General Information of This Metabolic Reaction (MR) (ID: MR001651)
Formula
UGT1A9 ...
SVG example
O-Glucuronidation
Reactant 17alpha-Ethinylestradiol Product N-desmethylzopiclone metabolite
Reactant Info Product Info
Metabolic Enzyme UDP-glucuronosyltransferase 1A9 (UGT1A9) DME Info
UDP-glucuronosyltransferase 1A4 (UGT1A4) DME Info
UDP-glucuronosyltransferase 2B7 (UGT2B7) DME Info
UDP-glucuronosyltransferase 1A1 (UGT1A1) DME Info
UDP-glucuronosyltransferase 1A3 (UGT1A3) DME Info
Metabolic Type Conjugation - O-Glucuronidation
Other MR(s) Related to The Reactant of This MR
Other MR(s) That Produce The Reactant of This MR
MR ID Reactant Product MR Type Related Drug REF
MR001652 Mestranol 17alpha-Ethinylestradiol Oxidation - O-Demethylation Mestranol [1], [2]
MR010821 Oxandrolone 17alpha-ethinylestradiol Unclear - Unclear Oxandrolone [3]
MR010808 Quinestrol 17alpha-ethinylestradiol Unclear - Unclear Quinestrol [4]
Other MR(s) That Metabolize The Reactant of This MR
MR ID Reactant Product MR Type Related Drug REF
MR001649 17alpha-Ethinylestradiol 16alpha-hydroxyethinylestradiol Oxidation - 16-Hydroxylation Mestranol [5], [6]
MR001645 17alpha-Ethinylestradiol 2-hydroxyethinylestradiol Oxidation - 2-Hydroxylation Mestranol [5], [6]
MR001646 17alpha-Ethinylestradiol 4-hydroxyethinylestradiol Oxidation - 4-Hydroxylation Mestranol [5], [6]
MR001647 17alpha-Ethinylestradiol 6-hydroxyethinylestradiol Oxidation - 6-Hydroxylation Mestranol [5], [6]
MR001648 17alpha-Ethinylestradiol 7-hydroxyethinylestradiol Oxidation - 7-Hydroxylation Mestranol [5], [6]
MR001650 17alpha-Ethinylestradiol Ethinylestradiol-3-sulfate Conjugation - Sulfation Mestranol [7]
References
1 Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675.
2 Biotransformation of mestranol to ethinyl estradiol in vitro: the role of cytochrome P-450 2C9 and metabolic inhibitors. J Clin Pharmacol. 1997 Mar;37(3):193-200.
3 Fast and Sensitive Screening of Oxandrolone and Its Major Metabolite 17-Epi-Oxandrolone in Human Urine by UHPLC-MS/MS with On-Line SPE Sample Pretreatment
4 The bioaccumulation and biotransformation of synthetic estrogen quinestrol in crucian carp
5 Genetic variation in the first-pass metabolism of ethinylestradiol, sex hormone binding globulin levels and venous thrombosis risk Eur J Intern Med. 2017 Jul;42:54-60. doi: 10.1016/j.ejim.2017.05.019.
6 Metabolism of 17 alpha-ethinylestradiol by human liver microsomes in vitro: aromatic hydroxylation and irreversible protein binding of metabolites J Clin Endocrinol Metab. 1974 Dec;39(6):1072-80. doi: 10.1210/jcem-39-6-1072.
7 Sulfotransferase 1E1 is a low km isoform mediating the 3-O-sulfation of ethinyl estradiol Drug Metab Dispos. 2004 Nov;32(11):1299-303. doi: 10.1124/dmd.32.11..

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