Bromoxynil (BioDeep_00000001767)

代谢物信息卡片

3,5-Dibromo-4-hydroxybenzonitrile

化学式: C7H3Br2NO (274.8581348)
中文名称: 溴苯腈
谱图信息: 最多检出来源 Macaca mulatta(otcml) 2.04%

分子结构信息

SMILES: c1(cc(c(O)c(c1)Br)Br)C#N
InChI: InChI=1S/C7H3Br2NO/c8-5-1-4(3-10)2-6(9)7(5)11/h1-2,11H

描述信息

CONFIDENCE standard compound; INTERNAL_ID 549; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4334; ORIGINAL_PRECURSOR_SCAN_NO 4332
CONFIDENCE standard compound; INTERNAL_ID 549; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4314; ORIGINAL_PRECURSOR_SCAN_NO 4312
CONFIDENCE standard compound; INTERNAL_ID 549; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4343; ORIGINAL_PRECURSOR_SCAN_NO 4340
CONFIDENCE standard compound; INTERNAL_ID 549; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4300; ORIGINAL_PRECURSOR_SCAN_NO 4297
CONFIDENCE standard compound; INTERNAL_ID 549; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4318; ORIGINAL_PRECURSOR_SCAN_NO 4315
CONFIDENCE standard compound; INTERNAL_ID 549; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4333; ORIGINAL_PRECURSOR_SCAN_NO 4328
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 8440
CONFIDENCE standard compound; EAWAG_UCHEM_ID 24

同义名列表

2 个代谢物同义名

Bromoxynil; 3,5-Dibromo-4-hydroxybenzonitrile

数据库引用编号

37 个数据库交叉引用编号

ChEBI: CHEBI:17192
KEGG: C04178
KEGG: C91574
PubChem: 15531
Metlin: METLIN66128
ChEMBL: CHEMBL453905
CAS: 1689-84-5
MoNA: WA000252
MoNA: WA000251
MoNA: WA000250
MoNA: WA000249
MoNA: EA002451
MoNA: LU054953
MoNA: LU054954
MoNA: EA002454
MoNA: EA002455
MoNA: EA002459
MoNA: EA002462
MoNA: EA002461
MoNA: EA002456
MoNA: EA002453
MoNA: LU054955
MoNA: EA002463
MoNA: LU054951
MoNA: LU054952
MoNA: EA002458
MoNA: EA002457
MoNA: EA002464
MoNA: SM844052
MoNA: EA002452
MoNA: LU054956
MoNA: EA002460
PMhub: MS000001142
PubChem: 6856
3DMET: B00685
NIKKAJI: J7.557D
RefMet: 3,5-Dibromo-4-hydroxybenzonitrile

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)

