Salmeterol (BioDeep_00000002022)

 

Secondary id: BioDeep_00000398456

human metabolite blood metabolite Chemicals and Drugs Volatile Flavor Compounds


代谢物信息卡片


4-(1-hydroxy-2-{[6-(4-phenylbutoxy)hexyl]amino}ethyl)-2-(hydroxymethyl)phenol

化学式: C25H37NO4 (415.27224420000005)
中文名称: 沙美特罗
谱图信息: 最多检出来源 Homo sapiens(blood) 1.2%

分子结构信息

SMILES: C1=CC=C(C=C1)CCCCOCCCCCCNCC(C2=CC(=C(C=C2)O)CO)O
InChI: InChI=1S/C25H37NO4/c27-20-23-18-22(13-14-24(23)28)25(29)19-26-15-7-1-2-8-16-30-17-9-6-12-21-10-4-3-5-11-21/h3-5,10-11,13-14,18,25-29H,1-2,6-9,12,15-17,19-20H2

描述信息

Salmeterol is only found in individuals that have used or taken this drug. It is a long-acting beta2-adrenergic receptor agonist drug that is currently prescribed for the treatment of asthma and chronic obstructive pulmonary disease COPD. Salmeterols long, lipophilic side chain binds to exosites near beta(2)-receptors in the lungs and on bronchiolar smooth muscle, allowing the active portion of the molecule to remain at the receptor site, continually binding and releasing. Beta(2)-receptor stimulation in the lung causes relaxation of bronchial smooth muscle, bronchodilation, and increased bronchial airflow.
R - Respiratory system > R03 - Drugs for obstructive airway diseases > R03A - Adrenergics, inhalants > R03AC - Selective beta-2-adrenoreceptor agonists
D019141 - Respiratory System Agents > D018927 - Anti-Asthmatic Agents > D001993 - Bronchodilator Agents
C78273 - Agent Affecting Respiratory System > C29712 - Anti-asthmatic Agent > C319 - Bronchodilator
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D000322 - Adrenergic Agonists
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents
Salmeterol (GR33343X) is a potent and selective human β2 adrenoceptor agonist. Salmeterol shows potent stimulation of cAMP accumulation in CHO cells expressing human β2, β1 and β3 adrenoceptors with pEC50s of 9.6, 6.1, and 5.9, respectively[1].

同义名列表

10 个代谢物同义名

4-(1-hydroxy-2-{[6-(4-phenylbutoxy)hexyl]amino}ethyl)-2-(hydroxymethyl)phenol; Xinafoate, salmeterol; Salmeterol Xinafoate; GR-33343-X; Salmaterol; Salmeterol; GR-33343X; Serevent; GR33343X; Salmeterol



数据库引用编号

19 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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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。



