Tris(2,3-dibromopropyl) phosphate (BioDeep_00000012671)

   

Industrial Pollutants Volatile Flavor Compounds


代谢物信息卡片


Tris(2,3-dibromopropyl) phosphate

化学式: C9H15Br6O4P (691.5808079999999)
中文名称: 磷酸三(2,3-二溴丙基)酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(C(CBr)Br)OP(=O)(OCC(CBr)Br)OCC(CBr)Br
InChI: InChI=1S/C9H15Br6O4P/c10-1-7(13)4-17-20(16,18-5-8(14)2-11)19-6-9(15)3-12/h7-9H,1-6H2

描述信息

同义名列表

3 个代谢物同义名

Tris(2,3-dibromopropyl) phosphate; TDBPP; Tris(2,3-dibromopropyl) phosphate



数据库引用编号

9 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)

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Plant Reactome(0)

INOH(0)

PlantCyc(0)

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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

  • Xiaochun Ma, Dezhao Lu, Ying Liu, Yifei Le, Hang Chen, Xiaowen Li, Cui Wang. Multiplexed quantitative evaluation on mitochondrial toxicity of tris (2,3-dibromopropyl) phosphate in hepatocyte. Ecotoxicology and environmental safety. 2021 Sep; 221(?):112425. doi: 10.1016/j.ecoenv.2021.112425. [PMID: 34146984]
  • Rui Hou, Yiping Xu, Kaifeng Rao, Chenglian Feng, Zijian Wang. Tissue-specific bioaccumulation, metabolism and excretion of tris (2-ethylhexyl) phosphate (TEHP) in rare minnow (Gobiocyprisrarus). Environmental pollution (Barking, Essex : 1987). 2020 Jun; 261(?):114245. doi: 10.1016/j.envpol.2020.114245. [PMID: 32220757]
  • 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]
  • Ming-Jing He, Jun-Feng Lu, Shi-Qiang Wei. Organophosphate esters in biota, water, and air from an agricultural area of Chongqing, western China: Concentrations, composition profiles, partition and human exposure. Environmental pollution (Barking, Essex : 1987). 2019 Jan; 244(?):388-397. doi: 10.1016/j.envpol.2018.10.085. [PMID: 30352353]
  • Boris V Krivoshiev, Gerrit T S Beemster, Katrien Sprangers, Bart Cuypers, Kris Laukens, Ronny Blust, Steven J Husson. Toxicogenomics of the flame retardant tris (2-butoxyethyl) phosphate in HepG2 cells using RNA-seq. Toxicology in vitro : an international journal published in association with BIBRA. 2018 Feb; 46(?):178-188. doi: 10.1016/j.tiv.2017.10.011. [PMID: 29024780]
  • Ya Zhu, Xufa Ma, Guanyong Su, Liqin Yu, Robert J Letcher, Jie Hou, Hongxia Yu, John P Giesy, Chunsheng Liu. Environmentally Relevant Concentrations of the Flame Retardant Tris(1,3-dichloro-2-propyl) Phosphate Inhibit Growth of Female Zebrafish and Decrease Fecundity. Environmental science & technology. 2015 Dec; 49(24):14579-87. doi: 10.1021/acs.est.5b03849. [PMID: 26512412]
  • Qiangwei Wang, James C W Lam, Jian Han, Xianfeng Wang, Yongyong Guo, Paul K S Lam, Bingsheng Zhou. Developmental exposure to the organophosphorus flame retardant tris(1,3-dichloro-2-propyl) phosphate: estrogenic activity, endocrine disruption and reproductive effects on zebrafish. Aquatic toxicology (Amsterdam, Netherlands). 2015 Mar; 160(?):163-71. doi: 10.1016/j.aquatox.2015.01.014. [PMID: 25637911]
  • Xiangying Zeng, Zhiyang Liu, Lixiong He, Shuxia Cao, Han Song, Zhiqiang Yu, Guoying Sheng, Jiamo Fu. The occurrence and removal of organophosphate ester flame retardants/plasticizers in a municipal wastewater treatment plant in the Pearl River Delta, China. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering. 2015; 50(12):1291-7. doi: 10.1080/10934529.2015.1055158. [PMID: 26301856]
  • Guanyong Su, Alana K Greaves, Lewis Gauthier, Robert J Letcher. Liquid chromatography-electrospray-tandem mass spectrometry method for determination of organophosphate diesters in biotic samples including Great Lakes herring gull plasma. Journal of chromatography. A. 2014 Dec; 1374(?):85-92. doi: 10.1016/j.chroma.2014.11.022. [PMID: 25476687]
