Dichlobenil (BioDeep_00001871679)

Main id: BioDeep_00000003319

 


代谢物信息卡片


2,6-Dichlorobenzonitrile

化学式: C7H3Cl2N (170.96425380000002)
中文名称: 甲醇中敌草腈溶液
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC(=C(C(=C1)Cl)C#N)Cl
InChI: InChI=1S/C7H3Cl2N/c8-6-2-1-3-7(9)5(6)4-10/h1-3H

描述信息

D010575 - Pesticides > D006540 - Herbicides
D016573 - Agrochemicals

同义名列表

2 个代谢物同义名

2,6-Dichlorobenzonitrile; Dichlobenil



数据库引用编号

8 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)

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

  • Tue Kjærgaard Nielsen, Benjamin Horemans, Cédric Lood, Jeroen T'Syen, Vera van Noort, Rob Lavigne, Lea Ellegaard-Jensen, Ole Hylling, Jens Aamand, Dirk Springael, Lars Hestbjerg Hansen. The complete genome of 2,6-dichlorobenzamide (BAM) degrader Aminobacter sp. MSH1 suggests a polyploid chromosome, phylogenetic reassignment, and functions of plasmids. Scientific reports. 2021 09; 11(1):18943. doi: 10.1038/s41598-021-98184-5. [PMID: 34556718]
  • Gea Guerriero, Charles Achen, Xuan Xu, Sébastien Planchon, Céline C Leclercq, Kjell Sergeant, Roberto Berni, Jean-Francois Hausman, Jenny Renaut, Sylvain Legay. The Cell Wall Proteome of Craterostigma plantagineum Cell Cultures Habituated to Dichlobenil and Isoxaben. Cells. 2021 09; 10(9):. doi: 10.3390/cells10092295. [PMID: 34571944]
  • Romina Martínez-Rubio, José Luis Acebes, Antonio Encina, Anna Kärkönen. Class III peroxidases in cellulose deficient cultured maize cells during cell wall remodeling. Physiologia plantarum. 2018 Sep; 164(1):45-55. doi: 10.1111/ppl.12710. [PMID: 29464727]
  • Mai L Tran, Thomas W McCarthy, Hao Sun, Shu-Zon Wu, Joanna H Norris, Magdalena Bezanilla, Luis Vidali, Charles T Anderson, Alison W Roberts. Direct observation of the effects of cellulose synthesis inhibitors using live cell imaging of Cellulose Synthase (CESA) in Physcomitrella patens. Scientific reports. 2018 01; 8(1):735. doi: 10.1038/s41598-017-18994-4. [PMID: 29335590]
  • María de Castro, Romina Martínez-Rubio, José L Acebes, Antonio Encina, Stephen C Fry, Penélope García-Angulo. Phenolic metabolism and molecular mass distribution of polysaccharides in cellulose-deficient maize cells. Journal of integrative plant biology. 2017 Jul; 59(7):475-495. doi: 10.1111/jipb.12549. [PMID: 28474461]
  • Asier Largo-Gosens, Antonio Encina, María de Castro, Hugo Mélida, José L Acebes, Penélope García-Angulo, Jesús M Álvarez. Early habituation of maize (Zea mays) suspension-cultured cells to 2,6-dichlorobenzonitrile is associated with the enhancement of antioxidant status. Physiologia plantarum. 2016 Jun; 157(2):193-204. doi: 10.1111/ppl.12411. [PMID: 26612685]
  • Hugo Mélida, Asier Largo-Gosens, Esther Novo-Uzal, Rogelio Santiago, Federico Pomar, Pedro García, Penélope García-Angulo, José Luis Acebes, Jesús Álvarez, Antonio Encina. Ectopic lignification in primary cellulose-deficient cell walls of maize cell suspension cultures. Journal of integrative plant biology. 2015 Apr; 57(4):357-72. doi: 10.1111/jipb.12346. [PMID: 25735403]
  • Hiroki Yasuhara, Kazuki Kitamoto. Aphidicolin-induced nuclear elongation in tobacco BY-2 cells. Plant & cell physiology. 2014 May; 55(5):913-27. doi: 10.1093/pcp/pcu026. [PMID: 24492257]
  • María de Castro, Asier Largo-Gosens, Jesús Miguel Alvarez, Penélope García-Angulo, José Luis Acebes. Early cell-wall modifications of maize cell cultures during habituation to dichlobenil. Journal of plant physiology. 2014 Jan; 171(2):127-35. doi: 10.1016/j.jplph.2013.10.010. [PMID: 24331427]
  • Ana Alonso-Simón, Antonio E Encina, Tomoko Seyama, Tetsuo Kondo, Penélope García-Angulo, Jesús M Álvarez, Jose L Acebes, Takahisa Hayashi. Purification and characterization of a soluble β-1,4-glucan from bean (Phaseolus vulgaris L.)-cultured cells dehabituated to dichlobenil. Planta. 2013 Jun; 237(6):1475-82. doi: 10.1007/s00425-013-1861-9. [PMID: 23455460]
