fumonisin B2 (BioDeep_00000408560)

Main id: BioDeep_00000001868

 

Volatile Flavor Compounds natural product


代谢物信息卡片


1,1-[(1S,2R)-1-[(2S,9R,11S,12S)-12-amino-9,11-dihydroxy-2-methyltridecyl]-2-[(1R)-1-methylpentyl]-1,2-ethanediyl]ester-1,2,3-propanetricarboxylic acid

化学式: C34H59NO14 (705.3935354)
中文名称: 伏马菌素 B2
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCC(C)C(C(CC(C)CCCCCCC(CC(C(C)N)O)O)OC(=O)CC(CC(=O)O)C(=O)O)OC(=O)CC(CC(=O)O)C(=O)O
InChI: InChI=1S/C34H59NO14/c1-5-6-12-21(3)32(49-31(43)18-24(34(46)47)16-29(40)41)27(48-30(42)17-23(33(44)45)15-28(38)39)14-20(2)11-9-7-8-10-13-25(36)19-26(37)22(4)35/h20-27,32,36-37H,5-19,35H2,1-4H3,(H,38,39)(H,40,41)(H,44,45)(H,46,47)

描述信息

A fumonisin that is (2S,3S,12S,14S,15R,16R)-2-amino-12,16-dimethylicosane-3,14,15-triol in which the hydroxy groups at positions 14 and 15 have each been esterified by condensation with the 1-carboxy group of 3-carboxyglutaric acid (giving a 3-carboxyglutarate ester group with R configuration in each case).
D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins
D009676 - Noxae > D011042 - Poisons > D037341 - Fumonisins
D009676 - Noxae > D002273 - Carcinogens
CONFIDENCE standard compound; INTERNAL_ID 5969
CONFIDENCE Reference Standard (Level 1)

同义名列表

4 个代谢物同义名

fumonisin B2; 1,1-[(1S,2R)-1-[(2S,9R,11S,12S)-12-amino-9,11-dihydroxy-2-methyltridecyl]-2-[(1R)-1-methylpentyl]-1,2-ethanediyl]ester-1,2,3-propanetricarboxylic acid; Ccris 4434; Fumonisin B2



数据库引用编号

28 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)

