concanamycin a (BioDeep_00000010900)

   

natural product


代谢物信息卡片


[6-[2-[4-[(4E,6E,14E,16Z)-11-ethyl-10,12-dihydroxy-3,17-dimethoxy-7,9,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl]-3-hydroxypentan-2-yl]-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] carbamate

化学式: C46H75NO14 (865.518729)
中文名称: 刀豆素A, 吉他霉素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C/C=C/[C@@H]1[C@@H](C)[C@@H](C[C@@]([C@@H](C)[C@@H]([C@H](C)[C@@H]2[C@H](/C=C/C=C(\C)/C[C@@H](C)[C@@H]([C@H](CC)[C@@H]([C@H](C)/C=C(\C)/C=C(/C(=O)O2)\OC)O)O)OC)O)(O)O1)O[C@H]1C[C@H]([C@@H]([C@@H](C)O1)OC(=O)N)O
InChI: InChI=1S/C46H75NO14/c1-13-16-34-28(7)37(58-38-22-33(48)43(31(10)57-38)60-45(47)53)23-46(54,61-34)30(9)41(51)29(8)42-35(55-11)18-15-17-24(3)19-26(5)39(49)32(14-2)40(50)27(6)20-25(4)21-36(56-12)44(52)59-42/h13,15-18,20-21,26-35,37-43,48-51,54H,14,19,22-23H2,1-12H3,(H2,47,53)/b16-13+,18-15+,24-17+,25-20+,36-21-

描述信息

A concanamycin in which the lactone ring contains 4 double bonds and is substituted by 4 methyl groups, 2 hydroxy groups, 2 methoxy groups and an ethyl group.
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents
D004791 - Enzyme Inhibitors

同义名列表

3 个代谢物同义名

concanamycin a; Concanamycin A, >=70\\% (HPLC); [6-[2-[4-[(4E,6E,14E,16Z)-11-ethyl-10,12-dihydroxy-3,17-dimethoxy-7,9,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl]-3-hydroxypentan-2-yl]-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] carbamate



数据库引用编号

17 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)

