Pirenzepine (BioDeep_00000006514)

 

Secondary id: BioDeep_00001868386

human metabolite blood metabolite


代谢物信息卡片


2-[2-(4-methylpiperazin-1-yl)acetyl]-2,4,9-triazatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one

化学式: C19H21N5O2 (351.1695166)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(urine) 69.44%

分子结构信息

SMILES: CN1CCN(CC(=O)N2C3=CC=CC=C3C(=O)NC3=C2N=CC=C3)CC1
InChI: InChI=1S/C19H21N5O2/c1-22-9-11-23(12-10-22)13-17(25)24-16-7-3-2-5-14(16)19(26)21-15-6-4-8-20-18(15)24/h2-8H,9-13H2,1H3,(H,21,26)

描述信息

An antimuscarinic agent that inhibits gastric secretion at lower doses than are required to affect gastrointestinal motility, salivary, central nervous system, cardiovascular, ocular, and urinary function. It promotes the healing of duodenal ulcers and due to its cytoprotective action is beneficial in the prevention of duodenal ulcer recurrence. It also potentiates the effect of other antiulcer agents such as cimetidine and ranitidine. It is generally well tolerated by patients. [PubChem]
A - Alimentary tract and metabolism > A02 - Drugs for acid related disorders > A02B - Drugs for peptic ulcer and gastro-oesophageal reflux disease (gord)
C78272 - Agent Affecting Nervous System > C66880 - Anticholinergic Agent > C29704 - Antimuscarinic Agent
D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D018680 - Cholinergic Antagonists
D005765 - Gastrointestinal Agents > D000897 - Anti-Ulcer Agents

同义名列表

26 个代谢物同义名

2-[2-(4-methylpiperazin-1-yl)acetyl]-2,4,9-triazatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one; 11-((4-Methyl-1-piperazinyl)acetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-one; Boehringer ingelheim brand OF pirenzepine dihydrochloride; CT-Arzneimittel brand OF pirenzepine dihydrochloride; Ratiopharm brand OF pirenzepine dihydrochloride; Azupharma brand OF pirenzepine dihydrochloride; Dolorgiet brand OF pirenzepine dihydrochloride; Sagitta brand OF pirenzepine dihydrochloride; Dihydrochloride, pirenzepine; Pirenzepine dihydrochloride; Pirenzepin ratiopharm; Pirenzepin-ratiopharm; Von CT, pirenzepin; Pirenzepin von CT; Pirenzepinum; Gastrotsepin; Gastrozepin; Piren basan; pirenzepine; Pirenzepina; Pyrenzepine; Ulcoprotect; Piren-basan; Pirenzepin; Ulgescum; L-S 519



