Ethanone, 1-(9-azabicyclo(4.2.1)non-2-en-2-yl)-, (1R)- (BioDeep_00000008352)
Secondary id: BioDeep_00001868350
human metabolite blood metabolite
代谢物信息卡片
化学式: C10H15NO (165.1154)
中文名称: (+/-)-2-乙酰基-9-氮杂双环[4.2.1]-2-富马酸壬酯
谱图信息:
最多检出来源 Homo sapiens(blood) 100%
分子结构信息
SMILES: CC(=O)C1=CCCC2CCC1N2
InChI: InChI=1S/C10H15NO/c1-7(12)9-4-2-3-8-5-6-10(9)11-8/h4,8,10-11H,2-3,5-6H2,1H3
数据库引用编号
17 个数据库交叉引用编号
- ChEBI: CHEBI:2706
- KEGG: C10841
- PubChem: 431734
- HMDB: HMDB0248385
- Metlin: METLIN68622
- ChEMBL: CHEMBL25619
- KNApSAcK: C00002273
- chemspider: 381822
- CAS: 85514-42-7
- CAS: 64285-06-9
- PMhub: MS000021961
- PubChem: 13024
- 3DMET: B05487
- NIKKAJI: J18.582E
- KNApSAcK: 2706
- LOTUS: LTS0176948
- wikidata: Q3303006
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)
1 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
- Yanyan Zhang, Sung Vo Duy, Gabriel Munoz, Sébastien Sauvé. Phytotoxic effects of microcystins, anatoxin-a and cylindrospermopsin to aquatic plants: A meta-analysis.
The Science of the total environment.
2022 Mar; 810(?):152104. doi:
10.1016/j.scitotenv.2021.152104
. [PMID: 34863769] - Michal Adamski, Eliza Zimolag, Ariel Kaminski, Justyna Drukała, Jan Bialczyk. Effects of cylindrospermopsin, its decomposition products, and anatoxin-a on human keratinocytes.
The Science of the total environment.
2021 Apr; 765(?):142670. doi:
10.1016/j.scitotenv.2020.142670
. [PMID: 33069473] - Małgorzata Kucała, Michał Saładyga, Ariel Kaminski. Phytoremediation of CYN, MC-LR and ANTX-a from Water by the Submerged Macrophyte Lemna trisulca.
Cells.
2021 03; 10(3):. doi:
10.3390/cells10030699
. [PMID: 33801135] - Ariel Kaminski, Christine Edwards, Ewelina Chrapusta-Srebrny, Linda A Lawton. Anatoxin-a degradation by using titanium dioxide.
The Science of the total environment.
2021 Feb; 756(?):143590. doi:
10.1016/j.scitotenv.2020.143590
. [PMID: 33250246] - 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] - Qi Li, Peng Gu, Chen Zhang, Xin Luo, Hao Zhang, Jibiao Zhang, Zheng Zheng. Combined toxic effects of anatoxin-a and microcystin-LR on submerged macrophytes and biofilms.
Journal of hazardous materials.
2020 05; 389(?):122053. doi:
10.1016/j.jhazmat.2020.122053
. [PMID: 31978825] - Wanda Czyżewska, Marlena Piontek, Katarzyna Łuszczyńska. The Occurrence of Potential Harmful Cyanobacteria and Cyanotoxins in the Obrzyca River (Poland), a Source of Drinking Water.
Toxins.
2020 04; 12(5):. doi:
10.3390/toxins12050284
. [PMID: 32354080] - Keith Bouma-Gregson, Matthew R Olm, Alexander J Probst, Karthik Anantharaman, Mary E Power, Jillian F Banfield. Impacts of microbial assemblage and environmental conditions on the distribution of anatoxin-a producing cyanobacteria within a river network.
The ISME journal.
