Ricinine (BioDeep_00000398526)

Main id: BioDeep_00000000666

Secondary id: BioDeep_00000866411

natural product PANOMIX_OTCML-2023


代谢物信息卡片


Ricinine

化学式: C8H8N2O2 (164.0585748)
中文名称: 蓖麻碱, 蓖麻鹼
谱图信息: 最多检出来源 Homo sapiens(plant) 10.36%

分子结构信息

SMILES: CN1C=CC(=C(C1=O)C#N)OC
InChI: InChI=1S/C8H8N2O2/c1-10-4-3-7(12-2)6(5-9)8(10)11/h3-4H,1-2H3

描述信息

relative retention time with respect to 9-anthracene Carboxylic Acid is 0.377
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.369

同义名列表

3 个代谢物同义名

Ricinine; Ricinine; Ricinine



数据库引用编号

33 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(1)

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)

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

  • Galal Magdy, Mai H ElNaggar, Fathalla Belal, Heba Elmansi. A novel quality-by-design optimized spectrofluorimetric method for the sensitive determination of ricinine alkaloid in edible oils. Food chemistry. 2023 Mar; 404(Pt A):134588. doi: 10.1016/j.foodchem.2022.134588. [PMID: 36272302]
  • Kai-Xuan Zheng, Cheng-Hua Liu, Sichao Wang, Yu-Min Tzou, Chih-Min Chiang, Shiou-Ruei Lin, Hsiao-Ying Yang, Jerry J Wu, Ya-Hui Chuang. Evaluating the release and metabolism of ricinine from castor cake fertilizer in soils using a LC-QTOF/MS coupled with SIRIUS workflow. Chemosphere. 2023 Jan; 310(?):136865. doi: 10.1016/j.chemosphere.2022.136865. [PMID: 36244422]
  • Domonbabele F D S Hien, Prisca S L Paré, Amanda Cooper, Benjamin K Koama, Edwige Guissou, Koudraogo B Yaméogo, Rakiswendé S Yerbanga, Iain W Farrell, Jean B Ouédraogo, Olivier Gnankiné, Rickard Ignell, Anna Cohuet, Roch K Dabiré, Philip C Stevenson, Thierry Lefèvre. Contrasting effects of the alkaloid ricinine on the capacity of Anopheles gambiae and Anopheles coluzzii to transmit Plasmodium falciparum. Parasites & vectors. 2021 Sep; 14(1):479. doi: 10.1186/s13071-021-04992-z. [PMID: 34526119]
  • Mai H El-Naggar, Fatma M Abdel Bar, Choudhary Harsha, Javadi Monisha, Kuniyoshi Shimizu, Ajaikumar B Kunnumakkara, Farid A Badria. Synthesis of new selective cytotoxic ricinine analogues against oral squamous cell carcinoma. Natural product research. 2021 Jul; 35(13):2145-2156. doi: 10.1080/14786419.2019.1663513. [PMID: 31526148]
  • Stefanie Lefever, Inge Geerts, Edith Vermeulen, Pieter Vermeersch, Frederic De Rydt, Laurens Dobbels, Marc Gillis, Kathleen Croes. Non-Lethal Intoxication by Ingestion of 50 Castor Beans: Serial Measurement of Ricinine in Blood, Plasma and Urine. Journal of analytical toxicology. 2021 May; 45(5):e8-e12. doi: 10.1093/jat/bkaa139. [PMID: 32991682]
  • Kelly Oriakhi, Patrick O Uadia, Farzana Shaheen, Humera Jahan, Collins U Ibeji, Choudhary M Iqbal. Isolation, characterization, and hepatoprotective properties of betulinic acid and ricinine from Tetracarpidium conophorum seeds (Euphorbiaceae). Journal of food biochemistry. 2021 03; 45(3):e13288. doi: 10.1111/jfbc.13288. [PMID: 32529649]
  • Fábio Bucaretchi, Carla F Borrasca-Fernandes, Camila C Prado, Rafael Lanaro, José Luiz Costa, Otávio M Petroni, Tiago Giraldi, Maria Heloísa S L Blotta, Amauri S Justo-Junior, Natália L Sousa, Francisco J L Aragão, Eduardo M De Capitani, Stephen Hyslop. Near-fatal poisoning after ricin injection. Clinical toxicology (Philadelphia, Pa.). 2021 Feb; 59(2):158-168. doi: 10.1080/15563650.2020.1771358. [PMID: 32475181]