10 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

  • José L Crespo, María Esther Pérez-Pérez. Monitoring Autophagic Flux in the Model Single-Celled Microalga Chlamydomonas reinhardtii. Methods in molecular biology (Clifton, N.J.). 2023; 2581(?):123-134. doi: 10.1007/978-1-0716-2784-6_10. [PMID: 36413315]
  • Jingfang Yu, Jun Zhou. Vacuolar accumulation and colocalization is not a proper criterion for cytoplasmic soluble proteins undergoing selective autophagy. Plant signaling & behavior. 2021 10; 16(10):1932319. doi: 10.1080/15592324.2021.1932319. [PMID: 34176421]
  • Pascal Holzheu, Melanie Krebs, Catharina Larasati, Karin Schumacher, Ursula Kummer. An integrative view on vacuolar pH homeostasis in Arabidopsis thaliana: Combining mathematical modeling and experimentation. The Plant journal : for cell and molecular biology. 2021 06; 106(6):1541-1556. doi: 10.1111/tpj.15251. [PMID: 33780094]
  • L Renna, F Brandizzi. The mysterious life of the plant trans-Golgi network: advances and tools to understand it better. Journal of microscopy. 2020 06; 278(3):154-163. doi: 10.1111/jmi.12881. [PMID: 32115699]
  • Adrian N Dauphinee, Catarina Cardoso, Kerstin Dalman, Jonas A Ohlsson, Stina Berglund Fick, Stéphanie Robert, Glenn R Hicks, Peter V Bozhkov, Elena A Minina. Chemical Screening Pipeline for Identification of Specific Plant Autophagy Modulators. Plant physiology. 2019 11; 181(3):855-866. doi: 10.1104/pp.19.00647. [PMID: 31488572]
  • Inmaculada Couso, María Esther Pérez-Pérez, Enrique Martínez-Force, Hee-Sik Kim, Yonghua He, James G Umen, José L Crespo. Autophagic flux is required for the synthesis of triacylglycerols and ribosomal protein turnover in Chlamydomonas. Journal of experimental botany. 2018 03; 69(6):1355-1367. doi: 10.1093/jxb/erx372. [PMID: 29053817]
  • Gildeíde Aparecida Costa, Sávio Bastos de Souza, Layz Ribeiro da Silva Teixeira, Lev A Okorokov, Andrea Cristina Vetö Arnholdt, Anna L Okorokova-Façanha, Arnoldo Rocha Façanha. Tumor cell cholesterol depletion and V-ATPase inhibition as an inhibitory mechanism to prevent cell migration and invasiveness in melanoma. Biochimica et biophysica acta. General subjects. 2018 Mar; 1862(3):684-691. doi: 10.1016/j.bbagen.2017.12.006. [PMID: 29253593]
  • Ian N Hines, Michael Kremer, Sherri M Moore, Michael D Wheeler. Impaired T cell-mediated hepatitis in peroxisome proliferator activated receptor alpha (PPARα)-deficient mice. Biological research. 2018 Feb; 51(1):5. doi: 10.1186/s40659-018-0153-z. [PMID: 29448959]
  • Cátia S Pereira, Joana P Guedes, Marília Gonçalves, Luís Loureiro, Lisandra Castro, Hernâni Gerós, Lígia R Rodrigues, Manuela Côrte-Real. Lactoferrin selectively triggers apoptosis in highly metastatic breast cancer cells through inhibition of plasmalemmal V-H+-ATPase. Oncotarget. 2016 09; 7(38):62144-62158. doi: 10.18632/oncotarget.11394. [PMID: 27556694]
  • Venera Kuci Emruli, Roger Olsson, Fredrik Ek, Sara Ek. Identification of V-ATPase as a molecular sensor of SOX11-levels and potential therapeutic target for mantle cell lymphoma. BMC cancer. 2016 07; 16(?):493. doi: 10.1186/s12885-016-2550-4. [PMID: 27430213]
  • Aimin Zhou, Yuanyuan Bu, Tetsuo Takano, Xinxin Zhang, Shenkui Liu. Conserved V-ATPase c subunit plays a role in plant growth by influencing V-ATPase-dependent endosomal trafficking. Plant biotechnology journal. 2016 Jan; 14(1):271-83. doi: 10.1111/pbi.12381. [PMID: 25917395]
  • Ellen L Berg, Mark A Polokoff, Alison O'Mahony, Dat Nguyen, Xitong Li. Elucidating mechanisms of toxicity using phenotypic data from primary human cell systems--a chemical biology approach for thrombosis-related side effects. International journal of molecular sciences. 2015 Jan; 16(1):1008-29. doi: 10.3390/ijms16011008. [PMID: 25569083]
  • Kanako Yano, Takahiro Yanagisawa, Kyosuke Mukae, Yasuo Niwa, Yuko Inoue, Yuji Moriyasu. Dissection of autophagy in tobacco BY-2 cells under sucrose starvation conditions using the vacuolar H(+)-ATPase inhibitor concanamycin A and the autophagy-related protein Atg8. Plant signaling & behavior. 2015; 10(11):e1082699. doi: 10.1080/15592324.2015.1082699. [PMID: 26368310]
  • Anne M Smardon, Patricia M Kane. Loss of vacuolar H+-ATPase activity in organelles signals ubiquitination and endocytosis of the yeast plasma membrane proton pump Pma1p. The Journal of biological chemistry. 2014 Nov; 289(46):32316-32326. doi: 10.1074/jbc.m114.574442. [PMID: 25271159]
