[(1R,2R,3S,10R)-3,10-dihydroxy-1,5-dimethyl-4-oxospiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2-oxirane]-2-yl]methyl acetate (BioDeep_00000900386)

   


代谢物信息卡片


[(1R,2R,3S,10R)-3,10-dihydroxy-1,5-dimethyl-4-oxospiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2-oxirane]-2-yl]methyl acetate

化学式: C17H22O7 (338.1365462)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 20.59%

分子结构信息

SMILES: CC1=CC2C(C(C1=O)O)(C3(CC(C(C34CO4)O2)O)C)COC(=O)C
InChI: InChI=1S/C17H22O7/c1-8-4-11-16(6-22-9(2)18,13(21)12(8)20)15(3)5-10(19)14(24-11)17(15)7-23-17/h4,10-11,13-14,19,21H,5-7H2,1-3H3/t10-,11?,13-,14?,15-,16-,17?/m1/s1

描述信息

D009676 - Noxae > D011042 - Poisons > D014255 - Trichothecenes
D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins

同义名列表

1 个代谢物同义名

[(1R,2R,3S,10R)-3,10-dihydroxy-1,5-dimethyl-4-oxospiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2-oxirane]-2-yl]methyl acetate



数据库引用编号

1 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(0)

代谢反应

2 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

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

  • Sigita Janaviciene, Eimantas Venslovas, Grazina Kadziene, Neringa Matelioniene, Zane Berzina, Vadims Bartkevics, Skaidre Suproniene. Diversity of Mycotoxins Produced by Fusarium Strains Infecting Weeds. Toxins. 2023 06; 15(7):. doi: 10.3390/toxins15070420. [PMID: 37505689]
  • Reid Buchanan, Mitra Serajazari, Jennifer Geddes-McAlister. Proteomic Profiling of Host Response in the Cereal Crop Triticum aestivum to the Mycotoxin, 15-Acetyldeoxynivalenol, Produced by the Fungal Pathogen, Fusarium graminearum. Methods in molecular biology (Clifton, N.J.). 2023; 2659(?):161-169. doi: 10.1007/978-1-0716-3159-1_12. [PMID: 37249892]
  • Fei Dong, Xiangxiang Chen, Xinyu Lei, Deliang Wu, Yifang Zhang, Yin-Won Lee, Mduduzi P Mokoena, Ying Li, Guanghui Shen, Xin Liu, Jianhong Xu, Jianrong Shi. Effect of crop rotation on Fusarium mycotoxins and Fusarium species in cereals in Sichuan Province (China). Plant disease. 2022 Sep; ?(?):. doi: 10.1094/pdis-01-22-0024-re. [PMID: 36122196]
  • Song Shan Wang, Hua Cui, Meng Ze Chen, Li Li, Yu Wu, Song Xue Wang. Simultaneous quantitation of 3ADON and 15ADON chemotypes of DON-producing Fusarium species in Chinese wheat based on duplex droplet digital PCR assay. Journal of microbiological methods. 2021 11; 190(?):106319. doi: 10.1016/j.mimet.2021.106319. [PMID: 34480973]
  • Beatriz Arce-López, Lydia Alvarez-Erviti, Barbara De Santis, María Izco, Silvia López-Calvo, Maria Eugenia Marzo-Sola, Francesca Debegnach, Elena Lizarraga, Adela López de Cerain, Elena González-Peñas, Ariane Vettorazzi. Biomonitoring of Mycotoxins in Plasma of Patients with Alzheimer's and Parkinson's Disease. Toxins. 2021 07; 13(7):. doi: 10.3390/toxins13070477. [PMID: 34357949]
  • Abbot O Oghenekaro, Maria A Oviedo-Ludena, Mitra Serajazari, Xiben Wang, Maria A Henriquez, Nancy G Wenner, Gretchen A Kuldau, Alireza Navabi, Hadley R Kutcher, W G Dilantha Fernando. Population Genetic Structure and Chemotype Diversity of Fusarium graminearum Populations from Wheat in Canada and North Eastern United States. Toxins. 2021 03; 13(3):. doi: 10.3390/toxins13030180. [PMID: 33804426]
  • Tim Birr, Tolke Jensen, Nils Preußke, Frank D Sönnichsen, Marthe De Boevre, Sarah De Saeger, Mario Hasler, Joseph-Alexander Verreet, Holger Klink. Occurrence of Fusarium Mycotoxins and Their Modified Forms in Forage Maize Cultivars. Toxins. 2021 02; 13(2):. doi: 10.3390/toxins13020110. [PMID: 33540691]