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

Saba Farooq, Tahira Yasmeen, Abdullah Niaz, Muhammad Rizwan, Shafaqat Ali. Rice straw biochar in combination with farmyard manure mitigates bromoxynil toxicity in wheat (Triticum aestivum L.). Chemosphere. 2022 May; 295(?):133854. doi: 10.1016/j.chemosphere.2022.133854. [PMID: 35122820]
Angela L Chiew, Colin B Page, David Clancy, Ahmed Mostafa, Michael S Roberts, Geoffrey K Isbister. 2-Methyl-4-chlorophenoxyacetic acid (MCPA) and bromoxynil herbicide ingestion. Clinical toxicology (Philadelphia, Pa.). 2018 05; 56(5):377-380. doi: 10.1080/15563650.2017.1385790. [PMID: 28988498]
Nathalie Bonvallot, Cécile Canlet, Florence Blas-Y-Estrada, Roselyne Gautier, Marie Tremblay-Franco, Sylvie Chevolleau, Sylvaine Cordier, Jean-Pierre Cravedi. Metabolome disruption of pregnant rats and their offspring resulting from repeated exposure to a pesticide mixture representative of environmental contamination in Brittany. PloS one. 2018; 13(6):e0198448. doi: 10.1371/journal.pone.0198448. [PMID: 29924815]
Eric Appah, Brianda Elzey, Sayo O Fakayode. Investigation of the binding and simultaneous quantifications of propanil and bromoxynil herbicide concentrations in human serum albumin. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2017 Jul; 52(7):495-504. doi: 10.1080/03601234.2017.1303323. [PMID: 28541121]
Kai Chen, Xihui Xu, Long Zhang, Zhenjiu Gou, Shunpeng Li, Shiri Freilich, Jiandong Jiang. Comparison of Four Comamonas Catabolic Plasmids Reveals the Evolution of pBHB To Catabolize Haloaromatics. Applied and environmental microbiology. 2015 Dec; 82(5):1401-1411. doi: 10.1128/aem.02930-15. [PMID: 26682859]
Matthew A Cutulle, Gregory R Armel, James T Brosnan, Michael D Best, Dean A Kopsell, Barry D Bruce, Heidi E Bostic, Donovan S Layton. Synthesis and evaluation of heterocyclic analogues of bromoxynil. Journal of agricultural and food chemistry. 2014 Jan; 62(2):329-36. doi: 10.1021/jf404209d. [PMID: 24354444]
Alicja B Veselá, Helena Pelantová, Miroslav Sulc, Martina Macková, Petra Lovecká, Markéta Thimová, Fabrizia Pasquarelli, Martina Pičmanová, Miroslav Pátek, Tek Chand Bhalla, Ludmila Martínková. Biotransformation of benzonitrile herbicides via the nitrile hydratase-amidase pathway in rhodococci. Journal of industrial microbiology & biotechnology. 2012 Dec; 39(12):1811-9. doi: 10.1007/s10295-012-1184-z. [PMID: 22922990]
Teruo Shimmen. Further electrophysiological studies on cellular effect of herbicide, bromoxynil, using characean cells. Journal of plant research. 2012 Nov; 125(6):749-54. doi: 10.1007/s10265-012-0487-5. [PMID: 22454213]
Xiao-Xu Chen, Wen-Ming Li, Qiong Wu, Ya-Nan Zhi, Li-Jun Han. Bromoxynil residues and dissipation rates in maize crops and soil. Ecotoxicology and environmental safety. 2011 Sep; 74(6):1659-63. doi: 10.1016/j.ecoenv.2011.05.015. [PMID: 21680020]
Sergio González-Pérez, Jorge Gutiérrez, Francisco García-García, Daniel Osuna, Joaquín Dopazo, Óscar Lorenzo, José L Revuelta, Juan B Arellano. Early transcriptional defense responses in Arabidopsis cell suspension culture under high-light conditions. Plant physiology. 2011 Jul; 156(3):1439-56. doi: 10.1104/pp.111.177766. [PMID: 21531897]
Quan-Zhen Li, David R Karp, Jiexia Quan, Valerie K Branch, Jinchun Zhou, Yun Lian, Benjamin F Chong, Edward K Wakeland, Nancy J Olsen. Risk factors for ANA positivity in healthy persons. Arthritis research & therapy. 2011 Mar; 13(2):R38. doi: 10.1186/ar3271. [PMID: 21366908]
Thomas Pfleeger, David Olszyk, E Henry Lee, Milton Plocher. Comparing effects of low levels of herbicides on greenhouse- and field-grown potatoes (Solanum tuberosum L.), soybeans (Glycine max L.), and peas (Pisum sativum L.). Environmental toxicology and chemistry. 2011 Feb; 30(2):455-68. doi: 10.1002/etc.394. [PMID: 21038430]
Olena Kalinina, Simon L Zeller, Bernhard Schmid. Competitive performance of transgenic wheat resistant to powdery mildew. PloS one. 2011; 6(11):e28091. doi: 10.1371/journal.pone.0028091. [PMID: 22132219]
Silvan Rieben, Olena Kalinina, Bernhard Schmid, Simon L Zeller. Gene flow in genetically modified wheat. PloS one. 2011; 6(12):e29730. doi: 10.1371/journal.pone.0029730. [PMID: 22216349]