文献列表

  • Hua Li, Tao Dong, Jinling Luan. Efficacy and safety of fluticasone propionate/salmeterol and fluticasone propionate monotherapy in step-up treatment of childhood asthma: A systematic review and meta-analysis. Heart & lung : the journal of critical care. 2023 Sep; 63(?):23-34. doi: 10.1016/j.hrtlng.2023.09.004. [PMID: 37740997]
  • Shendi Suryana, Mutakin Mutakin, Yudi Rosandi, Aliya Nur Hasanah. Molecular Dynamic Study of Mechanism Underlying Nature of Molecular Recognition and the Role of Crosslinker in the Synthesis of Salmeterol-Targeting Molecularly Imprinted Polymer for Analysis of Salmeterol Xinafoate in Biological Fluid. Molecules (Basel, Switzerland). 2022 Jun; 27(11):. doi: 10.3390/molecules27113619. [PMID: 35684555]
  • Glenn A Jacobson, Morten Hostrup. The salmeterol anomaly and the need for a urine threshold. Drug testing and analysis. 2022 Jun; 14(6):997-1003. doi: 10.1002/dta.2810. [PMID: 32314556]
  • Ahmed Samir, Hesham Salem, Mohammed Abdelkawy. Optimization of two charge transfer reactions for colorimetric determination of two beta 2 agonist drugs, salmeterol xinafoate and salbutamol, in pharmaceutical and biological samples. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2022 Mar; 269(?):120747. doi: 10.1016/j.saa.2021.120747. [PMID: 34952438]
  • Jiachun Li, Ziliang Huang, Keying Li, Xiaoyun Jian, Binghui Liang. Study on the Effect of Self-Made Lifei Dingchuan Decoction Combined with Western Medicine on Cough Variant Asthma. Computational and mathematical methods in medicine. 2022; 2022(?):9803552. doi: 10.1155/2022/9803552. [PMID: 36132547]
  • Muhammad Waqas Sadiq, Olaf Holz, Birthe D Ellinghusen, Cornelia Faulenbach, Meike Müller, Philipp Badorrek, Ulf G Eriksson, Markus Fridén, Stina Stomilovic, Anders J Lundqvist, Jens M Hohlfeld. Lung pharmacokinetics of inhaled and systemic drugs: A clinical evaluation. British journal of pharmacology. 2021 11; 178(22):4440-4451. doi: 10.1111/bph.15621. [PMID: 34250588]
  • Fangyuan Chen, Qingya Shi, Fen Pei, Andreas Vogt, Rebecca A Porritt, Gustavo Garcia, Angela C Gomez, Mary Hongying Cheng, Mark E Schurdak, Bing Liu, Stephen Y Chan, Vaithilingaraja Arumugaswami, Andrew M Stern, D Lansing Taylor, Moshe Arditi, Ivet Bahar. A systems-level study reveals host-targeted repurposable drugs against SARS-CoV-2 infection. Molecular systems biology. 2021 08; 17(8):e10239. doi: 10.15252/msb.202110239. [PMID: 34339582]
  • Pär Ewing, Steven Oag, Anders Lundqvist, Stina Stomilovic, Ida Stellert, Malin Antonsson, Sandro Filipe Nunes, Patrik U Andersson, Ulrika Tehler, Carl Sjöberg, AnnaMaria Péterffy, Per Gerde. Airway Epithelial Lining Fluid and Plasma Pharmacokinetics of Inhaled Fluticasone Propionate and Salmeterol Xinafoate in Mechanically Ventilated Pigs. Journal of aerosol medicine and pulmonary drug delivery. 2021 08; 34(4):231-241. doi: 10.1089/jamp.2020.1637. [PMID: 33216656]
  • Panagiotis Sakellariou, Michael Petrou, Emmanouil Lyris, Maria Tsivou, Argyro Fragkaki, Polyxeni Kiousi, Yiannis S Angelis, Constantinos Pistos. Determination of salmeterol, α-hydroxysalmeterol and fluticasone propionate in human urine and plasma for doping control using UHPLC-QTOF-MS. Biomedical chromatography : BMC. 2021 Aug; 35(8):e5114. doi: 10.1002/bmc.5114. [PMID: 33720401]
  • Mahmoud A Omar, Dalia M Nagy, Hoda S Ahmed, Tamer Z Attia. Green spectrofluorimetric determination of salmeterol xinafoate in its pure forms, medicinal commercial formula, and human plasma: Application for stability studies. Luminescence : the journal of biological and chemical luminescence. 2021 Jun; 36(4):937-942. doi: 10.1002/bio.4019. [PMID: 33543552]
