FCCP (BioDeep_00000016945)

   


代谢物信息卡片


Carbonyl cyanide p-trifluoromethoxyphenylhydrazone

化学式: C10H5F3N4O (254.04154359999998)
中文名称: 碳酰氰-4-三氟甲氧基苯腙
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC(=CC=C1NN=C(C#N)C#N)OC(F)(F)F
InChI: InChI=1S/C10H5F3N4O/c11-10(12,13)18-9-3-1-7(2-4-9)16-17-8(5-14)6-15/h1-4,16H

描述信息

D004791 - Enzyme Inhibitors > D014475 - Uncoupling Agents
D007476 - Ionophores > D061209 - Proton Ionophores
D049990 - Membrane Transport Modulators
FCCP is an uncoupler of oxidative phosphorylation (OXPHOS) in mitochondria. FCCP induces activation of PINK1 leading to Parkin Ser65 phosphorylation[1].

同义名列表

3 个代谢物同义名

Carbonyl cyanide p-trifluoromethoxyphenylhydrazone; FCCP; Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone



数据库引用编号

7 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)

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。



文献列表

  • Chang Zheng, Yini Yang, Fang Wei, Xin Lv, Zengrun Xia, Meng Qi, Qi Zhou. Widely targeted metabolomics reveal the glucosinolate profile and odor-active compounds in flowering Chinese cabbage powder. Food research international (Ottawa, Ont.). 2023 10; 172(?):113121. doi: 10.1016/j.foodres.2023.113121. [PMID: 37689882]
  • 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]
  • Arkadiy A Bazhin, Riccardo Sinisi, Umberto De Marchi, Aurélie Hermant, Nicolas Sambiagio, Tamara Maric, Ghyslain Budin, Elena A Goun. A bioluminescent probe for longitudinal monitoring of mitochondrial membrane potential. Nature chemical biology. 2020 12; 16(12):1385-1393. doi: 10.1038/s41589-020-0602-1. [PMID: 32778841]
  • Kseniia V Galkina, Joseph M Finkelberg, Olga V Markova, Aglaia V Azbarova, Atanu Banerjee, Sonam Kumari, Svyatoslav S Sokolov, Fedor F Severin, Rajendra Prasad, Dmitry A Knorre. Protonophore FCCP provides fitness advantage to PDR-deficient yeast cells. Journal of bioenergetics and biomembranes. 2020 10; 52(5):383-395. doi: 10.1007/s10863-020-09849-1. [PMID: 32808242]
  • Ljudmila S Khailova, Tatyana V Vygodina, Galina Y Lomakina, Elena A Kotova, Yuri N Antonenko. Bicarbonate suppresses mitochondrial membrane depolarization induced by conventional uncouplers. Biochemical and biophysical research communications. 2020 09; 530(1):29-34. doi: 10.1016/j.bbrc.2020.06.131. [PMID: 32828301]
  • Yanshuang Zhou, Qi Long, Hao Wu, Wei Li, Juntao Qi, Yi Wu, Ge Xiang, Haite Tang, Liang Yang, Keshi Chen, Linpeng Li, Feixiang Bao, Heying Li, Yaofeng Wang, Min Li, Xingguo Liu. Topology-dependent, bifurcated mitochondrial quality control under starvation. Autophagy. 2020 03; 16(3):562-574. doi: 10.1080/15548627.2019.1634944. [PMID: 31234709]
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  • Maria Talmon, Silvia Rossi, Dmitry Lim, Federica Pollastro, Gioele Palattella, Federico A Ruffinatti, Patrizia Marotta, Renzo Boldorini, Armando A Genazzani, Luigia G Fresu. Absinthin, an agonist of the bitter taste receptor hTAS2R46, uncovers an ER-to-mitochondria Ca2+-shuttling event. The Journal of biological chemistry. 2019 08; 294(33):12472-12482. doi: 10.1074/jbc.ra119.007763. [PMID: 31248983]