  • Jin-Quan Huang, Jia-Ling Lin, Xiao-Xiang Guo, Xiu Tian, Ye Tian, Xiao-Xia Shangguan, Ling-Jian Wang, Xin Fang, Xiao-Ya Chen. RES transformation for biosynthesis and detoxification. Science China. Life sciences. 2020 Sep; 63(9):1297-1302. doi: 10.1007/s11427-020-1729-5. [PMID: 32519031]
  • Christina Cowger, Todd J Ward, Kathryn Nilsson, Consuelo Arellano, Susan P McCormick, Mark Busman. Regional and field-specific differences in Fusarium species and mycotoxins associated with blighted North Carolina wheat. International journal of food microbiology. 2020 Jun; 323(?):108594. doi: 10.1016/j.ijfoodmicro.2020.108594. [PMID: 32229393]
  • Ana Juan-García, Cristina Juan, Josefa Tolosa, María-José Ruiz. Effects of deoxynivalenol, 3-acetyl-deoxynivalenol and 15-acetyl-deoxynivalenol on parameters associated with oxidative stress in HepG2 cells. Mycotoxin research. 2019 May; 35(2):197-205. doi: 10.1007/s12550-019-00344-0. [PMID: 30806951]
  • Trinda Crippin, Justin B Renaud, Mark W Sumarah, J David Miller. Comparing genotype and chemotype of Fusarium graminearum from cereals in Ontario, Canada. PloS one. 2019; 14(5):e0216735. doi: 10.1371/journal.pone.0216735. [PMID: 31071188]
  • Kaitlyn M Bissonnette, Frederic L Kolb, Keith A Ames, Carl A Bradley. Effect of Wheat Cultivar on the Concentration of Fusarium Mycotoxins in Wheat Stems. Plant disease. 2018 12; 102(12):2539-2544. doi: 10.1094/pdis-12-17-2034-re. [PMID: 30252626]
  • Minely Cerón-Bustamante, Todd J Ward, Amy Kelly, Martha M Vaughan, Susan P McCormick, Christina Cowger, Santos G Leyva-Mir, Héctor E Villaseñor-Mir, Victoria Ayala-Escobar, Cristian Nava-Díaz. Regional differences in the composition of Fusarium Head Blight pathogens and mycotoxins associated with wheat in Mexico. International journal of food microbiology. 2018 May; 273(?):11-19. doi: 10.1016/j.ijfoodmicro.2018.03.003. [PMID: 29554557]
  • Fatiha Elhouiti, Djilali Tahri, Djalila Takhi, Mohamed Ouinten, Christian Barreau, Marie-Noëlle Verdal-Bonnin, Isabelle Bombarda, Mohamed Yousfi. Variability of composition and effects of essential oils from Rhanterium adpressum Coss. & Durieu against mycotoxinogenic Fusarium strains. Archives of microbiology. 2017 Dec; 199(10):1345-1356. doi: 10.1007/s00203-017-1404-z. [PMID: 28707037]
  • Kun Luo, Caro-Lyne DesRoches, Anne Johnston, Linda J Harris, Hui-Yan Zhao, Thérèse Ouellet. Multiple metabolic pathways for metabolism of l-tryptophan in Fusarium graminearum. Canadian journal of microbiology. 2017 Nov; 63(11):921-927. doi: 10.1139/cjm-2017-0383. [PMID: 28926717]
  • Amanda B Gunter, Anne Hermans, Whynn Bosnich, Douglas A Johnson, Linda J Harris, Steve Gleddie. Protein engineering of Saccharomyces cerevisiae transporter Pdr5p identifies key residues that impact Fusarium mycotoxin export and resistance to inhibition. MicrobiologyOpen. 2016 12; 5(6):979-991. doi: 10.1002/mbo3.381. [PMID: 27263049]
  • Delphine Payros, Imourana Alassane-Kpembi, Alix Pierron, Nicolas Loiseau, Philippe Pinton, Isabelle P Oswald. Toxicology of deoxynivalenol and its acetylated and modified forms. Archives of toxicology. 2016 Dec; 90(12):2931-2957. doi: 10.1007/s00204-016-1826-4. [PMID: 27663890]
  • Kun Luo, Hélène Rocheleau, Peng-Fei Qi, You-Liang Zheng, Hui-Yan Zhao, Thérèse Ouellet. Indole-3-acetic acid in Fusarium graminearum: Identification of biosynthetic pathways and characterization of physiological effects. Fungal biology. 2016 09; 120(9):1135-45. doi: 10.1016/j.funbio.2016.06.002. [PMID: 27567719]
  • Fei Dong, Jianbo Qiu, Jianhong Xu, Mingzheng Yu, Shufang Wang, Yue Sun, Gufeng Zhang, Jianrong Shi. Effect of environmental factors on Fusarium population and associated trichothecenes in wheat grain grown in Jiangsu province, China. International journal of food microbiology. 2016 Aug; 230(?):58-63. doi: 10.1016/j.ijfoodmicro.2016.04.020. [PMID: 27127840]
