Tabun (BioDeep_00000662978)
代谢物信息卡片
[dimethylamino(ethoxy)phosphoryl]formonitrile
化学式: C5H11N2O2P (162.0558)
中文名称: 二甲胺氰磷酸乙酯
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCOP(=O)(C#N)N(C)C
InChI: InChI=1S/C5H11N2O2P/c1-4-9-10(8,5-6)7(2)3/h4H2,1-3H3
描述信息
D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D002800 - Cholinesterase Inhibitors
D009676 - Noxae > D011042 - Poisons > D002619 - Chemical Warfare Agents
D004791 - Enzyme Inhibitors
同义名列表
3 个代谢物同义名
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)
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。
| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Zhongfang Xing, Ruiqian Zhang, Zhehui Zhao, Ling Yuan, Huilan Yu, Yang Yang, Yuntao Yang, Shilei Liu, Chengxin Pei. Qualitative Analysis of Novel Flavonoid Adducts from Nerve Agent Tabun-Exposed Arabidopsis thaliana (L.) Based on Quadrupole-Time of Flight Mass Spectrometry.
Molecules (Basel, Switzerland).
2023 Mar; 28(6):. doi:
10.3390/molecules28062581. [PMID: 36985553] - Feiyan Fu, Haibo Liu, Runli Gao, Pengcheng Zhao, Xiaogang Lu, Ruihua Zhang, Liangliang Wang, Hongmei Wang, Chengxin Pei. Protein adduct binding properties of tabun-subtype nerve agents after exposure in vitro and in vivo.
Toxicology letters.
2020 Mar; 321(?):1-11. doi:
10.1016/j.toxlet.2019.12.014. [PMID: 31846690] - Nikolina Maček Hrvat, Jarosław Kalisiak, Goran Šinko, Zoran Radić, K Barry Sharpless, Palmer Taylor, Zrinka Kovarik. Evaluation of high-affinity phenyltetrahydroisoquinoline aldoximes, linked through anti-triazoles, as reactivators of phosphylated cholinesterases.
Toxicology letters.
2020 Mar; 321(?):83-89. doi:
10.1016/j.toxlet.2019.12.016. [PMID: 31863869] - Xiao-Sen Li, Ji-Na Wu, Long Yan, Zhong-Fang Xing, Chang-Cai Liu, Bo Chen, Ling Yuan, Yang Yang. Fluoride reactivation-enabled sensitive quantification of tabun adducts on human serum albumin by GC-MS/MS via isotope dilution.
Bioanalysis.
2019 Dec; 11(23):2145-2159. doi:
10.4155/bio-2019-0161. [PMID: 31729243] - P Kumar, D Swami, D P Nagar, K P Singh, J Acharya, H N Karade, R Yadav. In vivo protection studies of bis-quaternary 2-(hydroxyimino)- N-(pyridin-3-yl) acetamide derivatives (HNK oximes) against tabun and soman poisoning in Swiss albino mice.
Human & experimental toxicology.
2017 Dec; 36(12):1270-1285. doi:
10.1177/0960327116685888. [PMID: 28078916] - Fengjuan Sun, Junjie Ding, Xiaogang Lu, Runli Gao, Xiaojing Lu, Enxue Shi, Hongmei Wang, Chengxin Pei. Mass spectral characterization of tabun-labeled lysine biomarkers in albumin.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2017 Jul; 1057(?):54-61. doi:
10.1016/j.jchromb.2017.04.047. [PMID: 28500932] - Valentina Bušić, Maja Katalinić, Goran Šinko, Zrinka Kovarik, Dajana Gašo-Sokač. Pyridoxal oxime derivative potency to reactivate cholinesterases inhibited by organophosphorus compounds.
Toxicology letters.
2016 Nov; 262(?):114-122. doi:
10.1016/j.toxlet.2016.09.015. [PMID: 27693733] - Gabriele Horn, Timo Wille, Kamil Musilek, Kamil Kuca, Horst Thiermann, Franz Worek. Reactivation kinetics of 31 structurally different bispyridinium oximes with organophosphate-inhibited human butyrylcholinesterase.
Archives of toxicology.
2015 Mar; 89(3):405-14. doi:
10.1007/s00204-014-1288-5. [PMID: 24912784] - Dimo Dimov, Radka Hadjiolova, Kamen Kanev, Radka Tomova, Anna Michova, Todor Todorov, Rumen Murdjev, Temenujka Boneva, Ivanka Dimova. Cardiac and renal nitrosative-oxidative stress after acute poisoning by a nerve agent Tabun.
Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering.
2015; 50(8):824-9. doi:
10.1080/10934529.2015.1019801. [PMID: 26030688] - Suzana Zunec, Nevenka Kopjar, Davor Zeljezić, Kamil Kuca, Kamil Musilek, Ana Lucić Vrdoljak. In vivo evaluation of cholinesterase activity, oxidative stress markers, cyto- and genotoxicity of K048 oxime–a promising antidote against organophosphate poisoning.
