2,2',5,5'-Tetrachlorobiphenyl (BioDeep_00000003288)
Secondary id: BioDeep_00001873950
human metabolite blood metabolite Industrial Pollutants
代谢物信息卡片
1,4-dichloro-2-(2,5-dichlorophenyl)benzene
化学式: C12H6Cl4 (289.9224)
中文名称: 2,2′,5,5′-四氯联苯
谱图信息:
最多检出来源 Homo sapiens(not specific) 30%
分子结构信息
SMILES: C1=CC(=C(C=C1Cl)C2=C(C=CC(=C2)Cl)Cl)Cl
InChI: InChI=1S/C12H6Cl4/c13-7-1-3-11(15)9(5-7)10-6-8(14)2-4-12(10)16/h1-6H
描述信息
D004785 - Environmental Pollutants > D011078 - Polychlorinated Biphenyls
同义名列表
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:34206
- KEGG: C14199
- PubChem: 37248
- HMDB: HMDB0245377
- Metlin: METLIN69872
- ChEMBL: CHEMBL273933
- chemspider: 34189
- CAS: 35693-99-3
- PMhub: MS000008696
- PubChem: 7847009
- NIKKAJI: J147.956C
- RefMet: Tetrachlorobiphenyl
- KNApSAcK: 34206
分类词条
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)
1 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
- Ling-Chuan Guo, Shengbing Yu, De Wu, Jinxu Huang, Tao Liu, Jianpeng Xiao, Weixiong Huang, Yanhong Gao, Xing Li, Weilin Zeng, Shannon Rutherford, Wenjun Ma, Yonghui Zhang, Lifeng Lin. Disruption of thyroid hormone regulated proteins and gene expression by polychlorinated biphenyls, polybrominated diphenyl ethers and new flame retardants in residents of an e-waste region.
Environmental pollution (Barking, Essex : 1987).
2019 Nov; 254(Pt B):112925. doi:
10.1016/j.envpol.2019.07.093. [PMID: 31454572] - Yoshihisa Kato, Aki Fujii, Koichi Haraguchi, Yukiko Fujii, Kazutaka Atobe, Tetsuya Endo, Osamu Kimura, Nobuyuki Koga, Chiho Ohta, Shizuo Yamada, Masakuni Degawa. Possible mechanism for the polychlorinated bipheny-linduced liver-selective accumulation of thyroxine in rats.
The Journal of toxicological sciences.
2017; 42(6):663-669. doi:
10.2131/jts.42.663. [PMID: 29142165] - Şafak Ulusoy, Özkan Özden, Olaf Päpke. Distribution of OCPs and PCBs in Mussels (Mytilus galloprovincialis) from the Marmara Sea Coastal Sites.
Bulletin of environmental contamination and toxicology.
2016 Aug; 97(2):191-7. doi:
10.1007/s00128-016-1848-x. [PMID: 27329111] - Rachel G Felton, Cynthia C Steiner, Barbara S Durrant, Duane H Keisler, Matthew R Milnes, Christopher W Tubbs. Identification of California Condor Estrogen Receptors 1 and 2 and Their Activation by Endocrine Disrupting Chemicals.
Endocrinology.
2015 Dec; 156(12):4448-57. doi:
10.1210/en.2015-1448. [PMID: 26372180] - Hongtao Shang, Yingming Li, Thanh Wang, Pu Wang, Haidong Zhang, Qinghua Zhang, Guibin Jiang. The presence of polychlorinated biphenyls in yellow pigment products in China with emphasis on 3,3'-dichlorobiphenyl (PCB 11).
Chemosphere.
2014 Mar; 98(?):44-50. doi:
10.1016/j.chemosphere.2013.09.075. [PMID: 24231041] - Patrick De Boever, Britt Wens, Jordi Boix, Vicente Felipo, Greet Schoeters. Perinatal exposure to purity-controlled polychlorinated biphenyl 52, 138, or 180 alters toxicogenomic profiles in peripheral blood of rats after 4 months.
Chemical research in toxicology.
2013 Aug; 26(8):1159-67. doi:
10.1021/tx300510v. [PMID: 23829299] - Thomas Schettgen, A Alt, D Preim, D Keller, T Kraus. Biological monitoring of indoor-exposure to dioxin-like and non-dioxin-like polychlorinated biphenyls (PCB) in a public building.
Toxicology letters.
2012 Aug; 213(1):116-21. doi:
10.1016/j.toxlet.2011.06.005. [PMID: 21699966] - Guangshu Zhai, Hans-Joachim Lehmler, Jerald L Schnoor. New hydroxylated metabolites of 4-monochlorobiphenyl in whole poplar plants.
Chemistry Central journal.
2011 Dec; 5(?):87. doi:
10.1186/1752-153x-5-87. [PMID: 22185578] - B Wens, P De Boever, M Maes, K Hollanders, G Schoeters. Transcriptomics identifies differences between ultrapure non-dioxin-like polychlorinated biphenyls (PCBs) and dioxin-like PCB126 in cultured peripheral blood mononuclear cells.
