Cyclosarin (BioDeep_00000177840)
human metabolite blood metabolite
代谢物信息卡片
Cyclohexyl methylphosphonofluoridate, (-)-isomer
化学式: C7H14FO2P (180.0715406)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CP(=O)(OC1CCCCC1)F
InChI: InChI=1S/C7H14FO2P/c1-11(8,9)10-7-5-3-2-4-6-7/h7H,2-6H2,1H3
数据库引用编号
6 个数据库交叉引用编号
- PubChem: 64505
- HMDB: HMDB0250681
- ChEMBL: CHEMBL4066149
- Wikipedia: Cyclosarin
- chemspider: 58069
- CAS: 329-99-7
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
- Merav Blanca, Avital Shifrovitch, Shlomit Dachir, Shlomi Lazar, Maor Elgarisi, Dana Marder, Tamar Shamai Yamin, Shlomi Baranes, Meir Avraham, Hani Dekel Jaoui, Shai Dagan, Avi Weissberg. Highly sensitive retrospective determination of organophosphorous nerve agent biomarkers in human urine implemented in vivo in rabbit.
Archives of toxicology.
2020 09; 94(9):3033-3044. doi:
10.1007/s00204-020-02827-x. [PMID: 32627075] - Katie M Rubin, Bruce A Goldberger, Timothy J Garrett. Detection of Chemical Weapon Nerve Agents in Bone by Liquid Chromatography-Mass Spectrometry.
Journal of analytical toxicology.
2020 May; 44(4):391-401. doi:
10.1093/jat/bkz118. [PMID: 32103269] - Feiyan Fu, Haibo Liu, Xiaogang Lu, Ruihua Zhang, Liqin Li, Runli Gao, Jianwei Xie, Hongmei Wang, Chengxin Pei. Identification of S419 on human serum albumin as a novel biomarker for sarin and cyclosarin exposure.
Rapid communications in mass spectrometry : RCM.
2020 May; 34(9):e8721. doi:
10.1002/rcm.8721. [PMID: 31899842] - 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] - 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] - Franz Worek, Gabriele Horn, Timo Wille, Horst Thiermann. Adaptation of a dynamic in vitro model with real-time determination of butyrylcholinesterase activity in the presence of cyclosarin and an oxime.
Toxicology in vitro : an international journal published in association with BIBRA.
2015 Feb; 29(1):162-7. doi:
10.1016/j.tiv.2014.10.003. [PMID: 25450746] - Brian S Crow, Brooke G Pantazides, Jennifer Quiñones-González, Joshua W Garton, Melissa D Carter, Jonas W Perez, Caroline M Watson, Dennis J Tomcik, Michael D Crenshaw, Bobby N Brewer, James R Riches, Sarah J Stubbs, Robert W Read, Ronald A Evans, Jerry D Thomas, Thomas A Blake, Rudolph C Johnson. Simultaneous measurement of tabun, sarin, soman, cyclosarin, VR, VX, and VM adducts to tyrosine in blood products by isotope dilution UHPLC-MS/MS.
Analytical chemistry.
2014 Oct; 86(20):10397-405. doi:
10.1021/ac502886c. [PMID: 25286390] - Elizabeth I Hamelin, Nicholas D Schulze, Rebecca L Shaner, Rebecca M Coleman, Richard J Lawrence, Brian S Crow, E M Jakubowski, Rudolph C Johnson. Quantitation of five organophosphorus nerve agent metabolites in serum using hydrophilic interaction liquid chromatography and tandem mass spectrometry.
Analytical and bioanalytical chemistry.
2014 Aug; 406(21):5195-202. doi:
10.1007/s00216-014-7702-2. [PMID: 24633507] - Georg Reiter, Susanne Müller, Marianne Koller, Horst Thiermann, Franz Worek. In vitro toxicokinetic studies of cyclosarin: molecular mechanisms of elimination.
Toxicology letters.
2014 May; 227(1):1-11. doi:
10.1016/j.toxlet.2014.03.003. [PMID: 24641973] - 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] - Elizabeth I Hamelin, William Bragg, Rebecca L Shaner, Leigh L Swaim, Rudolph C Johnson. Comparison of high-resolution and tandem mass spectrometry for the analysis of nerve agent metabolites in urine.
