DIBROMOACETIC ACID (BioDeep_00000013237)

   

natural product Volatile Flavor Compounds


代谢物信息卡片


2,2-dibromoacetic acid

化学式: C2H2Br2O2 (215.84215120000002)
中文名称: 二溴乙酸
谱图信息: 最多检出来源 Escherichia coli(natural_products) 95.45%

分子结构信息

SMILES: C(C(=O)O)(Br)Br
InChI: InChI=1S/C2H2Br2O2/c3-1(4)2(5)6/h1H,(H,5,6)

描述信息

A monocarboxylic acid that is acetic acid in which two of the methyl hydrogens are replaced by bromo groups.
D009676 - Noxae > D000477 - Alkylating Agents

同义名列表

4 个代谢物同义名

DIBROMOACETIC ACID; 2,2-dibromoacetic acid; DBAA; Dibromoacetic acid



数据库引用编号

13 个数据库交叉引用编号

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)

7 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

  • Wenbo Jiang, Huanyu Wu, Rui Guo, Xiaoqing Xu, Yue Wang, XiTao Jiang, Yu Wang, Xuemin Yan, Wenbo Gu, Xin Liu, Fengyu Cao, Ying Li, Tianshu Han, Changhao Sun. Dibromoacetic acid exposure is associated with abnormal melatonin rhythm in rats via inhibition of p-CREB1-AANAT signalling pathway. Ecotoxicology and environmental safety. 2021 Jan; 208(?):111401. doi: 10.1016/j.ecoenv.2020.111401. [PMID: 33038730]
  • Bassam Lajin, Walter Goessler. Simultaneous Determination of Chlorinated and Brominated Acetic Acids in Various Environmental Water Matrixes by High-Performance Liquid Chromatography-Inductively Coupled Plasma Tandem Mass Spectrometry without Sample Preparation. Analytical chemistry. 2020 07; 92(13):9156-9163. doi: 10.1021/acs.analchem.0c01456. [PMID: 32545952]
  • Tingting Gong, Wenbo Jiang, Zhijian Gao, Yingying Chen, Shuying Gao. Dibromoacetic Acid Induced Hepatotoxicity in Mice through Oxidative Stress and Toll-Like Receptor 4 Signaling Pathway Activation. Oxidative medicine and cellular longevity. 2019; 2019(?):5637235. doi: 10.1155/2019/5637235. [PMID: 31827682]
  • Wenbo Jiang, Bai Li, Yingying Chen, Shuying Gao. The toxic influence of dibromoacetic acid on the hippocampus and pre-frontal cortex of rat: involvement of neuroinflammation response and oxidative stress. Metabolic brain disease. 2017 Dec; 32(6):2009-2019. doi: 10.1007/s11011-017-0095-0. [PMID: 28844098]
  • Yu Hu, Li Tan, Shao-Hui Zhang, Yu-Ting Zuo, Xue Han, Na Liu, Wen-Qing Lu, Ai-Lin Liu. Detection of genotoxic effects of drinking water disinfection by-products using Vicia faba bioassay. Environmental science and pollution research international. 2017 Jan; 24(2):1509-1517. doi: 10.1007/s11356-016-7873-9. [PMID: 27785718]
  • Nora Baberschke, Christian E W Steinberg, Nadine Saul. Low concentrations of dibromoacetic acid and N-nitrosodimethylamine induce several stimulatory effects in the invertebrate model Caenorhabditis elegans. Chemosphere. 2015 Apr; 124(?):122-8. doi: 10.1016/j.chemosphere.2014.12.002. [PMID: 25556763]
  • Brian P Enright, Belen Tornesi, Helga Lorenz, Katharine Whitney. The inhibin B response to testicular toxicants ethylene glycol monomethyl ether or dibromoacetic acid in male rats. Birth defects research. Part B, Developmental and reproductive toxicology. 2013 Feb; 98(1):35-40. doi: 10.1002/bdrb.21039. [PMID: 23348848]
  • M Nickmilder, A Bernard. Associations between testicular hormones at adolescence and attendance at chlorinated swimming pools during childhood. International journal of andrology. 2011 Oct; 34(5 Pt 2):e446-58. doi: 10.1111/j.1365-2605.2011.01174.x. [PMID: 21631527]
  • Matthew J Smith, Dori R Germolec, Robert W Luebke, Christopher M Sheth, Wimolnut Auttachoat, Tai L Guo, Kimber L White. Immunotoxicity of dibromoacetic acid administered via drinking water to female B₆C₃F₁ mice. Journal of immunotoxicology. 2010 Oct; 7(4):333-43. doi: 10.3109/1547691x.2010.519744. [PMID: 20958156]
  • Xin Chen, Dong Zhang, Yin-hao Lu, Wei-wei Zheng, Yu-xin Wu, Xiao Wei, Da-jun Tian, Xia Wang, Hao Zhang, Shuai Guo, Song-hui Jiang, Wei-dong Qu. [Formation and changes of regulated trihalomethanes and haloacetic acids in raw water of Yangtze River, Huangpu River and different treatment processes and pipelines network]. Zhonghua yu fang yi xue za zhi [Chinese journal of preventive medicine]. 2010 Oct; 44(10):893-8. doi: ". [PMID: 21176519]