  • El Hassan Ajandouz, Stéphane Berdah, Vincent Moutardier, Thierry Bege, David Jérémie Birnbaum, Josette Perrier, Eric Di Pasquale, Marc Maresca. Hydrolytic Fate of 3/15-Acetyldeoxynivalenol in Humans: Specific Deacetylation by the Small Intestine and Liver Revealed Using in Vitro and ex Vivo Approaches. Toxins. 2016 07; 8(8):. doi: 10.3390/toxins8080232. [PMID: 27483321]
  • Pierre Hellin, Géraldine Dedeurwaerder, Maxime Duvivier, Jonathan Scauflaire, Bart Huybrechts, Alfons Callebaut, Françoise Munaut, Anne Legrève. Relationship between Fusarium spp. diversity and mycotoxin contents of mature grains in southern Belgium. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2016 Jul; 33(7):1228-40. doi: 10.1080/19440049.2016.1185900. [PMID: 27181458]
  • Chami C Amarasinghe, Senay Simsek, Anita Brûlé-Babel, W G Dilantha Fernando. Analysis of deoxynivalenol and deoxynivalenol-3-glucosides content in Canadian spring wheat cultivars inoculated with Fusarium graminearum. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2016 Jul; 33(7):1254-64. doi: 10.1080/19440049.2016.1198050. [PMID: 27264644]
  • Krishna D Puri, Changhui Yan, Yueqiang Leng, Shaobin Zhong. RNA-Seq Revealed Differences in Transcriptomes between 3ADON and 15ADON Populations of Fusarium graminearum In Vitro and In Planta. PloS one. 2016; 11(10):e0163803. doi: 10.1371/journal.pone.0163803. [PMID: 27788144]
  • Thomas Etzerodt, Kazuyuki Maeda, Yuichi Nakajima, Bente Laursen, Inge S Fomsgaard, Makoto Kimura. 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one (DIMBOA) inhibits trichothecene production by Fusarium graminearum through suppression of Tri6 expression. International journal of food microbiology. 2015 Dec; 214(?):123-128. doi: 10.1016/j.ijfoodmicro.2015.07.014. [PMID: 26276561]
  • Sean Walkowiak, Christopher T Bonner, Li Wang, Barbara Blackwell, Owen Rowland, Rajagopal Subramaniam. Intraspecies Interaction of Fusarium graminearum Contributes to Reduced Toxin Production and Virulence. Molecular plant-microbe interactions : MPMI. 2015 Nov; 28(11):1256-67. doi: 10.1094/mpmi-06-15-0120-r. [PMID: 26125491]
  • Nathan Broekaert, Mathias Devreese, Thomas De Mil, Sophie Fraeyman, Gunther Antonissen, Siegrid De Baere, Patrick De Backer, An Vermeulen, Siska Croubels. Oral Bioavailability, Hydrolysis, and Comparative Toxicokinetics of 3-Acetyldeoxynivalenol and 15-Acetyldeoxynivalenol in Broiler Chickens and Pigs. Journal of agricultural and food chemistry. 2015 Oct; 63(39):8734-42. doi: 10.1021/acs.jafc.5b03270. [PMID: 26343882]
  • Paulo R Kuhnem, Pierri Spolti, Emerson M Del Ponte, Jaime A Cummings, Gary C Bergstrom. Trichothecene Genotype Composition of Fusarium graminearum Not Differentiated Among Isolates from Maize Stubble, Maize Ears, Wheat Spikes, and the Atmosphere in New York. Phytopathology. 2015 May; 105(5):695-9. doi: 10.1094/phyto-10-14-0266-r. [PMID: 25651052]
  • Lorenzo Covarelli, Giovanni Beccari, Antonio Prodi, Silvia Generotti, Federico Etruschi, Cristina Juan, Emilia Ferrer, Jordi Mañes. Fusarium species, chemotype characterisation and trichothecene contamination of durum and soft wheat in an area of central Italy. Journal of the science of food and agriculture. 2015 Feb; 95(3):540-51. doi: 10.1002/jsfa.6772. [PMID: 24909776]
  • Emerson M Del Ponte, Piérri Spolti, Todd J Ward, Larissa B Gomes, Camila P Nicolli, Paulo R Kuhnem, Cleiltan N Silva, Dauri J Tessmann. Regional and field-specific factors affect the composition of fusarium head blight pathogens in subtropical no-till wheat agroecosystem of Brazil. Phytopathology. 2015 Feb; 105(2):246-54. doi: 10.1094/phyto-04-14-0102-r. [PMID: 25121641]
