Linopirdine (BioDeep_00000405884)

Main id: BioDeep_00000003136

 


代谢物信息卡片


Linopirdine(DuP-996)

化学式: C26H21N3O (391.1685)
中文名称: 利诺吡啶
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC=C(C=C1)N2C3=CC=CC=C3C(C2=O)(CC4=CC=NC=C4)CC5=CC=NC=C5
InChI: InChI=1S/C26H21N3O/c30-25-26(18-20-10-14-27-15-11-20,19-21-12-16-28-17-13-21)23-8-4-5-9-24(23)29(25)22-6-2-1-3-7-22/h1-17H,18-19H2

描述信息

N - Nervous system > N06 - Psychoanaleptics > N06B - Psychostimulants, agents used for adhd and nootropics
D002491 - Central Nervous System Agents > D018696 - Neuroprotective Agents
D002317 - Cardiovascular Agents > D026902 - Potassium Channel Blockers
D049990 - Membrane Transport Modulators
C93038 - Cation Channel Blocker
D020011 - Protective Agents
Same as: D04741

同义名列表

3 个代谢物同义名

Linopirdine(DuP-996); Linopirdine; Linopirdine



数据库引用编号

14 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。

亚细胞结构定位 关联基因列表
Cytoplasm 3 CA1, CA3, KCNQ1
Endoplasmic reticulum membrane 1 TRPM8
Nucleus 2 FOS, PLCZ1
cytosol 6 AVP, CA1, CA3, FOS, KCNA6, PLCZ1
dendrite 2 AVP, KCNB1
nucleoplasm 3 CD2, FOS, PLCZ1
RNA polymerase II transcription regulator complex 1 FOS
Cell membrane 11 CD2, KCNA6, KCNB1, KCNE1, KCNQ1, KCNQ2, KCNQ3, KCNQ4, KCNQ5, TRPM8, TRPV1
Cell projection, axon 1 KCNB1
Multi-pass membrane protein 10 KCNA3, KCNA6, KCNB1, KCNQ1, KCNQ2, KCNQ3, KCNQ4, KCNQ5, TRPM8, TRPV1
Synapse 3 KCNB1, KCNQ2, KCNQ3
cell surface 4 CD2, KCNB1, KCNE1, KCNQ3
glutamatergic synapse 1 KCNA3
Golgi apparatus 1 CD2
neuronal cell body 2 KCNQ1, TRPV1
presynaptic membrane 1 KCNA3
sarcolemma 1 KCNB1
Lysosome 2 KCNE1, KCNQ1
plasma membrane 13 CD2, KCNA3, KCNA6, KCNB1, KCNE1, KCNQ1, KCNQ2, KCNQ3, KCNQ4, KCNQ5, KNG1, TRPM8, TRPV1
Membrane 11 KCNA3, KCNA6, KCNB1, KCNE4, KCNQ1, KCNQ2, KCNQ3, KCNQ5, TMIE, TRPM8, TRPV1
apical plasma membrane 4 KCNB1, KCNE1, KCNE4, KCNQ1
axon 2 KCNA3, KCNB1
basolateral plasma membrane 1 KCNQ1
extracellular exosome 2 CA1, KNG1
endoplasmic reticulum 2 FOS, KCNQ1
extracellular space 2 AVP, KNG1
perinuclear region of cytoplasm 3 KCNA3, KCNB1, PLCZ1
mitochondrion 1 KCNQ3
protein-containing complex 1 CD2
intracellular membrane-bounded organelle 1 KCNA6
pronucleus 1 PLCZ1