  • L Peng, L Zhang, X Cheng, L-S Fan, H-Q Hao. Disruption of cellulose synthesis by 2,6-dichlorobenzonitrile affects the structure of the cytoskeleton and cell wall construction in Arabidopsis. Plant biology (Stuttgart, Germany). 2013 Mar; 15(2):405-14. doi: 10.1111/j.1438-8677.2012.00630.x. [PMID: 22759307]
  • Gea Guerriero, Lucia Silvestrini, Michael Obersriebnig, Marco Salerno, Dietmar Pum, Joseph Strauss. Sensitivity of Aspergillus nidulans to the cellulose synthase inhibitor dichlobenil: insights from wall-related genes' expression and ultrastructural hyphal morphologies. PloS one. 2013; 8(11):e80038. doi: 10.1371/journal.pone.0080038. [PMID: 24312197]
  • Huaiqing Hao, Tong Chen, Lusheng Fan, Ruili Li, Xiaohua Wang. 2, 6-Dichlorobenzonitrile causes multiple effects on pollen tube growth beyond altering cellulose synthesis in Pinus bungeana Zucc. PloS one. 2013; 8(10):e76660. doi: 10.1371/journal.pone.0076660. [PMID: 24146903]
  • 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]
  • Mathias Blum, Ulrich Gisi. Insights into the molecular mechanism of tolerance to carboxylic acid amide (CAA) fungicides in Pythium aphanidermatum. Pest management science. 2012 Aug; 68(8):1171-83. doi: 10.1002/ps.3279. [PMID: 22431165]
  • Penélope García-Angulo, Ana Alonso-Simón, Antonio Encina, Jesús M Álvarez, José L Acebes. Cellulose biosynthesis inhibitors: comparative effect on bean cell cultures. International journal of molecular sciences. 2012; 13(3):3685-3702. doi: 10.3390/ijms13033685. [PMID: 22489176]
  • Alexis Peaucelle, Siobhan Braybrook, Herman Höfte. Cell wall mechanics and growth control in plants: the role of pectins revisited. Frontiers in plant science. 2012; 3(?):121. doi: 10.3389/fpls.2012.00121. [PMID: 22685449]
  • Hugo Mélida, Jesús Álvarez, José Luis Acebes, Antonio Encina, Stephen C Fry. Changes in cinnamic acid derivatives associated with the habituation of maize cells to dichlobenil. Molecular plant. 2011 Sep; 4(5):869-78. doi: 10.1093/mp/ssr038. [PMID: 21571813]
  • Nicholas Jb Brereton, Frederic E Pitre, Michael J Ray, Angela Karp, Richard J Murphy. Investigation of tension wood formation and 2,6-dichlorbenzonitrile application in short rotation coppice willow composition and enzymatic saccharification. Biotechnology for biofuels. 2011 May; 4(?):13. doi: 10.1186/1754-6834-4-13. [PMID: 21609446]
  • Hugo Mélida, David Caparrós-Ruiz, Jesús Alvarez, José Luis Acebes, Antonio Encina. Deepening into the proteome of maize cells habituated to the cellulose biosynthesis inhibitor dichlobenil. Plant signaling & behavior. 2011 Jan; 6(1):143-6. doi: 10.4161/psb.6.1.14304. [PMID: 21248490]
  • Viviane Brochu, Marie Girard-Martel, Isabelle Duval, Sylvain Lerat, Gilles Grondin, Olivier Domingue, Carole Beaulieu, Nathalie Beaudoin. Habituation to thaxtomin A in hybrid poplar cell suspensions provides enhanced and durable resistance to inhibitors of cellulose synthesis. BMC plant biology. 2010 Dec; 10(?):272. doi: 10.1186/1471-2229-10-272. [PMID: 21143977]
  • Marcus G Heisler, Olivier Hamant, Pawel Krupinski, Magalie Uyttewaal, Carolyn Ohno, Henrik Jönsson, Jan Traas, Elliot M Meyerowitz. Alignment between PIN1 polarity and microtubule orientation in the shoot apical meristem reveals a tight coupling between morphogenesis and auxin transport. PLoS biology. 2010 Oct; 8(10):e1000516. doi: 10.1371/journal.pbio.1000516. [PMID: 20976043]
  • Hugo Mélida, Antonio Encina, Jesús Alvarez, José Luis Acebes, David Caparrós-Ruiz. Unraveling the biochemical and molecular networks involved in maize cell habituation to the cellulose biosynthesis inhibitor dichlobenil. Molecular plant. 2010 Sep; 3(5):842-53. doi: 10.1093/mp/ssq027. [PMID: 20534772]