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

  • Takahiro Suzuki, Tomohiro Higuchi, Takuma Kagami, Takahiro Uotani, Mihoko Yamade, Shinya Tani, Yasushi Hamaya, Moriya Iwaizumi, Satoshi Osawa, Ken Sugimoto, Hiroaki Miyajima, Takahisa Furuta. Effects of pirenzepine on vonoprazan-induced gastric acid inhibition and hypergastrinemia. European journal of clinical pharmacology. 2021 Jul; 77(7):971-978. doi: 10.1007/s00228-021-03162-5. [PMID: 34059932]
  • Huimei An, Hongzhen Fan, Song Chen, Siyuan Qi, Botao Ma, Jing Shi, Zhiren Wang, Fude Yang. Effects of Dose, Age, Sex, Body Weight, and Smoking on Plasma Concentrations of Olanzapine and N-desmethyl Olanzapine in Inpatients With Schizophrenia. Journal of clinical psychopharmacology. 2021 May; 41(3):255-259. doi: 10.1097/jcp.0000000000001390. [PMID: 33814547]
  • 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]
  • Zhen Wang, Mingyi Li, Lu Liu, Bin Geng. Muscarinic M1 and M2 receptor subtypes play opposite roles in LPS-induced septic shock. Pharmacological reports : PR. 2019 Dec; 71(6):1108-1114. doi: 10.1016/j.pharep.2019.06.005. [PMID: 31634798]
  • Mohammad Zarei, Saeed Mohammadi, Sajjad Jabbari, Siamak Shahidi. Intracerebroventricular microinjection of kaempferol on memory retention of passive avoidance learning in rats: involvement of cholinergic mechanism(s). The International journal of neuroscience. 2019 Dec; 129(12):1203-1212. doi: 10.1080/00207454.2019.1653867. [PMID: 31393204]
  • 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]
  • Yusra Rahman, Shumaila Afrin, Mohammad Tabish. Interaction of pirenzepine with bovine serum albumin and effect of β-cyclodextrin on binding: A biophysical and molecular docking approach. Archives of biochemistry and biophysics. 2018 08; 652(?):27-37. doi: 10.1016/j.abb.2018.06.005. [PMID: 29908138]
  • Mong-Liang Lu, Chun-Hsin Chen, Pei-Ting Kuo, Chia-Hui Lin, Tzu-Hua Wu. Application of plasma levels of olanzapine and N-desmethyl-olanzapine to monitor metabolic parameters in patients with schizophrenia. Schizophrenia research. 2018 03; 193(?):139-145. doi: 10.1016/j.schres.2017.07.022. [PMID: 28720417]
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  • Mong-Liang Lu, Yi-Xiu Wu, Chun-Hsin Chen, Pei-Ting Kuo, Yi-Hua Chen, Chia-Hui Lin, Tzu-Hua Wu. Application of Plasma Levels of Olanzapine and N-Desmethyl-Olanzapine to Monitor Clinical Efficacy in Patients with Schizophrenia. PloS one. 2016; 11(2):e0148539. doi: 10.1371/journal.pone.0148539. [PMID: 26849777]
  • Hong-gang Lou, Zou-rong Ruan, Bo Jiang, Jin-liang Chen. Simultaneous quantification of olanzapine and its metabolite N-desmethylolanzapine in human plasma by liquid chromatography tandem mass spectrometry for therapeutic drug monitoring. Biomedical chromatography : BMC. 2015 May; 29(5):671-8. doi: 10.1002/bmc.3329. [PMID: 25297964]
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  • Mong-Liang Lu, Chia-Hui Lin, Yi-Chuan Chen, Huai-Chih Yang, Tzu-Hua Wu. Determination of olanzapine and N-desmethyl-olanzapine in plasma using a reversed-phase HPLC coupled with coulochemical detection: correlation of olanzapine or N-desmethyl-olanzapine concentration with metabolic parameters. PloS one. 2013; 8(5):e65719. doi: 10.1371/journal.pone.0065719. [PMID: 23741510]
  • 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]
  • Katrina Weston-Green, Xu-Feng Huang, Jiamei Lian, Chao Deng. Effects of olanzapine on muscarinic M3 receptor binding density in the brain relates to weight gain, plasma insulin and metabolic hormone levels. European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology. 2012 May; 22(5):364-73. doi: 10.1016/j.euroneuro.2011.09.003. [PMID: 21982116]
  • Sandeep Khurana, Hema Raina, Valeria Pappas, Jean-Pierre Raufman, Thomas L Pallone. Effects of deoxycholylglycine, a conjugated secondary bile acid, on myogenic tone and agonist-induced contraction in rat resistance arteries. PloS one. 2012; 7(2):e32006. doi: 10.1371/journal.pone.0032006. [PMID: 22359652]