Toxicology.
2011 Sep; 287(1-3):113-23. doi:
10.1016/j.tox.2011.06.004. [PMID: 21703328] - Somiranjan Ghosh, Supriyo De, Yongqing Chen, Darryl C Sutton, Folahan O Ayorinde, Sisir K Dutta. Polychlorinated biphenyls (PCB-153) and (PCB-77) absorption in human liver (HepG2) and kidney (HK2) cells in vitro: PCB levels and cell death.
Environment international.
2010 Nov; 36(8):893-900. doi:
10.1016/j.envint.2010.06.010. [PMID: 20723988] - R J Jandacek, T Rider, E R Keller, P Tso. The effect of olestra on the absorption, excretion and storage of 2,2',5,5' tetrachlorobiphenyl; 3,3',4,4' tetrachlorobiphenyl; and perfluorooctanoic acid.
Environment international.
2010 Nov; 36(8):880-3. doi:
10.1016/j.envint.2009.06.010. [PMID: 19616301] - Jiyan Liu, Dingfei Hu, Guibin Jiang, Jerald L Schnoor. In vivo biotransformation of 3,3',4,4'-tetrachlorobiphenyl by whole plants-poplars and switchgrass.
Environmental science & technology.
2009 Oct; 43(19):7503-9. doi:
10.1021/es901244h. [PMID: 19848168] - Valeria Tigini, Valeria Prigione, Sara Di Toro, Fabio Fava, Giovanna C Varese. Isolation and characterisation of polychlorinated biphenyl (PCB) degrading fungi from a historically contaminated soil.
Microbial cell factories.
2009 Jan; 8(?):5. doi:
10.1186/1475-2859-8-5. [PMID: 19138404] - Xuemei Li, Qinghua Zhang, Jiayin Dai, Yiping Gan, Jun Zhou, Xiangping Yang, Hong Cao, Guibin Jiang, Muqi Xu. Pesticide contamination profiles of water, sediment and aquatic organisms in the effluent of Gaobeidian wastewater treatment plant.
Chemosphere.
2008 Jul; 72(8):1145-51. doi:
10.1016/j.chemosphere.2008.03.049. [PMID: 18472141] - Milena Cerná, Marek Malý, Roman Grabic, Andrea Batáriová, Jirí Smíd, Bohuslav Benes. Serum concentrations of indicator PCB congeners in the Czech adult population.
Chemosphere.
2008 Jul; 72(8):1124-31. doi:
10.1016/j.chemosphere.2008.04.019. [PMID: 18547604] - Ralph Menzel, Hui Ling Yeo, Stefanie Rienau, Shuang Li, Christian E W Steinberg, Stephen R Stürzenbaum. Cytochrome P450s and short-chain dehydrogenases mediate the toxicogenomic response of PCB52 in the nematode Caenorhabditis elegans.
Journal of molecular biology.
2007 Jun; 370(1):1-13. doi:
10.1016/j.jmb.2007.04.058. [PMID: 17499272] - Larissa Takser, Donna Mergler, Mary Baldwin, Sylvie de Grosbois, Audrey Smargiassi, Julie Lafond. Thyroid hormones in pregnancy in relation to environmental exposure to organochlorine compounds and mercury.
Environmental health perspectives.
2005 Aug; 113(8):1039-45. doi:
10.1289/ehp.7685. [PMID: 16079076] - Douglas A Donahue, Edward J Dougherty, Lee A Meserve. Influence of a combination of two tetrachlorobiphenyl congeners (PCB 47; PCB 77) on thyroid status, choline acetyltransferase (ChAT) activity, and short- and long-term memory in 30-day-old Sprague-Dawley rats.
Toxicology.
2004 Oct; 203(1-3):99-107. doi:
10.1016/j.tox.2004.06.011. [PMID: 15363586] - Pamela B McLeod, Martine J van den Heuvel-Greve, Richelle M Allen-King, Samuel N Luoma, Richard G Luthy. Effects of particulate carbonaceous matter on the bioavailability of benzo[a]pyrene and 2,2',5,5'-tetrachlorobiphenyl to the clam, Macoma balthica.
Environmental science & technology.
2004 Sep; 38(17):4549-56. doi:
10.1021/es049893b. [PMID: 15461162] - Ji-Young Lee, Jae-Won Kim, Su-Dong Cho, Yong-Hoon Kim, Kang-Ju Choi, Woo-Hong Joo, Yong-Kweon Cho, Ja-Young Moon. Protective effect of ginseng extract against apoptotic cell death induced by 2,2',5,5'-tetrachlorobiphenyl in neuronal SK-N-MC cells.
Life sciences.
