[(1R,2R,3S,10R)-3-hydroxy-2-(hydroxymethyl)-1,5-dimethyl-4-oxospiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2-oxirane]-10-yl] acetate (BioDeep_00000900845)

   


代谢物信息卡片


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

化学式: C17H22O7 (338.1365462)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=CC2C(C(C1=O)O)(C3(CC(C(C34CO4)O2)OC(=O)C)C)CO
InChI: InChI=1S/C17H22O7/c1-8-4-11-16(6-18,13(21)12(8)20)15(3)5-10(23-9(2)19)14(24-11)17(15)7-22-17/h4,10-11,13-14,18,21H,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-hydroxy-2-(hydroxymethyl)-1,5-dimethyl-4-oxospiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2-oxirane]-10-yl] 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]
  • Simon Schiwek, Mohammad Alhussein, Charlotte Rodemann, Tuvshinjargal Budragchaa, Lukas Beule, Andreas von Tiedemann, Petr Karlovsky. Fusarium culmorum Produces NX-2 Toxin Simultaneously with Deoxynivalenol and 3-Acetyl-Deoxynivalenol or Nivalenol. Toxins. 2022 07; 14(7):. doi: 10.3390/toxins14070456. [PMID: 35878194]
  • Hai Jia, Tongkun Zhang, Ning Liu, Xuemeng Si, Jun Bai, Ying Yang, Zhaohui Chen, Zhenlong Wu. 4-Phenylbutyric acid alleviates 3-acetyldeoxynivalenol-induced immune cells response by inhibiting endoplasmic reticulum stress in mouse spleen. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2022 Jun; 164(?):113002. doi: 10.1016/j.fct.2022.113002. [PMID: 35413383]
  • 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]
  • Hai Jia, Ning Liu, Yunchang Zhang, Chao Wang, Ying Yang, Zhenlong Wu. 3-Acetyldeoxynivalenol induces cell death through endoplasmic reticulum stress in mouse liver. Environmental pollution (Barking, Essex : 1987). 2021 Oct; 286(?):117238. doi: 10.1016/j.envpol.2021.117238. [PMID: 33984781]
  • 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]
  • Li Wu, Huijie Zhang, Xuexu Hu, Yan Zhang, Lijuan Sun, Weixi Li, Bujun Wang. Deacetylation of 3-acetyl-deoxynivalenol in wheat flour is mediated by water-soluble proteins during the making of Chinese steamed bread. Food chemistry. 2020 Jan; 303(?):125341. doi: 10.1016/j.foodchem.2019.125341. [PMID: 31442898]
  • 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]
  • 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]
  • Valentina Spanic, Tihana Marcek, Ivan Abicic, Bojan Sarkanj. Effects of Fusarium Head Blight on Wheat Grain and Malt Infected by Fusarium culmorum. Toxins. 2017 12; 10(1):. doi: 10.3390/toxins10010017. [PMID: 29280978]
  • 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]
  • 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]
  • 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]
  • 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]
  • Elisabeth Oldenburg, Frank Ellner. Distribution of disease symptoms and mycotoxins in maize ears infected by Fusarium culmorum and Fusarium graminearum. Mycotoxin research. 2015 Aug; 31(3):117-26. doi: 10.1007/s12550-015-0222-x. [PMID: 25904523]
  • 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]
  • 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]
  • Emiliano De Dominicis, Italo Commissati, Elisa Gritti, Dante Catellani, Michele Suman. Quantitative targeted and retrospective data analysis of relevant pesticides, antibiotics and mycotoxins in bakery products by liquid chromatography-single-stage Orbitrap mass spectrometry. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2015; 32(10):1617-27. doi: 10.1080/19440049.2015.1061703. [PMID: 26212769]
  • 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]
  • 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]
  • Huali Xue, Yang Bi, Jinmei Wei, Yamei Tang, Ying Zhao, Yi Wang. New method for the simultaneous analysis of types A and B trichothecenes by ultrahigh-performance liquid chromatography coupled with tandem mass spectrometry in potato tubers inoculated with Fusarium sulphureum. Journal of agricultural and food chemistry. 2013 Oct; 61(39):9333-8. doi: 10.1021/jf402997t. [PMID: 24010413]
  • 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]
  • Diana C Tan, Gavin R Flematti, Emilio L Ghisalberti, Krishnapillai Sivasithamparam, Sukumar Chakraborty, Friday Obanor, Kithsiri Jayasena, Martin J Barbetti. Mycotoxins produced by Fusarium spp. associated with Fusarium head blight of wheat in Western Australia. Mycotoxin research. 2012 May; 28(2):89-96. doi: 10.1007/s12550-011-0122-7. [PMID: 23606046]
  • Chami Amarasinghe, Jian-Hua Wang, Yu-Cai Liao, W G Dilantha Fernando. Difference in TRI13 gene sequences between the 3-acetyldeoxynivalenol producing Fusarium graminearum chemotypes from Canada and China. International journal of molecular sciences. 2011; 12(9):6164-75. doi: 10.3390/ijms12096164. [PMID: 22016651]
  • 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]
  • G S Eriksen, H Pettersson, J E Lindberg. Absorption, metabolism and excretion of 3-acetyl DON in pigs. Archiv fur Tierernahrung. 2003 Oct; 57(5):335-45. doi: 10.1080/00039420310001607699. [PMID: 14620907]
  • G Sundstøl Eriksen, H Pettersson. Lack of de-epoxidation of type B trichothecenes in incubates with human faeces. Food additives and contaminants. 2003 Jun; 20(6):579-82. doi: 10.1080/0265203031000102573. [PMID: 12881132]
  • Juliusz Perkowski, Zygmunt Kaczmarek. Distribution of deoxynivalenol and 3-acetyldeoxynivalenol in naturally contaminated and Fusarium culmorum infected triticale samples. Die Nahrung. 2002 Dec; 46(6):415-9. doi: 10.1002/1521-3803(20021101)46:6<415::aid-food415>3.0.co;2-0. [PMID: 12577591]
  • K O'Neill, A P Damoglou, M F Patterson. The stability of deoxynivalenol and 3-acetyl deoxynivalenol to gamma irradiation. Food additives and contaminants. 1993 Mar; 10(2):209-15. doi: 10.1080/02652039309374143. [PMID: 8314397]
  • E Usleber, V Renz, E Märtlbauer, G Terplan. Studies on the application of enzyme immunoassays for the Fusarium mycotoxins deoxynivalenol, 3-acetyldeoxynivalenol, and zearalenone. Zentralblatt fur Veterinarmedizin. Reihe B. Journal of veterinary medicine. Series B. 1992 Oct; 39(8):617-27. doi: 10.1111/j.1439-0450.1992.tb01213.x. [PMID: 1462727]
  • J Perkowski, J Chełkowski, W Wakuliński. Mycotoxins in cereal grain. Part 13. Deoxynivalenol and 3-acetyl-deoxynivalenol in wheat kernels and chaff with head fusariosis symptoms. Die Nahrung. 1990; 34(4):325-8. doi: 10.1002/food.19900340405. [PMID: 2388686]
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