Flumazenil (BioDeep_00000001977)

 

Secondary id: BioDeep_00000398874

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


ethyl 12-fluoro-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),3,5,11,13-pentaene-5-carboxylate

化学式: C15H14FN3O3 (303.1019)
中文名称: 氟吗西尼, 氟马西尼
谱图信息: 最多检出来源 Mus musculus(plant) 11.99%

分子结构信息

SMILES: CCOC(=O)C1=C2CN(C(=O)C3=C(N2C=N1)C=CC(=C3)F)C
InChI: InChI=1S/C15H14FN3O3/c1-3-22-15(21)13-12-7-18(2)14(20)10-6-9(16)4-5-11(10)19(12)8-17-13/h4-6,8H,3,7H2,1-2H3

描述信息

Flumazenil is only found in individuals that have used or taken this drug.Flumazenil, an imidazobenzodiazepine derivative, antagonizes the actions of benzodiazepines on the central nervous system. Flumazenil competitively inhibits the activity at the benzodiazepine recognition site on the GABA/benzodiazepine receptor complex, thereby reversing the effects of benzodiazepine on the central nervous system. Flumazenil is a weak partial agonist in some animal models of activity, but has little or no agonist activity in man.
V - Various > V03 - All other therapeutic products > V03A - All other therapeutic products > V03AB - Antidotes
C78272 - Agent Affecting Nervous System > C29756 - Sedative and Hypnotic > C1012 - Benzodiazepine
D018377 - Neurotransmitter Agents > D018682 - GABA Agents > D018757 - GABA Modulators
C78272 - Agent Affecting Nervous System > C28197 - Antianxiety Agent
D020011 - Protective Agents > D000931 - Antidotes
Flumazenil is a competitive GABAA receptor antagonist, used in the treatment of benzodiazepine overdoses.

同义名列表

15 个代谢物同义名

ethyl 12-fluoro-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),3,5,11,13-pentaene-5-carboxylate; Hoffman la roche brand OF flumazenil; Hoffman-la roche brand OF flumazenil; Roche brand OF flumazenil; Flumazenilum; Anexic acid; Flumazenilo; Flumazepil; flumazenil; Romazicon; Anexate; Lanexat; Ro 15-1788; Flumazenil; Flumazenil



数据库引用编号

19 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)

