Tcpobop (BioDeep_00000841863)
代谢物信息卡片
Tcpobop
化学式: C16H8Cl4N2O2 (399.9339868)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC(=CC=C1OC2=C(C=C(C=N2)Cl)Cl)OC3=C(C=C(C=N3)Cl)Cl
InChI: InChI=1S/C16H8Cl4N2O2/c17-9-5-13(19)15(21-7-9)23-11-1-2-12(4-3-11)24-16-14(20)6-10(18)8-22-16/h1-8H
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Shijia Pan, Wen Yu, Jia Zhang, Yuan Guo, Xiaoxiao Qiao, Pengfei Xu, Yonggong Zhai. Environmental chemical TCPOBOP exposure alters milk liposomes and offspring growth trajectories in mice.
Ecotoxicology and environmental safety.
2024 Mar; 272(?):116061. doi:
10.1016/j.ecoenv.2024.116061. [PMID: 38340598] - Shijia Pan, Yuan Guo, Wen Yu, Jia Zhang, Xiaoxiao Qiao, Letong Li, Pengfei Xu, Yonggong Zhai. Constitutive Androstane Receptor Agonist, TCPOBOP: Maternal Exposure Impairs the Growth and Development of Female Offspring in Mice.
International journal of molecular sciences.
2023 Jan; 24(3):. doi:
10.3390/ijms24032602. [PMID: 36768963] - Shijia Pan, Yuan Guo, Wen Yu, Fan Hong, Xiaoxiao Qiao, Jia Zhang, Pengfei Xu, Yonggong Zhai. Environmental chemical TCPOBOP disrupts milk lipid homeostasis during pregnancy and lactation.
Ecotoxicology and environmental safety.
2023 Jan; 249(?):114463. doi:
10.1016/j.ecoenv.2022.114463. [PMID: 38321682] - Josef Skoda, Klara Dohnalova, Karel Chalupsky, Aaron Stahl, Markus Templin, Jana Maixnerova, Stanislav Micuda, Lars Grøntved, Albert Braeuning, Petr Pavek. Off-target lipid metabolism disruption by the mouse constitutive androstane receptor ligand TCPOBOP in humanized mice.
Biochemical pharmacology.
2022 03; 197(?):114905. doi:
10.1016/j.bcp.2021.114905. [PMID: 34971590] - Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
Cell reports.
2021 04; 35(4):109040. doi:
10.1016/j.celrep.2021.109040. [PMID: 33910017] - Andy Rampersaud, Nicholas J Lodato, Aram Shin, David J Waxman. Widespread Epigenetic Changes to the Enhancer Landscape of Mouse Liver Induced by a Specific Xenobiotic Agonist Ligand of the Nuclear Receptor CAR.
Toxicological sciences : an official journal of the Society of Toxicology.
2019 Oct; 171(2):315-338. doi:
10.1093/toxsci/kfz148. [PMID: 31236583] - Karin Dietrich, Jan Baumgart, Leonid Eshkind, Lea Reuter, Ute Gödtel-Armbrust, Elke Butt, Michael Musheev, Federico Marini, Piyush More, Tanja Grosser, Christof Niehrs, Leszek Wojnowski, Marianne Mathäs. Health-Relevant Phenotypes in the Offspring of Mice Given CAR Activators Prior to Pregnancy.
Drug metabolism and disposition: the biological fate of chemicals.
2018 11; 46(11):1827-1835. doi:
10.1124/dmd.118.082925. [PMID: 30154105] - Pengfei Xu, Fan Hong, Jing Wang, Shu Dai, Jialin Wang, Yonggong Zhai. The CAR agonist TCPOBOP inhibits lipogenesis and promotes fibrosis in the mammary gland of adolescent female mice.
Toxicology letters.
2018 Jun; 290(?):29-35. doi:
10.1016/j.toxlet.2018.03.017. [PMID: 29550551] - You-Jin Choi, Dong Zhou, Anne Caroline S Barbosa, Yongdong Niu, Xiudong Guan, Meishu Xu, Songrong Ren, Thomas D Nolin, Youhua Liu, Wen Xie. Activation of Constitutive Androstane Receptor Ameliorates Renal Ischemia-Reperfusion-Induced Kidney and Liver Injury.
