Rupatadine (BioDeep_00000018168)

   

human metabolite


代谢物信息卡片


13-chloro-2-{1-[(5-methylpyridin-3-yl)methyl]piperidin-4-ylidene}-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene

化学式: C26H26ClN3 (415.1815)
中文名称: 芦帕他定
谱图信息: 最多检出来源 Homo sapiens(not specific) 3.85%

分子结构信息

SMILES: CC1=CC(=CN=C1)CN2CCC(=C3C4=C(CCC5=C3N=CC=C5)C=C(C=C4)Cl)CC2
InChI: InChI=1S/C26H26ClN3/c1-18-13-19(16-28-15-18)17-30-11-8-20(9-12-30)25-24-7-6-23(27)14-22(24)5-4-21-3-2-10-29-26(21)25/h2-3,6-7,10,13-16H,4-5,8-9,11-12,17H2,1H3

描述信息

R - Respiratory system > R06 - Antihistamines for systemic use > R06A - Antihistamines for systemic use
C308 - Immunotherapeutic Agent > C29578 - Histamine-1 Receptor Antagonist
Rupatadine is a second-generation tricyclic H1-antihistamine.

同义名列表

8 个代谢物同义名

13-chloro-2-{1-[(5-methylpyridin-3-yl)methyl]piperidin-4-ylidene}-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene; 8-chloro-6,11-dihydro-11-(1-((5-Methyl-3-pyridinyl)methyl)-4-piperidinylidene)-5H-benzo(5,6)cyclohepta(1,2-b)pyridine; Alergoliber; Rupatadine; Rinialer; Pafinur; Rupafin; Rupax



数据库引用编号

9 个数据库交叉引用编号

分类词条

相关代谢途径

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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


