Escitalopram (BioDeep_00000017867)

 

Secondary id: BioDeep_00000001535, BioDeep_00000229597, BioDeep_00000397491, BioDeep_00000405814, BioDeep_00000604258

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Chemicals and Drugs


代谢物信息卡片


(1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile

化学式: C20H21FN2O (324.1638)
中文名称: 艾司西酞普兰, 西酞普兰
谱图信息: 最多检出来源 Homo sapiens(feces) 13.08%

Reviewed

Last reviewed on 2024-09-14.

Cite this Page

Escitalopram. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/escitalopram (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000017867). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CN(C)CCCC1(C2=C(CO1)C=C(C=C2)C#N)C3=CC=C(C=C3)F
InChI: InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3

描述信息

Escitalopram is a furancarbonitrile that is one of the Serotonin uptake inhibitors used as an antidepressant. The drug is also effective in reducing ethanol uptake in alcoholics and is used in depressed patients who also suffer from tardive dyskinesia in preference to tricyclic antidepressants, which aggravate this condition; Escitalopram (Cipralex) is a medication developed by the Danish pharmaceutical company Lundbeck, that acts as a selective serotonin reuptake inhibitor (SSRI). It is typically used as an antidepressant to treat depression associated with mood disorders, although it also may be used in the treatment of body dysmorphic disorder and anxiety, including OCD. In the United States, the drug is marketed under the name Lexapro by Forest Laboratories, Inc; Escitalopram is a medication that acts as a selective serotonin reuptake inhibitor (SSRI). It is typically used as an antidepressant to treat depression associated with mood disorders, although it also may be used in the treatment of body dysmorphic disorder and anxiety, including OCD; Discontinuation from antidepressants, especially abruptly, has been known to cause certain withdrawal symptoms. One possible discontinuation symptom from Escitalopram is a type of spontaneous nerve pulse known as paresthesia or electric shock sensations, described by some patients as a feeling of small electric shocks, which may be accompanied by dizziness. These pulses may be short in duration, only milliseconds long, may affect any region of the body, and recur up to several times a minute, throughout all waking hours. They can be increased by physical activity, but are not solely linked to muscular activity. Other discontinuation symptoms include extreme sensitivity to loud sounds and bright lights, chills, hot flushes, cold sweats, reddening of the face, abdominal pain, weight gain and extreme mental fatigue.
A furancarbonitrile that is one of the Serotonin uptake inhibitors used as an antidepressant. The drug is also effective in reducing ethanol uptake in alcoholics and is used in depressed patients who also suffer from tardive dyskinesia in preference to tricyclic antidepressants, which aggravate this condition; Escitalopram (Cipralex) is a medication developed by the Danish pharmaceutical company Lundbeck, that acts as a selective serotonin reuptake inhibitor (SSRI). It is typically used as an antidepressant to treat depression associated with mood disorders, although it also may be used in the treatment of body dysmorphic disorder and anxiety, including OCD. In the United States, the drug is marketed under the name Lexapro by Forest Laboratories, Inc; Escitalopram is a medication that acts as a selective serotonin reuptake inhibitor (SSRI). It is typically used as an antidepressant to treat depression associated with mood disorders, although it also may be used in the treatment of body dysmorphic disorder and anxiety, including OCD; Discontinuation from antidepressants, especially abruptly, has been known to cause certain withdrawal symptoms. One possible discontinuation symptom from Escitalopram is a type of spontaneous nerve pulse known as paresthesia or electric shock sensations, described by some patients as a feeling of small electric shocks, which may be accompanied by dizziness. These pulses may be short in duration, only milliseconds long, may affect any region of the body, and recur up to several times a minute, throughout all waking hours. They can be increased by physical activity, but are not solely linked to muscular activity. Other discontinuation symptoms include extreme sensitivity to loud sounds and bright lights, chills, hot flushes, cold sweats, reddening of the face, abdominal pain, weight gain and extreme mental fatigue. [HMDB]
N - Nervous system > N06 - Psychoanaleptics > N06A - Antidepressants > N06AB - Selective serotonin reuptake inhibitors
D018377 - Neurotransmitter Agents > D018490 - Serotonin Agents > D017367 - Selective Serotonin Reuptake Inhibitors
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D000928 - Antidepressive Agents
C78272 - Agent Affecting Nervous System > C94725 - Selective Serotonin Reuptake Inhibitor
D018377 - Neurotransmitter Agents > D014179 - Neurotransmitter Uptake Inhibitors
C78272 - Agent Affecting Nervous System > C265 - Antidepressant Agent
D049990 - Membrane Transport Modulators
Escitalopram ((S)-Citalopram), the S-enantiomer of racemic Citalopram, is a selective serotonin reuptake inhibitor (SSRI) with a Ki of 0.89 nM. Escitalopram has ～30 fold higher binding affinity than its R(-)-enantiomer and shows selectivity over both dopamine transporter (DAT) and norepinephrine transporter (NET). Escitalopram is an antidepressant for the research of major depression[1][2].