  • Theo van der Lee, Hao Zhang, Anne van Diepeningen, Cees Waalwijk. Biogeography of Fusarium graminearum species complex and chemotypes: a review. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2015; 32(4):453-60. doi: 10.1080/19440049.2014.984244. [PMID: 25530109]
  • N Broekaert, M Devreese, T De Mil, S Fraeyman, S De Baere, S De Saeger, P De Backer, S Croubels. Development and validation of an LC-MS/MS method for the toxicokinetic study of deoxynivalenol and its acetylated derivatives in chicken and pig plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2014 Nov; 971(?):43-51. doi: 10.1016/j.jchromb.2014.09.012. [PMID: 25264912]
  • Pierri Spolti, Emerson M Del Ponte, Jaime A Cummings, Yanhong Dong, Gary C Bergstrom. Fitness attributes of Fusarium graminearum isolates from wheat in New York possessing a 3-ADON or 15-ADON trichothecene genotype. Phytopathology. 2014 May; 104(5):513-9. doi: 10.1094/phyto-07-13-0206-r. [PMID: 24283539]
  • I Malbrán, C A Mourelos, J R Girotti, P A Balatti, G A Lori. Toxigenic capacity and trichothecene production by Fusarium graminearum isolates from Argentina and their relationship with aggressiveness and fungal expansion in the wheat spike. Phytopathology. 2014 Apr; 104(4):357-64. doi: 10.1094/phyto-06-13-0172-r. [PMID: 24168045]
  • Wenda Wu, Hui-Ren Zhou, Kaiyu He, Xiao Pan, Yoshiko Sugita-Konishi, Maiko Watanabe, Haibin Zhang, James J Pestka. Role of cholecystokinin in anorexia induction following oral exposure to the 8-ketotrichothecenes deoxynivalenol, 15-acetyldeoxynivalenol, 3-acetyldeoxynivalenol, fusarenon X, and nivalenol. Toxicological sciences : an official journal of the Society of Toxicology. 2014 Apr; 138(2):278-89. doi: 10.1093/toxsci/kft335. [PMID: 24385417]
  • Margit Schollenberger, Hans-Martin Müller, Katrin Ernst, Sarah Sondermann, Melanie Liebscher, Claudia Schlecker, Gerald Wischer, Winfried Drochner, Karin Hartung, Hans-Peter Piepho. Occurrence and distribution of 13 trichothecene toxins in naturally contaminated maize plants in Germany. Toxins. 2012 10; 4(10):778-87. doi: 10.3390/toxins4100778. [PMID: 23162697]
  • Krishna D Puri, Shaobin Zhong. The 3ADON population of Fusarium graminearum found in North Dakota is more aggressive and produces a higher level of DON than the prevalent 15ADON population in spring wheat. Phytopathology. 2010 Oct; 100(10):1007-14. doi: 10.1094/phyto-12-09-0332. [PMID: 20839936]
  • Zheng Han, Xuesong Liu, Yiping Ren, Lianjun Luan, Yongjiang Wu. A rapid method with ultra-high-performance liquid chromatography-tandem mass spectrometry for simultaneous determination of five type B trichothecenes in traditional Chinese medicines. Journal of separation science. 2010 Jul; 33(13):1923-32. doi: 10.1002/jssc.201000094. [PMID: 20533344]
  • Patrick J Doyle, Hanaa Saeed, Anne Hermans, Steve C Gleddie, Greg Hussack, Mehdi Arbabi-Ghahroudi, Charles Seguin, Marc E Savard, C Roger Mackenzie, J Christopher Hall. Intracellular expression of a single domain antibody reduces cytotoxicity of 15-acetyldeoxynivalenol in yeast. The Journal of biological chemistry. 2009 Dec; 284(50):35029-39. doi: 10.1074/jbc.m109.045047. [PMID: 19783651]
  • Jing-Bo Zhang, He-Ping Li, Fu-Jun Dang, Bo Qu, Yu-Bin Xu, Chun-Sen Zhao, Yu-Cai Liao. Determination of the trichothecene mycotoxin chemotypes and associated geographical distribution and phylogenetic species of the Fusarium graminearum clade from China. Mycological research. 2007 Aug; 111(Pt 8):967-75. doi: 10.1016/j.mycres.2007.06.008. [PMID: 17716884]
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