Imipramine (BioDeep_00000001481)

human metabolite

代谢物信息卡片

4,4-Methylenebis(3-hydroxy-2-naphthoic acid)-3-(10,11-dihydro-5H-dibenzo(b,F)azepin-5-yl)-N,N-dimethyl-1-propanamine (1:2)

化学式: C19H24N2 (280.1939384)
中文名称: 米帕明
谱图信息: 最多检出来源 Mentha canadensis(plant) 83.33%

分子结构信息

SMILES: CN(C)CCCN1C2=CC=CC=C2CCC2=CC=CC=C12
InChI: InChI=1S/C19H24N2/c1-20(2)14-7-15-21-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)21/h3-6,8-11H,7,12-15H2,1-2H3

描述信息

The prototypical tricyclic antidepressant. It has been used in major depression, dysthymia, bipolar depression, attention deficit disorders, agoraphobia, and panic disorders. It has less sedative effect than some other members of this therapeutic group. -- Pubchem; Imipramine (sold as Antideprin, Janimine, Tofranil) is an antidepressant medication, a tricyclic antidepressant of the dibenzazepine group, mainly used in the treatment of clinical depression and enuresis. -- Wikipedia [HMDB]
The prototypical tricyclic antidepressant. It has been used in major depression, dysthymia, bipolar depression, attention deficit disorders, agoraphobia, and panic disorders. It has less sedative effect than some other members of this therapeutic group. -- Pubchem; Imipramine (sold as Antideprin, Janimine, Tofranil) is an antidepressant medication, a tricyclic antidepressant of the dibenzazepine group, mainly used in the treatment of clinical depression and enuresis. -- Wikipedia.
N - Nervous system > N06 - Psychoanaleptics > N06A - Antidepressants > N06AA - Non-selective monoamine reuptake inhibitors
D018377 - Neurotransmitter Agents > D014179 - Neurotransmitter Uptake Inhibitors > D018759 - Adrenergic Uptake Inhibitors
C78272 - Agent Affecting Nervous System > C265 - Antidepressant Agent > C94727 - Tricyclic Antidepressant
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D000928 - Antidepressive Agents
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents
D049990 - Membrane Transport Modulators

同义名列表

46 个代谢物同义名

4,4-Methylenebis(3-hydroxy-2-naphthoic acid)-3-(10,11-dihydro-5H-dibenzo(b,F)azepin-5-yl)-N,N-dimethyl-1-propanamine (1:2); (3-{2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-yl}propyl)dimethylamine; 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine; 5-[3-(Dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,F]azepine; 10,11-Dihydro-N,N-dimethyl-5H-dibenz[b,F]azepine-5-propanamine; 3-(5H-DIBENZO[b,F]azepin-5-yl)-N,N-dimethylpropan-1-amine; N-(gamma-Dimethylaminopropyl)iminodibenzyl; N-(Γ-dimethylaminopropyl)iminodibenzyl; N-(g-Dimethylaminopropyl)iminodibenzyl; Imipramine monohydrochloride; Imipramine hydrochloride; Trimipramine maleate; Norchlorimipramine; Imipramine pamoate; Declomipramine; Tofranil base; Imidobenzyle; Imipraminum; Psychoforin; Tofranil-PM; LOFEPRAMINE; Chimoreptin; Dimipressin; Melipramine; Melipramin; imipramine; Antideprin; Feinalmin; Surmontil; Imilanyle; Pryleugan; Imipramin; Berkomine; Dyna-zina; Tofranil; Dynaprin; Teperine; Eupramin; Janimine; Timolet; Imizine; Surplix; Imavate; Imizin; Irmin; DPID

数据库引用编号

20 个数据库交叉引用编号

ChEBI: CHEBI:47499
KEGG: C07049
KEGGdrug: D08070
PubChem: 3696
HMDB: HMDB0001848
Metlin: METLIN500
DrugBank: DB00458
ChEMBL: CHEMBL11
Wikipedia: Imipramine
MeSH: Imipramine
foodb: FDB022706
chemspider: 3568
CAS: 2241983-10-6
CAS: 112898-42-7
CAS: 50-49-7
PMhub: MS000000617
PubChem: 9261
PDB-CCD: IXX
NIKKAJI: J8.587A
RefMet: Imipramine

分类词条

代谢反应

2 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(2)

Imipramine Action Pathway: Imipramine + NADH + Oxygen ⟶ Desipramine + Formaldehyde + NAD + Water
Imipramine Metabolism Pathway: Imipramine + NADH + Oxygen ⟶ Desipramine + Formaldehyde + NAD + Water