同义名列表

17 个代谢物同义名

(1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile; Citalopram hydrobromide; Escitalopram oxalate; S-(+)-Citalopram; S(+)-Citalopram; (S)-Citalopram; Escitalopramum; (+)-Citalopram; Escitalopram; Citalopram; Cytalopram; Cipralex; Seropram; Lexapro; Esertia; Celexa; (S)-(+)-Citalopram



数据库引用编号

22 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 7 ABCB1, AXIN2, CA3, CAT, CYP2C19, CYP2D6, CYP3A4
Peripheral membrane protein 1 CYP1B1
Endosome membrane 1 SLC6A4
Endoplasmic reticulum membrane 5 CYP1A2, CYP1B1, CYP2C19, CYP2D6, CYP3A4
Mitochondrion membrane 1 MAOA
Nucleus 1 AXIN2
cytosol 6 AVP, AXIN2, CA3, CAT, MAOA, TPH2
dendrite 7 AVP, DRD2, HTR1A, HTR1B, HTR2A, HTR2C, HTR7
centrosome 1 AXIN2
Cell membrane 9 ABCB1, DRD2, HTR1A, HTR1B, HTR2A, HTR2C, HTR7, SLC6A2, SLC6A4
Cytoplasmic side 1 MAOA
Cell projection, axon 1 HTR2A
Multi-pass membrane protein 9 ABCB1, DRD2, HTR1A, HTR1B, HTR2A, HTR2C, HTR7, SLC6A2, SLC6A4
Golgi apparatus membrane 1 DRD2
Synapse 5 DRD2, HTR1A, HTR2C, HTR7, SLC6A4
cell surface 2 ABCB1, SLC6A2
dendritic shaft 1 HTR2A
glutamatergic synapse 2 DRD2, HTR2A
Golgi membrane 1 DRD2
neuronal cell body 1 HTR2A
presynaptic membrane 5 DRD2, HTR1B, HTR2A, SLC6A2, SLC6A4
Presynapse 2 HTR2A, SLC6A4
acrosomal vesicle 1 DRD2
plasma membrane 11 ABCB1, AXIN2, CYP2C19, DRD2, HTR1A, HTR1B, HTR2A, HTR2C, HTR7, SLC6A2, SLC6A4
synaptic vesicle membrane 2 DRD2, SLC6A2
Membrane 8 ABCB1, CAT, CYP1B1, CYP2D6, CYP3A4, MAOA, SLC6A2, SLC6A4
apical plasma membrane 1 ABCB1
axon 3 DRD2, HTR2A, SLC6A2
caveola 1 HTR2A
extracellular exosome 2 ABCB1, CAT
endoplasmic reticulum 2 CYP2D6, HTR1B
extracellular space 1 AVP
mitochondrion 4 CAT, CYP1B1, CYP2D6, MAOA
protein-containing complex 1 CAT
intracellular membrane-bounded organelle 6 CAT, CYP1A2, CYP1B1, CYP2C19, CYP2D6, CYP3A4
Microsome membrane 4 CYP1A2, CYP1B1, CYP2D6, CYP3A4
Secreted 1 AVP
extracellular region 2 AVP, CAT
Mitochondrion outer membrane 1 MAOA
Single-pass membrane protein 2 CYP2D6, MAOA
mitochondrial outer membrane 1 MAOA
neuronal cell body membrane 1 SLC6A2
mitochondrial matrix 1 CAT
ciliary membrane 1 DRD2
dendritic spine 1 DRD2
perikaryon 1 DRD2
beta-catenin destruction complex 1 AXIN2
cytoplasmic vesicle 1 HTR2A
postsynaptic membrane 3 DRD2, HTR2A, SLC6A4
Apical cell membrane 1 ABCB1
Membrane raft 1 SLC6A4
Cell junction, focal adhesion 1 SLC6A4
focal adhesion 2 CAT, SLC6A4
GABA-ergic synapse 1 DRD2
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
secretory granule 1 AVP
lateral plasma membrane 1 DRD2
Cell projection, neuron projection 1 SLC6A4
neuron projection 2 SLC6A4, TPH2
cilium 1 DRD2
non-motile cilium 1 DRD2
sperm flagellum 1 DRD2
Endomembrane system 1 SLC6A4
Membrane, caveola 1 HTR2A
cell body fiber 1 HTR2A
Cell projection, dendrite 2 HTR1A, HTR2A
trans-Golgi network membrane 1 HTR7
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
axon terminus 1 DRD2
endocytic vesicle 1 DRD2
neuronal dense core vesicle 1 AVP
Single-pass type IV membrane protein 1 MAOA
neurofilament 1 HTR2A
calyx of Held 1 HTR1B
clathrin-coated endocytic vesicle membrane 1 AVP
external side of apical plasma membrane 1 ABCB1
dopaminergic synapse 1 DRD2
catalase complex 1 CAT
G protein-coupled receptor complex 1 DRD2
G protein-coupled serotonin receptor complex 3 HTR1B, HTR2A, HTR2C
serotonergic synapse 2 HTR1B, SLC6A4


