Nodularin (BioDeep_00000002467)

   

natural product Volatile Flavor Compounds


代谢物信息卡片


Cyclo[3S-amino-9S-methoxy-2S,6E,8S-trimethyl-10-phenyl-4,6-decadienoyl-D--glutamyl-(2Z)-2-(methylamino)-2-butenoyl-(3S)-3-methyl-D--aspartyl-L-arginyl]

化学式: C41H60N8O10 (824.443218)
中文名称: 节球毒素
谱图信息: 最多检出来源 Escherichia coli(natural_products) 66.67%

分子结构信息

SMILES: CC=C1C(=O)NC(C(=O)O)C(C)C(=O)NC(CCCNC(=N)N)C(=O)NC(C=CC(C)=CC(C)C(Cc2ccccc2)OC)C(C)C(=O)NC(C(=O)O)CCC(=O)N1C
InChI: InChI=1S/C41H60N8O10/c1-8-31-38(54)48-34(40(57)58)26(5)36(52)46-29(15-12-20-44-41(42)43)37(53)45-28(25(4)35(51)47-30(39(55)56)18-19-33(50)49(31)6)17-16-23(2)21-24(3)32(59-7)22-27-13-10-9-11-14-27/h8-11,13-14,16-17,21,24-26,28-30,32,34H,12,15,18-20,22H2,1-7H3,(H,45,53)(H,46,52)(H,47,51)(H,48,54)(H,55,56)(H,57,58)(H4,42,43,44)/b17-16+,23-21+,31-8-/t24-,25-,26-,28-,29-,30+,32-,34+/m0/s1

描述信息

CONFIDENCE standard compound; EAWAG_UCHEM_ID 3252

同义名列表

4 个代谢物同义名

Nodularin R; Nodularin; Cyclo[3S-amino-9S-methoxy-2S,6E,8S-trimethyl-10-phenyl-4,6-decadienoyl-D--glutamyl-(2Z)-2-(methylamino)-2-butenoyl-(3S)-3-methyl-D--aspartyl-L-arginyl]; Nodularin



数据库引用编号

24 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)