2019 06; 13(6):1618-1634. doi:
10.1038/s41396-019-0374-3
. [PMID: 30809011] - Evanthia Mantzouki, Miquel Lürling, Jutta Fastner, Lisette de Senerpont Domis, Elżbieta Wilk-Woźniak, Judita Koreivienė, Laura Seelen, Sven Teurlincx, Yvon Verstijnen, Wojciech Krztoń, Edward Walusiak, Jūratė Karosienė, Jūratė Kasperovičienė, Ksenija Savadova, Irma Vitonytė, Carmen Cillero-Castro, Agnieszka Budzyńska, Ryszard Goldyn, Anna Kozak, Joanna Rosińska, Elżbieta Szeląg-Wasielewska, Piotr Domek, Natalia Jakubowska-Krepska, Kinga Kwasizur, Beata Messyasz, Aleksandra Pełechaty, Mariusz Pełechaty, Mikolaj Kokocinski, Ana García-Murcia, Monserrat Real, Elvira Romans, Jordi Noguero-Ribes, David Parreño Duque, Elísabeth Fernández-Morán, Nusret Karakaya, Kerstin Häggqvist, Nilsun Demir, Meryem Beklioğlu, Nur Filiz, Eti E. Levi, Uğur Iskin, Gizem Bezirci, Ülkü Nihan Tavşanoğlu, Koray Özhan, Spyros Gkelis, Manthos Panou, Özden Fakioglu, Christos Avagianos, Triantafyllos Kaloudis, Kemal Çelik, Mete Yilmaz, Rafael Marcé, Nuria Catalán, Andrea G. Bravo, Moritz Buck, William Colom-Montero, Kristiina Mustonen, Don Pierson, Yang Yang, Pedro M. Raposeiro, Vítor Gonçalves, Maria G. Antoniou, Nikoletta Tsiarta, Valerie McCarthy, Victor C. Perello, Tõnu Feldmann, Alo Laas, Kristel Panksep, Lea Tuvikene, Ilona Gagala, Joana Mankiewicz-Boczek, Meral Apaydın Yağcı, Şakir Çınar, Kadir Çapkın, Abdulkadir Yağcı, Mehmet Cesur, Fuat Bilgin, Cafer Bulut, Rahmi Uysal, Ulrike Obertegger, Adriano Boscaini, Giovanna Flaim, Nico Salmaso, Leonardo Cerasino, Jessica Richardson, Petra M. Visser, Jolanda M. H. Verspagen, Tünay Karan, Elif Neyran Soylu, Faruk Maraşlıoğlu, Agnieszka Napiórkowska-Krzebietke, Agnieszka Ochocka, Agnieszka Pasztaleniec, Ana M. Antão-Geraldes, Vitor Vasconcelos, João Morais, Micaela Vale, Latife Köker, Reyhan Akçaalan, Meriç Albay, Dubravka Špoljarić Maronić, Filip Stević, Tanja Žuna Pfeiffer, Jeremy Fonvielle, Dietmar Straile, Karl-Otto Rothhaupt, Lars-Anders Hansson, Pablo Urrutia-Cordero, Luděk Bláha, Rodan Geriš, Markéta Fránková, Mehmet Ali Turan Koçer, Mehmet Tahir Alp, Spela Remec-Rekar, Tina Elersek, Theodoros Triantis, Sevasti-Kiriaki Zervou, Anastasia Hiskia, Sigrid Haande, Birger Skjelbred, Beata Madrecka, Hana Nemova, Iveta Drastichova, Lucia Chomova, Christine Edwards, Tuğba Ongun Sevindik, Hatice Tunca, Burçin Önem, Boris Aleksovski, Svetislav Krstić, Itana Bokan Vucelić, Lidia Nawrocka, Pauliina Salmi, Danielle Machado-Vieira, Alinne Gurjão de Oliveira, Jordi Delgado-Martín, David García, Jose Luís Cereijo, Joan Gomà, Mari Carmen Trapote, Teresa Vegas-Vilarrúbia, Biel Obrador, Magdalena Grabowska, Maciej Karpowicz, Damian Chmura, Bárbara Úbeda, José Ángel Gálvez, Arda Özen, Kirsten Seestern