  • Ali Hatefi, Ahmad Zare Shahneh, Zarbakht Ansari Pirsaraie, Ali Mohammad Alizadeh, Mohammad Pouya Atashnak, Reza Masoudi, Frederic Pio. The stimulation and inhibition of beta-2 adrenergic receptor on the inflammatory responses of ovary and immune system in the aged laying hens. BMC veterinary research. 2021 May; 17(1):195. doi: 10.1186/s12917-021-02892-z. [PMID: 34022889]
  • Søren Jessen, Victoria Becker, Sebastian Rzeppa, Vibeke Backer, Kasper Høtoft Bengtsen, Ingunn Hullstein, Yvette Dehnes, Morten Hostrup. Pharmacokinetics of salmeterol and its main metabolite α-hydroxysalmeterol after acute and chronic dry powder inhalation in exercising endurance-trained men: Implications for doping control. Drug testing and analysis. 2021 Apr; 13(4):747-761. doi: 10.1002/dta.2978. [PMID: 33210444]
  • Fan Yi-Ling, Miao Qing, Liao Xing, Fan Chang-Zheng, Fan Mao-Rong, Cao Qing, Wang Ning, M A Qiu-Xiao, Hao Ya-Ni. [Systematic review and Meta-analysis on efficacy and safety of Liujunzi Decoction combined with Western medicine for stable chronic obstructive pulmonary disease]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2020 Nov; 45(22):5331-5343. doi: 10.19540/j.cnki.cjcmm.20200720.501. [PMID: 33350192]
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  • Gang Xing, Li Pan, Ce Yi, Xiaoran Li, Xinyue Ge, Ying Zhao, Yichuang Liu, Jinyan Li, Anthony Woo, Bin Lin, Yuyang Zhang, Maosheng Cheng. Design, synthesis and biological evaluation of 5-(2-amino-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one derivatives as potent β2-adrenoceptor agonists. Bioorganic & medicinal chemistry. 2019 06; 27(12):2306-2314. doi: 10.1016/j.bmc.2018.10.043. [PMID: 30392952]
  • Bo Yu, Lusu Yao, Cuiqiao Liu, Lina Tang, Tao Xing. Upregulation of microRNA‑16 alters the response to inhaled β‑agonists in patients with asthma though modulating expression of ADRB2. Molecular medicine reports. 2019 May; 19(5):4027-4034. doi: 10.3892/mmr.2019.10097. [PMID: 30942450]
  • Erika Amore, Maria Letizia Manca, Maria Ferraro, Donatella Valenti, Valeria La Parola, Serena Di Vincenzo, Mark Gjomarkaj, Gaetano Giammona, Maria Luisa Bondì, Elisabetta Pace. Salmeterol Xinafoate (SX) loaded into mucoadhesive solid lipid microparticles for COPD treatment. International journal of pharmaceutics. 2019 May; 562(?):351-358. doi: 10.1016/j.ijpharm.2019.03.059. [PMID: 30935915]
  • Denise Wayne, Harald Iverson, Michael Gillespie, Edward Hellriegel, Calvin Small. Bioequivalence of fluticasone propionate and salmeterol (FS) given by the FS Spiromax® and Seretide Accuhaler® systems
. International journal of clinical pharmacology and therapeutics. 2019 Jan; 57(1):43-54. doi: 10.5414/cp203216. [PMID: 30431426]
  • Warisara Parichatikanond, Akiyuki Nishimura, Motohiro Nishida, Supachoke Mangmool. Prolonged stimulation of β2-adrenergic receptor with β2-agonists impairs insulin actions in H9c2 cells. Journal of pharmacological sciences. 2018 Nov; 138(3):184-191. doi: 10.1016/j.jphs.2018.09.007. [PMID: 30322801]
  • Mohamed Awad, Mohamed A Hammad, Ahmed M Abdel-Megied, Mahmoud A Omar. Utility of Von Pechman synthesis of coumarin reaction for development of spectrofluorimetric method for quantitation of salmeterol xinafoate in pharmaceutical preparations and human plasma. Luminescence : the journal of biological and chemical luminescence. 2018 Aug; 33(5):913-918. doi: 10.1002/bio.3490. [PMID: 29708303]
