trifluoperazine (BioDeep_00000406050)

Main id: BioDeep_00000001953

 

natural product


代谢物信息卡片


Trifluoperazine aka 10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)phenothiazine

化学式: C21H24F3N3S (407.16429400000004)
中文名称: 三氟拉嗪
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CN1CCN(CC1)CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)C(F)(F)F
InChI: InChI=1S/C21H24F3N3S/c1-25-11-13-26(14-12-25)9-4-10-27-17-5-2-3-6-19(17)28-20-8-7-16(15-18(20)27)21(22,23)24/h2-3,5-8,15H,4,9-14H2,1H3

描述信息

N - Nervous system > N05 - Psycholeptics > N05A - Antipsychotics > N05AB - Phenothiazines with piperazine structure
D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014150 - Antipsychotic Agents
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents
D018377 - Neurotransmitter Agents > D015259 - Dopamine Agents > D018492 - Dopamine Antagonists
C78272 - Agent Affecting Nervous System > C267 - Antiemetic Agent > C740 - Phenothiazine
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents
C78272 - Agent Affecting Nervous System > C29710 - Antipsychotic Agent
D005765 - Gastrointestinal Agents > D000932 - Antiemetics

同义名列表

2 个代谢物同义名

trifluoperazine; Trifluoperazine aka 10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)phenothiazine