31 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

  • Z A Chalyy, M G Kiseleva, I B Sedova, V A Tutelyan. [Mycotoxins in spices consumed in Russia]. Voprosy pitaniia. 2023; 92(2):26-34. doi: 10.33029/0042-8833-2023-92-2-26-34. [PMID: 37346017]
  • Raquel Torrijos, Tiago de Melo Nazareth, Pilar Vila-Donat, Jordi Mañes, Giuseppe Meca. Use of Mustard Extracts Fermented by Lactic Acid Bacteria to Mitigate the Production of Fumonisin B1 and B2 by Fusarium verticillioides in Corn Ears. Toxins. 2022 01; 14(2):. doi: 10.3390/toxins14020080. [PMID: 35202108]
  • Julia Laurain, Didier Tardieu, Maria Matard-Mann, Maria Angeles Rodriguez, Philippe Guerre. Fumonisin B1 Accumulates in Chicken Tissues over Time and This Accumulation Was Reduced by Feeding Algo-Clay. Toxins. 2021 10; 13(10):. doi: 10.3390/toxins13100701. [PMID: 34678994]
  • Ewa Tomaszewska, Halyna Rudyk, Piotr Dobrowolski, Janine Donaldson, Izabela Świetlicka, Iwona Puzio, Daniel Kamiński, Dariusz Wiącek, Volodymyr Kushnir, Oksana Brezvyn, Viktor Muzyka, Renata Doraczyńska, Siemowit Muszyński, Ihor Kotsyumbas. Changes in the Intestinal Histomorphometry, the Expression of Intestinal Tight Junction Proteins, and the Bone Structure and Liver of Pre-Laying Hens Following Oral Administration of Fumonisins for 21 Days. Toxins. 2021 05; 13(6):. doi: 10.3390/toxins13060375. [PMID: 34070555]
  • András Szabó, Szabolcs Nagy, Omeralfaroug Ali, Zsolt Gerencsér, Miklós Mézes, Krisztián Milán Balogh, Tibor Bartók, Levente Horváth, Aziz Mouhanna, Melinda Kovács. A 65-Day Fumonisin B Exposure at High Dietary Levels Has Negligible Effects on the Testicular and Spermatological Parameters of Adult Rabbit Bucks. Toxins. 2021 03; 13(4):. doi: 10.3390/toxins13040237. [PMID: 33806221]
  • Zhong-Xing Rao, Mike D Tokach, Jason C Woodworth, Joel M DeRouchey, Robert D Goodband, Hilda I Calderón, Steve S Dritz. Effects of Fumonisin-Contaminated Corn on Growth Performance of 9 to 28 kg Nursery Pigs. Toxins. 2020 09; 12(9):. doi: 10.3390/toxins12090604. [PMID: 32961935]
  • Petra Mikušová, Miroslav Caboň, Andrea Melichárková, Martin Urík, Alberto Ritieni, Marek Slovák. Genetic Diversity, Ochratoxin A and Fumonisin Profiles of Strains of Aspergillus Section Nigri Isolated from Dried Vine Fruits. Toxins. 2020 09; 12(9):. doi: 10.3390/toxins12090592. [PMID: 32937759]
  • Juliana Cristina Castro, Giseli Cristina Pante, Bruno Martins Centenaro, Rafaela Takako Ribeiro De Almeida, Eduardo Jorge Pilau, Benedito Prado Dias Filho, Simone Aparecida Galerani Mossini, Benício Alves De Abreu Filho, Graciette Matioli, Miguel Machinski Junior. Antifungal and antimycotoxigenic effects of Zingiber officinale, Cinnamomum zeylanicum and Cymbopogon martinii essential oils against Fusarium verticillioides. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2020 Sep; 37(9):1531-1541. doi: 10.1080/19440049.2020.1778183. [PMID: 32684097]
  • Bastien Barral, Marc Chillet, Anna Doizy, Maeva Grassi, Laetitia Ragot, Mathieu Léchaudel, Noel Durand, Lindy Joy Rose, Altus Viljoen, Sabine Schorr-Galindo. Diversity and Toxigenicity of Fungi that Cause Pineapple Fruitlet Core Rot. Toxins. 2020 05; 12(5):. doi: 10.3390/toxins12050339. [PMID: 32455651]
  • András Szabó, Omeralfaroug Ali, Katalin Lóki, Krisztián Balogh, Miklós Mézes, Tibor Bartók, Levente Horváth, Melinda Kovács. Orally Administered Fumonisins Affect Porcine Red Cell Membrane Sodium Pump Activity and Lipid Profile Without Apparent Oxidative Damage. Toxins. 2020 05; 12(5):. doi: 10.3390/toxins12050318. [PMID: 32408599]
  • Lina Li, Qing Qu, Zhiyan Cao, Zhengyu Guo, Hui Jia, Ning Liu, Yanhui Wang, Jingao Dong. The Relationship Analysis on Corn Stalk Rot and Ear Rot According to Fusarium Species and Fumonisin Contamination in Kernels. Toxins. 2019 06; 11(6):. doi: 10.3390/toxins11060320. [PMID: 31195636]
  • Siegrid De Baere, Siska Croubels, Barbara Novak, Gerlinde Bichl, Gunther Antonissen. Development and Validation of a UPLC-MS/MS and UPLC-HR-MS Method for the Determination of Fumonisin B1 and Its Hydrolysed Metabolites and Fumonisin B2 in Broiler Chicken Plasma. Toxins. 2018 01; 10(2):. doi: 10.3390/toxins10020062. [PMID: 29385109]
