Trichodiene (BioDeep_00000004775)

 

Secondary id: BioDeep_00000227896

PANOMIX_OTCML-2023 Volatile Flavor Compounds natural product


代谢物信息卡片


[S-(R*,R*)]-1,4-Dimethyl-4-(1-methyl-2-methylenecyclopentyl)cyclohexene

化学式: C15H24 (204.18779039999998)
中文名称:
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 20%

分子结构信息

SMILES: C1C[C@@](CC=C1C)([C@]1(CCCC1=C)C)C
InChI: InChI=1S/C15H24/c1-12-7-10-14(3,11-8-12)15(4)9-5-6-13(15)2/h7H,2,5-6,8-11H2,1,3-4H3/t14-,15+/m1/s1

描述信息

同义名列表

4 个代谢物同义名

Trichodiene; [S-(R*,R*)]-1,4-Dimethyl-4-(1-methyl-2-methylenecyclopentyl)cyclohexene; 1,4-dimethyl-4-(1-methyl-2-methylidenecyclopentyl)cyclohexene; Trichodiene



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(2)

PlantCyc(0)

代谢反应

3 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

18 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

  • Laurie Taylor, Santiago Gutierrez, Susan P McCormick, Matthew G Bakker, Robert H Proctor, Jennifer Teresi, Ben Kurtzman, Guixia Hao, Martha M Vaughan. Use of the volatile trichodiene to reduce Fusarium head blight and trichothecene contamination in wheat. Microbial biotechnology. 2022 02; 15(2):513-527. doi: 10.1111/1751-7915.13742. [PMID: 33528888]
  • Ruth Schmidt, Mikael B Durling, Victor de Jager, Riya C Menezes, Erik Nordkvist, Aleš Svatoš, Mukesh Dubey, Lukas Lauterbach, Jeroen S Dickschat, Magnus Karlsson, Paolina Garbeva. Deciphering the genome and secondary metabolome of the plant pathogen Fusarium culmorum. FEMS microbiology ecology. 2018 06; 94(6):. doi: 10.1093/femsec/fiy078. [PMID: 29718180]
  • M G Malmierca, S P McCormick, R E Cardoza, E Monte, N J Alexander, S Gutiérrez. Trichodiene Production in a Trichoderma harzianum erg1-Silenced Strain Provides Evidence of the Importance of the Sterol Biosynthetic Pathway in Inducing Plant Defense-Related Gene Expression. Molecular plant-microbe interactions : MPMI. 2015 Nov; 28(11):1181-97. doi: 10.1094/mpmi-06-15-0127-r. [PMID: 26168138]
  • R E Cardoza, S P McCormick, M G Malmierca, E R Olivera, N J Alexander, E Monte, S Gutiérrez. Effects of Trichothecene Production on the Plant Defense Response and Fungal Physiology: Overexpression of the Trichoderma arundinaceum tri4 Gene in T. harzianum. Applied and environmental microbiology. 2015 Sep; 81(18):6355-66. doi: 10.1128/aem.01626-15. [PMID: 26150463]
  • Petr Karlovsky. Biological detoxification of the mycotoxin deoxynivalenol and its use in genetically engineered crops and feed additives. Applied microbiology and biotechnology. 2011 Aug; 91(3):491-504. doi: 10.1007/s00253-011-3401-5. [PMID: 21691789]
  • Mustafa Köksal, Huayou Hu, Robert M Coates, Reuben J Peters, David W Christianson. Structure and mechanism of the diterpene cyclase ent-copalyl diphosphate synthase. Nature chemical biology. 2011 May; 7(7):431-3. doi: 10.1038/nchembio.578. [PMID: 21602811]
  • Fangfang Chen, Jingtao Zhang, Xiushi Song, Jian Yang, Heping Li, Huiru Tang, Yu-Cai Liao. Combined metabonomic and quantitative real-time PCR analyses reveal systems metabolic changes of Fusarium graminearum induced by Tri5 gene deletion. Journal of proteome research. 2011 May; 10(5):2273-85. doi: 10.1021/pr101095t. [PMID: 21413710]
  • Youssef Ismail, Susan McCormick, Mohamed Hijri. A fungal symbiont of plant-roots modulates mycotoxin gene expression in the pathogen Fusarium sambucinum. PloS one. 2011 Mar; 6(3):e17990. doi: 10.1371/journal.pone.0017990. [PMID: 21455305]
  • Neil A Brown, Chris Bass, Thomas K Baldwin, Huaigu Chen, Fabien Massot, Pierre W C Carion, Martin Urban, Allison M L van de Meene, Kim E Hammond-Kosack. Characterisation of the Fusarium graminearum-Wheat Floral Interaction. Journal of pathogens. 2011; 2011(?):626345. doi: 10.4061/2011/626345. [PMID: 22567335]
  • Jakob Eifler, Eugenio Martinelli, Marco Santonico, Rosamaria Capuano, Detlev Schild, Corrado Di Natale. Differential detection of potentially hazardous Fusarium species in wheat grains by an electronic nose. PloS one. 2011; 6(6):e21026. doi: 10.1371/journal.pone.0021026. [PMID: 21695232]
  • Kye-Yong Seong, Matias Pasquali, Xiaoying Zhou, Jongwoo Song, Karen Hilburn, Susan McCormick, Yanhong Dong, Jin-Rong Xu, H Corby Kistler. Global gene regulation by Fusarium transcription factors Tri6 and Tri10 reveals adaptations for toxin biosynthesis. Molecular microbiology. 2009 Apr; 72(2):354-67. doi: 10.1111/j.1365-2958.2009.06649.x. [PMID: 19320833]
