Mibefradil (BioDeep_00000006444)

   

Volatile Flavor Compounds


代谢物信息卡片


2-methoxyacetic acid [2-[2-[3-(1H-benzimidazol-2-yl)propyl-methylamino]ethyl]-6-fluoro-1-propan-2-yl-3,4-dihydro-1H-naphthalen-2-yl] ester

化学式: C29H38FN3O3 (495.289705)
中文名称: 米贝地尔
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)C1C2=C(CCC1(CCN(C)CCCC3=NC4=CC=CC=C4N3)OC(=O)COC)C=C(C=C2)F
InChI: InChI=1S/C29H38FN3O3/c1-20(2)28-23-12-11-22(30)18-21(23)13-14-29(28,36-27(34)19-35-4)15-17-33(3)16-7-10-26-31-24-8-5-6-9-25(24)32-26/h5-6,8-9,11-12,18,20,28H,7,10,13-17,19H2,1-4H3,(H,31,32)

描述信息

C - Cardiovascular system > C08 - Calcium channel blockers > C08C - Selective calcium channel blockers with mainly vascular effects
D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors > D065609 - Cytochrome P-450 CYP1A2 Inhibitors
C78274 - Agent Affecting Cardiovascular System > C270 - Antihypertensive Agent > C333 - Calcium Channel Blocker
D002317 - Cardiovascular Agents > D002121 - Calcium Channel Blockers
D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents
D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents
D000077264 - Calcium-Regulating Hormones and Agents
D049990 - Membrane Transport Modulators
C93038 - Cation Channel Blocker

同义名列表

3 个代谢物同义名

Mibefradil; 2-methoxyacetic acid [2-[2-[3-(1H-benzimidazol-2-yl)propyl-methylamino]ethyl]-6-fluoro-1-propan-2-yl-3,4-dihydro-1H-naphthalen-2-yl] ester; Mibefradil