  • Danijela Markovic, Jonathan Holdich, Suleiman Al-Sabah, Rajendra Mistry, Cornelius Krasel, Martyn P Mahaut-Smith, R A John Challiss. FRET-based detection of M1 muscarinic acetylcholine receptor activation by orthosteric and allosteric agonists. PloS one. 2012; 7(1):e29946. doi: 10.1371/journal.pone.0029946. [PMID: 22272263]
  • Andrew J Mulherin, Amy H Oh, Helena Kim, Anthony Grieco, Lina M Lauffer, Patricia L Brubaker. Mechanisms underlying metformin-induced secretion of glucagon-like peptide-1 from the intestinal L cell. Endocrinology. 2011 Dec; 152(12):4610-9. doi: 10.1210/en.2011-1485. [PMID: 21971158]
  • Takaji Kondo, Miwa Nakajima, Hiroki Teraoka, Toshihiro Unno, Sei-ichi Komori, Masahisa Yamada, Takio Kitazawa. Muscarinic receptor subtypes involved in regulation of colonic motility in mice: functional studies using muscarinic receptor-deficient mice. European journal of pharmacology. 2011 Nov; 670(1):236-43. doi: 10.1016/j.ejphar.2011.08.034. [PMID: 21924260]
  • Junsuke Uwada, Abu Syed Md Anisuzzaman, Atsushi Nishimune, Hatsumi Yoshiki, Ikunobu Muramatsu. Intracellular distribution of functional M(1) -muscarinic acetylcholine receptors in N1E-115 neuroblastoma cells. Journal of neurochemistry. 2011 Sep; 118(6):958-67. doi: 10.1111/j.1471-4159.2011.07378.x. [PMID: 21740440]
  • Guglielmina Froldi, Riccardo Bertin, Enrico Secchi, Giuseppe Zagotto, Mariano Martínez-Vázquez, Aída García-Argaéz. Vasorelaxation by extracts of Casimiroa spp. in rat resistance vessels and pharmacological study of cellular mechanisms. Journal of ethnopharmacology. 2011 Apr; 134(3):637-43. doi: 10.1016/j.jep.2011.01.008. [PMID: 21236328]
  • Tore Haslemo, Helge Refsum, Espen Molden. The effect of ethinylestradiol-containing contraceptives on the serum concentration of olanzapine and N-desmethyl olanzapine. British journal of clinical pharmacology. 2011 Apr; 71(4):611-5. doi: 10.1111/j.1365-2125.2010.03880.x. [PMID: 21395655]
  • Theresa A Kopajtic, Yi Liu, Christopher K Surratt, David M Donovan, Amy H Newman, Jonathan L Katz. Dopamine transporter-dependent and -independent striatal binding of the benztropine analog JHW 007, a cocaine antagonist with low abuse liability. The Journal of pharmacology and experimental therapeutics. 2010 Dec; 335(3):703-14. doi: 10.1124/jpet.110.171629. [PMID: 20855444]
  • Martin Josefsson, Markus Roman, Elisabeth Skogh, Marja-Liisa Dahl. Liquid chromatography/tandem mass spectrometry method for determination of olanzapine and N-desmethylolanzapine in human serum and cerebrospinal fluid. Journal of pharmaceutical and biomedical analysis. 2010 Nov; 53(3):576-82. doi: 10.1016/j.jpba.2010.03.040. [PMID: 20452161]
  • Bruce Anderson, John S Terblanche, Allan G Ellis. Predictable patterns of trait mismatches between interacting plants and insects. BMC evolutionary biology. 2010 Jul; 10(?):204. doi: 10.1186/1471-2148-10-204. [PMID: 20604973]
  • Hélène Zuber, Jean-Claude Davidian, Markus Wirtz, Rüdiger Hell, Maya Belghazi, Richard Thompson, Karine Gallardo. Sultr4;1 mutant seeds of Arabidopsis have an enhanced sulphate content and modified proteome suggesting metabolic adaptations to altered sulphate compartmentalization. BMC plant biology. 2010 Apr; 10(?):78. doi: 10.1186/1471-2229-10-78. [PMID: 20426829]
  • Linda Tabe, Markus Wirtz, Lisa Molvig, Michel Droux, Ruediger Hell. Overexpression of serine acetlytransferase produced large increases in O-acetylserine and free cysteine in developing seeds of a grain legume. Journal of experimental botany. 2010 Mar; 61(3):721-33. doi: 10.1093/jxb/erp338. [PMID: 19939888]
  • Jonathan A Hern, Asma H Baig, Gregory I Mashanov, Berry Birdsall, John E T Corrie, Sebastian Lazareno, Justin E Molloy, Nigel J M Birdsall. Formation and dissociation of M1 muscarinic receptor dimers seen by total internal reflection fluorescence imaging of single molecules. Proceedings of the National Academy of Sciences of the United States of America. 2010 Feb; 107(6):2693-8. doi: 10.1073/pnas.0907915107. [PMID: 20133736]
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  • Tetsuya Asari, Kazuyasu Maruyama, Hiroshi Kusama. Salivation triggered by pilocarpine involves aquaporin-5 in normal rats but not in irradiated rats. Clinical and experimental pharmacology & physiology. 2009 May; 36(5-6):531-8. doi: 10.1111/j.1440-1681.2008.05104.x. [PMID: 19673936]
