5-Chloromethylfluorescein diacetate (BioDeep_00000174686)

   

human metabolite blood metabolite


代谢物信息卡片


3-(acetyloxy)-5-(chloromethyl)-3-oxo-3H-spiro[2-benzofuran-1,9-xanthene]-6-yl acetate

化学式: C25H17ClO7 (464.0662762)
中文名称: 5-氯甲基荧光素二乙酸酯
谱图信息: 最多检出来源 Homo sapiens(blood) 87.5%

分子结构信息

SMILES: CC(=O)OC1=CC2=C(C=C1)C1(OC(=O)C3=C1C=CC(CCl)=C3)C1=C(O2)C=C(OC(C)=O)C=C1
InChI: InChI=1S/C25H17ClO7/c1-13(27)30-16-4-7-20-22(10-16)32-23-11-17(31-14(2)28)5-8-21(23)25(20)19-6-3-15(12-26)9-18(19)24(29)33-25/h3-11H,12H2,1-2H3

描述信息

D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D049408 - Luminescent Agents
D004396 - Coloring Agents > D005456 - Fluorescent Dyes > D005452 - Fluoresceins

同义名列表

9 个代谢物同义名

3-(acetyloxy)-5-(chloromethyl)-3-oxo-3H-spiro[2-benzofuran-1,9-xanthene]-6-yl acetate; 3-(acetyloxy)-5-(chloromethyl)-3-oxospiro[2-benzofuran-1,9-xanthene]-6-yl acetate; 5-Chloromethylfluorescein diacetic acid; 5-Chloromethylfluorescein diacetate; 5-chloromethylfluorescein; Cell tracker green; CellTracker green; CM-FDA; CMFDA