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  • Lorena Sánchez-Felipe, Enrique Villar, Isabel Muñoz-Barroso. Entry of Newcastle Disease Virus into the host cell: role of acidic pH and endocytosis. Biochimica et biophysica acta. 2014 Jan; 1838(1 Pt B):300-9. doi: 10.1016/j.bbamem.2013.08.008. [PMID: 23994097]
  • Joseph Capecci, Michael Forgac. The function of vacuolar ATPase (V-ATPase) a subunit isoforms in invasiveness of MCF10a and MCF10CA1a human breast cancer cells. The Journal of biological chemistry. 2013 Nov; 288(45):32731-32741. doi: 10.1074/jbc.m113.503771. [PMID: 24072707]
  • Ooi-Kock Teh, Yuki Shimono, Makoto Shirakawa, Yoichiro Fukao, Kentaro Tamura, Tomoo Shimada, Ikuko Hara-Nishimura. The AP-1 μ adaptin is required for KNOLLE localization at the cell plate to mediate cytokinesis in Arabidopsis. Plant & cell physiology. 2013 Jun; 54(6):838-47. doi: 10.1093/pcp/pct048. [PMID: 23543752]
  • Vera Michel, Yamhilette Licon-Munoz, Kristina Trujillo, Marco Bisoffi, Karlett J Parra. Inhibitors of vacuolar ATPase proton pumps inhibit human prostate cancer cell invasion and prostate-specific antigen expression and secretion. International journal of cancer. 2013 Jan; 132(2):E1-10. doi: 10.1002/ijc.27811. [PMID: 22945374]
  • Maxime Agbeci, Romain Grangeon, Richard S Nelson, Huanquan Zheng, Jean-François Laliberté. Contribution of host intracellular transport machineries to intercellular movement of turnip mosaic virus. PLoS pathogens. 2013; 9(10):e1003683. doi: 10.1371/journal.ppat.1003683. [PMID: 24098128]
  • Junjian Dong, Wenli Chen. The role of autophagy in chloroplast degradation and chlorophagy in immune defenses during Pst DC3000 (AvrRps4) infection. PloS one. 2013; 8(8):e73091. doi: 10.1371/journal.pone.0073091. [PMID: 24023671]
  • Martina Beck, Ji Zhou, Christine Faulkner, Daniel MacLean, Silke Robatzek. Spatio-temporal cellular dynamics of the Arabidopsis flagellin receptor reveal activation status-dependent endosomal sorting. The Plant cell. 2012 Oct; 24(10):4205-19. doi: 10.1105/tpc.112.100263. [PMID: 23085733]
  • Carmen Aravena, Ana R Beltrán, Marcelo Cornejo, Viviana Torres, Emilce S Díaz, Enrique Guzmán-Gutiérrez, Fabián Pardo, Andrea Leiva, Luis Sobrevia, Marco A Ramírez. Potential role of sodium-proton exchangers in the low concentration arsenic trioxide-increased intracellular pH and cell proliferation. PloS one. 2012; 7(12):e51451. doi: 10.1371/journal.pone.0051451. [PMID: 23236503]
  • Delphine Gendre, Jaesung Oh, Yohann Boutté, Jacob G Best, Lacey Samuels, Robert Nilsson, Tomohiro Uemura, Alan Marchant, Malcolm J Bennett, Markus Grebe, Rishikesh P Bhalerao. Conserved Arabidopsis ECHIDNA protein mediates trans-Golgi-network trafficking and cell elongation. Proceedings of the National Academy of Sciences of the United States of America. 2011 May; 108(19):8048-53. doi: 10.1073/pnas.1018371108. [PMID: 21512130]
  • Carsten A Wagner, Nilufar Mohebbi, Ulrike Uhlig, Gerhard H Giebisch, Sylvie Breton, Dennis Brown, John P Geibel. Angiotensin II stimulates H⁺-ATPase activity in intercalated cells from isolated mouse connecting tubules and cortical collecting ducts. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology. 2011; 28(3):513-20. doi: 10.1159/000335112. [PMID: 22116365]
  • Yoko Hirata, Norihiro Shimokawa, Kentaro Oh-hashi, Zu-Xi Yu, Kazutoshi Kiuchi. Acidification of the Golgi apparatus is indispensable for maturation but not for cell surface delivery of Ret. Journal of neurochemistry. 2010 Nov; 115(3):606-13. doi: 10.1111/j.1471-4159.2010.06966.x. [PMID: 20796177]
  • Tiffany L Thai, Grant C Churchill, William J Arendshorst. NAADP receptors mediate calcium signaling stimulated by endothelin-1 and norepinephrine in renal afferent arterioles. American journal of physiology. Renal physiology. 2009 Aug; 297(2):F510-6. doi: 10.1152/ajprenal.00116.2009. [PMID: 19439521]
  • Markus Huss, Helmut Wieczorek. Inhibitors of V-ATPases: old and new players. The Journal of experimental biology. 2009 Feb; 212(Pt 3):341-6. doi: 10.1242/jeb.024067. [PMID: 19151208]
  • Gloria A Martínez-Muñoz, Patricia Kane. Vacuolar and plasma membrane proton pumps collaborate to achieve cytosolic pH homeostasis in yeast. The Journal of biological chemistry. 2008 Jul; 283(29):20309-19. doi: 10.1074/jbc.m710470200. [PMID: 18502746]
  • Elke Albrecht, Martin Kolisek, Torsten Viergutz, Rudolf Zitnan, Monika Schweigel. Molecular identification, immunolocalization, and functional activity of a vacuolar-type H(+)-ATPase in bovine rumen epithelium. Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology. 2008 Mar; 178(3):285-95. doi: 10.1007/s00360-007-0221-0. [PMID: 17989983]