文献列表

  • Deniz Bozdag, Jeroen van Voorthuizen, Nikita Korpel, Sander Lentz, Hande Gurer-Orhan, Jorke H Kamstra. Dysregulation of adipogenesis and disrupted lipid metabolism by the antidepressants citalopram and sertraline. Toxicology and applied pharmacology. 2024 May; 486(?):116937. doi: 10.1016/j.taap.2024.116937. [PMID: 38643950]
  • Yeran Hwang, Ju-Tae Sohn. Effect of lipid emulsion on neuropsychiatric drug-induced toxicity: A narrative review. Medicine. 2024 Mar; 103(11):e37612. doi: 10.1097/md.0000000000037612. [PMID: 38489675]
  • Vanessa Fabienne Abegg, Miljenko Valentin Panajatovic, Riccardo Vincenzo Mancuso, Julien Arthur Allard, Urs Duthaler, Alex Odermatt, Stephan Krähenbühl, Jamal Bouitbir. Mechanisms of hepatocellular toxicity associated with the components of St. John's Wort extract hypericin and hyperforin in HepG2 and HepaRG cells. Toxicology letters. 2024 Jan; 393(?):1-13. doi: 10.1016/j.toxlet.2024.01.008. [PMID: 38219807]
  • Radka Kodešová, Helena Švecová, Aleš Klement, Miroslav Fér, Antonín Nikodem, Ganna Fedorova, Oleksandra Rieznyk, Martin Kočárek, Alina Sadchenko, Alica Chroňáková, Roman Grabic. Contamination of water, soil, and plants by micropollutants from reclaimed wastewater and sludge from a wastewater treatment plant. The Science of the total environment. 2023 Oct; 907(?):167965. doi: 10.1016/j.scitotenv.2023.167965. [PMID: 37866592]
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  • Yannan Li, Junnan Li, Lixuan Yang, Feifei Ren, Kaiqiang Dong, Zhonghui Zhao, Wenzhe Duan, Wei Wei, Rongjuan Guo. Ginsenoside Rb1 protects hippocampal neurons in depressed rats based on mitophagy-regulated astrocytic pyroptosis. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2023 Sep; 121(?):155083. doi: 10.1016/j.phymed.2023.155083. [PMID: 37722244]
  • Burcu Ersoy, Marie-Louise Herzog, Wen Pan, Simone Schilling, Matthias Endres, Ria Göttert, Golo D Kronenberg, Karen Gertz. The atypical antidepressant tianeptine confers neuroprotection against oxygen-glucose deprivation. European archives of psychiatry and clinical neuroscience. 2023 Sep; ?(?):. doi: 10.1007/s00406-023-01685-9. [PMID: 37653354]
  • Aaron L Nichols, Zack Blumenfeld, Laura Luebbert, Hailey J Knox, Anand K Muthusamy, Jonathan S Marvin, Charlene H Kim, Stephen N Grant, David P Walton, Bruce N Cohen, Rebekkah Hammar, Loren Looger, Per Artursson, Dennis A Dougherty, Henry A Lester. Selective Serotonin Reuptake Inhibitors within Cells: Temporal Resolution in Cytoplasm, Endoplasmic Reticulum, and Membrane. The Journal of neuroscience : the official journal of the Society for Neuroscience. 2023 03; 43(13):2222-2241. doi: 10.1523/jneurosci.1519-22.2022. [PMID: 36868853]
  • Zhang-Jin Zhang, Shui-Yan Zhang, Xin-Jing Yang, Zong-Shi Qin, Feng-Quan Xu, Gui-Xing Jin, Xiao-Bing Hou, Yong Liu, Ji-Fu Cai, Hai-Bing Xiao, Yat Kwan Wong, Yu Zheng, Lei Shi, Jin-Niu Zhang, Yuan-Yuan Zhao, Xue Xiao, Liu-Lu Zhang, Yue Jiao, Yu Wang, Jia-Kai He, Guo-Bing Chen, Pei-Jing Rong. Transcutaneous electrical cranial-auricular acupoint stimulation versus escitalopram for mild-to-moderate depression: An assessor-blinded, randomized, non-inferiority trial. Psychiatry and clinical neurosciences. 2023 Mar; 77(3):168-177. doi: 10.1111/pcn.13512. [PMID: 36445151]