Rapid communications in mass spectrometry : RCM.
2013 Aug; 27(15):1697-704. doi:
10.1002/rcm.6621. [PMID: 23821563] - Jill A Harvilchuck, S Peter Hong, Jamie S Richey, Merrill R Osheroff, Jerry D Johnson. Efficacy and pharmacokinetic/pharmacodynamic study of 1,1'-methylenebis{4-[(hydroxyimino)methyl] pyridinium} dimethanesulfonate in guinea pigs and rhesus macaques exposed to cyclosarin.
International journal of toxicology.
2013 Jul; 32(4 Suppl):108S-17S. doi:
10.1177/1091581813498425. [PMID: 23929444] - Jill A Harvilchuck, S Peter Hong, Jamie S Richey, Merrill R Osheroff, Jerry D Johnson. In vivo acetylcholinesterase reactivation in male guinea pigs and rhesus macaques following cyclosarin exposure and treatment with 1,1'-methylenebis{4-[(hydroxyimino)methyl] pyridinium} dimethanesulfonate.
International journal of toxicology.
2013 Jul; 32(4 Suppl):99S-107S. doi:
10.1177/1091581813498778. [PMID: 23929454] - 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] - Frank Zydel, J Richard Smith, Vincent S Pagnotti, Richard J Lawrence, Charles N McEwen, Benedict R Capacio. Rapid screening of chemical warfare nerve agent metabolites in urine by atmospheric solids analysis probe-mass spectroscopy (ASAP-MS).
Drug testing and analysis.
2012 Mar; 4(3-4):308-11. doi:
10.1002/dta.1331. [PMID: 22383148] - 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] - Mohosin Sarkar, Christina Keventzidis Harsch, George T Matic, Kathryn Hoffman, Joseph R Norris, Tamara C Otto, David E Lenz, Douglas M Cerasoli, Thomas J Magliery. Solubilization and humanization of paraoxonase-1.
Journal of lipids.
2012; 2012(?):610937. doi:
10.1155/2012/610937. [PMID: 22720164] - Harald John, Felicitas Breyer, Jörg Oliver Thumfart, Hans Höchstetter, Horst Thiermann. Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) for detection and identification of albumin phosphylation by organophosphorus pesticides and G- and V-type nerve agents.
Analytical and bioanalytical chemistry.
2010 Nov; 398(6):2677-91. doi:
10.1007/s00216-010-4076-y. [PMID: 20730528] - Tamara C Otto, Shane A Kasten, Elena Kovaleva, Zhi Liu, George Buchman, Marita Tolosa, David Davis, J Richard Smith, Robert Balcerzak, David E Lenz, Douglas M Cerasoli. Purification and characterization of functional human paraoxonase-1 expressed in Trichoplusia ni larvae.
Chemico-biological interactions.
2010 Sep; 187(1-3):388-92. doi:
10.1016/j.cbi.2010.02.022. [PMID: 20176005] - B R Capacio, B Dusick, J R Smith, J H McDonough, T-M Shih. A liquid chromatographic-mass spectrometric (LC-MS) method for the analysis of the bis-pyridinium oxime ICD-585 in plasma: application in a guinea pig model.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2010 May; 878(17-18):1420-5. doi:
10.1016/j.jchromb.2009.12.011. [PMID: 20044318] - Robert W Read, James R Riches, Jacqueline A Stevens, Sarah J Stubbs, Robin M Black. Biomarkers of organophosphorus nerve agent exposure: comparison of phosphylated butyrylcholinesterase and phosphylated albumin after oxime therapy.
Archives of toxicology.
2010 Jan; 84(1):25-36. doi:
10.1007/s00204-009-0473-4. [PMID: 19862504] - Florian Eyer, Darren M Roberts, Nicholas A Buckley, Michael Eddleston, Horst Thiermann, Franz Worek, Peter Eyer. Extreme variability in the formation of chlorpyrifos oxon (CPO) in patients poisoned by chlorpyrifos (CPF).
Biochemical pharmacology.
