Epibatidine (BioDeep_00000002718)

   

natural product


代谢物信息卡片


(+/-)-epibatidine

化学式: C11H13ClN2 (208.0767)
中文名称: (±)-三色素蛙素
谱图信息: 最多检出来源 Homo sapiens(not specific) 50%

分子结构信息

SMILES: c1cc(Cl)ncc1[C@H]1C[C@@H]2CC[C@H]1N2
InChI: InChI=1S/C11H13ClN2/c12-11-4-1-7(6-13-11)9-5-8-2-3-10(9)14-8/h1,4,6,8-10,14H,2-3,5H2

描述信息

D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D018679 - Cholinergic Agonists
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D002491 - Central Nervous System Agents > D000700 - Analgesics

同义名列表

3 个代谢物同义名

(+/-)-epibatidine; Epibatidine; Epibatidine



数据库引用编号

17 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)

9 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 5 BDNF, CA1, CHAT, SLC6A3, TH
Peripheral membrane protein 2 ACHE, MGLL
Endoplasmic reticulum membrane 2 DRD1, MGLL
Nucleus 5 ACHE, CHAT, DRD1, FOS, TH
cytosol 6 CA1, CHAT, FOS, MGLL, NGF, TH
dendrite 5 BDNF, CHRNA4, DRD2, NGF, TH
nucleoplasm 3 DAGLB, FOS, SCNN1G
RNA polymerase II transcription regulator complex 1 FOS
Cell membrane 9 ACHE, ADRB3, CHRNA4, CHRNA7, DAGLB, DRD1, DRD2, OPRD1, SLC6A3
Lipid-anchor 1 CHRNA4
Cell projection, axon 2 SLC6A3, TH
Multi-pass membrane protein 10 ADRB3, CACNA1I, CHRNA4, CHRNA7, DAGLB, DRD1, DRD2, OPRD1, SCNN1G, SLC6A3
Golgi apparatus membrane 1 DRD2
Synapse 6 ACHE, CHAT, CHRNA4, CHRNA7, DRD2, TAC1
cell surface 2 ACHE, SLC6A3
glutamatergic synapse 2 DRD1, DRD2
Golgi apparatus 1 ACHE
Golgi membrane 1 DRD2
lysosomal membrane 1 DAGLB
neuromuscular junction 1 ACHE
neuronal cell body 3 CHRNA4, SLC6A3, TAC1
postsynapse 2 CHRNA4, CHRNA7
presynaptic membrane 4 DRD1, DRD2, OPRD1, SLC6A3
smooth endoplasmic reticulum 1 TH
synaptic vesicle 3 BDNF, NGF, TH
Cytoplasm, cytosol 1 MGLL
acrosomal vesicle 1 DRD2
plasma membrane 13 ACHE, ADRB3, BCHE, CACNA1I, CHRNA4, CHRNA7, DAGLB, DRD1, DRD2, MGLL, OPRD1, SCNN1G, SLC6A3
synaptic vesicle membrane 2 DRD2, OPRD1
terminal bouton 1 TH
Membrane 9 ACHE, BDNF, CACNA1I, CHRNA4, CHRNA7, DAGLB, MGLL, OPRD1, SLC6A3
apical plasma membrane 1 SCNN1G
axon 6 BDNF, DRD2, NGF, SLC6A3, TAC1, TH
