Detail Information of Xenobiotics

General Information of Xenobiotics (ID: XEO00898)
Xenobiotics Name
Benzo(a)pyrene
Xenobiotics Type
Health or Environmental Toxicant(s)
Classification
Carcinogen
Structure
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3D MOL 2D MOL
PubChem CID
2336
DME(s) Modulated by This Xenobiotics
DME(s) Inhibited by This Xenobiotics
Acyl-CoA thioesterase 2 (ACOT2) DME Info Homo sapiens [1]
Acetyl-CoA synthetase (ACSS2) DME Info Homo sapiens [1], [2]
Alcohol dehydrogenase class-II (ADH4) DME Info Homo sapiens [3]
Alcohol dehydrogenase class-III (ADH5) DME Info Homo sapiens [4]
Alcohol dehydrogenase class-V (ADH6) DME Info Homo sapiens [1]
Hydroxyacid-oxoacid transhydrogenase (ADHFE1) DME Info Homo sapiens [5]
Aldo-keto reductase 1D1 (AKR1D1) DME Info Homo sapiens [1], [6]
Aldehyde dehydrogenase 7 (ALDH7) DME Info Homo sapiens [7]
Succinate-semialdehyde dehydrogenase (ALDH5A1) DME Info Homo sapiens [6], [4]
Aminomuconic semialdehyde dehydrogenase (ALDH12) DME Info Homo sapiens [3]
Copper amine oxidase (AOC3) DME Info Homo sapiens [1]
Asparagine synthetase (ASNS) DME Info Homo sapiens [8]
Bile acid-CoA thioesterase (BAAT) DME Info Homo sapiens [2]
Cytosolic branched aminotransferase (BCAT1) DME Info Homo sapiens [6]
Catalase (CAT) DME Info Homo sapiens [9]
Cytochrome P450 1A1 (CYP1A1) DME Info Homo sapiens [10]
Cytochrome P450 1A2 (CYP1A2) DME Info Homo sapiens [11]
Cytochrome P450 4B1 (CYP4B1) DME Info Homo sapiens [5]
Cytochrome P450 4F12 (CYP4F12) DME Info Homo sapiens [5]
Cytochrome P450 4F2 (CYP4F2) DME Info Homo sapiens [5]
Dicarbonyl/L-xylulose reductase (DCXR) DME Info Homo sapiens [5]
DOPA decarboxylase (DDC) DME Info Homo sapiens [1]
Delta(24)-sterol reductase (DHCR24) DME Info Homo sapiens [1], [4]
Dehydropeptidase-I (DPEP1) DME Info Homo sapiens [5], [3]
Dipeptidyl peptidase IV (DPP4) DME Info Homo sapiens [12]
Dihydrothymine dehydrogenase (DPYD) DME Info Homo sapiens [7]
Bifunctional epoxide hydrolase 2 (EPHX2) DME Info Homo sapiens [1]
Fatty acid desaturase 2 (FADS2) DME Info Homo sapiens [1]
Galactose kinase (GALK1) DME Info Homo sapiens [5]
Gamma-glutamyltranspeptidase 5 (GGT5) DME Info Homo sapiens [5]
Glutamine synthetase (GLUL) DME Info Homo sapiens [1]
Cellular glutathione peroxidase (GPX1) DME Info Homo sapiens [13]
Glutathione reductase (GSR) DME Info Homo sapiens [9]
Glutathione S-transferase alpha-1 (GSTA1) DME Info Homo sapiens [3], [14]
Glutathione S-transferase alpha-2 (GSTA2) DME Info Homo sapiens [15]
Glutathione S-transferase mu-1 (GSTM1) DME Info Homo sapiens [16]
Glutathione S-transferase omega-1 (GSTO1) DME Info Homo sapiens [17]
HMG-CoA reductase (HMGCR) DME Info Homo sapiens [1]
Corticosteroid 11-beta-dehydrogenase 1 (HSD11B1) DME Info Homo sapiens [5]
Corticosteroid 11-beta-dehydrogenase 2 (HSD11B2) DME Info Homo sapiens [1]
Keto-steroid reductase (HSD17B7) DME Info Homo sapiens [1]
Monoamine oxidase type A (MAO-A) DME Info Homo sapiens [3]
Monoamine oxidase type B (MAO-B) DME Info Homo sapiens [1]
Microsomal glutathione S-transferase 2 (MGST2) DME Info Homo sapiens [1]
Neprilysin (MME) DME Info Homo sapiens [4]
