Details of the Metabolic Reaction (MR)

General Information of This Metabolic Reaction (MR) (ID: MR002721)
Formula
CYP3A4 ...
SVG example
2-Hydroxylation
Reactant Ethinyl estradiol Product 2-hydroxyethinylestradiol
Reactant Info Product Info
Metabolic Enzyme Cytochrome P450 3A4 (CYP3A4) DME Info
Cytochrome P450 2C8 (CYP2C8) DME Info
Cytochrome P450 2C9 (CYP2C9) DME Info
Cytochrome P450 1A2 (CYP1A2) DME Info
Cytochrome P450 3A7 (CYP3A7) DME Info
Metabolic Type Oxidation - 2-Hydroxylation
Other MR(s) Related to The Reactant of This MR
Other MR(s) That Metabolize The Reactant of This MR
MR ID Reactant Product MR Type Related Drug REF
MR002725 Ethinyl estradiol 16alpha-hydroxyethinylestradiol Oxidation - 16-Hydroxylation Ethinyl estradiol [1]
MR002722 Ethinyl estradiol 4-hydroxyethinylestradiol Oxidation - 4-Hydroxylation Ethinyl estradiol [1]
MR002723 Ethinyl estradiol 6-hydroxyethinylestradiol Oxidation - 6-Hydroxylation Ethinyl estradiol [1]
MR002724 Ethinyl estradiol 7-hydroxyethinylestradiol Oxidation - 7-Hydroxylation Ethinyl estradiol [1]
MR002728 Ethinyl estradiol Ethinylestradiol-17-sulfate Conjugation - Sulfation Ethinyl estradiol [2]
MR002727 Ethinyl estradiol Ethinylestradiol-3,17-sulfate Conjugation - Sulfation Ethinyl estradiol [2]
MR002726 Ethinyl estradiol Ethinylestradiol-3-sulfate Conjugation - Sulfation Ethinyl estradiol [1]
MR002720 Ethinyl estradiol N-desmethylzopiclone Conjugation - O-Glucuronidation Ethinyl estradiol [3]
Other MR(s) Related to The Product of This MR
Other MR(s) That Produce The Product of This MR
MR ID Reactant Product MR Type Related Drug REF
MR001645 17alpha-Ethinylestradiol 2-hydroxyethinylestradiol Oxidation - 2-Hydroxylation Mestranol [4], [5]
Other MR(s) That Metabolize The Produtc of This MR
MR ID Reactant Product MR Type Related Drug REF
MR002715 2-hydroxyethinylestradiol 2-methoxyethinylestradiol Conjugation - O-Methylation Ethinyl estradiol [4]
MR001640 2-hydroxyethinylestradiol 2-methoxyethinylestradiol Conjugation - O-Methylation Mestranol [4], [5]
References
1 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..
2 The pharmacokinetics and metabolism of ethinyl estradiol and its three sulfates in the baboon Am J Obstet Gynecol. 1983 May 1;146(1):80-7. doi: 10.1016/0002-9378(83)90931-6.
3 Human bilirubin UDP-glucuronosyltransferase catalyzes the glucuronidation of ethinylestradiol Mol Pharmacol. 1993 Apr;43(4):649-54.
4 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.
5 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.

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