2 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

  • Anna Rymuszka, Anna Sieroslawska, Łukasz Adaszek. Cytotoxic and immunological responses of fish leukocytes to nodularin exposure in vitro. Journal of applied toxicology : JAT. 2021 10; 41(10):1660-1672. doi: 10.1002/jat.4154. [PMID: 33624853]
  • Massimo Picardo, Josep Sanchís, Oscar Núñez, Marinella Farré. Suspect screening of natural toxins in surface and drinking water by high performance liquid chromatography and high-resolution mass spectrometry. Chemosphere. 2020 Dec; 261(?):127888. doi: 10.1016/j.chemosphere.2020.127888. [PMID: 33113669]
  • Marcos Josué Schmitz, Grecica Mariana Colombo, Cleber Dos Santos Simião, Chaelen Rodrigues Ortiz, Luíza Dy Fonseca Costa, Thamyres Vanessa Nascimento da Silva, Patrícia Baptista Ramos, João Sarkis Yunes, Wilson Wasielesky, Marcelo Borges Tesser, José María Monserrat. Modulation of nodularin toxicity in shrimp Litopenaeus vannamei (BOONE, 1931) fed with dietary açai (Euterpe oleracea) inclusion. Fish & shellfish immunology. 2020 Aug; 103(?):464-471. doi: 10.1016/j.fsi.2020.05.055. [PMID: 32450300]
  • Ning Lu, Li Ling, Tian Guan, Lanteng Wang, Dian Wang, Jiahui Zhou, Ting Ruan, Xing Shen, Xiangmei Li, Yuanming Sun, Hongtao Lei. Broad-specificity ELISA with a heterogeneous strategy for sensitive detection of microcystins and nodularin. Toxicon : official journal of the International Society on Toxinology. 2020 Feb; 175(?):44-48. doi: 10.1016/j.toxicon.2019.12.003. [PMID: 32056695]
  • Rebekah E Wharton, Brady R Cunningham, Adam M Schaefer, Sophia M Guldberg, Elizabeth I Hamelin, Rudolph C Johnson. Measurement of Microcystin and Nodularin Activity in Human Urine by Immunocapture-Protein Phosphatase 2A Assay. Toxins. 2019 12; 11(12):. doi: 10.3390/toxins11120729. [PMID: 31847123]
  • Anna Rymuszka, Anna Sieroslawska. Comparative studies on the cytotoxic effects induced by nodularin in primary carp leukocytes and the cells of the fish CLC line. Toxicon : official journal of the International Society on Toxinology. 2018 Jun; 148(?):7-15. doi: 10.1016/j.toxicon.2018.04.001. [PMID: 29621526]
  • Daljit Vudathala, Stephen Smith, Lester Khoo, David D Kuhn, Mary E Mainous, James Steadman, Lisa Murphy. Analysis of microcystin-LR and nodularin using triple quad liquid chromatography-tandem mass spectrometry and histopathology in experimental fish. Toxicon : official journal of the International Society on Toxinology. 2017 Nov; 138(?):82-88. doi: 10.1016/j.toxicon.2017.08.005. [PMID: 28803056]
  • Susanne Faltermann, René Prétôt, Jakob Pernthaler, Karl Fent. Comparative effects of nodularin and microcystin-LR in zebrafish: 1. Uptake by organic anion transporting polypeptide Oatp1d1 (Slco1d1). Aquatic toxicology (Amsterdam, Netherlands). 2016 Feb; 171(?):69-76. doi: 10.1016/j.aquatox.2015.11.016. [PMID: 26769064]
  • Susanne Faltermann, Verena Grundler, Karl Gademann, Jakob Pernthaler, Karl Fent. Comparative effects of nodularin and microcystin-LR in zebrafish: 2. Uptake and molecular effects in eleuthero-embryos and adult liver with focus on endoplasmic reticulum stress. Aquatic toxicology (Amsterdam, Netherlands). 2016 Feb; 171(?):77-87. doi: 10.1016/j.aquatox.2015.12.001. [PMID: 26748408]
  • Ingunn A Samdal, Andreas Ballot, Kjersti E Løvberg, Christopher O Miles. Multihapten approach leading to a sensitive ELISA with broad cross-reactivity to microcystins and nodularin. Environmental science & technology. 2014 Jul; 48(14):8035-43. doi: 10.1021/es5012675. [PMID: 24941031]
  • Linn Oftedal, Lene Myhren, Jouni Jokela, Gro Gausdal, Kaarina Sivonen, Stein Ove Døskeland, Lars Herfindal. The lipopeptide toxins anabaenolysin A and B target biological membranes in a cholesterol-dependent manner. Biochimica et biophysica acta. 2012 Dec; 1818(12):3000-9. doi: 10.1016/j.bbamem.2012.07.015. [PMID: 22842546]
  • Michelle M Gehringer, Lewis Adler, Alexandra A Roberts, Michelle C Moffitt, Troco K Mihali, Toby J T Mills, Claus Fieker, Brett A Neilan. Nodularin, a cyanobacterial toxin, is synthesized in planta by symbiotic Nostoc sp. The ISME journal. 2012 Oct; 6(10):1834-47. doi: 10.1038/ismej.2012.25. [PMID: 22456448]