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  • Stéphane Demine, Silvia Tejerina, Benoît Bihin, Marc Thiry, Nagabushana Reddy, Patricia Renard, Martine Raes, Michel Jadot, Thierry Arnould. Mild mitochondrial uncoupling induces HSL/ATGL-independent lipolysis relying on a form of autophagy in 3T3-L1 adipocytes. Journal of cellular physiology. 2018 Feb; 233(2):1247-1265. doi: 10.1002/jcp.25994. [PMID: 28488768]
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  • Eili Tranheim Kase, Nataša Nikolić, Siril Skaret Bakke, Kaja Kamilla Bogen, Vigdis Aas, G Hege Thoresen, Arild Christian Rustan. Remodeling of oxidative energy metabolism by galactose improves glucose handling and metabolic switching in human skeletal muscle cells. PloS one. 2013; 8(4):e59972. doi: 10.1371/journal.pone.0059972. [PMID: 23560061]
  • Sandipan Datta, Jun Li, Fakhri Mahdi, Mika B Jekabsons, Dale G Nagle, Yu-Dong Zhou. Glycolysis inhibitor screening identifies the bis-geranylacylphloroglucinol protonophore moronone from Moronobea coccinea. Journal of natural products. 2012 Dec; 75(12):2216-22. doi: 10.1021/np300711e. [PMID: 23245650]
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  • Juraj Gáll, Jan Skrha, Richard Buchal, Eva Sedláčková, Karina Verébová, Jan Pláteník. Induction of the mitochondrial permeability transition (MPT) by micromolar iron: liberation of calcium is more important than NAD(P)H oxidation. Biochimica et biophysica acta. 2012 Sep; 1817(9):1537-49. doi: 10.1016/j.bbabio.2012.05.008. [PMID: 22634337]
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  • Lauren P Wills, Richard E Trager, Gyda C Beeson, Christopher C Lindsey, Yuri K Peterson, Craig C Beeson, Rick G Schnellmann. The β2-adrenoceptor agonist formoterol stimulates mitochondrial biogenesis. The Journal of pharmacology and experimental therapeutics. 2012 Jul; 342(1):106-18. doi: 10.1124/jpet.112.191528. [PMID: 22490378]
  • Xiaoqing Cai, Omar M Khdour, Jennifer Jaruvangsanti, Sidney M Hecht. Simplified bicyclic pyridinol analogues protect mitochondrial function. Bioorganic & medicinal chemistry. 2012 Jun; 20(11):3584-95. doi: 10.1016/j.bmc.2012.03.075. [PMID: 22560834]
  • Aurélia De Pauw, Stéphane Demine, Silvia Tejerina, Marc Dieu, Edouard Delaive, Alexander Kel, Patricia Renard, Martine Raes, Thierry Arnould. Mild mitochondrial uncoupling does not affect mitochondrial biogenesis but downregulates pyruvate carboxylase in adipocytes: role for triglyceride content reduction. American journal of physiology. Endocrinology and metabolism. 2012 May; 302(9):E1123-41. doi: 10.1152/ajpendo.00117.2011. [PMID: 22354779]
  • Lingzhi Zhao, Xianchan Li, Yuqing Lin, Lifen Yang, Ping Yu, Lanqun Mao. Electrochemical impedance spectroscopic measurements of FCCP-induced change in membrane permeability of MDCK cells. The Analyst. 2012 May; 137(9):2199-204. doi: 10.1039/c2an35064e. [PMID: 22434126]
  • Petronela Weisová, Ujval Anilkumar, Caitriona Ryan, Caoimhín G Concannon, Jochen H M Prehn, Manus W Ward. 'Mild mitochondrial uncoupling' induced protection against neuronal excitotoxicity requires AMPK activity. Biochimica et biophysica acta. 2012 May; 1817(5):744-53. doi: 10.1016/j.bbabio.2012.01.016. [PMID: 22336583]