数据库引用编号

16 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。



文献列表

  • Gautam Kumar, Shobhna Kapoor. Targeting mycobacterial membranes and membrane proteins: Progress and limitations. Bioorganic & medicinal chemistry. 2023 03; 81(?):117212. doi: 10.1016/j.bmc.2023.117212. [PMID: 36804747]
  • Qianqian Jiang, Renyan Mao, Yongcai Li, Yang Bi, Yongxiang Liu, Miao Zhang, Rong Li, Yangyang Yang, Dov B Prusky. AaCaM is required for infection structure differentiation and secondary metabolites in pear fungal pathogen Alternaria alternata. Journal of applied microbiology. 2022 Oct; 133(4):2631-2641. doi: 10.1111/jam.15732. [PMID: 35870147]
  • Ahmed E Goda, Amr M Elenany, Alaa E Elsisi. Novel in vivo potential of trifluoperazine to ameliorate doxorubicin-induced cardiotoxicity involves suppression of NF-κB and apoptosis. Life sciences. 2021 Oct; 283(?):119849. doi: 10.1016/j.lfs.2021.119849. [PMID: 34343539]
  • Rodrigo R R Duarte, Dennis C Copertino, Luis P Iñiguez, Jez L Marston, Yaron Bram, Yuling Han, Robert E Schwartz, Shuibing Chen, Douglas F Nixon, Timothy R Powell. Identifying FDA-approved drugs with multimodal properties against COVID-19 using a data-driven approach and a lung organoid model of SARS-CoV-2 entry. Molecular medicine (Cambridge, Mass.). 2021 09; 27(1):105. doi: 10.1186/s10020-021-00356-6. [PMID: 34503440]
  • Nicole J Sylvain, Mootaz M Salman, M Jake Pushie, Huishu Hou, Vedashree Meher, Rasmus Herlo, Lissa Peeling, Michael E Kelly. The effects of trifluoperazine on brain edema, aquaporin-4 expression and metabolic markers during the acute phase of stroke using photothrombotic mouse model. Biochimica et biophysica acta. Biomembranes. 2021 05; 1863(5):183573. doi: 10.1016/j.bbamem.2021.183573. [PMID: 33561476]
  • 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]
  • Ruimei Zhou, Jiashun Liao, Dunpeng Cai, Qin Tian, Enping Huang, Tianming Lü, Shi-You Chen, Wei-Bing Xie. Nupr1 mediates renal fibrosis via activating fibroblast and promoting epithelial-mesenchymal transition. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 2021 03; 35(3):e21381. doi: 10.1096/fj.202000926rr. [PMID: 33617091]
  • Anmao Li, Xuanxin Chen, Zizi Jing, Jianbin Chen. Trifluoperazine induces cellular apoptosis by inhibiting autophagy and targeting NUPR1 in multiple myeloma. FEBS open bio. 2020 10; 10(10):2097-2106. doi: 10.1002/2211-5463.12960. [PMID: 32810364]
  • Arumugam Sangili, Rajalakshmi Sakthivel, Shen Ming Chen. Cost-effective single-step synthesis of flower-like cerium-ruthenium-sulfide for the determination of antipsychotic drug trifluoperazine in human urine samples. Analytica chimica acta. 2020 Sep; 1131(?):35-44. doi: 10.1016/j.aca.2020.07.032. [PMID: 32928478]
  • Amir Kiani, Shadi Heydari Nik, Adineh Khodadoost, Ahmad Salimi, Jalal Pourahmad. Trifluoperazine an Antipsychotic Drug and Inhibitor of Mitochondrial Permeability Transition Protects Cytarabine and Ifosfamide-Induced Neurotoxicity. Drug research. 2020 Jun; 70(6):265-272. doi: 10.1055/a-1154-8672. [PMID: 32365382]
  • Qi Ding, Ferzin Sethna, Xue-Ting Wu, Zhuang Miao, Ping Chen, Yueqi Zhang, Hua Xiao, Wei Feng, Yue Feng, Xuan Li, Hongbing Wang. Transcriptome signature analysis repurposes trifluoperazine for the treatment of fragile X syndrome in mouse model. Communications biology. 2020 03; 3(1):127. doi: 10.1038/s42003-020-0833-4. [PMID: 32179850]
  • Darpan Raghav, Susobhan Mahanty, Krishnan Rathinasamy. Characterizing the interactions of the antipsychotic drug trifluoperazine with bovine serum albumin: Probing the drug-protein and drug-drug interactions using multi-spectroscopic approaches. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2020 Feb; 226(?):117584. doi: 10.1016/j.saa.2019.117584. [PMID: 31698317]