  • O Simola, M Wiberg, J Jokela, M Wahlsten, K Sivonen, P Syrjä. Pathologic findings and toxin identification in cyanobacterial (Nodularia spumigena) intoxication in a dog. Veterinary pathology. 2012 Sep; 49(5):755-9. doi: 10.1177/0300985811415703. [PMID: 21825312]
  • Ying Yu, Jinhui Xu, Yuan Liu, Shanlei Qiao, Yun Chen. A liquid chromatography-tandem mass spectrometry method for the determination of nodularin-R in human plasma and its preliminary clinical application. Clinica chimica acta; international journal of clinical chemistry. 2012 May; 413(9-10):894-900. doi: 10.1016/j.cca.2012.01.039. [PMID: 22336638]
  • D Algermissen, R Mischke, F Seehusen, J Göbel, A Beineke. Lymphoid depletion in two dogs with nodularin intoxication. The Veterinary record. 2011 Jul; 169(1):15. doi: 10.1136/vr.d1019. [PMID: 21652659]
  • Nina Lehtimäki, Sumathy Shunmugam, Jouni Jokela, Matti Wahlsten, Dalton Carmel, Mika Keränen, Kaarina Sivonen, Eva-Mari Aro, Yagut Allahverdiyeva, Paula Mulo. Nodularin uptake and induction of oxidative stress in spinach (Spinachia oleracea). Journal of plant physiology. 2011 Apr; 168(6):594-600. doi: 10.1016/j.jplph.2010.09.013. [PMID: 21093957]
  • Jian-Wu Sheng, Miao He, Han-Chang Shi. A highly specific immunoassay for microcystin-LR detection based on a monoclonal antibody. Analytica chimica acta. 2007 Nov; 603(1):111-8. doi: 10.1016/j.aca.2007.09.029. [PMID: 17950065]
  • Stephan Pflugmacher, Miikka Olin, Harri Kankaanpää. Nodularin induces oxidative stress in the Baltic Sea brown alga Fucus vesiculosus (Phaeophyceae). Marine environmental research. 2007 Aug; 64(2):149-59. doi: 10.1016/j.marenvres.2006.12.011. [PMID: 17287018]
  • E Strogyloudi, A Giannakourou, C Legrand, A Ruehl, E Granéli. Estimating the accumulation and transfer of Nodularia spumigena toxins by the blue mussel Mytilus edulis: an appraisal from culture and mesocosm experiments. Toxicon : official journal of the International Society on Toxinology. 2006 Sep; 48(4):359-72. doi: 10.1016/j.toxicon.2006.05.009. [PMID: 16876217]
  • Lars Herfindal, Linn Oftedal, Frode Selheim, Matti Wahlsten, Kaarina Sivonen, Stein Ove Døskeland. A high proportion of Baltic Sea benthic cyanobacterial isolates contain apoptogens able to induce rapid death of isolated rat hepatocytes. Toxicon : official journal of the International Society on Toxinology. 2005 Sep; 46(3):252-60. doi: 10.1016/j.toxicon.2005.04.005. [PMID: 15990143]
  • Miina Karjalainen, Marko Reinikainen, Lisa Spoof, Jussi A O Meriluoto, Kaarina Sivonen, Markku Viitasalo. Trophic transfer of cyanobacterial toxins from zooplankton to planktivores: consequences for pike larvae and mysid shrimps. Environmental toxicology. 2005 Jun; 20(3):354-62. doi: 10.1002/tox.20112. [PMID: 15892036]
  • Warren R Davies, William H L Siu, Ralph W Jack, Rudolf S S Wu, Paul K S Lam, Dayanthi Nugegoda. Comparative effects of the blue green algae Nodularia spumigena and a lysed extract on detoxification and antioxidant enzymes in the green lipped mussel (Perna viridis). Marine pollution bulletin. 2005; 51(8-12):1026-33. doi: 10.1016/j.marpolbul.2005.01.008. [PMID: 16291202]
  • Tae Jun Park, Kye Yong Song, Son Hyang Sohn, In Kyoung Lim. Marked inhibition of testosterone biosynthesis by the hepatotoxin nodularin due to apoptosis of Leydig cells. Molecular carcinogenesis. 2002 Jul; 34(3):151-63. doi: 10.1002/mc.10059. [PMID: 12112309]
  • Rheal A Towner, Sharelle A Sturgeon, Nadeem Khan, H Hou, Harold M Swartz. In vivo assessment of nodularin-induced hepatotoxicity in the rat using magnetic resonance techniques (MRI, MRS and EPR oximetry). Chemico-biological interactions. 2002 Mar; 139(3):231-50. doi: 10.1016/s0009-2797(02)00002-9. [PMID: 11879814]
  • Zhanying Zhang, Shunzhang Yu, Chuanwei Chen, Guorong Wei. Study on the distribution of nodularin in tissues and cell level in mice. Zhonghua yu fang yi xue za zhi [Chinese journal of preventive medicine]. 2002 Mar; 36(2):100-2. doi: NULL. [PMID: 12410962]
  • M Spassova, I R Mellor, A G Petrov, K A Beattie, G A Codd, H Vais, P N Usherwood. Pores formed in lipid bilayers and in native membranes by nodularin, a cyanobacterial toxin. European biophysics journal : EBJ. 1995; 24(2):69-76. doi: 10.1007/bf00211401. [PMID: 8582320]