  • Glenn A Jacobson, Sharanne Raidal, Kate Robson, Christian K Narkowicz, David S Nichols, E Haydn Walters. Salmeterol undergoes enantioselective bronchopulmonary distribution with receptor localisation a likely determinant of duration of action. Journal of pharmaceutical and biomedical analysis. 2018 May; 154(?):102-107. doi: 10.1016/j.jpba.2018.02.048. [PMID: 29544104]
  • S J Fenwick, P R Hincks, J P Scarth, M E Wieder, L L Hillyer, S W Paine. Detection and pharmacokinetics of salmeterol in thoroughbred horses following inhaled administration. Journal of veterinary pharmacology and therapeutics. 2017 Oct; 40(5):486-492. doi: 10.1111/jvp.12382. [PMID: 28097668]
  • Konstantina Soulele, Panos Macheras, Vangelis Karalis. Pharmacokinetic analysis of inhaled salmeterol in asthma patients: Evidence from two dry powder inhalers. Biopharmaceutics & drug disposition. 2017 Oct; 38(7):407-419. doi: 10.1002/bdd.2077. [PMID: 28374512]
  • Si Yan, Duncan E Shaw, Linhong Yang, David A Sandham, Mark P Healy, John Reilly, Bing Wang. Interactions between β2-Adrenoceptor Ligands and Membrane: Atomic-Level Insights from Magic-Angle Spinning NMR. Journal of medicinal chemistry. 2017 08; 60(16):6867-6879. doi: 10.1021/acs.jmedchem.7b00205. [PMID: 28703592]
  • Glenn A Jacobson, Morten Hostrup, Christian K Narkowicz, David S Nichols, E Haydn Walters. Enantioselective disposition of (R)-salmeterol and (S)-salmeterol in urine following inhaled dosing and application to doping control. Drug testing and analysis. 2017 Aug; 9(8):1262-1266. doi: 10.1002/dta.2131. [PMID: 28033454]
  • Glenn A Jacobson, J Paul Fawcett. Beta2-Agonist Doping Control and Optical Isomer Challenges. Sports medicine (Auckland, N.Z.). 2016 Dec; 46(12):1787-1795. doi: 10.1007/s40279-016-0547-4. [PMID: 27164986]
  • George Marshall. Falling up stairs. Australian family physician. 2016 Sep; 45(9):658-9. doi: NULL. [PMID: 27606369]
  • Anne Kotaniemi-Syrjänen, Weronika Delezuch, L Pekka Malmberg, Kari Punnonen, Irma H Matinlauri, Anna S Pelkonen, Mika J Mäkelä. Serum soluble TH cell activity markers and high-sensitivity C-reactive protein in multiple-trigger wheezers. Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology. 2016 08; 117(2):196-8. doi: 10.1016/j.anai.2016.05.022. [PMID: 27291855]
  • Vincent C H Chung, Xinyin Wu, Polly H X Ma, Robin S T Ho, Simon K Poon, David S Hui, Samuel Y S Wong, Justin C Y Wu. Chinese Herbal Medicine and Salmeterol and Fluticasone Propionate for Chronic Obstructive Pulmonary Disease: Systematic Review and Network Meta-Analysis. Medicine. 2016 May; 95(20):e3702. doi: 10.1097/md.0000000000003702. [PMID: 27196484]
  • Stephen T Horhota, Jan A van Noord, Cynthia B Verkleij, Loek J Bour, Ashish Sharma, Michael Trunk, Piet J G Cornelissen. In Vitro, Pharmacokinetic, Pharmacodynamic, and Safety Comparisons of Single and Combined Administration of Tiotropium and Salmeterol in COPD Patients Using Different Dry Powder Inhalers. The AAPS journal. 2015 Jul; 17(4):871-80. doi: 10.1208/s12248-015-9751-7. [PMID: 25794622]
  • Helge Haarmann, Cordula Mohrlang, Uta Tschiesner, David B Rubin, Thore Bornemann, Karin Rüter, Slavtcho Bonev, Tobias Raupach, Gerd Hasenfuß, Stefan Andreas. Inhaled β-agonist does not modify sympathetic activity in patients with COPD. BMC pulmonary medicine. 2015 Apr; 15(?):46. doi: 10.1186/s12890-015-0054-7. [PMID: 25924990]
  • Manal M Anwar, Radwan S El-Haggar, Wafaa A Zaghary. Salmeterol Xinafoate. Profiles of drug substances, excipients, and related methodology. 2015; 40(?):321-69. doi: 10.1016/bs.podrm.2015.02.002. [PMID: 26051688]
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