Christoffersen, Trine Perlt Warming, Justyna Kobos, Hanna Mazur-Marzec, Carmen Pérez-Martínez, Eloísa Ramos-Rodríguez, Lauri Arvola, Pablo Alcaraz-Párraga, Magdalena Toporowska, Barbara Pawlik-Skowronska, Michał Niedźwiecki, Wojciech Pęczuła, Manel Leira, Armand Hernández, Enrique Moreno-Ostos, José María Blanco, Valeriano Rodríguez, Jorge Juan Montes-Pérez, Roberto L. Palomino, Estela Rodríguez-Pérez, Rafael Carballeira, Antonio Camacho, Antonio Picazo, Carlos Rochera, Anna C. Santamans, Carmen Ferriol, Susana Romo, Juan Miguel Soria, Julita Dunalska, Justyna Sieńska, Daniel Szymański, Marek Kruk, Iwona Kostrzewska-Szlakowska, Iwona Jasser, Petar Žutinić, Marija Gligora Udovič, Anđelka Plenković-Moraj, Magdalena Frąk, Agnieszka Bańkowska-Sobczak, Michał Wasilewicz, Korhan Özkan, Valentini Maliaka, Kersti Kangro, Hans-Peter Grossart, Hans W. Paerl, Cayelan C. Carey, Bas W. Ibelings. Temperature Effects Explain Continental Scale Distribution of Cyanobacterial Toxins.
Toxins.
2018 04; 10(4):. doi:
10.3390/toxins10040156
. [PMID: 29652856] - Ewelina Chrapusta, Michał Węgrzyn, Kornelia Zabaglo, Ariel Kaminski, Michal Adamski, Paulina Wietrzyk, Jan Bialczyk. Microcystins and anatoxin-a in Arctic biocrust cyanobacterial communities.
Toxicon : official journal of the International Society on Toxinology.
2015 Jul; 101(?):35-40. doi:
10.1016/j.toxicon.2015.04.016
. [PMID: 25937338] - Ariel Kaminski, Beata Bober, Ewelina Chrapusta, Jan Bialczyk. Phytoremediation of anatoxin-a by aquatic macrophyte Lemna trisulca L.
Chemosphere.
2014 Oct; 112(?):305-10. doi:
10.1016/j.chemosphere.2014.04.064
. [PMID: 25048920] - Mi-Hee Ha, Valeska Contardo-Jara, Stephan Pflugmacher. Uptake of the cyanobacterial neurotoxin, anatoxin-a, and alterations in oxidative stress in the submerged aquatic plant Ceratophyllum demersum.
Ecotoxicology and environmental safety.
2014 Mar; 101(?):205-12. doi:
10.1016/j.ecoenv.2013.12.023
. [PMID: 24507147] - Maitham Ahmed Al-Sammak, Kyle D Hoagland, David Cassada, Daniel D Snow. Co-occurrence of the cyanotoxins BMAA, DABA and anatoxin-a in Nebraska reservoirs, fish, and aquatic plants.
Toxins.
2014 Jan; 6(2):488-508. doi:
10.3390/toxins6020488
. [PMID: 24476710] - Maitham Ahmed Al-Sammak, Kyle D Hoagland, Daniel D Snow, David Cassada. Methods for simultaneous detection of the cyanotoxins BMAA, DABA, and anatoxin-a in environmental samples.
Toxicon : official journal of the International Society on Toxinology.
2013 Dec; 76(?):316-25. doi:
10.1016/j.toxicon.2013.10.015
. [PMID: 24140919] - Mi-Hee Ha, Stephan Pflugmacher. Phytotoxic effects of the cyanobacterial neurotoxin anatoxin-a: morphological, physiological and biochemical responses in aquatic macrophyte, Ceratophyllum demersum.