Fernando Álvarez-Alfageme, Simone von Burg, Jörg Romeis. Infestation of transgenic powdery mildew-resistant wheat by naturally occurring insect herbivores under different environmental conditions. PloS one. 2011; 6(7):e22690. doi: 10.1371/journal.pone.0022690. [PMID: 21829479]
A B Veselá, M Franc, H Pelantová, D Kubác, V Vejvoda, M Sulc, T C Bhalla, M Macková, P Lovecká, P Janů, K Demnerová, L Martínková. Hydrolysis of benzonitrile herbicides by soil actinobacteria and metabolite toxicity. Biodegradation. 2010 Sep; 21(5):761-70. doi: 10.1007/s10532-010-9341-4. [PMID: 20204468]
Teruo Shimmen. Unique cellular effect of the herbicide bromoxynil revealed by electrophysiological studies using characean cells. Journal of plant research. 2010 Sep; 123(5):715-22. doi: 10.1007/s10265-009-0297-6. [PMID: 20094899]
Edward Leithe, Ane Kjenseth, Jarle Bruun, Solveig Sirnes, Edgar Rivedal. Inhibition of connexin 43 gap junction channels by the endocrine disruptor ioxynil. Toxicology and applied pharmacology. 2010 Aug; 247(1):10-7. doi: 10.1016/j.taap.2010.05.006. [PMID: 20510257]
Simon L Zeller, Olena Kalinina, Susanne Brunner, Beat Keller, Bernhard Schmid. Transgene x environment interactions in genetically modified wheat. PloS one. 2010 Jul; 5(7):e11405. doi: 10.1371/journal.pone.0011405. [PMID: 20635001]
Ryouta Takahashi, Koji Hasegawa, Akira Takano, Takumi Noguchi. Structures and binding sites of phenolic herbicides in the Q(B) pocket of photosystem II. Biochemistry. 2010 Jul; 49(26):5445-54. doi: 10.1021/bi100639q. [PMID: 20518513]
Malay Das, Jay R Reichman, Georg Haberer, Gerhard Welzl, Felipe F Aceituno, Michael T Mader, Lidia S Watrud, Thomas G Pfleeger, Rodrigo A Gutiérrez, Anton R Schäffner, David M Olszyk. A composite transcriptional signature differentiates responses towards closely related herbicides in Arabidopsis thaliana and Brassica napus. Plant molecular biology. 2010 Mar; 72(4-5):545-56. doi: 10.1007/s11103-009-9590-y. [PMID: 20043233]
Mauricio Hunsche, Georg Noga. Spatially resolved quantification of agrochemicals on plant surfaces using energy dispersive X-ray microanalysis. Pest management science. 2009 Dec; 65(12):1352-9. doi: 10.1002/ps.1822. [PMID: 19662649]
Thomas Pfleeger, David Olszyk, Milton Plocher, Solomon Yilma. Effects of low concentrations of herbicides on full-season, field-grown potatoes. Journal of environmental quality. 2008 Nov; 37(6):2070-82. doi: 10.2134/jeq2007.0376. [PMID: 18948460]
V D Samuilov, D B Kiselevsky, A A Shestak, A V Nesov, L A Vasil'ev. Reactive oxygen species in programmed death of pea guard cells. Biochemistry. Biokhimiia. 2008 Oct; 73(10):1076-84. doi: 10.1134/s0006297908100039. [PMID: 18991553]
Hiroki Morimoto, Teruo Shimmen. Primary effect of bromoxynil to induce plant cell death may be cytosol acidification. Journal of plant research. 2008 Mar; 121(2):227-33. doi: 10.1007/s10265-008-0147-y. [PMID: 18256783]
Gustavo C Román. Autism: transient in utero hypothyroxinemia related to maternal flavonoid ingestion during pregnancy and to other environmental antithyroid agents. Journal of the neurological sciences. 2007 Nov; 262(1-2):15-26. doi: 10.1016/j.jns.2007.06.023. [PMID: 17651757]
Karen M Semchuk, Alan M Rosenberg, Helen H McDuffie, Allan J Cessna, Punam Pahwa, Donald G Irvine. Antinuclear antibodies and bromoxynil exposure in a rural sample. Journal of toxicology and environmental health. Part A. 2007 Apr; 70(7):638-57. doi: 10.1080/15287390600974593. [PMID: 17365618]
Krisztián Cser, Imre Vass. Radiative and non-radiative charge recombination pathways in Photosystem II studied by thermoluminescence and chlorophyll fluorescence in the cyanobacterium Synechocystis 6803. Biochimica et biophysica acta. 2007 Mar; 1767(3):233-43. doi: 10.1016/j.bbabio.2007.01.022. [PMID: 17349965]
Ikramullah Khan, Khan Bahadar Marwat, Zahid Hussain. Chemical weed management in wheat at higher altitudes. Communications in agricultural and applied biological sciences. 2007; 72(2):259-64. doi: . [PMID: 18399449]
Kee Woong Park, Carol A Mallory-Smith. psbA mutation (Asn266 to Thr) in Senecio vulgaris L. confers resistance to several PS II-inhibiting herbicides. Pest management science. 2006 Sep; 62(9):880-5. doi: 10.1002/ps.1252. [PMID: 16791906]
