Tris(2-chloroethyl) phosphate (BioDeep_00001873685)
Industrial Pollutants
代谢物信息卡片
化学式: C6H12Cl3O4P (283.9539)
中文名称: 三氯乙基磷酸酯, 磷酸三(2-氯乙基)酯, 三(2-氯乙基)磷酸酯
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C(CCl)OP(=O)(OCCCl)OCCCl
InChI: InChI=1S/C6H12Cl3O4P/c7-1-4-11-14(10,12-5-2-8)13-6-3-9/h1-6H2
描述信息
D005411 - Flame Retardants
同义名列表
数据库引用编号
10 个数据库交叉引用编号
- ChEBI: CHEBI:35037
- PubChem: 8295
- ChEMBL: CHEMBL1413786
- CAS: 1276500-47-0
- CAS: 68411-66-5
- CAS: 29716-44-7
- CAS: 115-96-8
- KEGG: C14445
- PubChem: 17395445
- KNApSAcK: 35037
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)
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
- Ziyan Ke, Jianfeng Tang, Jing Sun, Qingwei Bu, Lei Yang, Yaoyang Xu. Influence of watershed characteristics and human activities on the occurrence of organophosphate esters related to dissolved organic matter in estuarine surface water.
The Science of the total environment.
2024 Mar; 914(?):169956. doi:
10.1016/j.scitotenv.2024.169956
. [PMID: 38211871] - Jesudass Sutha, Murugesh Gayathri, Mathan Ramesh. Chronic exposure to tris (2-chloroethyl) phosphate (TCEP) induces brain structural and functional changes in zebrafish (Danio rerio): A comparative study on the environmental and LC50 concentrations of TCEP.
Environmental science and pollution research international.
2024 Mar; 31(11):16770-16781. doi:
10.1007/s11356-024-32154-y
. [PMID: 38321284] - Zhi-Lang Lao, Dan Wu, Hui-Ru Li, Yi-Shan Liu, Long-Wei Zhang, Yu-Fei Feng, Xue-Yi Jiang, Dong-Wei Wu, Jun-Jie Hu, Guang-Guo Ying. Uptake mechanism, translocation, and transformation of organophosphate esters in water hyacinth (Eichhornia crassipes): A hydroponic study.
Environmental pollution (Barking, Essex : 1987).
2024 Jan; 341(?):122933. doi:
10.1016/j.envpol.2023.122933
. [PMID: 37977360] - Yin-Zhi Lv, Xiao-Jun Luo, Rui-Feng Lu, Liu-Jun Chen, Yan-Hong Zeng, Bi-Xian Mai. Multi-pathway exposure assessment of organophosphate flame retardants in a southern Chinese population: Main route identification with compound-specificity.
Environment international.
2024 Jan; 183(?):108352. doi:
10.1016/j.envint.2023.108352
. [PMID: 38041984] - Fengxiao Hu, Wen Li, Hongkai Wang, Hangke Peng, Jiabo He, Jieyu Ding, Weini Zhang. Environmentally relevant concentrations of tris (2-chloroethyl) phosphate (TCEP) induce hepatotoxicity in zebrafish (Danio rerio): a whole life-cycle assessment.
Fish physiology and biochemistry.
2023 Nov; ?(?):. doi:
10.1007/s10695-023-01265-7
. [PMID: 37950834] - Sen Yang, Junhong Wu, Heli Wang, Qian Yang, Huanheng Zhang, Lihua Yang, Dan Li, Yirong Deng, Yin Zhong, Ping'an Peng. New dechlorination products and mechanisms of tris(2-chloroethyl) phosphate by an anaerobic enrichment culture from a vehicle dismantling site.
Environmental pollution (Barking, Essex : 1987).
2023 Oct; ?(?):122704. doi:
10.1016/j.envpol.2023.122704
. [PMID: 37806429] - Ian L Moran, Lane Tidwell, Michael Barton, Molly Kile, Pamela Miller, Diana Rohlman, Samarys Seguinot-Medina, Bobby Ungwiluk, Vi Waghiyi, Kim Anderson. Diffusive fluxes of persistent organic pollutants between Arctic atmosphere, surface waters and sediments.