  • Yanzhe Li, Yueyuan Yin, Jinyi Ma, Yanan Sun, Ruimin Zhou, Bo Cui, Yuxuan Zhang, Jie Yang, Xiaojie Yan, Zhe Liu, Zhenyi Ma. Combination of AAV‑mediated NUPR1 knockdown and trifluoperazine induces premature senescence in human lung adenocarcinoma A549 cells in nude mice. Oncology reports. 2020 02; 43(2):681-688. doi: 10.3892/or.2020.7455. [PMID: 31922247]
  • Shuaishuai Ni, Xin Chen, Qing Yu, Yixiang Xu, Zhiguo Hu, Junqian Zhang, Wenjuan Zhang, Baoli Li, Xi Yang, Fei Mao, Jing Huang, Yi Sun, Jian Li, Lijun Jia. Discovery of candesartan cilexetic as a novel neddylation inhibitor for suppressing tumor growth. European journal of medicinal chemistry. 2020 Jan; 185(?):111848. doi: 10.1016/j.ejmech.2019.111848. [PMID: 31732254]
  • 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]
  • Zhong-Guang Li, Xin-Yu Ye, Xue-Mei Qiu. Glutamate signaling enhances the heat tolerance of maize seedlings by plant glutamate receptor-like channels-mediated calcium signaling. Protoplasma. 2019 Jul; 256(4):1165-1169. doi: 10.1007/s00709-019-01351-9. [PMID: 30675652]
  • Baodong Wang, Yankun Luo, Xiaoshuang Zhou, Rongshan Li. Trifluoperazine induces apoptosis through the upregulation of Bax/Bcl‑2 and downregulated phosphorylation of AKT in mesangial cells and improves renal function in lupus nephritis mice. International journal of molecular medicine. 2018 Jun; 41(6):3278-3286. doi: 10.3892/ijmm.2018.3562. [PMID: 29568865]
  • Jingwen Jiang, Zhongxi Huang, Xuewu Chen, Rongcheng Luo, Hongbin Cai, Hairu Wang, Hui Zhang, Tao Sun, Yunfang Zhang. Trifluoperazine Activates FOXO1-Related Signals to Inhibit Tumor Growth in Hepatocellular Carcinoma. DNA and cell biology. 2017 10; 36(10):813-821. doi: 10.1089/dna.2017.3790. [PMID: 28876084]
  • Baodong Wang, Xiaoshuang Zhou, Yanqin Wang, Rongshan Li. Trifluoperazine Inhibits Mesangial Cell Proliferation by Arresting Cell Cycle-Dependent Mechanisms. Medical science monitor : international medical journal of experimental and clinical research. 2017 Jul; 23(?):3461-3469. doi: 10.12659/msm.902522. [PMID: 28713151]
  • Ching-Hua Lin, Fu-Chiang Wang, Shih-Chi Lin, Yu-Hui Huang, Cheng-Chung Chen. A randomized, double-blind, comparison of the efficacy and safety of low-dose olanzapine plus low-dose trifluoperazine versus full-dose olanzapine in the acute treatment of schizophrenia. Schizophrenia research. 2017 07; 185(?):80-87. doi: 10.1016/j.schres.2017.01.004. [PMID: 28109665]
  • Swaminath Srinivas, John E Cronan. An Eight-Residue Deletion in Escherichia coli FabG Causes Temperature-Sensitive Growth and Lipid Synthesis Plus Resistance to the Calmodulin Inhibitor Trifluoperazine. Journal of bacteriology. 2017 05; 199(10):. doi: 10.1128/jb.00074-17. [PMID: 28264990]
  • Min Xu, Peipei Dong, Xiangge Tian, Chao Wang, Xiaokui Huo, Baojing Zhang, Lijun Wu, Sa Deng, Xiaochi Ma. Drug interaction study of natural steroids from herbs specifically toward human UDP-glucuronosyltransferase (UGT) 1A4 and their quantitative structure activity relationship (QSAR) analysis for prediction. Pharmacological research. 2016 08; 110(?):139-150. doi: 10.1016/j.phrs.2016.05.013. [PMID: 27208893]
  • Wei Chen, Hongming Su, Lina Feng, Xiaodong Zheng. Andrographolide suppresses preadipocytes proliferation through glutathione antioxidant systems abrogation. Life sciences. 2016 Jul; 156(?):21-29. doi: 10.1016/j.lfs.2016.05.030. [PMID: 27221023]
  • Xia Lv, Xin-Xin Wang, Jie Hou, Zhong-Ze Fang, Jing-Jing Wu, Yun-Feng Cao, Shu-Wen Liu, Guang-Bo Ge, Ling Yang. Comparison of the inhibitory effects of tolcapone and entacapone against human UDP-glucuronosyltransferases. Toxicology and applied pharmacology. 2016 06; 301(?):42-9. doi: 10.1016/j.taap.2016.04.009. [PMID: 27089846]
