1,2-Dibromoethane (BioDeep_00000008488)

human metabolite Volatile Flavor Compounds

代谢物信息卡片

alpha,Omega-dibromoethane

化学式: C2H4Br2 (185.8679704)
中文名称: 1,2-二溴乙烷标准溶液, 1,2-二溴乙烷
谱图信息: 最多检出来源 Mus musculus(blood) 29.63%

分子结构信息

SMILES: BrCCBr
InChI: InChI=1S/C2H4Br2/c3-1-2-4/h1-2H2

描述信息

1,2-Dibromoethane, also known as ethylene dibromide or DBE, belongs to the class of organic compounds known as organobromides. Organobromides are compounds containing a chemical bond between a carbon atom and a bromine atom. 1,2-Dibromoethane is possibly neutral. Trace amounts of 1,2-dibromoethane occur naturally in the ocean, where it is formed probably by algae and kelp. 1,2-Dibromoethane is formally rated as a probable carcinogen (by IARC 2A) and is also a potentially toxic compound. Breathing high levels may cause depression and collapse. 1,2-Dibromoethane is rapidly absorbed by ingestion, inhalation, and dermal routes, then distributed mainly to the kidneys, liver, and spleen. It can be metabolized by either the cytochrome P-450 system or the glutathione S-transferase system. These metabolites may be further broken down and excreted in the urine. The metabolite 2-bromoacetaldehyde produces liver damage by binding to cellular proteins. Long term exposure can result in liver, kidney, and reproductive system damage. 1,2-Dibromoethane is also known to have adverse effects on the brain. S-(2-bromoethyl)glutathione, another metabolite, exerts genotoxic and carcinogenic effects by binding to DNA.

同义名列表

24 个代谢物同义名

alpha,Omega-dibromoethane; alpha,beta-Dibromoethane; a,Omega-dibromoethane; Α,omega-dibromoethane; Dibromides, ethylene; Dibromide, ethylene; Ethylene dibromides; Ethylene dibromide; 1,2-Dibromoethane; Bromide, ethylene; a,b-Dibromoethane; 1,2 Dibromoethane; Sym-dibromoethane; Α,β-dibromoethane; Sym dibromoethane; Ethylene bromide; Carboxylic acid; dibromoethane; Dowfume W 85; Dowfume w85; EDB; DBE; 1,2-Dibromoethane; 1,2-Dibromoethane

数据库引用编号

14 个数据库交叉引用编号

ChEBI: CHEBI:28534
KEGG: C11088
PubChem: 7839
HMDB: HMDB0060334
Metlin: METLIN68830
ChEMBL: CHEMBL452370
Wikipedia: 1,2-Dibromoethane
MeSH: Ethylene Dibromide
MetaCyc: 12-DIBROMOETHANE
CAS: 106-93-4
PMhub: MS000022110
PubChem: 13270
NIKKAJI: J4.038J
KNApSAcK: 28534

分类词条

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)