extracellular exosome 2 CA1, SCNN1G
endoplasmic reticulum 1 FOS
extracellular space 5 ACHE, BCHE, BDNF, NGF, TAC1
perinuclear region of cytoplasm 3 ACHE, BDNF, TH
mitochondrion 1 TH
Secreted 4 ACHE, BCHE, BDNF, NGF
extracellular region 5 ACHE, BCHE, BDNF, NGF, TAC1
cytoplasmic side of plasma membrane 1 TH
neuronal cell body membrane 1 SLC6A3
Extracellular side 1 ACHE
ciliary membrane 2 DRD1, DRD2
external side of plasma membrane 2 CHRNA4, SCNN1G
dendritic spine 2 DRD1, DRD2
perikaryon 2 DRD2, TH
cytoplasmic vesicle 1 TH
Melanosome membrane 1 TH
postsynaptic membrane 5 CHRNA4, CHRNA7, DRD1, DRD2, SLC6A3
Apical cell membrane 1 SCNN1G
Cytoplasm, perinuclear region 1 TH
Membrane raft 1 SLC6A3
GABA-ergic synapse 2 DRD1, DRD2
flotillin complex 1 SLC6A3
basement membrane 1 ACHE
Cell projection, dendritic spine 1 DRD1
lateral plasma membrane 1 DRD2
Postsynaptic cell membrane 2 CHRNA4, CHRNA7
receptor complex 1 ADRB3
Cell projection, neuron projection 1 SLC6A3
neuron projection 6 CHAT, CHRNA4, CHRNA7, OPRD1, SLC6A3, TH
cilium 2 DRD1, DRD2
chromatin 1 FOS
blood microparticle 1 BCHE
non-motile cilium 2 DRD1, DRD2
Lipid-anchor, GPI-anchor 1 ACHE
sperm flagellum 1 DRD2
endosome lumen 1 NGF
sodium channel complex 1 SCNN1G
Cell projection, dendrite 1 DRD1
side of membrane 1 ACHE
plasma membrane raft 1 CHRNA7
Golgi lumen 1 NGF
endoplasmic reticulum lumen 2 BCHE, BDNF
nuclear matrix 1 FOS
axon terminus 3 DRD2, OPRD1, SLC6A3
voltage-gated calcium channel complex 1 CACNA1I
endocytic vesicle 1 DRD2
postsynaptic density membrane 1 OPRD1
neuronal dense core vesicle 1 OPRD1
nuclear envelope lumen 1 BCHE
synaptic cleft 1 ACHE
protein-DNA complex 1 FOS
dopaminergic synapse 2 DRD2, SLC6A3
dendrite membrane 1 OPRD1
Cell projection, cilium membrane 1 DRD1
transcription factor AP-1 complex 1 FOS
acetylcholine-gated channel complex 2 CHRNA4, CHRNA7
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle 1 TH
G protein-coupled receptor complex 2 DRD1, DRD2
[Isoform H]: Cell membrane 1 ACHE
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
spine apparatus 1 OPRD1