Single-pass type I membrane protein 3 CD2, KCNE1, TMIE
Secreted 1 AVP
extracellular region 3 AVP, CD2, KNG1
cytoplasmic side of plasma membrane 1 CD2
Single-pass membrane protein 1 KCNE4
neuronal cell body membrane 1 KCNB1
external side of plasma membrane 3 CD2, TRPM8, TRPV1
perikaryon 1 KCNB1
Z disc 1 KCNE1
nucleolus 1 PLCZ1
Early endosome 1 KCNQ1
cell-cell junction 1 CD2
postsynaptic membrane 3 KCNA3, KCNB1, TRPV1
Apical cell membrane 2 KCNE1, KCNQ1
Cell membrane, sarcolemma 1 KCNB1
Cytoplasm, perinuclear region 1 PLCZ1
Membrane raft 4 KCNA3, KCNE1, KCNQ1, TRPM8
GABA-ergic synapse 1 TRPV1
collagen-containing extracellular matrix 1 KNG1
secretory granule 1 AVP
lateral plasma membrane 2 KCNB1, KCNQ1
Postsynaptic cell membrane 2 KCNB1, TRPV1
Late endosome 1 KCNQ1
Cell projection, neuron projection 1 TRPV1
neuron projection 1 KCNQ1
ciliary base 1 KCNQ1
chromatin 1 FOS
Secreted, extracellular space 1 KNG1
blood microparticle 1 KNG1
Basolateral cell membrane 1 KCNQ1
[Isoform 2]: Cell membrane 1 KCNA3
monoatomic ion channel complex 1 KCNQ1
Cytoplasmic vesicle membrane 1 KCNQ1
axon initial segment 2 KCNQ2, KCNQ3
Cell projection, dendrite 1 KCNB1
basal plasma membrane 1 KCNQ4
potassium channel complex 1 KCNA6
voltage-gated potassium channel complex 10 KCNA3, KCNA6, KCNB1, KCNE1, KCNE4, KCNQ1, KCNQ2, KCNQ3, KCNQ4, KCNQ5
plasma membrane raft 1 TRPM8
endoplasmic reticulum lumen 1 KNG1
nuclear matrix 1 FOS
platelet alpha granule lumen 1 KNG1
axon terminus 1 KCNA6
transport vesicle 1 KCNQ1
node of Ranvier 2 KCNQ2, KCNQ3
neuronal dense core vesicle 1 AVP
calyx of Held 1 KCNA3
clathrin-coated endocytic vesicle membrane 1 AVP
Synapse, synaptosome 1 KCNB1
Basal cell membrane 1 KCNQ4
Lateral cell membrane 1 KCNB1
protein-DNA complex 1 FOS
postsynaptic specialization membrane 1 KCNB1
[Isoform 1]: Cell membrane 1 KCNA3
dendrite membrane 1 KCNB1
Cell projection, dendritic spine membrane 1 TRPV1
dendritic spine membrane 1 TRPV1
cholinergic synapse 1 KCNB1
transcription factor AP-1 complex 1 FOS
sperm head 1 PLCZ1
clathrin coat 1 KCNQ5
proximal dendrite 1 KCNB1
[Isoform 3]: Cytoplasm, perinuclear region 1 KCNA3
lumenal side of membrane 1 KCNQ1
basolateral part of cell 1 KCNQ1


