2,2',4,5,5'-Pentachlorobiphenyl (BioDeep_00000174211)

   

human metabolite blood metabolite Industrial Pollutants


代谢物信息卡片


1,2,4-trichloro-5-(2,5-dichlorophenyl)benzene

化学式: C12H5Cl5 (323.8834)
中文名称: 异辛烷/甲苯中PCB101标准溶液
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC(=C(C=C1Cl)C2=CC(=C(C=C2Cl)Cl)Cl)Cl
InChI: InChI=1S/C12H5Cl5/c13-6-1-2-9(14)7(3-6)8-4-11(16)12(17)5-10(8)15/h1-5H

描述信息

D004785 - Environmental Pollutants > D011078 - Polychlorinated Biphenyls

同义名列表

7 个代谢物同义名

1,2,4-trichloro-5-(2,5-dichlorophenyl)benzene; 2,2,4,5,5-PENTACHLOROBIPHENYL; 2,4,5,2,5-Pentachlorobiphenyl; 24525-Pentachloro-biphenyl; pentachlorobiphenyl; 2,2,4,5,5-PCB; PCB 101



数据库引用编号

6 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

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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

  • Meng-Yuan Wang, Long-Fei Zhang, Di Wu, You-Qiong Cai, Dong-Mei Huang, Liang-Liang Tian, Chang-Ling Fang, Yong-Fu Shi. Simulation experiment on OH-PCB being ingested through daily diet: Accumulation, transformation and distribution of hydroxylated-2, 2', 4, 5, 5'-pentachlorobiphenyl (OH-PCB101) in mice. The Science of the total environment. 2022 Jan; 802(?):149891. doi: 10.1016/j.scitotenv.2021.149891. [PMID: 34474296]
  • Theresa Vasko, Jenny Hoffmann, Sonja Gostek, Thomas Schettgen, Natalia Quinete, Christian Preisinger, Thomas Kraus, Patrick Ziegler. Telomerase gene expression bioassays indicate metabolic activation of genotoxic lower chlorinated polychlorinated biphenyls. Scientific reports. 2018 11; 8(1):16903. doi: 10.1038/s41598-018-35043-w. [PMID: 30443001]
  • R Flores-Ramírez, F J Pérez-Vázquez, M Rodríguez-Aguilar, S E Medellín-Garibay, E Van Brussel, A C Cubillas-Tejeda, L Carrizales-Yáñez, F Díaz-Barriga. Biomonitoring of persistent organic pollutants (POPs) in child populations living near contaminated sites in Mexico. The Science of the total environment. 2017 Feb; 579(?):1120-1126. doi: 10.1016/j.scitotenv.2016.11.087. [PMID: 27908622]
  • 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]
  • Kimberlee B Beckmen, Mandy J Keogh, Kathleen A Burek-Huntington, Gina M Ylitalo, Brian S Fadely, Kenneth W Pitcher. Organochlorine contaminant concentrations in multiple tissues of free-ranging Steller sea lions (Eumetopias jubatus) in Alaska. The Science of the total environment. 2016 Jan; 542(Pt A):441-52. doi: 10.1016/j.scitotenv.2015.10.119. [PMID: 26524270]
  • Muhammad Zaffar Hashmi, Kiran Yasmin Khan, Jinxing Hu, Naveedullah, Xiaomei Su, Ghulam Abbas, Chunna Yu, Chaofeng Shen. Hormetic effects of noncoplanar PCB exposed to human lung fibroblast cells (HELF) and possible role of oxidative stress. Environmental toxicology. 2015 Dec; 30(12):1385-92. doi: 10.1002/tox.22008. [PMID: 24942145]
  • Maria C Ferrante, Paola Amero, Anna Santoro, Anna Monnolo, Raffaele Simeoli, Francesca Di Guida, Giuseppina Mattace Raso, Rosaria Meli. Polychlorinated biphenyls (PCB 101, PCB 153 and PCB 180) alter leptin signaling and lipid metabolism in differentiated 3T3-L1 adipocytes. Toxicology and applied pharmacology. 2014 Sep; 279(3):401-408. doi: 10.1016/j.taap.2014.06.016. [PMID: 24978599]
