MPEP (BioDeep_00001875830)

   


代谢物信息卡片


2-Methyl-6-(phenylethynyl)pyridine

化学式: C14H11N (193.0891446)
中文名称: 2-甲基-6-(苯基乙炔基)吡啶
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=NC(=CC=C1)C#CC2=CC=CC=C2
InChI: InChI=1S/C14H11N/c1-12-6-5-9-14(15-12)11-10-13-7-3-2-4-8-13/h2-9H,1H3

描述信息

D018377 - Neurotransmitter Agents > D018683 - Excitatory Amino Acid Agents > D018691 - Excitatory Amino Acid Antagonists
D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014151 - Anti-Anxiety Agents
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants
MPEP is a potent, selective, noncompetitive, orally active and systemically active mGlu5 receptor antagonist, with an IC50 of 36 nM for completely inhibiting quisqualate-stimulated phosphoinositide (PI) hydrolysis. MPEP has anxiolytic-or antidepressant-like effects[1][2]. MPEP is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

同义名列表

2 个代谢物同义名

2-Methyl-6-(phenylethynyl)pyridine; MPEP



数据库引用编号

5 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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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

  • Weiwei Yan, Hongfei Zhu, Bianbian Yu, Xin Ma, Hang Liang, Shuyan Zhao, Kebin Deng. Effects of two inhibitors of metabolic glutamate receptor 5 on expression of endogenous homer scaffold protein 1 in the auditory cortex of mice with tinnitus. Bioengineered. 2021 12; 12(1):7156-7164. doi: 10.1080/21655979.2021.1979354. [PMID: 34546852]
  • Andrea Ferrigno, Clarissa Berardo, Laura Giuseppina Di Pasqua, Marta Cagna, Veronica Siciliano, Plinio Richelmi, Mariapia Vairetti. The selective blockade of metabotropic glutamate receptor-5 attenuates fat accumulation in an in vitro model of benign steatosis. European journal of histochemistry : EJH. 2020 Nov; 64(4):. doi: 10.4081/ejh.2020.3175. [PMID: 33207858]
  • Antonio López-Zapata, David Agustín León-Navarro, María Crespo, José Luis Albasanz, Mairena Martín. Chronic oral administration of MPEP, an antagonist of mGlu5 receptor, during gestation and lactation alters mGlu5 and A2A receptors in maternal and neonatal brain. Neuroscience. 2017 03; 344(?):187-203. doi: 10.1016/j.neuroscience.2016.12.019. [PMID: 28012867]
  • Jens Nagel, Sergio Greco, Chris G Parsons, Gunnar Flik, Carsten Tober, Kai-Uwe Klein, Wojciech Danysz. Brain concentrations of mGluR5 negative allosteric modulator MTEP in relation to receptor occupancy--Comparison to MPEP. Pharmacological reports : PR. 2015 Jun; 67(3):624-30. doi: 10.1016/j.pharep.2015.01.004. [PMID: 25933979]
  • Wing C Lee, Sandra Almeida, Mercedes Prudencio, Thomas R Caulfield, Yong-Jie Zhang, William M Tay, Peter O Bauer, Jeannie Chew, Hiroki Sasaguri, Karen R Jansen-West, Tania F Gendron, Caroline T Stetler, NiCole Finch, Ian R Mackenzie, Rosa Rademakers, Fen-Biao Gao, Leonard Petrucelli. Targeted manipulation of the sortilin-progranulin axis rescues progranulin haploinsufficiency. Human molecular genetics. 2014 Mar; 23(6):1467-78. doi: 10.1093/hmg/ddt534. [PMID: 24163244]
  • Nicolas Morin, Laurent Grégoire, Marc Morissette, Sandrine Desrayaud, Baltazar Gomez-Mancilla, Fabrizio Gasparini, Thérèse Di Paolo. MPEP, an mGlu5 receptor antagonist, reduces the development of L-DOPA-induced motor complications in de novo parkinsonian monkeys: biochemical correlates. Neuropharmacology. 2013 Mar; 66(?):355-64. doi: 10.1016/j.neuropharm.2012.07.036. [PMID: 22884464]
  • Jamie N Mayo, Richard S Beard, Tulin O Price, Cheng-Hung Chen, Michelle A Erickson, Nuran Ercal, William A Banks, Shawn E Bearden. Nitrative stress in cerebral endothelium is mediated by mGluR5 in hyperhomocysteinemia. Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism. 2012 May; 32(5):825-34. doi: 10.1038/jcbfm.2011.185. [PMID: 22186670]