Molecular pharmacology.
2018 03; 93(3):239-250. doi:
10.1124/mol.117.111146. [PMID: 29351922] - Xiuyan Wang, Liyu Zheng, Jinming Wu, Binbin Tang, Mengqin Zhang, Debin Zhu, Xianfan Lin. Constitutive androstane receptor activation promotes bilirubin clearance in a murine model of alcoholic liver disease.
Molecular medicine reports.
2017 Jun; 15(6):3459-3466. doi:
10.3892/mmr.2017.6435. [PMID: 28393244] - Cindy Yanfei Li, Sunny Lihua Cheng, Theo K Bammler, Julia Yue Cui. Editor's Highlight: Neonatal Activation of the Xenobiotic-Sensors PXR and CAR Results in Acute and Persistent Down-regulation of PPARα-Signaling in Mouse Liver.
Toxicological sciences : an official journal of the Society of Toxicology.
2016 10; 153(2):282-302. doi:
10.1093/toxsci/kfw127. [PMID: 27413110] - Ruixin Hao, Shengzhong Su, Yinan Wan, Frank Shen, Ben Niu, Denise M Coslo, Istvan Albert, Xing Han, Curtis J Omiecinski. Bioinformatic analysis of microRNA networks following the activation of the constitutive androstane receptor (CAR) in mouse liver.
Biochimica et biophysica acta.
2016 09; 1859(9):1228-1237. doi:
10.1016/j.bbagrm.2016.04.002. [PMID: 27080131] - Elizabeth A Rondini, Zofia Duniec-Dmuchowski, Daniela Cukovic, Alan A Dombkowski, Thomas A Kocarek. Differential Regulation of Gene Expression by Cholesterol Biosynthesis Inhibitors That Reduce (Pravastatin) or Enhance (Squalestatin 1) Nonsterol Isoprenoid Levels in Primary Cultured Mouse and Rat Hepatocytes.
The Journal of pharmacology and experimental therapeutics.
2016 08; 358(2):216-29. doi:
10.1124/jpet.116.233312. [PMID: 27225895] - Alice Marmugi, Céline Lukowicz, Frederic Lasserre, Alexandra Montagner, Arnaud Polizzi, Simon Ducheix, Adeline Goron, Laurence Gamet-Payrastre, Sabine Gerbal-Chaloin, Jean Marc Pascussi, Marthe Moldes, Thierry Pineau, Hervé Guillou, Laila Mselli-Lakhal. Activation of the Constitutive Androstane Receptor induces hepatic lipogenesis and regulates Pnpla3 gene expression in a LXR-independent way.
Toxicology and applied pharmacology.
2016 07; 303(?):90-100. doi:
10.1016/j.taap.2016.05.006. [PMID: 27180240] - Xiao-Jie Zhang, Zhe Shi, Jing-Xi Lyv, Xuyan He, Neal A Englert, Shu-Yun Zhang. Pyrene is a Novel Constitutive Androstane Receptor (CAR) Activator and Causes Hepatotoxicity by CAR.
Toxicological sciences : an official journal of the Society of Toxicology.
2015 Oct; 147(2):436-45. doi:
10.1093/toxsci/kfv142. [PMID: 26160115] - Afonso C D Bainy, Akira Kubota, Jared V Goldstone, Roger Lille-Langøy, Sibel I Karchner, Malin C Celander, Mark E Hahn, Anders Goksøyr, John J Stegeman. Functional characterization of a full length pregnane X receptor, expression in vivo, and identification of PXR alleles, in zebrafish (Danio rerio).
Aquatic toxicology (Amsterdam, Netherlands).
2013 Oct; 142-143(?):447-57. doi:
10.1016/j.aquatox.2013.09.014. [PMID: 24121122] - Akira Kubota, Afonso C D Bainy, Bruce R Woodin, Jared V Goldstone, John J Stegeman. The cytochrome P450 2AA gene cluster in zebrafish (Danio rerio): expression of CYP2AA1 and CYP2AA2 and response to phenobarbital-type inducers.