1 个相关的物种来源信息

9606 - Homo sapiens: -

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

Naresh Pahwa, Rajesh Bharani, Manish Jain, Suarabh Argal, Harish Soni, Susmit Kosta, Ravindra Kumar. Therapeutic plasma exchange: an effective treatment in ethylene dibromide poisoning cases. Journal of clinical apheresis. 2013 Oct; 28(5):374-7. doi: 10.1002/jca.21284. [PMID: 23908072]
Tomoko Kawakami, Nitin Puri, Komal Sodhi, Lars Bellner, Toru Takahashi, Kiyoshi Morita, Rita Rezzani, Tim D Oury, Nader G Abraham. Reciprocal Effects of Oxidative Stress on Heme Oxygenase Expression and Activity Contributes to Reno-Vascular Abnormalities in EC-SOD Knockout Mice. International journal of hypertension. 2012; 2012(?):740203. doi: 10.1155/2012/740203. [PMID: 22292113]
Sarka Bidmanova, Radka Chaloupkova, Jiri Damborsky, Zbynek Prokop. Development of an enzymatic fiber-optic biosensor for detection of halogenated hydrocarbons. Analytical and bioanalytical chemistry. 2010 Nov; 398(5):1891-8. doi: 10.1007/s00216-010-4083-z. [PMID: 20721539]
C Andrew James, Gang Xin, Sharon L Doty, Stuart E Strand. Degradation of low molecular weight volatile organic compounds by plants genetically modified with mammalian cytochrome P450 2E1. Environmental science & technology. 2008 Jan; 42(1):289-93. doi: 10.1021/es071197z. [PMID: 18350910]
Kengo Watanabe, Rosa G Liberman, Paul L Skipper, Steven R Tannenbaum, F Peter Guengerich. Analysis of DNA adducts formed in vivo in rats and mice from 1,2-dibromoethane, 1,2-dichloroethane, dibromomethane, and dichloromethane using HPLC/accelerator mass spectrometry and relevance to risk estimates. Chemical research in toxicology. 2007 Nov; 20(11):1594-600. doi: 10.1021/tx700125p. [PMID: 17907789]
Shiau-Chian Soh, Md Pauzi Abdullah. Determination of volatile organic compounds pollution sources in malaysian drinking water using multivariate analysis. Environmental monitoring and assessment. 2007 Jan; 124(1-3):39-50. doi: 10.1007/s10661-006-9207-8. [PMID: 16967208]
I Náprstková, B Radochová, B Novotná, M Jirkovská, J Janácek, L Kubínová. Quantitative analysis of embryonic kidney impairment by confocal microscopy and stereology: effect of 1,2-dibromoethane in the chick mesonephros. British poultry science. 2005 Dec; 46(6):661-7. doi: 10.1080/00071660500394064. [PMID: 16428107]
Raymond D Harbison, Todd Stedeford, Carlos Muro-Cacho, Diana I Mosquera, Marek Banasik. Activation of alpha(1)-adrenergic receptors potentiates the nephrotoxicity of ethylene dibromide. Toxicology. 2003 Apr; 186(3):181-9. doi: 10.1016/s0300-483x(02)00747-3. [PMID: 12628311]
I Náprstková, Z Dusek, Z Zemanová, B Novotná. Assessment of nephrotoxicity in the chick embryo: effects of cisplatin and 1,2-dibromoethane. Folia biologica. 2003; 49(2):78-86. doi: . [PMID: 12779017]
Sharon Lafferty Doty, Tanya Qing Shang, Angela M Wilson, Allison Leigh Moore, Lee A Newman, Stuart Edward Strand, Milton Paul Gordon. Metabolism of the soil and groundwater contaminants, ethylene dibromide and trichloroethylene, by the tropical leguminous tree, Leuceana leucocephala. Water research. 2003 Jan; 37(2):441-9. doi: 10.1016/s0043-1354(02)00291-9. [PMID: 12502073]
Tadao Yoshioka, Joel A Krauser, F Peter Guengerich. Microsomal oxidation of tribromoethylene and reactions of tribromoethylene oxide. Chemical research in toxicology. 2002 Nov; 15(11):1414-20. doi: 10.1021/tx020047t. [PMID: 12437332]
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P Mehrotra, S R Naik, G Choudhuri. Two cases of ethylene dibromide poisoning. Veterinary and human toxicology. 2001 Apr; 43(2):91-2. doi: . [PMID: 11308127]
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A M Calafat, D B Barr, J L Pirkle, D L Ashley. Reference range concentrations of N-acetyl-S-(2-hydroxyethyl)-L-cysteine, a common metabolite of several volatile organic compounds, in the urine of adults in the United States. Journal of exposure analysis and environmental epidemiology. 1999 Jul; 9(4):336-42. doi: 10.1038/sj.jea.7500032. [PMID: 10489158]
H Naested, M Fennema, L Hao, M Andersen, D B Janssen, J Mundy. A bacterial haloalkane dehalogenase gene as a negative selectable marker in Arabidopsis. The Plant journal : for cell and molecular biology. 1999 Jun; 18(5):571-6. doi: 10.1046/j.1365-313x.1999.00477.x. [PMID: 10417708]
S Camandola, M Aragno, J C Cutrin, E Tamagno, O Danni, E Chiarpotto, M Parola, G Leonarduzzi, F Biasi, G Poli. Liver AP-1 activation due to carbon tetrachloride is potentiated by 1,2-dibromoethane but is inhibited by alpha-tocopherol or gadolinium chloride. Free radical biology & medicine. 1999 May; 26(9-10):1108-16. doi: 10.1016/s0891-5849(98)00298-6. [PMID: 10381180]
