Metoprolol (BioDeep_00000002568)
Secondary id: BioDeep_00000229728, BioDeep_00000397476
human metabolite blood metabolite
代谢物信息卡片
化学式: C15H25NO3 (267.18343400000003)
中文名称: 1-[4-(2-甲氧基乙基)苯氧基]-3-丙-2-基氨基丙-2-醇, 美托洛尔
谱图信息:
最多检出来源 Homo sapiens(blood) 10.54%
分子结构信息
SMILES: CC(C)NCC(COC1=CC=C(C=C1)CCOC)O
InChI: InChI=1S/C15H25NO3/c1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3/h4-7,12,14,16-17H,8-11H2,1-3H3
描述信息
Metoprolol is a selective beta1 receptor blocker used in treatment of several diseases of the cardiovascular system. It is marketed under the brand name Lopressor by Novartis, and Toprol (in the USA); Seleken or Selokeen (elsewhere); A selective adrenergic beta-1-blocking agent with no stimulatory action. Its binding to plasma albumin is weaker than alprenolol and it may be useful in the treatment of several diseases of the cardiovascular system; Metoprolol is a selective beta1 receptor blocker used in treatment of several diseases of the cardiovascular system. It is marketed under the brand name Lopressor by Novartis, and Toprol (in the USA); Seleken or Selokeen (elsewhere); as Minax by Alphapharm (in Australia), as Betaloc by AstraZeneca and as Corvitol by Berlin-Chemie AG; A selective adrenergic beta-1-blocking agent with no stimulatory action. Its binding to plasma albumin is weaker than alprenolol and it may be useful in angina pectoris, hypertension, or cardiac arrhythmias; as Minax by Alphapharm (in Australia), as Betaloc by AstraZeneca and as Corvitol by Berlin-Chemie AG.
C - Cardiovascular system > C07 - Beta blocking agents > C07A - Beta blocking agents > C07AB - Beta blocking agents, selective
C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C72900 - Adrenergic Antagonist
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D013565 - Sympatholytics
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D018674 - Adrenergic Antagonists
D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents
D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents
Metoprolol is an orally active, selective β1-adrenoceptor antagonist. Metoprolol shows anti-inflammation, antitumor and anti-angiogenic properties[1][2][3].
同义名列表
38 个代谢物同义名
1-[4-(2-methoxyethyl)phenoxy]-3-[(propan-2-yl)amino]propan-2-ol; 1-(Isopropylamino)-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol; Succinate, metoprolol; Tartrate, metoprolol; Metoprolol succinate; Metoprolol Tartrate; CR-XL, Metoprolol; Metoprolol CR XL; Metoprolol CR-XL; (+/-)-metoprolol; (RS)-Metoprolol; DL-Metoprolol; Betaloc-astra; Betaloc astra; Beloc-duriles; Beloc duriles; Metoprololum; Lopresoretic; BetalocAstra; BelocDuriles; Meijoprolol; metoprolol; Metohexal; Lopressor; Beatrolol; Toprol XL; Toprol-XL; Presolol; Lopresor; ToprolXL; Spesicor; Spesikor; Betaloc; Betalok; Seroken; Seloken; Preblok; Toprol
数据库引用编号
19 个数据库交叉引用编号
- ChEBI: CHEBI:6904
- KEGG: C07202
- KEGGdrug: D02358
- PubChem: 4171
- HMDB: HMDB0001932
- Metlin: METLIN1250
- DrugBank: DB00264
- ChEMBL: CHEMBL13
- Wikipedia: Metoprolol
- MeSH: Metoprolol
- chemspider: 4027
- CAS: 54163-88-1
- CAS: 37350-58-6
- CAS: 51384-51-1
- PMhub: MS000003984
- PubChem: 9411
- NIKKAJI: J31.137E
- RefMet: Metoprolol
- medchemexpress: HY-17503
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
- Florence Nantaba, John Wasswa, Henrik Kylin, Hindrik Bouwman, Wolf-Ulrich Palm, Klaus Kümmerer. Spatial trends and ecotoxic risk assessment of selected pharmaceuticals in sediments from Lake Victoria, Uganda, East Africa.
The Science of the total environment.
2023 Sep; 906(?):167348. doi:
10.1016/j.scitotenv.2023.167348
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The Cochrane database of systematic reviews.
