CYP2C9;CYP2J2;CYP3A4 GO:0008404 arachidonate 14,15-epoxygenase activity epoxidation eicosanoid / PUFA yes RHEA:49856 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (14S,15R)-epoxy-(5Z,8Z,11Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 8 CYP1A1;CYP1A2;CYP2C8;CYP2C9;CYP2D6;CYP2J2;CYP3A4;CYP4Z1 GO:0008404 arachidonate 14,15-epoxygenase activity epoxidation eicosanoid / PUFA yes RHEA:39779 (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = (17R,18S)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 7 CYP1A1;CYP1A2;CYP2C19;CYP2C8;CYP2C9;CYP2J2;CYP3A4 epoxidation eicosanoid / PUFA yes RHEA:52120 (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + reduced [NADPH--hemoprotein reductase] + O2 = (19R,20S)-epoxy-(4Z,7Z,10Z,13Z,16Z)-docosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 7 CYP1A1;CYP1A2;CYP2C19;CYP2C8;CYP2D6;CYP2J2;CYP3A4 epoxidation eicosanoid / PUFA yes RHEA:49880 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (11R,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 7 CYP1A1;CYP1B1;CYP2C19;CYP2C8;CYP2C9;CYP2D6;CYP2J2 GO:0008405 arachidonate 11,12-epoxygenase activity epoxidation eicosanoid / PUFA yes RHEA:47292 estrone + reduced [NADPH--hemoprotein reductase] + O2 = 4-hydroxyestrone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 6 CYP1A1;CYP1A2;CYP1B1;CYP3A4;CYP3A5;CYP3A7 hydroxylation steroid / sterol yes RHEA:42092 all-trans-retinol + reduced [NADPH--hemoprotein reductase] + O2 = all-trans-retinal + oxidized [NADPH--hemoprotein reductase] + 2 H2O + H(+) 6 CYP1A1;CYP1A2;CYP1B1;CYP2D6;CYP3A4;CYP3A5 other/unclassified retinoid yes RHEA:48636 (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate = 15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoate + H2O 6 CYP1A1;CYP1A2;CYP1B1;CYP2S1;PTGIS;TBXAS1 GO:0106256 hydroperoxy icosatetraenoate dehydratase activity oxo-formation (alcohol to aldehyde/ketone) eicosanoid / PUFA yes RHEA:52124 (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + reduced [NADPH--hemoprotein reductase] + O2 = (19S,20R)-epoxy-(4Z,7Z,10Z,13Z,16Z)-docosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 6 CYP1A1;CYP2C19;CYP2C8;CYP2D6;CYP2J2;CYP3A4 epoxidation eicosanoid / PUFA yes RHEA:49884 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (8R,9S)-epoxy-(5Z,11Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 6 CYP1A1;CYP1B1;CYP2C19;CYP2C9;CYP2D6;CYP2J2 GO:0106302 arachidonate 8,9-epoxygenase activity epoxidation eicosanoid / PUFA yes RHEA:39755 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 6 CYP2U1;CYP4A11;CYP4F11;CYP4F2;CYP4F3 GO:0052869 obsolete arachidonate omega-hydroxylase activity hydroxylation eicosanoid / PUFA yes RHEA:47280 17beta-estradiol + reduced [NADPH--hemoprotein reductase] + O2 = 4-hydroxy-17beta-estradiol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 5 CYP1A1;CYP1A2;CYP1B1;CYP3A4;CYP3A5 hydroxylation steroid / sterol yes RHEA:39759 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 19-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 5 CYP1A1;CYP1A2;CYP2C19;CYP2C9;CYP2U1 GO:0120502 fatty acid omega-1 hydroxylase activity hydroxylation eicosanoid / PUFA yes RHEA:49876 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 5 CYP1B1;CYP2C19;CYP2C8;CYP2C9;CYP2J2 GO:0008405 arachidonate 11,12-epoxygenase activity epoxidation eicosanoid / PUFA yes RHEA:46296 testosterone + reduced [NADPH--hemoprotein reductase] + O2 = 6beta,17beta-dihydroxyandrost-4-en-3-one + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 5 CYP1B1;CYP3A4;CYP3A5;CYP3A7;CYP46A1 GO:0050649 testosterone 6-beta-hydroxylase activity hydroxylation steroid / sterol yes RHEA:40155 (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 22-hydroxy-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.79 5 CYP4F11;CYP4F2;CYP4F3;CYP4V2 hydroxylation eicosanoid / PUFA yes RHEA:39787 (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 5 CYP1A1;CYP2C19;CYP2E1;CYP4F3 hydroxylation eicosanoid / PUFA yes RHEA:50256 cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 25-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 4 CYP1A2;CYP2C9;CYP2D6;CYP3A4 hydroxylation steroid / sterol yes RHEA:48632 (5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate = 5-oxo-(6E,8Z,11Z,14Z)-eicosatetraenoate + H2O 4 CYP1A1;CYP1A2;CYP1B1;CYP2S1 GO:0106256 hydroperoxy icosatetraenoate dehydratase activity oxo-formation (alcohol to aldehyde/ketone) eicosanoid / PUFA yes RHEA:37947 (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate = 12-oxo-(5Z,8Z,10E,14Z)-eicosatetraenoate + H2O 4.2.1.152 4 CYP1A1;CYP1A2;CYP1B1;CYP2S1 GO:0106256 hydroperoxy icosatetraenoate dehydratase activity GO:0106256 oxo-formation (alcohol to aldehyde/ketone) eicosanoid / PUFA yes RHEA:48716 (13S)-hydroperoxy-(9Z,11E)-octadecadienoate = 13-oxo-(9Z,11E)-octadecadienoate + H2O 4 CYP1A1;CYP1A2;CYP1B1;CYP2S1 oxo-formation (alcohol to aldehyde/ketone) eicosanoid / PUFA yes RHEA:47204 estrone + reduced [NADPH--hemoprotein reductase] + O2 = 16alpha-hydroxyestrone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 4 CYP1A1;CYP2C8;CYP3A4;CYP3A7 GO:0101020 estrogen 16-alpha-hydroxylase activity hydroxylation steroid / sterol yes RHEA:53148 N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + reduced [NADPH--hemoprotein reductase] + O2 = N-(14,15-epoxy-5Z,8Z,11Z-eicosatrienoyl)-ethanolamine + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 4 CYP2B6;CYP2D6;CYP3A4;CYP4X1 GO:0062189 anandamide 14,15 epoxidase activity epoxidation other/unclassified yes RHEA:56748 an omega-methyl-long-chain fatty acid + reduced [NADPH--hemoprotein reductase] + O2 = an omega-hydroxy-long-chain fatty acid + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.80 4 CYP2U1;CYP4A11;CYP4A22;CYP4F11 GO:0102033 long-chain fatty acid omega-hydroxylase activity GO:0102033 hydroxylation other fatty acid yes RHEA:38947 dodecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 12-hydroxydodecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 4 CYP4A11;CYP4B1;CYP4F11;CYP4V2 GO:0140981 medium-chain fatty acid omega-hydroxylase activity hydroxylation other fatty acid yes RHEA:39055 22-hydroxydocosanoate + reduced [NADPH--hemoprotein reductase] + O2 = 22-oxodocosanoate + oxidized [NADPH--hemoprotein reductase] + 2 H2O + H(+) 4 CYP4A11;CYP4F2;CYP4F3 oxo-formation (alcohol to aldehyde/ketone) other fatty acid yes RHEA:39043 22-oxodocosanoate + reduced [NADPH--hemoprotein reductase] + O2 = docosanedioate + oxidized [NADPH--hemoprotein reductase] + H2O + 2 H(+) 4 CYP4A11;CYP4F2;CYP4F3 carboxylate formation (aldehyde to acid) other fatty acid yes RHEA:39731 3-hydroxyhexadecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 3,16-dihydroxyhexadecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 4 CYP4A11;CYP4F11;CYP4F2;CYP4F3 other/unclassified other fatty acid yes RHEA:39791 (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 4 CYP4F2;CYP4F3;CYP4V2 hydroxylation eicosanoid / PUFA yes RHEA:50088 (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 21-hydroxy-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 4 CYP2C19;CYP2E1;CYP4F3 hydroxylation eicosanoid / PUFA yes RHEA:42088 all-trans-retinal + reduced [NADPH--hemoprotein reductase] + O2 = all-trans-retinoate + oxidized [NADPH--hemoprotein reductase] + H2O + 2 H(+) 3 CYP1A1;CYP1A2;CYP1B1 other/unclassified retinoid yes RHEA:52292 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 3 CYP1A2;CYP2C9;CYP3A4 hydroxylation eicosanoid / PUFA yes RHEA:39783 (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = (17S,18R)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 3 CYP2C8;CYP2D6;CYP2J2 epoxidation eicosanoid / PUFA yes RHEA:53140 N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + reduced [NADPH--hemoprotein reductase] + O2 = N-(8,9-epoxy-5Z,11Z,14Z-eicosatrienoyl)-ethanolamine + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 3 CYP2B6;CYP2D6;CYP3A4 GO:0062187 anandamide 8,9 epoxidase activity epoxidation other/unclassified yes RHEA:53144 N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + reduced [NADPH--hemoprotein reductase] + O2 = N-(11,12-epoxy-5Z,8Z,14Z-eicosatrienoyl)-ethanolamine + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 