Inflatine (BioDeep_00000180514)

Main id: BioDeep_00000000751

 

human metabolite PANOMIX_OTCML-2023 blood metabolite natural product


代谢物信息卡片


2-[6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl]-1-phenylethan-1-one

化学式: C22H27NO2 (337.2042)
中文名称: 洛贝林
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CN1C(CC(=O)c2ccccc2)CCCC1CC(O)c1ccccc1
InChI: InChI=1S/C22H27NO2/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18/h2-7,9-12,19-21,24H,8,13-16H2,1H3

描述信息

D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D005731 - Ganglionic Stimulants
D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D018679 - Cholinergic Agonists
D019141 - Respiratory System Agents

同义名列表

10 个代谢物同义名

2-[6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl]-1-phenylethan-1-one; Inibsa brand OF lobelin sulfate; Sulfate, Lobeline; Lobeline sulfate; (-)-Lobeline; Smokeless; Inflatine; Lobeline; Lobeline; Lobeline



数据库引用编号

11 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)

22 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 7 ALB, AXIN2, CENPJ, EDN1, POMC, SLC6A3, VEGFA
Endoplasmic reticulum membrane 1 CD4
Nucleus 3 ALB, AXIN2, VEGFA
cytosol 4 ALB, AXIN2, CENPJ, TNNT2
dendrite 1 SLC18A2
centrosome 4 ALB, AXIN2, CENPJ, SLC18A2
Cell membrane 4 CD4, CD8A, SLC6A3, TNF
Cell projection, axon 2 SLC18A2, SLC6A3
Multi-pass membrane protein 2 SLC18A2, SLC6A3
cell surface 4 SLC6A3, TNF, TNR, VEGFA
glutamatergic synapse 1 TNR
Golgi apparatus 2 ALB, VEGFA
neuronal cell body 2 SLC6A3, TNF
presynaptic membrane 1 SLC6A3
synaptic vesicle 1 SLC18A2
plasma membrane 8 AXIN2, CD4, CD8A, KNG1, REN, SLC18A2, SLC6A3, TNF
synaptic vesicle membrane 1 SLC18A2
terminal bouton 1 SLC18A2
Membrane 4 REN, SLC18A2, SLC6A3, VEGFA
axon 2 SLC18A2, SLC6A3
extracellular exosome 2 ALB, KNG1
endoplasmic reticulum 2 ALB, VEGFA
extracellular space 12 ALB, CRP, CXCL8, EDN1, IL10, IL6, KNG1, POMC, REN, TNF, TNR, VEGFA
Schaffer collateral - CA1 synapse 1 TNR
adherens junction 1 VEGFA
protein-containing complex 1 ALB
intracellular membrane-bounded organelle 1 SLC18A2
Single-pass type I membrane protein 2 CD4, CD8A
Secreted 9 ALB, CRP, CXCL8, EDN1, IL10, IL6, POMC, REN, VEGFA
extracellular region 14 ALB, CD8A, CRP, CXCL8, EDN1, ELN, IL10, IL6, KNG1, POMC, REN, TNF, TNR, VEGFA
basal part of cell 1 EDN1
neuronal cell body membrane 1 SLC6A3
[Isoform 2]: Secreted 1 CD8A
anchoring junction 1 ALB
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 CENPJ
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 SLC18A2
external side of plasma membrane 3 CD4, CD8A, TNF
Secreted, extracellular space, extracellular matrix 3 ELN, TNR, VEGFA
beta-catenin destruction complex 1 AXIN2
Early endosome 1 CD4
apical part of cell 1 REN
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 1 SLC6A3
Membrane raft 4 CD4, SLC6A3, TNF, TNR
microtubule 1 CENPJ
flotillin complex 1 SLC6A3
extracellular matrix 2 ELN, VEGFA
collagen-containing extracellular matrix 3 ELN, KNG1, TNR
secretory granule 2 POMC, VEGFA
sarcomere 1 TNNT2
receptor complex 1 CD8A
Cell projection, neuron projection 1 SLC6A3
neuron projection 1 SLC6A3
ciliary basal body 2 ALB, CENPJ
phagocytic cup 1 TNF
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome, centriole 1 CENPJ
centriole 2 ALB, CENPJ
Secreted, extracellular space 1 KNG1
spindle pole 1 ALB
blood microparticle 2 ALB, KNG1
Cell projection, dendrite 1 SLC18A2
plasma membrane raft 1 CD8A
secretory granule lumen 1 POMC
secretory granule membrane 1 SLC18A2
endoplasmic reticulum lumen 4 ALB, CD4, IL6, KNG1
platelet alpha granule lumen 3 ALB, KNG1, VEGFA
axon terminus 1 SLC6A3
procentriole replication complex 1 CENPJ
transport vesicle 1 EDN1
perineuronal net 1 TNR
clathrin-coated endocytic vesicle membrane 1 CD4
[Isoform 1]: Cell membrane 1 CD8A
dopaminergic synapse 2 SLC18A2, SLC6A3
Cytoplasmic vesicle, secretory vesicle membrane 1 SLC18A2
elastic fiber 1 ELN
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
T cell receptor complex 2 CD4, CD8A
cardiac myofibril 1 TNNT2
troponin complex 1 TNNT2
rough endoplasmic reticulum lumen 1 EDN1
Weibel-Palade body 1 EDN1
interleukin-6 receptor complex 1 IL6
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
cardiac Troponin complex 1 TNNT2
clathrin-sculpted monoamine transport vesicle membrane 1 SLC18A2
tenascin complex 1 TNR
striated muscle thin filament 1 TNNT2
ciliary transition fiber 1 ALB
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
gamma-tubulin small complex 1 CENPJ