2023 Aug; 8(?):CD013573. doi:
10.1002/14651858.cd013573.pub2
. [PMID: 37565307] - Pradeep Kumkar, Chandani R Verma, Štěpán Hýsek, Manoj Pise, Sonia Źółtowska, Sachin M Gosavi, Filip Mercl, Matěj Božik, Lukáš Praus, Kateřina Hanková, Radek Rinn, Pavel Klouček, Miloslav Petrtýl, Lukáš Kalous. Contaminants and their ecological risk assessment in beach sediments and water along the Maharashtra coast of India: A comprehensive approach using microplastics, heavy metal(loid)s, pharmaceuticals, personal care products and plasticizers.
The Science of the total environment.
2023 Jun; ?(?):164712. doi:
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. [PMID: 37301381] - Hasan Karkoosh, Meththika Vithanage, Ajit K Sarmah. The role of anthocyanin and kaolinite in modifying cabbage leaves biochar for removal of potentially toxic elements and pharmaceutical from aqueous solution.
Environmental pollution (Barking, Essex : 1987).
2023 May; 325(?):121435. doi:
10.1016/j.envpol.2023.121435
. [PMID: 36924915] - Ming Yi, Jinxiu Lou, Wanlu Zhu, Dan Li, Pingfeng Yu, Huijie Lu. Mechanism of β-blocker biodegradation by wastewater microorganisms.
Journal of hazardous materials.
2023 02; 444(Pt A):130338. doi:
10.1016/j.jhazmat.2022.130338
. [PMID: 36417780] - Yang-Yang Shi, Bo Wei, Jing Zhou, Zhi-Li Yin, Fei Zhao, Ya-Jie Peng, Qing-Wen Yu, Xin-Lu Wang, Ya-Jing Chen. Discovery of 5-(3,4-dihydroxybenzylidene)-1,3-dimethylpyrimidine- 2,4,6(1H,3H,5H)-trione as a novel and effective cardioprotective agent via dual anti-inflammatory and anti-oxidative activities.
European journal of medicinal chemistry.
2022 Dec; 244(?):114848. doi:
10.1016/j.ejmech.2022.114848
. [PMID: 36274277] - Hui-Lin Yang, Ying Li, Yi Chen, Si-Ying Chen, Yue-Ting Li, Yong Huang, Lin Zheng, Jing Huang, Yong-Lin Wang, Zi-Peng Gong. [Effect of Laportea bulbifera extract on CYP450 enzyme activities in rats by Cocktail probe drug method].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2022 Dec; 47(23):6320-6332. doi:
10.19540/j.cnki.cjcmm.20220623.204
. [PMID: 36604876] - Urs Duthaler, Fabio Bachmann, Claudia Suenderhauf, Tanja Grandinetti, Florian Pfefferkorn, Manuel Haschke, Petr Hruz, Jamal Bouitbir, Stephan Krähenbühl. Liver Cirrhosis Affects the Pharmacokinetics of the Six Substrates of the Basel Phenotyping Cocktail Differently.
Clinical pharmacokinetics.
2022 07; 61(7):1039-1055. doi:
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Journal of pharmacological and toxicological methods.
2022 Jul; 116(?):107186. doi:
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Biomedical chromatography : BMC.
2022 Jul; 36(7):e5371. doi:
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Drug and chemical toxicology.
2022 Jul; 45(4):1558-1564. doi:
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The journal of physiological sciences : JPS.
2022 Jun; 72(1):12. doi:
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Chemical research in toxicology.
2022 Jun; 35(6):1059-1069. doi:
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Journal of hazardous materials.
2022 05; 430(?):128499. doi:
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Clinical and translational science.
2022 04; 15(4):1063-1073. doi:
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Xenobiotica; the fate of foreign compounds in biological systems.
2022 Mar; 52(3):295-300. doi:
10.1080/00498254.2022.2067507
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Journal of veterinary pharmacology and therapeutics.
2022 Mar; 45(2):177-187. doi:
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Journal of the American Society for Mass Spectrometry.
2022 Feb; 33(2):304-314. doi:
10.1021/jasms.1c00305
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Journal of the American College of Cardiology.
2022 01; 79(1):e7. doi:
10.1016/j.jacc.2021.09.1383
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Journal of the American College of Cardiology.
2022 01; 79(1):e13-e14. doi:
10.1016/j.jacc.2021.10.030
. [PMID: 34991793] - Zhongbo Shi, Junhao Jiang, Dezhang Zhao, Baogang Xie, Yan Li, Chao Yu. Effects of Astragaloside IV on the Pharmacokinetics of Metoprolol in Rats and its Mechanism.