Toxicon : official journal of the International Society on Toxinology.
2013 Aug; 70(?):1-8. doi:
10.1016/j.toxicon.2013.03.021
. [PMID: 23578514] - Sara Bogialli, Federica Nigro di Gregorio, Luca Lucentini, Emanuele Ferretti, Massimo Ottaviani, Nicola Ungaro, Pier Paolo Abis, Matteo Cannarozzi de Grazia. Management of a toxic cyanobacterium bloom (Planktothrix rubescens) affecting an Italian drinking water basin: a case study.
Environmental science & technology.
2013 Jan; 47(1):574-83. doi:
10.1021/es302260p
. [PMID: 23167492] - Hongmei Zhang, Zichun Fu, Xiaolin Liu, Weiwei Zheng, Xia Wang, Congcong Yu, Songhui Jiang, Weidong Qu. [Determination of anatoxin-a in raw and finished water from two water plants in Shanghai by high performance liquid chromatography].
Wei sheng yan jiu = Journal of hygiene research.
2012 Nov; 41(6):971-5, 980. doi:
"
. [PMID: 23424879] - Anna Rymuszka, Łukasz Adaszek. Pro- and anti-inflammatory cytokine expression in carp blood and head kidney leukocytes exposed to cyanotoxin stress--an in vitro study.
Fish & shellfish immunology.
2012 Aug; 33(2):382-8. doi:
10.1016/j.fsi.2012.05.021
. [PMID: 22641113] - A Bownik, A Rymuszka, A Sierosławska, T Skowroński. Anatoxin-a induces apoptosis of leukocytes and decreases the proliferative ability of lymphocytes of common carp (Cyprinus carpio L.) in vitro.
Polish journal of veterinary sciences.
2012; 15(3):531-5. doi:
10.2478/v10181-012-0082-7
. [PMID: 23214375] - Adak Nasiripourdori, Valérie Taly, Thomas Grutter, Antoine Taly. From toxins targeting ligand gated ion channels to therapeutic molecules.
Toxins.
2011 03; 3(3):260-93. doi:
10.3390/toxins3030260
. [PMID: 22069709] - Birgit Puschner, Chap Pratt, Elizabeth R Tor. Treatment and diagnosis of a dog with fulminant neurological deterioration due to anatoxin--a intoxication.
Journal of veterinary emergency and critical care (San Antonio, Tex. : 2001).
2010 Oct; 20(5):518-22. doi:
10.1111/j.1476-4431.2010.00578.x
. [PMID: 20955303] - G Vasas, G Borbely, P Nánási, P P Nánási. Alkaloids from cyanobacteria with diverse powerful bioactivities.
Mini reviews in medicinal chemistry.
2010 Sep; 10(10):946-55. doi:
10.2174/138955710792007231
. [PMID: 21034416] - Sarah E Edwards, Kathrin E Martz, Anja Rogge, Michael Heinrich. Edaphic and Phytochemical Factors as Predictors of Equine Grass Sickness Cases in the UK.
Frontiers in pharmacology.
2010; 1(?):122. doi:
10.3389/fphar.2010.00122
. [PMID: 21833167] - Sana Saqrane, Brahim Oudra. CyanoHAB occurrence and water irrigation cyanotoxin contamination: ecological impacts and potential health risks.
Toxins.
2009 12; 1(2):113-22. doi:
10.3390/toxins1020113
. [PMID: 22069535] - F Campos, R Durán, L Vidal, L R F Faro, M Alfonso. In vivo neurochemical characterization of anatoxin-a evoked dopamine release from striatum.
Journal of neural transmission (Vienna, Austria : 1996).