文献列表

  • Shu-Rong Chen, Yih-Fung Chen, Jue-Jun Lin, Tzu-Yi Ke, Yun-Sheng Lin, Yuan-Bin Cheng. 2,6-Disubstituted Piperidine Alkaloids with Neuroprotective Activity from Hippobroma longiflora. Planta medica. 2023 Mar; 89(3):308-315. doi: 10.1055/a-1903-2663. [PMID: 36482147]
  • Lusheng Chen, Xiumei Ren, Fengxing Li, Haiping Deng, Guanghong Ding, Wei Yao, Ling Zhao, Xueyong Shen. New smokeless moxibustion for knee osteoarthritis: A study protocol for a multicenter, single-blind, randomized controlled trial. Medicine. 2022 Oct; 101(40):e30700. doi: 10.1097/md.0000000000030700. [PMID: 36221329]
  • Huan-Hua Xu, Liang Yang, Ming-Xia Tang, An-Ping Ye, Bo-Dan Tu, Zhen-Hong Jiang, Jian-Feng Yi. From cis-Lobeline to trans-Lobeline: Study on the Pharmacodynamics and Isomerization Factors. Molecules (Basel, Switzerland). 2022 Sep; 27(19):. doi: 10.3390/molecules27196253. [PMID: 36234790]
  • Xin Zhu, Hui Li, Tian-Min Zhu, Lu Li, Shou-Liang Hu. [Acupuncture combined with smokeless or smoky moxibustion for regulating immune function of experimental chronic rhinosinusitis mice]. Zhen ci yan jiu = Acupuncture research. 2021 Sep; 46(9):757-62. doi: 10.13702/j.1000-0607.201021. [PMID: 34558241]
  • Haixing Wang, Yuanyuan Li, Yeqing Huang, Chunyan Zhao, Hon-Yeung Cheung. Chemical Profiling of Lobelia chinensis with High-Performance Liquid Chromatography/Quadrupole Time-of-Flight Mass Spectrometry (HPLC/Q-TOF MS) Reveals Absence of Lobeline in the Herb. Molecules (Basel, Switzerland). 2018 Dec; 23(12):. doi: 10.3390/molecules23123258. [PMID: 30544710]
  • Justin R Nickell, Kiran B Siripurapu, David B Horton, Guangrong Zheng, Peter A Crooks, Linda P Dwoskin. GZ-793A inhibits the neurochemical effects of methamphetamine via a selective interaction with the vesicular monoamine transporter-2. European journal of pharmacology. 2017 Jan; 795(?):143-149. doi: 10.1016/j.ejphar.2016.12.016. [PMID: 27986625]
  • Shyamsunder R Joolakanti, Justin R Nickell, Venumadhav Janganati, Guangrong Zheng, Linda P Dwoskin, Peter A Crooks. Lobelane analogues containing 4-hydroxy and 4-(2-fluoroethoxy) aromatic substituents: Potent and selective inhibitors of [(3)H]dopamine uptake at the vesicular monoamine transporter-2. Bioorganic & medicinal chemistry letters. 2016 05; 26(10):2422-2427. doi: 10.1016/j.bmcl.2016.03.119. [PMID: 27080180]
  • László Kursinszki, Éva Szőke. HPLC-ESI-MS/MS of brain neurotransmitter modulator lobeline and related piperidine alkaloids in Lobelia inflata L. Journal of mass spectrometry : JMS. 2015 May; 50(5):727-33. doi: 10.1002/jms.3581. [PMID: 26259655]
  • Martina Kaniakova, Kristyna Skrenkova, Svatopluk Adamek, Frantisek Vyskocil, Jan Krusek. Different effects of lobeline on neuronal and muscle nicotinic receptors. European journal of pharmacology. 2014 Sep; 738(?):352-9. doi: 10.1016/j.ejphar.2014.05.057. [PMID: 24929055]
  • Liana Dantas da Costa E Silva, Laise Carla Lima Verde Rodrigues, Viviane Ramos Dos Santos, Mariangela da Costa Allgayer, Alexandre de Barros Falcão Ferraz, Helena Campos Rolla, Patrícia Pereira, Jaqueline Nascimento Picada. Evaluation of mutagenic and genotoxic activities of lobeline and its modulation on genomic instability induced by ethanol. Life sciences. 2014 May; 103(2):73-8. doi: 10.1016/j.lfs.2014.03.034. [PMID: 24727238]
  • Benedict T Green, Stephen T Lee, Kevin D Welch, James A Pfister, Kip E Panter. Piperidine, pyridine alkaloid inhibition of fetal movement in a day 40 pregnant goat model. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2013 Aug; 58(?):8-13. doi: 10.1016/j.fct.2013.04.009. [PMID: 23603380]