The Science of the total environment.
2023 Sep; 892(?):164566. doi:
10.1016/j.scitotenv.2023.164566
. [PMID: 37270011] - Can Wang, Rui-Yu Yuan, Shi-Qiang Wei, Ming-Jing He. Occurrence, correlation, and partitioning of organophosphate esters in soil and tree bark from a megacity, Western China.
Environmental science and pollution research international.
2023 Jan; 30(2):4359-4371. doi:
10.1007/s11356-022-22444-8
. [PMID: 35965297] - Mei Liu, An Li, Lingling Meng, Gaoxin Zhang, Xiaoling Guan, Jiang Zhu, Yingming Li, Qinghua Zhang, Guibin Jiang. Exposure to Novel Brominated Flame Retardants and Organophosphate Esters and Associations with Thyroid Cancer Risk: A Case-Control Study in Eastern China.
Environmental science & technology.
2022 12; 56(24):17825-17835. doi:
10.1021/acs.est.2c04759
. [PMID: 36468700] - Daqian Yang, Xiangjuan Wei, Boya Zhang, Ruijiao Zhu, Hailong Hu, Xingpei Fan, Haining Du, Xi Chen, Ziyi Zhang, Meimei Zhao, Yuri Oh, Ning Gu. Probiotics protect against hepatic steatosis in tris (2-chloroethyl) phosphate-induced metabolic disorder of mice via FXR signaling.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2022 Nov; 169(?):113440. doi:
10.1016/j.fct.2022.113440
. [PMID: 36162615] - Daqian Yang, Xiangjuan Wei, Ziyi Zhang, Xi Chen, Ruijiao Zhu, Yuri Oh, Ning Gu. Tris (2-chloroethyl) phosphate (TCEP) induces obesity and hepatic steatosis via FXR-mediated lipid accumulation in mice: Long-term exposure as a potential risk for metabolic diseases.
Chemico-biological interactions.
2022 Aug; 363(?):110027. doi:
10.1016/j.cbi.2022.110027
. [PMID: 35780845] - Kai Luo, Rongrong Zhang, Ruxianguli Aimuzi, Yuqing Wang, Min Nian, Jun Zhang. Exposure to Organophosphate esters and metabolic syndrome in adults.
Environment international.
2020 10; 143(?):105941. doi:
10.1016/j.envint.2020.105941
. [PMID: 32679393] - Zhengliang Hao, Zhijie Zhang, Dezhao Lu, Bin Ding, Lin Shu, Quan Zhang, Cui Wang. Organophosphorus Flame Retardants Impair Intracellular Lipid Metabolic Function in Human Hepatocellular Cells.
Chemical research in toxicology.
2019 06; 32(6):1250-1258. doi:
10.1021/acs.chemrestox.9b00058
. [PMID: 30966736] - Tao Zhang, Xue-Yuan Bai, Shao-You Lu, Bo Zhang, Lei Xie, Hang-Cong Zheng, Yong-Chen Jiang, Mei-Zhou Zhou, Zi-Qing Zhou, Shi-Ming Song, Yuan He, Ming-Wei Gui, Ji-Ping Ouyang, Hai-Bao Huang, Kurunthachalam Kannan. Urinary metabolites of organophosphate flame retardants in China: Health risk from tris(2-chloroethyl) phosphate (TCEP) exposure.
Environment international.
2018 12; 121(Pt 2):1363-1371. doi:
10.1016/j.envint.2018.11.006
. [PMID: 30420131] - Boris V Krivoshiev, Gerrit T S Beemster, Katrien Sprangers, Ronny Blust, Steven J Husson. A toxicogenomics approach to screen chlorinated flame retardants tris(2-chloroethyl) phosphate and tris(2-chloroisopropyl) phosphate for potential health effects.
Journal of applied toxicology : JAT.
2018 04; 38(4):459-470. doi:
10.1002/jat.3553
. [PMID: 29143341] - W Q Yang, F Zhao, L Li, Y J Fang. [Metabolomics study of tris(2-chloroethyl) phosphate induced hepaotoxicity and nephrotoxicity in Sprague-Dawley rats].