  • Tetsuya Nakamura, Jun Kamishikiryo, Tetsuo Morita. Prazosin-stimulated release of hepatic triacylglyceride lipase from primary cultured rat hepatocytes is involved in the regulation of cAMP-dependent protein kinase through activation of the Ca(2+)/calmodulin-dependent protein kinase-II. Pharmacological reports : PR. 2016 Jun; 68(3):649-53. doi: 10.1016/j.pharep.2016.02.001. [PMID: 27031052]
  • Dan Liu, Jie Wu, Hongbo Xie, Mingyi Liu, Isaiah Takau, Hong Zhang, Yuqing Xiong, Chunhua Xia. Inhibitory Effect of Hesperetin and Naringenin on Human UDP-Glucuronosyltransferase Enzymes: Implications for Herb-Drug Interactions. Biological & pharmaceutical bulletin. 2016; 39(12):2052-2059. doi: 10.1248/bpb.b16-00581. [PMID: 27904048]
  • A I Yemets, V V Fedorchuk, Ya B Blume. [ENHANCEMENT OF AGROBACTERIAL TRANSFORMATION OF PLANTS USING PROTEIN KINASE INHIBITORS TRIFLUOPERAZINE AND GENISTEIN]. TSitologiia i genetika. 2016 Jan; 50(1):3-11. doi: . [PMID: 27266180]
  • Stephanie N Brosius, Amy N Turk, Stephanie J Byer, Jody Fromm Longo, John C Kappes, Kevin A Roth, Steven L Carroll. Combinatorial therapy with tamoxifen and trifluoperazine effectively inhibits malignant peripheral nerve sheath tumor growth by targeting complementary signaling cascades. Journal of neuropathology and experimental neurology. 2014 Nov; 73(11):1078-90. doi: 10.1097/nen.0000000000000126. [PMID: 25289889]
  • Bang An, Yong Chen, Boqiang Li, Guozheng Qin, Shiping Tian. Ca(2+)-CaM regulating viability of Candida guilliermondii under oxidative stress by acting on detergent resistant membrane proteins. Journal of proteomics. 2014 Sep; 109(?):38-49. doi: 10.1016/j.jprot.2014.06.022. [PMID: 24998432]
  • Abdol Mohammad Attaran, Narges Mohammadi, Mehran Javanbakht, Behrouz Akbari-Adergani. Molecularly imprinted solid-phase extraction for selective trace analysis of trifluoperazine. Journal of chromatographic science. 2014 Aug; 52(7):730-8. doi: 10.1093/chromsci/bmt074. [PMID: 23788020]
  • Zhong-Ze Fang, Rong-Rong He, Yun-Feng Cao, Naoki Tanaka, Changtao Jiang, Kristopher W Krausz, Yunpeng Qi, Pei-Pei Dong, Chun-Zhi Ai, Xiao-Yu Sun, Mo Hong, Guang-Bo Ge, Frank J Gonzalez, Xiao-Chi Ma, Hong-Zhi Sun. A model of in vitro UDP-glucuronosyltransferase inhibition by bile acids predicts possible metabolic disorders. Journal of lipid research. 2013 Dec; 54(12):3334-44. doi: 10.1194/jlr.m040519. [PMID: 24115227]
  • Janet Genz, Benjamin Carriere, W Gary Anderson. Mechanisms of calcium absorption by anterior and posterior segments of the intestinal tract of juvenile lake sturgeon. Comparative biochemistry and physiology. Part A, Molecular & integrative physiology. 2013 Oct; 166(2):293-301. doi: 10.1016/j.cbpa.2013.06.033. [PMID: 23831300]
  • Ana M Chamoun-Emanuelli, Eve-Isabelle Pecheur, Rudo L Simeon, Da Huang, Paul S Cremer, Zhilei Chen. Phenothiazines inhibit hepatitis C virus entry, likely by increasing the fluidity of cholesterol-rich membranes. Antimicrobial agents and chemotherapy. 2013 Jun; 57(6):2571-81. doi: 10.1128/aac.02593-12. [PMID: 23529728]
  • Liang Luo, Yin-Jian Sun, Lin Yang, Shile Huang, Yi-Jun Wu. Avermectin induces P-glycoprotein expression in S2 cells via the calcium/calmodulin/NF-κB pathway. Chemico-biological interactions. 2013 Apr; 203(2):430-9. doi: 10.1016/j.cbi.2013.03.009. [PMID: 23523950]
  • Elisabetta Albi, Andrea Lazzarini, Remo Lazzarini, Alessandro Floridi, Eleni Damaskopoulou, Francesco Curcio, Samuela Cataldi. Nuclear lipid microdomain as place of interaction between sphingomyelin and DNA during liver regeneration. International journal of molecular sciences. 2013 Mar; 14(4):6529-41. doi: 10.3390/ijms14046529. [PMID: 23528885]