1 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 8 ABCB1, AXIN2, CA1, CA2, CA3, CAT, HTT, POMC
Endosome membrane 2 CLCN5, HTT
Endoplasmic reticulum membrane 1 GABBR1
Mitochondrion membrane 1 TSPO
Nucleus 2 AXIN2, HTT
autophagosome 1 HTT
cytosol 8 AXIN2, CA1, CA2, CA3, CAT, CLCN5, HTT, TSPO
dendrite 3 HTR1A, HTT, PDYN
mitochondrial membrane 2 GABBR1, TSPO
centrosome 1 AXIN2
nucleoplasm 1 HTT
Cell membrane 8 ABCB1, CA2, CLCN5, GABBR1, HTR1A, HTT, OPRD1, SLC6A1
Multi-pass membrane protein 9 ABCB1, CACNA1I, CLCN5, GABBR1, HTR1A, HTT, OPRD1, SLC6A1, TSPO
Golgi apparatus membrane 1 CLCN5
Synapse 4 CRH, HTR1A, HTT, PDYN
cell surface 2 ABCB1, SLC6A1
dendritic shaft 1 GABBR1
glutamatergic synapse 1 GABBR1
Golgi apparatus 3 CLCN5, DBI, HTT
Golgi membrane 1 CLCN5
lysosomal membrane 1 CLCN5
neuronal cell body 3 GABBR1, PDYN, SLC6A1
presynaptic membrane 4 GABBR1, HTT, OPRD1, SLC6A1
synaptic vesicle 2 CLCN5, GABBR1
Presynapse 1 SLC6A1
plasma membrane 12 ABCB1, AXIN2, BCHE, CA2, CACNA1I, CLCN5, GABBR1, HTR1A, HTT, OPRD1, PDYN, SLC6A1
synaptic vesicle membrane 1 OPRD1
Membrane 8 ABCB1, CACNA1I, CAT, CLCN5, GABBR1, OPRD1, SLC6A1, TSPO
apical plasma membrane 1 ABCB1
axon 3 CCK, HTT, SLC6A1
extracellular exosome 6 ABCB1, CA1, CA2, CAT, DBI, TSPO
endoplasmic reticulum 3 DBI, HTT, TSPO
extracellular space 5 BCHE, CCK, CRH, GABBR1, POMC
perinuclear region of cytoplasm 1 HTT
Schaffer collateral - CA1 synapse 1 GABBR1
mitochondrion 2 CAT, TSPO
protein-containing complex 2 CAT, HTT
intracellular membrane-bounded organelle 2 CAT, TSPO
Secreted 5 BCHE, CCK, CRH, PDYN, POMC
extracellular region 6 BCHE, CAT, CCK, CRH, PDYN, POMC
mitochondrial outer membrane 1 TSPO
hippocampal mossy fiber to CA3 synapse 1 PDYN
mitochondrial matrix 1 CAT
varicosity 1 CRH
dendritic spine 1 GABBR1
neuronal dense core vesicle lumen 1 CRH
perikaryon 1 CRH
beta-catenin destruction complex 1 AXIN2
Early endosome 2 CLCN5, HTT
apical part of cell 2 CA2, CLCN5
postsynaptic membrane 3 GABBR1, HTT, SLC6A1
Apical cell membrane 1 ABCB1
Membrane raft 1 HTT
Cell junction, focal adhesion 1 HTT
focal adhesion 2 CAT, HTT
axolemma 1 GABBR1
G protein-coupled GABA receptor complex 1 GABBR1
GABA-ergic synapse 2 GABBR1, SLC6A1
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
secretory granule 1 POMC
Postsynaptic cell membrane 1 GABBR1
Late endosome 1 HTT
Cell projection, neuron projection 1 HTT
neuron projection 2 HTT, OPRD1
centriole 1 HTT
blood microparticle 1 BCHE
Endomembrane system 1 HTT
Cytoplasmic vesicle membrane 1 HTT
Cell projection, dendrite 2 GABBR1, HTR1A
myelin sheath 1 CA2
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, POMC
endoplasmic reticulum lumen 2 BCHE, DBI
axon terminus 2 OPRD1, PDYN
voltage-gated calcium channel complex 1 CACNA1I
postsynaptic density membrane 1 OPRD1
neuronal dense core vesicle 2 OPRD1, PDYN
perinuclear endoplasmic reticulum 1 DBI
nuclear envelope lumen 1 BCHE
external side of apical plasma membrane 1 ABCB1
dendrite membrane 1 OPRD1
postsynaptic cytosol 1 HTT
G protein-coupled receptor heterodimeric complex 1 GABBR1
presynaptic cytosol 1 HTT
catalase complex 1 CAT
inclusion body 1 HTT
protein-lipid complex 1 DBI
serotonergic synapse 1 HTT
spine apparatus 1 OPRD1
[Huntingtin]: Cytoplasm 1 HTT
[Huntingtin, myristoylated N-terminal fragment]: Cytoplasmic vesicle, autophagosome 1 HTT
[Isoform 1E]: Secreted 1 GABBR1


