General Information of Xenobiotics (ID: XEO00253)
Xenobiotics Name
Tretinoin
Xenobiotics Type
Pharmaceutical Agent(s)
Classification
Approved/Marketed Drug
Structure
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3D MOL 2D MOL
PubChem CID
444795
DME(s) Modulated by This Xenobiotics
DME(s) Inhibited by This Xenobiotics
Aldehyde dehydrogenase 1 (ALDH1) DME Info Homo sapiens [1], [2]
Bleomycin hydrolase (BLMH) DME Info Homo sapiens [3]
Serine sulfhydrase (CBS) DME Info Homo sapiens [4], [5]
Cytochrome P450 1A1 (CYP1A1) DME Info Homo sapiens [6], [7]
Cytochrome P450 1A2 (CYP1A2) DME Info Homo sapiens [6], [8]
Cytochrome P450 2C18 (CYP2C18) DME Info Homo sapiens [6]
Cytochrome P450 2C9 (CYP2C9) DME Info Homo sapiens [6]
Cytochrome P450 2J2 (CYP2J2) DME Info Homo sapiens [6]
Cytochrome P450 3A4 (CYP3A4) DME Info Homo sapiens [9], [6]
Cytochrome P450 3A7 (CYP3A7) DME Info Homo sapiens [3]
Lauric acid omega-hydroxylase (CYP4A11) DME Info Homo sapiens [9], [10]
Cytochrome P450 4B1 (CYP4B1) DME Info Homo sapiens [6]
DOPA decarboxylase (DDC) DME Info Homo sapiens [11]
Eosinophil peroxidase (EPX) DME Info Homo sapiens [12]
Glutamine synthetase (GLUL) DME Info Homo sapiens [4]
Cellular glutathione peroxidase (GPX1) DME Info Homo sapiens [13]
Glutathione S-transferase mu-1 (GSTM1) DME Info Homo sapiens [14]
Estradiol 17-beta-dehydrogenase 1 (HSD17B1) DME Info Homo sapiens [15]
Keto-steroid reductase (HSD17B7) DME Info Homo sapiens [16]
Iduronate 2-sulfatase (IDS) DME Info Homo sapiens [17]
S-adenosylmethionine synthase 2 (MAT2A) DME Info Homo sapiens [18]
Myeloperoxidase (MPO) DME Info Homo sapiens [19]
Methylsterol monooxygenase 1 (MSMO1) DME Info Homo sapiens [16]
Methylenetetrahydrofolate reductase (MTHFR) DME Info Homo sapiens [9]
Purine nucleoside phosphorylase (PNP) DME Info Homo sapiens [20]
Prostaglandin G/H synthase 1 (COX-1) DME Info Homo sapiens [19]
Selenocysteine lyase (SCLY) DME Info Homo sapiens [21]
Sulfotransferase 2A1 (SULT2A1) DME Info Homo sapiens [6], [22]
Transglutaminase K (TGM1) DME Info Homo sapiens [23]
DME(s) Induced by This Xenobiotics
Alcohol dehydrogenase class-I alpha (ADH1A) DME Info Homo sapiens [24]
Aldehyde dehydrogenase 2 (ALDH2) DME Info Homo sapiens [25], [10]
Arachidonate 5-lipoxygenase (ALOX5) DME Info Homo sapiens [26]
Alkaline phosphatase (ALPL) DME Info Homo sapiens [6]
Catechol O-methyltransferase (COMT) DME Info Homo sapiens [6], [27]
Steroid 17-alpha-monooxygenase (CYP17A1) DME Info Homo sapiens [28]
Aromatase (CYP19A1) DME Info Homo sapiens [6]
Cytochrome P450 1B1 (CYP1B1) DME Info Homo sapiens [28]
Retinoic acid 4-hydroxylase 26A1 (CYP26A1) DME Info Homo sapiens [29]
Retinoic acid 4-hydroxylase 26B1 (CYP26B1) DME Info Homo sapiens [9]
Cytochrome P450 2A13 (CYP2A13) DME Info Homo sapiens [10]
Leukotriene B4 omega-hydroxylase (CYP4F3) DME Info Homo sapiens [10], [30]
Dicarbonyl/L-xylulose reductase (DCXR) DME Info Homo sapiens [20]
Short-chain dehydrogenase/reductase retSDR1 (DHRS3) DME Info Homo sapiens [31]
Hexosephosphate aminotransferase 2 (GFPT2) DME Info Homo sapiens [32]
L-glutamine amidohydrolase (GLS) DME Info Homo sapiens [24]
Glutathione reductase (GSR) DME Info Homo sapiens [33]
Glutathione S-transferase omega-1 (GSTO1) DME Info Homo sapiens [34]
Heparanase (HPSE) DME Info Homo sapiens [33]
Estradiol 17-beta-dehydrogenase 2 (HSD17B2) DME Info Homo sapiens [35]
Neprilysin (MME) DME Info Homo sapiens [36], [37]