Methylsterol monooxygenase 1 (MSMO1) DME Info Homo sapiens [1]
Peptide methionine sulfoxide reductase (MSRA) DME Info Homo sapiens [1]
Metallothionein-1A (MT1A) DME Info Homo sapiens [4]
Metallothionein-2A (MT2A) DME Info Homo sapiens [5], [4]
Vitamin B12 methionine synthase (MTR) DME Info Homo sapiens [4]
Mevalonate pyrophosphate decarboxylase (MPD) DME Info Homo sapiens [6], [7]
Deoxy-5'-nucleotidase 1 (NT5C) DME Info Homo sapiens [5]
Phosphorylethanolamine transferase (PCYT2) DME Info Homo sapiens [5]
Phosphoribosylformylglycinamidine synthase (PFAS) DME Info Homo sapiens [4]
Cytosolic phospholipase A2 (PLA2G4A) DME Info Homo sapiens [3]
Choline phosphatase 1 (PLD1) DME Info Homo sapiens [18]
Serum paraoxonase/arylesterase 1 (PON1) DME Info Homo sapiens [5]
NADPH-cytochrome P450 reductase (CPR) DME Info Homo sapiens [5]
Proline dehydrogenase 1 (PRODH) DME Info Homo sapiens [5]
Xylosyl phosphatase (PXYLP1) DME Info Homo sapiens [6]
Putrescine acetyltransferase (SSAT1) DME Info Homo sapiens [12]
Superoxide dismutase 1 (SOD1) DME Info Homo sapiens [19]
Sulfotransferase 1A1 (SULT1A1) DME Info Homo sapiens [14]
Transglutaminase H (TGM2) DME Info Homo sapiens [2]
Thymidylate synthase (TYMS) DME Info Homo sapiens [20], [4]
UDP-glucuronosyltransferase 2A3 (UGT2A3) DME Info Homo sapiens [6]
UDP-glucuronosyltransferase 2B4 (UGT2B4) DME Info Homo sapiens [5], [6]
Vitamin K1 2,3-epoxide reductase 1 (VKOR) DME Info Homo sapiens [5]
Tryptophanyl-tRNA synthetase mitochondrial (WARS2) DME Info Homo sapiens [4]
DME(s) Induced by This Xenobiotics
Acetylcholinesterase (ACHE) DME Info Homo sapiens [21]
Tartrate-resistant acid ATPase (ACP5) DME Info Homo sapiens [3], [4]
Adenosine aminohydrolase (ADA) DME Info Homo sapiens [3]
Aldo-keto reductase 1B1 (AKR1B1) DME Info Homo sapiens [1]
Small intestine reductase (AKR1B10) DME Info Homo sapiens [22]
Farnesol dehydrogenase (AKR1B15) DME Info Homo sapiens [3]
Aldo-keto reductase 1C1 (AKR1C1) DME Info Homo sapiens [1]
Aldo-keto reductase 1C2 (AKR1C2) DME Info Homo sapiens [23]
Aldo-keto reductase 1C3 (AKR1C3) DME Info Homo sapiens [24]
Aldehyde oxidase (AOX1) DME Info Homo sapiens [5], [6]
Aquaporin adipose (AQP7) DME Info Homo sapiens [3]
Carbonic anhydrase II (CA2) DME Info Homo sapiens [5]
NADPH-dependent carbonyl reductase 1 (CBR1) DME Info Homo sapiens [25]
NADPH-dependent carbonyl reductase 3 (CBR3) DME Info Homo sapiens [26]
Carboxylesterase 2 (CES2) DME Info Homo sapiens [5], [6]
Aldosterone synthase (CYP11B2) DME Info Homo sapiens [27]
Aromatase (CYP19A1) DME Info Homo sapiens [28]
Cytochrome P450 1B1 (CYP1B1) DME Info Homo sapiens [29]
Steroid 21-hydroxylase (CYP21A2) DME Info Homo sapiens [3]
Vitamin D(3) 24-hydroxylase (CYP24A1) DME Info Homo sapiens [1]
Cytochrome P450 2A6 (CYP2A6) DME Info Homo sapiens [30]
Cytochrome P450 2B6 (CYP2B6) DME Info Homo sapiens [31]
Cytochrome P450 2D6 (CYP2D6) DME Info Homo sapiens [32]
Cytochrome P450 2E1 (CYP2E1) DME Info Homo sapiens [32]
Cytochrome P450 2J2 (CYP2J2) DME Info Homo sapiens [1]
Cytochrome P450 2S1 (CYP2S1) DME Info Homo sapiens [3], [6]
Cytochrome P450 3A4 (CYP3A4) DME Info Homo sapiens [33]
Cytochrome P450 3A5 (CYP3A5) DME Info Homo sapiens [3]