  • Marie Staňková, Petr Handlos, Martin Švidrnoch, Vítězslav Maier. Fatal intoxication by intravenous injection of castor bean (Ricinus communis L.) extract-a case study. International journal of legal medicine. 2020 Nov; 134(6):2133-2141. doi: 10.1007/s00414-020-02340-x. [PMID: 32548760]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Mai H El-Naggar, Abdelaziz Elgaml, Fatma M Abdel Bar, Farid A Badria. Antimicrobial and antiquorum-sensing activity of Ricinus communis extracts and ricinine derivatives. Natural product research. 2019 Jun; 33(11):1556-1562. doi: 10.1080/14786419.2017.1423306. [PMID: 29334239]
  • Nick Verougstraete, Dries Helsloot, Christa Deprez, Olivier Heylen, Isabelle Casier, Kathleen Croes. Lethal Injection of a Castor Bean Extract: Ricinine Quantification as a Marker for Ricin Exposure Using a Validated LC-MS/MS Method. Journal of analytical toxicology. 2019 Apr; 43(3):e1-e5. doi: 10.1093/jat/bky100. [PMID: 30590581]
  • Samantha L Isenberg, Melissa D Carter, Michael A Miller, Aleksandra I Noras, Mike A Mojica, Sean T Carlsen, Chinthaka P Bulathsinghala, Jerry D Thomas, Rudolph C Johnson. Quantification of Ricinine and Abrine in Human Plasma by HPLC-MS-MS: Biomarkers of Exposure to Ricin and Abrin. Journal of analytical toxicology. 2018 Nov; 42(9):630-636. doi: 10.1093/jat/bky040. [PMID: 29931062]
  • Sarfaraz Khan Marwat, Fazalur Rehman, Ejaz Ahmad Khan, Mohammad Safdar Baloch, Muhammad Sadiq, Imdad Ullah, Sadaf Javaria, Salma Shaheen. Review - Ricinus cmmunis - Ethnomedicinal uses and pharmacological activities. Pakistan journal of pharmaceutical sciences. 2017 Sep; 30(5):1815-1827. doi: . [PMID: 29084706]
  • Wei Xu, Xiuhua Yan, Rong Shao, Ligen Chen, Zengguang Ke. Optimization of Ultrasonic-Microwave Synergistic Extraction of Ricinine from Castor Cake by Response Surface Methodology. Current pharmaceutical biotechnology. 2016 ; 17(13):1126-1133. doi: 10.2174/1389201017666160920091657. [PMID: 27655362]
  • Vincent O Nyasembe, Xavier Cheseto, Fatma Kaplan, Woodbridge A Foster, Peter E A Teal, James H Tumlinson, Christian Borgemeister, Baldwyn Torto. The Invasive American Weed Parthenium hysterophorus Can Negatively Impact Malaria Control in Africa. PloS one. 2015; 10(9):e0137836. doi: 10.1371/journal.pone.0137836. [PMID: 26367123]
  • Meiqiang Cai, Xiaohong Chen, Xiaoqing Wei, Shengdong Pan, Yonggang Zhao, Micong Jin. Dispersive solid-phase extraction followed by high-performance liquid chromatography/tandem mass spectrometry for the determination of ricinine in cooking oil. Food chemistry. 2014 Sep; 158(?):459-65. doi: 10.1016/j.foodchem.2014.02.114. [PMID: 24731370]
  • Kensuke Ohishi, Kazufumi Toume, Midori A Arai, Samir K Sadhu, Firoj Ahmed, Takamasa Mizoguchi, Motoyuki Itoh, Masami Ishibashi. Ricinine: a pyridone alkaloid from Ricinus communis that activates the Wnt signaling pathway through casein kinase 1α. Bioorganic & medicinal chemistry. 2014 Sep; 22(17):4597-601. doi: 10.1016/j.bmc.2014.07.027. [PMID: 25124862]