Zhonghua yu fang yi xue za zhi [Chinese journal of preventive medicine].
2017 Nov; 51(11):1041-1047. doi:
10.3760/cma.j.issn.0253-9624.2017.11.017
. [PMID: 29136753] - Jiehong Guo, Marta Venier, Amina Salamova, Ronald A Hites. Bioaccumulation of Dechloranes, organophosphate esters, and other flame retardants in Great Lakes fish.
The Science of the total environment.
2017 Apr; 583(?):1-9. doi:
10.1016/j.scitotenv.2016.11.063
. [PMID: 28110879] - Yulong Ma, Jun Jin, Peng Li, Meng Xu, Yiming Sun, Ying Wang, Haodong Yuan. Organophosphate ester flame retardant concentrations and distributions in serum from inhabitants of Shandong, China, and changes between 2011 and 2015.
Environmental toxicology and chemistry.
2017 02; 36(2):414-421. doi:
10.1002/etc.3554
. [PMID: 27391075] - Hiroshi Matsumoto, Fumiyo Saito, Masahiro Takeyoshi. Investigation of the early-response genes in chemical-induced renal carcinogenicity for the prediction of chemical carcinogenicity in rats.
The Journal of toxicological sciences.
2017; 42(2):175-181. doi:
10.2131/jts.42.175
. [PMID: 28321044] - Wenjuan Zhang, Youjian Zhang, Zhiyuan Wang, Tian Xu, Cheng Huang, Wenjun Yin, Jing Wang, Wei Xiong, Wenhong Lu, Hongyan Zheng, Jing Yuan. Tris(2-chloroethyl)phosphate-induced cell growth arrest via attenuation of SIRT1-independent PI3K/Akt/mTOR pathway.
Journal of applied toxicology : JAT.
2016 07; 36(7):914-24. doi:
10.1002/jat.3223
. [PMID: 26378621] - Augustine Arukwe, Camilla Catarci Carteny, Monika Möder, Alberto Bonini, Morten Andre Maubach, Trine Eggen. Differential modulation of neuro- and interrenal steroidogenesis of juvenile salmon by the organophosphates - tris(2-butoxyethyl)- and tris(2-cloroethyl) phosphate.
Environmental research.
2016 07; 148(?):63-71. doi:
10.1016/j.envres.2016.03.020
. [PMID: 27019041] - Augustine Arukwe, Camilla Catarci Carteny, Trine Eggen. Lipid peroxidation and oxidative stress responses in juvenile salmon exposed to waterborne levels of the organophosphate compounds tris(2-butoxyethyl)- and tris(2-chloroethyl) phosphates.
Journal of toxicology and environmental health. Part A.
2016; 79(13-15):515-25. doi:
10.1080/15287394.2016.1171978
. [PMID: 27484134] - Virginia C Moser, Pamela M Phillips, Joan M Hedge, Katherine L McDaniel. Neurotoxicological and thyroid evaluations of rats developmentally exposed to tris(1,3-dichloro-2-propyl)phosphate (TDCIPP) and tris(2-chloro-2-ethyl)phosphate (TCEP).
Neurotoxicology and teratology.
2015 Nov; 52(Pt B):236-47. doi:
10.1016/j.ntt.2015.08.004
. [PMID: 26300399] - Peter F Moore, Verena K Affolter, Stefan M Keller. Canine inflamed nonepitheliotropic cutaneous T-cell lymphoma: a diagnostic conundrum.
Veterinary dermatology.
2013 Feb; 24(1):204-11.e44. doi:
10.1111/j.1365-3164.2012.01106.x
. [PMID: 23331699] - Xianghao Ren, Ho Jae Han, Yu Jin Lee, Sang Hun Lee, How Yong Ng, Kyu-Jung Chae, In S Kim. Proapoptotic effect of a micropollutant (tris-(2-chloroethyl)-phosphate) at environmental level in primary cultured renal proximal tubule cells.
Journal of water and health.
