Bicculine (BioDeep_00000859957)

Main id: BioDeep_00000000317

 

PANOMIX_OTCML-2023


代谢物信息卡片


Furo(3,4-e)-1,3-benzodioxol-8(6H)-one, 6-(5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (R-(R*,S*))-

化学式: C20H17NO6 (367.1056)
中文名称: (+)-荷包牡丹碱, 右旋比扣扣灵碱
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CN1CCC2=CC3=C(C=C2C1C4C5=C(C6=C(C=C5)OCO6)C(=O)O4)OCO3
InChI: InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(25-8-24-14)7-12(10)17(21)18-11-2-3-13-19(26-9-23-13)16(11)20(22)27-18/h2-3,6-7,17-18H,4-5,8-9H2,1H3/t17-,18+/m0/s1

描述信息

D002491 - Central Nervous System Agents > D000697 - Central Nervous System Stimulants > D003292 - Convulsants
D018377 - Neurotransmitter Agents > D018682 - GABA Agents > D018756 - GABA Antagonists
Bicuculline ((+)-Bicuculline; d-Bicuculline), as a convulsant alkaloid, is a competitive neurotransmitter GABAA receptor antagonist (IC50=2 μM). Bicuculline also blocks Ca2+-activated potassium (SK) channels and subsequently blocks the slow afterhyperpolarization (slow AHP) [1][2][3].
Bicuculline ((+)-Bicuculline) is A competing neurotransmitter GABAA receptor antagonist (IC50=2 μM). Bicuculline also blocks Ca2+ activating potassium (SK) channels and subsequently blocks slow post-hyperpolarization (slow AHP). Bicuculline has anticonvulsant activity. Bicuculline can be used to induce seizures in mice[1][2][3][4].
Bicuculline ((+)-Bicuculline; d-Bicuculline), as a convulsant alkaloid, is a competitive neurotransmitter GABAA receptor antagonist (IC50=2 μM). Bicuculline also blocks Ca2+-activated potassium (SK) channels and subsequently blocks the slow afterhyperpolarization (slow AHP) [1][2][3].

同义名列表

38 个代谢物同义名

Furo(3,4-e)-1,3-benzodioxol-8(6H)-one, 6-(5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (R-(R*,S*))-; Furo[3,4-e]-1,3-benzodioxol-8(6H)-one, 6-(5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-, [R-(R*,S*)]-; (6R)-6-[(5S)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6H-furo[4,3-g][1,3]benzodioxol-8-one; WLN: T C566 DO FO KN EH&&TJ K1 J- ET B565 CVO JO LO EH KHJ; 4-27-00-06900 (Beilstein Handbook Reference); Prestwick0_000589; Prestwick1_000589; Prestwick2_000589; Prestwick3_000589; Biomol-NT_000252; EINECS 207-619-7; Bicuculline (+); (+)-Bicuculline; ()-Bicuculline; Lopac0_000234; BSPBio_000438; BPBio1_000482; BPBio1_000794; d-Bicuculline; DivK1c_000609; Prestwick_96; PDSP2_000138; NINDS_000609; SPBio_002657; KBio1_000609; BRN 0098786; Bicuculline; 14340_FLUKA; IDI1_000609; Bicucullin; NSC 32192; Bicculine; 485-49-4; ST057559; NSC32192; C09364; Bicuculline; Capnoidine



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)

