Doxepin (BioDeep_00000002430)

 

Secondary id: BioDeep_00000397493

human metabolite blood metabolite


代谢物信息卡片


dimethyl(3-{9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene}propyl)amine

化学式: C19H21NO (279.1623)
中文名称: 多虑平, 多塞平
谱图信息: 最多检出来源 Rattus norvegicus(blood) 3.41%

Reviewed

Last reviewed on 2024-09-14.

Cite this Page

Doxepin. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/doxepin (retrieved 2024-12-23) (BioDeep RN: BioDeep_00000002430). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CN(C)CC/C=C\1/c2ccccc2COc2ccccc12
InChI: InChI=1S/C19H21NO/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19/h3-6,8-12H,7,13-14H2,1-2H3

描述信息

Doxepin hydrochloride is a dibenzoxepin-derivative tricyclic antidepressant (TCA). TCAs are structurally similar to phenothiazines. They contain a tricyclic ring system with an alkyl amine substituent on the central ring. In non-depressed individuals, doxepin does not affect mood or arousal, but may cause sedation. In depressed individuals, doxepin exerts a positive effect on mood. TCAs are potent inhibitors of serotonin and norepinephrine reuptake. Tertiary amine TCAs, such as doxepin and amitriptyline, are more potent inhibitors of serotonin reuptake than secondary amine TCAs, such as nortriptyline and desipramine. TCAs also down-regulate cerebral cortical β-adrenergic receptors and sensitize post-synaptic serotonergic receptors with chronic use. The antidepressant effects of TCAs are thought to be due to an overall increase in serotonergic neurotransmission. TCAs also block histamine H1 receptors, α1-adrenergic receptors and muscarinic receptors, which accounts for their sedative, hypotensive and anticholinergic effects (e.g. blurred vision, dry mouth, constipation, urinary retention), respectively. Doxepin has less sedative and anticholinergic effects than amitriptyline. See toxicity section below for a complete listing of side effects. Doxepin may be used to treat depression and insomnia. Unlabeled indications include chronic and neuropathic pain, and anxiety. Doxepin may also be used as a second line agent to treat idiopathic urticaria.
D - Dermatologicals > D04 - Antipruritics, incl. antihistamines, anesthetics, etc. > D04A - Antipruritics, incl. antihistamines, anesthetics, etc.
N - Nervous system > N06 - Psychoanaleptics > N06A - Antidepressants > N06AA - Non-selective monoamine reuptake inhibitors
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D006993 - Hypnotics and Sedatives
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 > D018494 - Histamine Agents > D006633 - Histamine Antagonists
EAWAG_UCHEM_ID 3676; CONFIDENCE standard compound
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3676

同义名列表

31 个代谢物同义名

dimethyl(3-{9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene}propyl)amine; Doxepin hydrochloride, cis-trans isomer mixture (approximately 1:5); 3-Dibenz[b,e]oxepin-11(6H)-ylidene-N,N-dimethyl-1-propanamine; Hydrochloride, doxepin; Doxepin hydrochloride; Novo-doxepin; Novo doxepin; Doxepin beta; Doxepin-RPH; Apo doxepin; Apo-doxepin; Doxepin RPH; ApoDoxepin; Cidoxepin; Prudoxin; Quitaxon; Doxepine; Doneurin; Sinequan; Sinquan; Desidox; Doxepia; doxepin; Deptran; Zonalon; Espadox; Mareen; Aponal; Xepin; Doxepin; Sinequan



数据库引用编号

33 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

1 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(1)