Basic & clinical pharmacology & toxicology.
2014 Apr; 114(4):344-51. doi:
10.1111/bcpt.12158. [PMID: 24741714] - Timo Wille, Horst Thiermann, Franz Worek. In vitro kinetics of nerve agent degradation by fresh frozen plasma (FFP).
Archives of toxicology.
2014 Feb; 88(2):301-7. doi:
10.1007/s00204-013-1130-5. [PMID: 24057572] - J Von Der Wellen, F Worek, H Thiermann, T Wille. Investigations of kinetic interactions between lipid emulsions, hydroxyethyl starch or dextran and organophosphorus compounds.
Clinical toxicology (Philadelphia, Pa.).
2013 Dec; 51(10):918-22. doi:
10.3109/15563650.2013.857025. [PMID: 24199642] - Robert VanDine, Uma Mahesh Babu, Peter Condon, Arlene Mendez, Robert Sambursky. A 10-minute point-of-care assay for detection of blood protein adducts resulting from low level exposure to organophosphate nerve agents.
Chemico-biological interactions.
2013 Mar; 203(1):108-12. doi:
10.1016/j.cbi.2012.11.011. [PMID: 23200942] - Lakshmi Chandrasekaran, Tatyana Belinskaya, Ashima Saxena. In vitro characterization of organophosphorus compound hydrolysis by native and recombinant human prolidase.
Toxicology in vitro : an international journal published in association with BIBRA.
2013 Feb; 27(1):499-506. doi:
10.1016/j.tiv.2012.05.012. [PMID: 22677456] - Ellen G Duysen, John R Cashman, Lawrence M Schopfer, Florian Nachon, Patrick Masson, Oksana Lockridge. Differential sensitivity of plasma carboxylesterase-null mice to parathion, chlorpyrifos and chlorpyrifos oxon, but not to diazinon, dichlorvos, diisopropylfluorophosphate, cresyl saligenin phosphate, cyclosarin thiocholine, tabun thiocholine, and carbofuran.
Chemico-biological interactions.
2012 Feb; 195(3):189-98. doi:
10.1016/j.cbi.2011.12.006. [PMID: 22209767] - Michael Costante, Lionel Biggemann, Yonas Alamneh, Iswarduth Soojhawon, Radley Short, Savita Nigam, Gregory Garcia, Bhupendra P Doctor, Manojkumar Valiyaveettil, Madhusoodana P Nambiar. Hydrolysis potential of recombinant human skin and kidney prolidase against diisopropylfluorophosphate and sarin by in vitro analysis.
Toxicology in vitro : an international journal published in association with BIBRA.
2012 Feb; 26(1):182-8. doi:
10.1016/j.tiv.2011.11.006. [PMID: 22120822] - Miroslav Pohanka, Jana Zdarova Karasova, Kamil Musilek, Kamil Kuca, Young-Sik Jung, Jiri Kassa. Changes of rat plasma total low molecular weight antioxidant level after tabun exposure and consequent treatment by acetylcholinesterase reactivators.
Journal of enzyme inhibition and medicinal chemistry.
2011 Feb; 26(1):93-7. doi:
10.3109/14756361003733613. [PMID: 20569082] - Manojkumar Valiyaveettil, Yonas Alamneh, Lionel Biggemann, Iswarduth Soojhawon, Bhupendra P Doctor, Madhusoodana P Nambiar. Efficient hydrolysis of the chemical warfare nerve agent tabun by recombinant and purified human and rabbit serum paraoxonase 1.
Biochemical and biophysical research communications.
2010 Dec; 403(1):97-102. doi:
10.1016/j.bbrc.2010.10.125. [PMID: 21040699] - O Tenberken, J Mikler, I Hill, K Weatherby, H Thiermann, F Worek, G Reiter. Toxicokinetics of tabun enantiomers in anaesthetized swine after intravenous tabun administration.
Toxicology letters.
2010 Oct; 198(2):177-81. doi:
10.1016/j.toxlet.2010.06.012. [PMID: 20599598] - Zrinka Kovarik, Maja Katalinić, Goran Sinko, Jiri Binder, Ondrej Holas, Young-Sik Jung, Lucie Musilova, Daniel Jun, Kamil Kuca. Pseudo-catalytic scavenging: searching for a suitable reactivator of phosphorylated butyrylcholinesterase.
Chemico-biological interactions.