36 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, GFAP
Peripheral membrane protein 1 ACHE
Endosome membrane 1 CLCN5
Endoplasmic reticulum membrane 2 DRD1, GABBR1
Nucleus 3 ACHE, DRD1, FOS
cytosol 6 CA1, CA3, CLCN5, FOS, GFAP, SST
dendrite 2 ADORA1, DRD2
mitochondrial membrane 1 GABBR1
nucleoplasm 2 FOS, SCNN1G
RNA polymerase II transcription regulator complex 1 FOS
Cell membrane 9 ACHE, ADORA1, CLCN5, DRD1, DRD2, GABBR1, GLRA2, GRID1, OPRD1
Multi-pass membrane protein 10 ADORA1, CACNA1I, CLCN5, DRD1, DRD2, GABBR1, GLRA2, GRID1, OPRD1, SCNN1G
Golgi apparatus membrane 2 CLCN5, DRD2
Synapse 5 ACHE, ADORA1, DRD2, GLRA2, TAC1
cell surface 1 ACHE
dendritic shaft 1 GABBR1
glutamatergic synapse 4 DRD1, DRD2, GABBR1, GRID1
Golgi apparatus 3 ACHE, CLCN5, NPY
Golgi membrane 2 CLCN5, DRD2
lysosomal membrane 1 CLCN5
neuromuscular junction 1 ACHE
neuronal cell body 4 ADORA1, GABBR1, SST, TAC1
presynaptic membrane 5 ADORA1, DRD1, DRD2, GABBR1, OPRD1
synaptic vesicle 2 CLCN5, GABBR1
acrosomal vesicle 1 DRD2
plasma membrane 11 ACHE, ADORA1, CACNA1I, CLCN5, DRD1, DRD2, GABBR1, GLRA2, GRID1, OPRD1, SCNN1G
presynaptic active zone 1 ADORA1
synaptic vesicle membrane 2 DRD2, OPRD1
terminal bouton 1 ADORA1
Membrane 6 ACHE, CACNA1I, CLCN5, GABBR1, GLRA2, OPRD1
apical plasma membrane 1 SCNN1G
axon 2 DRD2, TAC1
basolateral plasma membrane 1 ADORA1
extracellular exosome 3 CA1, GRID1, SCNN1G
endoplasmic reticulum 1 FOS
extracellular space 6 ACHE, GABBR1, GNRH1, NPY, SST, TAC1
perinuclear region of cytoplasm 1 ACHE
Schaffer collateral - CA1 synapse 1 GABBR1
mitochondrion 1 ABAT
intracellular membrane-bounded organelle 1 GLRA2
Secreted 3 ACHE, NPY, SST
extracellular region 5 ACHE, GNRH1, NPY, SST, TAC1
astrocyte end-foot 1 GFAP
mitochondrial matrix 1 ABAT
Extracellular side 1 ACHE
ciliary membrane 2 DRD1, DRD2
external side of plasma membrane 1 SCNN1G
dendritic spine 4 ADORA1, DRD1, DRD2, GABBR1
perikaryon 1 DRD2
Early endosome 1 CLCN5
apical part of cell 1 CLCN5
postsynaptic membrane 5 ADORA1, DRD1, DRD2, GABBR1, GRID1
Apical cell membrane 1 SCNN1G
axolemma 2 ADORA1, GABBR1
G protein-coupled GABA receptor complex 1 GABBR1
GABA-ergic synapse 7 DRD1, DRD2, GABBR1, GLRA2, GRID1, NPY, SST
basement membrane 1 ACHE
Cell projection, dendritic spine 1 DRD1
intermediate filament 1 GFAP
lateral plasma membrane 1 DRD2
Postsynaptic cell membrane 3 GABBR1, GLRA2, GRID1
neuron projection 2 GLRA2, OPRD1
cilium 2 DRD1, DRD2
chromatin 1 FOS
cell projection 2 GFAP, GLRA2
non-motile cilium 2 DRD1, DRD2
transmembrane transporter complex 1 GLRA2
Lipid-anchor, GPI-anchor 1 ACHE
sperm flagellum 1 DRD2
chloride channel complex 1 GLRA2
sodium channel complex 1 SCNN1G
Cell projection, dendrite 2 DRD1, GABBR1
cell body 1 GFAP
side of membrane 1 ACHE
intermediate filament cytoskeleton 1 GFAP
nuclear matrix 1 FOS
axon terminus 2 DRD2, OPRD1
voltage-gated calcium channel complex 1 CACNA1I
endocytic vesicle 1 DRD2
postsynaptic density membrane 2 GRID1, OPRD1
neuronal dense core vesicle 3 NPY, OPRD1, SST
calyx of Held 1 ADORA1
synaptic cleft 1 ACHE
protein-DNA complex 1 FOS
postsynaptic specialization membrane 1 GLRA2
dopaminergic synapse 1 DRD2
dendrite membrane 1 OPRD1
Cell projection, cilium membrane 1 DRD1
G protein-coupled receptor heterodimeric complex 1 GABBR1
cytoplasmic side of lysosomal membrane 1 GFAP
transcription factor AP-1 complex 1 FOS
Cytoplasmic vesicle, secretory vesicle, neuronal dense core vesicle 1 NPY
glycinergic synapse 1 GLRA2
asymmetric synapse 1 ADORA1
G protein-coupled receptor complex 2 DRD1, DRD2
[Isoform H]: Cell membrane 1 ACHE
spine apparatus 1 OPRD1
4-aminobutyrate transaminase complex 1 ABAT
[Isoform 1E]: Secreted 1 GABBR1