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

Nirod Kumar Sarangi, Amrutha Prabhakaran, Mark Roantree, Tia E Keyes. Evaluation of the passive permeability of antidepressants through pore-suspended lipid bilayer. Colloids and surfaces. B, Biointerfaces. 2023 Dec; 234(?):113688. doi: 10.1016/j.colsurfb.2023.113688. [PMID: 38128360]
Jacob M Albright, Matthew J Sydor, Jonathan Shannahan, Christina R Ferreira, Andrij Holian. Imipramine Treatment Alters Sphingomyelin, Cholesterol, and Glycerophospholipid Metabolism in Isolated Macrophage Lysosomes. Biomolecules. 2023 12; 13(12):. doi: 10.3390/biom13121732. [PMID: 38136603]
Zakaria Zitoune, Luc Kugener, Joop Jonckheer, Katrien Lanckmans, Philippe Hantson, Jacques Devriendt, Patrick M Honore. Effective Treatment of Acute Tricyclic Antidepressant Poisoning with Cardiogenic Shock and Severe Rhabdomyolysis Using ECMO and CytoSorb® Adsorber. The American journal of case reports. 2023 Aug; 24(?):e939884. doi: 10.12659/ajcr.939884. [PMID: 37542369]
Sanchari Basu Mallik, Jayesh Mudgal, Manas Kinra, Susan Hall, Gary D Grant, Shailendra Anoopkumar-Dukie, Madhavan Nampoothiri, Yuqing Zhang, Devinder Arora. Involvement of indoleamine 2, 3-dioxygenase (IDO) and brain-derived neurotrophic factor (BDNF) in the neuroprotective mechanisms of ferulic acid against depressive-like behaviour. Metabolic brain disease. 2023 Jul; ?(?):. doi: 10.1007/s11011-023-01267-7. [PMID: 37490224]
Teruhisa Yamamoto, Jun Kawanokuchi, Nobuyuki Nagaoka, Ken Takagi, Torao Ishida, Tomoya Hayashi, Ning Ma. Antidepressant effects of acupuncture in a murine model: regulation of neurotrophic factors. Acupuncture in medicine : journal of the British Medical Acupuncture Society. 2023 02; 41(1):38-47. doi: 10.1177/09645284221085279. [PMID: 35579004]
Teresa Taboada, Nelson L Alvarenga, Antonia K Galeano, Wilfrido J Arrúa, Miguel A Campuzano-Bublitz, María L Kennedy. In Vivo Antidepressant-Like Effect Assessment of Two Aloysia Species in Mice and LCMS Chemical Characterization of Ethanol Extract. Molecules (Basel, Switzerland). 2022 Nov; 27(22):. doi: 10.3390/molecules27227828. [PMID: 36431928]
Xiangyang Liu, Song Hou, Rui Xiang, Chengqing Hu, Zhenzhen Chen, Na Li, Han Yan, Xiaoxing Yu, Xin Li, Yujing Chi, Jichun Yang. Imipramine activates FAM3A-FOXA2-CPT2 pathway to ameliorate hepatic steatosis. Metabolism: clinical and experimental. 2022 11; 136(?):155292. doi: 10.1016/j.metabol.2022.155292. [PMID: 35995281]
Sheng Han, Heng Li, Weixiong Chen, Li Yang, Xiankun Tong, Jianping Zuo, Youhong Hu. Discovery of potent ebola entry inhibitors with (3S,4aS,8aS)-2-(3-amino-2-hydroxypropyl) decahydroisoquinoline-3-carboxamide scaffold. European journal of medicinal chemistry. 2022 Oct; 240(?):114608. doi: 10.1016/j.ejmech.2022.114608. [PMID: 35872393]
Ion Brinza, Mohamed A El Raey, Walaa El-Kashak, Omayma A Eldahshan, Lucian Hritcu. Sweroside Ameliorated Memory Deficits in Scopolamine-Induced Zebrafish (Danio rerio) Model: Involvement of Cholinergic System and Brain Oxidative Stress. Molecules (Basel, Switzerland). 2022 Sep; 27(18):. doi: 10.3390/molecules27185901. [PMID: 36144637]
Sanchari Basu Mallik, Jayesh Mudgal, Susan Hall, Manas Kinra, Gary D Grant, Madhavan Nampoothiri, Shailendra Anoopkumar-Dukie, Devinder Arora. Remedial effects of caffeine against depressive-like behaviour in mice by modulation of neuroinflammation and BDNF. Nutritional neuroscience. 2022 Sep; 25(9):1836-1844. doi: 10.1080/1028415x.2021.1906393. [PMID: 33814004]
Shvetank Bhatt, Tapan Behl, Aayush Sehgal, Sukhbir Singh, Neelam Sharma, Sridevi Chigurupati, Amira Saber Ahmed, Sreelakshmi Bada V Gari. Investigation of Cochlospermum religiosum leaves for antidepressant and anxiolytic activities and its synergistic effect with imipramine and fluoxetine. Environmental science and pollution research international. 2022 Apr; 29(18):27172-27181. doi: 10.1007/s11356-021-18359-5. [PMID: 34981394]
