Botrydial (BioDeep_00000007499)

   

natural product


代谢物信息卡片


Botrydial

化学式: C17H26O5 (310.1780146)
中文名称:
谱图信息: 最多检出来源 Escherichia coli(natural_products) 85.71%

分子结构信息

SMILES: CC(=O)OC1CC(C)C(C=O)C2(O)C1C(C)(C)CC2(C)C=O
InChI: InChI=1S/C17H26O5/c1-10-6-13(22-11(2)20)14-15(3,4)8-16(5,9-19)17(14,21)12(10)7-18/h7,9-10,12-14,21H,6,8H2,1-5H3/t10-,12+,13+,14+,16-,17-/m1/s1

描述信息

A cytotoxic fungal metabolite isolated from plant tissues infected by phytopathogen Botrytis cinerea.

同义名列表

1 个代谢物同义名

Botrydial



数据库引用编号

17 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)

36 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

  • Javier Moraga, Inmaculada Izquierdo-Bueno Reina, Cristina Pinedo, Rosario Hernández-Galán, Muriel Viaud, Isidro G Collado. Impairment of botrydial production in Botrytis cinerea allows the isolation of undescribed polyketides and reveals new insights into the botcinins biosynthetic pathway. Phytochemistry. 2021 Mar; 183(?):112627. doi: 10.1016/j.phytochem.2020.112627. [PMID: 33429353]
  • Claudio A Valero-Jiménez, Maikel B F Steentjes, Jason C Slot, Xiaoqian Shi-Kunne, Olga E Scholten, Jan A L van Kan. Dynamics in Secondary Metabolite Gene Clusters in Otherwise Highly Syntenic and Stable Genomes in the Fungal Genus Botrytis. Genome biology and evolution. 2020 12; 12(12):2491-2507. doi: 10.1093/gbe/evaa218. [PMID: 33283866]
  • Paulina Vignatti, María E Gonzalez, Edgardo C Jofré, Hernando J Bolívar-Anillo, Javier Moraga, Muriel Viaud, Isidro G Collado, Fernando L Pieckenstain. Botrydial confers Botrytis cinerea the ability to antagonize soil and phyllospheric bacteria. Fungal biology. 2020 01; 124(1):54-64. doi: 10.1016/j.funbio.2019.11.003. [PMID: 31892377]
  • Juan Martin D'Ambrosio, Gabriela Gonorazky, Daniela J Sueldo, Javier Moraga, Andrés Arruebarrena Di Palma, Lorenzo Lamattina, Isidro González Collado, Ana Maria Laxalt. The sesquiterpene botrydial from Botrytis cinerea induces phosphatidic acid production in tomato cell suspensions. Planta. 2018 Apr; 247(4):1001-1009. doi: 10.1007/s00425-018-2843-8. [PMID: 29340795]
  • Eva Liñeiro, Antonio J Macias-Sánchez, Marisa Espinazo, Jesús M Cantoral, Javier Moraga, Isidro G Collado, Francisco J Fernández-Acero. Phenotypic Effects and Inhibition of Botrydial Biosynthesis Induced by Different Plant-Based Elicitors in Botrytis cinerea. Current microbiology. 2018 Apr; 75(4):431-440. doi: 10.1007/s00284-017-1399-3. [PMID: 29147762]
  • Mónica G Malmierca, Inmaculada Izquierdo-Bueno, Susan P McCormick, Rosa E Cardoza, Nancy J Alexander, Javier Barua, Laura Lindo, Pedro A Casquero, Isidro G Collado, Enrique Monte, Santiago Gutiérrez. Trichothecenes and aspinolides produced by Trichoderma arundinaceum regulate expression of Botrytis cinerea genes involved in virulence and growth. Environmental microbiology. 2016 11; 18(11):3991-4004. doi: 10.1111/1462-2920.13410. [PMID: 27312485]
  • Mónica G Malmierca, Inmaculada Izquierdo-Bueno, Susan P Mccormick, Rosa E Cardoza, Nancy J Alexander, Javier Moraga, Eriston V Gomes, Robert H Proctor, Isidro G Collado, Enrique Monte, Santiago Gutiérrez. Botrydial and botcinins produced by Botrytis cinerea regulate the expression of Trichoderma arundinaceum genes involved in trichothecene biosynthesis. Molecular plant pathology. 2016 09; 17(7):1017-31. doi: 10.1111/mpp.12343. [PMID: 26575202]