  • Jessica L Matthews, Irvin R Schultz, Michael R Easterling, Ronald L Melnick. Physiologically based pharmacokinetic modeling of dibromoacetic acid in F344 rats. Toxicology and applied pharmacology. 2010 Apr; 244(2):196-207. doi: 10.1016/j.taap.2009.12.033. [PMID: 20045428]
  • David M Pettigrew, Pietro Roversi, Stephen G Davies, Angela J Russell, Susan M Lea. A structural study of the interaction between the Dr haemagglutinin DraE and derivatives of chloramphenicol. Acta crystallographica. Section D, Biological crystallography. 2009 Jun; 65(Pt 6):513-22. doi: 10.1107/s0907444909005113. [PMID: 19465765]
  • NULL. Toxicology and carcinogenesis studies of dibromoacetic acid (Cas No. 631-64-1) in F344/N rats and B6C3F1 mice (drinking water studies). National Toxicology Program technical report series. 2007 Apr; ?(537):1-320. doi: NULL. [PMID: 17554398]
  • N M Weber, H R Sawyer, M E Legare, D N R Veeramachaneni. Sub-chronic exposure to dibromoacetic acid, a water disinfection by-product, does not affect gametogenic potential in mice. Toxicological sciences : an official journal of the Society of Toxicology. 2006 Jan; 89(1):325-30. doi: 10.1093/toxsci/kfj015. [PMID: 16221964]
  • Lianhui Tao, Wei Wang, Long Li, Paula K Kramer, Michael A Pereira. DNA hypomethylation induced by drinking water disinfection by-products in mouse and rat kidney. Toxicological sciences : an official journal of the Society of Toxicology. 2005 Oct; 87(2):344-52. doi: 10.1093/toxsci/kfi257. [PMID: 16014735]
  • Ashley S Murr, Jerome M Goldman. Twenty-week exposures to the drinking water disinfection by-product dibromoacetic acid: reproductive cyclicity and steroid concentrations in the female Sprague-Dawley rat. Reproductive toxicology (Elmsford, N.Y.). 2005 May; 20(1):73-80. doi: 10.1016/j.reprotox.2004.12.006. [PMID: 15808788]
  • K J Bodensteiner, H R Sawyer, C L Moeller, C M Kane, K-Y F Pau, G R Klinefelter, D N R Veeramachaneni. Chronic exposure to dibromoacetic acid, a water disinfection byproduct, diminishes primordial follicle populations in the rabbit. Toxicological sciences : an official journal of the Society of Toxicology. 2004 Jul; 80(1):83-91. doi: 10.1093/toxsci/kfh135. [PMID: 15141106]
  • M S Christian, R G York, A M Hoberman, R M Diener, L C Fisher, G A Gates. Biodisposition of dibromoacetic acid (DBA) and bromodichloromethane (BDCM) administered to rats and rabbits in drinking water during range-finding reproduction and developmental toxicity studies. International journal of toxicology. 2001 Jul; 20(4):239-53. doi: 10.1080/109158101750408064. [PMID: 11563419]
  • J Kato-Weinstein, A J Stauber, G A Orner, B D Thrall, R J Bull. Differential effects of dihalogenated and trihalogenated acetates in the liver of B6C3F1 mice. Journal of applied toxicology : JAT. 2001 Mar; 21(2):81-9. doi: 10.1002/jat.717. [PMID: 11288130]
  • S E George, G M Nelson, A E Swank, L R Brooks, K Bailey, M George, A DeAngelo. The disinfection by-products dichloro-, dibromo-, and bromochloroacetic acid impact intestinal microflora and metabolism in Fischer 344 rats upon exposure in drinking water. Toxicological sciences : an official journal of the Society of Toxicology. 2000 Aug; 56(2):282-9. doi: 10.1093/toxsci/56.2.282. [PMID: 10910985]
  • A M Cummings, J M Hedge. Dibromoacetic acid does not adversely affect early pregnancy in rats. Reproductive toxicology (Elmsford, N.Y.). 1998 Jul; 12(4):445-8. doi: 10.1016/s0890-6238(98)00025-2. [PMID: 9717694]
  • R E Linder, G R Klinefelter, L F Strader, M G Narotsky, J D Suarez, N L Roberts, S D Perreault. Dibromoacetic acid affects reproductive competence and sperm quality in the male rat. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1995 Nov; 28(1):9-17. doi: 10.1006/faat.1995.1140. [PMID: 8566488]
  • R E Linder, G R Klinefelter, L F Strader, J D Suarez, C J Dyer. Acute spermatogenic effects of bromoacetic acids. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1994 Apr; 22(3):422-30. doi: 10.1006/faat.1994.1048. [PMID: 8050637]