Cyclizine (BioDeep_00000002344)

 

Secondary id: BioDeep_00000411071

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


(N-Benzhydryl)(n-methyl)diethylenediamine

化学式: C18H22N2 (266.1783)
中文名称: 苯甲嗪
谱图信息: 最多检出来源 Rattus norvegicus(not specific) 7.73%

分子结构信息

SMILES: CN1CCN(C(c2ccccc2)c2ccccc2)CC1
InChI: InChI=1S/C18H22N2/c1-19-12-14-20(15-13-19)18(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18H,12-15H2,1H3

描述信息

Cyclizine is only found in individuals that have used or taken this drug. It is a histamine H1 antagonist given by mouth or parenterally for the control of postoperative and drug-induced vomiting and in motion sickness. (From Martindale, The Extra Pharmacopoeia, 30th ed, p935)Vomiting (emesis) is essentially a protective mechanism for removing irritant or otherwise harmful substances from the upper GI tract. Emesis or vomiting is controlled by the vomiting centre in the medulla region of the brain, an important part of which is the chemotrigger zone (CTZ). The vomiting centre possesses neurons which are rich in muscarinic cholinergic and histamine containing synapses. These types of neurons are especially involved in transmission from the vestibular apparatus to the vomiting centre. Motion sickness principally involves overstimulation of these pathways due to various sensory stimuli. Hence the action of cyclizine which acts to block the histamine receptors in the vomiting centre and thus reduce activity along these pathways. Furthermore since cyclizine possesses anti-cholinergic properties as well, the muscarinic receptors are similarly blocked.
R - Respiratory system > R06 - Antihistamines for systemic use > R06A - Antihistamines for systemic use > R06AE - Piperazine derivatives
CONFIDENCE standard compound; INTERNAL_ID 1; HBM4EU - science and policy for a healthy future (https://www.hbm4eu.eu)
CONFIDENCE Reference Standard (Level 1); HBM4EU - science and policy for a healthy future (https://www.hbm4eu.eu)
D018377 - Neurotransmitter Agents > D018494 - Histamine Agents > D006633 - Histamine Antagonists
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents
C78272 - Agent Affecting Nervous System > C267 - Antiemetic Agent
D005765 - Gastrointestinal Agents > D000932 - Antiemetics
D002491 - Central Nervous System Agents

同义名列表

16 个代谢物同义名

(N-Benzhydryl)(n-methyl)diethylenediamine; (+-)-1-Diphenylmethyl-4-methylpiperazine; 1-(Diphenylmethyl)-4-methylpiperazine; N-Methyl-n-benzhydrylpiperazine; N-Benzhydryl-n-methylpiperazine; 1-Benzhydryl-4-methylpiperazin; Hydrochloride, cyclizine; Cyclizine Hydrochloride; Cyclizine chloride; HCL, Cyclizine; Cyclizine HCL; Cyclizinum; Ciclizina; CYCLIZINE; Marezine; Cyclizine



数据库引用编号

83 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 CALCA, ELANE, GNAQ, GTPBP4, GUCY1A1, ISYNA1, PIK3CA, PRKX
Peripheral membrane protein 2 CYP1B1, LSS
Endoplasmic reticulum membrane 3 CYP1B1, LSS, UGT2B10
Nucleus 4 GNAQ, GTPBP4, PRKX, TOP2B
cytosol 7 ELANE, GTPBP4, GUCY1A1, GYPA, ISYNA1, PIK3CA, TOP2B
phagocytic vesicle 1 ELANE
nucleoplasm 4 GTPBP4, GYPA, PRKX, TOP2B
Cell membrane 5 ADRB3, GCGR, GNAQ, GYPA, ITGAM
Lipid-anchor 1 GNAQ
lamellipodium 1 PIK3CA
Multi-pass membrane protein 2 ADRB3, GCGR
Synapse 1 GNAQ
cell surface 3 CD38, ELANE, ITGAM
glutamatergic synapse 1 GUCY1A1
Golgi apparatus 1 GNAQ
Golgi membrane 1 INS
lysosomal membrane 1 GNAQ
neuronal cell body 1 CALCA
endosome 1 GCGR
plasma membrane 8 ADRB3, CD38, GCG, GCGR, GNAQ, GYPA, ITGAM, PIK3CA
terminal bouton 1 CALCA
Membrane 8 CD38, CYP1B1, GCGR, GNAQ, GTPBP4, GYPA, ITGAM, LSS
basolateral plasma membrane 1 CD38
extracellular exosome 4 CD38, ELANE, GNAQ, ITGAM
extracellular space 5 CALCA, ELANE, GCG, INS, ITGAM
perinuclear region of cytoplasm 2 GTPBP4, PIK3CA
intercalated disc 1 PIK3CA
mitochondrion 1 CYP1B1
intracellular membrane-bounded organelle 1 CYP1B1
Microsome membrane 2 CYP1B1, UGT2B10
Single-pass type I membrane protein 2 GYPA, ITGAM
Secreted 4 CALCA, GCG, INS, VIP
extracellular region 5 CALCA, ELANE, GCG, INS, VIP
Single-pass membrane protein 2 GYPA, UGT2B10
hippocampal mossy fiber to CA3 synapse 1 CALCA
photoreceptor outer segment 1 GNAQ
Nucleus membrane 1 GNAQ
nuclear membrane 3 CD38, GNAQ, GTPBP4
external side of plasma membrane 1 ITGAM
nucleolus 2 GTPBP4, TOP2B
Single-pass type II membrane protein 1 CD38
Membrane raft 1 ITGAM
GABA-ergic synapse 1 GUCY1A1
collagen-containing extracellular matrix 1 ELANE
secretory granule 1 ELANE
receptor complex 1 ADRB3
neuron projection 1 VIP
Nucleus, nucleolus 2 GTPBP4, TOP2B
endosome lumen 1 INS
Lipid droplet 1 LSS
heterotrimeric G-protein complex 1 GNAQ
Nucleus, nucleoplasm 1 TOP2B
specific granule membrane 1 ITGAM
tertiary granule membrane 1 ITGAM
plasma membrane raft 1 ITGAM
secretory granule lumen 2 GCG, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 GCG, INS
transcription repressor complex 1 ELANE
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
specific granule lumen 1 ELANE
transport vesicle 1 INS
azurophil granule lumen 1 ELANE
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
neuronal dense core vesicle 1 CALCA
ribonucleoprotein complex 1 TOP2B
Cytoplasmic vesicle, phagosome 1 ELANE
guanylate cyclase complex, soluble 1 GUCY1A1
integrin complex 1 ITGAM
[Glucagon-like peptide 1]: Secreted 1 GCG
ankyrin-1 complex 1 GYPA
integrin alphaM-beta2 complex 1 ITGAM
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA


文献列表

  • Michel Y Fares, Nada S Abdelwahab, Ghada M El-Sayed, Maha A Hegazy, Maha M Abdelrahman. Spectrofluorimetric Approach for Quantification of Cyclizine in the Presence of its Toxic Impurities in Human Plasma; in silico Study and ADMET Calculations. Journal of fluorescence. 2022 May; 32(3):993-1003. doi: 10.1007/s10895-022-02897-3. [PMID: 35239065]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Danyi Lu, Dong Dong, Qian Xie, Zhijie Li, Baojian Wu. Disposition of Mianserin and Cyclizine in UGT2B10-Overexpressing Human Embryonic Kidney 293 Cells: Identification of UGT2B10 as a Novel N-Glucosidation Enzyme and Breast Cancer Resistance Protein as an N-Glucoside Transporter. Drug metabolism and disposition: the biological fate of chemicals. 2018 07; 46(7):970-979. doi: 10.1124/dmd.118.080804. [PMID: 29691239]
  • Shanshan He, Jingbo Xiao, Andrés E Dulcey, Billy Lin, Adam Rolt, Zongyi Hu, Xin Hu, Amy Q Wang, Xin Xu, Noel Southall, Marc Ferrer, Wei Zheng, T Jake Liang, Juan J Marugan. Discovery, Optimization, and Characterization of Novel Chlorcyclizine Derivatives for the Treatment of Hepatitis C Virus Infection. Journal of medicinal chemistry. 2016 Feb; 59(3):841-53. doi: 10.1021/acs.jmedchem.5b00752. [PMID: 26599718]
  • Marianne Arnestad, Kari Beate Boye Eldor, Arne Stray-Pedersen, Liliana Bachs, Ritva Karinen. Suicide due to cyclizine overdose. Journal of analytical toxicology. 2014 Mar; 38(2):110-2. doi: 10.1093/jat/bkt100. [PMID: 24324230]
  • Berit Packert Jensen, Jane Winifred Ann Vella-Brincat, Evan James Begg. Quantification of cyclizine and norcyclizine in human plasma by liquid chromatography-tandem mass spectrometry (LC-MS/MS). Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2011 Mar; 879(9-10):605-9. doi: 10.1016/j.jchromb.2011.01.021. [PMID: 21333615]
  • Parviz Norouzi, Rassoul Dinarvand, Mohammad Reza Ganjali, Aliakbar Moosavi-Movahedi, Aliakbar Saboury, Atefeh Tamaddon. Application of adsorptive voltammetry for the detection of sub-nano molar cyclizine in biological fluids and tablets using fast Fourier transform continuous cyclic voltammetry in a flowing system. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. 2009 Apr; 25(4):505-10. doi: 10.2116/analsci.25.505. [PMID: 19359790]
  • M A Martínez-Gómez, M M Carril-Avilés, S Sagrado, R M Villanueva-Camañas, M J Medina-Hernández. Characterization of antihistamine-human serum protein interactions by capillary electrophoresis. Journal of chromatography. A. 2007 Apr; 1147(2):261-9. doi: 10.1016/j.chroma.2007.02.054. [PMID: 17339039]
  • A Mohammadi, I Kanfer, V Sewram, R B Walker. An LC-MS-MS method for the determination of cyclizine in human serum. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Sep; 824(1-2):148-52. doi: 10.1016/j.jchromb.2005.07.015. [PMID: 16054445]
  • Akihito Suzuki, Norio Yasui-Furukori, Kazuo Mihara, Tsuyoshi Kondo, Hanako Furukori, Yoshimasa Inoue, Sunao Kaneko, Koichi Otani. Histamine H1-receptor antagonists, promethazine and homochlorcyclizine, increase the steady-state plasma concentrations of haloperidol and reduced haloperidol. Therapeutic drug monitoring. 2003 Apr; 25(2):192-6. doi: 10.1097/00007691-200304000-00008. [PMID: 12657913]
  • M C Dumasia, L Grainger, E Houghton. Biotransformation of cyclizine in greyhounds. 1: Identification and analysis of cyclizine and some basic metabolites in canine urine by gas chromatography-mass spectrometry. Xenobiotica; the fate of foreign compounds in biological systems. 2002 Sep; 32(9):795-807. doi: 10.1080/00498250210144802. [PMID: 12396276]
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  • R B Walker, I Kanfer. Sensitive high-performance liquid chromatographic determination of cyclizine and its demethylated metabolite, norcyclizine, in biological fluids using coulometric detection. Journal of chromatography. B, Biomedical applications. 1995 Oct; 672(1):172-7. doi: 10.1016/0378-4347(95)00202-t. [PMID: 8590933]
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