Detail Information of Xenobiotics

General Information of Xenobiotics (ID: XEO00090)
Xenobiotics Name
Estradiol
Xenobiotics Type
Pharmaceutical Agent(s)
Classification
Approved/Marketed Drug
Structure
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3D MOL 2D MOL
PubChem CID
5757
DME(s) Modulated by This Xenobiotics
DME(s) Inhibited by This Xenobiotics
Alcohol dehydrogenase class-I alpha (ADH1A) DME Info Homo sapiens [1]
Alcohol dehydrogenase class-I beta (ADH1B) DME Info Homo sapiens [1]
Alcohol dehydrogenase class-I gamma (ADH1C) DME Info Homo sapiens [1]
Alcohol dehydrogenase class-II (ADH4) DME Info Homo sapiens [1]
Alcohol dehydrogenase class-V (ADH6) DME Info Homo sapiens [1]
Small intestine reductase (AKR1B10) DME Info Homo sapiens [2]
Aldo-keto reductase 1C3 (AKR1C3) DME Info Homo sapiens [3], [4]
Aldo-keto reductase 1C4 (AKR1C4) DME Info Homo sapiens [1]
Aldo-keto reductase 1D1 (AKR1D1) DME Info Homo sapiens [1], [5]
Porphobilinogen synthase (ALAD) DME Info Homo sapiens [6], [7]
Aminomuconic semialdehyde dehydrogenase (ALDH12) DME Info Homo sapiens [1]
Bile acid-CoA thioesterase (BAAT) DME Info Homo sapiens [1], [5]
Catechol O-methyltransferase (COMT) DME Info Homo sapiens [8], [9]
Cytochrome P450 1A1 (CYP1A1) DME Info Homo sapiens [9]
Cytochrome P450 1A2 (CYP1A2) DME Info Homo sapiens [10]
Cytochrome P450 1B1 (CYP1B1) DME Info Homo sapiens [11]
Retinoic acid 4-hydroxylase 26B1 (CYP26B1) DME Info Homo sapiens [3]
Cytochrome P450 2C8 (CYP2C8) DME Info Homo sapiens [1]
Cytochrome P450 2F1 (CYP2F1) DME Info Homo sapiens [12]
Cytochrome P450 3A7 (CYP3A7) DME Info Homo sapiens [12], [1]
Cytochrome P450 4F2 (CYP4F2) DME Info Homo sapiens [1]
Leukotriene B4 omega-hydroxylase (CYP4F3) DME Info Homo sapiens [12]
Delta(24)-sterol reductase (DHCR24) DME Info Homo sapiens [13], [14]
Cellular glutathione peroxidase (GPX1) DME Info Homo sapiens [14]
Glutathione S-transferase alpha-1 (GSTA1) DME Info Homo sapiens [4]
Glutathione S-transferase pi (GSTP1) DME Info Homo sapiens [12]
Glutathione S-transferase theta-1 (GSTT1) DME Info Homo sapiens [4]
Corticosteroid 11-beta-dehydrogenase 2 (HSD11B2) DME Info Homo sapiens [15]
Estradiol 17-beta-dehydrogenase 2 (HSD17B2) DME Info Homo sapiens [1], [5]
Keto-steroid reductase (HSD17B7) DME Info Homo sapiens [4]
Iduronate 2-sulfatase (IDS) DME Info Homo sapiens [16]
Monoamine oxidase type A (MAO-A) DME Info Homo sapiens [17]
S-adenosylmethionine synthase 1 (MAT1A) DME Info Homo sapiens [1]
Neprilysin (MME) DME Info Homo sapiens [18]
Metallothionein-1A (MT1A) DME Info Homo sapiens [12]
Metallothionein-2A (MT2A) DME Info Homo sapiens [4], [12]
N-acetyltransferase 1 (NAT1) DME Info Homo sapiens [4]
N-acetyltransferase 2 (NAT2) DME Info Homo sapiens [1]
Quinone reductase 1 (NQO1) DME Info Homo sapiens [19]
Ecto-5'-nucleotidase (NT5E) DME Info Homo sapiens [20], [2]
Phosphodiesterase 5A (PDE5A) DME Info Homo sapiens [21]
Serum paraoxonase/arylesterase 1 (PON1) DME Info Homo sapiens [1]
Proline dehydrogenase 1 (PRODH) DME Info Homo sapiens [4]
Putrescine acetyltransferase (SSAT1) DME Info Homo sapiens [6]
Steroid 5-alpha-reductase 2 (SRD5A2) DME Info Homo sapiens [1]
Sulfotransferase 1E1 (SULT1E1) DME Info Homo sapiens [22]
