Details of the Metabolic Reaction (MR)

General Information of This Metabolic Reaction (MR) (ID: MR001645)
Formula
CYP2C8 ...
SVG example
2-Hydroxylation
Reactant 17alpha-Ethinylestradiol Product 2-hydroxyethinylestradiol
Reactant Info Product Info
Metabolic Enzyme Cytochrome P450 2C8 (CYP2C8) DME Info
Cytochrome P450 3A4 (CYP3A4) DME Info
Cytochrome P450 1A2 (CYP1A2) DME Info
Cytochrome P450 2C9 (CYP2C9) DME Info
Cytochrome P450 3A5 (CYP3A5) DME Info
Metabolic Type Oxidation - 2-Hydroxylation
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]
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]
MR001651 17alpha-Ethinylestradiol N-desmethylzopiclone metabolite Conjugation - O-Glucuronidation Mestranol [5], [8], [9]
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
MR002721 Ethinyl estradiol 2-hydroxyethinylestradiol Oxidation - 2-Hydroxylation Ethinyl estradiol [7]
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 [5]
MR001640 2-hydroxyethinylestradiol 2-methoxyethinylestradiol Conjugation - O-Methylation Mestranol [5], [6]
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..
8 Human bilirubin UDP-glucuronosyltransferase catalyzes the glucuronidation of ethinylestradiol Mol Pharmacol. 1993 Apr;43(4):649-54.
9 The potent inhibition of human cytosolic sulfotransferase 1A1 by 17-ethinylestradiol is due to interactions with isoleucine 89 on loop 1 Horm Mol Biol Clin Investig. 2014 Dec;20(3):81-90. doi: 10.1515/hmbci-2014-0028.

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.