2007 Feb; 114(2):173-84. doi:
10.1007/s00702-006-0542-2
. [PMID: 16897603] - Stephan Pflugmacher, Katharina Jung, Linn Lundvall, Stefanie Neumann, Anja Peuthert. Effects of cyanobacterial toxins and cyanobacterial cell-free crude extract on germination of alfalfa (Medicago sativa) and induction of oxidative stress.
Environmental toxicology and chemistry.
2006 Sep; 25(9):2381-7. doi:
10.1897/05-615r.1
. [PMID: 16986793] - Ian Stewart, Philip J Schluter, Glen R Shaw. Cyanobacterial lipopolysaccharides and human health - a review.
Environmental health : a global access science source.
2006 Mar; 5(?):7. doi:
10.1186/1476-069x-5-7
. [PMID: 16563160] - Alireza Ghassempour, Nahid Mashkouri Najafi, Ali Mehdinia, Saied Saeed Hosseiny Davarani, Maryam Fallahi, Maryam Nakhshab. Analysis of anatoxin-a using polyaniline as a sorbent in solid-phase microextraction coupled to gas chromatography-mass spectrometry.
Journal of chromatography. A.
2005 Jun; 1078(1-2):120-7. doi:
10.1016/j.chroma.2005.04.053
. [PMID: 16007989] - Simon M Mitrovic, Stephan Pflugmacher, Kevin J James, Ambrose Furey. Anatoxin-a elicits an increase in peroxidase and glutathione S-transferase activity in aquatic plants.
Aquatic toxicology (Amsterdam, Netherlands).
2004 Jun; 68(2):185-92. doi:
10.1016/j.aquatox.2004.03.017
. [PMID: 15145228] - Mila Maizels, William L Budde. A LC/MS method for the determination of cyanobacteria toxins in water.
Analytical chemistry.
2004 Mar; 76(5):1342-51. doi:
10.1021/ac035118n
. [PMID: 14987091] - P V Lakshmana Rao, R Bhattacharya, Nidhi Gupta, M M Parida, A S B Bhaskar, Rupa Dubey. Involvement of caspase and reactive oxygen species in cyanobacterial toxin anatoxin-a-induced cytotoxicity and apoptosis in rat thymocytes and Vero cells.
Archives of toxicology.
2002 May; 76(4):227-35. doi:
10.1007/s00204-002-0330-1
. [PMID: 12029386] - W O Cook, A M Dahlem, K S Harlin, V R Beasley, S B Hooser, W M Haschek, W W Carmicheal. Reversal of cholinesterase inhibition and clinical signs and the postmortem findings in mice after intraperitoneal administration of anatoxin-a(s), paraoxon or pyridostigmine.
Veterinary and human toxicology.
1991 Feb; 33(1):1-4. doi:
NULL
. [PMID: 2017858] - A L Sirén, G Feuerstein. Cardiovascular effects of anatoxin-A in the conscious rat.
Toxicology and applied pharmacology.
1990 Jan; 102(1):91-100. doi:
10.1016/0041-008x(90)90086-a
. [PMID: 2104994] - M M Ross, D A Kidwell, J H Callahan. Mass spectrometric analysis of anatoxin-a.
Journal of analytical toxicology.
1989 Nov; 13(6):317-21. doi:
10.1093/jat/13.6.317
. [PMID: 2578029] - N A Mahmood, W W Carmichael. Anatoxin-a(s), an anticholinesterase from the cyanobacterium Anabaena flos-aquae NRC-525-17.
Toxicon : official journal of the International Society on Toxinology.
1987; 25(11):1221-7. doi:
10.1016/0041-0101(87)90140-1
. [PMID: 3124299] - N A Mahmood, W W Carmichael. The pharmacology of anatoxin-a(s), a neurotoxin produced by the freshwater cyanobacterium Anabaena flos-aquae NRC 525-17.
Toxicon : official journal of the International Society on Toxinology.
1986; 24(5):425-34. doi:
10.1016/0041-0101(86)90074-7
. [PMID: 3087030] - G REGINSTER HANEUSE, J GERARDY. [TETANUS SERUM AND ANATOXIN].