  • Jia Wei Zhu, Ji Fang Yuan, Hui Min Yang, Shu Ting Wang, Chen Guang Zhang, Li Li Sun, Hui Yang, Hong Zhang. Extracellular cysteine (Cys)/cystine (CySS) redox regulates metabotropic glutamate receptor 5 activity. Biochimie. 2012 Mar; 94(3):617-27. doi: 10.1016/j.biochi.2011.09.013. [PMID: 21964032]
  • Lothar Lindemann, Georg Jaeschke, Aubin Michalon, Eric Vieira, Michael Honer, Will Spooren, Richard Porter, Thomas Hartung, Sabine Kolczewski, Bernd Büttelmann, Christophe Flament, Catherine Diener, Christophe Fischer, Silvia Gatti, Eric P Prinssen, Neil Parrott, Gerhard Hoffmann, Joseph G Wettstein. CTEP: a novel, potent, long-acting, and orally bioavailable metabotropic glutamate receptor 5 inhibitor. The Journal of pharmacology and experimental therapeutics. 2011 Nov; 339(2):474-86. doi: 10.1124/jpet.111.185660. [PMID: 21849627]
  • Christina Gross, Xiaodi Yao, Dan L Pong, Andreas Jeromin, Gary J Bassell. Fragile X mental retardation protein regulates protein expression and mRNA translation of the potassium channel Kv4.2. The Journal of neuroscience : the official journal of the Society for Neuroscience. 2011 Apr; 31(15):5693-8. doi: 10.1523/jneurosci.6661-10.2011. [PMID: 21490210]
  • Lisa M Del Valle-Mojica, Yoshira M Ayala-Marín, Carmen M Ortiz-Sanchez, Bianca A Torres-Hernández, Safa Abdalla-Mukhaimer, José G Ortiz. Selective Interactions of Valeriana officinalis Extracts and Valerenic Acid with [H]Glutamate Binding to Rat Synaptic Membranes. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):403591. doi: 10.1155/2011/403591. [PMID: 21584239]
  • Cara J Westmark, Pamela R Westmark, Kenneth J O'Riordan, Brian C Ray, Crystal M Hervey, M Shahriar Salamat, Sara H Abozeid, Kelsey M Stein, Levi A Stodola, Michael Tranfaglia, Corinna Burger, Elizabeth M Berry-Kravis, James S Malter. Reversal of fragile X phenotypes by manipulation of AβPP/Aβ levels in Fmr1KO mice. PloS one. 2011; 6(10):e26549. doi: 10.1371/journal.pone.0026549. [PMID: 22046307]
  • Hwei-Hsien Chen, Astrid Stoker, Athina Markou. The glutamatergic compounds sarcosine and N-acetylcysteine ameliorate prepulse inhibition deficits in metabotropic glutamate 5 receptor knockout mice. Psychopharmacology. 2010 May; 209(4):343-50. doi: 10.1007/s00213-010-1802-2. [PMID: 20217053]
  • Ping Jun Zhu, David M Lovinger. Developmental alteration of endocannabinoid retrograde signaling in the hippocampus. Journal of neurophysiology. 2010 Feb; 103(2):1123-9. doi: 10.1152/jn.00327.2009. [PMID: 20007500]
  • Alexander A Nicodemo, Macarena Pampillo, Lucimar T Ferreira, Lianne B Dale, Tamara Cregan, Fabiola M Ribeiro, Stephen S G Ferguson. Pyk2 uncouples metabotropic glutamate receptor G protein signaling but facilitates ERK1/2 activation. Molecular brain. 2010 Jan; 3(?):4. doi: 10.1186/1756-6606-3-4. [PMID: 20180987]
  • Michael C Montana, Laura F Cavallone, Kristi K Stubbert, Andrei D Stefanescu, Evan D Kharasch, Robert W Gereau. The metabotropic glutamate receptor subtype 5 antagonist fenobam is analgesic and has improved in vivo selectivity compared with the prototypical antagonist 2-methyl-6-(phenylethynyl)-pyridine. The Journal of pharmacology and experimental therapeutics. 2009 Sep; 330(3):834-43. doi: 10.1124/jpet.109.154138. [PMID: 19515968]
  • Cristiano R Jesse, Ethel A Wilhelm, Cristiani F Bortolatto, Lucielli Savegnago, Cristina W Nogueira. Selective blockade of mGlu5 metabotropic glutamate receptors is hepatoprotective against fulminant hepatic failure induced by lipopolysaccharide and D-galactosamine in mice. Journal of applied toxicology : JAT. 2009 May; 29(4):323-9. doi: 10.1002/jat.1413. [PMID: 19153979]