文献列表

  • E Tahmasebi, H Monsef-Esfahani, M Vazirian, P Sharafi-Badr, M Sharifzadeh, S N Sadati Lamardi. Anticonvulsant effects of Paeonia daurica subsp. macrophylla root extracts in pentylenetetrazol-induced seizure models in mice. Neurologia. 2024 May; 39(4):329-339. doi: 10.1016/j.nrleng.2021.08.004. [PMID: 38616060]
  • Maria L Gonzalez-Rivera, Juan Carlos Barragan-Galvez, Deisy Gasca-Martínez, Sergio Hidalgo-Figueroa, Mario Isiordia-Espinoza, Angel Josabad Alonso-Castro. In Vivo Neuropharmacological Effects of Neophytadiene. Molecules (Basel, Switzerland). 2023 Apr; 28(8):. doi: 10.3390/molecules28083457. [PMID: 37110691]
  • 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]
  • Zahra Rahimian, SeyedHassan Sadrian, Mina Shahisavandi, Hadi Aligholi, Mohammad M Zarshenas, Alireza Abyar, Zahra Zeraatpisheh, Ali A Asadi-Pooya. Antiseizure Effects of Peganum harmala L. and Lavandula angustifolia. BioMed research international. 2023; 2023(?):4121998. doi: 10.1155/2023/4121998. [PMID: 38089644]
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  • Taiwo G Olubodun-Obadun, Ismail O Ishola, Benneth Ben-Azu, Olasunmbo Afolayan, Ekene Nwose, Ayorinde B James, Abayomi M Ajayi, Solomon Umukoro, Olufunmilayo O Adeyemi. Probable mechanisms involved in the antiepileptic activity of Clerodendrum polycephalum Baker (Labiatae) leaf extract in mice exposed to chemical-induced seizures. Journal of food biochemistry. 2022 10; 46(10):e14342. doi: 10.1111/jfbc.14342. [PMID: 35851712]
  • Maria Goretti de Vasconcelos Silva, Daniele Rodrigues de Lima, Jackelyne Alves Monteiro, Francisco Ernani Alves Magalhães. Anxiolytic-like effect of chrysophanol from Senna cana stem in adult zebrafish (Danio rerio). Natural product research. 2022 Sep; 36(17):4426-4430. doi: 10.1080/14786419.2021.1980788. [PMID: 34547943]
  • Bart de Laat, Jocelyn Hoye, Heather Liu, Evan D Morris. EC50 images, a novel endpoint from PET target occupancy studies, reveal spatial variation in apparent drug affinity. European journal of nuclear medicine and molecular imaging. 2022 03; 49(4):1232-1241. doi: 10.1007/s00259-021-05561-3. [PMID: 34636937]
  • Reza Jahani, Sahar Behzad, Maryam Saffariha, Niyusha Toufan Tabrizi, Mehrdad Faizi. Sedative-hypnotic, anxiolytic and possible side effects of Salvia limbata C. A. Mey. Extracts and the effects of phenological stage and altitude on the rosmarinic acid content. Journal of ethnopharmacology. 2022 Jan; 282(?):114630. doi: 10.1016/j.jep.2021.114630. [PMID: 34517061]
  • Yu-Juan Li, Kun Yang, Xue-Ming Long, Gang Xiao, Si-Juan Huang, Zi-Yue Zeng, Zhao-Ying Liu, Zhi-Liang Sun. Toxicity assessment of gelsenicine and the search for effective antidotes. Human & experimental toxicology. 2022 Jan; 41(?):9603271211062857. doi: 10.1177/09603271211062857. [PMID: 35018838]
  • Hope Douglas, Klaus Hopster, Michelle Cerullo, Charlotte Hopster-Iversen, Darko Stefanovski, Bernd Driessen. The effects of flumazenil on ventilatory and recovery characteristics in horses following midazolam-ketamine induction and isoflurane anaesthesia. Equine veterinary journal. 2021 Nov; 53(6):1257-1267. doi: 10.1111/evj.13391. [PMID: 33220066]
  • Riccardo Maccioni, Filippo Cottiglia, Elias Maccioni, Giuseppe Talani, Enrico Sanna, Valentina Bassareo, Sanjay B Kasture, Elio Acquas. The biologically active compound of Withania somnifera (L.) Dunal, docosanyl ferulate, is endowed with potent anxiolytic properties but devoid of typical benzodiazepine-like side effects. Journal of psychopharmacology (Oxford, England). 2021 Oct; 35(10):1277-1284. doi: 10.1177/02698811211008588. [PMID: 33934670]
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  • Godfried Dougnon, Michiho Ito. Role of Ascaridole and p-Cymene in the Sleep-Promoting Effects of Dysphania ambrosioides Essential Oil via the GABAergic System in a ddY Mouse Inhalation Model. Journal of natural products. 2021 01; 84(1):91-100. doi: 10.1021/acs.jnatprod.0c01137. [PMID: 33325703]
  • Ernest Obese, Robert Peter Biney, Isaac Tabiri Henneh, Emmanuel Awintiig Adakudugu, Daniel Anokwah, Lovia Serwaa Agyemang, Eric Woode, Elvis Ofori Ameyaw. The Anticonvulsant Effect of Hydroethanolic Leaf Extract of Calotropis procera (Ait) R. Br. (Apocynaceae). Neural plasticity. 2021; 2021(?):5566890. doi: 10.1155/2021/5566890. [PMID: 34257639]
  • Nikolaos Pitsikas, Petros A Tarantilis. The GABAA-Benzodiazepine Receptor Antagonist Flumazenil Abolishes the Anxiolytic Effects of the Active Constituents of Crocus sativus L. Crocins in Rats. Molecules (Basel, Switzerland). 2020 Nov; 25(23):. doi: 10.3390/molecules25235647. [PMID: 33266149]