2010 Sep; 187(1-3):167-71. doi:
10.1016/j.cbi.2010.02.023. [PMID: 20206154] - J A van der Meer, H C Trap, D Noort, M J van der Schans. Comprehensive gas chromatography with Time of Flight MS and large volume introduction for the detection of fluoride-induced regenerated nerve agent in biological samples.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2010 May; 878(17-18):1320-5. doi:
10.1016/j.jchromb.2010.02.019. [PMID: 20308021] - Oliver Tenberken, Franz Worek, Horst Thiermann, Georg Reiter. Development and validation of a sensitive gas chromatography-ammonia chemical ionization mass spectrometry method for the determination of tabun enantiomers in hemolysed blood and plasma of different species.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2010 May; 878(17-18):1290-6. doi:
10.1016/j.jchromb.2009.09.002. [PMID: 19766064] - Miroslav Pohanka, Jana Zdarova Karasova, Kamil Musilek, Kamil Kuca, Jiri Kassa. Effect of five acetylcholinesterase reactivators on tabun-intoxicated rats: induction of oxidative stress versus reactivation efficacy.
Journal of applied toxicology : JAT.
2009 Aug; 29(6):483-8. doi:
10.1002/jat.1432. [PMID: 19338015] - N Aurbek, H Thiermann, F Eyer, P Eyer, F Worek. Suitability of human butyrylcholinesterase as therapeutic marker and pseudo catalytic scavenger in organophosphate poisoning: a kinetic analysis.
Toxicology.
2009 May; 259(3):133-9. doi:
10.1016/j.tox.2009.02.014. [PMID: 19428953] - Zrinka Kovarik, Ana Lucić Vrdoljak, Suzana Berend, Maja Katalinić, Kamil Kuc, Kamil Musilek, Bozica Radić. Evaluation of oxime k203 as antidote in tabun poisoning.
Arhiv za higijenu rada i toksikologiju.
2009 Mar; 60(1):19-26. doi:
10.2478/10004-1254-60-2009-1890. [PMID: 19329372] - Maja Calić, Anita Bosak, Kamil Kuca, Zrinka Kovarik. Interactions of butane, but-2-ene or xylene-like linked bispyridinium para-aldoximes with native and tabun-inhibited human cholinesterases.
Chemico-biological interactions.
2008 Sep; 175(1-3):305-8. doi:
10.1016/j.cbi.2008.04.010. [PMID: 18501885] - D Jun, L Musilova, K Kuca, J Kassa, J Bajgar. Potency of several oximes to reactivate human acetylcholinesterase and butyrylcholinesterase inhibited by paraoxon in vitro.
Chemico-biological interactions.
2008 Sep; 175(1-3):421-4. doi:
10.1016/j.cbi.2008.05.004. [PMID: 18617161] - Ana Lucić Vrdoljak, Maja Calić, Bozica Radić, Suzana Berend, Daniel Jun, Kamil Kuca, Zrinka Kovarik. Pretreatment with pyridinium oximes improves antidotal therapy against tabun poisoning.
Toxicology.
2006 Nov; 228(1):41-50. doi:
10.1016/j.tox.2006.08.012. [PMID: 16982122] - Carla E A M Degenhardt, Kees Pleijsier, Marcel J van der Schans, Jan P Langenberg, Kerry E Preston, Maria I Solano, V L Maggio, John R Barr. Improvements of the fluoride reactivation method for the verification of nerve agent exposure.
Journal of analytical toxicology.
2004 Jul; 28(5):364-71. doi:
10.1093/jat/28.5.364. [PMID: 15239857] - P L Platteborze, C A Broomfield. Expression of biologically active human butyrylcholinesterase in the cabbage looper (Trichoplusia ni).
Biotechnology and applied biochemistry.
2000 06; 31(3):225-9. doi:
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Drug and chemical toxicology.
1994; 17(1):15-34. doi:
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Biochemical pharmacology.
1993 Jun; 45(12):2465-74. doi:
10.1016/0006-2952(93)90228-o. [PMID: 8328984] - E Reiner, E Pavković, Z Radić, V Simeon. Differentiation of esterases reacting with organophosphorus compounds.
Chemico-biological interactions.
1993 Jun; 87(1-3):77-83. doi:
10.1016/0009-2797(93)90027-v. [PMID: 8393750] - D M Maxwell. The specificity of carboxylesterase protection against the toxicity of organophosphorus compounds.
Toxicology and applied pharmacology.
1992 Jun; 114(2):306-12. doi:
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1992; 72(2):117-29. doi:
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Pharmacology & toxicology.
1989 Sep; 65(3):181-4. doi:
10.1111/j.1600-0773.1989.tb01152.x. [PMID: 2813290] - M G Hamilton, P M Lundy. HI-6 therapy of soman and tabun poisoning in primates and rodents.
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1989; 63(2):144-9. doi:
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Toxicology.
1987 Nov; 46(3):329-41. doi:
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1987; 61(1):70-5. doi:
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Fundamental and applied toxicology : official journal of the Society of Toxicology.
1986 Nov; 7(4):646-57. doi:
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Fundamental and applied toxicology : official journal of the Society of Toxicology.
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