2004 Aug; 75(13):1621-34. doi:
10.1016/j.lfs.2004.03.016. [PMID: 15261766] - John W Nichols, Patrick N Fitzsimmons, Frank W Whiteman, Timothy D Dawson, Leo Babeu, Jamie Juenemann. A physiologically based toxicokinetic model for dietary uptake of hydrophobic organic compounds by fish: I. Feeding studies with 2,2',5,5'-tetrachlorobiphenyl.
Toxicological sciences : an official journal of the Society of Toxicology.
2004 Feb; 77(2):206-18. doi:
10.1093/toxsci/kfh033. [PMID: 14657515] - Yuansheng Tan, Daming Li, Renjie Song, David Lawrence, David O Carpenter. Ortho-substituted PCBs kill thymocytes.
Toxicological sciences : an official journal of the Society of Toxicology.
2003 Dec; 76(2):328-37. doi:
10.1093/toxsci/kfg233. [PMID: 14514967] - J W Nichols, P N Fitzsimmons, F W Whiteman, D W Kuehl, B C Butterworth, C T Jenson. Dietary uptake kinetics of 2,2',5,5'-tetrachlorobiphenyl in rainbow trout.
Drug metabolism and disposition: the biological fate of chemicals.
2001 Jul; 29(7):1013-22. doi:
NULL. [PMID: 11408368] - A Olsson, M Vitinsh, M Plikshs, A Bergman. Halogenated environmental contaminants in perch (Perca fluviatilis) from Latvian coastal areas.
The Science of the total environment.
1999 Oct; 239(1-3):19-30. doi:
10.1016/s0048-9697(99)00287-9. [PMID: 10570832] - V A McFarland, J Feldhaus, L N Ace, J M Brannon. Measuring the sediment/organism accumulation factor of PCB-52 using a kinetic model.
Bulletin of environmental contamination and toxicology.
1994 May; 52(5):699-705. doi:
10.1007/bf00195490. [PMID: 8186640] - M I Sheppard, S C Sheppard, B D Amiro. Mobility and plant uptake of inorganic 14C and 14C-labelled PCB in soils of high and low retention.
Health physics.
1991 Oct; 61(4):481-92. doi:
10.1097/00004032-199110000-00003. [PMID: 1917485] - N Hanioka, H K Saeki, C Ishida, N Koga, H Yoshimura. [Toxicological assessment of 2,5,2',5'-tetrachlorobiphenyl and its major metabolite, 3-hydroxy-2,5,2',5'-tetrachlorobiphenyl in rats].
Fukuoka igaku zasshi = Hukuoka acta medica.
1991 May; 82(5):191-6. doi:
. [PMID: 1916587] - M A Clevenger, S M Roberts, D L Lattin, R D Harbison, R C James. The pharmacokinetics of 2,2',5,5'-tetrachlorobiphenyl and 3,3',4,4'-tetrachlorobiphenyl and its relationship to toxicity.
Toxicology and applied pharmacology.
1989 Sep; 100(2):315-27. doi:
10.1016/0041-008x(89)90317-7. [PMID: 2506674] - B D Preston, J A Miller, E C Miller. Reactions of 2,2',5,5'-tetrachlorobiphenyl 3,4-oxide with methionine, cysteine and glutathione in relation to the formation of methylthio-metabolites of 2,2',5,5'-tetrachlorobiphenyl in the rat and mouse.
Chemico-biological interactions.
1984 Aug; 50(3):289-312. doi:
10.1016/0009-2797(84)90038-3. [PMID: 6430573] - B D Preston, J A Miller, E C Miller. Non-arene oxide aromatic ring hydroxylation of 2,2',5,5'-tetrachlorobiphenyl as the major metabolic pathway catalyzed by phenobarbital-induced rat liver microsomes.
The Journal of biological chemistry.
1983 Jul; 258(13):8304-11. doi:
. [PMID: 6408087] - J M McKim, E M Heath. Dose determinations for waterborne 2,5,2',5'-[14C]tetrachlorobiphenyl and related pharmacokinetics in two species of trout (Salmo gairdneri and Salvelinus fontinalis): a mass-balance approach.
Toxicology and applied pharmacology.
1983 Apr; 68(2):177-87. doi:
10.1016/0041-008x(83)90002-9. [PMID: 6407150] - A Bergman, I Brandt, P O Darnerud, C A Wachtmeister. Metabolism of 2,2',5,5'-tetrachlorobiphenyl: formation of mono- and bis-methyl sulphone metabolites with a selective affinity for the lung and kidney tissues in mice.
Xenobiotica; the fate of foreign compounds in biological systems.
1982 Jan; 12(1):1-7. doi:
10.3109/00498258209052449. [PMID: 6806996] - A M Gardner, J T Chen, J A Roach, E P Ragelis. Polychlorinated biphenyls: hydroxylated urinary metabolites of 2,5,2',5'-tetrachlorobiphenyl identified in rabbits.
Biochemical and biophysical research communications.
1973 Dec; 55(4):1377-84. doi:
10.1016/s0006-291x(73)80046-4. [PMID: 4358938]