2012 Dec; 10(4):522-30. doi:
10.2166/wh.2012.180
. [PMID: 23165709] - Eriko Taniai, Hitomi Hayashi, Atsunori Yafune, Maiko Watanabe, Hirotoshi Akane, Kazuhiko Suzuki, Kunitoshi Mitsumori, Makoto Shibutani. Cellular distribution of cell cycle-related molecules in the renal tubules of rats treated with renal carcinogens for 28 days: relationship between cell cycle aberration and carcinogenesis.
Archives of toxicology.
2012 Sep; 86(9):1453-64. doi:
10.1007/s00204-012-0829-z
. [PMID: 22411272] - Ike van der Veen, Jacob de Boer. Phosphorus flame retardants: properties, production, environmental occurrence, toxicity and analysis.
Chemosphere.
2012 Aug; 88(10):1119-53. doi:
10.1016/j.chemosphere.2012.03.067
. [PMID: 22537891] - Xiaoshan Liu, Kyunghee Ji, Kyungho Choi. Endocrine disruption potentials of organophosphate flame retardants and related mechanisms in H295R and MVLN cell lines and in zebrafish.
Aquatic toxicology (Amsterdam, Netherlands).
2012 Jun; 114-115(?):173-81. doi:
10.1016/j.aquatox.2012.02.019
. [PMID: 22446829] - Xianghao Ren, Yu Jin Lee, Ho Jae Han, In S Kim. Cellular effect evaluation of micropollutants using transporter functions of renal proximal tubule cells.
Chemosphere.
2009 Nov; 77(7):968-74. doi:
10.1016/j.chemosphere.2009.08.012
. [PMID: 19729184] - Xianghao Ren, Yu Jin Lee, Ho Jae Han, In S Kim. Effect of tris-(2-chloroethyl)-phosphate (TCEP) at environmental concentration on the levels of cell cycle regulatory protein expression in primary cultured rabbit renal proximal tubule cells.
Chemosphere.
2008 Dec; 74(1):84-8. doi:
10.1016/j.chemosphere.2008.09.022
. [PMID: 18952254] - Michael J Focazio, Dana W Kolpin, Kimberlee K Barnes, Edward T Furlong, Michael T Meyer, Steven D Zaugg, Larry B Barber, Michael E Thurman. A national reconnaissance for pharmaceuticals and other organic wastewater contaminants in the United States--II) untreated drinking water sources.
The Science of the total environment.
2008 Sep; 402(2-3):201-16. doi:
10.1016/j.scitotenv.2008.02.021
. [PMID: 18433838] - Sang D Kim, Jaeweon Cho, In S Kim, Brett J Vanderford, Shane A Snyder. Occurrence and removal of pharmaceuticals and endocrine disruptors in South Korean surface, drinking, and waste waters.
Water research.
2007 Mar; 41(5):1013-21. doi:
10.1016/j.watres.2006.06.034
. [PMID: 16934312] - Monika Shah, Juris Meija, Baiba Cabovska, Joseph A Caruso. Determination of phosphoric acid triesters in human plasma using solid-phase microextraction and gas chromatography coupled to inductively coupled plasma mass spectrometry.
Journal of chromatography. A.
2006 Jan; 1103(2):329-36. doi:
10.1016/j.chroma.2005.11.042
. [PMID: 16337211] - J A Andresen, A Grundmann, K Bester. Organophosphorus flame retardants and plasticisers in surface waters.
The Science of the total environment.
2004 Oct; 332(1-3):155-66. doi:
10.1016/j.scitotenv.2004.04.021
. [PMID: 15336899] - Dana W Kolpin, Edward T Furlong, Michael T Meyer, E Michael Thurman, Steven D Zaugg, Larry B Barber, Herbert T Buxton. Pharmaceuticals, hormones, and other organic wastewater contaminants in U.S. streams, 1999-2000: a national reconnaissance.
Environmental science & technology.
2002 Mar; 36(6):1202-11. doi:
10.1021/es011055j
. [PMID: 11944670] - NULL. Reproductive toxicology. Tris(2-chloroethyl)phosphate.
Environmental health perspectives.