Alpha-N-acetylglucosaminidase (NAG) DME Info Homo sapiens [38]
Quinone reductase 1 (NQO1) DME Info Homo sapiens [6]
Ecto-5'-nucleotidase (NT5E) DME Info Homo sapiens [33]
Phosphodiesterase 5A (PDE5A) DME Info Homo sapiens [39]
Phosphoglucomutase 1 (PGM1) DME Info Homo sapiens [38]
NADPH-cytochrome P450 reductase (CPR) DME Info Homo sapiens [10], [30]
Prostaglandin G/H synthase 2 (COX-2) DME Info Homo sapiens [33]
Transglutaminase H (TGM2) DME Info Homo sapiens [40]
Transglutaminase X (TGM5) DME Info Homo sapiens [41]
Uridine phosphorylase 1 (UPP1) DME Info Homo sapiens [42]
References
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2 Predictive three-dimensional quantitative structure-activity relationship of cytochrome P450 1A2 inhibitors. J Med Chem. 2005 Jun 2;48(11):3808-15.
3 Whole cigarette smoke condensates induce ferroptosis in human bronchial epithelial cells. Toxicol Lett. 2019 Mar 15;303:55-66.
4 Retinoic acid antagonizes basal as well as coal tar and glucocorticoid-induced cytochrome P4501A1 expression in human skin. Carcinogenesis. 1995 Mar;16(3):519-24.
5 Regulation of cutaneous drug-metabolizing enzymes and cytoprotective gene expression by topical drugs in human skin in vivo. Br J Dermatol. 2006 Aug;155(2):275-81.
6 Comparison of cellular and transcriptomic effects between electronic cigarette vapor and cigarette smoke in human bronchial epithelial cells. Toxicol In Vitro. 2017 Dec;45(Pt 3):417-425.
7 In vitro model adapted to the study of skin ageing induced by air pollution. Toxicol Lett. 2016 Sep 30;259:60-68.
8 Long-term exposure to cigarette smoke extract induces hypomethylation at the RUNX3 and IGF2-H19 loci in immortalized human urothelial cells. PLoS One. 2013 May 28;8(5):e65513.
9 Assessment of a 72-hour repeated exposure to Swedish snus extract and total particulate matter from 3R4F cigarette smoke on gingival organotypic cultures. Food Chem Toxicol. 2019 Mar;125:252-270.
10 Comparative biological impacts of an aerosol from carbon-heated tobacco and smoke from cigarettes on human respiratory epithelial cultures: a systems toxicology assessment. Food Chem Toxicol. 2018 May;115:109-126.
11 Inhibition of human carboxylesterases hCE1 and hiCE by cholinesterase inhibitors. Chem Biol Interact. 2013 Mar 25;203(1):226-30.
12 Two natural products, trans-phytol and (22E)-ergosta-6,9,22-triene-3beta,5alpha,8alpha-triol, inhibit the biosynthesis of estrogen in human ovarian granulosa cells by aromatase (CYP19). Toxicol Appl Pharmacol. 2014 Aug 15;279(1):23-32.
13 Structure-based virtual screening leading to discovery of highly selective butyrylcholinesterase inhibitors with solanaceous alkaloid scaffolds. Chem Biol Interact. 2019 Aug 1;308:372-376.
14 Validated assays for human cytochrome P450 activities. Drug Metab Dispos. 2004 Jun;32(6):647-60.
15 Functional expression and comparative characterization of nine murine cytochromes P450 by fluorescent inhibition screening. Drug Metab Dispos. 2008 Jul;36(7):1322-31.
16 Retinoic acid and its 4-oxo metabolites are functionally active in human skin cells in vitro. J Invest Dermatol. 2005 Jul;125(1):143-53.
17 Alteration of transcriptional profile in human bronchial epithelial cells induced by cigarette smoke condensate. Toxicol Lett. 2009 Oct 8;190(1):23-31.
18 Modulation of aromatase activity and mRNA by various selected pesticides in the human choriocarcinoma JEG-3 cell line. Toxicology. 2006 Nov 10;228(1):98-108.
