Coumaphos (BioDeep_00000002235)

   

human metabolite blood metabolite Industrial Pollutants Volatile Flavor Compounds


代谢物信息卡片


Phosphorothioic acid, O-(3-chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl) O,O-diethyl ester

化学式: C14H16ClO5PS (362.0144566)
中文名称: 蝇毒磷, 杀扑磷
谱图信息: 最多检出来源 Homo sapiens(blood) 65.77%

分子结构信息

SMILES: CCOP(=S)(OCC)OC1=CC2=C(C=C1)C(=C(C(=O)O2)Cl)C
InChI: InChI=1S/C14H16ClO5PS/c1-4-17-21(22,18-5-2)20-10-6-7-11-9(3)13(15)14(16)19-12(11)8-10/h6-8H,4-5H2,1-3H3

描述信息

CONFIDENCE standard compound; INTERNAL_ID 248; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9799; ORIGINAL_PRECURSOR_SCAN_NO 9798
CONFIDENCE standard compound; INTERNAL_ID 248; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9759; ORIGINAL_PRECURSOR_SCAN_NO 9756
CONFIDENCE standard compound; INTERNAL_ID 248; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9789; ORIGINAL_PRECURSOR_SCAN_NO 9784
CONFIDENCE standard compound; INTERNAL_ID 248; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9760; ORIGINAL_PRECURSOR_SCAN_NO 9757
CONFIDENCE standard compound; INTERNAL_ID 248; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9707; ORIGINAL_PRECURSOR_SCAN_NO 9702
CONFIDENCE standard compound; INTERNAL_ID 248; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9747; ORIGINAL_PRECURSOR_SCAN_NO 9745
D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D002800 - Cholinesterase Inhibitors
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics
CONFIDENCE standard compound; INTERNAL_ID 1136
D010575 - Pesticides > D007306 - Insecticides
D004791 - Enzyme Inhibitors
D016573 - Agrochemicals

同义名列表

23 个代谢物同义名

Phosphorothioic acid, O-(3-chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl) O,O-diethyl ester; Phosphorothioate, O-(3-chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl) O,O-diethyl ester; O,O-Diethyl O-(3-chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl)phosphorothioic acid; O,O-Diethyl O-(3-chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl)phosphorothioate; O-(3-Chloro-4-methyl-2-oxo-2H-chromen-7-yl) O,O-diethyl thiophosphoric acid; O-3-chloro-4-methyl-2-oxo-2H-chromen-7-yl O,O-diethyl phosphorothioate; 3-Chloro-7-hydroxy-4-methyl-coumarin O,O-diethyl phosphorothioic acid; O-(3-Chloro-4-methyl-2-oxo-2H-chromen-7-yl) O,O-diethyl thiophosphate; 3-Chloro-4-methyl-7-hydroxycoumarin diethyl thiophosphoric acid ester; 3-Chloro-7-hydroxy-4-methyl-coumarin O,O-diethyl phosphorothioate; O,O-Diethyl 3-chloro-4-methyl-7-umbelliferone thiophosphoric acid; 3-Chloro-4-methyl-7-hydroxycoumarin diethyl thiophosphate ester; 3-Chloro-4-methyl-7-coumarinyl diethyl phosphorothioic acid; O,O-Diethyl 3-chloro-4-methyl-7-umbelliferone thiophosphate; 3-Chloro-4-methyl-7-coumarinyl diethyl phosphorothioate; 3-Chloro-7-diethoxyphosphinothioyloxy-4-methylcoumarin; COUMOPHOS; COUMAPHOS; Coumafos; Asuntol; Meldane; CMP; Coumaphos



数据库引用编号

28 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)