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Priscila Laiz Zimath, Ana Paula Dalmagro, Luísa Mota da Silva, Angela Malheiros, Márcia Maria de Souza. Myrsinoic acid B from Myrsine coriacea reverses depressive-like behavior and brain oxidative stress in streptozotocin-diabetic rats. Chemico-biological interactions. 2021 Sep; 347(?):109603. doi: 10.1016/j.cbi.2021.109603. [PMID: 34352274]
Lijuan Zhang, Minmin Tang, Xiaofang Xie, Qiuying Zhao, Nan Hu, Hui He, Gangcai Liu, Shiqi Huang, Cheng Peng, Ying Xiao, Zili You. Ginsenoside Rb1 induces a pro-neurogenic microglial phenotype via PPARγ activation in male mice exposed to chronic mild stress. Journal of neuroinflammation. 2021 Aug; 18(1):171. doi: 10.1186/s12974-021-02185-0. [PMID: 34372875]
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]
Annamalai Yamuna, Tse-Wei Chen, Shen-Ming Chen, Amal M Al-Mohaimeed, Wedad A Al-Onazi, Mohamed Soliman Elshikh. Selective electrochemical detection of antidepressant drug imipramine in blood serum and urine samples using an antimony telluride-graphite nanofiber electrode. Mikrochimica acta. 2021 01; 188(2):60. doi: 10.1007/s00604-021-04722-3. [PMID: 33511456]
Kristina Friedland, Giacomo Silani, Anita Schuwald, Carola Stockburger, Egon Koch, Michael Nöldner, Walter E Müller. Neurotrophic Properties of Silexan, an Essential Oil from the Flowers of Lavender-Preclinical Evidence for Antidepressant-Like Properties. Pharmacopsychiatry. 2021 Jan; 54(1):37-46. doi: 10.1055/a-1293-8585. [PMID: 33254260]
Ahmet Berk, İsmet Yılmaz, Nurettin Abacıoğlu, Mustafa Bahadır Kaymaz, Merve Gökşin Karaaslan, Ebru Kuyumcu Savan. Antidepressant effect of Gentiana olivieri Griseb. in male rats exposed to chronic mild stress. The Libyan journal of medicine. 2020 Dec; 15(1):1725991. doi: 10.1080/19932820.2020.1725991. [PMID: 32048914]
Narjes Saheb Sharif-Askari, Fatemeh Saheb Sharif-Askari, Bushra Mdkhana, Saba Al Heialy, Elaref Ratemi, Malak Alghamdi, Salah Abusnana, Tarek Kashour, Qutayba Hamid, Rabih Halwani. Effect of common medications on the expression of SARS-CoV-2 entry receptors in liver tissue. Archives of toxicology. 2020 12; 94(12):4037-4041. doi: 10.1007/s00204-020-02869-1. [PMID: 32808185]
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Anna Rafało-Ulińska, Ewa Poleszak, Aleksandra Szopa, Anna Serefko, Magdalena Rogowska, Ireneusz Sowa, Magdalena Wójciak, Bożena Muszyńska, Agata Krakowska, Joanna Gdula-Argasińska, Katarzyna Kała, Barbara Jasiewicz, Włodzimierz Opoka, Bernadeta Szewczyk, Gabriel Nowak. Imipramine Influences Body Distribution of Supplemental Zinc Which May Enhance Antidepressant Action. Nutrients. 2020 Aug; 12(9):. doi: 10.3390/nu12092529. [PMID: 32825449]
Ghazal Rahmani, Fereshteh Farajdokht, Gisou Mohaddes, Shirin Babri, Vida Ebrahimi, Hadi Ebrahimi. Garlic (Allium sativum) improves anxiety- and depressive-related behaviors and brain oxidative stress in diabetic rats. Archives of physiology and biochemistry. 2020 May; 126(2):95-100. doi: 10.1080/13813455.2018.1494746. [PMID: 30169970]
Fernanda Midori de Oliveira, Guilherme Luiz Scheel, Rodinei Augusti, César Ricardo Teixeira Tarley, Clésia Cristina Nascentes. Supramolecular microextraction combined with paper spray ionization mass spectrometry for sensitive determination of tricyclic antidepressants in urine. Analytica chimica acta. 2020 Apr; 1106(?):52-60. doi: 10.1016/j.aca.2020.01.061. [PMID: 32145855]
Anderson Luiz Oenning, Letícia Birk, Sarah Eller, Tiago Franco de Oliveira, Josias Merib, Eduardo Carasek. A green and low-cost method employing switchable hydrophilicity solvent for the simultaneous determination of antidepressants in human urine by gas chromatography - mass spectrometry detection. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2020 Apr; 1143(?):122069. doi: 10.1016/j.jchromb.2020.122069. [PMID: 32213465]
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Zhipei Sang, Keren Wang, Jian Shi, Wenmin Liu, Zhenghuai Tan. Design, synthesis, in-silico and biological evaluation of novel chalcone-O-carbamate derivatives as multifunctional agents for the treatment of Alzheimer's disease. European journal of medicinal chemistry. 2019 Sep; 178(?):726-739. doi: 10.1016/j.ejmech.2019.06.026. [PMID: 31229875]
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