Sulfotransferase 2A1 (SULT2A1) DME Info Homo sapiens [1]
Tryptophan oxygenase (TRPO) DME Info Homo sapiens [1]
Transglutaminase K (TGM1) DME Info Homo sapiens [2]
Thiopurine methyltransferase (TPMT) DME Info Homo sapiens [12]
UDP-glucuronosyltransferase 1A1 (UGT1A1) DME Info Homo sapiens [23]
UDP-glucuronosyltransferase 1A3 (UGT1A3) DME Info Homo sapiens [24]
UDP-glucuronosyltransferase 1A9 (UGT1A9) DME Info Homo sapiens [23]
UDP-glucuronosyltransferase 2B4 (UGT2B4) DME Info Homo sapiens [1]
DME(s) Induced by This Xenobiotics
Acetylcholinesterase (ACHE) DME Info Homo sapiens [1]
Aldo-keto reductase 1C1 (AKR1C1) DME Info Homo sapiens [3]
Aldo-keto reductase 1C2 (AKR1C2) DME Info Homo sapiens [3]
Asparagine synthetase (ASNS) DME Info Homo sapiens [1]
Cytosolic branched aminotransferase (BCAT1) DME Info Homo sapiens [4]
Carbonic anhydrase II (CA2) DME Info Homo sapiens [3], [4]
Choline dehydrogenase (CHDH) DME Info Homo sapiens [4]
Cholesterol desmolase (CYP11A1) DME Info Homo sapiens [25]
Aromatase (CYP19A1) DME Info Homo sapiens [26]
Vitamin D(3) 24-hydroxylase (CYP24A1) DME Info Homo sapiens [1], [5]
Calcidiol 1-monooxygenase (CYP27B1) DME Info Homo sapiens [27]
Cytochrome P450 2A6 (CYP2A6) DME Info Homo sapiens [28], [29]
Cytochrome P450 2B6 (CYP2B6) DME Info Homo sapiens [30], [29]
Cytochrome P450 2C9 (CYP2C9) DME Info Homo sapiens [29]
Cytochrome P450 2E1 (CYP2E1) DME Info Homo sapiens [29]
Cytochrome P450 2J2 (CYP2J2) DME Info Homo sapiens [3]
Cytochrome P450 2S1 (CYP2S1) DME Info Homo sapiens [5]
Cytochrome P450 3A4 (CYP3A4) DME Info Homo sapiens [31]
Dicarbonyl/L-xylulose reductase (DCXR) DME Info Homo sapiens [32]
Dihydrofolate reductase (DHFR) DME Info Homo sapiens [32]
Short-chain dehydrogenase/reductase retSDR1 (DHRS3) DME Info Homo sapiens [3], [4]
Thymidylate kinase (DTYMK) DME Info Homo sapiens [24]
Fatty acid desaturase 1 (FADS1) DME Info Homo sapiens [1]
Gamma-Glu-X carboxypeptidase (GGH) DME Info Homo sapiens [3]
L-glutamine amidohydrolase (GLS) DME Info Homo sapiens [33]
Glutamine synthetase (GLUL) DME Info Homo sapiens [32]
Histamine N-methyltransferase (HNMT) DME Info Homo sapiens [3], [17]
Heparanase (HPSE) DME Info Homo sapiens [34]
Estradiol 17-beta-dehydrogenase 1 (HSD17B1) DME Info Homo sapiens [25]
Dihydrotestosterone oxidoreductase (HSD3B1) DME Info Homo sapiens [25]
Methionine-tRNA ligase mitochondrial (MARS2) DME Info Homo sapiens [4]
S-adenosylmethionine synthase 2 (MAT2A) DME Info Homo sapiens [4], [32]
Microsomal glutathione S-transferase 2 (MGST2) DME Info Homo sapiens [32]
Cysteinyl-conjugate N-acetyltransferase (NAT8) DME Info Homo sapiens [1]
Nitric oxide synthase inducible (NOS2) DME Info Homo sapiens [35]
Nitric oxide synthase endothelial (NOS3) DME Info Homo sapiens [36]
Phosphodiesterase 7B (PDE7B) DME Info Homo sapiens [18]
Phosphoribosylformylglycinamidine synthase (PFAS) DME Info Homo sapiens [4]
Choline phosphatase 1 (PLD1) DME Info Homo sapiens [3]
Purine nucleoside phosphorylase (PNP) DME Info Homo sapiens [20]
Prostaglandin G/H synthase 2 (COX-2) DME Info Homo sapiens [37]
Transglutaminase H (TGM2) DME Info Homo sapiens [3], [2]
Thioredoxin reductase TR1 (TXNRD1) DME Info Homo sapiens [38]