文献列表

  • F S Babu, M Majetschak. Linopirdine-supplemented resuscitation fluids reduce mortality in a model of ischemia-reperfusion injury induced acute respiratory distress syndrome. Physiological research. 2021 08; 70(4):649-953. doi: 10.33549/physiolres.934679. [PMID: 34062081]
  • 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]
  • 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]
  • Matthew S Grubb, Juan Burrone. Channelrhodopsin-2 localised to the axon initial segment. PloS one. 2010 Oct; 5(10):e13761. doi: 10.1371/journal.pone.0013761. [PMID: 21048938]
  • Cristian Neacsu, Alexandru Babes. The M-channel blocker linopirdine is an agonist of the capsaicin receptor TRPV1. Journal of pharmacological sciences. 2010; 114(3):332-40. doi: 10.1254/jphs.10172fp. [PMID: 21099148]
  • I Morecroft, A Murray, M Nilsen, A M Gurney, M R MacLean. Treatment with the Kv7 potassium channel activator flupirtine is beneficial in two independent mouse models of pulmonary hypertension. British journal of pharmacology. 2009 Aug; 157(7):1241-9. doi: 10.1111/j.1476-5381.2009.00283.x. [PMID: 19508393]
  • A D Wickenden, J L Krajewski, B London, P K Wagoner, W A Wilson, S Clark, R Roeloffs, G McNaughton-Smith, G C Rigdon. N-(6-chloro-pyridin-3-yl)-3,4-difluoro-benzamide (ICA-27243): a novel, selective KCNQ2/Q3 potassium channel activator. Molecular pharmacology. 2008 Mar; 73(3):977-86. doi: 10.1124/mol.107.043216. [PMID: 18089837]
  • Francesca Boscia, Lucio Annunziato, Maurizio Taglialatela. Retigabine and flupirtine exert neuroprotective actions in organotypic hippocampal cultures. Neuropharmacology. 2006 Aug; 51(2):283-94. doi: 10.1016/j.neuropharm.2006.03.024. [PMID: 16697426]
  • Birgit Mazurek, Nyamaa Amarjargal, Heidemarie Haupt, Johann Gross. High potassium concentrations protect inner and outer hair cells in the newborn rat culture from ischemia-induced damage. Hearing research. 2006 May; 215(1-2):31-8. doi: 10.1016/j.heares.2006.02.010. [PMID: 16678987]
  • Rikke Louise Schrøder, Dorte Strøbaek, Søren-Peter Olesen, Palle Christophersen. Voltage-independent KCNQ4 currents induced by (+/-)BMS-204352. Pflugers Archiv : European journal of physiology. 2003 Aug; 446(5):607-16. doi: 10.1007/s00424-003-1116-x. [PMID: 12851819]
  • K Finlayson, J McLuckie, J Hern, I Aramori, H J Olverman, J S Kelly. Characterisation of [(125)I]-apamin binding sites in rat brain membranes with HE293 cells transfected with SK channel subtypes. Neuropharmacology. 2001 Sep; 41(3):341-50. doi: 10.1016/s0028-3908(01)00067-3. [PMID: 11522325]
  • R Søgaard, T Ljungstrøm, K A Pedersen, S P Olesen, B S Jensen. KCNQ4 channels expressed in mammalian cells: functional characteristics and pharmacology. American journal of physiology. Cell physiology. 2001 Apr; 280(4):C859-66. doi: 10.1152/ajpcell.2001.280.4.c859. [PMID: 11245603]
  • J C Dreixler, J Bian, Y Cao, M T Roberts, J D Roizen, K M Houamed. Block of rat brain recombinant SK channels by tricyclic antidepressants and related compounds. European journal of pharmacology. 2000 Jul; 401(1):1-7. doi: 10.1016/s0014-2999(00)00401-5. [PMID: 10915830]
  • R A Earl, R Zaczek, C A Teleha, B N Fisher, C M Maciag, M E Marynowski, A R Logue, S W Tam, W J Tinker, S M Huang, R J Chorvat. 2-Fluoro-4-pyridinylmethyl analogues of linopirdine as orally active acetylcholine release-enhancing agents with good efficacy and duration of action. Journal of medicinal chemistry. 1998 Nov; 41(23):4615-22. doi: 10.1021/jm9803424. [PMID: 9804701]
  • H J Pieniaszek, W D Fiske, T D Saxton, Y S Kim, D M Garner, M Xilinas, R Martz. Single-dose pharmacokinetics, safety, and tolerance of linopirdine (DuP 996) in healthy young adults and elderly volunteers. Journal of clinical pharmacology. 1995 Jan; 35(1):22-30. doi: 10.1002/j.1552-4604.1995.tb04741.x. [PMID: 7751410]
  • D C Rakestraw, D A Bilski, G N Lam. Determination of linopirdine and its N-oxide metabolites in rat plasma by liquid chromatography. Journal of pharmaceutical and biomedical analysis. 1994 Aug; 12(8):1055-61. doi: 10.1016/0731-7085(94)e0040-8. [PMID: 7819380]
  • S Diamond, D Rakestraw, J O'Neil, G N Lam, D D Christ. Induction of cytochromes P-450 2B and 3A in mice following the dietary administration of the novel cognitive enhancer linopirdine. Drug metabolism and disposition: the biological fate of chemicals. 1994 Jan; 22(1):65-73. doi: . [PMID: 8149892]
  • B Saletu, A Darragh, P Salmon, R Coen. EEG brain mapping in evaluating the time-course of the central action of DUP 996--a new acetylcholine releasing drug. British journal of clinical pharmacology. 1989 Jul; 28(1):1-16. doi: 10.1111/j.1365-2125.1989.tb03500.x. [PMID: 2775607]