  • H Schröder, D F Wu, A Seifert, M Rankovic, S Schulz, V Höllt, T Koch. Allosteric modulation of metabotropic glutamate receptor 5 affects phosphorylation, internalization, and desensitization of the micro-opioid receptor. Neuropharmacology. 2009 Mar; 56(4):768-78. doi: 10.1016/j.neuropharm.2008.12.010. [PMID: 19162047]
  • Youmin Hu, Li Dong, Biying Sun, Marlene A Guillon, Leah R Burbach, Philip A Nunn, Xingrong Liu, Olga Vilenski, Anthony P D W Ford, Yu Zhong, Weifang Rong. The role of metabotropic glutamate receptor mGlu5 in control of micturition and bladder nociception. Neuroscience letters. 2009 Jan; 450(1):12-7. doi: 10.1016/j.neulet.2008.11.026. [PMID: 19027050]
  • Sarosh N Fatakia, Stefano Costanzi, Carson C Chow. Computing highly correlated positions using mutual information and graph theory for G protein-coupled receptors. PloS one. 2009; 4(3):e4681. doi: 10.1371/journal.pone.0004681. [PMID: 19262747]
  • Fabrizio Micheli, Barbara Bertani, Andrea Bozzoli, Luca Crippa, Paolo Cavanni, Romano Di Fabio, Daniele Donati, Paola Marzorati, Giancarlo Merlo, Alfredo Paio, Lorenzo Perugini, Paola Zarantonello. Phenylethynyl-pyrrolo[1,2-a]pyrazine: a new potent and selective tool in the mGluR5 antagonists arena. Bioorganic & medicinal chemistry letters. 2008 Mar; 18(6):1804-9. doi: 10.1016/j.bmcl.2008.02.024. [PMID: 18304814]
  • Yelin Chen, Cyril Goudet, Jean-Philippe Pin, P Jeffrey Conn. N-{4-Chloro-2-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}-2-hydroxybenzamide (CPPHA) acts through a novel site as a positive allosteric modulator of group 1 metabotropic glutamate receptors. Molecular pharmacology. 2008 Mar; 73(3):909-18. doi: 10.1124/mol.107.040097. [PMID: 18056795]
  • Daniela Pellegrino, Francesca Cicchetti, Xukui Wang, Aijun Zhu, Mexiang Yu, Martine Saint-Pierre, Anna-Liisa Brownell. Modulation of dopaminergic and glutamatergic brain function: PET studies on parkinsonian rats. Journal of nuclear medicine : official publication, Society of Nuclear Medicine. 2007 Jul; 48(7):1147-53. doi: 10.2967/jnumed.106.037796. [PMID: 17574972]
  • Ho Jeong Lee, Hyo Soon Choi, Jin Sook Ju, Yong Chul Bae, Sung Kyo Kim, Young Wook Yoon, Dong Kuk Ahn. Peripheral mGluR5 antagonist attenuated craniofacial muscle pain and inflammation but not mGluR1 antagonist in lightly anesthetized rats. Brain research bulletin. 2006 Oct; 70(4-6):378-85. doi: 10.1016/j.brainresbull.2005.09.021. [PMID: 17027773]
  • Theresa M Ballard, Marie L Woolley, Eric Prinssen, Jörg Huwyler, Richard Porter, Will Spooren. The effect of the mGlu5 receptor antagonist MPEP in rodent tests of anxiety and cognition: a comparison. Psychopharmacology. 2005 Apr; 179(1):218-29. doi: 10.1007/s00213-005-2211-9. [PMID: 15739074]
  • Elena Meli, Roberto Baronti, Marilena Pangallo, Roberta Picca, Flavio Moroni, Domenico E Pellegrini-Giampietro. Group I metabotropic glutamate receptors stimulate the activity of poly(ADP-ribose) polymerase in mammalian mGlu1-transfected cells and in cortical cell cultures. Neuropharmacology. 2005; 49 Suppl 1(?):80-8. doi: 10.1016/j.neuropharm.2005.05.017. [PMID: 16023154]
  • Christian A Heidbreder, Massimiliano Bianchi, Laurent P Lacroix, Stefania Faedo, Elisabetta Perdona, Rosaria Remelli, Paolo Cavanni, Francesco Crespi. Evidence that the metabotropic glutamate receptor 5 antagonist MPEP may act as an inhibitor of the norepinephrine transporter in vitro and in vivo. Synapse (New York, N.Y.). 2003 Dec; 50(4):269-76. doi: 10.1002/syn.10261. [PMID: 14556231]