数据库引用编号

18 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

  • J Wu, Y Wu, Y Yang, J Yu, R Fu, Y Sun, Q Xiao. [Mibefradil improves skeletal muscle mass, function and structure in obese mice]. Nan fang yi ke da xue xue bao = Journal of Southern Medical University. 2022 Jul; 42(7):1032-1037. doi: 10.12122/j.issn.1673-4254.2022.07.10. [PMID: 35869766]
  • Sudha Priya Soundara Pandi, Michael J Shattock, Bruce M Hendry, Claire C Sharpe. Stimulated phosphorylation of ERK in mouse kidney mesangial cells is dependent upon expression of Cav3.1. BMC nephrology. 2022 06; 23(1):211. doi: 10.1186/s12882-022-02844-1. [PMID: 35710406]
  • Mohammed Sedeeq, Ahmed Maklad, Taush Dutta, Zikai Feng, Richard Wilson, Nuri Gueven, Iman Azimi. T-Type Calcium Channel Inhibitors Induce Apoptosis in Medulloblastoma Cells Associated with Altered Metabolic Activity. Molecular neurobiology. 2022 May; 59(5):2932-2945. doi: 10.1007/s12035-022-02771-0. [PMID: 35243582]
  • Heng Zhang, Chen Chen, Yue Liu, Lu Ren, Jing Qi, Yang Yang, Wei Chen, Yingjia Yao, Xintong Cai, Zhuang Liu, Miao Hao, Lingkang Li, Zisu Deng, Mingyu Sun, Yongping Lu, Keyan Chen, Ping Hou. NRF-2/HO-1 Pathway-Mediated SHOX2 Activation Is a Key Switch for Heart Rate Acceleration by Yixin-Fumai Granules. Oxidative medicine and cellular longevity. 2022; 2022(?):8488269. doi: 10.1155/2022/8488269. [PMID: 36199421]
  • Matthias Holdhoff, Xiaobu Ye, Jeffrey G Supko, Louis B Nabors, Arati S Desai, Tobias Walbert, Glenn J Lesser, William L Read, Frank S Lieberman, Martin A Lodge, Jeffrey Leal, Joy D Fisher, Serena Desideri, Stuart A Grossman, Richard L Wahl, David Schiff. Timed sequential therapy of the selective T-type calcium channel blocker mibefradil and temozolomide in patients with recurrent high-grade gliomas. Neuro-oncology. 2017 06; 19(6):845-852. doi: 10.1093/neuonc/nox020. [PMID: 28371832]
  • Rasmus Hassing Frandsen, Max Salomonsson, Pernille B L Hansen, Lars J Jensen, Thomas Hartig Braunstein, Niels-Henrik Holstein-Rathlou, Charlotte Mehlin Sorensen. No apparent role for T-type Ca²⁺ channels in renal autoregulation. Pflugers Archiv : European journal of physiology. 2016 Apr; 468(4):541-50. doi: 10.1007/s00424-015-1770-9. [PMID: 26658945]
  • Minsoo Han, Chiman Song, Nakcheol Jeong, Hoh-Gyu Hahn. Exploration of 3-Aminoazetidines as Triple Reuptake Inhibitors by Bioisosteric Modification of 3-α-Oxyazetidine. ACS medicinal chemistry letters. 2014 Sep; 5(9):999-1004. doi: 10.1021/ml500187a. [PMID: 25221656]
  • Jun Yun, Minsoo Han, Chiman Song, Seung Hoon Cheon, Kihang Choi, Hoh-Gyu Hahn. Synthesis and biological evaluation of 3-phenethylazetidine derivatives as triple reuptake inhibitors. Bioorganic & medicinal chemistry letters. 2014 Aug; 24(15):3234-7. doi: 10.1016/j.bmcl.2014.06.026. [PMID: 24974340]
  • Yuan Zhang, Junhong Zhang, Dongsheng Jiang, Dong Zhang, Zhiyuan Qian, Chunfeng Liu, Jin Tao. Inhibition of T-type Ca²⁺ channels by endostatin attenuates human glioblastoma cell proliferation and migration. British journal of pharmacology. 2012 Jun; 166(4):1247-60. doi: 10.1111/j.1476-5381.2012.01852.x. [PMID: 22233416]
  • Zhiwu Lin, Yvonne Will. Evaluation of drugs with specific organ toxicities in organ-specific cell lines. Toxicological sciences : an official journal of the Society of Toxicology. 2012 Mar; 126(1):114-27. doi: 10.1093/toxsci/kfr339. [PMID: 22166485]