  • Amani Farhat, Doug Crump, Emily Porter, Suzanne Chiu, Robert J Letcher, Guanyong Su, Sean W Kennedy. Time-dependent effects of the flame retardant tris(1,3-dichloro-2-propyl) phosphate (TDCPP) on mRNA expression, in vitro and in ovo, reveal optimal sampling times for rapidly metabolized compounds. Environmental toxicology and chemistry. 2014 Dec; 33(12):2842-9. doi: 10.1002/etc.2755. [PMID: 25242413]
  • Erika D Schreder, Mark J La Guardia. Flame retardant transfers from U.S. households (dust and laundry wastewater) to the aquatic environment. Environmental science & technology. 2014 Oct; 48(19):11575-83. doi: 10.1021/es502227h. [PMID: 25288150]
  • Angela A Peverly, Amina Salamova, Ronald A Hites. Air is still contaminated 40 years after the Michigan Chemical plant disaster in St. Louis, Michigan. Environmental science & technology. 2014 Oct; 48(19):11154-60. doi: 10.1021/es502809f. [PMID: 25211223]
  • Alana K Greaves, Robert J Letcher. Comparative body compartment composition and in ovo transfer of organophosphate flame retardants in North American Great Lakes herring gulls. Environmental science & technology. 2014 Jul; 48(14):7942-50. doi: 10.1021/es501334w. [PMID: 24905208]
  • Kate Hoffman, Julie L Daniels, Heather M Stapleton. Urinary metabolites of organophosphate flame retardants and their variability in pregnant women. Environment international. 2014 Feb; 63(?):169-72. doi: 10.1016/j.envint.2013.11.013. [PMID: 24316320]
  • Courtney C Carignan, Michael D McClean, Ellen M Cooper, Deborah J Watkins, Alicia J Fraser, Wendy Heiger-Bernays, Heather M Stapleton, Thomas F Webster. Predictors of tris(1,3-dichloro-2-propyl) phosphate metabolite in the urine of office workers. Environment international. 2013 May; 55(?):56-61. doi: 10.1016/j.envint.2013.02.004. [PMID: 23523854]
  • Thanh Wang, Shanlong Han, Ting Ruan, Yawei Wang, Jiayong Feng, Guibin Jiang. Spatial distribution and inter-year variation of hexabromocyclododecane (HBCD) and tris-(2,3-dibromopropyl) isocyanurate (TBC) in farm soils at a peri-urban region. Chemosphere. 2013 Jan; 90(2):182-7. doi: 10.1016/j.chemosphere.2012.06.027. [PMID: 22818088]
  • Michael H Roh, Paola Dal Cin, Stuart G Silverman, Edmund S Cibas. The application of cytogenetics and fluorescence in situ hybridization to fine-needle aspiration in the diagnosis and subclassification of renal neoplasms. Cancer cytopathology. 2010 Jun; 118(3):137-45. doi: 10.1002/cncy.20077. [PMID: 20544709]
  • G K Hemakanthi De Alwis, Larry L Needham, Dana B Barr. Automated solid phase extraction and quantitative measurement of 2,3-dibromo-1-propanol in urine using gas chromatography-mass spectrometry. Archives of environmental contamination and toxicology. 2007 Jul; 53(1):134-9. doi: 10.1007/s00244-006-0094-3. [PMID: 17396210]
  • J F Fiekers. The contributions of plasma membrane Na+-Ca2+-exchange and the Ca2+-ATPase to the regulation of cytosolic calcium ([Ca2+]i) in a clonal pituitary cell line (AtT-20) of mouse corticotropes. Life sciences. 2001 Dec; 70(6):681-98. doi: 10.1016/s0024-3205(01)01443-6. [PMID: 11833718]
  • J G de Boer, J Holcroft, M L Cunningham, B W Glickman. Tris(2,3-dibromopropyl)phosphate causes a gradient of mutations in the cortex and outer and inner medullas of the kidney of lacI transgenic rats. Environmental and molecular mutagenesis. 2000; 36(1):1-4. doi: 10.1002/1098-2280(2000)36:1<1::aid-em1>3.0.co;2-b. [PMID: 10918353]