  • Volker Bischoff, Silvia Nita, Lutz Neumetzler, Dana Schindelasch, Aurélie Urbain, Ravit Eshed, Staffan Persson, Deborah Delmer, Wolf-Rüdiger Scheible. TRICHOME BIREFRINGENCE and its homolog AT5G01360 encode plant-specific DUF231 proteins required for cellulose biosynthesis in Arabidopsis. Plant physiology. 2010 Jun; 153(2):590-602. doi: 10.1104/pp.110.153320. [PMID: 20388664]
  • P Apostolakos, P Livanos, T L Nikolakopoulou, B Galatis. Callose implication in stomatal opening and closure in the fern Asplenium nidus. The New phytologist. 2010 May; 186(3):623-35. doi: 10.1111/j.1469-8137.2010.03206.x. [PMID: 20298478]
  • A Alonso-Simón, L Neumetzler, P García-Angulo, A E Encina, J L Acebes, J M Álvarez, T Hayashi. Plasticity of xyloglucan composition in bean (Phaseolus vulgaris)-cultured cells during habituation and dehabituation to lethal concentrations of dichlobenil. Molecular plant. 2010 May; 3(3):603-9. doi: 10.1093/mp/ssq011. [PMID: 20507938]
  • P Apostolakos, P Livanos, T L Nikolakopoulou, B Galatis. The role of callose in guard-cell wall differentiation and stomatal pore formation in the fern Asplenium nidus. Annals of botany. 2009 Dec; 104(7):1373-87. doi: 10.1093/aob/mcp255. [PMID: 19825878]
  • Penélope García-Angulo, Ana Alonso-Simón, Hugo Mélida, Antonio Encina, Jesús M Alvarez, José L Acebes. Habituation and dehabituation to dichlobenil: simply the equivalent of Penélope's weaving and unweaving process?. Plant signaling & behavior. 2009 Nov; 4(11):1069-71. doi: 10.4161/psb.4.11.9736. [PMID: 19829052]
  • Penélope García-Angulo, Ana Alonso-Simón, Hugo Mélida, Antonio Encina, José L Acebes, Jesús M Álvarez. High peroxidase activity and stable changes in the cell wall are related to dichlobenil tolerance. Journal of plant physiology. 2009 Aug; 166(12):1229-1240. doi: 10.1016/j.jplph.2009.01.014. [PMID: 19346029]
  • Panagiotis Apostolakos, Pantelis Livanos, Basil Galatis. Microtubule involvement in the deposition of radial fibrillar callose arrays in stomata of the fern Asplenium nidus L. Cell motility and the cytoskeleton. 2009 Jun; 66(6):342-9. doi: 10.1002/cm.20366. [PMID: 19363785]
  • Hugo Mélida, Penélope García-Angulo, Ana Alonso-Simón, Antonio Encina, Jesús Alvarez, José Luis Acebes. Novel type II cell wall architecture in dichlobenil-habituated maize calluses. Planta. 2009 Feb; 229(3):617-31. doi: 10.1007/s00425-008-0860-8. [PMID: 19048286]
  • Volker Bischoff, Sarah Jane Cookson, Shuang Wu, Wolf-Rüdiger Scheible. Thaxtomin A affects CESA-complex density, expression of cell wall genes, cell wall composition, and causes ectopic lignification in Arabidopsis thaliana seedlings. Journal of experimental botany. 2009; 60(3):955-65. doi: 10.1093/jxb/ern344. [PMID: 19269997]
  • Alex S Rajangam, Manoj Kumar, Henrik Aspeborg, Gea Guerriero, Lars Arvestad, Podjamas Pansri, Christian J-L Brown, Sophia Hober, Kristina Blomqvist, Christina Divne, Ines Ezcurra, Ewa Mellerowicz, Björn Sundberg, Vincent Bulone, Tuula T Teeri. MAP20, a microtubule-associated protein in the secondary cell walls of hybrid aspen, is a target of the cellulose synthesis inhibitor 2,6-dichlorobenzonitrile. Plant physiology. 2008 Nov; 148(3):1283-94. doi: 10.1104/pp.108.121913. [PMID: 18805954]
  • Darby Harris, Seth DeBolt. Relative crystallinity of plant biomass: studies on assembly, adaptation and acclimation. PloS one. 2008 Aug; 3(8):e2897. doi: 10.1371/journal.pone.0002897. [PMID: 18682826]
  • Marek Mutwil, Seth Debolt, Staffan Persson. Cellulose synthesis: a complex complex. Current opinion in plant biology. 2008 Jun; 11(3):252-7. doi: 10.1016/j.pbi.2008.03.007. [PMID: 18485800]
  • Laura J Grenville-Briggs, Victoria L Anderson, Johanna Fugelstad, Anna O Avrova, Jamel Bouzenzana, Alison Williams, Stephan Wawra, Stephen C Whisson, Paul R J Birch, Vincent Bulone, Pieter van West. Cellulose synthesis in Phytophthora infestans is required for normal appressorium formation and successful infection of potato. The Plant cell. 2008 Mar; 20(3):720-38. doi: 10.1105/tpc.107.052043. [PMID: 18349153]
