GBR 12935 (BioDeep_00001875296)

   


代谢物信息卡片


1-[2-(Diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine

化学式: C28H34N2O (414.2670994)
中文名称: GBR 12935
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1CN(CCN1CCCC2=CC=CC=C2)CCOC(C3=CC=CC=C3)C4=CC=CC=C4
InChI: InChI=1S/C28H34N2O/c1-4-11-25(12-5-1)13-10-18-29-19-21-30(22-20-29)23-24-31-28(26-14-6-2-7-15-26)27-16-8-3-9-17-27/h1-9,11-12,14-17,28H,10,13,18-24H2

描述信息

D018377 - Neurotransmitter Agents > D014179 - Neurotransmitter Uptake Inhibitors > D018765 - Dopamine Uptake Inhibitors
D018377 - Neurotransmitter Agents > D015259 - Dopamine Agents
D049990 - Membrane Transport Modulators

同义名列表

2 个代谢物同义名

1-[2-(Diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine; GBR 12935



数据库引用编号

4 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

  • 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]
  • Wei Yang, Adam C Munhall, Steven W Johnson. Dopamine Evokes a Trace Amine Receptor-dependent Inward Current that is Regulated by AMP Kinase in Substantia Nigra Dopamine Neurons. Neuroscience. 2020 02; 427(?):77-91. doi: 10.1016/j.neuroscience.2019.11.044. [PMID: 31883822]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • David H Root, Alexander F Hoffman, Cameron H Good, Shiliang Zhang, Eduardo Gigante, Carl R Lupica, Marisela Morales. Norepinephrine activates dopamine D4 receptors in the rat lateral habenula. The Journal of neuroscience : the official journal of the Society for Neuroscience. 2015 Feb; 35(8):3460-9. doi: 10.1523/jneurosci.4525-13.2015. [PMID: 25716845]
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  • M Hill, R J L Anney, M Gill, Z Hawi. Functional analysis of intron 8 and 3' UTR variable number of tandem repeats of SLC6A3: differential activity of intron 8 variants. The pharmacogenomics journal. 2010 Oct; 10(5):442-7. doi: 10.1038/tpj.2009.66. [PMID: 20029387]
  • Tomonori Fujiwara, Masumi Snada, Takefumi Kofuji, Takeo Yoshikawa, Kimio Akagawa. HPC-1/syntaxin 1A gene knockout mice show abnormal behavior possibly related to a disruption in 5-HTergic systems. The European journal of neuroscience. 2010 Jul; 32(1):99-107. doi: 10.1111/j.1460-9568.2010.07269.x. [PMID: 20576034]
  • Jun Zhu, Charles F Mactutus, David R Wallace, Rosemarie M Booze. HIV-1 Tat protein-induced rapid and reversible decrease in [3H]dopamine uptake: dissociation of [3H]dopamine uptake and [3H]2beta-carbomethoxy-3-beta-(4-fluorophenyl)tropane (WIN 35,428) binding in rat striatal synaptosomes. The Journal of pharmacology and experimental therapeutics. 2009 Jun; 329(3):1071-83. doi: 10.1124/jpet.108.150144. [PMID: 19325033]
  • Ling-Wei Hsin, Li-Te Chang, Richard B Rothman, Christina M Dersch, Arthur E Jacobson, Kenner C Rice. Design and synthesis of 2- and 3-substituted-3-phenylpropyl analogs of 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine and 1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine: role of amino, fluoro, hydroxyl, methoxyl, methyl, methylene, and oxo substituents on affinity for the dopamine and serotonin transporters. Journal of medicinal chemistry. 2008 May; 51(9):2795-806. doi: 10.1021/jm701270n. [PMID: 18393401]
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  • Elzbieta Lorenc-Koci, Lucyna Antkiewicz-Michaluk, Jadwiga Wardas, Małgorzata Zapała, Joanna Wierońska. Effect of 1,2,3,4,-tetrahydroisoquinoline administration under conditions of CYP2D inhibition on dopamine metabolism, level of tyrosine hydroxylase protein and the binding of [3H]GBR 12,935 to dopamine transporter in the rat nigrostriatal, dopaminergic system. Brain research. 2004 May; 1009(1-2):67-81. doi: 10.1016/j.brainres.2004.02.044. [PMID: 15120584]
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  • Nianhang Chen, Judy Rickey, Janet L Berfield, Maarten E A Reith. Aspartate 345 of the dopamine transporter is critical for conformational changes in substrate translocation and cocaine binding. The Journal of biological chemistry. 2004 Feb; 279(7):5508-19. doi: 10.1074/jbc.m306294200. [PMID: 14660644]
  • Jun Zhu, Thomas Green, Michael T Bardo, Linda P Dwoskin. Environmental enrichment enhances sensitization to GBR 12935-induced activity and decreases dopamine transporter function in the medial prefrontal cortex. Behavioural brain research. 2004 Jan; 148(1-2):107-17. doi: 10.1016/s0166-4328(03)00190-6. [PMID: 14684252]
  • Guillaume Hébert, Josette Arsaut, Robert Dantzer, Jacques Demotes-Mainard. Time-course of the expression of inflammatory cytokines and matrix metalloproteinases in the striatum and mesencephalon of mice injected with 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine, a dopaminergic neurotoxin. Neuroscience letters. 2003 Oct; 349(3):191-5. doi: 10.1016/s0304-3940(03)00832-2. [PMID: 12951201]