  • Mónica G Malmierca, Javier Barua, Susan P McCormick, Inmaculada Izquierdo-Bueno, Rosa E Cardoza, Nancy J Alexander, Rosa Hermosa, Isidro G Collado, Enrique Monte, Santiago Gutiérrez. Novel aspinolide production by Trichoderma arundinaceum with a potential role in Botrytis cinerea antagonistic activity and plant defence priming. Environmental microbiology. 2015 Apr; 17(4):1103-18. doi: 10.1111/1462-2920.12514. [PMID: 24889745]
  • Julia Schumacher, Jean-Marc Pradier, Adeline Simon, Stefanie Traeger, Javier Moraga, Isidro González Collado, Muriel Viaud, Bettina Tudzynski. Natural variation in the VELVET gene bcvel1 affects virulence and light-dependent differentiation in Botrytis cinerea. PloS one. 2012; 7(10):e47840. doi: 10.1371/journal.pone.0047840. [PMID: 23118899]
  • Philipp Wiemann, Sabine Albermann, Eva-Maria Niehaus, Lena Studt, Katharina W von Bargen, Nelson L Brock, Hans-Ulrich Humpf, Jeroen S Dickschat, Bettina Tudzynski. The Sfp-type 4'-phosphopantetheinyl transferase Ppt1 of Fusarium fujikuroi controls development, secondary metabolism and pathogenicity. PloS one. 2012; 7(5):e37519. doi: 10.1371/journal.pone.0037519. [PMID: 22662164]
  • Caroline B Michielse, Matthias Becker, Jens Heller, Javier Moraga, Isidro G Collado, Paul Tudzynski. The Botrytis cinerea Reg1 protein, a putative transcriptional regulator, is required for pathogenicity, conidiogenesis, and the production of secondary metabolites. Molecular plant-microbe interactions : MPMI. 2011 Sep; 24(9):1074-85. doi: 10.1094/mpmi-01-11-0007. [PMID: 21635139]
  • Franco Rubén Rossi, Andrés Gárriz, María Marina, Fernando Matías Romero, María Elisa Gonzalez, Isidro González Collado, Fernando Luis Pieckenstain. The sesquiterpene botrydial produced by Botrytis cinerea induces the hypersensitive response on plant tissues and its action is modulated by salicylic acid and jasmonic acid signaling. Molecular plant-microbe interactions : MPMI. 2011 Aug; 24(8):888-96. doi: 10.1094/mpmi-10-10-0248. [PMID: 21751851]
  • Bérengère Dalmais, Julia Schumacher, Javier Moraga, Pascal LE Pêcheur, Bettina Tudzynski, Isidro Gonzalez Collado, Muriel Viaud. The Botrytis cinerea phytotoxin botcinic acid requires two polyketide synthases for production and has a redundant role in virulence with botrydial. Molecular plant pathology. 2011 Aug; 12(6):564-79. doi: 10.1111/j.1364-3703.2010.00692.x. [PMID: 21722295]
  • Joelle Amselem, Christina A Cuomo, Jan A L van Kan, Muriel Viaud, Ernesto P Benito, Arnaud Couloux, Pedro M Coutinho, Ronald P de Vries, Paul S Dyer, Sabine Fillinger, Elisabeth Fournier, Lilian Gout, Matthias Hahn, Linda Kohn, Nicolas Lapalu, Kim M Plummer, Jean-Marc Pradier, Emmanuel Quévillon, Amir Sharon, Adeline Simon, Arjen ten Have, Bettina Tudzynski, Paul Tudzynski, Patrick Wincker, Marion Andrew, Véronique Anthouard, Ross E Beever, Rolland Beffa, Isabelle Benoit, Ourdia Bouzid, Baptiste Brault, Zehua Chen, Mathias Choquer, Jérome Collémare, Pascale Cotton, Etienne G Danchin, Corinne Da Silva, Angélique Gautier, Corinne Giraud, Tatiana Giraud, Celedonio Gonzalez, Sandrine Grossetete, Ulrich Güldener, Bernard Henrissat, Barbara J Howlett, Chinnappa Kodira, Matthias Kretschmer, Anne Lappartient, Michaela Leroch, Caroline Levis, Evan Mauceli, Cécile Neuvéglise, Birgitt Oeser, Matthew Pearson, Julie Poulain, Nathalie Poussereau, Hadi Quesneville, Christine Rascle, Julia Schumacher, Béatrice Ségurens, Adrienne Sexton, Evelyn Silva, Catherine Sirven, Darren M Soanes, Nicholas J Talbot, Matt Templeton, Chandri Yandava, Oded Yarden, Qiandong Zeng, Jeffrey A Rollins, Marc-Henri Lebrun, Marty Dickman. Genomic analysis of the necrotrophic fungal pathogens Sclerotinia sclerotiorum and Botrytis cinerea. PLoS genetics. 2011 Aug; 7(8):e1002230. doi: 10.1371/journal.pgen.1002230. [PMID: 21876677]