  • Miguel A Martín-Acebes, Mónica González-Magaldi, Kirsten Sandvig, Francisco Sobrino, Rosario Armas-Portela. Productive entry of type C foot-and-mouth disease virus into susceptible cultured cells requires clathrin and is dependent on the presence of plasma membrane cholesterol. Virology. 2007 Dec; 369(1):105-18. doi: 10.1016/j.virol.2007.07.021. [PMID: 17714753]
  • Ping Wang, Qi Wang, Paul F G Sims, John E Hyde. Characterisation of exogenous folate transport in Plasmodium falciparum. Molecular and biochemical parasitology. 2007 Jul; 154(1):40-51. doi: 10.1016/j.molbiopara.2007.04.002. [PMID: 17509698]
  • Heike Horner, Carola Frank, Claudia Dechant, Roland Repp, Martin Glennie, Martin Herrmann, Bernhard Stockmeyer. Intimate cell conjugate formation and exchange of membrane lipids precede apoptosis induction in target cells during antibody-dependent, granulocyte-mediated cytotoxicity. Journal of immunology (Baltimore, Md. : 1950). 2007 Jul; 179(1):337-45. doi: 10.4049/jimmunol.179.1.337. [PMID: 17579054]
  • Jennifer von der Fecht-Bartenbach, Martin Bogner, Melanie Krebs, York-Dieter Stierhof, Karin Schumacher, Uwe Ludewig. Function of the anion transporter AtCLC-d in the trans-Golgi network. The Plant journal : for cell and molecular biology. 2007 May; 50(3):466-74. doi: 10.1111/j.1365-313x.2007.03061.x. [PMID: 17376158]
  • Yan Xiong, Anthony L Contento, Phan Quang Nguyen, Diane C Bassham. Degradation of oxidized proteins by autophagy during oxidative stress in Arabidopsis. Plant physiology. 2007 Jan; 143(1):291-9. doi: 10.1104/pp.106.092106. [PMID: 17098847]
  • Noelle Ochotny, Aaron Van Vliet, Nelson Chan, Yeqi Yao, Mario Morel, Norbert Kartner, Herbert P von Schroeder, Johan N M Heersche, Morris F Manolson. Effects of human a3 and a4 mutations that result in osteopetrosis and distal renal tubular acidosis on yeast V-ATPase expression and activity. The Journal of biological chemistry. 2006 Sep; 281(36):26102-11. doi: 10.1074/jbc.m601118200. [PMID: 16840787]
  • Alan C Townsley, Andrea S Weisberg, Timothy R Wagenaar, Bernard Moss. Vaccinia virus entry into cells via a low-pH-dependent endosomal pathway. Journal of virology. 2006 Sep; 80(18):8899-908. doi: 10.1128/jvi.01053-06. [PMID: 16940502]
  • Julia Rein, Bernhard Zimmermann, Carsten Hille, Ingo Lang, Bernd Walz, Otto Baumann. Fluorescence measurements of serotonin-induced V-ATPase-dependent pH changes at the luminal surface in salivary glands of the blowfly Calliphora vicina. The Journal of experimental biology. 2006 May; 209(Pt 9):1716-24. doi: 10.1242/jeb.02187. [PMID: 16621952]
  • Jan Dettmer, Anne Hong-Hermesdorf, York-Dieter Stierhof, Karin Schumacher. Vacuolar H+-ATPase activity is required for endocytic and secretory trafficking in Arabidopsis. The Plant cell. 2006 Mar; 18(3):715-30. doi: 10.1105/tpc.105.037978. [PMID: 16461582]
  • Lucinda M Hilliard, Tanya M Osicka, Steven P Clavant, Phillip J Robinson, David J Nikolic-Paterson, Wayne D Comper. Characterization of the urinary albumin degradation pathway in the isolated perfused rat kidney. The Journal of laboratory and clinical medicine. 2006 Jan; 147(1):36-44. doi: 10.1016/j.lab.2005.08.008. [PMID: 16443003]
  • Taisuke Watanabe, Soichi Furukawa, Katsuhiko Kitamoto, Akira Takatsuki, Ryogo Hirata, Hirokazu Ogihara, Makari Yamasaki. Vacuolar H(+)-ATPase and plasma membrane H(+)-ATPase contribute to the tolerance against high-pressure carbon dioxide treatment in Saccharomyces cerevisiae. International journal of food microbiology. 2005 Nov; 105(2):131-7. doi: 10.1016/j.ijfoodmicro.2005.05.008. [PMID: 16102865]
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  • Yu-Ping Peng, Yi-Hua Qiu, Bei-Bei Chao, Jian-Jun Wang. Effect of lesions of cerebellar fastigial nuclei on lymphocyte functions of rats. Neuroscience research. 2005 Mar; 51(3):275-84. doi: 10.1016/j.neures.2004.11.010. [PMID: 15710491]
  • Tomofumi Kurobe, Motoshige Yasuike, Takuto Kimura, Ikuo Hirono, Takashi Aoki. Expression profiling of immune-related genes from Japanese flounder Paralichthys olivaceus kidney cells using cDNA microarrays. Developmental and comparative immunology. 2005; 29(6):515-23. doi: 10.1016/j.dci.2004.10.005. [PMID: 15752548]
  • D G Robinson, S Albrecht, Y Moriysu. The V-ATPase inhibitors concanamycin A and bafilomycin A lead to Golgi swelling in tobacco BY-2 cells. Protoplasma. 2004 Dec; 224(3-4):255-60. doi: 10.1007/s00709-004-0070-6. [PMID: 15614486]
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