2,4,6-Tribromophenol (BioDeep_00000003041)

 

Secondary id: BioDeep_00000858357

human metabolite Endogenous natural product


代谢物信息卡片


2,4,6-Tribromophenol, bismuth (3+) salt

化学式: C6H3Br3O (327.7733968)
中文名称: 2,4,6-三溴苯酚
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=C(C=C(C(=C1Br)O)Br)Br
InChI: InChI=1S/C6H3Br3O/c7-3-1-4(8)6(10)5(9)2-3/h1-2,10H

描述信息

2,4,6-Tribromophenol, also known as 2,4,6-TBP or bromol, belongs to the class of organic compounds known as p-bromophenols. These are bromophenols carrying a iodine at the C4 position of the benzene ring. 2,4,6-Tribromophenol has been detected, but not quantified, in a few different foods, such as crustaceans, fishes, and mollusks. This could make 2,4,6-tribromophenol a potential biomarker for the consumption of these foods. A bromophenol that is phenol in which the hydrogens at positions 2, 4 and 6 have been replaced by bromines. 2,4,6-Tribromophenol is a potentially toxic compound.
CONFIDENCE standard compound; INTERNAL_ID 1310; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4940; ORIGINAL_PRECURSOR_SCAN_NO 4936
CONFIDENCE standard compound; INTERNAL_ID 1310; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4952; ORIGINAL_PRECURSOR_SCAN_NO 4950
CONFIDENCE standard compound; INTERNAL_ID 1310; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4925; ORIGINAL_PRECURSOR_SCAN_NO 4923
CONFIDENCE standard compound; INTERNAL_ID 1310; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4953; ORIGINAL_PRECURSOR_SCAN_NO 4951
CONFIDENCE standard compound; INTERNAL_ID 1310; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4957; ORIGINAL_PRECURSOR_SCAN_NO 4955
CONFIDENCE standard compound; INTERNAL_ID 1310; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4956; ORIGINAL_PRECURSOR_SCAN_NO 4953
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 8167

同义名列表

19 个代谢物同义名

2,4,6-Tribromophenol, bismuth (3+) salt; 2,4,6-Tribromo-3-methylphenol; 5175-83-7 (Bismuth(3+) salt); Bismuth tribromophenate; 2,4,6-Tribromo-m-cresol; 2,4,6-Tribromo-phenol; 2,4,6-tribromophenol; 2,4,6-Tribromphenol; Great lakes PH-73; Tribromophenol; Bromkal pur 3; Flammex 3BP; 2,4,6-TBP; Xeroform; C6H3BR3O; Micatex; Bromol; TBP; 2,4,6-Tribromophenol



数据库引用编号

28 个数据库交叉引用编号

分类词条

相关代谢途径

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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)