  • Barbara Maliszewska-Kordybach, Bozena Smreczak, Agnieszka Klimkowicz-Pawlas. The levels and composition of persistent organic pollutants in alluvial agriculture soils affected by flooding. Environmental monitoring and assessment. 2013 Dec; 185(12):9935-48. doi: 10.1007/s10661-013-3303-3. [PMID: 23877573]
  • Yoshihisa Kato, Sekihiro Tamaki, Koichi Haraguchi, Shin-ichi Ikushiro, Masashi Sekimoto, Chiho Ohta, Tetsuya Endo, Nobuyuki Koga, Shizuo Yamada, Masakuni Degawa. Comparative study on 2,2',4,5,5'-pentachlorobiphenyl-mediated decrease in serum thyroxine level between C57BL/6 and its transthyretin-deficient mice. Toxicology and applied pharmacology. 2012 Sep; 263(3):323-9. doi: 10.1016/j.taap.2012.07.004. [PMID: 22800508]
  • 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]
  • Laura Marabini, Rossella Calò, Serena Fucile. Genotoxic effects of polychlorinated biphenyls (PCB 153, 138, 101, 118) in a fish cell line (RTG-2). Toxicology in vitro : an international journal published in association with BIBRA. 2011 Aug; 25(5):1045-52. doi: 10.1016/j.tiv.2011.04.004. [PMID: 21504788]
  • 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]
  • 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]
  • Jonathan Chevrier, Brenda Eskenazi, Asa Bradman, Laura Fenster, Dana B Barr. Associations between prenatal exposure to polychlorinated biphenyls and neonatal thyroid-stimulating hormone levels in a Mexican-American population, Salinas Valley, California. Environmental health perspectives. 2007 Oct; 115(10):1490-6. doi: 10.1289/ehp.9843. [PMID: 17938741]
  • Chiho Ohta, Mikiko Matsuoka, Koichi Haraguchi, Yoshihisa Kato, Tetsuya Endo, Nobuyuki Koga. [Metabolism of 2,2',4,5,5'-pentachlorobiphenyl (CB101) by liver microsomes of rats, hamsters and guinea pigs]. Fukuoka igaku zasshi = Hukuoka acta medica. 2007 May; 98(5):236-44. doi: . [PMID: 17642303]
  • K Magnusson, M Magnusson, P Ostberg, M Granberg, P Tiselius. Bioaccumulation of 14C-PCB 101 and 14C-PBDE 99 in the marine planktonic copepod Calanus finmarchicus under different food regimes. Marine environmental research. 2007 Feb; 63(1):67-81. doi: 10.1016/j.marenvres.2006.07.001. [PMID: 16949662]
  • Yoshihisa Kato, Koichi Haraguchi, Tomoaki Yamazaki, Ryohei Kimura, Nobuyuki Koga, Shizuo Yamada, Masakuni Degawa. The decrease in level of serum thyroxine by 2,2',4,5,5'-pentachlorobiphenyl in rats and mice: no correlation with formation of methylsulfonyl metabolites. Drug metabolism and disposition: the biological fate of chemicals. 2005 Nov; 33(11):1661-5. doi: 10.1124/dmd.105.006189. [PMID: 16109825]
  • Ihsan Ergün, M Cenk Akbostanci, Başol Canbakan, Bilge Koçer, Arzu Ensari, Gökhan Nergizoglu, Kenan Keven. Minimal change nephrotic syndrome with stiff-person syndrome: is there a link?. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2005 Jul; 46(1):e11-4. doi: 10.1053/j.ajkd.2005.03.009. [PMID: 15983949]