  • Seung Don Baek, Sun-Joo Jang, So-Eun Park, Tae Jin Ok, Jaechan Leem, Ho-Su Lee, So Jung Park, Tae Hee Kim. Fatal rhabdomyolysis in a patient with liver cirrhosis after switching from simvastatin to fluvastatin. Journal of Korean medical science. 2011 Dec; 26(12):1634-7. doi: 10.3346/jkms.2011.26.12.1634. [PMID: 22148003]
  • Masakazu Ishii, Ryouta Iizuka, Yuji Kiuchi, Yasuo Mori, Shunichi Shimizu. Neuroprotection by lomerizine, a prophylactic drug for migraine, against hydrogen peroxide-induced hippocampal neurotoxicity. Molecular and cellular biochemistry. 2011 Dec; 358(1-2):1-11. doi: 10.1007/s11010-011-0913-3. [PMID: 21656126]
  • Pernille B Hansen, Christian B Poulsen, Steen Walter, Niels Marcussen, Leanne L Cribbs, Ole Skøtt, Boye L Jensen. Functional importance of L- and P/Q-type voltage-gated calcium channels in human renal vasculature. Hypertension (Dallas, Tex. : 1979). 2011 Sep; 58(3):464-70. doi: 10.1161/hypertensionaha.111.170845. [PMID: 21788606]
  • Galax Joya, Gina D'Suze, Víctor Salazar, Arnaldo Rosales, Carlos Sevcik, Gonzalo Visbal, André T S Ferreira, Jonas Perales. Scorpion toxins modify phytopathogenic fungus physiology. A possible source of new fungicides. Journal of agricultural and food chemistry. 2011 Jun; 59(11):6327-37. doi: 10.1021/jf200486t. [PMID: 21510675]
  • Christian B Poulsen, Rozh H Al-Mashhadi, Leanne L Cribbs, Ole Skøtt, Pernille B Hansen. T-type voltage-gated calcium channels regulate the tone of mouse efferent arterioles. Kidney international. 2011 Feb; 79(4):443-51. doi: 10.1038/ki.2010.429. [PMID: 21068717]
  • Zhong Zhang, Hai Lin, Chunhua Cao, Sandeep Khurana, Thomas L Pallone. Voltage-gated divalent currents in descending vasa recta pericytes. American journal of physiology. Renal physiology. 2010 Oct; 299(4):F862-71. doi: 10.1152/ajprenal.00321.2010. [PMID: 20630935]
  • Chun Zhou, Hairu Chen, Judy A King, Hassan Sellak, Wolfgang M Kuebler, Jun Yin, Mary I Townsley, Hee-Sup Shin, Songwei Wu. Alpha1G T-type calcium channel selectively regulates P-selectin surface expression in pulmonary capillary endothelium. American journal of physiology. Lung cellular and molecular physiology. 2010 Jul; 299(1):L86-97. doi: 10.1152/ajplung.00331.2009. [PMID: 20435690]
  • Beena Bhandari, Pankaj Bansal, Pankaj Talwar, Satish K Gupta. Delineation of downstream signalling components during acrosome reaction mediated by heat solubilized human zona pellucida. Reproductive biology and endocrinology : RB&E. 2010 Jan; 8(?):7. doi: 10.1186/1477-7827-8-7. [PMID: 20096131]
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  • Wan-Suk Oh, Pan-Young Jeong, Hyoe-Jin Joo, Jeong-Eui Lee, Yil-Seong Moon, Hyang-Mi Cheon, Jung-Ho Kim, Yong-Uk Lee, Yhong-Hee Shim, Young-Ki Paik. Identification and characterization of a dual-acting antinematodal agent against the pinewood nematode, Bursaphelenchus xylophilus. PloS one. 2009 Nov; 4(11):e7593. doi: 10.1371/journal.pone.0007593. [PMID: 19907651]
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  • Clara E Diaz-Velasquez, Federico Castro-Muñozledo, Walid Kuri-Harcuch. Staurosporine rapidly commits 3T3-F442A cells to the formation of adipocytes by activation of GSK-3beta and mobilization of calcium. Journal of cellular biochemistry. 2008 Sep; 105(1):147-57. doi: 10.1002/jcb.21810. [PMID: 18543255]
  • R Scott Obach, Franco Lombardo, Nigel J Waters. Trend analysis of a database of intravenous pharmacokinetic parameters in humans for 670 drug compounds. Drug metabolism and disposition: the biological fate of chemicals. 2008 Jul; 36(7):1385-405. doi: 10.1124/dmd.108.020479. [PMID: 18426954]