Cytochrome P450 3A7 (CYP3A7) DME Info Homo sapiens [3], [6]
Dihydrofolate reductase (DHFR) DME Info Homo sapiens [34]
Oleamide hydrolase 1 (FAAH) DME Info Homo sapiens [3]
Dimethylaniline oxidase 1 (FMO1) DME Info Homo sapiens [26]
Sodium/potassium-transporting ATPase gamma (FXYD2) DME Info Homo sapiens [3]
Hexosephosphate aminotransferase 2 (GFPT2) DME Info Homo sapiens [4]
Gamma-Glu-X carboxypeptidase (GGH) DME Info Homo sapiens [26]
L-glutamine amidohydrolase (GLS) DME Info Homo sapiens [1]
Glutathione S-transferase pi (GSTP1) DME Info Homo sapiens [35]
N-acetyl-beta-glucosaminidase beta (HEXB) DME Info Homo sapiens [3]
Adenosine 5'-monophosphoramidase (HINT1) DME Info Homo sapiens [36]
Histamine N-methyltransferase (HNMT) DME Info Homo sapiens [17]
Hypoxanthine phosphoribosyltransferase (HPRT1) DME Info Homo sapiens [32]
Estradiol 17-beta-dehydrogenase 2 (HSD17B2) DME Info Homo sapiens [5]
Indoleamine 2,3-dioxygenase 1 (IDO1) DME Info Homo sapiens [4]
S-adenosylmethionine synthase 2 (MAT2A) DME Info Homo sapiens [5], [1]
Methionine-R-sulfoxide reductase B2 (MSRB2) DME Info Homo sapiens [3]
Glutamine-dependent NAD(+) synthetase (NADSYN1) DME Info Homo sapiens [3]
Cysteinyl-conjugate N-acetyltransferase (NAT8) DME Info Homo sapiens [3]
Nitric oxide synthase inducible (NOS2) DME Info Homo sapiens [37], [38]
Quinone reductase 1 (NQO1) DME Info Homo sapiens [35], [24]
Phosphorylcholine transferase A (PCYT1A) DME Info Homo sapiens [6]
Phosphodiesterase 5A (PDE5A) DME Info Homo sapiens [3]
Purine nucleoside phosphorylase (PNP) DME Info Homo sapiens [1]
Pyridoxamine-phosphate oxidase (PNPO) DME Info Homo sapiens [4]
Prostaglandin reductase 1 (PTGR1) DME Info Homo sapiens [1]
Prostaglandin G/H synthase 2 (COX-2) DME Info Homo sapiens [39], [38]
Sulfotransferase 1A3 (SULT1A3) DME Info Homo sapiens [33]
Sulfotransferase 1B1 (SULT1B1) DME Info Homo sapiens [3]
Sulfotransferase 1C4 (SULT1C4) DME Info Homo sapiens [6], [7]
Sulfotransferase 2A1 (SULT2A1) DME Info Homo sapiens [33]
Tryptophan oxygenase (TRPO) DME Info Homo sapiens [3]
Transglutaminase X (TGM5) DME Info Homo sapiens [6], [7]
Tryptophan 5-hydroxylase 1 (TPH1) DME Info Homo sapiens [3]
Thioredoxin reductase TR1 (TXNRD1) DME Info Homo sapiens [1]
UDP-glucuronosyltransferase 1A1 (UGT1A1) DME Info Homo sapiens [40]
UDP-glucuronosyltransferase 1A10 (UGT1A10) DME Info Homo sapiens [31]
UDP-glucuronosyltransferase 1A4 (UGT1A4) DME Info Homo sapiens [41]
UDP-glucuronosyltransferase 1A6 (UGT1A6) DME Info Homo sapiens [41]
UDP-glucuronosyltransferase 1A7 (UGT1A7) DME Info Homo sapiens [42]
UDP-glucuronosyltransferase 1A9 (UGT1A9) DME Info Homo sapiens [43]
UDP-glucuronosyltransferase 2B7 (UGT2B7) DME Info Homo sapiens [33]
Uridine phosphorylase 1 (UPP1) DME Info Homo sapiens [1], [6]
Xenobiotics-DME Activity Data
Xenobiotics-DME Activity Data Cytochrome P450 1A2 (CYP1A2) DME Info IC50 = 0.04 microM [11]
Monoamine oxidase type A (MAO-A) DME Info IC50 = 5.972 microM [3]
References
1 New insights into BaP-induced toxicity: role of major metabolites in transcriptomics and contribution to hepatocarcinogenesis. Arch Toxicol. 2016 Jun;90(6):1449-58.