文献列表

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  • Yohei Shimizu, Takahiro Shimizu, Suo Zou, Hideaki Ono, Yurika Hata, Masaki Yamamoto, Takaaki Aratake, Shogo Shimizu, Youichirou Higashi, Takashi Karashima, Motoaki Saito. Stimulation of brain α7-nicotinic acetylcholine receptors suppresses the rat micturition through brain GABAergic receptors. Biochemical and biophysical research communications. 2021 04; 548(?):84-90. doi: 10.1016/j.bbrc.2021.02.051. [PMID: 33636639]
  • Bahare Salehi, Simona Sestito, Simona Rapposelli, Gregorio Peron, Daniela Calina, Mehdi Sharifi-Rad, Farukh Sharopov, Natália Martins, Javad Sharifi-Rad. Epibatidine: A Promising Natural Alkaloid in Health. Biomolecules. 2018 12; 9(1):. doi: 10.3390/biom9010006. [PMID: 30583611]
  • Youichirou Higashi, Takahiro Shimizu, Masaki Yamamoto, Kenjiro Tanaka, Toshio Yawata, Shogo Shimizu, Suo Zou, Tetsuya Ueba, Kazunari Yuri, Motoaki Saito. Stimulation of brain nicotinic acetylcholine receptors activates adrenomedullary outflow via brain inducible NO synthase-mediated S-nitrosylation. British journal of pharmacology. 2018 10; 175(19):3758-3772. doi: 10.1111/bph.14445. [PMID: 30007012]
  • Philip Hunter. Do not poison thyself: Mechanisms to avoid self-toxicity could inspire novel compounds and pathways for synthetic biology and applications for agriculture. EMBO reports. 2018 09; 19(9):. doi: 10.15252/embr.201846756. [PMID: 30150322]
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  • Yosuke Shiraishi, Tadashi Ogawa, Takayoshi Suzuki, Masae Iwai, Maiko Kusano, Kei Zaitsu, Fumio Kondo, Akira Ishii, Hiroshi Seno. Simultaneous quantification of batrachotoxin and epibatidine in plasma by ultra-performance liquid chromatography/tandem mass spectrometry. Legal medicine (Tokyo, Japan). 2017 Mar; 25(?):1-5. doi: 10.1016/j.legalmed.2016.12.008. [PMID: 28457503]
  • Benedict T Green, Stephen T Lee, Kevin D Welch, Daniel Cook, William R Kem. Activation and Desensitization of Peripheral Muscle and Neuronal Nicotinic Acetylcholine Receptors by Selected, Naturally-Occurring Pyridine Alkaloids. Toxins. 2016 07; 8(7):. doi: 10.3390/toxins8070204. [PMID: 27384586]
  • Paula L Vieira-Brock, Lisa M McFadden, Shannon M Nielsen, Jonathan D Ellis, Elliot T Walters, Kristen A Stout, J Michael McIntosh, Diana G Wilkins, Glen R Hanson, Annette E Fleckenstein. Chronic Nicotine Exposure Attenuates Methamphetamine-Induced Dopaminergic Deficits. The Journal of pharmacology and experimental therapeutics. 2015 Dec; 355(3):463-72. doi: 10.1124/jpet.114.221945. [PMID: 26391161]
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  • Takahiro Shimizu, Kenjiro Tanaka, Kumiko Nakamura, Keisuke Taniuchi, Kunihiko Yokotani. Brain phospholipase C, diacylglycerol lipase and monoacylglycerol lipase are involved in (±)-epibatidine-induced activation of central adrenomedullary outflow in rats. European journal of pharmacology. 2012 Sep; 691(1-3):93-102. doi: 10.1016/j.ejphar.2012.07.017. [PMID: 22796670]
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  • Takahiro Shimizu, Kunihiko Yokotani. Brain cyclooxygenase and prostanoid TP receptors are involved in centrally administered epibatidine-induced secretion of noradrenaline and adrenaline from the adrenal medulla in rats. European journal of pharmacology. 2009 Mar; 606(1-3):77-83. doi: 10.1016/j.ejphar.2009.01.032. [PMID: 19374850]
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  • Masahiro Ohtani, Takami Oka, Maryna Badyuk, Yingxian Xiao, Kenneth J Kellar, John W Daly. Mouse beta-TC6 insulinoma cells: high expression of functional alpha3beta4 nicotinic receptors mediating membrane potential, intracellular calcium, and insulin release. Molecular pharmacology. 2006 Mar; 69(3):899-907. doi: 10.1124/mol.105.014902. [PMID: 16332988]
  • Stephen T Lee, Kristin Wildeboer, Kip E Panter, William R Kem, Dale R Gardner, Russell J Molyneux, Cheng-Wei Tom Chang, Ferenc Soti, James A Pfister. Relative toxicities and neuromuscular nicotinic receptor agonistic potencies of anabasine enantiomers and anabaseine. Neurotoxicology and teratology. 2006 Mar; 28(2):220-8. doi: 10.1016/j.ntt.2005.12.010. [PMID: 16488116]
  • Loredana Riganti, Cosetta Matteoni, Silvia Di Angelantonio, Andrea Nistri, Annalisa Gaimarri, Fabio Sparatore, Caterina Canu-Boido, Francesco Clementi, Cecilia Gotti. Long-term exposure to the new nicotinic antagonist 1,2-bisN-cytisinylethane upregulates nicotinic receptor subtypes of SH-SY5Y human neuroblastoma cells. British journal of pharmacology. 2005 Dec; 146(8):1096-109. doi: 10.1038/sj.bjp.0706434. [PMID: 16273122]
  • John W Daly, Thomas F Spande, H Martin Garraffo. Alkaloids from amphibian skin: a tabulation of over eight-hundred compounds. Journal of natural products. 2005 Oct; 68(10):1556-75. doi: 10.1021/np0580560. [PMID: 16252926]
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  • Richard W Fitch, John W Daly. Phosphorimaging detection and quantitation for isotopic ion flux assays. Analytical biochemistry. 2005 Jul; 342(2):260-70. doi: 10.1016/j.ab.2005.04.041. [PMID: 15950910]
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