  • Francisco Botella Romero, Elisa Martín Montañez, Eugenio Jiménez Gutiérrez, José Pavía Molina. [Characterization of muscarinic receptors in undifferentiated thyroid cells in Fisher rats]. Endocrinologia y nutricion : organo de la Sociedad Espanola de Endocrinologia y Nutricion. 2009 Mar; 56(3):106-11. doi: 10.1016/s1575-0922(09)70839-3. [PMID: 19627722]
  • Elaine Campana Sanches Bornia, Erika Bando, Miguel Machinski, Monalisa Wolski Pereira, Wilson Alves-Do-Prado. Presynaptic M1, M2, and A1 receptors play roles in tetanic fade induced by pancuronium or cisatracurium. Journal of anesthesia. 2009; 23(4):513-9. doi: 10.1007/s00540-009-0790-z. [PMID: 19921360]
  • Motoaki Saito, Shin-ichi Okada, Emi Kazuyama, Itaru Satoh, Yukako Kinoshita, Keisuke Satoh. Pharmacological properties, functional alterations and gene expression of muscarinic receptors in young and old type 2 Goto-Kakizaki diabetic rat bladders. The Journal of urology. 2008 Dec; 180(6):2701-5. doi: 10.1016/j.juro.2008.08.002. [PMID: 18951563]
  • Lois S Rowland, Thomas R MacGregor, Scot J Campbell, Rand Jenkins, Amy B Pearsall, Jennifer P Morris. Quantitation of five nevirapine oxidative metabolites in human plasma using liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Sep; 856(1-2):252-60. doi: 10.1016/j.jchromb.2007.06.007. [PMID: 17618842]
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  • Sabrina Ganzinelli, Tania Borda, Leonor Sterin-Borda. Regulation of m1 muscarinic receptors and nNOS mRNA levels by autoantibodies from schizophrenic patients. Neuropharmacology. 2006 Mar; 50(3):362-71. doi: 10.1016/j.neuropharm.2005.09.013. [PMID: 16289249]
  • Yuhki Sato, Shin Inoue, Fumihiko Katagiri, Hiroki Itoh, Masaharu Takeyama. Effects of pirenzepine on Dai-kenchu-to-induced elevation of the plasma neuropeptide levels in humans. Biological & pharmaceutical bulletin. 2006 Jan; 29(1):166-71. doi: 10.1248/bpb.29.166. [PMID: 16394532]
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  • Yukihisa Murakami, Qi Zhao, Kousuke Harada, Michihisa Tohda, Hiroshi Watanabe, Kinzo Matsumoto. Choto-san, a Kampo formula, improves chronic cerebral hypoperfusion-induced spatial learning deficit via stimulation of muscarinic M1 receptor. Pharmacology, biochemistry, and behavior. 2005 Jul; 81(3):616-25. doi: 10.1016/j.pbb.2005.05.004. [PMID: 15936808]
  • Takeshi Aihara, Yusuke Nakamura, Makoto M Taketo, Minoru Matsui, Susumu Okabe. Cholinergically stimulated gastric acid secretion is mediated by M(3) and M(5) but not M(1) muscarinic acetylcholine receptors in mice. American journal of physiology. Gastrointestinal and liver physiology. 2005 Jun; 288(6):G1199-207. doi: 10.1152/ajpgi.00514.2004. [PMID: 15691866]
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  • Ali Abdel-Rahman, Anjelika M Dechkovskaia, Heena Mehta-Simmons, Jazmine M Sutton, Xiangrong Guan, Wasiuddin A Khan, Mohamed B Abou-Donia. Maternal exposure to nicotine and chlorpyrifos, alone and in combination, leads to persistently elevated expression of glial fibrillary acidic protein in the cerebellum of the offspring in late puberty. Archives of toxicology. 2004 Aug; 78(8):467-76. doi: 10.1007/s00204-004-0560-5. [PMID: 15045467]
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  • Yung-ing Kuo, Jen-Hwey Chiu, Jaung-Geng Lin, Chin-Ling Hsieh, Chew-Wun Wu. Chinese medicinal herbs Muh-Shiang Bin-Lang-Wan increases the motility of sphincter of Oddi in anesthetized rabbits through activation of M1 muscarinic receptors. Life sciences. 2003 Dec; 74(4):533-42. doi: 10.1016/j.lfs.2003.09.032. [PMID: 14609730]
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  • Christoph F Ebenbichler, Markus Laimer, Ursula Eder, Barbara Mangweth, Elisabeth Weiss, Alex Hofer, Martina Hummer, Georg Kemmler, Monika Lechleitner, Josef R Patsch, W Wolfgang Fleischhacker. Olanzapine induces insulin resistance: results from a prospective study. The Journal of clinical psychiatry. 2003 Dec; 64(12):1436-9. doi: 10.4088/jcp.v64n1206. [PMID: 14728104]
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