2 Gene expression profiling of A549 cells exposed to Milan PM2.5. Toxicol Lett. 2012 Mar 7;209(2):136-45.
3 Benzo[a]pyrene-induced changes in microRNA-mRNA networks. Chem Res Toxicol. 2012 Apr 16;25(4):838-49.
4 Transcriptional signature of human macrophages exposed to the environmental contaminant benzo(a)pyrene. Toxicol Sci. 2010 Apr;114(2):247-59.
5 Comparison of HepG2 and HepaRG by whole-genome gene expression analysis for the purpose of chemical hazard identification. Toxicol Sci. 2010 May;115(1):66-79.
6 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.
7 Inter- and intra-laboratory study to determine the reproducibility of toxicogenomics datasets. Toxicology. 2011 Nov 28;290(1):50-8.
8 Transcriptome-based functional classifiers for direct immunotoxicity. Arch Toxicol. 2014 Mar;88(3):673-89.
9 Silymarin protects PBMC against B(a)P induced toxicity by replenishing redox status and modulating glutathione metabolizing enzymes--an in vitro study. Toxicol Appl Pharmacol. 2010 Sep 1;247(2):116-28.
10 Comparison of gene expression patterns between 2,3,7,8-tetrachlorodibenzo-p-dioxin and a natural arylhydrocarbon receptor ligand, indirubin. Toxicol Sci. 2004 Jul;80(1):161-9.
11 Effect of metals on polycyclic aromatic hydrocarbon induction of CYP1A1 and CYP1A2 in human hepatocyte cultures. Toxicol Appl Pharmacol. 2001 Jan 15;170(2):93-103.
12 Genome-wide transcriptional and functional analysis of human T lymphocytes treated with benzo[alpha]pyrene. Int J Mol Sci. 2018 Nov 17;19(11).
13 Genotoxic effects of the cyanobacterial pentapeptide nodularin in HepG2 cells. Food Chem Toxicol. 2019 Feb;124:349-358.
14 Adipose tissue stem cell-derived hepatic progenies as an in vitro model for genotoxicity testing. Arch Toxicol. 2018 May;92(5):1893-1903.
15 Gene expression profiling in Caco-2 human colon cells exposed to TCDD, benzo[a]pyrene, and natural Ah receptor agonists from cruciferous vegetables and citrus fruits. Toxicol In Vitro. 2008 Mar;22(2):396-410.
16 Metabolic enzyme induction by HepG2 cells exposed to oxygenated and nonoxygenated polycyclic aromatic hydrocarbons. Chem Res Toxicol. 2007 Feb;20(2):277-83.
17 Chemopreventive mechanisms of methionine on inhibition of benzo(a)pyrene-DNA adducts formation in human hepatocellular carcinoma HepG2 cells. Toxicol Lett. 2012 Feb 5;208(3):232-8.
18 Effects of tobacco compounds on gene expression in fetal lung fibroblasts. Environ Toxicol. 2008 Aug;23(4):423-34.
19 Early changes in proteome levels upon acute deltamethrin exposure in mammalian skin system associated with its neoplastic transformation potential. J Toxicol Sci. 2013;38(4):629-42.
20 Gene expression changes in human prostate carcinoma cells exposed to genotoxic and nongenotoxic aryl hydrocarbon receptor ligands. Toxicol Lett. 2011 Oct 10;206(2):178-88.
21 Silymarin prevents the toxicity induced by benzo(a)pyrene in human erythrocytes by preserving its membrane integrity: an in vitro study. Environ Toxicol. 2014 Feb;29(2):165-75.