1997 Feb; 105 Suppl 1(?):365-6. doi:
NULL
. [PMID: 9114364] - K Dix, L J Deterding, L T Burka, K B Tomer. Tris(2-chloroethyl) phosphate pharmacokinetics in the Fischer 344 rat: a comparison of conventional methods and in vivo microdialysis coupled with tandem mass spectrometry.
Journal of pharmaceutical sciences.
1994 Nov; 83(11):1622-9. doi:
10.1002/jps.2600831119
. [PMID: 7891285] - H B Matthews, S L Eustis, J Haseman. Toxicity and carcinogenicity of chronic exposure to tris(2-chloroethyl)phosphate.
Fundamental and applied toxicology : official journal of the Society of Toxicology.
1993 May; 20(4):477-85. doi:
10.1006/faat.1993.1058
. [PMID: 8314462] - D E Chapman, S R Michener, G Powis. Metabolism of the flame retardant plasticizer tris(2-chloroethyl)phosphate by human and rat liver preparations.
Fundamental and applied toxicology : official journal of the Society of Toxicology.
1991 Aug; 17(2):215-24. doi:
10.1016/0272-0590(91)90214-o
. [PMID: 1765216] - . NTP Toxicology and Carcinogenesis Studies of Tris(2-chloroethyl) Phosphate (CAS No. 115-96-8) in F344/N Rats and B6C3F1 Mice (Gavage Studies).
National Toxicology Program technical report series.
1991 May; 391(?):1-233. doi:
. [PMID: 12637968]
- D W Herr, J M Sanders, H B Matthews. Brain distribution and fate of tris(2-chloroethyl) phosphate in Fischer 344 rats.
Drug metabolism and disposition: the biological fate of chemicals.
1991 Mar; 19(2):436-42. doi:
. [PMID: 1676650]
- L T Burka, J M Sanders, D W Herr, H B Matthews. Metabolism of tris(2-chloroethyl) phosphate in rats and mice.
Drug metabolism and disposition: the biological fate of chemicals.
1991 Mar; 19(2):443-7. doi:
. [PMID: 1676651]
- H B Matthews, D Dixon, D W Herr, H Tilson. Subchronic toxicity studies indicate that tris(2-chloroethyl)phosphate administration results in lesions in the rat hippocampus.
Toxicology and industrial health.
1990 Jan; 6(1):1-15. doi:
10.1177/074823379000600101
. [PMID: 2349570] - R Hasegawa, M Kushiya, T Komuro, H Isaka. [Studies on the co-operative effects of organic pollutants and bacterial endotoxin (LPS) on mouse liver [1]. On the simultaneous administration of carbon tetrachloride tris (2-chloroethyl) phosphate or polychlorinated biphenyls with LPS].
Eisei Shikenjo hokoku. Bulletin of National Institute of Hygienic Sciences.
1987; ?(105):74-7. doi:
"
. [PMID: 3130116] - G L Sprague, L L Sandvik, M J Brookins-Hendricks, A A Bickford. Neurotoxicity of two organophosphorus ester flame retardants in hens.
Journal of toxicology and environmental health.
1981 Sep; 8(3):507-18. doi:
10.1080/15287398109530087
. [PMID: 7345172] - J J Bell, T E Sargeant, J A Watson. Inhibition of 3-hydroxy-3-methylglutaryl coenzyme A reductase activity in hepatoma tissue culture cells by pure cholesterol and several cholesterol derivatives. Evidence supporting two distinct mechanisms.20l.
The Journal of biological chemistry.
1976 Mar; 251(6):1745-58. doi:
. [PMID: 176160]
- R C Foster. Renal hydromineral metabolism in starry flounder, Platichthys stellatus.
Comparative biochemistry and physiology. A, Comparative physiology.
1976; 55(2a):135-40. doi:
10.1016/0300-9629(76)90081-5
. [PMID: 7410] - A Brock. Binding of digitoxin to human serum albumin: influence of ionic strength and ionic medium on the digitoxin-albumin complex formation.
Acta pharmacologica et toxicologica.
1975 Nov; 37(5):361-8. doi:
10.1111/j.1600-0773.1975.tb00854.x
. [PMID: 887]