数据库引用编号

6 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

  • J Venugopal, R Rajeswari, M Shayanti, R Sridhar, S Sundarrajan, R Balamurugan, S Ramakrishna. Xylan polysaccharides fabricated into nanofibrous substrate for myocardial infarction. Materials science & engineering. C, Materials for biological applications. 2013 Apr; 33(3):1325-31. doi: 10.1016/j.msec.2012.12.032. [PMID: 23827578]
  • Edgar Meux, Mélanie Morel, Tiphaine Lamant, Philippe Gérardin, Jean-Pierre Jacquot, Stéphane Dumarçay, Eric Gelhaye. New substrates and activity of Phanerochaete chrysosporium Omega glutathione transferases. Biochimie. 2013 Feb; 95(2):336-46. doi: 10.1016/j.biochi.2012.10.003. [PMID: 23063695]
  • Brijesh Kumar Singh, Madhulika Tripathi, Bhushan P Chaudhari, Pramod K Pandey, Poonam Kakkar. Natural terpenes prevent mitochondrial dysfunction, oxidative stress and release of apoptotic proteins during nimesulide-hepatotoxicity in rats. PloS one. 2012; 7(4):e34200. doi: 10.1371/journal.pone.0034200. [PMID: 22509279]
  • Waleed A Farahat, Levi B Wood, Ioannis K Zervantonakis, Alisha Schor, Sharon Ong, Devin Neal, Roger D Kamm, H Harry Asada. Ensemble analysis of angiogenic growth in three-dimensional microfluidic cell cultures. PloS one. 2012; 7(5):e37333. doi: 10.1371/journal.pone.0037333. [PMID: 22662145]
  • Simon P Hart, Adriano G Rossi, Christopher Haslett, Ian Dransfield. Characterization of the effects of cross-linking of macrophage CD44 associated with increased phagocytosis of apoptotic PMN. PloS one. 2012; 7(3):e33142. doi: 10.1371/journal.pone.0033142. [PMID: 22427969]
  • Alak Manna, Piu Saha, Avijit Sarkar, Debanjan Mukhopadhyay, Ajay K Bauri, Deepak Kumar, Padma Das, Subrata Chattopadhyay, Mitali Chatterjee. Malabaricone-A induces a redox imbalance that mediates apoptosis in U937 cell line. PloS one. 2012; 7(5):e36938. doi: 10.1371/journal.pone.0036938. [PMID: 22590637]
  • Ulrike Binder, Mojca Bencina, Andrea Eigentler, Vera Meyer, Florentine Marx. The Aspergillus giganteus antifungal protein AFPNN5353 activates the cell wall integrity pathway and perturbs calcium homeostasis. BMC microbiology. 2011 Sep; 11(?):209. doi: 10.1186/1471-2180-11-209. [PMID: 21943024]
  • Carlee E Ashley, Eric C Carnes, Genevieve K Phillips, David Padilla, Paul N Durfee, Page A Brown, Tracey N Hanna, Juewen Liu, Brandy Phillips, Mark B Carter, Nick J Carroll, Xingmao Jiang, Darren R Dunphy, Cheryl L Willman, Dimiter N Petsev, Deborah G Evans, Atul N Parikh, Bryce Chackerian, Walker Wharton, David S Peabody, C Jeffrey Brinker. The targeted delivery of multicomponent cargos to cancer cells by nanoporous particle-supported lipid bilayers. Nature materials. 2011 May; 10(5):389-97. doi: 10.1038/nmat2992. [PMID: 21499315]
  • Arun Richard Chandrasekaran, J Venugopal, S Sundarrajan, S Ramakrishna. Fabrication of a nanofibrous scaffold with improved bioactivity for culture of human dermal fibroblasts for skin regeneration. Biomedical materials (Bristol, England). 2011 Feb; 6(1):015001. doi: 10.1088/1748-6041/6/1/015001. [PMID: 21205999]
  • Barry W Neun, Stephan T Stern. Monitoring lysosomal activity in nanoparticle-treated cells. Methods in molecular biology (Clifton, N.J.). 2011; 697(?):207-12. doi: 10.1007/978-1-60327-198-1_22. [PMID: 21116970]
  • Victor Paromov, Sudha Kumari, Marianne Brannon, Naga S Kanaparthy, Hongsong Yang, Milton G Smith, William L Stone. Protective effect of liposome-encapsulated glutathione in a human epidermal model exposed to a mustard gas analog. Journal of toxicology. 2011; 2011(?):109516. doi: 10.1155/2011/109516. [PMID: 21776256]
  • Dilyana Todorova, Florence Sabatier, Evelyne Doria, Luc Lyonnet, Henri Vacher Coponat, Stéphane Robert, Nicolas Despoix, Tristan Legris, Valérie Moal, Anderson Loundou, Sophie Morange, Yvon Berland, Francoise Dignat George, Stéphane Burtey, Pascale Paul. Fractalkine expression induces endothelial progenitor cell lysis by natural killer cells. PloS one. 2011; 6(10):e26663. doi: 10.1371/journal.pone.0026663. [PMID: 22039526]
  • Jeffrey H Weisburg, Alyssa G Schuck, Malki S Silverman, Channa G Ovits-Levy, Loriel J Solodokin, Harriet L Zuckerbraun, Harvey Babich. Pomegranate extract, a prooxidant with antiproliferative and proapoptotic activities preferentially towards carcinoma cells. Anti-cancer agents in medicinal chemistry. 2010 Oct; 10(8):634-44. doi: 10.2174/187152010794474000. [PMID: 21184666]