  • Juhee Park, Hansub Chang, Seungran Hong, Dongho Kim, Soohyun Chung, Chan Lee. A Decrease of Incidence Cases of Fumonisins in South Korean Feedstuff between 2011 and 2016. Toxins. 2017 09; 9(9):. doi: 10.3390/toxins9090286. [PMID: 28914788]
  • Yanxing Liu, Yan Jiang, Renjie Li, Minhao Pang, Yingchao Liu, Jingao Dong. Natural occurrence of fumonisins B1 and B2 in maize from eight provinces of China in 2014. Food additives & contaminants. Part B, Surveillance. 2017 Jun; 10(2):113-117. doi: 10.1080/19393210.2017.1280541. [PMID: 28110624]
  • Congcong Guo, Yanxing Liu, Yan Jiang, Renjie Li, Minhao Pang, Yingchao Liu, Jingao Dong. Fusarium species identification and fumonisin production in maize kernels from Shandong Province, China, from 2012 to 2014. Food additives & contaminants. Part B, Surveillance. 2016 Sep; 9(3):203-9. doi: 10.1080/19393210.2016.1175515. [PMID: 27076384]
  • Stephanie L Bolton, Phillip M Brannen, Anthony E Glenn. A Novel Population of Fusarium fujikuroi Isolated from Southeastern U.S. Winegrapes Reveals the Need to Re-Evaluate the Species' Fumonisin Production. Toxins. 2016 08; 8(9):. doi: 10.3390/toxins8090254. [PMID: 27589800]
  • Salama A Ouf, Abdulrahman H Basher, Abdel-Aleam H Mohamed. Inhibitory effect of double atmospheric pressure argon cold plasma on spores and mycotoxin production of Aspergillus niger contaminating date palm fruits. Journal of the science of food and agriculture. 2015 Dec; 95(15):3204-10. doi: 10.1002/jsfa.7060. [PMID: 25557283]
  • Kristian Fog Nielsen, Archard Ferdinand Ngemela, Lene Bai Jensen, Lívia Soman de Medeiros, Peter Have Rasmussen. UHPLC-MS/MS determination of ochratoxin A and fumonisins in coffee using QuEChERS extraction combined with mixed-mode SPE purification. Journal of agricultural and food chemistry. 2015 Jan; 63(3):1029-34. doi: 10.1021/jf504254q. [PMID: 25553918]
  • Meng Fu, Renjie Li, Congcong Guo, Minhao Pang, Yingchao Liu, Jingao Dong. Natural incidence of Fusarium species and fumonisins B1 and B2 associated with maize kernels from nine provinces in China in 2012. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2015; 32(4):503-11. doi: 10.1080/19440049.2014.976846. [PMID: 25315450]
  • Renjie Li, Congcong Guo, Quanguo Zhang, Minhao Pang, Yingchao Liu, Jingao Dong. Fumonisins B₁ and B₂ in maize harvested in Hebei province, China, during 2011-2013. Food additives & contaminants. Part B, Surveillance. 2015; 8(1):1-6. doi: 10.1080/19393210.2014.940401. [PMID: 25116174]
  • Fenghua Li, Dafeng Jiang, Fengjia Zheng, Jindong Chen, Wei Li. Fumonisins B₁, B₂ and B₃ in corn products, wheat flour and corn oil marketed in Shandong province of China. Food additives & contaminants. Part B, Surveillance. 2015; 8(3):169-74. doi: 10.1080/19393210.2015.1028480. [PMID: 25777369]
  • Johannes Gerding, Benedikt Cramer, Hans-Ulrich Humpf. Determination of mycotoxin exposure in Germany using an LC-MS/MS multibiomarker approach. Molecular nutrition & food research. 2014 Dec; 58(12):2358-68. doi: 10.1002/mnfr.201400406. [PMID: 25243722]
  • Fernando Carlos Sousa, Christiano Rodrigues Schamber, Sandra Sheila Seron Amorin, Maria Raquel Marçal Natali. Effect of fumonisin-containing diet on the myenteric plexus of the jejunum in rats. Autonomic neuroscience : basic & clinical. 2014 Oct; 185(?):93-9. doi: 10.1016/j.autneu.2014.08.001. [PMID: 25183308]
  • Olga Torres, Jorge Matute, Janee Gelineau-van Waes, Joyce R Maddox, Simon G Gregory, Allison E Ashley-Koch, Jency L Showker, Nicholas C Zitomer, Kenneth A Voss, Ronald T Riley. Urinary fumonisin B1 and estimated fumonisin intake in women from high- and low-exposure communities in Guatemala. Molecular nutrition & food research. 2014 May; 58(5):973-83. doi: 10.1002/mnfr.201300481. [PMID: 24375966]
  • Wilfred A Abia, Benedikt Warth, Michael Sulyok, Rudolf Krska, Angele Tchana, Patrick B Njobeh, Paul C Turner, Charles Kouanfack, Mbu Eyongetah, Mike Dutton, Paul F Moundipa. Bio-monitoring of mycotoxin exposure in Cameroon using a urinary multi-biomarker approach. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2013 Dec; 62(?):927-34. doi: 10.1016/j.fct.2013.10.003. [PMID: 24128729]