  • Francisco Javier Fernández Acero, María Carbú, Mohamed Rabie El-Akhal, Carlos Garrido, Victoria E González-Rodríguez, Jesús M Cantoral. Development of proteomics-based fungicides: new strategies for environmentally friendly control of fungal plant diseases. International journal of molecular sciences. 2011 Jan; 12(1):795-816. doi: 10.3390/ijms12010795. [PMID: 21340014]
  • Heather C Rowe, Daniel J Kliebenstein. All mold is not alike: the importance of intraspecific diversity in necrotrophic plant pathogens. PLoS pathogens. 2010 Mar; 6(3):e1000759. doi: 10.1371/journal.ppat.1000759. [PMID: 20361052]
  • Judith Noda, Nélida Brito, Celedonio González. The Botrytis cinerea xylanase Xyn11A contributes to virulence with its necrotizing activity, not with its catalytic activity. BMC plant biology. 2010 Feb; 10(?):38. doi: 10.1186/1471-2229-10-38. [PMID: 20184750]
  • Chieh-Mei Wang, Russell Hopson, Xin Lin, David E Cane. Biosynthesis of the sesquiterpene botrydial in Botrytis cinerea. Mechanism and stereochemistry of the enzymatic formation of presilphiperfolan-8beta-ol. Journal of the American Chemical Society. 2009 Jun; 131(24):8360-1. doi: 10.1021/ja9021649. [PMID: 19476353]
  • Jeffrey J Coleman, Eleftherios Mylonakis. Efflux in fungi: la pièce de résistance. PLoS pathogens. 2009 Jun; 5(6):e1000486. doi: 10.1371/journal.ppat.1000486. [PMID: 19557154]
  • Cristina Pinedo, Chieh-Mei Wang, Jean-Marc Pradier, Bérengère Dalmais, Mathias Choquer, Pascal Le Pêcheur, Guillaume Morgant, Isidro G Collado, David E Cane, Muriel Viaud. Sesquiterpene synthase from the botrydial biosynthetic gene cluster of the phytopathogen Botrytis cinerea. ACS chemical biology. 2008 Dec; 3(12):791-801. doi: 10.1021/cb800225v. [PMID: 19035644]
  • Julia Schumacher, Muriel Viaud, Adeline Simon, Bettina Tudzynski. The Galpha subunit BCG1, the phospholipase C (BcPLC1) and the calcineurin phosphatase co-ordinately regulate gene expression in the grey mould fungus Botrytis cinerea. Molecular microbiology. 2008 Mar; 67(5):1027-50. doi: 10.1111/j.1365-2958.2008.06105.x. [PMID: 18208491]
  • Verena Siewers, Muriel Viaud, Daniel Jimenez-Teja, Isidro G Collado, Christian Schulze Gronover, Jean-Marc Pradier, Bettina Tudzynski, Paul Tudzynski. Functional analysis of the cytochrome P450 monooxygenase gene bcbot1 of Botrytis cinerea indicates that botrydial is a strain-specific virulence factor. Molecular plant-microbe interactions : MPMI. 2005 Jun; 18(6):602-12. doi: 10.1094/mpmi-18-0602. [PMID: 15986930]
  • A J Colmenares, J Aleu, R Durán-Patrón, I G Collado, R Hernández-Galán. The putative role of botrydial and related metabolites in the infection mechanism of Botrytis cinerea. Journal of chemical ecology. 2002 May; 28(5):997-1005. doi: 10.1023/a:1015209817830. [PMID: 12049236]
  • N Deighton, I Muckenschnabel, A J Colmenares, I G Collado, B Williamson. Botrydial is produced in plant tissues infected by Botrytis cinerea. Phytochemistry. 2001 Jul; 57(5):689-92. doi: 10.1016/s0031-9422(01)00088-7. [PMID: 11397435]