  • G S Provost, J C Mirsalis, B J Rogers, J M Short. Mutagenic response to benzene and tris(2,3-dibromopropyl)-phosphate in the lambda lacI transgenic mouse mutation assay: a standardized approach to in vivo mutation analysis. Environmental and molecular mutagenesis. 1996; 28(4):342-7. doi: 10.1002/(sici)1098-2280(1996)28:4<342::aid-em7>3.0.co;2-d. [PMID: 8991062]
  • J G de Boer, J C Mirsalis, G S Provost, K R Tindall, B W Glickman. Spectrum of mutations in kidney, stomach, and liver from lacI transgenic mice recovered after treatment with tris(2,3-dibromopropyl)phosphate. Environmental and molecular mutagenesis. 1996; 28(4):418-23. doi: 10.1002/(sici)1098-2280(1996)28:4<418::aid-em17>3.0.co;2-i. [PMID: 8991072]
  • M L Cunningham, M R Elwell, H B Matthews. Relationship of carcinogenicity and cellular proliferation induced by mutagenic noncarcinogens vs carcinogens. III. Organophosphate pesticides vs tris(2,3-dibromopropyl)phosphate. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1994 Oct; 23(3):363-9. doi: 10.1006/faat.1994.1116. [PMID: 7835536]
  • M L Cunningham, M R Elwell, H B Matthews. Site-specific cell proliferation in renal tubular cells by the renal tubular carcinogen tris(2,3-dibromopropyl)phosphate. Environmental health perspectives. 1993 Dec; 101 Suppl 5(?):253-7. doi: 10.1289/ehp.93101s5253. [PMID: 8013416]
  • P G Pearson, J G Omichinski, J A Holme, R H McClanahan, G Brunborg, E J Søderlund, E Dybing, S D Nelson. Metabolic activation of tris(2,3-dibromopropyl)phosphate to reactive intermediates. II. Covalent binding, reactive metabolite formation, and differential metabolite-specific DNA damage in vivo. Toxicology and applied pharmacology. 1993 Feb; 118(2):196-204. doi: 10.1006/taap.1993.1025. [PMID: 8441998]
  • E J Søderlund, G Brunborg, E Dybing, B Trygg, S D Nelson, J A Holme. Organ-specific DNA damage of tris(2,3-dibromopropyl)-phosphate and its diester metabolite in the rat. Chemico-biological interactions. 1992 Apr; 82(2):195-207. doi: 10.1016/0009-2797(92)90110-7. [PMID: 1568270]
  • W R Brian, M A Sari, M Iwasaki, T Shimada, L S Kaminsky, F P Guengerich. Catalytic activities of human liver cytochrome P-450 IIIA4 expressed in Saccharomyces cerevisiae. Biochemistry. 1990 Dec; 29(51):11280-92. doi: 10.1021/bi00503a018. [PMID: 2271712]
  • M Fukuoka, A Tanaka, T Yamaha, K Naito, K Takada, K Kobayashi, M Tobe. Tris (2,3-dibromopropyl) phosphate nephrotoxicity in the rat: histological and biochemical changes in renal components by 13C-NMR spectra. Journal of applied toxicology : JAT. 1988 Dec; 8(6):411-6. doi: 10.1002/jat.2550080605. [PMID: 3230254]
  • E J Søderlund, J G Omichinski, J E Dahl, S D Nelson, E Dybing. Nephrotoxicity of selectively deuterated and methylated analogues of Tris-BP and Bis-BP in the rat. Pharmacology & toxicology. 1988 Mar; 62(3):142-9. doi: 10.1111/j.1600-0773.1988.tb01862.x. [PMID: 3375186]
  • M Fukuoka, T Takahashi, K Naito, K Takada. Comparative studies on nephrotoxic effects of tris (2,3-dibromopropyl) phosphate and bis (2,3-dibromopropyl) phosphate on rat urinary metabolites. Journal of applied toxicology : JAT. 1988 Feb; 8(1):43-52. doi: 10.1002/jat.2550080108. [PMID: 3356864]
  • M Fukuoka, T Takahashi, A Tanaka, T Yamaha, K Naito, Y Nakaji, K Kobayashi, M Tobe. Nephrotoxic effect of tris(2,3-dibromopropyl)phosphate on rat urinary metabolites: assessment from 13C-NMR spectra of urines and biochemical and histopathological examinations. Journal of applied toxicology : JAT. 1987 Feb; 7(1):23-34. doi: 10.1002/jat.2550070106. [PMID: 3611594]
  • E J Søderlund, E Dybing, J A Holme, J K Hongslo, E Rivedal, T Sanner, S D Nelson. Comparative genotoxicity and nephrotoxicity studies of the two halogenated flame retardants tris(1,3-dichloro-2-propyl)phosphate and tris(2,3-dibromopropyl)phosphate. Acta pharmacologica et toxicologica. 1985 Jan; 56(1):20-9. doi: 10.1111/j.1600-0773.1985.tb01248.x. [PMID: 3883695]