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

  • Xi-Qiong Mu, Dan Wang, Ling-Yu Meng, Yin-Quan Wang, Juan Chen. Glutathione-modified graphene quantum dots as fluorescent probes for detecting organophosphorus pesticide residues in Radix Angelica Sinensis. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2023 Feb; 286(?):122021. doi: 10.1016/j.saa.2022.122021. [PMID: 36283209]
  • Iratxe Perez-Cobo, Amadeo R Fernández-Alba, M Dolores Hernando. First national survey of residues of active substances in honeybee apiaries across Spain between 2012 and 2016. The Science of the total environment. 2022 Sep; 838(Pt 1):155614. doi: 10.1016/j.scitotenv.2022.155614. [PMID: 35504369]
  • Sachin Kumar, Anil Kumar Sharma, Bhanu Kumar, Mukesh Shakya, Jeemi A Patel, Binod Kumar, Nisha Bisht, Gajanan M Chigure, Kaushlendra Singh, Rajesh Kumar, Satyanshu Kumar, Sharad Srivastava, Preeti Rawat, S Ghosh. Characterization of deltamethrin, cypermethrin, coumaphos and ivermectin resistance in populations of Rhipicephalus microplus in India and efficacy of an antitick natural formulation prepared from Ageratum conyzoides. Ticks and tick-borne diseases. 2021 11; 12(6):101818. doi: 10.1016/j.ttbdis.2021.101818. [PMID: 34537543]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Spyridon Vlogiannitis, Konstantinos Mavridis, Wannes Dermauw, Simon Snoeck, Evangelia Katsavou, Evangelia Morou, Paschalis Harizanis, Luc Swevers, Janet Hemingway, René Feyereisen, Thomas Van Leeuwen, John Vontas. Reduced proinsecticide activation by cytochrome P450 confers coumaphos resistance in the major bee parasite Varroa destructor. Proceedings of the National Academy of Sciences of the United States of America. 2021 02; 118(6):. doi: 10.1073/pnas.2020380118. [PMID: 33547243]
  • Hanan A Gashout, Ernesto Guzman-Novoa, Paul H Goodwin, Adriana Correa-Benítez. Impact of sublethal exposure to synthetic and natural acaricides on honey bee (Apis mellifera) memory and expression of genes related to memory. Journal of insect physiology. 2020 Feb; 121(?):104014. doi: 10.1016/j.jinsphys.2020.104014. [PMID: 31923391]
  • 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]
  • Ajith Kumar K G, Ashutosh Fular, Gajanan Chigure, Anil Kumar Sharma, Gaurav Nagar, Francinea F Souza, Gervasio H Bechara, Srikant Ghosh. Comparative impact of coumaphos, amitraz and plant extract of Ageratum conyzoides on the oogenesis of Rhipicephalus microplus. Ticks and tick-borne diseases. 2019 08; 10(5):1085-1095. doi: 10.1016/j.ttbdis.2019.06.003. [PMID: 31186201]
  • Hanan A Gashout, Paul H Goodwin, Ernesto Guzman-Novoa. Lethality of synthetic and natural acaricides to worker honey bees (Apis mellifera) and their impact on the expression of health and detoxification-related genes. Environmental science and pollution research international. 2018 Dec; 25(34):34730-34739. doi: 10.1007/s11356-018-3205-6. [PMID: 30324372]
  • Yoshinori Asakawa, Agnieszka Ludwiczuk. Chemical Constituents of Bryophytes: Structures and Biological Activity. Journal of natural products. 2018 03; 81(3):641-660. doi: 10.1021/acs.jnatprod.6b01046. [PMID: 29019405]
  • Cesar Valdovinos-Flores, Octavio Gaspar-Ramírez, María Elena Heras-Ramírez, Carlos Lara-Álvarez, José Antonio Dorantes-Ugalde, Luz María Saldaña-Loza. Boron and Coumaphos Residues in Hive Materials Following Treatments for the Control of Aethina tumida Murray. PloS one. 2016; 11(4):e0153551. doi: 10.1371/journal.pone.0153551. [PMID: 27092938]
  • Katja Schweikert, David J Burritt. The organophosphate insecticide Coumaphos induces oxidative stress and increases antioxidant and detoxification defences in the green macroalgae Ulva pertusa. Aquatic toxicology (Amsterdam, Netherlands). 2012 Oct; 122-123(?):86-92. doi: 10.1016/j.aquatox.2012.05.003. [PMID: 22728208]
  • T Scott Pinkerton, James R Wild, John A Howard. Organophosphorus hydrolase: a multifaceted plant genetic marker which is selectable, scorable, and quantifiable in whole seed. Methods in molecular biology (Clifton, N.J.). 2012; 847(?):11-23. doi: 10.1007/978-1-61779-558-9_2. [PMID: 22350995]