  • Jing Peng, Shuang Cai, Lin Wang, Nan Zhao, Ting-jian Zhang, Zai-xing Chen, Fan-hao Meng. A metabonomic analysis of serum from rats treated with ricinine using ultra performance liquid chromatography coupled with mass spectrometry. PloS one. 2014; 9(3):e90416. doi: 10.1371/journal.pone.0090416. [PMID: 24618672]
  • Christopher T Pittman, John M Guido, Elizabeth I Hamelin, Thomas A Blake, Rudolph C Johnson. Analysis of a ricin biomarker, ricinine, in 989 individual human urine samples. Journal of analytical toxicology. 2013 May; 37(4):237-40. doi: 10.1093/jat/bkt010. [PMID: 23471955]
  • Karla M R Souza, Giselle Maria Skelding Pinheiro Guilhon, Lourivaldo Silva Santos, Marcia M Cascaes, Ricardo Souza Secco, Davi S B Brasil, Eloisa H A Andrade, Patricia S B Marinho, Luciano R Freire, Adolfo H Muller. Ricinine and other constituents of Aparisthmium cordatum (Euphorbiaceae). Natural product research. 2013 Mar; 27(4-5):364-70. doi: 10.1080/14786419.2012.695368. [PMID: 22708684]
  • Elizabeth I Hamelin, Rudolph C Johnson, John D Osterloh, David J Howard, Jerry D Thomas. Evaluation of ricinine, a ricin biomarker, from a non-lethal castor bean ingestion. Journal of analytical toxicology. 2012 Nov; 36(9):660-2. doi: 10.1093/jat/bks077. [PMID: 23014889]
  • Yan-Min Liu, Di Tian, He Bao, Gui-Lan Zhao, Jun-Xian Wang. [Study on chemical constituents of root bark of Discocleidion rufescens]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2012 Nov; 35(11):1795-8. doi: . [PMID: 23627092]
  • Qian-Yuan Gao, Fei-Long Hu, Hong-Hong Zhu, Man-Qiang Liu, Hui-Xin Li, Feng Hu. [Control effects of Ricinus communis extracts on Meloidogyne incognita]. Ying yong sheng tai xue bao = The journal of applied ecology. 2011 Nov; 22(11):3033-8. doi: . [PMID: 22303684]
  • Avinash Chandra Tripathi, Rajiv Gupta, Shailendra K Saraf. Phytochemical investigation characterisation and anticonvulsant activity of Ricinus communis seeds in mice. Natural product research. 2011 Nov; 25(19):1881-4. doi: 10.1080/14786419.2010.551753. [PMID: 21870936]
  • H G J Mol, R C J Van Dam, P Zomer, P P J Mulder. Screening of plant toxins in food, feed and botanicals using full-scan high-resolution (Orbitrap) mass spectrometry. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2011 Oct; 28(10):1405-23. doi: 10.1080/19440049.2011.603704. [PMID: 22007891]
  • Sylvia Worbs, Kernt Köhler, Diana Pauly, Marc-André Avondet, Martin Schaer, Martin B Dorner, Brigitte G Dorner. Ricinus communis intoxications in human and veterinary medicine-a summary of real cases. Toxins. 2011 10; 3(10):1332-72. doi: 10.3390/toxins3101332. [PMID: 22069699]
  • Xiaohua He, Stephanie McMahon, Thomas D Henderson, Stephen M Griffey, Luisa W Cheng. Ricin toxicokinetics and its sensitive detection in mouse sera or feces using immuno-PCR. PloS one. 2010 Sep; 5(9):e12858. doi: 10.1371/journal.pone.0012858. [PMID: 20877567]
  • Vera Coopman, Marc De Leeuw, Jan Cordonnier, Werner Jacobs. Suicidal death after injection of a castor bean extract (Ricinus communis L.). Forensic science international. 2009 Aug; 189(1-3):e13-20. doi: 10.1016/j.forsciint.2009.04.019. [PMID: 19477090]
  • Cristiane de Melo Cazal, Jaqueline Raquel Batalhão, Vanessa de Cássia Domingues, Odair Corrêa Bueno, Edson Rodrigues Filho, Moacir R Forim, Maria Fátima G Fernandes da Silva, Paulo Cezar Vieira, João Batista Fernandes. High-speed counter-current chromatographic isolation of ricinine, an insecticide from Ricinus communis. Journal of chromatography. A. 2009 May; 1216(19):4290-4. doi: 10.1016/j.chroma.2009.02.008. [PMID: 19249053]