2009 Sep; 78(5):531-7. doi:
10.1016/j.bcp.2009.05.004. [PMID: 19433070] - Jana Zdarova Karasova, Jiri Kassa, Kamil Musilek, Miroslav Pohanka, Ladislav Novotny, Kamil Kuca. Effect of seven newly synthesized and currently available oxime cholinesterase reactivators on cyclosarin-intoxicated rats.
International journal of molecular sciences.
2009 Jul; 10(7):3065-75. doi:
10.3390/ijms10073065. [PMID: 19742125] - 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] - Jana Zdarova Karasova, Jiri Kassa, Young-Sik Jung, Kamil Musilek, Miroslav Pohanka, Kamil Kuca. Effect of several new and currently available oxime cholinesterase reactivators on tabun-intoxicated rats.
International journal of molecular sciences.
2008 Nov; 9(11):2243-52. doi:
10.3390/ijms9112243. [PMID: 19330072] - Shi-Jian Ding, John Carr, James E Carlson, Larry Tong, Weihua Xue, Yifeng Li, Lawrence M Schopfer, Bin Li, Florian Nachon, Oluwatoyin Asojo, Charles M Thompson, Steven H Hinrichs, Patrick Masson, Oksana Lockridge. Five tyrosines and two serines in human albumin are labeled by the organophosphorus agent FP-biotin.
Chemical research in toxicology.
2008 Sep; 21(9):1787-94. doi:
10.1021/tx800144z. [PMID: 18707141] - R A Evans, E M Jakubowski, W T Muse, K Matson, S W Hulet, R J Mioduszewski, S A Thomson, A L Totura, J A Renner, C L Crouse. Quantification of sarin and cyclosarin metabolites isopropyl methylphosphonic acid and cyclohexyl methylphosphonic acid in minipig plasma using isotope-dilution and liquid chromatography- time-of-flight mass spectrometry.
Journal of analytical toxicology.
2008 Jan; 32(1):78-85. doi:
10.1093/jat/32.1.78. [PMID: 18269798] - Douglas B Mawhinney, Elizabeth I Hamelin, Rheaclare Fraser, Sathya S Silva, Antonis J Pavlopoulos, Robert J Kobelski. The determination of organophosphonate nerve agent metabolites in human urine by hydrophilic interaction liquid chromatography tandem mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2007 Jun; 852(1-2):235-43. doi:
10.1016/j.jchromb.2007.01.023. [PMID: 17289448] - B J Benton, J M McGuire, D R Sommerville, P A Dabisch, E M Jakubowski, K L Matson, R J Mioduszewski, S A Thomson, C L Crouse. Effects of whole-body VX vapor exposure on lethality in rats.
Inhalation toxicology.
2006 Dec; 18(14):1091-9. doi:
10.1080/08958370600945598. [PMID: 17050346] - Paul M Lundy, Ira Hill, Pierre Lecavalier, Murray G Hamilton, Cory Vair, Corey Davidson, Kendal L Weatherby, Bradley J Berger. The pharmacokinetics and pharmacodynamics of two HI-6 salts in swine and efficacy in the treatment of GF and soman poisoning.
Toxicology.
2005 Mar; 208(3):399-409. doi:
10.1016/j.tox.2004.12.001. [PMID: 15695025] - Cuiling Feng, Jianwei Xie. [Determination of five nerve agents in contaminated serum by gas chromatography].
Se pu = Chinese journal of chromatography.
2005 Jan; 23(1):108. doi:
NULL. [PMID: 15881381] - 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] - J Kassa, J Bajgar. Comparison of the efficacy of HI-6 and obidoxime against cyclohexyl methylphosphonofluoridate (GF) in rats.
Human & experimental toxicology.
1995 Nov; 14(11):923-8. doi:
10.1177/096032719501401111. [PMID: 8588955] - G D Young, I Koplovitz. Acute toxicity of cyclohexylmethylphosphonofluoridate (CMPF) in rhesus monkeys: serum biochemical and hematologic changes.
Archives of toxicology.
1995; 69(6):379-83. doi:
10.1007/s002040050187. [PMID: 7495375]