Toxicology and applied pharmacology.
2013 Oct; 272(1):172-9. doi:
10.1016/j.taap.2013.05.017. [PMID: 23726801] - Katie B Paul, Jerry T Thompson, Steven O Simmons, John P Vanden Heuvel, Kevin M Crofton. Evidence for triclosan-induced activation of human and rodent xenobiotic nuclear receptors.
Toxicology in vitro : an international journal published in association with BIBRA.
2013 Oct; 27(7):2049-60. doi:
10.1016/j.tiv.2013.07.008. [PMID: 23899473] - Long Gu, Jasmine Chen, Timothy W Synold, Barry M Forman, Susan E Kane. Bioimaging real-time PXR-dependent mdr1a gene regulation in mdr1a.fLUC reporter mice.
The Journal of pharmacology and experimental therapeutics.
2013 Jun; 345(3):438-45. doi:
10.1124/jpet.113.203562. [PMID: 23532932] - Hiroki Tojima, Satoru Kakizaki, Yuichi Yamazaki, Daichi Takizawa, Norio Horiguchi, Ken Sato, Masatomo Mori. Ligand dependent hepatic gene expression profiles of nuclear receptors CAR and PXR.
Toxicology letters.
2012 Aug; 212(3):288-97. doi:
10.1016/j.toxlet.2012.06.001. [PMID: 22698814] - Aik Jiang Lau, Guixiang Yang, Thomas K H Chang. Isoform-selective activation of human constitutive androstane receptor by Ginkgo biloba extract: functional analysis of the SV23, SV24, and SV25 splice variants.
The Journal of pharmacology and experimental therapeutics.
2011 Nov; 339(2):704-15. doi:
10.1124/jpet.111.186130. [PMID: 21862659] - Anne-Laure Sberna, Mahfoud Assem, Rui Xiao, Steve Ayers, Thomas Gautier, Boris Guiu, Valérie Deckert, Angélique Chevriaux, Jacques Grober, Naig Le Guern, Jean-Paul Pais de Barros, David D Moore, Laurent Lagrost, David Masson. Constitutive androstane receptor activation decreases plasma apolipoprotein B-containing lipoproteins and atherosclerosis in low-density lipoprotein receptor-deficient mice.
Arteriosclerosis, thrombosis, and vascular biology.
2011 Oct; 31(10):2232-9. doi:
10.1161/atvbaha.110.222497. [PMID: 21778422] - Xiaosong Chen, Zhipeng Meng, Xiaoqiong Wang, Samuel Zeng, Wendong Huang. The nuclear receptor CAR modulates alcohol-induced liver injury.
Laboratory investigation; a journal of technical methods and pathology.
2011 Aug; 91(8):1136-45. doi:
10.1038/labinvest.2011.68. [PMID: 21519326] - Anne Laure Sberna, Mahfoud Assem, Thomas Gautier, Jacques Grober, Boris Guiu, Aline Jeannin, Jean-Paul Pais de Barros, Anne Athias, Laurent Lagrost, David Masson. Constitutive androstane receptor activation stimulates faecal bile acid excretion and reverse cholesterol transport in mice.
Journal of hepatology.
2011 Jul; 55(1):154-61. doi:
10.1016/j.jhep.2010.10.029. [PMID: 21145854] - M F Yueh, P L Mellon, R H Tukey. Inhibition of human UGT2B7 gene expression in transgenic mice by the constitutive androstane receptor.
Molecular pharmacology.
2011 Jun; 79(6):1053-60. doi:
10.1124/mol.110.070649. [PMID: 21415305] - Daichi Takizawa, Satoru Kakizaki, Norio Horiguchi, Yuichi Yamazaki, Hiroki Tojima, Masatomo Mori. Constitutive active/androstane receptor promotes hepatocarcinogenesis in a mouse model of non-alcoholic steatohepatitis.
Carcinogenesis.
2011 Apr; 32(4):576-83. doi:
10.1093/carcin/bgq277. [PMID: 21173431] - Gyesik Min. Estrogen modulates transactivations of SXR-mediated liver X receptor response element and CAR-mediated phenobarbital response element in HepG2 cells.