文献列表

  • Weikang Chen, Yangbin Zheng, Yanyan Zhu, Dehong Liu, Lianghui Zhu. Pharmacokinetics, tissue distribution, and plasma protein binding ratio of bicuculline following intragastric and intravenous administration in rats using ultra-high-performance liquid chromatography-tandem mass spectrometry. Biomedical chromatography : BMC. 2023 Dec; ?(?):e5802. doi: 10.1002/bmc.5802. [PMID: 38110194]
  • John Cowgill, Chen Fan, Nandan Haloi, Victor Tobiasson, Yuxuan Zhuang, Rebecca J Howard, Erik Lindahl. Structure and dynamics of differential ligand binding in the human ρ-type GABAA receptor. Neuron. 2023 Aug; ?(?):. doi: 10.1016/j.neuron.2023.08.006. [PMID: 37659407]
  • Ya-Yue Yang, Li-Xia Du, Jian-Yu Zhu, Ting Yi, Ya-Chen Yang, Zheng Qiao, Qi-Liang Maoying, Yu-Xia Chu, Yan-Qing Wang, Wen-Li Mi. Antipruritic effects of geraniol on acute and chronic itch via modulating spinal GABA/GRPR signaling. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2023 Jul; 119(?):154969. doi: 10.1016/j.phymed.2023.154969. [PMID: 37516088]
  • Shana Wuken, Junjun Li, Xiaoli Gao, Shungang Jiao, Xiaojing Ma, Suyile Chen, Pengfei Tu, Luqi Huang, Xingyun Chai. Zerumbone, a major sesquiterpene from Syringa pinnatifolia Hemsl., exerts the sedative effect by regulating GABAergic nervous system. Journal of ethnopharmacology. 2023 Jan; 301(?):115813. doi: 10.1016/j.jep.2022.115813. [PMID: 36220513]
  • Rodrigo Vargas-Ruiz, Rosa Mariana Montiel-Ruiz, Alejandro Zamilpa, Manases Gonzalez-Cortazar, Maribel Lucila Herrera-Ruiz, Jaqueline Molina-Cabrera, María Cruz Juárez-Aragón, Francisco Javier Flores-Murrieta. Bio-guided study of the antinociceptive, anti-inflammatory, and free-radical scavenging capacity of the leaves of Rhus virens Lindh. ex A. Gray and its possible mechanism of antinociception. Journal of ethnopharmacology. 2023 Jan; 300(?):115756. doi: 10.1016/j.jep.2022.115756. [PMID: 36170958]
  • Vivek Jain, Ashutosh Pareek, Yashumati Ratan Bhardwaj, Saurabh Kumar Sinha, Madan Mohan Gupta, Nirmal Singh. Punicalagin and ellagic acid containing Punica granatum L. fruit rind extract prevents vincristine-induced neuropathic pain in rats: an in silico and in vivo evidence of GABAergic action and cytokine inhibition. Nutritional neuroscience. 2022 Oct; 25(10):2149-2166. doi: 10.1080/1028415x.2021.1954293. [PMID: 34369317]
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  • Amjad Ali, Abdul Nasir, Syed Wadood Ali Shah, Atif Ali Khan Khalil, Mi-Jeong Ahn, Syed Muhammad Mukarram Shah, Fazli Subhan, Muhammad Faheem, Wasim Sajjad, Mohammad Shoaib, Saeed Ahmad, Nausheen Nazir, Mohammad Nisar. Evaluation of antinociceptive activity of Ilex dipyrena Wall. in mice. BMC complementary medicine and therapies. 2021 Jul; 21(1):184. doi: 10.1186/s12906-021-03357-4. [PMID: 34210323]
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  • Yuntao Ou, Man Su, Yong Ling, Qianqian Wei, Fei Pan, Jiejia Li, Jun-Xu Li, Qing Zhu. Anti-allodynic effects of N-demethylsinomenine, an active metabolite of sinomenine, in a mouse model of postoperative pain. European journal of pharmacology. 2018 Mar; 823(?):105-109. doi: 10.1016/j.ejphar.2018.01.044. [PMID: 29408089]
  • Gisele Claudine Nkamguie Nkantchoua, Jacqueline Stephanie Kameni Njapdounke, Jean Jules Fifen, Germain Sotoing Taiwe, Lucie Josiane Ojong, Antoine Kavaye Kandeda, Elisabeth Ngo Bum. Anticonvulsant effects of Senna spectabilis on seizures induced by chemicals and maximal electroshock. Journal of ethnopharmacology. 2018 Feb; 212(?):18-28. doi: 10.1016/j.jep.2017.09.042. [PMID: 28986332]
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  • Audrey Dagorn, Annelise Chapalain, Lily Mijouin, Mélanie Hillion, Cécile Duclairoir-Poc, Sylvie Chevalier, Laure Taupin, Nicole Orange, Marc G J Feuilloley. Effect of GABA, a bacterial metabolite, on Pseudomonas fluorescens surface properties and cytotoxicity. International journal of molecular sciences. 2013 Jun; 14(6):12186-204. doi: 10.3390/ijms140612186. [PMID: 23743829]
  • Bozena Kuzniewska, Emilia Rejmak, Anna R Malik, Jacek Jaworski, Leszek Kaczmarek, Katarzyna Kalita. Brain-derived neurotrophic factor induces matrix metalloproteinase 9 expression in neurons via the serum response factor/c-Fos pathway. Molecular and cellular biology. 2013 Jun; 33(11):2149-62. doi: 10.1128/mcb.00008-13. [PMID: 23508111]
  • Morteza Kosari-Nasab, Shirin Babri, Laleh Fatehi-Gharehlar, Mohammad-Hossein Doosti, Sara Pakzad. Involvement of GABAergic system in regulation of the anxiolytic- and antidepressant-like effects of Scrophularia striata extract in rats. Pharmaceutical biology. 2013 May; 51(5):581-8. doi: 10.3109/13880209.2012.749924. [PMID: 23373710]
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