  • Yoichiro Tamori, Carl Uli Bialucha, Ai-Guo Tian, Mihoko Kajita, Yi-Chun Huang, Mark Norman, Nicholas Harrison, John Poulton, Kenzo Ivanovitch, Lena Disch, Tao Liu, Wu-Min Deng, Yasuyuki Fujita. Involvement of Lgl and Mahjong/VprBP in cell competition. PLoS biology. 2010 Jul; 8(7):e1000422. doi: 10.1371/journal.pbio.1000422. [PMID: 20644714]
  • Laura N Cruz, Mateus T Guerra, Emma Kruglov, Albert Mennone, Celia R S Garcia, Ju Chen, Michael H Nathanson. Regulation of multidrug resistance-associated protein 2 by calcium signaling in mouse liver. Hepatology (Baltimore, Md.). 2010 Jul; 52(1):327-37. doi: 10.1002/hep.23625. [PMID: 20578149]
  • Katja Trontelj, Marko Usaj, Damijan Miklavcic. Cell electrofusion visualized with fluorescence microscopy. Journal of visualized experiments : JoVE. 2010 Jul; ?(41):. doi: 10.3791/1991. [PMID: 20644506]
  • Carlos Luna-Tortós, Maren Fedrowitz, Wolfgang Löscher. Evaluation of transport of common antiepileptic drugs by human multidrug resistance-associated proteins (MRP1, 2 and 5) that are overexpressed in pharmacoresistant epilepsy. Neuropharmacology. 2010 Jun; 58(7):1019-32. doi: 10.1016/j.neuropharm.2010.01.007. [PMID: 20080116]
  • Patrycja M Dubielecka, Ping Cui, Xiaoling Xiong, Sajjad Hossain, Susanne Heck, Lyudmil Angelov, Leszek Kotula. Differential regulation of macropinocytosis by Abi1/Hssh3bp1 isoforms. PloS one. 2010 May; 5(5):e10430. doi: 10.1371/journal.pone.0010430. [PMID: 20479892]
  • Syamantak Majumder, M Ilayaraja, Himabindu Reddy Seerapu, Swaraj Sinha, Jamila H Siamwala, Suvro Chatterjee. Chick embryo partial ischemia model: a new approach to study ischemia ex vivo. PloS one. 2010 May; 5(5):e10524. doi: 10.1371/journal.pone.0010524. [PMID: 20479865]
  • J Huang, K Chen, J Chen, W Gong, N M Dunlop, O M Z Howard, Y Gao, X-w Bian, J M Wang. The G-protein-coupled formylpeptide receptor FPR confers a more invasive phenotype on human glioblastoma cells. British journal of cancer. 2010 Mar; 102(6):1052-60. doi: 10.1038/sj.bjc.6605591. [PMID: 20197768]
  • Adrienn Angyal, Colt Egelston, Tamás Kobezda, Katalin Olasz, Anna László, Tibor T Glant, Katalin Mikecz. Development of proteoglycan-induced arthritis depends on T cell-supported autoantibody production, but does not involve significant influx of T cells into the joints. Arthritis research & therapy. 2010; 12(2):R44. doi: 10.1186/ar2954. [PMID: 20298547]
  • Lata Mukundan, Justin I Odegaard, Christine R Morel, Jose E Heredia, Julia W Mwangi, Roberto R Ricardo-Gonzalez, Y P Sharon Goh, Alex Red Eagle, Shannon E Dunn, Jennifer U H Awakuni, Khoa D Nguyen, Lawrence Steinman, Sara A Michie, Ajay Chawla. PPAR-delta senses and orchestrates clearance of apoptotic cells to promote tolerance. Nature medicine. 2009 Nov; 15(11):1266-72. doi: 10.1038/nm.2048. [PMID: 19838202]
  • Bindumadhav M Marathe, Amanda Prislovsky, Alexander Astrakhan, David J Rawlings, Jim Y Wan, Ted S Strom. Antiplatelet antibodies in WASP(-) mice correlate with evidence of increased in vivo platelet consumption. Experimental hematology. 2009 Nov; 37(11):1353-63. doi: 10.1016/j.exphem.2009.08.007. [PMID: 19733207]
  • H Babich, E J Liebling, R F Burger, H L Zuckerbraun, A G Schuck. Choice of DMEM, formulated with or without pyruvate, plays an important role in assessing the in vitro cytotoxicity of oxidants and prooxidant nutraceuticals. In vitro cellular & developmental biology. Animal. 2009 May; 45(5-6):226-33. doi: 10.1007/s11626-008-9168-z. [PMID: 19184251]
  • Phillip Krüger, Johanna Kanzer, Jessica Hummel, Gert Fricker, Manfred Schubert-Zsilavecz, Mona Abdel-Tawab. Permeation of Boswellia extract in the Caco-2 model and possible interactions of its constituents KBA and AKBA with OATP1B3 and MRP2. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2009 Feb; 36(2-3):275-84. doi: 10.1016/j.ejps.2008.10.005. [PMID: 19010411]
  • Moniraj Ghosh, Christina Alves, Ziqiu Tong, Kwadwo Tettey, Konstantinos Konstantopoulos, Kathleen J Stebe. Multifunctional surfaces with discrete functionalized regions for biological applications. Langmuir : the ACS journal of surfaces and colloids. 2008 Aug; 24(15):8134-42. doi: 10.1021/la8006525. [PMID: 18582132]
  • Amanda Prislovsky, Bindumadhav Marathe, Amira Hosni, Alyssa L Bolen, Falk Nimmerjahn, Carl W Jackson, Darryl Weiman, Ted S Strom. Rapid platelet turnover in WASP(-) mice correlates with increased ex vivo phagocytosis of opsonized WASP(-) platelets. Experimental hematology. 2008 May; 36(5):609-23. doi: 10.1016/j.exphem.2007.12.019. [PMID: 18346836]