  • E V Siloto, E F A Oliveira, J R Sartori, V B Fascina, B A B Martins, D R Ledoux, G E Rottinghaus, D R S Sartori. Lipid metabolism of commercial layers fed diets containing aflatoxin, fumonisin, and a binder. Poultry science. 2013 Aug; 92(8):2077-83. doi: 10.3382/ps.2012-02777. [PMID: 23873555]
  • Jeffrey D Palumbo, Teresa L O'Keeffe. Distribution and mycotoxigenic potential of Aspergillus section Nigri species in naturally contaminated almonds. Journal of food protection. 2013 Apr; 76(4):702-6. doi: 10.4315/0362-028x.jfp-12-431. [PMID: 23575138]
  • Jeffrey D Palumbo, Teresa L O'Keeffe, Lisa Gorski. Multiplex PCR analysis of fumonisin biosynthetic genes in fumonisin-nonproducing Aspergillus niger and A. awamori strains. Mycologia. 2013 Mar; 105(2):277-84. doi: 10.3852/11-418. [PMID: 22962354]
  • Tiesong Wei, Weifang Zhu, Minhao Pang, Yingchao Liu, Jingao Dong. Natural occurrence of fumonisins B1 and B2 in corn in four provinces of China. Food additives & contaminants. Part B, Surveillance. 2013; 6(4):270-4. doi: 10.1080/19393210.2013.819816. [PMID: 24779936]
  • Weijun Kong, Tingting Xie, Junyuan Li, Jianhe Wei, Feng Qiu, Aidi Qi, Yuguo Zheng, Meihua Yang. Analysis of fumonisins B1 and B2 in spices and aromatic and medicinal herbs by HPLC-FLD with on-line post-column derivatization and positive confirmation by LC-MS/MS. The Analyst. 2012 Jul; 137(13):3166-74. doi: 10.1039/c2an35164a. [PMID: 22627776]
  • Amgad A Saleh, J P Esele, Antonio Logrieco, Alberto Ritieni, John F Leslie. Fusarium verticillioides from finger millet in Uganda. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2012; 29(11):1762-9. doi: 10.1080/19440049.2012.712062. [PMID: 22916825]
  • Y Z Feng, X H Lu, B Tao, M H Pang, Y C Liu, J G Dong. Natural occurrence of fumonisins b1 and b2 in corn from three main production provinces in China. Journal of food protection. 2011 Aug; 74(8):1374-8. doi: 10.4315/0362-028x.jfp-11-103. [PMID: 21819670]
  • I Benlashehr, C Repussard, J-Y Jouglar, D Tardieu, P Guerre. Toxicokinetics of fumonisin B2 in ducks and turkeys. Poultry science. 2011 Aug; 90(8):1671-5. doi: 10.3382/ps.2011-01434. [PMID: 21753202]
  • Ting-Ting Xie, Feng Qiu, Mei-Hua Yang, Ai-Di Qi. [Simultaneous determination of fumonisins B1 and B2 in traditional Chinese medicines by high-performance liquid chromatography-tandem mass spectrometry]. Yao xue xue bao = Acta pharmaceutica Sinica. 2011 Jul; 46(7):822-7. doi: ". [PMID: 22010352]
  • Jeffrey D Palumbo, Teresa L O'Keeffe, Jeffery A McGarvey. Incidence of fumonisin B2 production within Aspergillus section Nigri populations isolated from California raisins. Journal of food protection. 2011 Apr; 74(4):672-5. doi: 10.4315/0362-028x.jfp-10-412. [PMID: 21477486]
  • Zheng Han, Yiping Ren, Xuesong Liu, Lianjun Luan, Yongjiang Wu. A reliable isotope dilution method for simultaneous determination of fumonisins B1, B2 and B3 in traditional Chinese medicines by ultra-high-performance liquid chromatography-tandem mass spectrometry. Journal of separation science. 2010 Sep; 33(17-18):2723-33. doi: 10.1002/jssc.201000423. [PMID: 20730841]
  • A Waskiewicz, P Golinski, Z Karolewski, L Irzykowska, J Bocianowski, M Kostecki, Z Weber. Formation of fumonisins and other secondary metabolites by Fusarium oxysporum and F. proliferatum: a comparative study. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2010 May; 27(5):608-15. doi: 10.1080/19440040903551947. [PMID: 20455157]
  • F Xu, C-C Yang, C Gomillion, K J L Burg. Effect of ceramide on mesenchymal stem cell differentiation toward adipocytes. Applied biochemistry and biotechnology. 2010 Jan; 160(1):197-212. doi: 10.1007/s12010-008-8505-8. [PMID: 19165630]
  • Jens C Frisvad, Jørn Smedsgaard, Robert A Samson, Thomas O Larsen, Ulf Thrane. Fumonisin B2 production by Aspergillus niger. Journal of agricultural and food chemistry. 2007 Nov; 55(23):9727-32. doi: 10.1021/jf0718906. [PMID: 17929891]
  • Chenglan Liu, Wenna Xu, Fengmao Liu, Shuren Jiang. Fumonisins production by Fusarium proliferatum strains isolated from asparagus crown. Mycopathologia. 2007 Sep; 164(3):127-34. doi: 10.1007/s11046-007-9017-8. [PMID: 17629787]