  • Tim Boogaerts, Maarten Quireyns, Hans De Loof, Xander Bertels, Natan Van Wichelen, Bram Pussig, Jan Saevels, Lies Lahousse, Pauline Bonmariage, Wouter Hamelinck, Bert Aertgeerts, Adrian Covaci, Alexander L N van Nuijs. Do the lockdown-imposed changes in a wastewater treatment plant catchment's socio-demographics impact longitudinal temporal trends in psychoactive pharmaceutical use?. The Science of the total environment. 2023 Feb; ?(?):162342. doi: 10.1016/j.scitotenv.2023.162342. [PMID: 36842581]
  • Leonardo Wensing Fischer, Talita Biude Mendes, Joana Noguères Simas, Marina Nunes, Samara Urban de Oliva, Sandra Maria Miraglia. Effects of escitalopram treatment and chronic mild stress induced from peripuberty on spermatic parameters of adult rats. Andrology. 2023 01; 11(1):177-195. doi: 10.1111/andr.13333. [PMID: 36334023]
  • Vasiliki G Beretsou, Maria-Christina Nika, Kyriakos Manoli, Costas Michael, Qian Sui, Lian Lundy, D Michael Revitt, Nikolaos S Thomaidis, Despo Fatta-Kassinos. Multiclass target analysis of contaminants of emerging concern including transformation products, soil bioavailability assessment and retrospective screening as tools to evaluate risks associated with reclaimed water reuse. The Science of the total environment. 2022 Dec; 852(?):158391. doi: 10.1016/j.scitotenv.2022.158391. [PMID: 36049679]
  • Mariana N Miranda, Ana R Lado Ribeiro, Adrián M T Silva, M Fernando R Pereira. Can aged microplastics be transport vectors for organic micropollutants? - Sorption and phytotoxicity tests. The Science of the total environment. 2022 Dec; 850(?):158073. doi: 10.1016/j.scitotenv.2022.158073. [PMID: 35981591]
  • Somayeh Golbaz, Mirzaman Zamanzadeh, Kamyar Yaghmaeian, Ramin Nabizadeh, Nushin Rastkari, Hadi Esfahani. Occurrence and removal of psychiatric pharmaceuticals in the Tehran South Municipal Wastewater Treatment Plant. Environmental science and pollution research international. 2022 Nov; ?(?):. doi: 10.1007/s11356-022-23667-5. [PMID: 36374381]
  • Urwa Tariq, Masood Sadiq Butt, Imran Pasha, Muhammad Naeem Faisal. Prophylactic role of olive fruit extract against cigarette smoke-induced oxidative stress in Sprague-Dawley rats. Cell stress & chaperones. 2022 09; 27(5):545-560. doi: 10.1007/s12192-022-01291-z. [PMID: 35951259]
  • Zhanhua Hu, Jiali Li, Aixiang Xiao, Juntao Zheng, Shaoxing Guan, Jianxiong Guo, Min Huang. Development and validation of UHPLC-MS/MS method for simultaneous quantification of escitalopram and its major metabolites in human plasma and its application in depressed patients. Journal of pharmaceutical and biomedical analysis. 2022 Aug; 217(?):114810. doi: 10.1016/j.jpba.2022.114810. [PMID: 35550493]
  • Hanyi Fang, Samantha Rossano, Xingxing Wang, Nabeel Nabulsi, Brian Kelley, Krista Fowles, Jim Ropchan, Stephen M Strittmatter, Richard E Carson, Yiyun Huang. Translational PET Imaging of Spinal Cord Injury with the Serotonin Transporter Tracer [11C]AFM. Molecular imaging and biology. 2022 08; 24(4):560-569. doi: 10.1007/s11307-021-01698-7. [PMID: 35020138]
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