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 10 AKT1, AXIN2, CDK16, CYP2C19, CYP2C9, CYP2D6, CYP3A4, MAPK14, PIK3CA, POMC
Peripheral membrane protein 1 CDK16
Endoplasmic reticulum membrane 5 CYP1A2, CYP2C19, CYP2C9, CYP2D6, CYP3A4
Nucleus 4 AKT1, AXIN2, CDK16, MAPK14
cytosol 8 AKT1, AXIN2, CDK16, GPT, HRH1, MAPK14, PIK3CA, PRKCQ
dendrite 1 HRH1
centrosome 1 AXIN2
nucleoplasm 3 AKT1, MAPK14, SCNN1G
Cell membrane 4 ADRB3, AKT1, CDK16, HRH1
Cytoplasmic side 1 CDK16
lamellipodium 2 AKT1, PIK3CA
Multi-pass membrane protein 4 ADRB3, CACNA1I, HRH1, SCNN1G
Synapse 2 HRH1, TAC1
cell cortex 1 AKT1
glutamatergic synapse 2 AKT1, MAPK14
Golgi membrane 1 INS
neuronal cell body 1 TAC1
postsynapse 1 AKT1
synaptic vesicle 1 CDK16
Cytoplasmic vesicle, secretory vesicle 1 CDK16
plasma membrane 11 ADRB3, AKT1, AXIN2, CACNA1I, CDK16, CYP2C19, CYP2C9, HRH1, PIK3CA, PRKCQ, SCNN1G
Membrane 4 AKT1, CACNA1I, CYP2D6, CYP3A4
apical plasma membrane 1 SCNN1G
axon 1 TAC1
extracellular exosome 2 GPT, SCNN1G
endoplasmic reticulum 1 CYP2D6
extracellular space 4 IL6, INS, POMC, TAC1
perinuclear region of cytoplasm 1 PIK3CA
intercalated disc 1 PIK3CA
mitochondrion 2 CYP2D6, MAPK14
protein-containing complex 1 AKT1
intracellular membrane-bounded organelle 5 CYP1A2, CYP2C19, CYP2C9, CYP2D6, CYP3A4
Microsome membrane 4 CYP1A2, CYP2C9, CYP2D6, CYP3A4
Secreted 3 IL6, INS, POMC
extracellular region 5 IL6, INS, MAPK14, POMC, TAC1
cytoplasmic side of plasma membrane 1 CDK16
Single-pass membrane protein 1 CYP2D6
centriolar satellite 1 PRKCQ
external side of plasma membrane 1 SCNN1G
beta-catenin destruction complex 1 AXIN2
microtubule cytoskeleton 2 AKT1, CDK16
cell-cell junction 1 AKT1
vesicle 1 AKT1
Apical cell membrane 1 SCNN1G
spindle 1 AKT1
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
secretory granule 1 POMC
nuclear speck 1 MAPK14
receptor complex 1 ADRB3
neuron projection 1 CDK16
ciliary basal body 1 AKT1
spindle pole 1 MAPK14
endosome lumen 1 INS
sodium channel complex 1 SCNN1G
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 3 INS, MAPK14, POMC
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 IL6, INS
voltage-gated calcium channel complex 1 CACNA1I
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 PRKCQ
aggresome 1 PRKCQ
Synapse, synaptosome 1 CDK16
cyclin-dependent protein kinase holoenzyme complex 1 CDK16
interleukin-6 receptor complex 1 IL6
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA


文献列表

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  • Bridget Myers, Vidhatha Reddy, Stephanie Chan, Quinn Thibodeaux, Nicholas Brownstone, John Koo. Optimizing doxepin therapy in dermatology: introducing blood level monitoring and genotype testing. The Journal of dermatological treatment. 2022 Feb; 33(1):87-93. doi: 10.1080/09546634.2020.1762841. [PMID: 32347140]
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  • Shuai Ge, Xiangjun Wang, Yajing Hou, Yuexin Lv, Cheng Wang, Huaizhen He. Repositioning of histamine H1 receptor antagonist: Doxepin inhibits viropexis of SARS-CoV-2 Spike pseudovirus by blocking ACE2. European journal of pharmacology. 2021 Apr; 896(?):173897. doi: 10.1016/j.ejphar.2021.173897. [PMID: 33497607]
  • 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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