Flumazenil (BioDeep_00000001977)

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 (303.1019146)
中文名称: 氟吗西尼
谱图信息: 最多检出来源 Homo sapiens(blood) 50%

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

13 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

数据库引用编号

18 个数据库交叉引用编号

ChEBI: CHEBI:5103
KEGG: C07825
KEGGdrug: D00697
PubChem: 3373
HMDB: HMDB0015336
Metlin: METLIN2724
DrugBank: DB01205
ChEMBL: CHEMBL407
Wikipedia: Flumazenil
MeSH: Flumazenil
chemspider: 3256
CAS: 78755-81-4
PMhub: MS000001582
PubChem: 10027
PDB-CCD: FYP
NIKKAJI: J23.594F
RefMet: Flumazenil
medchemexpress: HY-B0009

分类词条

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

9606 Homo sapiens: -

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。

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]
Neda Fatahinezhad, Zahra Lorigooini, Mehran Arabi, Zahra Rabiei, Sedighe Kazemi Sheykhshabani, Mahmoud Rafieian-Kopaei. Effects of Hyssopus Officinalis Hydroalcoholic Extract on Pentylenetetrazol-Induced Convulsive Seizures in Rat. Neurochemical research. 2022 Dec; 47(12):3792-3804. doi: 10.1007/s11064-022-03759-x. [PMID: 36287300]
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]
Ana Carolina Mendes Hacke, Edmar Miyoshi, Jacqueline Aparecida Marques, Romaiana Picada Pereira. Cymbopogon citratus (DC.) Stapf, citral and geraniol exhibit anticonvulsant and neuroprotective effects in pentylenetetrazole-induced seizures in zebrafish. Journal of ethnopharmacology. 2021 Jul; 275(?):114142. doi: 10.1016/j.jep.2021.114142. [PMID: 33910044]
Frédérik Rousseau-Blass, Alastair E Cribb, Francis Beaudry, Daniel Sj Pang. A Pharmacokinetic-Pharmacodynamic Study of Intravenous Midazolam and Flumazenil in Adult New Zealand White-Californian Rabbits (Oryctolagus cuniculus). Journal of the American Association for Laboratory Animal Science : JAALAS. 2021 05; 60(3):319-328. doi: 10.30802/aalas-jaalas-20-000084. [PMID: 33673881]
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]
Valeria Itzel Reyes-Pérez, Vinicio Granados-Soto, Manuel Rangel-Grimaldo, Myrna Déciga-Campos, Rachel Mata. Pharmacological Analysis of the Anti-inflammatory and Antiallodynic Effects of Zinagrandinolide E from Zinnia grandiflora in Mice. Journal of natural products. 2021 03; 84(3):713-723. doi: 10.1021/acs.jnatprod.0c00793. [PMID: 32870011]
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]
Nan Zhang, Mu Luo, Lei He, Lei Yao. Chemical Composition of Essential Oil from Flower of 'Shanzhizi' (Gardenia jasminoides Ellis) and Involvement of Serotonergic System in Its Anxiolytic Effect. Molecules (Basel, Switzerland). 2020 Oct; 25(20):. doi: 10.3390/molecules25204702. [PMID: 33066512]
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]
Ali Y Benkherouf, Nora Logrén, Tamara Somborac, Maaria Kortesniemi, Sanna L Soini, Baoru Yang, Outi M H Salo-Ahen, Oskar Laaksonen, Mikko Uusi-Oukari. Hops compounds modulatory effects and 6-prenylnaringenin dual mode of action on GABAA receptors. European journal of pharmacology. 2020 Apr; 873(?):172962. doi: 10.1016/j.ejphar.2020.172962. [PMID: 32001220]
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]
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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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