Current drug metabolism.
2022; 23(2):131-136. doi:
10.2174/1389200223666220128143133
. [PMID: 35088663] - Yingyi Lu, Fenglian Wang, Haoxuan Ni, Ying Sun, Hailing Shi. Observation of Curative Effect of Trimetazidine Combined with Metoprolol in Elderly Patients with Coronary Heart Disease Complicated with Heart Failure and the Effect of Myocardial Remodeling by Integrated Traditional Chinese and Western Medicine.
BioMed research international.
2022; 2022(?):6098799. doi:
10.1155/2022/6098799
. [PMID: 36246960] - Li Ye, Guofen Hu, Huamin Yu, Jindong Sun, Hong Yuan. Metoprolol Improves Myocardial Remodeling and Cardiac Function in Patients with Permanent Pacemaker Implantation.
Journal of healthcare engineering.
2022; 2022(?):7340992. doi:
10.1155/2022/7340992
. [PMID: 35449861] - Chunyu Liu, Jing Xu, Ran Liu, Miye Wang, Yixuan Zhuo, Lan Su, Hongmei Yan, Qing Zhang. Identifying drug-related attributes to personalise antihypertensive agents: the outcome report of patients receiving metoprolol therapy.
BMC medical informatics and decision making.
2021 12; 21(1):370. doi:
10.1186/s12911-021-01739-9
. [PMID: 34969399] - Cheng Chen, Jiao Tian, Zhicheng He, Wenyong Xiong, Yingying He, Shubai Liu. Identified Three Interferon Induced Proteins as Novel Biomarkers of Human Ischemic Cardiomyopathy.
International journal of molecular sciences.
2021 Dec; 22(23):. doi:
10.3390/ijms222313116
. [PMID: 34884921] - Cristina Almengló, Marinela Couselo-Seijas, Rosa M Agra, Alfonso Varela-Román, José M García-Acuña, Mercedes González-Peteiro, José R González-Juanatey, Sonia Eiras, Ezequiel Álvarez. Soluble angiotensin-converting enzyme levels in heart failure or acute coronary syndrome: revisiting its modulation and prognosis value.
Journal of molecular medicine (Berlin, Germany).
2021 12; 99(12):1741-1753. doi:
10.1007/s00109-021-02129-4
. [PMID: 34529122] - Fabio Bachmann, Urs Duthaler, Stephan Krähenbühl. Effect of deglucuronidation on the results of the Basel phenotyping cocktail.
British journal of clinical pharmacology.
2021 12; 87(12):4608-4618. doi:
10.1111/bcp.14874
. [PMID: 33890704] - Maxime Meloche, Martin Jutras, Isabelle St-Jean, Simon de Denus, Grégoire Leclair. Isocyanate derivatization coupled with phospholipid removal microelution-solid phase extraction for the simultaneous quantification of (S)-metoprolol and (S)-α-hydroxymetoprolol in human plasma with LC-MS/MS.
Journal of pharmaceutical and biomedical analysis.
2021 Sep; 204(?):114263. doi:
10.1016/j.jpba.2021.114263
. [PMID: 34274593] - Agustín Clemente-Moragón, Juan Martínez-Milla, Eduardo Oliver, Arnoldo Santos, Javier Flandes, Iker Fernández, Lorena Rodríguez-González, Cristina Serrano Del Castillo, Ana-María Ioan, María López-Álvarez, Sandra Gómez-Talavera, Carlos Galán-Arriola, Valentín Fuster, César Pérez-Calvo, Borja Ibáñez. Metoprolol in Critically Ill Patients With COVID-19.
Journal of the American College of Cardiology.
2021 09; 78(10):1001-1011. doi:
10.1016/j.jacc.2021.07.003
. [PMID: 34474731] - Liqun Zhang, Jimusi Wuri, Lulu An, Xiaoxuan Liu, Ye Wu, Haotian Hu, Ruixia Wu, Yue Su, Quan Yuan, Tao Yan. Metoprolol attenuates intracerebral hemorrhage-induced cardiac damage by suppression of sympathetic overactivity in mice.
Autonomic neuroscience : basic & clinical.
2021 09; 234(?):102832. doi:
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. [PMID: 34126326] - Yuan-Yuan Wang, Zhen-Hui Han, Yu-Li Wang, Ying Liao, Chun-Yu Zhang, Ping Liu, Chao-Shu Tang, Jun-Bao Du, Hong-Fang Jin, Ya-Qian Huang. Baseline left ventricular ejection fraction associated with symptom improvements in both children and adolescents with postural tachycardia syndrome under metoprolol therapy.