  • Matthew A Smith, Rick G Schnellmann. Mitochondrial calpain 10 is degraded by Lon protease after oxidant injury. Archives of biochemistry and biophysics. 2012 Jan; 517(2):144-52. doi: 10.1016/j.abb.2011.11.023. [PMID: 22179018]
  • T Zampolla, E Spikings, D Rawson, T Zhang. Cytoskeleton proteins F-actin and tubulin distribution and interaction with mitochondria in the granulosa cells surrounding stage III zebrafish (Danio rerio) oocytes. Theriogenology. 2011 Oct; 76(6):1110-9. doi: 10.1016/j.theriogenology.2011.05.018. [PMID: 21752457]
  • Dimitri Tolleter, Bart Ghysels, Jean Alric, Dimitris Petroutsos, Irina Tolstygina, Danuta Krawietz, Thomas Happe, Pascaline Auroy, Jean-Marc Adriano, Audrey Beyly, Stéphan Cuiné, Julie Plet, Ilja M Reiter, Bernard Genty, Laurent Cournac, Michael Hippler, Gilles Peltier. Control of hydrogen photoproduction by the proton gradient generated by cyclic electron flow in Chlamydomonas reinhardtii. The Plant cell. 2011 Jul; 23(7):2619-30. doi: 10.1105/tpc.111.086876. [PMID: 21764992]
  • James M Flynn, Sung W Choi, Nicholas U Day, Akos A Gerencser, Alan Hubbard, Simon Melov. Impaired spare respiratory capacity in cortical synaptosomes from Sod2 null mice. Free radical biology & medicine. 2011 Apr; 50(7):866-73. doi: 10.1016/j.freeradbiomed.2010.12.030. [PMID: 21215798]
  • Manuel Oropesa, Mario de la Mata, Juan Garrido Maraver, Mario D Cordero, David Cotán, Angeles Rodríguez-Hernández, Irene Domínguez-Moñino, Manuel de Miguel, Plácido Navas, José A Sánchez-Alcázar. Apoptotic microtubule network organization and maintenance depend on high cellular ATP levels and energized mitochondria. Apoptosis : an international journal on programmed cell death. 2011 Apr; 16(4):404-24. doi: 10.1007/s10495-011-0577-1. [PMID: 21311976]
  • Andre C Eaddy, Rick G Schnellmann. Visualization and quantification of endoplasmic reticulum Ca2+ in renal cells using confocal microscopy and Fluo5F. Biochemical and biophysical research communications. 2011 Jan; 404(1):424-7. doi: 10.1016/j.bbrc.2010.11.137. [PMID: 21130732]
  • Mari Aidemark, Henrik Tjellström, Anna Stina Sandelius, Henrik Stålbrand, Erik Andreasson, Allan G Rasmusson, Susanne Widell. Trichoderma viride cellulase induces resistance to the antibiotic pore-forming peptide alamethicin associated with changes in the plasma membrane lipid composition of tobacco BY-2 cells. BMC plant biology. 2010 Dec; 10(?):274. doi: 10.1186/1471-2229-10-274. [PMID: 21156059]
  • Lin Du, Fakhri Mahdi, Mika B Jekabsons, Dale G Nagle, Yu-Dong Zhou. Mammea E/BB, an isoprenylated dihydroxycoumarin protonophore that potently uncouples mitochondrial electron transport, disrupts hypoxic signaling in tumor cells. Journal of natural products. 2010 Nov; 73(11):1868-72. doi: 10.1021/np100501n. [PMID: 20929261]
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  • Minh-Son To, Edoardo C Aromataris, Joel Castro, Michael L Roberts, Greg J Barritt, Grigori Y Rychkov. Mitochondrial uncoupler FCCP activates proton conductance but does not block store-operated Ca(2+) current in liver cells. Archives of biochemistry and biophysics. 2010 Mar; 495(2):152-8. doi: 10.1016/j.abb.2010.01.004. [PMID: 20060804]
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