22 Comparative mechanisms of PAH toxicity by benzo[a]pyrene and dibenzo[def,p]chrysene in primary human bronchial epithelial cells cultured at air-liquid interface. Toxicol Appl Pharmacol. 2019 Sep 15;379:114644.
23 Oxidative stress mechanisms do not discriminate between genotoxic and nongenotoxic liver carcinogens. Chem Res Toxicol. 2015 Aug 17;28(8):1636-46.
24 Butyrate interacts with benzo[a]pyrene to alter expression and activities of xenobiotic metabolizing enzymes involved in metabolism of carcinogens within colon epithelial cell models. Toxicology. 2019 Jan 15;412:1-11.
25 Induction of carbonyl reductase 1 (CBR1) expression in human lung tissues and lung cancer cells by the cigarette smoke constituent benzo[a]pyrene. Toxicol Lett. 2012 Jun 20;211(3):266-73.
26 Gene expression changes associated with altered growth and differentiation in benzo[a]pyrene or arsenic exposed normal human epidermal keratinocytes. J Appl Toxicol. 2008 May;28(4):491-508.
27 Transcriptional signatures of environmentally relevant exposures in normal human mammary epithelial cells: benzo[a]pyrene. Cancer Lett. 2005 Apr 28;221(2):201-11.
28 Differentiation of human placental BeWo cells by the environmental contaminant benzo(a)pyrene. Chem Biol Interact. 2014 Mar 5;210:1-11.
29 Benzo[a]pyrene-induced DNA damage associated with mutagenesis in primary human activated T lymphocytes. Biochem Pharmacol. 2017 Aug 1;137:113-124.
30 Tumour suppressor protein p53 regulates the stress activated bilirubin oxidase cytochrome P450 2A6. Toxicol Appl Pharmacol. 2015 Nov 15;289(1):30-9.
31 Altered gene expression patterns in MCF-7 cells induced by the urban dust particulate complex mixture standard reference material 1649a. Cancer Res. 2005 Feb 15;65(4):1251-8.
32 Modulation of gene expression and DNA adduct formation in HepG2 cells by polycyclic aromatic hydrocarbons with different carcinogenic potencies. Carcinogenesis. 2006 Mar;27(3):646-55.
33 Benzo[a]pyrene and glycine N-methyltransferse interactions: gene expression profiles of the liver detoxification pathway. Toxicol Appl Pharmacol. 2006 Jul 15;214(2):126-35.
34 Proteomic analysis of MCF-7 cells treated with benzo[a]pyrene, dibenzo[a,l]pyrene, coal tar extract, and diesel exhaust extract. Toxicology. 2008 Jul 10;249(1):1-10.
35 Benzo[a]pyrene increases the Nrf2 content by downregulating the Keap1 message. Toxicol Sci. 2010 Aug;116(2):549-61.
36 Influence of cell cycle on responses of MCF-7 cells to benzo[a]pyrene. BMC Genomics. 2011 Jun 29;12:333.
37 Detection of key enzymes, free radical reaction products and activated signaling molecules as biomarkers of cell damage induced by benzo[a]pyrene in human keratinocytes. Toxicol In Vitro. 2014 Aug;28(5):875-84.
38 Benzo[a]pyrene induces pyroptotic and autophagic death through inhibiting PI3K/Akt signaling pathway in HL-7702 human normal liver cells. J Toxicol Sci. 2019;44(2):121-131.
39 Benzo-[a]-pyrene increases invasion in MDA-MB-231 breast cancer cells via increased COX-II expression and prostaglandin E2 (PGE2) output. Clin Exp Metastasis. 2005;22(2):149-56.
40 Involvement of the xenobiotic response element (XRE) in Ah receptor-mediated induction of human UDP-glucuronosyltransferase 1A1. J Biol Chem. 2003 Apr 25;278(17):15001-6.
41 Human CYP1A1GFP expression in transgenic mice serves as a biomarker for environmental toxicant exposure. Toxicol Sci. 2007 Jan;95(1):98-107.
42 Induction of gene expression of xenobiotic metabolism enzymes and ABC-transport proteins by PAH and a reconstituted PAH mixture in human Caco-2 cells. Biochim Biophys Acta. 2004 Nov 24;1681(1):38-46.
43 Detoxification: a novel function of BRCA1 in tumor suppression? Toxicol Sci. 2011 Jul;122(1):26-37.

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