  • Daniel J Warner, Hongming Chen, Louis-David Cantin, J Gerry Kenna, Simone Stahl, Clare L Walker, Tobias Noeske. Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification. Drug metabolism and disposition: the biological fate of chemicals. 2012 Dec; 40(12):2332-41. doi: 10.1124/dmd.112.047068. [PMID: 22961681]
  • Ching-Chung Tsai, Shih-Che Huang, Jong-Kang Liu, Hsiu-Chuan Wang, Tong-Rong Tsai, Ping-Ju Tsai, Ching-Wen Liu, Li-Ching Chang. Salvia miltiorrhiza causes tonic contraction in rat ileum through Ca²⁺-calmodulin pathway. Journal of ethnopharmacology. 2012 Aug; 142(3):694-9. doi: 10.1016/j.jep.2012.05.041. [PMID: 22683910]
  • Shohana Parvin, Ok Ran Lee, Gayathri Sathiyaraj, Altanzul Khorolragchaa, Yu-Jin Kim, Balusamy Sri Renuka Devi, Deok-Chun Yang. Interrelationship between calmodulin (CaM) and H2O2 in abscisic acid-induced antioxidant defense in the seedlings of Panax ginseng. Molecular biology reports. 2012 Jul; 39(7):7327-38. doi: 10.1007/s11033-012-1564-5. [PMID: 22307798]
  • Martin González-Andrade, Elena Benito-Peña, Rachel Mata, Maria C Moreno-Bondi. Biosensor for on-line fluorescent detection of trifluoroperazine based on genetically modified calmodulin. Analytical and bioanalytical chemistry. 2012 Apr; 402(10):3211-8. doi: 10.1007/s00216-011-5701-0. [PMID: 22331049]
  • Zhong-Guang Li, Ming Gong, Hong Xie, Lan Yang, Jing Li. Hydrogen sulfide donor sodium hydrosulfide-induced heat tolerance in tobacco (Nicotiana tabacum L) suspension cultured cells and involvement of Ca(2+) and calmodulin. Plant science : an international journal of experimental plant biology. 2012 Apr; 185-186(?):185-9. doi: 10.1016/j.plantsci.2011.10.006. [PMID: 22325880]
  • Meeta J Advani, Imran Siddiqui, Pawan Sharma, Hemalatha Reddy. Activity of trifluoperazine against replicating, non-replicating and drug resistant M. tuberculosis. PloS one. 2012; 7(8):e44245. doi: 10.1371/journal.pone.0044245. [PMID: 22952939]
  • Gajanan B Zore, Archana D Thakre, Sitaram Jadhav, S Mohan Karuppayil. Terpenoids inhibit Candida albicans growth by affecting membrane integrity and arrest of cell cycle. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2011 Oct; 18(13):1181-90. doi: 10.1016/j.phymed.2011.03.008. [PMID: 21596542]
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  • Raffaele Longhi, Silvia Corbioli, Stefano Fontana, Federicia Vinco, Simone Braggio, Lydia Helmdach, Jürgen Schiller, Hinnerk Boriss. Brain tissue binding of drugs: evaluation and validation of solid supported porcine brain membrane vesicles (TRANSIL) as a novel high-throughput method. Drug metabolism and disposition: the biological fate of chemicals. 2011 Feb; 39(2):312-21. doi: 10.1124/dmd.110.036095. [PMID: 21071520]
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  • Shaghayegh Bazhdanzadeh, Zahra Talebpour, Noushin Adib, Hassan Y Aboul-Enein. A simple and reliable stir bar sorptive extraction-liquid chromatography procedure for the determination of chlorpromazine and trifluoperazine in human serum using experimental design methodology. Journal of separation science. 2011 Jan; 34(1):90-7. doi: 10.1002/jssc.201000649. [PMID: 21171181]
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  • Abubakr M Idris. On-line coupling of solid-phase extraction, derivatization reaction and spectrophotometry by sequential injection analysis: application to trifluoperazine assay in human urine. Journal of pharmacological and toxicological methods. 2007 Nov; 56(3):330-5. doi: 10.1016/j.vascn.2007.08.005. [PMID: 17897843]
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