  • Louise Colville, Nicholas Smirnoff. Antioxidant status, peroxidase activity, and PR protein transcript levels in ascorbate-deficient Arabidopsis thaliana vtc mutants. Journal of experimental botany. 2008; 59(14):3857-68. doi: 10.1093/jxb/ern229. [PMID: 18849295]
  • Jana Hofmannová, Katerina Schwarzerová, Lenka Havelková, Petra Boríková, Jan Petrásek, Zdenek Opatrny. A novel, cellulose synthesis inhibitory action of ancymidol impairs plant cell expansion. Journal of experimental botany. 2008; 59(14):3963-74. doi: 10.1093/jxb/ern250. [PMID: 18832186]
  • Seth DeBolt, Ryan Gutierrez, David W Ehrhardt, Chris Somerville. Nonmotile cellulose synthase subunits repeatedly accumulate within localized regions at the plasma membrane in Arabidopsis hypocotyl cells following 2,6-dichlorobenzonitrile treatment. Plant physiology. 2007 Oct; 145(2):334-8. doi: 10.1104/pp.107.104703. [PMID: 17911650]
  • A Alonso-Simón, P García-Angulo, A E Encina, J M Alvarez, J L Acebes, T Hayashi. Increase in XET activity in bean (Phaseolus vulgaris L.) cells habituated to dichlobenil. Planta. 2007 Aug; 226(3):765-71. doi: 10.1007/s00425-007-0523-1. [PMID: 17450375]
  • Jordi Chan, Grant Calder, Samantha Fox, Clive Lloyd. Cortical microtubule arrays undergo rotary movements in Arabidopsis hypocotyl epidermal cells. Nature cell biology. 2007 Feb; 9(2):171-5. doi: 10.1038/ncb1533. [PMID: 17220881]
  • Sebastian R Sørensen, Maria S Holtze, Allan Simonsen, Jens Aamand. Degradation and mineralization of nanomolar concentrations of the herbicide dichlobenil and its persistent metabolite 2,6-dichlorobenzamide by Aminobacter spp. isolated from dichlobenil-treated soils. Applied and environmental microbiology. 2007 Jan; 73(2):399-406. doi: 10.1128/aem.01498-06. [PMID: 17114317]
  • Mark J Talbot, Geoffrey O Wasteneys, Christina E Offler, David W McCurdy. Cellulose synthesis is required for deposition of reticulate wall ingrowths in transfer cells. Plant & cell physiology. 2007 Jan; 48(1):147-58. doi: 10.1093/pcp/pcl046. [PMID: 17169922]
  • Naoki Nakagawa, Naoki Sakurai. A mutation in At-nMat1a, which encodes a nuclear gene having high similarity to group II intron maturase, causes impaired splicing of mitochondrial NAD4 transcript and altered carbon metabolism in Arabidopsis thaliana. Plant & cell physiology. 2006 Jun; 47(6):772-83. doi: 10.1093/pcp/pcj051. [PMID: 16621844]
  • Alvin C M Kwok, Joseph T Y Wong. Lipid biosynthesis and its coordination with cell cycle progression. Plant & cell physiology. 2005 Dec; 46(12):1973-86. doi: 10.1093/pcp/pci213. [PMID: 16239308]
  • Kris Vissenberg, Stephen C Fry, Markus Pauly, Herman Höfte, Jean-Pierre Verbelen. XTH acts at the microfibril-matrix interface during cell elongation. Journal of experimental botany. 2005 Feb; 56(412):673-83. doi: 10.1093/jxb/eri048. [PMID: 15642717]
  • Erik Belleville, Martin Dufva, Jens Aamand, Leif Bruun, Claus B Christensen. Quantitative assessment of factors affecting the sensitivity of a competitive immunomicroarray for pesticide detection. BioTechniques. 2003 Nov; 35(5):1044-51. doi: 10.2144/03355rr04. [PMID: 14628678]
  • Regina Himmelspach, Richard E Williamson, Geoffrey O Wasteneys. Cellulose microfibril alignment recovers from DCB-induced disruption despite microtubule disorganization. The Plant journal : for cell and molecular biology. 2003 Nov; 36(4):565-75. doi: 10.1046/j.1365-313x.2003.01906.x. [PMID: 14617086]
  • Brett M Kiedaisch, Richard L Blanton, Candace H Haigler. Characterization of a novel cellulose synthesis inhibitor. Planta. 2003 Oct; 217(6):922-30. doi: 10.1007/s00425-003-1071-y. [PMID: 12883883]
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