文献列表

  • Dongdong Hong, Juanling Weng, Meiting Ye, Yuanxian Liu. Efficacy of different oral H1 antihistamine treatments on allergic rhinitis: a systematic review and network meta-analysis of randomized controlled trials. Brazilian journal of otorhinolaryngology. 2023 Jul; 89(4):101272. doi: 10.1016/j.bjorl.2023.03.009. [PMID: 37271114]
  • Hanaa Mohamed Khalaf, Sara Mohamed Naguib Abdel Hafez, Ahlam Mohamed Abdalla, Nermeen N Welson, Walaa Yehia Abdelzaher, Fatma Alzhraa Fouad Abdelbaky. Role of Platelet-activating factor and HO-1 in mediating the protective effect of rupatadine against 5-fluorouracil-induced hepatotoxicity in rats. Environmental science and pollution research international. 2022 Jun; 29(26):40190-40203. doi: 10.1007/s11356-022-18899-4. [PMID: 35119631]
  • Yu Liu, Pengjun Jiang, Xuqing Chen, Wen Zhang, Jun Shi. Efficacy and Safety of Rupatadine Fumarate Combined with Acupoint Application in Allergic Rhinitis Complicated with Diabetes. Computational intelligence and neuroscience. 2022; 2022(?):6935758. doi: 10.1155/2022/6935758. [PMID: 35747720]
  • Theoharis C Theoharides. Potential association of mast cells with coronavirus disease 2019. Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology. 2021 03; 126(3):217-218. doi: 10.1016/j.anai.2020.11.003. [PMID: 33161155]
  • Constantinos Demopoulos, Smaragdi Antonopoulou, Theoharis C Theoharides. COVID-19, microthromboses, inflammation, and platelet activating factor. BioFactors (Oxford, England). 2020 Nov; 46(6):927-933. doi: 10.1002/biof.1696. [PMID: 33296106]
  • T C Theoharides, P Conti. COVID-19 and Multisystem Inflammatory Syndrome, or is it Mast Cell Activation Syndrome?. Journal of biological regulators and homeostatic agents. 2020 Sep; 34(5):1633-1636. doi: 10.23812/20-edit3. [PMID: 33023287]
  • Heba M Hafez, Elshymaa A Abdel-Hakeem, Hanaa Hassanein. Rupatadine, a dual antagonist of histamine and platelet-activating factor (PAF), attenuates experimentally induced diabetic nephropathy in rats. Naunyn-Schmiedeberg's archives of pharmacology. 2020 08; 393(8):1487-1500. doi: 10.1007/s00210-020-01856-8. [PMID: 32200462]
  • Selvakumar Kanthiah, Valliappan Kannappan. D-Optimal mixture design optimization of an HPLC method for simultaneous determination of commonly used antihistaminic parent molecules and their active metabolites in human serum and urine. Biomedical chromatography : BMC. 2017 Aug; 31(8):. doi: 10.1002/bmc.3932. [PMID: 28058761]
  • R Munoz-Cano, E Ainsua-Enrich, I Torres-Atencio, M Martin, J Sánchez-Lopez, J Bartra, C Picado, J Mullol, A Valero. Effects of Rupatadine on Platelet- Activating Factor-Induced Human Mast Cell Degranulation Compared With Desloratadine and Levocetirizine (The MASPAF Study). Journal of investigational allergology & clinical immunology. 2017 ; 27(3):161-168. doi: 10.18176/jiaci.0117. [PMID: 27758758]
  • Yuqing Xiong, Zhao Yuan, Jingzhi Yang, Chunhua Xia, Xinhua Li, Shibo Huang, Hong Zhang, Mingyi Liu. CYP3A5*3 and MDR1 C3435T are influencing factors of inter-subject variability in rupatadine pharmacokinetics in healthy Chinese volunteers. European journal of drug metabolism and pharmacokinetics. 2016 Apr; 41(2):117-24. doi: 10.1007/s13318-014-0236-3. [PMID: 25427746]
  • Chenglong Sun, Qian Li, Liping Pan, Bing Liu, Pan Gu, Junying Zhang, Li Ding, Chungyong Wu. Development of a highly sensitive LC-MS/MS method for simultaneous determination of rupatadine and its two active metabolites in human plasma: Application to a clinical pharmacokinetic study. Journal of pharmaceutical and biomedical analysis. 2015; 111(?):163-8. doi: 10.1016/j.jpba.2015.03.025. [PMID: 25890211]
  • Rituparna Maiti, Jyothirmai Jaida, B N Raghavendra, Prakash Goud, Idris Ahmed, Anuradha Palani. Rupatadine and levocetirizine in chronic idiopathic urticaria: a comparative study of efficacy and safety. Journal of drugs in dermatology : JDD. 2011 Dec; 10(12):1444-50. doi: NULL. [PMID: 22134570]
  • Rituparna Maiti, Jyothirmai Jaida, Jalelur Rahman, Rajasri Gaddam, Anuradha Palani. Olopatadine hydrochloride and rupatadine fumarate in seasonal allergic rhinitis: A comparative study of efficacy and safety. Journal of pharmacology & pharmacotherapeutics. 2011 Oct; 2(4):270-6. doi: 10.4103/0976-500x.85958. [PMID: 22025856]
  • Alexandros B Tsoupras, Maria Chini, Nickolaos Tsogas, Athina Lioni, George Tsekes, Constantinos A Demopoulos, Marios C Lazanas. In vitro anti-inflammatory and anti-coagulant effects of antibiotics towards Platelet Activating Factor and thrombin. Journal of inflammation (London, England). 2011 Jul; 8(?):17. doi: 10.1186/1476-9255-8-17. [PMID: 21736752]