  • N Sekiguchi, M Kato, M Takada, H Watanabe, A Higashida, S Sakai, M Ishigai, Y Aso. In vivo approach for the evaluation of mechanism-based inhibition of cytochrome P450 3A in rats. Xenobiotica; the fate of foreign compounds in biological systems. 2008 Apr; 38(4):368-81. doi: 10.1080/00498250701851891. [PMID: 18340562]
  • Shu-Feng Zhou. Potential strategies for minimizing mechanism-based inhibition of cytochrome P450 3A4. Current pharmaceutical design. 2008; 14(10):990-1000. doi: 10.2174/138161208784139738. [PMID: 18473851]
  • Larissa Lipskaia, Caroline Pinet, Yves Fromes, Stéphane Hatem, Isabelle Cantaloube, Alain Coulombe, Anne-Marie Lompré. Mutation of delta-sarcoglycan is associated with Ca(2+) -dependent vascular remodeling in the Syrian hamster. The American journal of pathology. 2007 Jul; 171(1):162-71. doi: 10.2353/ajpath.2007.070054. [PMID: 17591963]
  • Akiko Watanabe, Koichi Nakamura, Noriko Okudaira, Osamu Okazaki, Ken-ichi Sudo. Risk assessment for drug-drug interaction caused by metabolism-based inhibition of CYP3A using automated in vitro assay systems and its application in the early drug discovery process. Drug metabolism and disposition: the biological fate of chemicals. 2007 Jul; 35(7):1232-8. doi: 10.1124/dmd.107.015016. [PMID: 17392390]
  • Koichi Hayashi, Shu Wakino, Naoki Sugano, Yuri Ozawa, Koichiro Homma, Takao Saruta. Ca2+ channel subtypes and pharmacology in the kidney. Circulation research. 2007 Feb; 100(3):342-53. doi: 10.1161/01.res.0000256155.31133.49. [PMID: 17307972]
  • Jung Hwan Park, Jin Kyu Choi, Eunjung Lee, Jae Kyun Lee, Hyewhon Rhim, Seon Hee Seo, Yoonjee Kim, Munikumar Reddy Doddareddy, Ae Nim Pae, Jahyo Kang, Eun Joo Roh. Lead discovery and optimization of T-type calcium channel blockers. Bioorganic & medicinal chemistry. 2007 Feb; 15(3):1409-19. doi: 10.1016/j.bmc.2006.11.004. [PMID: 17150365]
  • Hayrettin Ozturk, Hulya Ozturk, Hatun Duran, Ali Kemal Uzunlar. Mibefradil, a T-type Ca2+ channel blocker, protects against mesenteric ischemia-reperfusion-induced oxidative injury and histologic alterations in intestinal mucosa in rats. Digestive diseases and sciences. 2006 Aug; 51(8):1454-60. doi: 10.1007/s10620-005-9060-6. [PMID: 16868826]
  • Walter Raasch, Christian Wittmershaus, Andreas Dendorfer, Inga Voges, Friedrich Pahlke, Christoph Dodt, Peter Dominiak, Olaf Jöhren. Angiotensin II inhibition reduces stress sensitivity of hypothalamo-pituitary-adrenal axis in spontaneously hypertensive rats. Endocrinology. 2006 Jul; 147(7):3539-46. doi: 10.1210/en.2006-0198. [PMID: 16574788]
  • Nadège Blanchard, Nicola J Hewitt, Paul Silber, Hannah Jones, Philippe Coassolo, Thierry Lavé. Prediction of hepatic clearance using cryopreserved human hepatocytes: a comparison of serum and serum-free incubations. The Journal of pharmacy and pharmacology. 2006 May; 58(5):633-41. doi: 10.1211/jpp.58.5.0008. [PMID: 16640832]
  • Florian Gackière, Gabriel Bidaux, Philippe Lory, Natalia Prevarskaya, Pascal Mariot. A role for voltage gated T-type calcium channels in mediating "capacitative" calcium entry?. Cell calcium. 2006 Apr; 39(4):357-66. doi: 10.1016/j.ceca.2005.12.003. [PMID: 16442617]
  • Zhong Zhang, Chunhua Cao, Whaseon Lee-Kwon, Thomas L Pallone. Descending vasa recta pericytes express voltage operated Na+ conductance in the rat. The Journal of physiology. 2005 Sep; 567(Pt 2):445-57. doi: 10.1113/jphysiol.2005.091538. [PMID: 15975976]