  • Rudolph C Johnson, Yingtao Zhou, Ram Jain, Sharon W Lemire, Shannon Fox, Pat Sabourin, John R Barr. Quantification of L-abrine in human and rat urine: a biomarker for the toxin abrin. Journal of analytical toxicology. 2009 Mar; 33(2):77-84. doi: 10.1093/jat/33.2.77. [PMID: 19239732]
  • Silas W Smith, Nathan M Graber, Rudolph C Johnson, John R Barr, Robert S Hoffman, Lewis S Nelson. Multisystem organ failure after large volume injection of castor oil. Annals of plastic surgery. 2009 Jan; 62(1):12-4. doi: 10.1097/sap.0b013e31817763bd. [PMID: 19131711]
  • Pamela Mouser, Michael S Filigenzi, Birgit Puschner, Valerie Johnson, Margaret A Miller, Stephen B Hooser. Fatal ricin toxicosis in a puppy confirmed by liquid chromatography/mass spectrometry when using ricinine as a marker. Journal of veterinary diagnostic investigation : official publication of the American Association of Veterinary Laboratory Diagnosticians, Inc. 2007 Mar; 19(2):216-20. doi: 10.1177/104063870701900217. [PMID: 17402623]
  • Rudolph C Johnson, Sharon W Lemire, Adrian R Woolfitt, Maria Ospina, Kerry P Preston, Carl T Olson, John R Barr. Quantification of ricinine in rat and human urine: a biomarker for ricin exposure. Journal of analytical toxicology. 2005 Apr; 29(3):149-55. doi: 10.1093/jat/29.3.149. [PMID: 15842756]
  • Maria Fátima Bigi, Vera L V Torkomian, Suzanne T C S de Groote, Maria José A Hebling, Odair C Bueno, Fernando C Pagnocca, João B Fernandes, Paulo C Vieira, Maria Fátima G F da Silva. Activity of Ricinus communis (Euphorbiaceae) and ricinine against the leaf-cutting ant Atta sexdens rubropilosa (Hymenoptera: Formicidae) and the symbiotic fungus Leucoagaricus gongylophorus. Pest management science. 2004 Sep; 60(9):933-8. doi: 10.1002/ps.892. [PMID: 15382509]
  • Anete C Ferraz, Janete A Anselmo-Franci, Sandra R Perosa, Eduardo F de Castro-Neto, Maria Ines Bellissimo, Brás H de Oliveira, Esper A Cavalheiro, Maria da Graça Naffah-Mazzacoratti, Cláudio Da Cunha. Amino acid and monoamine alterations in the cerebral cortex and hippocampus of mice submitted to ricinine-induced seizures. Pharmacology, biochemistry, and behavior. 2002 Jul; 72(4):779-86. doi: 10.1016/s0091-3057(02)00750-5. [PMID: 12062566]
  • S M Darby, M L Miller, R O Allen. Forensic determination of ricin and the alkaloid marker ricinine from castor bean extracts. Journal of forensic sciences. 2001 Sep; 46(5):1033-42. doi: ". [PMID: 11569541]
  • A C Ferraz, L F Pereira, R L Ribeiro, C Wolfman, J H Medina, F A Scorza, N F Santos, E A Cavalheiro, C Da Cunha. Ricinine-elicited seizures. A novel chemical model of convulsive seizures. Pharmacology, biochemistry, and behavior. 2000 Apr; 65(4):577-83. doi: 10.1016/s0091-3057(99)00250-6. [PMID: 10764909]
  • A C Ferraz, M E Angelucci, M L Da Costa, I R Batista, B H De Oliveira, C Da Cunha. Pharmacological evaluation of ricinine, a central nervous system stimulant isolated from Ricinus communis. Pharmacology, biochemistry, and behavior. 1999 Jul; 63(3):367-75. doi: 10.1016/s0091-3057(99)00007-6. [PMID: 10418776]