Thymidylate synthase (TYMS) DME Info Homo sapiens [32]
UDP-glucuronosyltransferase 2B15 (UGT2B15) DME Info Homo sapiens [39]
UDP-glucuronosyltransferase 2B17 (UGT2B17) DME Info Homo sapiens [3]
Uridine phosphorylase 1 (UPP1) DME Info Homo sapiens [1]
Xenobiotics-DME Activity Data
Xenobiotics-DME Activity Data Cytochrome P450 1B1 (CYP1B1) DME Info IC50 > 50 microM [11]
References
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2 Research resource: STR DNA profile and gene expression comparisons of human BG-1 cells and a BG-1/MCF-7 clonal variant. Mol Endocrinol. 2014 Dec;28(12):2072-81.
3 Long-term estrogen exposure promotes carcinogen bioactivation, induces persistent changes in gene expression, and enhances the tumorigenicity of MCF-7 human breast cancer cells. Toxicol Appl Pharmacol. 2009 Nov 1;240(3):355-66.
4 Genistein and bisphenol A exposure cause estrogen receptor 1 to bind thousands of sites in a cell type-specific manner. Genome Res. 2012 Nov;22(11):2153-62.
5 Comparison of phenotypic and transcriptomic effects of false-positive genotoxins, true genotoxins and non-genotoxins using HepG2 cells. Mutagenesis. 2011 Sep;26(5):593-604.
6 Evaluation of estrogen receptor alpha activation by glyphosate-based herbicide constituents. Food Chem Toxicol. 2017 Oct;108(Pt A):30-42.
7 Moving toward integrating gene expression profiling into high-throughput testing: a gene expression biomarker accurately predicts estrogen receptor alpha modulation in a microarray compendium. Toxicol Sci. 2016 May;151(1):88-103.
8 Soy isoflavones decrease the catechol-O-methyltransferase-mediated inactivation of 4-hydroxyestradiol in cultured MCF-7 cells. Carcinogenesis. 2008 Feb;29(2):363-70.
9 Phytoestrogens modulate the expression of 17alpha-estradiol metabolizing enzymes in cultured MCF-7 cells. Adv Exp Med Biol. 2008;617:625-32.
10 In vitro analysis of factors influencing CYP1A2 expression as potential determinants of interindividual variation. Pharmacol Res Perspect. 2017 Mar 2;5(2):e00299.
11 Targeting cytochrome P450 (CYP) 1B1 with steroid derivatives. Bioorg Med Chem Lett. 2016 Nov 1;26(21):5272-5276.
12 Human drug metabolism genes in parathion-and estrogen-treated breast cells. Int J Mol Med. 2007 Dec;20(6):875-81.
13 Evaluation of estrogenic activity of phthalate esters by gene expression profiling using a focused microarray (EstrArray). Environ Toxicol Chem. 2008 Jun;27(6):1416-25.
14 Molecular mechanism of action of bisphenol and bisphenol A mediated by oestrogen receptor alpha in growth and apoptosis of breast cancer cells. Br J Pharmacol. 2013 May;169(1):167-78.
15 11-Beta hydroxysteroid dehydrogenase type 2 in human adult and fetal lung and its regulation by sex steroids. Pediatr Res. 2007 Jul;62(1):26-31.
16 Analysis of estrogen agonism and antagonism of tamoxifen, raloxifene, and ICI182780 in endometrial cancer cells: a putative role for the epidermal growth factor receptor ligand amphiregulin. J Soc Gynecol Investig. 2005 Oct;12(7):e55-67.
17 Persistent and non-persistent changes in gene expression result from long-term estrogen exposure of MCF-7 breast cancer cells. J Steroid Biochem Mol Biol. 2011 Feb;123(3-5):140-50.