  • Sherimay Ablan, Satinder S Rawat, Mathias Viard, Ji Ming Wang, Anu Puri, Robert Blumenthal. The role of cholesterol and sphingolipids in chemokine receptor function and HIV-1 envelope glycoprotein-mediated fusion. Virology journal. 2006 Dec; 3(?):104. doi: 10.1186/1743-422x-3-104. [PMID: 17187670]
  • Wei Wang, Carol J Soroka, Albert Mennone, Christoph Rahner, Kathy Harry, Marc Pypaert, James L Boyer. Radixin is required to maintain apical canalicular membrane structure and function in rat hepatocytes. Gastroenterology. 2006 Sep; 131(3):878-84. doi: 10.1053/j.gastro.2006.06.013. [PMID: 16952556]
  • Anand S Patel, David Reigada, Claire H Mitchell, Sandra R Bates, Susan S Margulies, Michael Koval. Paracrine stimulation of surfactant secretion by extracellular ATP in response to mechanical deformation. American journal of physiology. Lung cellular and molecular physiology. 2005 Sep; 289(3):L489-96. doi: 10.1152/ajplung.00074.2005. [PMID: 15908478]
  • Irene Von Lüttichau, Mike Notohamiprodjo, Alexandra Wechselberger, Christina Peters, Anna Henger, Christian Seliger, Roghieh Djafarzadeh, Ralf Huss, Peter J Nelson. Human adult CD34- progenitor cells functionally express the chemokine receptors CCR1, CCR4, CCR7, CXCR5, and CCR10 but not CXCR4. Stem cells and development. 2005 Jun; 14(3):329-36. doi: 10.1089/scd.2005.14.329. [PMID: 15969628]
  • Simon P Hart, Karen M Alexander, Shonna M MacCall, Ian Dransfield. C-reactive protein does not opsonize early apoptotic human neutrophils, but binds only membrane-permeable late apoptotic cells and has no effect on their phagocytosis by macrophages. Journal of inflammation (London, England). 2005 May; 2(?):5. doi: 10.1186/1476-9255-2-5. [PMID: 15927062]
  • John T Elliott, Alessandro Tona, Anne L Plant. Comparison of reagents for shape analysis of fixed cells by automated fluorescence microscopy. Cytometry. Part A : the journal of the International Society for Analytical Cytology. 2003 Apr; 52(2):90-100. doi: 10.1002/cyto.a.10025. [PMID: 12655652]
  • Ilse Smets, Marcel Ameloot, Paul Steels, Willy Van Driessche. Loss of cell volume regulation during metabolic inhibition in renal epithelial cells (A6): role of intracellular pH. American journal of physiology. Cell physiology. 2002 Aug; 283(2):C535-44. doi: 10.1152/ajpcell.00371.2001. [PMID: 12107063]
  • Jihyang Lim, Yonggoo Kim, Kyungja Han, Myungshin Kim, Kyo-Young Lee, Won-Il Kim, Sang-In Shim, Byung-Kee Kim, Chang-Suk Kang. Flow cytometric monocyte phagocytic assay for predicting platelet transfusion outcome. Transfusion. 2002 Mar; 42(3):309-16. doi: 10.1046/j.1537-2995.2002.00042.x. [PMID: 11961235]
  • Aline Salvi, J Mark Quillan, Wolfgang Sadée. Monitoring intracellular pH changes in response to osmotic stress and membrane transport activity using 5-chloromethylfluorescein. AAPS pharmSci. 2002; 4(4):E21. doi: 10.1208/ps040421. [PMID: 12645993]
  • F Kashiwagi, K Kashiwagi, Y Iizuka, S Tsukahara. Effects of brain-derived neurotrophic factor and neurotrophin-4 on isolated cultured retinal ganglion cells: evaluation by flow cytometry. Investigative ophthalmology & visual science. 2000 Jul; 41(8):2373-7. doi: . [PMID: 10892886]
  • J J Tarín, A Cano. Distribution of 5-chloromethylfluorescein diacetate staining during meiotic maturation and fertilization in vitro of mouse oocytes. Journal of reproduction and fertility. 1998 Nov; 114(2):211-8. doi: 10.1530/jrf.0.1140211. [PMID: 10070349]
  • M J Van Luyn, M Müller, J Renes, C Meijer, R J Scheper, E F Nienhuis, N H Mulder, P L Jansen, E G De Vries. Transport of glutathione conjugates into secretory vesicles is mediated by the multidrug-resistance protein 1. International journal of cancer. 1998 Mar; 76(1):55-62. doi: 10.1002/(sici)1097-0215(19980330)76:1<55::aid-ijc10>3.0.co;2-f. [PMID: 9533762]
  • J H Holmes, I Kanfer, H Zwarenstein. Effect of benzodiazepine derivatives on human blood cholinesterase in vitro. Research communications in chemical pathology and pharmacology. 1978 Aug; 21(2):367-70. doi: . [PMID: 29327]
  • G Scheipers, T Kawashiro, P Scheid. Oxygen and carbon dioxide dissociation of duck blood. Respiration physiology. 1975 Jun; 24(1):1-13. doi: 10.1016/0034-5687(75)90117-6. [PMID: 751]