Experimental & molecular medicine.
2010 Nov; 42(11):731-8. doi:
10.3858/emm.2010.42.11.074. [PMID: 20871212] - Yoshihiro Konno, Hiroki Kamino, Rick Moore, Fred Lih, Kenneth B Tomer, Darryl C Zeldin, Joyce A Goldstein, Masahiko Negishi. The nuclear receptors constitutive active/androstane receptor and pregnane x receptor activate the Cyp2c55 gene in mouse liver.
Drug metabolism and disposition: the biological fate of chemicals.
2010 Jul; 38(7):1177-82. doi:
10.1124/dmd.110.032334. [PMID: 20371638] - Cyril Breuker, Amélie Moreau, Laila Lakhal, Viola Tamasi, Yannick Parmentier, Urs Meyer, Patrick Maurel, Serge Lumbroso, Marie-José Vilarem, Jean-Marc Pascussi. Hepatic expression of thyroid hormone-responsive spot 14 protein is regulated by constitutive androstane receptor (NR1I3).
Endocrinology.
2010 Apr; 151(4):1653-61. doi:
10.1210/en.2009-1435. [PMID: 20185760] - Sean R Pyper, Navin Viswakarma, Yuzhi Jia, Yi-Jun Zhu, Joseph D Fondell, Janardan K Reddy. PRIC295, a Nuclear Receptor Coactivator, Identified from PPARα-Interacting Cofactor Complex.
PPAR research.
2010; 2010(?):. doi:
10.1155/2010/173907. [PMID: 20885938] - Vladimir Pustylnyak, Elena Pivovarova, Nikolai Slynko, Lyudmila Gulyaeva, Vyacheslav Lyakhovich. Species-specific induction of CYP2B by 2,4,6-tryphenyldioxane-1,3 (TPD).
Life sciences.
2009 Dec; 85(23-26):815-21. doi:
10.1016/j.lfs.2009.10.015. [PMID: 19895823] - Kohei Tatsumi, Kazuo Ohashi, Sanae Taminishi, Soichi Takagi, Rie Utoh, Akira Yoshioka, Midori Shima, Teruo Okano. Effects on coagulation factor production following primary hepatomitogen-induced direct hyperplasia.
World journal of gastroenterology.
2009 Nov; 15(42):5307-15. doi:
10.3748/wjg.15.5307. [PMID: 19908339] - Tadeja Rezen, Viola Tamasi, Anita Lövgren-Sandblom, Ingemar Björkhem, Urs A Meyer, Damjana Rozman. Effect of CAR activation on selected metabolic pathways in normal and hyperlipidemic mouse livers.
BMC genomics.
2009 Aug; 10(?):384. doi:
10.1186/1471-2164-10-384. [PMID: 19691840] - Jodi M Maglich, David C Lobe, John T Moore. The nuclear receptor CAR (NR1I3) regulates serum triglyceride levels under conditions of metabolic stress.
Journal of lipid research.
2009 Mar; 50(3):439-445. doi:
10.1194/jlr.m800226-jlr200. [PMID: 18941143] - Masato Ohbuchi, Masaaki Miyata, Daichi Nagai, Miki Shimada, Kouichi Yoshinari, Yasushi Yamazoe. Role of enzymatic N-hydroxylation and reduction in flutamide metabolite-induced liver toxicity.
Drug metabolism and disposition: the biological fate of chemicals.
2009 Jan; 37(1):97-105. doi:
10.1124/dmd.108.021964. [PMID: 18832480] - David Masson, Mohamed Qatanani, Anne Laure Sberna, Rui Xiao, Jean Paul Pais de Barros, Jacques Grober, Valerie Deckert, Anne Athias, Philippe Gambert, Laurent Lagrost, David D Moore, Mahfoud Assem. Activation of the constitutive androstane receptor decreases HDL in wild-type and human apoA-I transgenic mice.
Journal of lipid research.