  • M K Church. Efficacy and tolerability of rupatadine at four times the recommended dose against histamine- and platelet-activating factor-induced flare responses and ex vivo platelet aggregation in healthy males. The British journal of dermatology. 2010 Dec; 163(6):1330-2. doi: 10.1111/j.1365-2133.2010.10029.x. [PMID: 20819087]
  • Consuelo García-Gea, Maria Rosa Ballester, Juan Martínez, Rosa Maria Antonijoan, Esther Donado, Iñaki Izquierdo, Manuel-José Barbanoj. Rupatadine does not potentiate the CNS depressant effects of lorazepam: randomized, double-blind, crossover, repeated dose, placebo-controlled study. British journal of clinical pharmacology. 2010 Jun; 69(6):663-74. doi: 10.1111/j.1365-2125.2010.03648.x. [PMID: 20565458]
  • Alexandros B Tsoupras, Maria Roulia, Eleftherios Ferentinos, Ioannis Stamatopoulos, Constantinos A Demopoulos, Panayotis Kyritsis. Structurally diverse metal coordination compounds, bearing imidodiphosphinate and diphosphinoamine ligands, as potential inhibitors of the platelet activating factor. Bioinorganic chemistry and applications. 2010; ?(?):. doi: 10.1155/2010/731202. [PMID: 20689709]
  • Jun Wen, Zhanying Hong, Yiwen Wu, Hua Wei, Guorong Fan, Yutian Wu. Simultaneous determination of rupatadine and its metabolite desloratadine in human plasma by a sensitive LC-MS/MS method: application to the pharmacokinetic study in healthy Chinese volunteers. Journal of pharmaceutical and biomedical analysis. 2009 Feb; 49(2):347-53. doi: 10.1016/j.jpba.2008.10.014. [PMID: 19059745]
  • Anna Solans, Iñaki Izquierdo, Esther Donado, Rosa Antonijoan, Juana Peña, Teresa Nadal, Marcel-Lí Carbó, Manuel Merlos, Manel Barbanoj. Pharmacokinetic and safety profile of rupatadine when coadministered with azithromycin at steady-state levels: a randomized, open-label, two-way, crossover, Phase I study. Clinical therapeutics. 2008 Sep; 30(9):1639-50. doi: 10.1016/j.clinthera.2008.09.002. [PMID: 18840369]
  • Yuan Tian, Jingjing Zhang, Hui Lin, Jiabi Liang, Zunjian Zhang, Yun Chen. High performance liquid chromatography-tandem mass spectrometric determination of rupatadine in human plasma and its pharmacokinetics. Journal of pharmaceutical and biomedical analysis. 2008 Aug; 47(4-5):899-906. doi: 10.1016/j.jpba.2008.03.015. [PMID: 18472381]
  • Anna Solans, Marcel Lí Carbó, Juana Peña, Teresa Nadal, Iñaki Izquierdo, Manuel Merlos. Influence of food on the oral bioavailability of rupatadine tablets in healthy volunteers: a single-dose, randomized, open-label, two-way crossover study. Clinical therapeutics. 2007 May; 29(5):900-908. doi: 10.1016/j.clinthera.2007.05.004. [PMID: 17697908]
  • Alexandros Basilios Tsoupras, Elizabeth Fragopoulou, Tzortzis Nomikos, Christos Iatrou, Smaragdi Antonopoulou, Constantinos Alexandros Demopoulos. Characterization of the de novo biosynthetic enzyme of platelet activating factor, DDT-insensitive cholinephosphotransferase, of human mesangial cells. Mediators of inflammation. 2007; 2007(?):27683. doi: 10.1155/2007/27683. [PMID: 17710109]
  • Manuel J Barbanoj, Consuelo García-Gea, Rosa Antonijoan, Iñaki Izquierdo, Ester Donado, Iñaki Pérez, Anna Solans, Francesc Jané. Evaluation of the cognitive, psychomotor and pharmacokinetic profiles of rupatadine, hydroxyzine and cetirizine, in combination with alcohol, in healthy volunteers. Human psychopharmacology. 2006 Jan; 21(1):13-26. doi: 10.1002/hup.741. [PMID: 16389668]
  • Petra Stuebner, Friedrich Horak, René Zieglmayer, Eva Arnáiz, Chiara Leuratti, Iñaki Pérez, Iñaki Izquierdo. Effects of rupatadine vs placebo on allergen-induced symptoms in patients exposed to aeroallergens in the Vienna Challenge Chamber. Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology. 2006 Jan; 96(1):37-44. doi: 10.1016/s1081-1206(10)61038-1. [PMID: 16440531]
  • V Alfaro. Role of histamine and platelet-activating factor in allergic rhinitis. Journal of physiology and biochemistry. 2004 Jun; 60(2):101-11. doi: 10.1007/bf03168446. [PMID: 15457928]
  • R Caballero, C Valenzuela, M Longobardo, J Tamargo, E Delpón. Effects of rupatadine, a new dual antagonist of histamine and platelet-activating factor receptors, on human cardiac kv1.5 channels. British journal of pharmacology. 1999 Nov; 128(5):1071-81. doi: 10.1038/sj.bjp.0702890. [PMID: 10556945]
  • M Merlos, M Giral, D Balsa, R Ferrando, M Queralt, A Puigdemont, J García-Rafanell, J Forn. Rupatadine, a new potent, orally active dual antagonist of histamine and platelet-activating factor (PAF). The Journal of pharmacology and experimental therapeutics. 1997 Jan; 280(1):114-21. doi: NULL. [PMID: 8996188]