Details of the Metabolic Reaction (MR)

General Information of This Metabolic Reaction (MR) (ID: MR013315)
Formula
CYP3A5 ...
SVG example
4-hydroxylation
Reactant E-3A Product 4-hydroxyestrone
Reactant Info Product Info
Metabolic Enzyme Cytochrome P450 3A5 (CYP3A5) DME Info
Cytochrome P450 1B1 (CYP1B1) DME Info
Metabolic Type Oxidation - 4-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
MR013329 E-3A 17-beta-estradiol 3-sulfate-17-(beta-D-glucuronide) Unclear E-3A [1]
MR013326 E-3A 17-beta-Estradiol glucuronide Unclear E-3A [2], [3]
MR013324 E-3A 17-beta-Estradiol-3-glucuronide Unclear E-3A [1]
MR013327 E-3A 17alpha-Estradiol-3-glucuronide Unclear E-3A [1]
MR013308 E-3A 17beta-Estradiol-3,17-beta-sulfate Unclear E-3A [4]
MR013313 E-3A 2-hydroxyestrone Oxidation - 2-hydroxylation E-3A [5]
MR013325 E-3A 2-methoxy-17beta-estradiol 3-O-(beta-D-glucuronide) Unclear E-3A [2]
MR013323 E-3A 2-Methoxyestrone 3-glucuronide Unclear E-3A [5]
MR013318 E-3A 4-Hydroxyestradiol Unclear E-3A [6]
MR013328 E-3A Estradiol-17alpha 3-D-glucuronoside Unclear E-3A [1]
MR013322 E-3A Estradiol-17beta 3-sulfate Unclear E-3A [7]
MR013320 E-3A Estrone Unclear E-3A [6]
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
MR002697 Estrone 4-hydroxyestrone Oxidation - 4-Hydroxylation Estrone [8]
MR002627 Estradiol 4-hydroxyestrone Oxidation - 4-Hydroxylation Estradiol acetate [2]
MR002650 Estradiol 4-hydroxyestrone Oxidation - 4-Hydroxylation Estradiol cypionate [2]
MR002673 Estradiol 4-hydroxyestrone Oxidation - 4-Hydroxylation Estradiol valerate [2]
Other MR(s) That Metabolize The Produtc of This MR
MR ID Reactant Product MR Type Related Drug REF
MR013316 4-hydroxyestrone 4-Hydroxyestradiol Unclear E-3A [9]
MR002695 4-hydroxyestrone 4-methoxyestrone Unclear Estrone [10]
MR002643 4-hydroxyestrone 4-hydroxyestradiol Unclear Estradiol acetate [11]
MR002666 4-hydroxyestrone 4-hydroxyestradiol Unclear Estradiol cypionate [11]
MR002689 4-hydroxyestrone 4-hydroxyestradiol Unclear Estradiol valerate [11]
References
1 DrugBank(Pharmacology-Metabolism):E-3A
2 The metabolism of estradiol; oral compared to intravenous administration J Steroid Biochem. 1985 Dec;23(6A):1065-70. doi: 10.1016/0022-4731(85)90068-8.
3 Profiling endogenous serum estrogen and estrogen-glucuronides by liquid chromatography-tandem mass spectrometry Anal Chem. 2009 Dec 15;81(24):10143-8. doi: 10.1021/ac9019126.
4 Cytochrome P450 1A2 (CYP1A2) activity and risk factors for breast cancer: a cross-sectional study. Breast Cancer Res. 2004;6(4):R352-65.
5 DrugBank(Pharmacology-Metabolism)Estradiol acetate
6 Cytochrome P450-mediated metabolism of estrogens and its regulation in human. Cancer Lett. 2005 Sep 28;227(2):115-24.
7 FOODB:E-3A
8 Characterization of the oxidative metabolites of 17beta-estradiol and estrone formed by 15 selectively expressed human cytochrome p450 isoforms. Endocrinology. 2003 Aug;144(8):3382-98.
9 Cytochromes P450: a structure-based summary of biotransformations using representative substrates Drug Metab Rev. 2008;40(1):1-100. doi: 10.1080/03602530802309742.
10 Evaluation of electrospray ionization and atmospheric pressure chemical ionization for simultaneous detection of estrone and its metabolites using high-performance liquid chromatography/tandem mass spectrometry J Chromatogr B Analyt Technol Biomed Life Sci. 2007 Dec 1;860(1):49-56. doi: 10.1016/j.jchromb.2007.10.014.
11 Cytochrome P450-mediated metabolism of estrogens and its regulation in human Cancer Lett. 2005 Sep 28;227(2):115-24. doi: 10.1016/j.canlet.2004.10.007.

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