  • Mürsel Karabacak, Murat Kanbur, Gökhan Eraslan, Zeynep Soyer Sarıca. The antioxidant effect of wheat germ oil on subchronic coumaphos exposure in mice. Ecotoxicology and environmental safety. 2011 Oct; 74(7):2119-25. doi: 10.1016/j.ecoenv.2011.07.002. [PMID: 21851982]
  • Christos A Damalas, Ilias G Eleftherohorinos. Pesticide exposure, safety issues, and risk assessment indicators. International journal of environmental research and public health. 2011 05; 8(5):1402-19. doi: 10.3390/ijerph8051402. [PMID: 21655127]
  • Dennis VanEngelsdorp, Niko Speybroeck, Jay D Evans, Bach Kim Nguyen, Chris Mullin, Maryann Frazier, Jim Frazier, Diana Cox-Foster, Yanping Chen, David R Tarpy, Eric Haubruge, Jeffrey S Pettis, Claude Saegerman. Weighing risk factors associated with bee colony collapse disorder by classification and regression tree analysis. Journal of economic entomology. 2010 Oct; 103(5):1517-23. doi: 10.1603/ec09429. [PMID: 21061948]
  • Sara A Quandt, Haiying Chen, Joseph G Grzywacz, Quirina M Vallejos, Leonardo Galvan, Thomas A Arcury. Cholinesterase depression and its association with pesticide exposure across the agricultural season among Latino farmworkers in North Carolina. Environmental health perspectives. 2010 May; 118(5):635-9. doi: 10.1289/ehp.0901492. [PMID: 20085857]
  • Gregory A Thomas, Lisa J Delaney, Charles Mueller, Elena Page. Evaluation of coumaphos exposure among tick eradication workers. Journal of occupational and environmental medicine. 2010 Feb; 52(2):131-6. doi: 10.1097/jom.0b013e3181cd7e80. [PMID: 20134347]
  • Tania Portolés, María Ibáñez, Juan V Sancho, Francisco J López, Félix Hernández. Combined use of GC-TOF MS and UHPLC-(Q)TOF MS to investigate the presence of nontarget pollutants and their metabolites in a case of honeybee poisoning. Journal of agricultural and food chemistry. 2009 May; 57(10):4079-90. doi: 10.1021/jf900099u. [PMID: 19382786]
  • Chensheng Lu, Dana B Barr, Melanie A Pearson, Lance A Waller. Dietary intake and its contribution to longitudinal organophosphorus pesticide exposure in urban/suburban children. Environmental health perspectives. 2008 Apr; 116(4):537-42. doi: 10.1289/ehp.10912. [PMID: 18414640]
  • Julia R Barrett. Better than eating worms? Children's dietary exposure to OP pesticides. Environmental health perspectives. 2008 Apr; 116(4):A172. doi: 10.1289/ehp.116-a172a. [PMID: 18414618]
  • Hong-Bo Jiang, Jin-Jun Wang, Guo-Ying Liu, Wei Dou. Molecular cloning and sequence analysis of a novel P450 gene encoding CYP345D3 from the red flour beetle, Tribolium castaneum. Journal of insect science (Online). 2008; 8(?):1-7. doi: 10.1673/031.008.5501. [PMID: 20331399]
  • Thomas A Arcury, Joseph G Grzywacz, Dana B Barr, Janeth Tapia, Haiying Chen, Sara A Quandt. Pesticide urinary metabolite levels of children in eastern North Carolina farmworker households. Environmental health perspectives. 2007 Aug; 115(8):1254-60. doi: 10.1289/ehp.9975. [PMID: 17687456]
  • Violeta T Pardío, Nelly De J Ibarra, Krzysztof N Waliszewski, Karla M López. Effect of coumaphos on cholinesterase activity, hematology, and biochemical blood parameters of bovines in tropical regions of Mexico. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2007 May; 42(4):359-66. doi: 10.1080/03601230701310500. [PMID: 17474014]
  • Robert J Miller, Ronald B Davey, John E George. First report of permethrin-resistant Boophilus microplus (Acari: Ixodidae) collected within the United States. Journal of medical entomology. 2007 Mar; 44(2):308-15. doi: 10.1603/0022-2585(2007)44[308:fropbm]2.0.co;2. [PMID: 17427702]
  • Chensheng Lu, Kathryn Toepel, Rene Irish, Richard A Fenske, Dana B Barr, Roberto Bravo. Organic diets significantly lower children's dietary exposure to organophosphorus pesticides. Environmental health perspectives. 2006 Feb; 114(2):260-3. doi: 10.1289/ehp.8418. [PMID: 16451864]
  • Brenda Eskenazi, Kim Harley, Asa Bradman, Erin Weltzien, Nicholas P Jewell, Dana B Barr, Clement E Furlong, Nina T Holland. Association of in utero organophosphate pesticide exposure and fetal growth and length of gestation in an agricultural population. Environmental health perspectives. 2004 Jul; 112(10):1116-24. doi: 10.1289/ehp.6789. [PMID: 15238287]