19 The human placental proteome is affected by maternal smoking. Reprod Toxicol. 2016 Aug;63:22-31.
20 Differentiation-specific factors modulate epidermal CYP1-4 gene expression in human skin in response to retinoic acid and classic aryl hydrocarbon receptor ligands. J Pharmacol Exp Ther. 2006 Dec;319(3):1162-71.
21 Conjugated linoleic acid alters global gene expression in human intestinal-like Caco-2 cells in an isomer-specific manner. J Nutr. 2007 Nov;137(11):2359-65.
22 Multi-omics analysis: repeated exposure of a 3D bronchial tissue culture to whole-cigarette smoke. Toxicol In Vitro. 2019 Feb;54:251-262.
23 Torcetrapib impairs endothelial function in hypertension. Eur Heart J. 2012 Jul;33(13):1615-24.
24 In vitro toxicological evaluation of emissions from catalytic oxidation removal of industrial VOCs by air/liquid interface (ALI) exposure system in repeated mode. Toxicol In Vitro. 2019 Aug;58:110-117.
25 A systems toxicology approach for comparative assessment: biological impact of an aerosol from a candidate modified-risk tobacco product and cigarette smoke on human organotypic bronchial epithelial cultures. Toxicol In Vitro. 2017 Mar;39:29-51.
26 Determination of phospholipidosis potential based on gene expression analysis in HepG2 cells. Toxicol Sci. 2007 Mar;96(1):101-14.
27 Inflammatory transcriptome profiling of human monocytes exposed acutely to cigarette smoke. PLoS One. 2012;7(2):e30120.
28 Cigarette smoke extract-induced interleukin-6 expression is regulated by phospholipase D1 in human bronchial epithelial cells. J Toxicol Sci. 2016 Feb;41(1):77-89.
29 A blend of polyphenolic compounds explains the stimulatory effect of red wine on human endothelial NO synthase. Nitric Oxide. 2005 Mar;12(2):97-104.
30 Assessment of the impact of aerosol from a potential modified risk tobacco product compared with cigarette smoke on human organotypic oral epithelial cultures under different exposure regimens. Food Chem Toxicol. 2018 May;115:148-169.
31 CYP1A1/1B1 and CYP2A6/2A13 activity is conserved in cultures of differentiated primary human tracheobronchial epithelial cells. Toxicol In Vitro. 2011 Jun;25(4):922-9.
32 Dose-dependent induction of cytochrome P450 (CYP) 3A4 and activation of pregnane X receptor by topiramate. Epilepsia. 2003 Dec;44(12):1521-8.
33 Tocotrienols activate the steroid and xenobiotic receptor, SXR, and selectively regulate expression of its target genes. Drug Metab Dispos. 2004 Oct;32(10):1075-82.
34 Retinoids activate the RXR/SXR-mediated pathway and induce the endogenous CYP3A4 activity in Huh7 human hepatoma cells. Toxicol Sci. 2006 Jul;92(1):51-60.
35 Effect of retinoic acid on gene expression in human conjunctival epithelium: secretory phospholipase A2 mediates retinoic acid induction of MUC16. Invest Ophthalmol Vis Sci. 2005 Nov;46(11):4050-61.
36 Clarifying off-target effects for torcetrapib using network pharmacology and reverse docking approach. BMC Syst Biol. 2012 Dec 10;6:152.
37 Steroid profiling in H295R cells to identify chemicals potentially disrupting the production of adrenal steroids. Toxicology. 2017 Apr 15;381:51-63.
38 Localization of inducible nitric oxide synthase and endothelial constitutive nitric oxide synthase in airway mucosa of toluene diisocyanate-induced asthma. Allergy Asthma Proc. 2003 Jul-Aug;24(4):275-80.
39 Omeprazole inhibits pancreatic cancer cell invasion through a nongenomic aryl hydrocarbon receptor pathway. Chem Res Toxicol. 2015 May 18;28(5):907-18.
40 The effect of Topotecan on oxidative stress in MCF-7 human breast cancer cell line. Acta Biochim Pol. 2005;52(4):897-902.
41 Cholesteryl ester-transfer protein inhibitors stimulate aldosterone biosynthesis in adipocytes through Nox-dependent processes. J Pharmacol Exp Ther. 2015 Apr;353(1):27-34.
42 The aromatic volatile organic compounds toluene, benzene and styrene induce COX-2 and prostaglandins in human lung epithelial cells via oxidative stress and p38 MAPK activation. Toxicology. 2011 Oct 28;289(1):28-37.

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