  • K Haraguchi, Y Kato, N Koga, M Degawa. Species differences in the tissue distribution of catechol and methylsulphonyl metabolites of 2,4,5,2',5'-penta- and 2,3,4,2',3',6'-hexachlorobiphenyls in rats, mice, hamsters and guinea pigs. Xenobiotica; the fate of foreign compounds in biological systems. 2005 Jan; 35(1):85-96. doi: 10.1080/00498250400026456. [PMID: 15788370]
  • Koichi Haraguchi, Yoshihisa Kato, Nobuyuki Koga, Masakuni Degawa. Metabolism of polychlorinated biphenyls by Gunn rats: identification and serum retention of catechol metabolites. Chemical research in toxicology. 2004 Dec; 17(12):1684-91. doi: 10.1021/tx0498096. [PMID: 15606145]
  • Yoshihisa Kato, Shinichi Ikushiro, Koichi Haraguchi, Tomoaki Yamazaki, Yuriko Ito, Hiroshi Suzuki, Ryohei Kimura, Shizuo Yamada, Tohru Inoue, Masakuni Degawa. A possible mechanism for decrease in serum thyroxine level by polychlorinated biphenyls in Wistar and Gunn rats. Toxicological sciences : an official journal of the Society of Toxicology. 2004 Oct; 81(2):309-15. doi: 10.1093/toxsci/kfh225. [PMID: 15254343]
  • Moazzam A Khan, Larry G Hansen. Ortho-substituted polychlorinated biphenyl (PCB) congeners (95 or 101) decrease pituitary response to thyrotropin releasing hormone. Toxicology letters. 2003 Sep; 144(2):173-82. doi: 10.1016/s0378-4274(03)00203-0. [PMID: 12927361]
  • Britt-Marie Bäcklin, Carolina Bredhult, Matts Olovsson. Proliferative effects of estradiol, progesterone, and two CB congeners and their metabolites on gray seal (Halichoerus grypus) uterine myocytes in vitro. Toxicological sciences : an official journal of the Society of Toxicology. 2003 Sep; 75(1):154-60. doi: 10.1093/toxsci/kfg161. [PMID: 12805643]
  • Tugiyono, Marthe Monique Gagnon. Metabolic disturbances in fish exposed to sodium pentachlorophenate (NaPCP) and 3,3',4,4',5-pentachlorobiphenyl (PCB126), individually or combined. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2002 Aug; 132(4):425-35. doi: 10.1016/s1532-0456(02)00091-1. [PMID: 12223198]
  • Moazzam A Khan, Carol A Lichtensteiger, Obaid Faroon, Moiz Mumtaz, David J Schaeffer, Larry G Hansen. The hypothalamo-pituitary-thyroid (HPT) axis: a target of nonpersistent ortho-substituted PCB congeners. Toxicological sciences : an official journal of the Society of Toxicology. 2002 Jan; 65(1):52-61. doi: 10.1093/toxsci/65.1.52. [PMID: 11752685]
  • K Haraguchi, Y Kato, R Kimura, Y Masuda. Tissue distribution of methylsulfonyl metabolites derived from 2,2',4,5,5'-penta- and 2,2',3,4',5',6-hexachlorobiphenyls in rats. Archives of environmental contamination and toxicology. 1999 Jul; 37(1):135-42. doi: 10.1007/s002449900498. [PMID: 10341051]
  • E K Wehler, L Hovander, B O Lund. 2,2',4,5,5'-Pentachlorobiphenyl: comparative metabolism in mink (Mustela vison) and mouse. Chemical research in toxicology. 1996 Dec; 9(8):1340-9. doi: 10.1021/tx960112x. [PMID: 8951238]
  • S Holm. Excretion and metabolism of 2,4,5,2',5'-pentachlorobiphenyl in the squirrel monkey. Food and cosmetics toxicology. 1977 Aug; 15(4):335-6. doi: 10.1016/s0015-6264(77)80206-x. [PMID: 412761]