3 CYP2B6;CYP2D6;CYP3A4 GO:0062188 anandamide 11,12 epoxidase activity epoxidation other/unclassified yes RHEA:47252 progesterone + reduced [NADPH--hemoprotein reductase] + O2 = 6beta-hydroxyprogesterone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 3 CYP1B1;CYP3A4;CYP3A5 hydroxylation steroid / sterol yes RHEA:40199 hexadecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 16-hydroxyhexadecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.80 3 CYP4A11;CYP4F11;CYP4V2 GO:0102033 long-chain fatty acid omega-hydroxylase activity GO:0102033 hydroxylation other fatty acid yes RHEA:48660 8-hydroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 8,20-dihydroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 3 CYP4F11;CYP4F2;CYP4F3 other/unclassified eicosanoid / PUFA yes RHEA:39735 3-hydroxyoctadecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 3,18-dihydroxyoctadecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 3 CYP4F11;CYP4F2;CYP4F3 other/unclassified other fatty acid yes RHEA:48664 12-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 12,20-dihydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 3 CYP4F11;CYP4F2;CYP4F3 GO:0102033 long-chain fatty acid omega-hydroxylase activity other/unclassified eicosanoid / PUFA yes RHEA:55856 all-trans-retinoate + reduced [NADPH--hemoprotein reductase] + O2 = all-trans-18-hydroxyretinoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 3 CYP26A1;CYP26B1;CYP3A7 GO:0062183 all-trans retinoic acid 18-hydroxylase activity hydroxylation retinoid yes RHEA:46124 (24S)-hydroxycholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (24S)-7alpha-dihydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.26 3 CYP39A1;CYP7A1;CYP7B1 GO:0033782 24S-hydroxycholesterol 7-alpha-hydroxylase activity GO:0033782 other/unclassified steroid / sterol yes RHEA:50076 (5Z,8Z,11Z)-eicosatrienoate + reduced [NADPH--hemoprotein reductase] + O2 = 19-hydroxy-(5Z,8Z,11Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 3 CYP1A1;CYP2C19;CYP2E1 hydroxylation eicosanoid / PUFA yes RHEA:49160 1,4-cineole + reduced [NADPH--hemoprotein reductase] + O2 = 2-exo-hydroxy-1,4-cineole + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 3 CYP2A6;CYP2B6;CYP3A4 hydroxylation xenobiotic / drug yes RHEA:50164 (5Z,8Z,11Z)-eicosatrienoate + reduced [NADPH--hemoprotein reductase] + O2 = 20-hydroxy-(5Z,8Z,11Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 3 CYP4F2;CYP4F3 hydroxylation eicosanoid / PUFA yes RHEA:53572 8,9-epoxy-(5Z,11Z,14Z)-eicosatrienoate + reduced [NADPH--hemoprotein reductase] + O2 = 20-hydroxy-8,9-epoxy-(5Z,11Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 3 CYP4F2;CYP4F3 hydroxylation eicosanoid / PUFA yes RHEA:53568 12,13-epoxy-(9Z)-octadecenoate + reduced [NADPH--hemoprotein reductase] + O2 = 18-hydroxy-12,13-epoxy-(9Z)-octadecenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 3 CYP4F2;CYP4F3 hydroxylation other fatty acid yes RHEA:53564 9,10-epoxy-(12Z)-octadecenoate + reduced [NADPH--hemoprotein reductase] + O2 = 18-hydroxy-9,10-epoxy-(12Z)-octadecenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 3 CYP4F2;CYP4F3 hydroxylation other fatty acid yes RHEA:39751 dodecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 11-hydroxydodecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 3 CYP2E1;CYP4B1;CYP4Z1 GO:0120502 fatty acid omega-1 hydroxylase activity hydroxylation other fatty acid yes RHEA:52284 (9Z,12Z)-octadecadienoate + reduced [NADPH--hemoprotein reductase] + O2 = 11-hydroxy-(9Z,12Z)-octadecadienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP1A2;CYP3A4 hydroxylation other fatty acid yes RHEA:52172 (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 11,12-epoxy-(5Z,8Z,14Z,17Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP2C8;CYP2C9 epoxidation eicosanoid / PUFA yes RHEA:52176 (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 14,15-epoxy-(5Z,8Z,11Z,17Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP2C8;CYP2C9 epoxidation eicosanoid / PUFA yes RHEA:47332 17beta-estradiol + reduced [NADPH--hemoprotein reductase] + O2 = 16alpha,17beta-estriol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP2C8;CYP3A4 GO:0101020 estrogen 16-alpha-hydroxylase activity other/unclassified steroid / sterol yes RHEA:15629 a steroid + 2 reduced [adrenodoxin] + O2 + 2 H(+) = an 11beta-hydroxysteroid + 2 oxidized [adrenodoxin] + H2O 1.14.15.4 2 CYP11B1;CYP11B2 GO:0004507 steroid 11-beta-monooxygenase activity GO:0004507 hydroxylation steroid / sterol yes RHEA:46104 21-hydroxyprogesterone + 2 reduced [adrenodoxin] + O2 + 2 H(+) = corticosterone + 2 oxidized [adrenodoxin] + H2O 2 CYP11B1;CYP11B2 GO:0004507 steroid 11-beta-monooxygenase activity other/unclassified steroid / sterol yes RHEA:46100 11-deoxycortisol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = cortisol + 2 oxidized [adrenodoxin] + H2O 2 CYP11B1;CYP11B2 GO:0004507 steroid 11-beta-monooxygenase activity other/unclassified steroid / sterol yes RHEA:86455 testosterone + 2 reduced [adrenodoxin] + O2 + 2 H(+) = 11beta,17beta-dihydroxyandrost-4-ene-3-one + 2 oxidized [adrenodoxin] + H2O 2 CYP11B1;CYP11B2 GO:0004507 steroid 11-beta-monooxygenase activity hydroxylation steroid / sterol yes RHEA:47256 androst-4-ene-3,17-dione + reduced [NADPH--hemoprotein reductase] + O2 = 6beta-hydroxyandrost-4-ene-3,17-dione + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP3A4;CYP3A5 hydroxylation steroid / sterol yes RHEA:40203 tetradecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 14-hydroxytetradecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP4A11;CYP4V2 GO:0102033 long-chain fatty acid omega-hydroxylase activity hydroxylation other fatty acid yes RHEA:41728 (9Z)-octadecenoate + reduced [NADPH--hemoprotein reductase] + O2 = 18-hydroxy-(9Z)-octadecenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.80 2 CYP4A11;CYP4F11 GO:0102033 long-chain fatty acid omega-hydroxylase activity GO:0102033 hydroxylation other fatty acid yes RHEA:53556 (9R,10S)-epoxy-octadecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 18-hydroxy-(9R,10S)-epoxy-octadecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP4A11;CYP4F2 hydroxylation other fatty acid yes RHEA:17137 prostaglandin H2 = thromboxane A2 5.3.99.5 2 CYP2S1;TBXAS1 GO:0004796 thromboxane-A synthase activity GO:0004796 other/unclassified eicosanoid / PUFA yes RHEA:48644 prostaglandin H2 = (12S)-hydroxy-(5Z,8E,10E)-heptadecatrienoate + malonaldehyde 2 CYP2S1;TBXAS1 GO:0036134 12-hydroxyheptadecatrienoic acid synthase activity hydroxylation eicosanoid / PUFA yes RHEA:41516 phylloquinone + reduced [NADPH--hemoprotein reductase] + O2 = omega-hydroxyphylloquinone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.78 2 CYP4F11;CYP4F2 hydroxylation vitamin K / quinone yes RHEA:41520 menaquinone-4 + reduced [NADPH--hemoprotein reductase] + O2 = omega-hydroxymenaquinone-4 + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.78 2 CYP4F11;CYP4F2 hydroxylation vitamin K / quinone yes RHEA:46308 progesterone + reduced [NADPH--hemoprotein reductase] + O2 = 17alpha-hydroxyprogesterone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.19 2 CYP17A1;CYP46A1 GO:0004508 steroid 17-alpha-monooxygenase activity GO:0004508 hydroxylation steroid / sterol yes RHEA:47220 3beta-hydroxyandrost-5-en-17-one + reduced [NADPH--hemoprotein reductase] + O2 = 3beta,16alpha-dihydroxy-androst-5-en-17-one + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP17A1;CYP3A7 other/unclassified steroid / sterol yes RHEA:49928 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (8S,9R)-epoxy-(5Z,11Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP2C9;CYP2J2 GO:0106302 arachidonate 8,9-epoxygenase activity epoxidation eicosanoid / PUFA yes RHEA:55924 albendazole + reduced [NADPH--hemoprotein reductase] + O2 = albendazole S-oxide + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.73 2 CYP2J2;CYP3A4 S-oxidation xenobiotic / drug yes RHEA:55928 fenbendazole + reduced [NADPH--hemoprotein reductase] + O2 = fenbendazole S-oxide + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.73 2 CYP2J2;CYP3A4 S-oxidation xenobiotic / drug yes RHEA:51092 (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 10,11-epoxy-(4Z,7Z,13Z,16Z,19Z)-docosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP4F12;CYP4F8 epoxidation eicosanoid / PUFA yes RHEA:51088 (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 13,14-epoxy-(4Z,7Z,10Z,16Z,19Z)-docosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP4F12;CYP4F8 epoxidation eicosanoid / PUFA yes RHEA:51084 (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 16,17-epoxy-(4Z,7Z,10Z,13Z,19Z)-docosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP4F12;CYP4F8 epoxidation eicosanoid / PUFA yes RHEA:51080 (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 19,20-epoxy-(4Z,7Z,10Z,13Z,16Z)-docosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP4F12;CYP4F8 epoxidation eicosanoid / PUFA yes RHEA:51108 (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 10,11-epoxy-(7Z,13Z,16Z,19Z)-docosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP4F12;CYP4F8 epoxidation eicosanoid / PUFA yes RHEA:51104 (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 13,14-epoxy-(7Z,10Z,16Z,19Z)-docosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP4F12;CYP4F8 epoxidation eicosanoid / PUFA yes RHEA:51100 (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 16,17-epoxy-(7Z,10Z,13Z,19Z)-docosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP4F12;CYP4F8 epoxidation eicosanoid / PUFA yes RHEA:51096 (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 19,20-epoxy-(7Z,10Z,13Z,16Z)-docosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP4F12;CYP4F8 epoxidation eicosanoid / PUFA yes RHEA:39811 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 18-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP1A1;CYP4F12 hydroxylation eicosanoid / PUFA yes RHEA:53200 17beta-hydroxy-5alpha-androstan-3-one + reduced [NADPH--hemoprotein reductase] + O2 = 17beta,19-dihydroxy-3-oxo-5alpha-androstanone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP19A1;CYP3A4 oxo-formation (alcohol to aldehyde/ketone) steroid / sterol yes RHEA:47260 progesterone + reduced [NADPH--hemoprotein reductase] + O2 = 16alpha-hydroxyprogesterone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP1B1;CYP3A4 hydroxylation steroid / sterol yes RHEA:52296 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 10-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP2C9;CYP3A4 hydroxylation eicosanoid / PUFA yes RHEA:18957 (4R)-limonene + reduced [NADPH--hemoprotein reductase] + O2 = (1R,5S)-carveol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.53 2 CYP2C19;CYP2C9 GO:0052741 (R)-limonene 6-monooxygenase activity GO:0052741 other/unclassified other/unclassified yes RHEA:17945 (4S)-limonene + reduced [NADPH--hemoprotein reductase] + O2 = (1S,5R)-carveol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.51 2 CYP2C19;CYP2C9 GO:0018675 (S)-limonene 6-monooxygenase activity GO:0018675 other/unclassified other/unclassified yes RHEA:23432 (4S)-limonene + reduced [NADPH--hemoprotein reductase] + O2 = (4S)-perillyl alcohol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.52 2 CYP2C19;CYP2C9 GO:0018676 (S)-limonene 7-monooxygenase activity GO:0018676 other/unclassified other/unclassified yes RHEA:49376 12-hydroxyoctadecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 12,18-dihydroxyoctadecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP4F2;CYP4F3 other/unclassified other fatty acid yes RHEA:40079 docosanoate + reduced [NADPH--hemoprotein reductase] + O2 = 22-hydroxydocosanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP4F2;CYP4F3 GO:0120250 fatty acid omega-hydroxylase activity hydroxylation other fatty acid yes RHEA:39719 tetracosanoate + reduced [NADPH--hemoprotein reductase] + O2 = 24-hydroxytetracosanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP4F2;CYP4F3 GO:0140692 very long-chain fatty acid omega-hydroxylase activity hydroxylation other fatty acid yes RHEA:40083 hexacosanoate + reduced [NADPH--hemoprotein reductase] + O2 = 26-hydroxyhexacosanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP4F2;CYP4F3 GO:0140692 very long-chain fatty acid omega-hydroxylase activity hydroxylation other fatty acid yes RHEA:39059 26-hydroxyhexacosanoate + reduced [NADPH--hemoprotein reductase] + O2 = 26-oxohexacosanoate + oxidized [NADPH--hemoprotein reductase] + 2 H2O + H(+) 2 CYP4F2;CYP4F3 oxo-formation (alcohol to aldehyde/ketone) other fatty acid yes RHEA:39047 26-oxohexacosanoate + reduced [NADPH--hemoprotein reductase] + O2 = hexacosanedioate + oxidized [NADPH--hemoprotein reductase] + H2O + 2 H(+) 2 CYP4F2;CYP4F3 carboxylate formation (aldehyde to acid) other fatty acid yes RHEA:22176 leukotriene B4 + reduced [NADPH--hemoprotein reductase] + O2 = 20-hydroxy-leukotriene B4 + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.94 2 CYP4F2;CYP4F3 GO:0050051 leukotriene-B4 20-monooxygenase activity GO:0050051 hydroxylation eicosanoid / PUFA yes RHEA:48648 lipoxin A4 + reduced [NADPH--hemoprotein reductase] + O2 = 20-hydroxy-lipoxin A4 + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP4F2;CYP4F3 hydroxylation eicosanoid / PUFA yes RHEA:53580 14,15-epoxy-(5Z,8Z,11Z)-eicosatrienoate + reduced [NADPH--hemoprotein reductase] + O2 = 20-hydroxy-14,15-epoxy-(5Z,8Z,11Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP4F3 hydroxylation eicosanoid / PUFA yes RHEA:53560 9,10-epoxyoctadecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 18-hydroxy-9,10-epoxy-octadecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP4F3 hydroxylation other fatty acid yes RHEA:55556 a hydroperoxyeicosatetraenoate = an oxoeicosatetraenoate + H2O 4.2.1.152 2 PTGIS;TBXAS1 GO:0106256 hydroperoxy icosatetraenoate dehydratase activity GO:0106256 other/unclassified eicosanoid / PUFA yes RHEA:48856 (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + AH2 = (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O 2 PTGIS;TBXAS1 hydroxylation eicosanoid / PUFA yes RHEA:46304 testosterone + reduced [NADPH--hemoprotein reductase] + O2 = 16beta,17beta-dihydroxyandrost-4-en-3-one + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 2 CYP2B6;CYP46A1 GO:0062184 testosterone 16-beta-hydroxylase activity hydroxylation steroid / sterol yes RHEA:53152 N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + reduced [NADPH--hemoprotein reductase] + O2 = N-(20-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2D6 hydroxylation other/unclassified yes RHEA:11872 corticosterone + 2 reduced [adrenodoxin] + O2 + 2 H(+) = 18-hydroxycorticosterone + 2 oxidized [adrenodoxin] + H2O 1.14.15.5 1 CYP11B2 GO:0047783 corticosterone 18-monooxygenase activity GO:0047783 hydroxylation steroid / sterol yes RHEA:50792 18-hydroxycorticosterone + 2 reduced [adrenodoxin] + O2 + 2 H(+) = aldosterone + 2 oxidized [adrenodoxin] + 2 H2O 1 CYP11B2 other/unclassified steroid / sterol yes RHEA:76151 21-hydroxyprogesterone + 2 reduced [adrenodoxin] + O2 + 2 H(+) = 18-hydroxy-11-deoxycorticosterone + 2 oxidized [adrenodoxin] + H2O 1 CYP11B2 other/unclassified steroid / sterol no RHEA:76019 cortisol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = 18-hydroxycortisol + 2 oxidized [adrenodoxin] + H2O 1 CYP11B2 hydroxylation steroid / sterol yes RHEA:76023 18-hydroxycortisol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = 18-oxocortisol + 2 oxidized [adrenodoxin] + 2 H2O 1 CYP11B2 oxo-formation (alcohol to aldehyde/ketone) steroid / sterol no RHEA:84067 progesterone + 2 reduced [adrenodoxin] + O2 + 2 H(+) = 11beta-hydroxyprogesterone + 2 oxidized [adrenodoxin] + H2O 1 CYP11B2 GO:0004507 steroid 11-beta-monooxygenase activity hydroxylation steroid / sterol yes RHEA:75851 all-trans-4-hydroxyretinoate + reduced [NADPH--hemoprotein reductase] + O2 = all-trans-4-oxoretinoate + oxidized [NADPH--hemoprotein reductase] + 2 H2O + H(+) 1 CYP26C1 oxo-formation (alcohol to aldehyde/ketone) retinoid no RHEA:75847 9-cis-retinoate + reduced [NADPH--hemoprotein reductase] + O2 = 9-cis-4-hydroxyretinoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP26C1 GO:0016712 oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen hydroxylation retinoid yes RHEA:75855 9-cis-4-hydroxyretinoate + reduced [NADPH--hemoprotein reductase] + O2 = 9-cis-4-oxoretinoate + oxidized [NADPH--hemoprotein reductase] + 2 H2O + H(+) 1 CYP26C1 oxo-formation (alcohol to aldehyde/ketone) retinoid no RHEA:75859 all-trans-4-hydroxy-13,14-dihydroretinoate + reduced [NADPH--hemoprotein reductase] + O2 = all-trans-4-oxo-13,14-dihydroretinoate + oxidized [NADPH--hemoprotein reductase] + 2 H2O + H(+) 1 CYP26C1 oxo-formation (alcohol to aldehyde/ketone) retinoid no RHEA:75863 all-trans-13,14-dihydroretinoate + reduced [NADPH--hemoprotein reductase] + O2 = all-trans-4-hydroxy-13,14-dihydroretinoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP26C1 GO:0016712 oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen hydroxylation retinoid no RHEA:55860 all-trans-retinoate + reduced [NADPH--hemoprotein reductase] + O2 = all-trans-5,6-epoxyretinoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2S1 epoxidation retinoid yes RHEA:76895 2-hexyl-5-pentylresorcinol + reduced [NADPH--hemoprotein reductase] + O2 = 2-hexyl-5-(5-hydroxypentyl)resorcinol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4F11 hydroxylation other/unclassified yes RHEA:76963 2-hexyl-5-heptylresorcinol + reduced [NADPH--hemoprotein reductase] + O2 = 2-hexyl-5-(7-hydroxyheptyl)resorcinol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4F11 hydroxylation other/unclassified yes RHEA:78611 15-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 15,20-dihydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4F11 GO:0102033 long-chain fatty acid omega-hydroxylase activity other/unclassified eicosanoid / PUFA no RHEA:51492 all-trans-retinoate + reduced [NADPH--hemoprotein reductase] + O2 = all-trans-(4S)-hydroxyretinoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP26A1 GO:0062182 all-trans retinoic acid 4-hydrolase activity hydroxylation retinoid yes RHEA:51632 all-trans-(4S)-hydroxyretinoate + reduced [NADPH--hemoprotein reductase] + O2 = all-trans-(4S,16)-dihydroxyretinoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP26A1 other/unclassified retinoid yes RHEA:65760 a C21-steroid + reduced [NADPH--hemoprotein reductase] + O2 = a 17alpha-hydroxy-C21-steroid + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.19 1 CYP17A1 GO:0004508 steroid 17-alpha-monooxygenase activity GO:0004508 hydroxylation steroid / sterol yes RHEA:50236 pregnenolone + reduced [NADPH--hemoprotein reductase] + O2 = 17alpha-hydroxypregnenolone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.19 1 CYP17A1 GO:0004508 steroid 17-alpha-monooxygenase activity GO:0004508 hydroxylation steroid / sterol yes RHEA:14753 17alpha-hydroxyprogesterone + reduced [NADPH--hemoprotein reductase] + O2 = androst-4-ene-3,17-dione + acetate + oxidized [NADPH--hemoprotein reductase] + H2O + 2 H(+) 1.14.14.32 1 CYP17A1 GO:0004508 steroid 17-alpha-monooxygenase activity GO:0004508 other/unclassified steroid / sterol yes RHEA:53216 17alpha-hydroxyprogesterone + reduced [NADPH--hemoprotein reductase] + O2 = 16alpha,17alpha-dihydroxyprogesterone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP17A1 other/unclassified steroid / sterol yes RHEA:53220 16alpha,17alpha-dihydroxyprogesterone + reduced [NADPH--hemoprotein reductase] + O2 = 6beta,16alpha,17alpha-trihydroxyprogesterone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP17A1 other/unclassified steroid / sterol yes RHEA:50244 17alpha-hydroxypregnenolone + reduced [NADPH--hemoprotein reductase] + O2 = 3beta-hydroxyandrost-5-en-17-one + acetate + oxidized [NADPH--hemoprotein reductase] + H2O + 2 H(+) 1.14.14.32 1 CYP17A1 GO:0004508 steroid 17-alpha-monooxygenase activity GO:0004508 other/unclassified steroid / sterol yes RHEA:53224 16alpha,17alpha-dihydroxypregnenolone + reduced [NADPH--hemoprotein reductase] + O2 = 3beta,16alpha-dihydroxy-androst-5-en-17-one + acetate + oxidized [NADPH--hemoprotein reductase] + H2O + 2 H(+) 1 CYP17A1 other/unclassified steroid / sterol yes RHEA:53228 androst-4-ene-3,17-dione + reduced [NADPH--hemoprotein reductase] + O2 = 16alpha-hydroxyandrost-4-ene-3,17-dione + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP17A1 hydroxylation steroid / sterol yes RHEA:49936 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 5,6-epoxy-(8Z,11Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2J2 GO:0106301 arachidonate 5,6-epoxygenase activity epoxidation eicosanoid / PUFA yes RHEA:53400 (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate = (13S)-hydroxy-(14S,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoate 1 CYP2J2 GO:0106255 hydroperoxy icosatetraenoate isomerase activity epoxidation eicosanoid / PUFA yes RHEA:37959 (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate = (13R)-hydroxy-(14S,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoate 5.4.4.7 1 CYP2J2 GO:0106255 hydroperoxy icosatetraenoate isomerase activity GO:0106255 epoxidation eicosanoid / PUFA yes RHEA:56288 albendazole + reduced [NADPH--hemoprotein reductase] + O2 = hydroxyalbendazole + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.74 1 CYP2J2 hydroxylation xenobiotic / drug yes RHEA:48736 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (18R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4F8 hydroxylation eicosanoid / PUFA yes RHEA:51112 (4Z,7Z,10Z,13Z,16Z)-docosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 20-hydroxy-(4Z,7Z,10Z,13Z,16Z)-docosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4F8 hydroxylation eicosanoid / PUFA yes RHEA:48796 prostaglandin H1 + reduced [NADPH--hemoprotein reductase] + O2 = 19-hydroxyprostaglandin H1 + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4F8 hydroxylation eicosanoid / PUFA yes RHEA:48776 prostaglandin H2 + reduced [NADPH--hemoprotein reductase] + O2 = 19-hydroxyprostaglandin H2 + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4F8 hydroxylation eicosanoid / PUFA yes RHEA:53932 prostaglandin I2 + reduced [NADPH--hemoprotein reductase] + O2 = 19-hydroxy-prostaglandin I2 + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4F8 hydroxylation eicosanoid / PUFA yes RHEA:54028 a 14alpha-methyl steroid + 3 reduced [NADPH--hemoprotein reductase] + 3 O2 = a Delta(14) steroid + formate + 3 oxidized [NADPH--hemoprotein reductase] + 4 H2O + 4 H(+) 1.14.14.154 1 CYP51A1 GO:0008398 sterol 14-demethylase activity GO:0008398 aromatization (formate-releasing) steroid / sterol yes RHEA:25286 lanosterol + 3 reduced [NADPH--hemoprotein reductase] + 3 O2 = 4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + formate + 3 oxidized [NADPH--hemoprotein reductase] + 4 H2O + 4 H(+) 1.14.14.154 1 CYP51A1 GO:0008398 sterol 14-demethylase activity GO:0008398 aromatization (formate-releasing) steroid / sterol yes RHEA:45960 24,25-dihydrolanosterol + 3 reduced [NADPH--hemoprotein reductase] + 3 O2 = 4,4-dimethyl-8,14-cholestadien-3beta-ol + formate + 3 oxidized [NADPH--hemoprotein reductase] + 4 H2O + 4 H(+) 1 CYP51A1 GO:0008398 sterol 14-demethylase activity aromatization (formate-releasing) steroid / sterol yes RHEA:68060 a 14alpha-methyl steroid + reduced [NADPH--hemoprotein reductase] + O2 = a 14alpha-hydroxymethyl steroid + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP51A1 hydroxylation steroid / sterol no RHEA:68064 a 14alpha-hydroxymethyl steroid + reduced [NADPH--hemoprotein reductase] + O2 = a 14alpha-formyl steroid + oxidized [NADPH--hemoprotein reductase] + 2 H2O + H(+) 1 CYP51A1 other/unclassified steroid / sterol no RHEA:68068 a 14alpha-formyl steroid + reduced [NADPH--hemoprotein reductase] + O2 = a Delta(14) steroid + formate + oxidized [NADPH--hemoprotein reductase] + H2O + 2 H(+) 1 CYP51A1 aromatization (formate-releasing) steroid / sterol no RHEA:75103 lanosterol + reduced [NADPH--hemoprotein reductase] + O2 = 32-hydroxylanosterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP51A1 hydroxylation steroid / sterol no RHEA:75107 32-hydroxylanosterol + reduced [NADPH--hemoprotein reductase] + O2 = 32-oxolanosterol + oxidized [NADPH--hemoprotein reductase] + 2 H2O + H(+) 1 CYP51A1 oxo-formation (alcohol to aldehyde/ketone) steroid / sterol no RHEA:75111 32-oxolanosterol + reduced [NADPH--hemoprotein reductase] + O2 = 4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + formate + oxidized [NADPH--hemoprotein reductase] + H2O + 2 H(+) 1 CYP51A1 aromatization (formate-releasing) steroid / sterol no RHEA:75079 24,25-dihydrolanosterol + reduced [NADPH--hemoprotein reductase] + O2 = 32-hydroxy-24,25-dihydrolanosterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP51A1 hydroxylation steroid / sterol no RHEA:75087 32-hydroxy-24,25-dihydrolanosterol + reduced [NADPH--hemoprotein reductase] + O2 = 32-oxo-24,25-dihydrolanosterol + oxidized [NADPH--hemoprotein reductase] + 2 H2O + H(+) 1 CYP51A1 oxo-formation (alcohol to aldehyde/ketone) steroid / sterol no RHEA:75083 32-oxo-24,25-dihydrolanosterol + reduced [NADPH--hemoprotein reductase] + O2 = 4,4-dimethyl-8,14-cholestadien-3beta-ol + formate + oxidized [NADPH--hemoprotein reductase] + H2O + 2 H(+) 1 CYP51A1 aromatization (formate-releasing) steroid / sterol no RHEA:50336 triacontanoate + reduced [NADPH--hemoprotein reductase] + O2 = omega-hydroxy-triacontanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4F22 hydroxylation other fatty acid yes RHEA:63376 an omega-methyl-ultra-long-chain fatty acid + reduced [NADPH--hemoprotein reductase] + O2 = an omega-hydroxy-ultra-long-chain fatty acid + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.177 1 CYP4F22 hydroxylation other fatty acid yes RHEA:24308 25-hydroxycholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 7alpha,25-dihydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.29 1 CYP7B1 GO:0033783 25-hydroxycholesterol 7-alpha-hydroxylase activity GO:0033783 other/unclassified steroid / sterol yes RHEA:19041 (25R)-cholest-5-ene-3beta,26-diol + reduced [NADPH--hemoprotein reductase] + O2 = (25R)-cholest-5-en-3beta,7alpha,26-triol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.29 1 CYP7B1 GO:0033783 25-hydroxycholesterol 7-alpha-hydroxylase activity GO:0033783 other/unclassified other/unclassified yes RHEA:46464 (24S)-25-epoxycholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (24S,25)-epoxy-7alpha-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP7B1 hydroxylation steroid / sterol no RHEA:46460 (22R)-hydroxycholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (22R,7alpha)-dihydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP7B1 other/unclassified steroid / sterol no RHEA:46204 androst-5-en-3beta,17beta-diol + reduced [NADPH--hemoprotein reductase] + O2 = androst-5-en-3beta,7alpha,17beta-triol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP7B1 other/unclassified steroid / sterol yes RHEA:46200 5alpha-androstane-3beta,17beta-diol + reduced [NADPH--hemoprotein reductase] + O2 = 5alpha-androstane-3beta,6alpha,17beta-triol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP7B1 other/unclassified steroid / sterol yes RHEA:46192 3beta-hydroxyandrost-5-en-17-one + reduced [NADPH--hemoprotein reductase] + O2 = 3beta,7alpha-dihydroxyandrost-5-en-17-one + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP7B1 other/unclassified steroid / sterol yes RHEA:43896 3beta-hydroxy-5alpha-androstan-17-one + reduced [NADPH--hemoprotein reductase] + O2 = 3beta,7alpha-dihydroxy-5alpha-androstan-17-one + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP7B1 other/unclassified steroid / sterol yes RHEA:46196 pregnenolone + reduced [NADPH--hemoprotein reductase] + O2 = 7alpha-hydroxypregnenolone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP7B1 hydroxylation steroid / sterol yes RHEA:47308 estrone + reduced [NADPH--hemoprotein reductase] + O2 = 6alpha-hydroxyestrone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP1A1 hydroxylation steroid / sterol yes RHEA:47312 estrone + reduced [NADPH--hemoprotein reductase] + O2 = 15alpha-hydroxyestrone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP1A1 hydroxylation steroid / sterol yes RHEA:47284 17beta-estradiol + reduced [NADPH--hemoprotein reductase] + O2 = 6alpha-hydroxy-17beta-estradiol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP1A1 hydroxylation steroid / sterol yes RHEA:47288 17beta-estradiol + reduced [NADPH--hemoprotein reductase] + O2 = 7alpha-hydroxy-17beta-estradiol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP1A1 hydroxylation steroid / sterol yes RHEA:47276 17beta-estradiol + reduced [NADPH--hemoprotein reductase] + O2 = 15alpha-hydroxy-17beta-estradiol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP1A1 hydroxylation steroid / sterol yes RHEA:49972 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 16-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP1A1 hydroxylation eicosanoid / PUFA yes RHEA:49968 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 17-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP1A1 hydroxylation eicosanoid / PUFA yes RHEA:50292 all-trans-retinol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = all-trans-3,4-didehydroretinol + 2 oxidized [adrenodoxin] + 2 H2O 1.14.19.53 1 CYP27C1 GO:0061896 all-trans retinol 3,4-desaturase activity other/unclassified retinoid yes RHEA:50300 all-trans-retinol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = all-trans-4-hydroxyretinol + 2 oxidized [adrenodoxin] + H2O 1 CYP27C1 hydroxylation retinoid yes RHEA:65520 all-trans-retinol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = all-trans-3-hydroxyretinol + 2 oxidized [adrenodoxin] + H2O 1 CYP27C1 hydroxylation retinoid yes RHEA:20573 calcidiol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = calcitriol + 2 oxidized [adrenodoxin] + H2O 1.14.15.18 1 CYP27B1 GO:0004498 calcidiol 1-monooxygenase activity GO:0004498 other/unclassified steroid / sterol yes RHEA:49064 secalciferol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = calcitetrol + 2 oxidized [adrenodoxin] + H2O 1.14.15.18 1 CYP27B1 GO:0062185 secalciferol 1-monooxygenase activity GO:0004498 other/unclassified other/unclassified yes RHEA:49068 25-hydroxy-24-oxocalciol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (1S)-1,25-dihydroxy-24-oxocalciol + 2 oxidized [adrenodoxin] + H2O 1 CYP27B1 other/unclassified other/unclassified yes RHEA:49048 25-hydroxyvitamin D2 + 2 reduced [adrenodoxin] + O2 + 2 H(+) = 1alpha,25-dihydroxyvitamin D2 + 2 oxidized [adrenodoxin] + H2O 1 CYP27B1 other/unclassified steroid / sterol yes RHEA:35739 6 reduced [adrenodoxin] + cholesterol + 3 O2 + 6 H(+) = 4-methylpentanal + pregnenolone + 6 oxidized [adrenodoxin] + 4 H2O 1.14.15.6 1 CYP11A1 GO:0008386 cholesterol monooxygenase (side-chain-cleaving) activity GO:0008386 other/unclassified steroid / sterol yes RHEA:34335 2 reduced [adrenodoxin] + cholesterol + O2 + 2 H(+) = (22R)-hydroxycholesterol + 2 oxidized [adrenodoxin] + H2O 1 CYP11A1 hydroxylation steroid / sterol yes RHEA:34339 (22R)-hydroxycholesterol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (20R,22R)-20,22-dihydroxycholesterol + 2 oxidized [adrenodoxin] + H2O 1 CYP11A1 other/unclassified steroid / sterol yes RHEA:34343 (20R,22R)-20,22-dihydroxycholesterol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = 4-methylpentanal + pregnenolone + 2 oxidized [adrenodoxin] + 2 H2O 1 CYP11A1 other/unclassified steroid / sterol yes RHEA:47336 17beta-estradiol + reduced [NADPH--hemoprotein reductase] + O2 = 16beta,17beta-estriol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP3A4 other/unclassified steroid / sterol yes RHEA:53260 testosterone + reduced [NADPH--hemoprotein reductase] + O2 = 1beta-hydroxytestosterone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP3A4 hydroxylation steroid / sterol yes RHEA:53264 testosterone + reduced [NADPH--hemoprotein reductase] + O2 = 2beta-hydroxytestosterone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP3A4 hydroxylation steroid / sterol yes RHEA:53444 testosterone + reduced [NADPH--hemoprotein reductase] + O2 = 11beta,17beta-dihydroxyandrost-4-ene-3-one + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP3A4 hydroxylation steroid / sterol yes RHEA:53212 17beta-hydroxy-5alpha-androstan-3-one + reduced [NADPH--hemoprotein reductase] + O2 = 17beta,18-dihydroxy-3-oxo-5alpha-androstanone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP3A4 oxo-formation (alcohol to aldehyde/ketone) steroid / sterol yes RHEA:55832 cortisone + reduced [NADPH--hemoprotein reductase] + O2 = 6beta-hydroxycortisone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP3A4 hydroxylation other/unclassified yes RHEA:55828 cortisol + reduced [NADPH--hemoprotein reductase] + O2 = 6beta-hydroxycortisol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP3A4 hydroxylation steroid / sterol yes RHEA:46128 cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 4beta-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP3A4 hydroxylation steroid / sterol yes RHEA:46140 cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (22R)-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP3A4 hydroxylation steroid / sterol yes RHEA:46144 cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (24R)-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP3A4 hydroxylation steroid / sterol yes RHEA:50264 cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 26-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP3A4 hydroxylation steroid / sterol yes RHEA:52288 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 7-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP3A4 hydroxylation eicosanoid / PUFA yes RHEA:20149 quinine + reduced [NADPH--hemoprotein reductase] + O2 = 3-hydroxyquinine + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.55 1 CYP3A4 GO:0050591 quinine 3-monooxygenase activity GO:0050591 hydroxylation other/unclassified yes RHEA:32895 1,8-cineole + reduced [NADPH--hemoprotein reductase] + O2 = 2-exo-hydroxy-1,8-cineole + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.56 1 CYP3A4 GO:0102320 1,8-cineole 2-exo-monooxygenase activity GO:0102320 hydroxylation xenobiotic / drug yes RHEA:38191 testosterone + 3 reduced [NADPH--hemoprotein reductase] + 3 O2 = 17beta-estradiol + formate + 3 oxidized [NADPH--hemoprotein reductase] + 4 H2O + 4 H(+) 1.14.14.14 1 CYP19A1 GO:0070330 aromatase activity GO:0070330 aromatization (formate-releasing) steroid / sterol yes RHEA:38195 androst-4-ene-3,17-dione + 3 reduced [NADPH--hemoprotein reductase] + 3 O2 = estrone + formate + 3 oxidized [NADPH--hemoprotein reductase] + 4 H2O + 4 H(+) 1.14.14.14 1 CYP19A1 GO:0070330 aromatase activity GO:0070330 aromatization (formate-releasing) steroid / sterol yes RHEA:38199 androst-4-ene-3,17-dione + reduced [NADPH--hemoprotein reductase] + O2 = 19-hydroxyandrost-4-ene-3,17-dione + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP19A1 hydroxylation steroid / sterol yes RHEA:38203 19-hydroxyandrost-4-ene-3,17-dione + reduced [NADPH--hemoprotein reductase] + O2 = 19-oxo-androst-4-ene-3,17-dione + oxidized [NADPH--hemoprotein reductase] + 2 H2O + H(+) 1 CYP19A1 oxo-formation (alcohol to aldehyde/ketone) steroid / sterol yes RHEA:38207 19-oxo-androst-4-ene-3,17-dione + reduced [NADPH--hemoprotein reductase] + O2 = estrone + formate + oxidized [NADPH--hemoprotein reductase] + H2O + 2 H(+) 1 CYP19A1 aromatization (formate-releasing) steroid / sterol yes RHEA:53204 17beta,19-dihydroxy-3-oxo-5alpha-androstanone + reduced [NADPH--hemoprotein reductase] + O2 = 17beta-hydroxy-3,19-dioxo-5alpha-androstanone + oxidized [NADPH--hemoprotein reductase] + 2 H2O + H(+) 1 CYP19A1 other/unclassified steroid / sterol yes RHEA:53276 17beta-hydroxy-3,19-dioxo-5alpha-androstanone + reduced [NADPH--hemoprotein reductase] + O2 = 17beta-hydroxy-3-oxo-19-nor-5alpha-androst-1-ene + formate + oxidized [NADPH--hemoprotein reductase] + H2O + 2 H(+) 1 CYP19A1 aromatization (formate-releasing) steroid / sterol yes RHEA:84071 androst-4-ene-3,17-dione + 2 reduced [adrenodoxin] + O2 + 2 H(+) = 11beta-hydroxyandrost-4-ene-3,17-dione + 2 oxidized [adrenodoxin] + H2O 1 CYP11B1 GO:0004507 steroid 11-beta-monooxygenase activity hydroxylation steroid / sterol yes RHEA:21812 cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 7alpha-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.23 1 CYP7A1 GO:0008123 cholesterol 7-alpha-monooxygenase activity GO:0008123 hydroxylation steroid / sterol yes RHEA:46120 4beta-hydroxycholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 4beta,7alpha-dihydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP7A1 other/unclassified steroid / sterol yes RHEA:53256 lathosterol + reduced [NADPH--hemoprotein reductase] + O2 = 7alpha,8alpha-epoxy-5alpha-cholestan-3beta-ol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP7A1 epoxidation steroid / sterol yes RHEA:53252 lathosterol + reduced [NADPH--hemoprotein reductase] + O2 = 5alpha-cholestan-7-oxo-3beta-ol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP7A1 oxo-formation (alcohol to aldehyde/ketone) steroid / sterol yes RHEA:53248 7-dehydrocholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 7-oxocholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP7A1 oxo-formation (alcohol to aldehyde/ketone) steroid / sterol yes RHEA:16093 (24R)-hydroxycholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (24R)-7alpha-dihydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP7A1 other/unclassified steroid / sterol yes RHEA:47224 dehydroepiandrosterone 3-sulfate + reduced [NADPH--hemoprotein reductase] + O2 = 16alpha-hydroxydehydroepiandrosterone 3-sulfate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP3A7 hydroxylation steroid / sterol yes RHEA:47216 17beta-estradiol + reduced [NADPH--hemoprotein reductase] + O2 = 6beta-hydroxyestradiol-17beta + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP3A7 hydroxylation steroid / sterol yes RHEA:56292 fenbendazole + reduced [NADPH--hemoprotein reductase] + O2 = 4'-hydroxyfenbendazole + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.75 1 CYP2C19 hydroxylation xenobiotic / drug yes RHEA:53552 (9S,10R)-epoxy-octadecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 18-hydroxy-(9S,10R)-epoxy-octadecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4F2 hydroxylation other fatty acid yes RHEA:48676 6-trans-leukotriene B4 + reduced [NADPH--hemoprotein reductase] + O2 = 20-hydroxy-6-trans-leukotriene B4 + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4F2 hydroxylation eicosanoid / PUFA yes RHEA:45108 (+)-alpha-tocopherol + reduced [NADPH--hemoprotein reductase] + O2 = 13-hydroxy-alpha-tocopherol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4F2 GO:0052871 alpha-tocopherol omega-hydroxylase activity hydroxylation vitamin K / quinone yes RHEA:45112 gamma-tocopherol + NADPH + O2 + H(+) = 13-hydroxy-gamma-tocopherol + NADP(+) + H2O 1 CYP4F2 hydroxylation vitamin K / quinone yes RHEA:24964 calcitriol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = calcitetrol + 2 oxidized [adrenodoxin] + H2O 1.14.15.16 1 CYP24A1 GO:0030342 1-alpha,25-dihydroxyvitamin D3 24-hydroxylase activity GO:0070576 other/unclassified steroid / sterol yes RHEA:24972 calcitetrol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (1S)-1,25-dihydroxy-24-oxocalciol + 2 oxidized [adrenodoxin] + 2 H2O 1.14.15.16 1 CYP24A1 GO:0070576 oxo-formation (alcohol to aldehyde/ketone) other/unclassified yes RHEA:24976 (1S)-1,25-dihydroxy-24-oxocalciol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (1S)-1,23,25-trihydroxy-24-oxocalciol + 2 oxidized [adrenodoxin] + H2O 1 CYP24A1 other/unclassified other/unclassified yes RHEA:24984 (1S)-1,23-dihydroxy-24,25,26,27-tetranorcalciol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (1S)-1-hydroxy-23-oxo-24,25,26,27-tetranorcalciol + 2 oxidized [adrenodoxin] + 2 H2O 1 CYP24A1 oxo-formation (alcohol to aldehyde/ketone) other/unclassified yes RHEA:24988 (1S)-1-hydroxy-23-oxo-24,25,26,27-tetranorcalciol + 2 reduced [adrenodoxin] + O2 + H(+) = calcitroate + 2 oxidized [adrenodoxin] + H2O 1 CYP24A1 other/unclassified other/unclassified yes RHEA:49192 calcitriol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = 1alpha,23S,25-trihydroxycholecalciferol + 2 oxidized [adrenodoxin] + H2O 1 CYP24A1 GO:0062181 1-alpha,25-dihydroxyvitamin D3 23-hydroxylase activity hydroxylation steroid / sterol yes RHEA:24968 calcidiol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = secalciferol + 2 oxidized [adrenodoxin] + H2O 1.14.15.16 1 CYP24A1 GO:0008403 25-hydroxycholecalciferol-24-hydroxylase activity GO:0070576 other/unclassified steroid / sterol yes RHEA:49196 secalciferol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = 25-hydroxy-24-oxocalciol + 2 oxidized [adrenodoxin] + 2 H2O 1 CYP24A1 oxo-formation (alcohol to aldehyde/ketone) other/unclassified yes RHEA:49268 25-hydroxy-24-oxocalciol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = 23S,25-dihydroxy-24-oxocholecalciferol + 2 oxidized [adrenodoxin] + H2O 1 CYP24A1 other/unclassified other/unclassified yes RHEA:46616 calcidiol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (23S)-23,25-dihydroxycalciol + 2 oxidized [adrenodoxin] + H2O 1 CYP24A1 GO:0062180 25-hydroxycholecalciferol-23-hydroxylase activity hydroxylation steroid / sterol yes RHEA:49212 20S-hydroxycholecalciferol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = 20S,25-dihydroxycholecalciferol + 2 oxidized [adrenodoxin] + H2O 1 CYP24A1 other/unclassified other/unclassified yes RHEA:49204 20S-hydroxycholecalciferol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = 20S,24R-dihydroxycholecalciferol + 2 oxidized [adrenodoxin] + H2O 1 CYP24A1 other/unclassified other/unclassified yes RHEA:49396 20S,23-dihydroxycholecalciferol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = 20S,23,25-trihydroxycholecalciferol + 2 oxidized [adrenodoxin] + H2O 1 CYP24A1 other/unclassified other/unclassified yes RHEA:48668 20-hydroxy-leukotriene B4 + reduced [NADPH--hemoprotein reductase] + O2 = 20-oxo-leukotriene B4 + oxidized [NADPH--hemoprotein reductase] + 2 H2O + H(+) 1 CYP4F3 GO:0097258 20-hydroxy-leukotriene B4 omega oxidase activity oxo-formation (alcohol to aldehyde/ketone) eicosanoid / PUFA yes RHEA:48672 20-oxo-leukotriene B4 + reduced [NADPH--hemoprotein reductase] + O2 = 20-carboxy-leukotriene B4 + oxidized [NADPH--hemoprotein reductase] + H2O + 2 H(+) 1 CYP4F3 GO:0097259 20-aldehyde-leukotriene B4 20-monooxygenase activity carboxylate formation (aldehyde to acid) eicosanoid / PUFA yes RHEA:53576 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate + reduced [NADPH--hemoprotein reductase] + O2 = 20-hydroxy-11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4F3 hydroxylation eicosanoid / PUFA yes RHEA:49384 (12R)-hydroxy-(9Z)-octadecenoate + reduced [NADPH--hemoprotein reductase] + O2 = (12R),18-dihydroxy-(9Z)-octadecenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4F3 other/unclassified other fatty acid yes RHEA:48656 5-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 5,20-dihydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4F3 GO:0097265 5(S)-hydroxyeicosatetraenoic acid dehydrogenase activity other/unclassified eicosanoid / PUFA yes RHEA:49380 5-hydroxy-(6E,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 5,20-dihydroxy-(6E,8Z,11Z,14Z,17Z)-eicosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4F3 other/unclassified eicosanoid / PUFA yes RHEA:48652 lipoxin B4 + reduced [NADPH--hemoprotein reductase] + O2 = 20-hydroxy-lipoxin B4 + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4F3 hydroxylation eicosanoid / PUFA yes RHEA:23580 prostaglandin H2 = prostaglandin I2 5.3.99.4 1 PTGIS GO:0008116 prostaglandin-I synthase activity GO:0008116 other/unclassified eicosanoid / PUFA yes RHEA:32903 calciol + reduced [NADPH--hemoprotein reductase] + O2 = calcidiol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.24 1 CYP2R1 GO:0030343 vitamin D 25-hydroxylase activity GO:0030343 other/unclassified steroid / sterol yes RHEA:46580 vitamin D2 + reduced [NADPH--hemoprotein reductase] + O2 = 25-hydroxyvitamin D2 + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2R1 hydroxylation steroid / sterol yes RHEA:46584 1alpha-hydroxyvitamin D2 + reduced [NADPH--hemoprotein reductase] + O2 = 1alpha,25-dihydroxyvitamin D2 + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2R1 other/unclassified steroid / sterol yes RHEA:49272 alfacalcidol + reduced [NADPH--hemoprotein reductase] + O2 = calcitriol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2R1 other/unclassified steroid / sterol yes RHEA:50296 N-[(5Z,8Z,11Z,14Z)-eicosatetraenoyl]-serotonin + reduced [NADPH--hemoprotein reductase] + O2 = 2-oxo-N-[(5Z,8Z,11Z,14Z)-eicosatetraenoyl]-serotonin + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2U1 oxo-formation (alcohol to aldehyde/ketone) other/unclassified yes RHEA:50328 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + reduced [NADPH--hemoprotein reductase] + O2 = 1-[8-hydroxy-(9Z)-octadecenoyl]-sn-glycero-3-phosphocholine + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2W1 hydroxylation other/unclassified yes RHEA:50332 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + reduced [NADPH--hemoprotein reductase] + O2 = 1-[11-hydroxy-(9Z)-octadecenoyl]-sn-glycero-3-phosphocholine + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2W1 hydroxylation other/unclassified yes RHEA:50324 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + reduced [NADPH--hemoprotein reductase] + O2 = 1-[(9S,10R)-epoxy-octadecanoyl]-sn-glycero-3-phosphocholine + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2W1 epoxidation other/unclassified yes RHEA:50320 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + reduced [NADPH--hemoprotein reductase] + O2 = 1-[(9R,10S)-epoxy-octadecanoyl]-sn-glycero-3-phosphocholine + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2W1 epoxidation other/unclassified yes RHEA:46752 7alpha-hydroxycholest-4-en-3-one + reduced [NADPH--hemoprotein reductase] + O2 = 7alpha,12alpha-dihydroxycholest-4-en-3-one + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.139 1 CYP8B1 GO:0008397 sterol 12-alpha-hydroxylase activity GO:0008397 other/unclassified other/unclassified yes RHEA:15261 5beta-cholestane-3alpha,7alpha-diol + reduced [NADPH--hemoprotein reductase] + O2 = 5beta-cholestane-3alpha,7alpha,12alpha-triol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.139 1 CYP8B1 GO:0008397 sterol 12-alpha-hydroxylase activity GO:0008397 other/unclassified other/unclassified no RHEA:82331 (25R)-3alpha,7alpha-dihydroxy-5beta-cholestan-26-oate + reduced [NADPH--hemoprotein reductase] + O2 = (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP8B1 other/unclassified other/unclassified yes RHEA:65700 chenodeoxycholate + reduced [NADPH--hemoprotein reductase] + O2 = cholate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.139 1 CYP8B1 GO:0008397 sterol 12-alpha-hydroxylase activity GO:0008397 other/unclassified other/unclassified yes RHEA:22716 cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (24S)-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.25 1 CYP46A1 GO:0033781 cholesterol 24-hydroxylase activity GO:0033781 hydroxylation steroid / sterol yes RHEA:53808 cholestanol + reduced [NADPH--hemoprotein reductase] + O2 = (24S)-hydroxycholestanol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP46A1 hydroxylation other/unclassified yes RHEA:53244 7-dehydrocholesterol + reduced [NADPH--hemoprotein reductase] + O2 = cholesta-5,7-dien-3beta,24S-diol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP46A1 other/unclassified steroid / sterol yes RHEA:53240 7-dehydrocholesterol + reduced [NADPH--hemoprotein reductase] + O2 = cholesta-5,7-dien-3beta,25-diol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP46A1 other/unclassified steroid / sterol yes RHEA:53236 desmosterol + reduced [NADPH--hemoprotein reductase] + O2 = (24Z),26-hydroxydesmosterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP46A1 hydroxylation steroid / sterol yes RHEA:53232 desmosterol + reduced [NADPH--hemoprotein reductase] + O2 = (24S)-25-epoxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP46A1 epoxidation steroid / sterol yes RHEA:46392 4beta-hydroxycholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 4beta,24S-dihydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP46A1 other/unclassified steroid / sterol yes RHEA:46388 (24S)-hydroxycholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (24S,25R)-24,26-dihydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP46A1 other/unclassified steroid / sterol yes RHEA:46384 (24S)-hydroxycholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 24S,25-dihydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP46A1 other/unclassified steroid / sterol yes RHEA:46380 7alpha-hydroxycholesterol + reduced [NADPH--hemoprotein reductase] + O2 = (24S)-7alpha-dihydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP46A1 other/unclassified steroid / sterol yes RHEA:46300 testosterone + reduced [NADPH--hemoprotein reductase] + O2 = 2-hydroxytestosterone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP46A1 hydroxylation steroid / sterol yes RHEA:50096 tetradecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 13-hydroxytetradecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2E1 hydroxylation other fatty acid yes RHEA:26205 4-nitrophenol + NADPH + O2 + H(+) = 4-nitrocatechol + NADP(+) + H2O 1.14.13.n7 1 CYP2E1 other/unclassified xenobiotic / drug yes RHEA:50304 progesterone + reduced [NADPH--hemoprotein reductase] + O2 = 21-hydroxyprogesterone + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.16 1 CYP21A2 GO:0106309 progesterone 21-hydroxylase activity GO:0004509 hydroxylation steroid / sterol yes RHEA:50308 17alpha-hydroxyprogesterone + reduced [NADPH--hemoprotein reductase] + O2 = 11-deoxycortisol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.16 1 CYP21A2 GO:0103069 17-hydroxyprogesterone 21-hydroxylase activity GO:0004509 other/unclassified steroid / sterol yes RHEA:52168 (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 8,9-epoxy-(5Z,11Z,14Z,17Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2C9 epoxidation eicosanoid / PUFA yes RHEA:52492 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2C9 hydroxylation eicosanoid / PUFA yes RHEA:52300 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2C9 hydroxylation eicosanoid / PUFA yes RHEA:52496 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2C9 hydroxylation eicosanoid / PUFA yes RHEA:52500 (9Z,12Z)-octadecadienoate + reduced [NADPH--hemoprotein reductase] + O2 = (13R)-hydroxy-(9Z,11E)-octadecadienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2C9 hydroxylation other fatty acid yes RHEA:52504 (9Z,12Z)-octadecadienoate + reduced [NADPH--hemoprotein reductase] + O2 = (9R)-hydroxy-(10E,12Z)-octadecadienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2C9 hydroxylation other fatty acid yes RHEA:52508 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 13(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2C9 hydroxylation eicosanoid / PUFA yes RHEA:51472 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 14,15-epoxy-(5Z,8Z,11Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2C9 GO:0008404 arachidonate 14,15-epoxygenase activity epoxidation eicosanoid / PUFA yes RHEA:51480 (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2C9 GO:0008405 arachidonate 11,12-epoxygenase activity epoxidation eicosanoid / PUFA yes RHEA:75283 decanoate + reduced [NADPH--hemoprotein reductase] + O2 = 10-hydroxydecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4B1 GO:0140981 medium-chain fatty acid omega-hydroxylase activity hydroxylation other fatty acid no RHEA:76787 dodecan-1-ol + reduced [NADPH--hemoprotein reductase] + O2 = 1,10-dodecanediol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4B1 other/unclassified other/unclassified no RHEA:53196 testosterone + reduced [NADPH--hemoprotein reductase] + O2 = 16alpha,17beta-dihydroxyandrost-4-en-3-one + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP2B6 GO:0008390 testosterone 16-alpha-hydroxylase activity hydroxylation steroid / sterol yes RHEA:34631 5beta-cholestane-3alpha,7alpha,12alpha-triol + 6 reduced [adrenodoxin] + 3 O2 + 5 H(+) = (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oate + 6 oxidized [adrenodoxin] + 4 H2O 1.14.15.15 1 CYP27A1 GO:0047748 cholestanetetraol 26-dehydrogenase activity GO:0047748 hydroxylation other/unclassified yes RHEA:53812 cholestanol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (25R)-26-hydroxycholestanol + 2 oxidized [adrenodoxin] + H2O 1 CYP27A1 hydroxylation other/unclassified yes RHEA:47380 (25R)-3beta-hydroxycholest-5-en-7-one-26-al + 2 reduced [adrenodoxin] + O2 + H(+) = (25R)-3beta-hydroxycholest-5-en-7-one-26-oate + 2 oxidized [adrenodoxin] + H2O 1 CYP27A1 other/unclassified other/unclassified yes RHEA:47376 (25R)-3beta,26-dihydroxycholest-5-en-7-one + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (25R)-3beta-hydroxycholest-5-en-7-one-26-al + 2 oxidized [adrenodoxin] + 2 H2O 1 CYP27A1 other/unclassified other/unclassified yes RHEA:47344 7-oxocholesterol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (25R)-3beta,26-dihydroxycholest-5-en-7-one + 2 oxidized [adrenodoxin] + H2O 1 CYP27A1 hydroxylation steroid / sterol yes RHEA:46588 calciol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = calcidiol + 2 oxidized [adrenodoxin] + H2O 1 CYP27A1 other/unclassified steroid / sterol yes RHEA:40231 (25R)-5beta-cholestane-3alpha,7alpha,12alpha,26-tetrol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-al + 2 oxidized [adrenodoxin] + 2 H2O 1 CYP27A1 hydroxylation other/unclassified yes RHEA:46400 2 reduced [adrenodoxin] + cholesterol + O2 + 2 H(+) = (25R)-cholest-5-ene-3beta,26-diol + 2 oxidized [adrenodoxin] + H2O 1 CYP27A1 other/unclassified steroid / sterol yes RHEA:46436 (25R)-3beta,4beta-dihydroxycholest-5-en-26-al + 2 reduced [adrenodoxin] + O2 + H(+) = (25R)-3beta,4beta-dihydroxycholest-5-en-26-oate + 2 oxidized [adrenodoxin] + H2O 1 CYP27A1 other/unclassified other/unclassified yes RHEA:46432 (25R)-4beta,26-dihydroxycholesterol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (25R)-3beta,4beta-dihydroxycholest-5-en-26-al + 2 oxidized [adrenodoxin] + 2 H2O 1 CYP27A1 other/unclassified steroid / sterol yes RHEA:46428 4beta-hydroxycholesterol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (25R)-4beta,26-dihydroxycholesterol + 2 oxidized [adrenodoxin] + H2O 1 CYP27A1 other/unclassified steroid / sterol yes RHEA:45236 (25R)-3beta-hydroxy-5-cholesten-26-al + 2 reduced [adrenodoxin] + O2 + H(+) = (25R)-3beta-hydroxy-5-cholestenoate + 2 oxidized [adrenodoxin] + H2O 1 CYP27A1 other/unclassified other fatty acid yes RHEA:46092 (25R)-cholest-5-ene-3beta,26-diol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (25R)-3beta-hydroxy-5-cholesten-26-al + 2 oxidized [adrenodoxin] + 2 H2O 1 CYP27A1 hydroxylation other/unclassified yes RHEA:34627 (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-al + 2 reduced [adrenodoxin] + O2 + H(+) = (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oate + 2 oxidized [adrenodoxin] + H2O 1 CYP27A1 other/unclassified other/unclassified yes RHEA:14373 5beta-cholestane-3alpha,7alpha,12alpha-triol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (25R)-5beta-cholestane-3alpha,7alpha,12alpha,26-tetrol + 2 oxidized [adrenodoxin] + H2O 1 CYP27A1 other/unclassified other/unclassified yes RHEA:45084 dodecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 7-hydroxydodecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.130 1 CYP4Z1 GO:0052722 fatty acid in-chain hydroxylase activity hydroxylation other fatty acid yes RHEA:66888 dodecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 8-hydroxydodecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4Z1 hydroxylation other fatty acid yes RHEA:66872 dodecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 9-hydroxydodecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4Z1 hydroxylation other fatty acid yes RHEA:66892 dodecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 10-hydroxydodecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4Z1 hydroxylation other fatty acid yes RHEA:66916 tetradecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 9-hydroxytetradecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4Z1 hydroxylation other fatty acid yes RHEA:66880 tetradecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 10-hydroxytetradecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4Z1 hydroxylation other fatty acid yes RHEA:66884 tetradecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 11-hydroxytetradecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4Z1 hydroxylation other fatty acid yes RHEA:66876 tetradecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 12-hydroxytetradecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1 CYP4Z1 hydroxylation other fatty acid yes