  • Makoto Kimura, Tomoko Masuda, Koji Yamada, Masaki Mitani, Nobuo Kubota, Nobuyuki Kawakatsu, Kenichi Kishii, Masato Inazu, Yuji Kiuchi, Katsuji Oguchi, Takayuki Namiki. Novel diphenylalkyl piperazine derivatives with high affinities for the dopamine transporter. Bioorganic & medicinal chemistry. 2003 Sep; 11(18):3953-63. doi: 10.1016/s0968-0896(03)00428-0. [PMID: 12927856]
  • P Govitrapong, P Vilaipun, M Ebadi. Identification of dopamine transporter in bovine pineal gland using [3H]GBR 12935. Journal of pineal research. 2003 Aug; 35(1):16-23. doi: 10.1034/j.1600-079x.2003.00033.x. [PMID: 12823609]
  • Jyoti Patel, Katrin A Mooslehner, Pok Man Chan, Piers C Emson, Jonathan A Stamford. Presynaptic control of striatal dopamine neurotransmission in adult vesicular monoamine transporter 2 (VMAT2) mutant mice. Journal of neurochemistry. 2003 May; 85(4):898-910. doi: 10.1046/j.1471-4159.2003.01732.x. [PMID: 12716422]
  • David Lewis, Ying Zhang, Thomas Prisinzano, Christina M Dersch, Richard B Rothman, Arthur E Jacobson, Kenner C Rice. Further exploration of 1-[2-[Bis-(4-fluorophenyl)methoxy]ethyl]piperazine (GBR 12909): role of N-aromatic, N-heteroaromatic, and 3-oxygenated N-phenylpropyl substituents on affinity for the dopamine and serotonin transporter. Bioorganic & medicinal chemistry letters. 2003 Apr; 13(7):1385-9. doi: 10.1016/s0960-894x(03)00108-2. [PMID: 12657288]
  • Sujit K Ghorai, Charles Cook, Matthew Davis, Sylesh K Venkataraman, Clifford George, Patrick M Beardsley, Maarten E A Reith, Aloke K Dutta. High affinity hydroxypiperidine analogues of 4-(2-benzhydryloxyethyl)-1-(4-fluorobenzyl)piperidine for the dopamine transporter: stereospecific interactions in vitro and in vivo. Journal of medicinal chemistry. 2003 Mar; 46(7):1220-8. doi: 10.1021/jm020275k. [PMID: 12646032]
  • Shigeaki Arai, Katsuya Morita, Shigeo Kitayama, Kei Kumagai, Michio Kumagai, Kenji Kihira, Toshihiro Dohi. Chronic inhibition of the norepinephrine transporter in the brain participates in seizure sensitization to cocaine and local anesthetics. Brain research. 2003 Feb; 964(1):83-90. doi: 10.1016/s0006-8993(02)04068-4. [PMID: 12573515]
  • Heather L Kimmel, F Ivy Carroll, Michael J Kuhar. Withdrawal from repeated cocaine alters dopamine transporter protein turnover in the rat striatum. The Journal of pharmacology and experimental therapeutics. 2003 Jan; 304(1):15-21. doi: 10.1124/jpet.102.038018. [PMID: 12490570]
  • Sylvie Chalon, Jari Tarkiainen, Lucette Garreau, Hakan Hall, Patrick Emond, Johnny Vercouillie, Lars Farde, Philippe Dasse, Katarina Varnas, Jean-Claude Besnard, Christer Halldin, Denis Guilloteau. Pharmacological characterization of N,N-dimethyl-2-(2-amino-4-methylphenyl thio)benzylamine as a ligand of the serotonin transporter with high affinity and selectivity. The Journal of pharmacology and experimental therapeutics. 2003 Jan; 304(1):81-7. doi: 10.1124/jpet.102.042226. [PMID: 12490578]
  • Feng C Zhou, Klaus-Peter Lesch, Dennis L Murphy. Serotonin uptake into dopamine neurons via dopamine transporters: a compensatory alternative. Brain research. 2002 Jun; 942(1-2):109-19. doi: 10.1016/s0006-8993(02)02709-9. [PMID: 12031859]
  • Ling-Wei Hsin, Christina M Dersch, Michael H Baumann, David Stafford, John R Glowa, Richard B Rothman, Arthur E Jacobson, Kenner C Rice. Development of long-acting dopamine transporter ligands as potential cocaine-abuse therapeutic agents: chiral hydroxyl-containing derivatives of 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine and 1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine. Journal of medicinal chemistry. 2002 Mar; 45(6):1321-9. doi: 10.1021/jm010430f. [PMID: 11882001]
  • Guylène Page, Sylvie Chalon, Patrick Emond, Jean Marie Maloteaux, Emmanuel Hermans. Pharmacological characterisation of (E)-N-(3-iodoprop-2-enyl)-2beta-carbomethoxy-3beta-(4'-methylphenyl)nortropane (PE2I) binding to the rat neuronal dopamine transporter expressed in COS cells. Neurochemistry international. 2002 Feb; 40(2):105-13. doi: 10.1016/s0197-0186(01)00086-9. [PMID: 11738476]
  • Aloke K Dutta, Matthew C Davis, Xiang-Shu Fei, Patrick M Beardsley, Charles D Cook, Maarten E A Reith. Expansion of structure-activity studies of piperidine analogues of 1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine (GBR 12935) compounds by altering substitutions in the N-benzyl moiety and behavioral pharmacology of selected molecules. Journal of medicinal chemistry. 2002 Jan; 45(3):654-62. doi: 10.1021/jm010316x. [PMID: 11806716]
  • Y Zhang, D B Joseph, W D Bowen, J L Flippen-Anderson, C M Dersch, R B Rothman, A E Jacobson, K C Rice. Synthesis and biological evaluation of tropane-like 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine (GBR 12909) analogues. Journal of medicinal chemistry. 2001 Nov; 44(23):3937-45. doi: 10.1021/jm0101592. [PMID: 11689080]
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