  • Grégory Seumois, Marianne Fillet, Laurent Gillet, Céline Faccinetto, Christophe Desmet, Cédric François, Benjamin Dewals, Cécile Oury, Alain Vanderplasschen, Pierre Lekeux, Fabrice Bureau. De novo C16- and C24-ceramide generation contributes to spontaneous neutrophil apoptosis. Journal of leukocyte biology. 2007 Jun; 81(6):1477-86. doi: 10.1189/jlb.0806529. [PMID: 17329567]
  • R T Riley, O A Torres, E Palencia. International shipping of fumonisins from maize extracts on C18 sorbent. Food additives and contaminants. 2006 Aug; 23(8):826-32. doi: 10.1080/02652030600699650. [PMID: 16807208]
  • Chenglan Liu, Fengmao Liu, Wenna Xu, Andreas Kofoet, Hnas-Ulrch Humpf, Shuren Jiang. Occurrence of fumonisins B1 and B2 in asparagus from Shandong province, PR China. Food additives and contaminants. 2005 Jul; 22(7):673-6. doi: 10.1080/02652030500133016. [PMID: 16019842]
  • Guillermo Fernández-Surumay, Gary D Osweiler, Michael J Yaeger, George E Rottinghaus, Suzanne Hendrich, Lucas K Buckley, Patricia A Murphy. Fumonisin B-glucose reaction products are less toxic when fed to swine. Journal of agricultural and food chemistry. 2005 May; 53(10):4264-71. doi: 10.1021/jf0500076. [PMID: 15884870]
  • Gülden Z Omurtag, Duygu Yazicioğlu. Determination of fumonisins B1 and B2 in herbal tea and medicinal plants in Turkey by high-performance liquid chromatography. Journal of food protection. 2004 Aug; 67(8):1782-6. doi: 10.4315/0362-028x-67.8.1782. [PMID: 15330551]
  • Quenton Kritzinger, Theresa A S Aveling, Walter F O Marasas, John P Rheeder, Liana Van Der Westhuizen, Gordon S Shephard. Mycoflora and fumonisin mycotoxins associated with cowpea [Vigna unguiculata (L.) Walp] seeds. Journal of agricultural and food chemistry. 2003 Apr; 51(8):2188-92. doi: 10.1021/jf026121v. [PMID: 12670154]
  • Paul C Howard, Letha H Couch, Ralph E Patton, Robert M Eppley, Daniel R Doerge, Mona I Churchwell, M Matilde Marques, Carlin V Okerberg. Comparison of the toxicity of several fumonisin derivatives in a 28-day feeding study with female B6C3F(1) mice. Toxicology and applied pharmacology. 2002 Dec; 185(3):153-65. doi: 10.1006/taap.2002.9529. [PMID: 12498732]
  • A E Desjardins, G P Munkvold, R D Plattner, R H Proctor. FUM1--a gene required for fumonisin biosynthesis but not for maize ear rot and ear infection by Gibberella moniliformis in field tests. Molecular plant-microbe interactions : MPMI. 2002 Nov; 15(11):1157-64. doi: 10.1094/mpmi.2002.15.11.1157. [PMID: 12423021]
  • Adriana P Almeida, Homero Fonseca, Antônio Luiz Fancelli, Glória Maria Direito, Edwin M Ortega, Benedito Corrêa. Mycoflora and fumonisin contamination in Brazilian corn from sowing to harvest. Journal of agricultural and food chemistry. 2002 Jun; 50(13):3877-82. doi: 10.1021/jf011531p. [PMID: 12059175]
  • M Qiu, X Liu, Y Wang, C Zhang. [Survey on the fumonisins intake and the urinary Sa/So ratio of people suffered from a high incidence of esophageal cancer]. Wei sheng yan jiu = Journal of hygiene research. 2001 Nov; 30(6):365-7. doi: NULL. [PMID: 12561623]
  • L van der Westhuizen, G S Shephard, D J van Schalkwyk. The effect of a single gavage dose of fumonisin B(2) on the sphinganine and sphingosine concentrations in vervet monkeys. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2001 May; 39(5):455-9. doi: 10.1016/s0278-6915(00)00154-x. [PMID: 11313111]
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  • M K Morgan, J J Schroeder, G E Rottinghaus, D C Powell, S J Bursian, R J Aulerich. Dietary fumonisins disrupt sphingolipid metabolism in mink and increase the free sphinganine to sphingosine ratio in urine but not in hair. Veterinary and human toxicology. 1997 Dec; 39(6):334-6. doi: NULL. [PMID: 9397500]
  • M Solfrizzo, G Avantaggiato, A Visconti. Rapid method to determine sphinganine/sphingosine in human and animal urine as a biomarker for fumonisin exposure. Journal of chromatography. B, Biomedical sciences and applications. 1997 Apr; 692(1):87-93. doi: 10.1016/s0378-4347(96)00502-6. [PMID: 9187387]
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