Chinese medical journal.
2021 08; 134(16):1977-1982. doi:
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Xenobiotica; the fate of foreign compounds in biological systems.
2021 Aug; 51(8):926-932. doi:
10.1080/00498254.2021.1942311
. [PMID: 34138683] - Sheelan Ahmad, Daniel Baker, Darragh Murnane, Neil Spooner, Ute Gerhard. Solid-phase microextraction for assessment of plasma protein binding, a complement to rapid equilibrium dialysis.
Bioanalysis.
2021 Jul; 13(14):1101-1111. doi:
10.4155/bio-2021-0109
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BMJ case reports.
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American journal of kidney diseases : the official journal of the National Kidney Foundation.
2021 05; 77(5):704-712. doi:
10.1053/j.ajkd.2020.07.023
. [PMID: 33010357] - Ning Li, Shujuan He, Chunlan Li, Fatang Yang, Yuming Dong. Sensitive Analysis of Metoprolol Tartrate and Diltiazem Hydrochloride in Human Serum by Capillary Zone Electrophoresis Combining on Column Field-Amplified Sample Injection.
Journal of chromatographic science.
2021 Apr; 59(5):465-472. doi:
10.1093/chromsci/bmab025
. [PMID: 33675354] - Martin Nicol, Malha Sadoune, Evelyne Polidano, Jean Marie Launay, Jane Lise Samuel, Feriel Azibani, Alain Cohen-Solal. Doxorubicin-induced and trastuzumab-induced cardiotoxicity in mice is not prevented by metoprolol.
ESC heart failure.
2021 04; 8(2):928-937. doi:
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Surgery.
2021 04; 169(4):885-893. doi:
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Fundamental & clinical pharmacology.
2021 Apr; 35(2):410-422. doi:
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Molecules (Basel, Switzerland).
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Molecules (Basel, Switzerland).
2021 Mar; 26(5):. doi:
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The journal of trauma and acute care surgery.
2021 01; 90(1):177-184. doi:
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2020 10; 16(4):465-469. doi:
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Medicine.
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Scientific reports.
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Journal of chromatographic science.
2020 Aug; 58(8):759-769. doi:
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Journal of basic and clinical physiology and pharmacology.
2020 Jul; 31(5):. doi:
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Cancer chemotherapy and pharmacology.
2020 07; 86(1):87-95. doi:
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Journal of AOAC International.
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European journal of clinical pharmacology.
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American journal of obstetrics & gynecology MFM.
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Journal of cardiovascular pharmacology.
2020 04; 75(4):276-283. doi:
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Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
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ACS medicinal chemistry letters.
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BioMed research international.
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Irish journal of medical science.
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Journal of clinical pharmacology.
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
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Scientific reports.
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Pharmacology research & perspectives.
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American journal of hypertension.
2019 06; 32(7):668-675. doi:
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Journal of hazardous materials.
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European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
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Clinical pharmacology and therapeutics.
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Analytical and bioanalytical chemistry.
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Nan fang yi ke da xue xue bao = Journal of Southern Medical University.
2019 Mar; 39(3):328-336. doi:
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Journal of pharmaceutical and biomedical analysis.
2019 Feb; 164(?):373-381. doi:
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Journal of pharmaceutical and biomedical analysis.
2019 Feb; 164(?):430-441. doi:
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Journal of pharmaceutical and biomedical analysis.
2019 Jan; 163(?):204-210. doi:
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Journal of hypertension.
2019 01; 37(1):116-124. doi:
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BioMed research international.
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Skin pharmacology and physiology.
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Current drug safety.
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Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques.
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Hypertension (Dallas, Tex. : 1979).
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Journal of cardiovascular pharmacology.
2018 10; 72(4):195-203. doi:
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Panminerva medica.
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American journal of kidney diseases : the official journal of the National Kidney Foundation.
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American journal of kidney diseases : the official journal of the National Kidney Foundation.
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Cardiovascular therapeutics.
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European journal of gastroenterology & hepatology.
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Scientific reports.
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Xenobiotica; the fate of foreign compounds in biological systems.
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Clinical pharmacokinetics.
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European journal of clinical pharmacology.
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Experimental biology and medicine (Maywood, N.J.).
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International journal of pharmaceutics.
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