M S Prakash, K Sud, H S Kohli, V Jha, K L Gupta, V Sakhuja. Ethylene dibromide poisoning with acute renal failure: first reported case with non-fatal outcome. Renal failure. 1999 Mar; 21(2):219-22. doi: 10.3109/08860229909066986. [PMID: 10088182]
L W Wormhoudt, A M Hissink, J N Commandeur, P J van Bladeren, N P Vermeulen. Disposition of 1,2-[14C]Dibromoethane in male Wistar rats. Drug metabolism and disposition: the biological fate of chemicals. 1998 May; 26(5):437-47. doi: . [PMID: 9571225]
L W Wormhoudt, J N Commandeur, J H Ploemen, R S Abdoelgafoer, A Makansi, P J Van Bladeren, N P Vermeulen. Urinary thiodiacetic acid. A selective biomarker for the cytochrome P450-catalyzed oxidation of 1,2-dibromoethane in the rat. Drug metabolism and disposition: the biological fate of chemicals. 1997 Apr; 25(4):508-15. doi: . [PMID: 9107551]
J P Ploemen, L W Wormhoudt, G R Haenen, M J Oudshoorn, J N Commandeur, N P Vermeulen, I de Waziers, P H Beaune, T Watabe, P J van Bladeren. The use of human in vitro metabolic parameters to explore the risk assessment of hazardous compounds: the case of ethylene dibromide. Toxicology and applied pharmacology. 1997 Mar; 143(1):56-69. doi: 10.1006/taap.1996.8004. [PMID: 9073592]
E Chiarpotto, F Biasi, A Scavazza, S Camandola, M Aragno, E Tamagno, O Danni, M U Dianzani, G Poli. Acetaldehyde involvement in ethanol-induced potentiation of rat hepatocyte damage due to the carcinogen 1,2-dibromoethane. Alcohol and alcoholism (Oxford, Oxfordshire). 1995 Nov; 30(6):721-8. doi: . [PMID: 8679012]
E Chiarpotto, F Biasi, M Aragno, A Scavazza, O Danni, M U Dianzani, G Poli. Ethanol-induced potentiation of rat hepatocyte damage due to 1,2-dibromoethane. Alcohol and alcoholism (Oxford, Oxfordshire). 1995 Jan; 30(1):37-45. doi: . [PMID: 7748274]
B Novotná, M Duverger-van Bogaert. Role of kidney S9 in the mutagenic properties of 1,2-dibromoethane. Toxicology letters. 1994 Dec; 74(3):255-63. doi: 10.1016/0378-4274(94)90084-1. [PMID: 7871549]
H V Ratajczak, C Aranyi, J N Bradof, P Barbera, R Fugmann, J D Fenters, P T Thomas. Ethylene dibromide: evidence of systemic and immunologic toxicity without impairment of in vivo host defenses. In vivo (Athens, Greece). 1994 Nov; 8(5):879-84. doi: NULL. [PMID: 7727738]
S Singh, D Chaudhry, M Garg, B K Sharma. Fatal ethylene dibromide ingestion. The Journal of the Association of Physicians of India. 1993 Sep; 41(9):608. doi: NULL. [PMID: 8307925]
S N Guha, C Schöneich, K D Asmus. Free radical reductive degradation of vic-dibromoalkanes and reaction of bromine atoms with polyunsaturated fatty acids: possible involvement of Br(.) in the 1,2-dibromoethane-induced lipid peroxidation. Archives of biochemistry and biophysics. 1993 Aug; 305(1):132-40. doi: 10.1006/abbi.1993.1402. [PMID: 8342946]
A Nii, K Fujiwara, N Goto. Effects of hepatic enzyme inducers and mitogens on experimental Tyzzer's disease in rats. The Journal of veterinary medical science. 1993 Aug; 55(4):601-6. doi: 10.1292/jvms.55.601. [PMID: 8399740]
E Chiarpotto, F Biasi, M Aragno, A Scavazza, O Danni, E Albano, G Poli. Change of liver metabolism of 1,2-dibromoethane during simultaneous treatment with carbon tetrachloride. Cell biochemistry and function. 1993 Mar; 11(1):71-5. doi: 10.1002/cbf.290110109. [PMID: 8453739]
S Khan, C Sood, P J O'Brien. Molecular mechanisms of dibromoalkane cytotoxicity in isolated rat hepatocytes. Biochemical pharmacology. 1993 Jan; 45(2):439-47. doi: 10.1016/0006-2952(93)90081-7. [PMID: 8435094]
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J A Holme, J Søderlund, M Låg, G Brunborg, E Dybing. Prevention of 1,2-dibromo-3-chloropropane (DBCP)-induced kidney necrosis and testicular atrophy by 3-aminobenzamide. Toxicology and applied pharmacology. 1991 Aug; 110(1):118-28. doi: 10.1016/0041-008x(91)90295-p. [PMID: 1908144]
D L Warren, D J Reed. Modification of hepatic vitamin E stores in vivo. III. Vitamin E depletion by 1,2-dibromoethane may be related to initial conjugation with glutathione. Archives of biochemistry and biophysics. 1991 Aug; 288(2):449-55. doi: 10.1016/0003-9861(91)90219-9. [PMID: 1898041]
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R Goyal, R Tardif, J Brodeur. Influence of a cysteine prodrug, L-2-oxothiazolidine-4-carboxylic acid, on the urinary elimination of mercapturic acids of ethylene oxide, dibromoethane, and acrylonitrile: a dose-effect study. Canadian journal of physiology and pharmacology. 1989 Mar; 67(3):207-12. doi: 10.1139/y89-035. [PMID: 2663124]
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