  • Nora A Foroud, François Eudes. Trichothecenes in cereal grains. International journal of molecular sciences. 2009 Jan; 10(1):147-173. doi: 10.3390/ijms10010147. [PMID: 19333439]
  • Nancy J Alexander, Susan P McCormick, Judith A Blackburn. Effects of xanthotoxin treatment on trichothecene production in Fusarium sporotrichioides. Canadian journal of microbiology. 2008 Dec; 54(12):1023-31. doi: 10.1139/w08-100. [PMID: 19096457]
  • Paul E O'Maille, Arthur Malone, Nikki Dellas, B Andes Hess, Lidia Smentek, Iseult Sheehan, Bryan T Greenhagen, Joe Chappell, Gerard Manning, Joseph P Noel. Quantitative exploration of the catalytic landscape separating divergent plant sesquiterpene synthases. Nature chemical biology. 2008 Oct; 4(10):617-23. doi: 10.1038/nchembio.113. [PMID: 18776889]
  • Naoko Takahashi-Ando, Noriyuki Ochiai, Takeshi Tokai, Shuichi Ohsato, Takumi Nishiuchi, Minoru Yoshida, Makoto Fujimura, Makoto Kimura. A screening system for inhibitors of trichothecene biosynthesis: hydroxylation of trichodiene as a target. Biotechnology letters. 2008 Jun; 30(6):1055-9. doi: 10.1007/s10529-008-9649-x. [PMID: 18239857]
  • Vitaly Portnoy, Yael Benyamini, Einat Bar, Rotem Harel-Beja, Shimon Gepstein, James J Giovannoni, Arthur A Schaffer, Joseph Burger, Yaakov Tadmor, Efraim Lewinsohn, Nurit Katzir. The molecular and biochemical basis for varietal variation in sesquiterpene content in melon (Cucumis melo L.) rinds. Plant molecular biology. 2008 Apr; 66(6):647-61. doi: 10.1007/s11103-008-9296-6. [PMID: 18264780]
  • L Sangeetha Vedula, Jiaoyang Jiang, Tatiana Zakharian, David E Cane, David W Christianson. Structural and mechanistic analysis of trichodiene synthase using site-directed mutagenesis: probing the catalytic function of tyrosine-295 and the asparagine-225/serine-229/glutamate-233-Mg2+B motif. Archives of biochemistry and biophysics. 2008 Jan; 469(2):184-94. doi: 10.1016/j.abb.2007.10.015. [PMID: 17996718]
  • J Perkowski, M Wiwart, M Busko, M Laskowska, F Berthiller, W Kandler, R Krska. Fusarium toxins and total fungal biomass indicators in naturally contaminated wheat samples from north-eastern Poland in 2003. Food additives and contaminants. 2007 Nov; 24(11):1292-8. doi: 10.1080/02652030701416566. [PMID: 17852394]
  • Anne E Desjardins, Susan P McCormick, Michael Appell. Structure-activity relationships of trichothecene toxins in an Arabidopsis thaliana leaf assay. Journal of agricultural and food chemistry. 2007 Aug; 55(16):6487-92. doi: 10.1021/jf0709193. [PMID: 17630765]
  • Shuiqin Wu, Mark A Schoenbeck, Bryan T Greenhagen, Shunji Takahashi, Sungbeom Lee, Robert M Coates, Joseph Chappell. Surrogate splicing for functional analysis of sesquiterpene synthase genes. Plant physiology. 2005 Jul; 138(3):1322-33. doi: 10.1104/pp.105.059386. [PMID: 15965019]
  • Susan D Lawrence, Nicole G Novak. Maize genes induced by herbivory and volicitin. Journal of chemical ecology. 2004 Dec; 30(12):2543-57. doi: 10.1007/s10886-004-7949-8. [PMID: 15724970]
  • Joost Lücker, Pat Bowen, Jörg Bohlmann. Vitis vinifera terpenoid cyclases: functional identification of two sesquiterpene synthase cDNAs encoding (+)-valencene synthase and (-)-germacrene D synthase and expression of mono- and sesquiterpene synthases in grapevine flowers and berries. Phytochemistry. 2004 Oct; 65(19):2649-59. doi: 10.1016/j.phytochem.2004.08.017. [PMID: 15464152]
  • Yan-Hua Xu, Jia-Wei Wang, Shui Wang, Jian-Ying Wang, Xiao-Ya Chen. Characterization of GaWRKY1, a cotton transcription factor that regulates the sesquiterpene synthase gene (+)-delta-cadinene synthase-A. Plant physiology. 2004 May; 135(1):507-15. doi: 10.1104/pp.104.038612. [PMID: 15133151]
  • V J Martin, Y Yoshikuni, J D Keasling. The in vivo synthesis of plant sesquiterpenes by Escherichia coli. Biotechnology and bioengineering. 2001 Dec; 75(5):497-503. doi: 10.1002/bit.10037. [PMID: 11745124]
  • S He, W Lin, R Chen. [Effect of EGTA and La2+ on induction of sesquiterpene cyclase gene expression in leaves of Capsicum annuum by several abiotic elicitors]. Ying yong sheng tai xue bao = The journal of applied ecology. 2001 Apr; 12(2):272-4. doi: NULL. [PMID: 11757379]
  • A E Desjardins, R D Plattner, M N Beremand. Ancymidol blocks trichothecene biosynthesis and leads to accumulation of trichodiene in Fusarium sporotrichioides and Gibberella pulicaris. Applied and environmental microbiology. 1987 Aug; 53(8):1860-5. doi: 10.1128/aem.53.8.1860-1865.1987. [PMID: 3662519]
  • . . . . doi: . [PMID: 14756770]
  • . . . . doi: . [PMID: 22069741]
  • . . . . doi: . [PMID: 17188234]