  • G F Rush, J H Smith, J F Newton, J B Hook. Chemically induced nephrotoxicity: role of metabolic activation. Critical reviews in toxicology. 1984; 13(2):99-160. doi: 10.3109/10408448409034079. [PMID: 6380963]
  • A A Nomeir, H B Matthews. Metabolism and disposition of the flame retardant tris(2,3-dibromopropyl)phosphate in the rat. Toxicology and applied pharmacology. 1983 Mar; 67(3):357-69. doi: 10.1016/0041-008x(83)90319-8. [PMID: 6845365]
  • E Søderlund, S D Nelson, E Dybing. Mutagenicity and nephrotoxicity of two tris (2,3-dibromopropyl)-phosphate analogues: bis (2,3-dibromopropyl) phosphate and 2,3-dibromopropylphosphate. Acta pharmacologica et toxicologica. 1982 Jul; 51(1):76-80. doi: 10.1111/j.1600-0773.1982.tb01066.x. [PMID: 7124413]
  • E J Søderlund, S D Nelson, C von Bahr, E Dybing. Species differences in kidney toxicity and metabolic activation of tris(2,3-dibromopropyl)phosphate. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1982 Jul; 2(4):187-94. doi: 10.1016/s0272-0590(82)80045-6. [PMID: 7185616]
  • R K Lynn, C Garvie-Gould, K Wong, J M Kennish. Metabolism, distribution, and excretion of the flame retardant, tris(2,3-dibromopropyl) phosphate (tris-bp) in the rat: identification of mutagenic and nephrotoxic metabolites. Toxicology and applied pharmacology. 1982 Mar; 63(1):105-19. doi: 10.1016/0041-008x(82)90030-8. [PMID: 7071866]
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  • G Reznik, H M Reznik-Schüller, J M Rice, B F Hague. Pathogenesis of toxic and neoplastic renal lesions induced by the flame retardant tris (2,3-dibromopropyl)phosphate in F344 rats, and development of colonic adenomas after prolonged oral administration. Laboratory investigation; a journal of technical methods and pathology. 1981 Jan; 44(1):74-83. doi: NULL. [PMID: 7453132]
  • E J Söderlund, S D Nelson, E Dybing. In vitro and in vivo covalent binding of the kidney toxicant and carcinogen tris(2,3-dibromopropyl)-phosphate. Toxicology. 1981; 21(4):291-304. doi: 10.1016/0300-483x(81)90144-x. [PMID: 7302950]
  • E Dybing, E J Söderlund, S D Nelson. Metabolic activation of bromopropyl compounds. Advances in experimental medicine and biology. 1981; 136 Pt A(?):647-54. doi: 10.1007/978-1-4757-0674-1_47. [PMID: 7046380]
  • E Söderlund, E Dybing, S D Nelson. Nephrotoxicity and hepatotoxicity of tris(2,3-dibromopropyl)phosphate in the rat. Toxicology and applied pharmacology. 1980 Nov; 56(2):171-81. doi: 10.1016/0041-008x(80)90287-2. [PMID: 7466817]
  • N M Morales, H B Matthews. In vivo binding of the flame retardants tris(2,3-dibromopropyl) phosphate and tris(1,3-dichloro-2-propyl) phosphate to macromolecules of mouse liver, kidney and muscle. Bulletin of environmental contamination and toxicology. 1980 Jul; 25(1):34-8. doi: 10.1007/bf01985482. [PMID: 6161654]
  • R K Lynn, K Wong, R G Dickinson, N Gerber, J M Kennish. Diester metabolites of the flame retardant chemicals, tris(1,3-dichloro-2-propyl)phosphate and tris(2,3-dibromopropyl) phosphate in the rat: identification and quantification. Research communications in chemical pathology and pharmacology. 1980 May; 28(2):351-60. doi: NULL. [PMID: 7394328]
  • E Dybing, E J Söderlund, S D Nelson. Irreversible macromolecular binding of the flame retardant tris-(2, 3-dibromopropyl)phosphate in vitro and in vivo. Developments in toxicology and environmental science. 1980; 8(?):265-8. doi: NULL. [PMID: 7308025]
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