  • Sachar Lambert, Johannes Oberwinkler. Characterization of a proton-activated, outwardly rectifying anion channel. The Journal of physiology. 2005 Aug; 567(Pt 1):191-213. doi: 10.1113/jphysiol.2005.089888. [PMID: 15961423]
  • Peter R Strege, Cheryl E Bernard, Yijun Ou, Simon J Gibbons, Gianrico Farrugia. Effect of mibefradil on sodium and calcium currents. American journal of physiology. Gastrointestinal and liver physiology. 2005 Aug; 289(2):G249-53. doi: 10.1152/ajpgi.00022.2005. [PMID: 15790762]
  • Koichi Hayashi, Shu Wakino, Yuri Ozawa, Koichiro Homma, Takeshi Kanda, Ken Okubo, Ichiro Takamatsu, Satoru Tatematsu, Hiroo Kumagai, Takao Saruta. Role of protein kinase C in Ca channel blocker-induced renal arteriolar dilation in spontaneously hypertensive rats--studies in the isolated perfused hydronephrotic kidney. The Keio journal of medicine. 2005 Jun; 54(2):102-8. doi: 10.2302/kjm.54.102. [PMID: 16077260]
  • David M Rodman, Katherine Reese, Julie Harral, Brian Fouty, Songwei Wu, James West, Marloes Hoedt-Miller, Yuji Tada, Kai-Xun Li, Carlyne Cool, Karen Fagan, Leanne Cribbs. Low-voltage-activated (T-type) calcium channels control proliferation of human pulmonary artery myocytes. Circulation research. 2005 Apr; 96(8):864-72. doi: 10.1161/01.res.0000163066.07472.ff. [PMID: 15774856]
  • Lioubov I Brueggemann, Beverly L Martin, John Barakat, Kenneth L Byron, Leanne L Cribbs. Low voltage-activated calcium channels in vascular smooth muscle: T-type channels and AVP-stimulated calcium spiking. American journal of physiology. Heart and circulatory physiology. 2005 Feb; 288(2):H923-35. doi: 10.1152/ajpheart.01126.2003. [PMID: 15498818]
  • Amith Panner, Leanne L Cribbs, Gina M Zainelli, Thomas C Origitano, Sanjay Singh, Robert D Wurster. Variation of T-type calcium channel protein expression affects cell division of cultured tumor cells. Cell calcium. 2005 Feb; 37(2):105-19. doi: 10.1016/j.ceca.2004.07.002. [PMID: 15589991]
  • Ayten Gezici, Hayrettin Ozturk, Hulya Ozturk. The effects of mibefradil, a T-type Ca2+ channels blocker, on the renal dysfunction and injury caused by ischemia-reperfusion of the rat kidney. Renal failure. 2005; 27(6):775-81. doi: 10.1080/08860220500244831. [PMID: 16350833]
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  • Taehyun Kim, Juhyun Choi, Sunoh Kim, Ohyeun Kwon, Seung-Yeol Nah, Ye Sun Han, Hyewhon Rhim. The biochemical activation of T-type Ca2+ channels in HEK293 cells stably expressing alpha1G and Kir2.1 subunits. Biochemical and biophysical research communications. 2004 Nov; 324(1):401-8. doi: 10.1016/j.bbrc.2004.09.069. [PMID: 15465033]
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  • Victor N Uebele, Cindy E Nuss, John J Renger, Thomas M Connolly. Role of voltage-gated calcium channels in potassium-stimulated aldosterone secretion from rat adrenal zona glomerulosa cells. The Journal of steroid biochemistry and molecular biology. 2004 Oct; 92(3):209-18. doi: 10.1016/j.jsbmb.2004.04.012. [PMID: 15555914]
  • Guorong Ma, Terri J Allen, Mark E Cooper, Zemin Cao. Calcium channel blockers, either amlodipine or mibefradil, ameliorate renal injury in experimental diabetes. Kidney international. 2004 Sep; 66(3):1090-8. doi: 10.1111/j.1523-1755.2004.00859.x. [PMID: 15327403]
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