18 Bisphenol A effects on gene expression in adipocytes from children: association with metabolic disorders. J Mol Endocrinol. 2015 Jun;54(3):289-303.
19 Natural antioxidants exhibit chemopreventive characteristics through the regulation of CNC b-Zip transcription factors in estrogen-induced breast carcinogenesis. J Biochem Mol Toxicol. 2014 Dec;28(12):529-38.
20 Epidermal growth factor receptor signalling in human breast cancer cells operates parallel to estrogen receptor alpha signalling and results in tamoxifen insensitive proliferation. BMC Cancer. 2014 Apr 23;14:283.
21 Comparative effects of raloxifene, tamoxifen and estradiol on human osteoblasts in vitro: estrogen receptor dependent or independent pathways of raloxifene. J Steroid Biochem Mol Biol. 2009 Feb;113(3-5):281-9.
22 Development and validation of a fluorescence HPLC-based screening assay for inhibition of human estrogen sulfotransferase. Anal Biochem. 2006 Oct 1;357(1):85-92.
23 Effects of beta-estradiol and propofol on the 4-methylumbelliferone glucuronidation in recombinant human UGT isozymes 1A1, 1A8 and 1A9. Biopharm Drug Dispos. 2004 Nov;25(8):339-44.
24 Convergent transcriptional profiles induced by endogenous estrogen and distinct xenoestrogens in breast cancer cells. Carcinogenesis. 2006 Aug;27(8):1567-78.
25 Estrogenic endocrine disruptive components interfere with calcium handling and differentiation of human trophoblast cells. J Cell Biochem. 2003 Jul 1;89(4):755-70.
26 A positive feedback pathway of estrogen biosynthesis in breast cancer cells is contained by resveratrol. Toxicology. 2008 Jun 27;248(2-3):130-5.
27 25-Hydroxyvitamin D3-1alpha-hydroxylase is expressed in human vascular smooth muscle cells and is upregulated by parathyroid hormone and estrogenic compounds. Circulation. 2005 Apr 5;111(13):1666-71.
28 Human CYP2A6 is induced by estrogen via estrogen receptor. Drug Metab Dispos. 2007 Oct;35(10):1935-41.
29 Isoform-specific regulation of cytochromes P450 expression by estradiol and progesterone. Drug Metab Dispos. 2013 Feb;41(2):263-9.
30 Estrogen receptor-dependent regulation of CYP2B6 in human breast cancer cells. Biochim Biophys Acta. 2010 May-Jun;1799(5-6):469-79.
31 The pregnane X receptor regulates gene expression in a ligand- and promoter-selective fashion. Mol Endocrinol. 2005 May;19(5):1170-80.
32 Pleiotropic combinatorial transcriptomes of human breast cancer cells exposed to mixtures of dietary phytoestrogens. Food Chem Toxicol. 2009 Apr;47(4):787-95.
33 Combination of metabolomics with cellular assays reveals new biomarkers and mechanistic insights on xenoestrogenic exposures in MCF-7 cells. Chem Res Toxicol. 2017 Apr 17;30(4):883-892.
34 Gene expression profiling of human peri-implantation endometria between natural and stimulated cycles. Fertil Steril. 2008 Dec;90(6):2152-64.
35 Activation of estrogen receptor beta is a prerequisite for estrogen-dependent upregulation of nitric oxide synthases in neonatal rat cardiac myocytes. FEBS Lett. 2001 Aug 3;502(3):103-8.
36 Resveratrol stimulates nitric oxide production by increasing estrogen receptor alpha-Src-caveolin-1 interaction and phosphorylation in human umbilical vein endothelial cells. FASEB J. 2008 Jul;22(7):2185-97.
37 The cooked meat-derived mammary carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine promotes invasive behaviour of breast cancer cells. Toxicology. 2011 Jan 11;279(1-3):139-45.
38 Comparative gene expression profiling reveals partially overlapping but distinct genomic actions of different antiestrogens in human breast cancer cells. J Cell Biochem. 2006 Aug 1;98(5):1163-84.
39 Estrogen regulation of the glucuronidation enzyme UGT2B15 in estrogen receptor-positive breast cancer cells. Endocrinology. 2006 Aug;147(8):3843-50.

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