  • Anders O Olsson, Johnny V Nguyen, Melissa A Sadowski, Dana B Barr. A liquid chromatography/electrospray ionization-tandem mass spectrometry method for quantification of specific organophosphorus pesticide biomarkers in human urine. Analytical and bioanalytical chemistry. 2003 Jul; 376(6):808-15. doi: 10.1007/s00216-003-1978-y. [PMID: 12811448]
  • Jean-Pierre Lumaret, Faiek Errouissi. Use of anthelmintics in herbivores and evaluation of risks for the non target fauna of pastures. Veterinary research. 2002 Sep; 33(5):547-62. doi: 10.1051/vetres:2002038. [PMID: 12387489]
  • V T Pardío, N Ibarra, M A Rodríguez, K N Waliszewski. Use of cholinesterase activity in monitoring organophosphate pesticide exposure of cattle produced in tropical areas. Journal of agricultural and food chemistry. 2001 Dec; 49(12):6057-62. doi: 10.1021/jf010431g. [PMID: 11743808]
  • A M Alahmed, H I Hussein, S M Kheir, D Al-Rajhy. Efficacy of flumethrin and coumaphos against the camel tick Hyalomma dromedarii L. (Acari: Ixodidae). Journal of the Egyptian Society of Parasitology. 2001 Dec; 31(3):791-8. doi: . [PMID: 11775105]
  • F Tecles, S Martínez Subiela, L J Bernal, J J Cerón. Use of whole blood for spectrophotometric determination of cholinesterase activity in dogs. Veterinary journal (London, England : 1997). 2000 Nov; 160(3):242-9. doi: 10.1053/tvjl.2000.0499. [PMID: 11061961]
  • A Konar, G W Ivie. Fate of [14C]coumaphos after dermal application to lactating goats as a pour-on formulation. American journal of veterinary research. 1988 Apr; 49(4):488-92. doi: NULL. [PMID: 3377307]
  • M I Mackness, C H Walker. Multiple forms of sheep serum A-esterase activity associated with the high-density lipoprotein. The Biochemical journal. 1988 Mar; 250(2):539-45. doi: 10.1042/bj2500539. [PMID: 2451511]
  • N F Baker, R A Fisk, C Stormont. Acute oral median lethal dose of haloxon and coumaphos in sheep as influenced by plasma A esterase. American journal of veterinary research. 1980 Nov; 41(11):1857-9. doi: NULL. [PMID: 7212416]
  • V B Beat, D P Morgan. Evaluation of hazards involved in treating cattle with pour-on organophosphate insecticides. Journal of the American Veterinary Medical Association. 1977 Apr; 170(8):812-4. doi: NULL. [PMID: 853012]
  • T Gopal, F W Oehme, S Omer. Influence of dietary protein on the effect of coumaphos and triflupromazine interaction in sheep. American journal of veterinary research. 1976 Oct; 37(10):1143-52. doi: NULL. [PMID: 984539]
  • R A Bellows, T S Rumsey, C W Kasson, J Bond, E J Warwick, O F Pahnish. Effects of organic phosphate systemic insecticides on bovine embryonic survival and development. American journal of veterinary research. 1975 Aug; 36(08):1133-40. doi: NULL. [PMID: 1155833]
  • R Silvestri, J A Himes, G T Edds. Repeated oral administration of coumaphos in sheep: interactions of coumaphos with bishydroxycoumarin, trichlorfon, and phenobarbital sodium. American journal of veterinary research. 1975 Mar; 36(3):289-92. doi: . [PMID: 46730]
  • R Silvestri, J A Himes, G T Edds. Repeated oral administration of coumaphos in sheep: effects on erythrocyte acetylcholinesterase and other constituents. American journal of veterinary research. 1975 Mar; 36(3):283-7. doi: . [PMID: 1115426]
  • R W Miller, L G Pickens. Feeding of coumaphos, ronnel, and Rabon to dairy cows: larvicidal activity against hous flies and effect on insect fauna and biodegradation of fecalpats. Journal of economic entomology. 1973 Oct; 66(5):1077-9. doi: 10.1093/jee/66.5.1077. [PMID: 4747953]
  • H Ciordia. Activity of a feed premix and crumbles containing coumaphos in the control of gastrointestinal parasites of cattle. American journal of veterinary research. 1972 Mar; 33(3):623-6. doi: NULL. [PMID: 5014468]
  • L C FAULKNER, E J CARROLL, M BENJAMIN. EFFECT OF COUMAPHOS ON BULLS. Journal of the American Veterinary Medical Association. 1964 Sep; 145(?):456-9. doi: NULL. [PMID: 14215377]