  • Monzurul Amin Roni, Shafiqur Rahman. Antidepressant-like effects of lobeline in mice: behavioral, neurochemical, and neuroendocrine evidence. Progress in neuro-psychopharmacology & biological psychiatry. 2013 Mar; 41(?):44-51. doi: 10.1016/j.pnpbp.2012.11.011. [PMID: 23200829]
  • Abrar M Tamboli, Rukhsana A Rub, Pinaki Ghosh, S L Bodhankar. Antiepileptic activity of lobeline isolated from the leaf of Lobelia nicotianaefolia and its effect on brain GABA level in mice. Asian Pacific journal of tropical biomedicine. 2012 Jul; 2(7):537-42. doi: 10.1016/s2221-1691(12)60092-6. [PMID: 23569966]
  • Paula V Cabrera, Mabel Pang, Jamie L Marshall, Raymond Kung, Stanley F Nelson, Stephanie H Stalnaker, Lance Wells, Rachelle H Crosbie-Watson, Linda G Baum. High throughput screening for compounds that alter muscle cell glycosylation identifies new role for N-glycans in regulating sarcolemmal protein abundance and laminin binding. The Journal of biological chemistry. 2012 Jun; 287(27):22759-70. doi: 10.1074/jbc.m111.334581. [PMID: 22570487]
  • A M Smith, K A Wellmann, T M Lundblad, M L Carter, S Barron, L P Dwoskin. Lobeline attenuates neonatal ethanol-mediated changes in hyperactivity and dopamine transporter function in the prefrontal cortex in rats. Neuroscience. 2012 Mar; 206(?):245-54. doi: 10.1016/j.neuroscience.2011.11.018. [PMID: 22119644]
  • Amy L Parachnowitsch, Christina M Caruso, Stuart A Campbell, André Kessler. Lobelia siphilitica plants that escape herbivory in time also have reduced latex production. PloS one. 2012; 7(5):e37745. doi: 10.1371/journal.pone.0037745. [PMID: 22662205]
  • David B Horton, Kiran B Siripurapu, Guangrong Zheng, Peter A Crooks, Linda P Dwoskin. Novel N-1,2-dihydroxypropyl analogs of lobelane inhibit vesicular monoamine transporter-2 function and methamphetamine-evoked dopamine release. The Journal of pharmacology and experimental therapeutics. 2011 Oct; 339(1):286-97. doi: 10.1124/jpet.111.184770. [PMID: 21778282]
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  • Imju Jeong, Bok Hee Choi, Sang June Hahn. Effects of lobeline, a nicotinic receptor ligand, on the cloned Kv1.5. Pflugers Archiv : European journal of physiology. 2010 Oct; 460(5):851-62. doi: 10.1007/s00424-010-0868-3. [PMID: 20734202]
  • Justin R Nickell, Sairam Krishnamurthy, Seth Norrholm, Gabriela Deaciuc, Kiran B Siripurapu, Guangrong Zheng, Peter A Crooks, Linda P Dwoskin. Lobelane inhibits methamphetamine-evoked dopamine release via inhibition of the vesicular monoamine transporter-2. The Journal of pharmacology and experimental therapeutics. 2010 Feb; 332(2):612-21. doi: 10.1124/jpet.109.160275. [PMID: 19855096]
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  • Jing-Jing Wang, Shang-Ming Liu, Rong Chen, Li Li, Xiao-Sun Guo, Bing Xue, Wei-Cheng Hu. A novel effect of lobeline on vascular smooth muscle cell: inhibition of proliferation induced by endothelin-1. Die Pharmazie. 2007 Aug; 62(8):620-4. doi: . [PMID: 17867559]
  • Guangrong Zheng, David B Horton, Agripina G Deaciuc, Linda P Dwoskin, Peter A Crooks. Des-keto lobeline analogs with increased potency and selectivity at dopamine and serotonin transporters. Bioorganic & medicinal chemistry letters. 2006 Oct; 16(19):5018-21. doi: 10.1016/j.bmcl.2006.07.070. [PMID: 16905316]
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  • Dennis K Miller, Peter A Crooks, Guangrong Zheng, Vladimir P Grinevich, Seth D Norrholm, Linda P Dwoskin. Lobeline analogs with enhanced affinity and selectivity for plasmalemma and vesicular monoamine transporters. The Journal of pharmacology and experimental therapeutics. 2004 Sep; 310(3):1035-45. doi: 10.1124/jpet.104.068098. [PMID: 15121762]
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