  • Rong Rong, Jee-Yin Ahn, Honglian Huang, Eiichiro Nagata, Daniel Kalman, Judith A Kapp, Jiancheng Tu, Paul F Worley, Solomon H Snyder, Keqiang Ye. PI3 kinase enhancer-Homer complex couples mGluRI to PI3 kinase, preventing neuronal apoptosis. Nature neuroscience. 2003 Nov; 6(11):1153-61. doi: 10.1038/nn1134. [PMID: 14528310]
  • Jeffery J Anderson, Margaret J Bradbury, Darlene R Giracello, Deborah F Chapman, Greg Holtz, Jeffrey Roppe, Chris King, Nicholas D P Cosford, Mark A Varney. In vivo receptor occupancy of mGlu5 receptor antagonists using the novel radioligand [3H]3-methoxy-5-(pyridin-2-ylethynyl)pyridine). European journal of pharmacology. 2003 Jul; 473(1):35-40. doi: 10.1016/s0014-2999(03)01935-6. [PMID: 12877935]
  • M J Bradbury, D R Giracello, D F Chapman, G Holtz, H Schaffhauser, S P Rao, M A Varney, J J Anderson. Metabotropic glutamate receptor 5 antagonist-induced stimulation of hypothalamic-pituitary-adrenal axis activity: interaction with serotonergic systems. Neuropharmacology. 2003 Apr; 44(5):562-72. doi: 10.1016/s0028-3908(03)00048-0. [PMID: 12668042]
  • Elena Meli, Roberta Picca, Sabina Attucci, Andrea Cozzi, Fiamma Peruginelli, Flavio Moroni, Domenico E Pellegrini-Giampietro. Activation of mGlu1 but not mGlu5 metabotropic glutamate receptors contributes to postischemic neuronal injury in vitro and in vivo. Pharmacology, biochemistry, and behavior. 2002 Sep; 73(2):439-46. doi: 10.1016/s0091-3057(02)00834-1. [PMID: 12117599]
  • Valerie Heidinger, Pat Manzerra, Xue Qing Wang, Uta Strasser, Shan-Ping Yu, Dennis W Choi, M Margarita Behrens. Metabotropic glutamate receptor 1-induced upregulation of NMDA receptor current: mediation through the Pyk2/Src-family kinase pathway in cortical neurons. The Journal of neuroscience : the official journal of the Society for Neuroscience. 2002 Jul; 22(13):5452-61. doi: 20026565. [PMID: 12097497]
  • Giuseppe Battaglia, Francesco Fornai, Carla L Busceti, Gabriella Aloisi, Franca Cerrito, Antonio De Blasi, Daniela Melchiorri, Ferdinando Nicoletti. Selective blockade of mGlu5 metabotropic glutamate receptors is protective against methamphetamine neurotoxicity. The Journal of neuroscience : the official journal of the Society for Neuroscience. 2002 Mar; 22(6):2135-41. doi: 10.1523/jneurosci.22-06-02135.2002. [PMID: 11896153]
  • Will P J M Spooren, Philippe Schoeffter, Fabrizio Gasparini, Rainer Kuhn, Conrad Gentsch. Pharmacological and endocrinological characterisation of stress-induced hyperthermia in singly housed mice using classical and candidate anxiolytics (LY314582, MPEP and NKP608). European journal of pharmacology. 2002 Jan; 435(2-3):161-70. doi: 10.1016/s0014-2999(01)01562-x. [PMID: 11821022]
  • M P Johnson, G Kelly, M Chamberlain. Changes in rat serum corticosterone after treatment with metabotropic glutamate receptor agonists or antagonists. Journal of neuroendocrinology. 2001 Aug; 13(8):670-7. doi: 10.1046/j.1365-2826.2001.00678.x. [PMID: 11489083]
  • M J Croucher, L S Thomas, H Ahmadi, V Lawrence, J R Harris. Endogenous sulphur-containing amino acids: potent agonists at presynaptic metabotropic glutamate autoreceptors in the rat central nervous system. British journal of pharmacology. 2001 Jul; 133(6):815-24. doi: 10.1038/sj.bjp.0704138. [PMID: 11454654]
  • G Page, M Peeters, M Najimi, J M Maloteaux, E Hermans. Modulation of the neuronal dopamine transporter activity by the metabotropic glutamate receptor mGluR5 in rat striatal synaptosomes through phosphorylation mediated processes. Journal of neurochemistry. 2001 Mar; 76(5):1282-90. doi: 10.1046/j.1471-4159.2001.00179.x. [PMID: 11238713]