Archives belges de medecine sociale, hygiene, medecine du travail et medecine legale. Belgisch archief van sociale geneeskunde, hygiene, arbeidsgeneeskunde en gerechtelijke geneeskunde.
1964 Feb; 22(?):73-80. doi:
NULL
. [PMID: 14167345] - A I ILLIUTOVICH, B N RAIKIS, I I LABETSKII. [FEATURES OF IMMUNOGENESIS IN GUINEA PIGS VACCINATED WITH SORBED TETANUS ANATOXIN DURING RADIATION INJURY].
Zhurnal mikrobiologii, epidemiologii i immunobiologii.
1963 Jul; 40(?):61-4. doi:
NULL
. [PMID: 14078613] - M STOJSIC, Z VOJVODIC. [The outcome of tetanus with special reference to serum therapy, use of anatoxins and surgical interventions].
Medicinski arhiv.
1962 Jul; 16(?):1-8. doi:
NULL
. [PMID: 13984301] - J BLASS, M RAYNAUD. [On a method for the determination of the 6-amino groups of lysine combined with formol in anatoxins with 1-fluoro-2, 4-dinitrobenzene. Experiences formed with bovine serum albumin].
Bulletin de la Societe de chimie biologique.
1960; 42(?):491-4. doi:
NULL
. [PMID: 13801365] - Z DEKA, L POLTORAK, A RYZEWSKA. [Studies on prevention of tetanus with the aid of simultaneous application of anti-tetanus serum and tetanus anatoxin].
Polski przeglad chirurgiczny.
1959 Jan; 31(1):3-14. doi:
NULL
. [PMID: 13657750] - R KOURILSKY, R PIERON. [Specific serum-anatoxin therapy and other methods of tetanus therapy].
Revue de pathologie generale et de physiologie clinique.
1958 Jan; 58(694):117-36. doi:
NULL
. [PMID: 13528432] - G RAMON. [Prophylaxis of tetanus; serum and anatoxin vaccination].
Der Chirurg; Zeitschrift fur alle Gebiete der operativen Medizen.
1957 Jan; 28(1):1-2. doi:
NULL
. [PMID: 13404671] - R H REGAMEY, K SIMON, M WANTZ. [Prevention of tetanus: injection combined of serum and anatoxin].
Schweizerische Zeitschrift fur Pathologie und Bakteriologie. Revue suisse de pathologie et de bacteriologie.
1955; 18(5):1157-63. doi:
NULL
. [PMID: 13311484] - R PIERRET. [A case of trismus after preventive injections in a wounded child who had not been vaccinated with antitetanic serum or anatoxin].
Maroc medical.
1954 Mar; 33(346):268-9. doi:
NULL
. [PMID: 13213274] - M GUILLAUMIE, A KREGUER, M GEOFFROY. [Antitoxic activity of the serum of animals receiving for several months injections of septicum toxin or histolyticum anatoxin, then simultaneous injections of septicum toxin and histolyticum anatoxin].
Annales de l'Institut Pasteur.
1954 Feb; 86(2):197-203. doi:
NULL
. [PMID: 13158945] - A CORCOS, S MOKADDEM, A STA'MRAD, S ABITBOL. [Six new cases of generalized tetanus; combined treatment with anti-tetanus serum, penicillin, anatoxin; recovery].
Revue d'immunologie et de therapie antimicrobienne.
1951; 15(5-6):367-70. doi:
NULL
. [PMID: 14942200] - E LEMETAYER, L NICOL, O GIRARD, R CORVAZIER, M CHEYROUX. [Experimental research on the interaction of serum, anatoxin, specific toxin and tissue in prevention and treatment of tetanus].
Annales de l'Institut Pasteur.
1950 Nov; 79(5):672-710. doi:
NULL
. [PMID: 14800000]