16 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

  • Julien Dron, Carine Demelas, Justine Mas, Amandine Durand, Anthony Pantalacci, Annabelle Austruy, Marine Périot, Gautier Revenko, Didier Gori, Karine Lebaron, Stéphane Coupé, Patrick Höhener, Jean-Luc Boudenne. Assessment of the contamination by 2,4,6-tribromophenol of marine waters and organisms exposed to chlorination discharges. Environmental pollution (Barking, Essex : 1987). 2022 Sep; 309(?):119742. doi: 10.1016/j.envpol.2022.119742. [PMID: 35835273]
  • Zhenxuan Zhang, Qingyao Zhu, Wenjie Liang, Zekun Han, Cui Huang, An Liu, Yujuan Lu, Jiang Ma, Mengting Yang. Investigation on detoxication effects of 2-hydroxypropyl-β-cyclodextrin over two halogenated aromatic DBPs 2,4,6-trichlorophenol and 2,4,6-tribromophenol binding with human serum albumin. Food chemistry. 2022 Jul; 382(?):132349. doi: 10.1016/j.foodchem.2022.132349. [PMID: 35158266]
  • Guomao Zheng, Luma Melo, Rishika Chakraborty, James E Klaunig, Amina Salamova. Biotransformation of 2,4,6-tris(2,4,6-tribromophenoxy)-1,3,5-triazine (TTBP-TAZ) can contribute to high levels of 2,4,6-tribromophenol (2,4,6-TBP) in humans. Environment international. 2022 01; 158(?):106943. doi: 10.1016/j.envint.2021.106943. [PMID: 34717176]
  • 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]
  • Nilce Mary Turcatti Folle, Maristela Azevedo-Linhares, Juan Ramon Esquivel Garcia, Luíse Esquivel, Sonia Regina Grotzner, Elton Celton de Oliveira, Francisco Filipak Neto, Ciro Alberto de Oliveira Ribeiro. 2,4,6-Tribromophenol is toxic to Oreochromis niloticus (Linnaeus, 1758) after trophic and subchronic exposure. Chemosphere. 2021 Apr; 268(?):128785. doi: 10.1016/j.chemosphere.2020.128785. [PMID: 33168290]
  • Qing Zhang, Wenqian Kong, Linfeng Wei, Xingwang Hou, Qianchi Ma, Yanna Liu, Yadan Luo, Chunyang Liao, Jiyan Liu, Jerald L Schnoor, Guibin Jiang. Compartmentalization and Excretion of 2,4,6-Tribromophenol Sulfation and Glycosylation Conjugates in Rice Plants. Environmental science & technology. 2021 03; 55(5):2980-2990. doi: 10.1021/acs.est.0c07184. [PMID: 33544574]
  • Gabriel A Knudsen, Margaret Chapman, Andrew W Trexler, Christopher T Juberg, Linda S Birnbaum. 2,4,6-Tribromophenol Disposition and Kinetics in Pregnant and Nursing Sprague Dawley Rats. Toxicological sciences : an official journal of the Society of Toxicology. 2020 11; 178(1):36-43. doi: 10.1093/toxsci/kfaa133. [PMID: 32780832]
  • Monika Jarosiewicz, Katarzyna Miłowska, Anita Krokosz, Bożena Bukowska. Evaluation of the Effect of Selected Brominated Flame Retardants on Human Serum Albumin and Human Erythrocyte Membrane Proteins. International journal of molecular sciences. 2020 May; 21(11):. doi: 10.3390/ijms21113926. [PMID: 32486253]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Gabriel A Knudsen, Andrew W Trexler, Alicia C Richards, Samantha M Hall, Michael F Hughes, Linda S Birnbaum. 2,4,6-Tribromophenol Disposition and Kinetics in Rodents: Effects of Dose, Route, Sex, and Species. Toxicological sciences : an official journal of the Society of Toxicology. 2019 05; 169(1):167-179. doi: 10.1093/toxsci/kfz044. [PMID: 30768125]
  • Yukiko Fujii, Yoshihisa Kato, Nanako Masuda, Kouji H Harada, Akio Koizumi, Koichi Haraguchi. Contamination trends and factors affecting the transfer of hexabromocyclododecane diastereomers, tetrabromobisphenol A, and 2,4,6-tribromophenol to breast milk in Japan. Environmental pollution (Barking, Essex : 1987). 2018 Jun; 237(?):936-943. doi: 10.1016/j.envpol.2018.03.015. [PMID: 29572047]
  • Dongoh Lee, Changhwan Ahn, Eui-Ju Hong, Beum-Soo An, Sang-Hwan Hyun, Kyung-Chul Choi, Eui-Bae Jeung. 2,4,6-Tribromophenol Interferes with the Thyroid Hormone System by Regulating Thyroid Hormones and the Responsible Genes in Mice. International journal of environmental research and public health. 2016 07; 13(7):. doi: 10.3390/ijerph13070697. [PMID: 27420076]
  • Christopher Leonetti, Craig M Butt, Kate Hoffman, Marie Lynn Miranda, Heather M Stapleton. Concentrations of polybrominated diphenyl ethers (PBDEs) and 2,4,6-tribromophenol in human placental tissues. Environment international. 2016 Mar; 88(?):23-29. doi: 10.1016/j.envint.2015.12.002. [PMID: 26700418]
  • Ka-Lok Ho, Man-Shan Yau, Margaret B Murphy, Yi Wan, Bonnie M-W Fong, Sidney Tam, John P Giesy, Kelvin S-Y Leung, Michael H-W Lam. Urinary bromophenol glucuronide and sulfate conjugates: Potential human exposure molecular markers for polybrominated diphenyl ethers. Chemosphere. 2015 Aug; 133(?):6-12. doi: 10.1016/j.chemosphere.2015.03.003. [PMID: 25817024]
  • Yukiko Fujii, Eri Nishimura, Yoshihisa Kato, Kouji H Harada, Akio Koizumi, Koichi Haraguchi. Dietary exposure to phenolic and methoxylated organohalogen contaminants in relation to their concentrations in breast milk and serum in Japan. Environment international. 2014 Feb; 63(?):19-25. doi: 10.1016/j.envint.2013.10.016. [PMID: 24263137]