2008 Aug; 49(8):1682-91. doi:
10.1194/jlr.m700374-jlr200. [PMID: 18441373] - Mitchell B Rosen, Janice S Lee, Hongzu Ren, Beena Vallanat, Jie Liu, Michael P Waalkes, Barbara D Abbott, Christopher Lau, J Christopher Corton. Toxicogenomic dissection of the perfluorooctanoic acid transcript profile in mouse liver: evidence for the involvement of nuclear receptors PPAR alpha and CAR.
Toxicological sciences : an official journal of the Society of Toxicology.
2008 May; 103(1):46-56. doi:
10.1093/toxsci/kfn025. [PMID: 18281256] - Yazen Alnouti, Curtis D Klaassen. Tissue distribution, ontogeny, and regulation of aldehyde dehydrogenase (Aldh) enzymes mRNA by prototypical microsomal enzyme inducers in mice.
Toxicological sciences : an official journal of the Society of Toxicology.
2008 Jan; 101(1):51-64. doi:
10.1093/toxsci/kfm280. [PMID: 17998271] - Sandra Halwachs, Carsten Kneuer, Walther Honscha. Downregulation of the reduced folate carrier transport activity by phenobarbital-type cytochrome P450 inducers and protein kinase C activators.
Biochimica et biophysica acta.
2007 Jun; 1768(6):1671-9. doi:
10.1016/j.bbamem.2007.03.023. [PMID: 17482559] - Martin Wagner, Emina Halilbasic, Hanns-Ulrich Marschall, Gernot Zollner, Peter Fickert, Cord Langner, Kurt Zatloukal, Helmut Denk, Michael Trauner. CAR and PXR agonists stimulate hepatic bile acid and bilirubin detoxification and elimination pathways in mice.
Hepatology (Baltimore, Md.).
2005 Aug; 42(2):420-30. doi:
10.1002/hep.20784. [PMID: 15986414] - G M Ledda-Columbano, A Perra, M Pibiri, F Molotzu, A Columbano. Induction of pancreatic acinar cell proliferation by thyroid hormone.
The Journal of endocrinology.
2005 Jun; 185(3):393-9. doi:
10.1677/joe.1.06110. [PMID: 15930165] - Mohammed Qatanani, Jun Zhang, David D Moore. Role of the constitutive androstane receptor in xenobiotic-induced thyroid hormone metabolism.
Endocrinology.
2005 Mar; 146(3):995-1002. doi:
10.1210/en.2004-1350. [PMID: 15564320] - Jodi M Maglich, Joe Watson, Patrick J McMillen, Bryan Goodwin, Timothy M Willson, John T Moore. The nuclear receptor CAR is a regulator of thyroid hormone metabolism during caloric restriction.
The Journal of biological chemistry.
2004 May; 279(19):19832-8. doi:
10.1074/jbc.m313601200. [PMID: 15004031] - Grace L Guo, Gilles Lambert, Masahiko Negishi, Jerrold M Ward, H Bryan Brewer, Steven A Kliewer, Frank J Gonzalez, Christopher J Sinal. Complementary roles of farnesoid X receptor, pregnane X receptor, and constitutive androstane receptor in protection against bile acid toxicity.
The Journal of biological chemistry.
2003 Nov; 278(46):45062-71. doi:
10.1074/jbc.m307145200. [PMID: 12923173] - B A Diwan, J R Henneman, J M Rice, R W Nims. Enhancement of thyroid and hepatocarcinogenesis by 1,4-bis[2-(3,5- dichloropyridyloxy)]benzene in rats at doses that cause maximal induction of CYP2B.
Carcinogenesis.
1996 Jan; 17(1):37-43. doi:
10.1093/carcin/17.1.37. [PMID: 8565134] - R W Nims, P R Sinclair, J F Sinclair, K H Dragnev, C R Jones, D W Mellini, P E Thomas, R A Lubet. Dose-response relationships for the induction of P450 2B by 1,4-bis[2-(3,5-dichloropyridyloxy)]benzne (TCPOBOP) in rat and cultured rat hepatocytes.
Xenobiotica; the fate of foreign compounds in biological systems.
1993 Dec; 23(12):1411-26. doi:
10.3109/00498259309059450. [PMID: 7510916]