  • Jörg Mauler, Alexander Heinzel, Andreas Matusch, Hans Herzog, Irene Neuner, Jürgen Scheins, Christine Wyss, Jürgen Dammers, Markus Lang, Johannes Ermert, Bernd Neumaier, Karl-Josef Langen, N Jon Shah. Bolus infusion scheme for the adjustment of steady state [11C]Flumazenil levels in the grey matter and in the blood plasma for neuroreceptor imaging. NeuroImage. 2020 11; 221(?):117160. doi: 10.1016/j.neuroimage.2020.117160. [PMID: 32679251]
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  • Touran Mahmoudi, Zahra Lorigooini, Mahmoud Rafieian-Kopaei, Mehran Arabi, Zahra Rabiei, Elham Bijad, Sedigheh Kazemi. Effect of Curcuma zedoaria hydro-alcoholic extract on learning, memory deficits and oxidative damage of brain tissue following seizures induced by pentylenetetrazole in rat. Behavioral and brain functions : BBF. 2020 Oct; 16(1):7. doi: 10.1186/s12993-020-00169-3. [PMID: 33023622]
  • Ana Carolina Mendes Hacke, Edmar Miyoshi, Jacqueline Aparecida Marques, Romaiana Picada Pereira. Anxiolytic properties of Cymbopogon citratus (DC.) stapf extract, essential oil and its constituents in zebrafish (Danio rerio). Journal of ethnopharmacology. 2020 Oct; 260(?):113036. doi: 10.1016/j.jep.2020.113036. [PMID: 32473367]
  • Fereshteh Farajdokht, Armin Vosoughi, Mojtaba Ziaee, Mostafa Araj-Khodaei, Javad Mahmoudi, Saeed Sadigh-Eteghad. The role of hippocampal GABAA receptors on anxiolytic effects of Echium amoenum extract in a mice model of restraint stress. Molecular biology reports. 2020 Sep; 47(9):6487-6496. doi: 10.1007/s11033-020-05699-7. [PMID: 32778988]
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  • Xia Chen, Nuoer Sang, Kaicheng Song, Wen Zhong, Hongyun Wang, Ji Jiang, Yuguang Huang, Pei Hu. Psychomotor Recovery Following Remimazolam-induced Sedation and the Effectiveness of Flumazenil as an Antidote. Clinical therapeutics. 2020 04; 42(4):614-624. doi: 10.1016/j.clinthera.2020.02.006. [PMID: 32178858]
  • Clara Alba-Betancourt, Amanda Sánchez-Recillas, Angel J Alonso-Castro, David Esquivel-Juárez, Juan R Zapata-Morales, Víctor Yáñez-Pérez, Daniel Álvarez-Camacho, Yessica E Medina-Rivera, Marco M González-Chávez, Deisy Gasca-Martínez, Rolffy Ortiz-Andrade. Antidiarrheal, vasorelaxant, and neuropharmacological actions of the diterpene tilifodiolide. Drug development research. 2019 11; 80(7):981-991. doi: 10.1002/ddr.21578. [PMID: 31343767]
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  • Muttaquina Hossain, Baitun Nahar, Md Ahshanul Haque, Dinesh Mondal, Mustafa Mahfuz, Nurun Nahar Naila, Md Amran Gazi, Md Mehedi Hasan, Nur Muhammad Shahedul Haque, Rashidul Haque, Michael B Arndt, Judd L Walson, Tahmeed Ahmed. Serum Adipokines, Growth Factors, and Cytokines Are Independently Associated with Stunting in Bangladeshi Children. Nutrients. 2019 Aug; 11(8):. doi: 10.3390/nu11081827. [PMID: 31394828]
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  • Asuka Mizutani, Masato Kobayashi, Ken-Ichi Fujita, Kotaro Takahashi, Tsuzumi Hokama, Hiroaki Takasu, Kodai Nishi, Ryuichi Nishii, Naoto Shikano, Kazuki Fukuchi, Keiichi Kawai. 123I-iomazenil whole-body imaging to detect hepatic carboxylesterase drug-metabolizing enzyme activity. Nuclear medicine communications. 2018 Sep; 39(9):825-833. doi: 10.1097/mnm.0000000000000875. [PMID: 29877992]
  • Zul Merali, Christian Cayer, Pamela Kent, Rui Liu, Victor Cal, Cory S Harris, John T Arnason. Sacred Maya incense, copal (Protium copal - Burseraceae), has antianxiety effects in animal models. Journal of ethnopharmacology. 2018 Apr; 216(?):63-70. doi: 10.1016/j.jep.2018.01.027. [PMID: 29414121]
  • Samuel Daanaa, Wonder Kofi Mensah Abotsi, Eric Boakye-Gyasi, Eric Woode. Anticonvulsant effect of the hydroethanolic leaf extract of Psydrax subcordata (DC.) Bridson in murine models. Journal of ethnopharmacology. 2018 Mar; 213(?):384-394. doi: 10.1016/j.jep.2017.11.028. [PMID: 29183747]
  • 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]
  • Isadora Lopes Alves, David Vállez García, Andrea Parente, Janine Doorduin, Ana Maria Marques da Silva, Michel Koole, Rudi Dierckx, Antoon Willemsen, Ronald Boellaard. Parametric Imaging of [11C]Flumazenil Binding in the Rat Brain. Molecular imaging and biology. 2018 02; 20(1):114-123. doi: 10.1007/s11307-017-1098-2. [PMID: 28631142]
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