  • Anat Bernstein, Zeev Ronen, Elena Levin, Ludwik Halicz, Faina Gelman. Kinetic bromine isotope effect: example from the microbial debromination of brominated phenols. Analytical and bioanalytical chemistry. 2013 Mar; 405(9):2923-9. doi: 10.1007/s00216-012-6446-0. [PMID: 23052885]
  • Jessica Norrgran, Bernt Jones, Nils-Gunnar Lindquist, Ake Bergman. Decabromobiphenyl, polybrominated diphenyl ethers, and brominated phenolic compounds in serum of cats diagnosed with the endocrine disease feline hyperthyroidism. Archives of environmental contamination and toxicology. 2012 Jul; 63(1):161-8. doi: 10.1007/s00244-012-9750-y. [PMID: 22311549]
  • Heather M Stapleton, Sarah Eagle, Rebecca Anthopolos, Amy Wolkin, Marie Lynn Miranda. Associations between polybrominated diphenyl ether (PBDE) flame retardants, phenolic metabolites, and thyroid hormones during pregnancy. Environmental health perspectives. 2011 Oct; 119(10):1454-9. doi: 10.1289/ehp.1003235. [PMID: 21715241]
  • F Koschier, M A Gallo, X Feng, G E Baxter, R Preston, K Stevens, W Powers. Toxicological studies on 2,4,6-tribromoanisole. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2011 Sep; 49(9):2074-80. doi: 10.1016/j.fct.2011.05.019. [PMID: 21645578]
  • Ani Mulyasuryani, Arie Srihardiastutie. Conductimetric biosensor for the detection of uric Acid by immobilization uricase on nata de coco membrane-pt electrode. Analytical chemistry insights. 2011; 6(?):47-51. doi: 10.4137/aci.s7346. [PMID: 21792276]
  • Jun Deng, Chunsheng Liu, Liqin Yu, Bingsheng Zhou. Chronic exposure to environmental levels of tribromophenol impairs zebrafish reproduction. Toxicology and applied pharmacology. 2010 Feb; 243(1):87-95. doi: 10.1016/j.taap.2009.11.016. [PMID: 19931292]
  • Won-Jin Sim, Sung-Hee Lee, In-Seok Lee, Sung-Deuk Choi, Jeong-Eun Oh. Distribution and formation of chlorophenols and bromophenols in marine and riverine environments. Chemosphere. 2009 Oct; 77(4):552-8. doi: 10.1016/j.chemosphere.2009.07.006. [PMID: 19664797]
  • C Mardones, D Von Baer, J Silva, A Ruff, L Gutierrez, A Berg. Tribromophenol and pentachlorophenol uptake from sawdust to horticultural products. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2009 Oct; 26(10):1362-71. doi: 10.1080/02652030902821788. [PMID: 19701836]
  • Xinghua Qiu, Minerva Mercado-Feliciano, Robert M Bigsby, Ronald A Hites. Measurement of polybrominated diphenyl ethers and metabolites in mouse plasma after exposure to a commercial pentabromodiphenyl ether mixture. Environmental health perspectives. 2007 Jul; 115(7):1052-8. doi: 10.1289/ehp.10011. [PMID: 17637922]
  • Maria Polo, Maria Llompart, Carmen Garcia-Jares, Guadalupe Gomez-Noya, Maria-Herminia Bollain, Rafael Cela. Development of a solid-phase microextraction method for the analysis of phenolic flame retardants in water samples. Journal of chromatography. A. 2006 Aug; 1124(1-2):11-21. doi: 10.1016/j.chroma.2006.03.047. [PMID: 16600262]
  • Timo Hamers, Jorke H Kamstra, Edwin Sonneveld, Albertinka J Murk, Monique H A Kester, Patrik L Andersson, Juliette Legler, Abraham Brouwer. In vitro profiling of the endocrine-disrupting potency of brominated flame retardants. Toxicological sciences : an official journal of the Society of Toxicology. 2006 Jul; 92(1):157-73. doi: 10.1093/toxsci/kfj187. [PMID: 16601080]
  • Manuel Gutiérrez, José Becerra, Juan Godoy, Ricardo Barra. Occupational and environmental exposure to tribromophenol used for wood surface protection in sawmills. International journal of environmental health research. 2005 Jun; 15(3):171-9. doi: 10.1080/09603120500105828. [PMID: 16134480]
  • Cathrine Thomsen, Henriette Leknes, Elsa Lundanes, Georg Becher. A new method for determination of halogenated flame retardants in human milk using solid-phase extraction. Journal of analytical toxicology. 2002 Apr; 26(3):129-37. doi: 10.1093/jat/26.3.129. [PMID: 11991528]
  • Cathrine Thomsen, Elsa Lundanes, Georg Becher. Brominated flame retardants in archived serum samples from Norway: a study on temporal trends and the role of age. Environmental science & technology. 2002 Apr; 36(7):1414-8. doi: 10.1021/es0102282. [PMID: 11999045]
  • L Hovander, T Malmberg, M Athanasiadou, I Athanassiadis, S Rahm, A Bergman, E Klasson Wehler. Identification of hydroxylated PCB metabolites and other phenolic halogenated pollutants in human blood plasma. Archives of environmental contamination and toxicology. 2002 Jan; 42(1):105-17. doi: 10.1007/s002440010298. [PMID: 11706375]
  • C Thomsen, E Lundanes, G Becher. Brominated flame retardants in plasma samples from three different occupational groups in Norway. Journal of environmental monitoring : JEM. 2001 Aug; 3(4):366-70. doi: 10.1039/b104304h. [PMID: 11523435]
  • C Thomsen, K Janák, E Lundanes, G Becher. Determination of phenolic flame-retardants in human plasma using solid-phase extraction and gas chromatography-electron-capture mass spectrometry. Journal of chromatography. B, Biomedical sciences and applications. 2001 Jan; 750(1):1-11. doi: 10.1016/s0378-4347(00)00357-1. [PMID: 11204209]