Miho Yoshioka, Suguru Uchida, Hiroki Mori, Keisuke Komayama, Satoshi Ohira, Noriko Morita, Tohru Nakanishi, Yasusi Yamamoto. Quality control of photosystem II. Cleavage of reaction center D1 protein in spinach thylakoids by FtsH protease under moderate heat stress. The Journal of biological chemistry. 2006 Aug; 281(31):21660-21669. doi: 10.1074/jbc.m602896200. [PMID: 16735503]
Lemma W Mengistu, Michael J Christoffers, Rodney G Lym. A psbA mutation in Kochia scoparia (L) Schrad from railroad rights-of-way with resistance to diuron, tebuthiuron and metribuzin. Pest management science. 2005 Nov; 61(11):1035-42. doi: 10.1002/ps.1079. [PMID: 15952238]
Ihsan Ergün, M Cenk Akbostanci, Başol Canbakan, Bilge Koçer, Arzu Ensari, Gökhan Nergizoglu, Kenan Keven. Minimal change nephrotic syndrome with stiff-person syndrome: is there a link?. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2005 Jul; 46(1):e11-4. doi: 10.1053/j.ajkd.2005.03.009. [PMID: 15983949]
Sean R Cutler, Chris R Somerville. Imaging plant cell death: GFP-Nit1 aggregation marks an early step of wound and herbicide induced cell death. BMC plant biology. 2005 Mar; 5(?):4. doi: 10.1186/1471-2229-5-4. [PMID: 15796778]
Yongsong Cao, Yitong Lu, Shengyou Long, Jingbo Hong, Guoqing Sheng. Development of an ELISA for the detection of bromoxynil in water. Environment international. 2005 Jan; 31(1):33-42. doi: 10.1016/j.envint.2004.06.002. [PMID: 15607777]
Karen Semchuk, Helen McDuffie, Ambikaipakan Senthilselvan, Allan Cessna, Donald Irvine. Body mass index and bromoxynil exposure in a sample of rural residents during spring herbicide application. Journal of toxicology and environmental health. Part A. 2004 Sep; 67(17):1321-52. doi: 10.1080/15287390490471424. [PMID: 15371235]
Sabine Glombitza, Pierre-Henri Dubuis, Oliver Thulke, Gerhard Welzl, Lucien Bovet, Michael Götz, Matthias Affenzeller, Birgit Geist, Alain Hehn, Carole Asnaghi, Dieter Ernst, Harald K Seidlitz, Heidrun Gundlach, Klaus F Mayer, Enrico Martinoia, Daniele Werck-Reichhart, Felix Mauch, Anton R Schäffner. Crosstalk and differential response to abiotic and biotic stressors reflected at the transcriptional level of effector genes from secondary metabolism. Plant molecular biology. 2004 Apr; 54(6):817-35. doi: 10.1007/s11103-004-0274-3. [PMID: 15604654]
Karen M Semchuk, Helen H McDuffie, Ambikaipakan Senthilselvan, James A Dosman, Allan J Cessna, Donald G Irvine. Factors associated with detection of bromoxynil in a sample of rural residents. Journal of toxicology and environmental health. Part A. 2003 Jan; 66(2):103-32. doi: 10.1080/15287390306401. [PMID: 12653018]
Hagit P Affek, Dan Yakir. Protection by isoprene against singlet oxygen in leaves. Plant physiology. 2002 May; 129(1):269-77. doi: 10.1104/pp.010909. [PMID: 12011357]
A J Cessna, R Grover. Exposure of ground-rig applicators to the herbicide bromoxynil applied as a 1:1 mixture of butyrate and octanoate. Archives of environmental contamination and toxicology. 2002 Apr; 42(3):369-82. doi: 10.1007/s00244-001-0023-4. [PMID: 11910467]
S Follak, K Hurle. Recovery of non-target plants affected by airborne herbicides. Mededelingen (Rijksuniversiteit te Gent. Fakulteit van de Landbouwkundige en Toegepaste Biologische Wetenschappen). 2002; 67(3):451-63. doi: ". [PMID: 12696412]
A J Cessna, J A Elliott, L Tollefson, W Nicholaichuk. Herbicide and nutrient transport from an irrigation district into the South Saskatchewan River. Journal of environmental quality. 2001 Sep; 30(5):1796-807. doi: 10.2134/jeq2001.3051796x. [PMID: 11577889]
D B Donald, N P Gurprasad, L Quinnett-Abbott, K Cash. Diffuse geographic distribution of herbicides in northern prairie wetlands. Environmental toxicology and chemistry. 2001 Feb; 20(2):273-9. doi: 10.1897/1551-5028(2001)020<0273:dgdohi>2.0.co;2. [PMID: 11351426]
M Stähler, S Gericke, H Beitz. [Results of the toxicokinetics of bromoxynil in rats]. Zeitschrift fur die gesamte Hygiene und ihre Grenzgebiete. 1991 Feb; 37(2):56-8. doi: NULL. [PMID: 2031382]
K J Van den Berg, J A van Raaij, P C Bragt, W R Notten. Interactions of halogenated industrial chemicals with transthyretin and effects on thyroid hormone levels in vivo. Archives of toxicology. 1991; 65(1):15-9. doi: 10.1007/bf01973497. [PMID: 2043046]
R J Flanagan, M Ruprah. HPLC measurement of chlorophenoxy herbicides, bromoxynil, and ioxynil, in biological specimens to aid diagnosis of acute poisoning. Clinical chemistry. 1989 Jul; 35(7):1342-7. doi: . [PMID: 2758576]