Details of the Metabolic Reaction (MR)

General Information of This Metabolic Reaction (MR) (ID: MR002697)
Formula
SVG example
4-Hydroxylation
Reactant Estrone Product 4-hydroxyestrone
Reactant Info Product Info
Metabolic Enzyme Cytochrome P450 3A4 (CYP3A4) 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
MR002705 Estrone 15alpha-OH-estrone Unclear Estrone [1]
MR002706 Estrone 16alpha-OH-estrone Oxidation - Hydroxylation Estrone [1]
MR002707 Estrone 16beta-OH-estrone Oxidation - Hydroxylation Estrone [1]
MR002696 Estrone 2-hydroxyestrone Oxidation - 2-Hydroxylation Estrone [2]
MR002699 Estrone 2-hydroxyestrone sulfate Unclear Estrone [3]
MR002700 Estrone 4-hydroxyestrone sulfate Unclear Estrone [3]
MR002701 Estrone 4-OH-estrone Oxidation - Hydroxylation Estrone [1]
MR002702 Estrone 6alpha-OH-estrone Oxidation - Hydroxylation Estrone [1]
MR002703 Estrone 6beta-estrone Unclear Estrone [1]
MR002704 Estrone 7alpha-OH-estrone Unclear Estrone [1]
MR002698 Estrone Estrone glucuronide Conjugation - Glucuronidation Estrone [3]
MR002708 Estrone Estrone sulfate Unclear Estrone [3]
MR004102 Estrone Estriol Oxidation - Hydrolyzationn Conjugated estrogens [4]
MR013321 Estrone Estrone sulfate Unclear E-3A [5]
MR013310 Estrone 16-alpha hydroxyestrone Unclear E-3A [6]
MR002646 Estrone Estrone sulfate Unclear Estradiol acetate [5]
MR002669 Estrone Estrone sulfate Unclear Estradiol cypionate [5]
MR002692 Estrone Estrone sulfate Unclear Estradiol valerate [5]
MR003151 Estrone Estrone sulfate Unclear Dehydroepiandrosterone [7]
MR002645 Estrone 16alpha hydroxyestrone Unclear Estradiol acetate [6]
MR002668 Estrone 16alpha hydroxyestrone Unclear Estradiol cypionate [6]
MR002691 Estrone 16alpha hydroxyestrone Unclear Estradiol valerate [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
MR013315 E-3A 4-hydroxyestrone Oxidation - 4-hydroxylation E-3A [5]
MR002627 Estradiol 4-hydroxyestrone Oxidation - 4-Hydroxylation Estradiol acetate [8]
MR002650 Estradiol 4-hydroxyestrone Oxidation - 4-Hydroxylation Estradiol cypionate [8]
MR002673 Estradiol 4-hydroxyestrone Oxidation - 4-Hydroxylation Estradiol valerate [8]
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 Synthetic and natural compounds that interact with human cytochrome P450 1A2 and implications in drug development. Curr Med Chem. 2009;16(31):4066-218.
2 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.
3 DrugBank(Pharmacology-Metabolism)Estrone
4 DrugBank(Pharmacology-Metabolism):Conjugated estrogens
5 Cytochrome P450-mediated metabolism of estrogens and its regulation in human. Cancer Lett. 2005 Sep 28;227(2):115-24.
6 Cytochrome P450 1A2 (CYP1A2) activity and risk factors for breast cancer: a cross-sectional study. Breast Cancer Res. 2004;6(4):R352-65.
7 Dehydroepiandrosterone Research: Past, Current, and Future Vitam Horm. 2018;108:1-28. doi: 10.1016/bs.vh.2018.02.002.
8 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.
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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