Guaifenesin (BioDeep_00000398959)

Main id: BioDeep_00000017341

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


Guaifenesin (Guaiphenesin)

化学式: C10H14O4 (198.0892044)
中文名称: 愈创甘油醚
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC(=C(C=C1)OCC(CO)O)OC
InChI: InChI=1S/C10H14O4/c1-13-9-4-2-3-5-10(9)14-7-8(12)6-11/h2-5,8,11-12H,6-7H2,1H3

描述信息

R - Respiratory system > R05 - Cough and cold preparations > R05C - Expectorants, excl. combinations with cough suppressants > R05CA - Expectorants
C78273 - Agent Affecting Respiratory System > C29767 - Expectorant
D019141 - Respiratory System Agents > D005100 - Expectorants
Guaifenesin (Guaiacol glyceryl ether), a constituent of guaiac resin from the wood of Guajacum officinale Linné, is an expectorant. Guaifenesin can alleviate cough discomfortby increasing sputum volume and decreasing its viscosity, thereby promoting effective cough[1][2].
Guaifenesin (Guaiacol glyceryl ether), a constituent of guaiac resin from the wood of Guajacum officinale Linné, is an expectorant. Guaifenesin can alleviate cough discomfortby increasing sputum volume and decreasing its viscosity, thereby promoting effective cough[1][2].

同义名列表

5 个代谢物同义名

Guaifenesin; Guaifenesin (Guaiphenesin); Guaiacol glyceryl ether; Guaiphenesin; Glycerol guaiacolate



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)

3 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

  • Yunyuan Huang, Haiyan Xu, Pei Wang, Rurong Gu, Xiaokang Li, Yixiang Xu, Jiqun Wang, Sicong Qiao, Donglei Shi, Zhaobing Gao, Jian Li. Identification of Guaifenesin-Andrographolide as a Novel Combinatorial Drug Therapy for Epilepsy Using Network Virtual Screening and Experimental Validation. ACS chemical neuroscience. 2022 04; 13(7):978-986. doi: 10.1021/acschemneuro.1c00774. [PMID: 35333519]
  • 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]
  • Hasan Işık, Gökçe Öztürk, Fatma Ağın, Dilek Kul. Electroanalytical Analysis of Guaifenesin on Poly(Acridine Orange) Modified Glassy Carbon Electrode and its Determination in Pharmaceuticals and Serum Samples. Combinatorial chemistry & high throughput screening. 2021; 24(3):376-385. doi: 10.2174/1386207323666200709170450. [PMID: 32646355]
  • Tanya Duke-Novakovski, Carolina Palacios Jimenez, Masako Fujiyama, Shannon G Beazley. Plasma histamine concentrations in horses administered sodium penicillin, guaifenesin-xylazine-ketamine and isoflurane with morphine or butorphanol. Veterinary anaesthesia and analgesia. 2021 Jan; 48(1):17-25. doi: 10.1016/j.vaa.2020.10.003. [PMID: 33229232]
  • 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]
  • Yi Kuang, Bin Li, Jingran Fan, Xue Qiao, Min Ye. Antitussive and expectorant activities of licorice and its major compounds. Bioorganic & medicinal chemistry. 2018 01; 26(1):278-284. doi: 10.1016/j.bmc.2017.11.046. [PMID: 29224994]
  • Samaa Alrushaid, Neal M Davies, Judy E Anderson, Tyson Le, Jaime A Yáñez, Zaid H Maayah, Ayman O S El-Kadi, Ousama Rachid, Casey L Sayre, Raimar Löbenberg, Frank J Burczynski. Pharmaceutical Characterization of MyoNovin, a Novel Skeletal Muscle Regenerator: in silico, in vitro and in vivo Studies. Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques. 2018; 21(1s):29683. doi: 10.18433/j3ms8h. [PMID: 29702047]
  • Shuhua Deng, Wencan Huang, Xiaojia Ni, Ming Zhang, Haoyang Lu, Zhanzhang Wang, Jinqing Hu, Xiuqing Zhu, Chang Qiu, Dewei Shang, Yuefeng Zhang, Linghui Xiong, Yuguan Wen. Pharmacokinetics of guaifenesin, pseudoephedrine and hydrocodone in a combination oral liquid formulation, administered as single and multiple doses in healthy Chinese volunteers, and comparison with data for individual compounds formulated as Antuss®. Xenobiotica; the fate of foreign compounds in biological systems. 2017 Oct; 47(10):870-878. doi: 10.1080/00498254.2016.1241451. [PMID: 27662264]
  • A M Kolbach-Mandel, N S Mandel, S R Cohen, J G Kleinman, F Ahmed, I C Mandel, J A Wesson. Guaifenesin stone matrix proteomics: a protocol for identifying proteins critical to stone formation. Urolithiasis. 2017 Apr; 45(2):139-149. doi: 10.1007/s00240-016-0907-4. [PMID: 27435233]
  • Helmut H Albrecht, Peter V Dicpinigaitis, Eric P Guenin. Role of guaifenesin in the management of chronic bronchitis and upper respiratory tract infections. Multidisciplinary respiratory medicine. 2017; 12(?):31. doi: 10.1186/s40248-017-0113-4. [PMID: 29238574]
  • H K Knych, S D Stanley, D Benson, R M Arthur. Pharmacokinetics of guaifenesin following administration of multiple doses to exercised Thoroughbred horses. Journal of veterinary pharmacology and therapeutics. 2016 Aug; 39(4):416-9. doi: 10.1111/jvp.12287. [PMID: 26763117]
  • Gary A Thompson, Gail Solomon, Helmut H Albrecht, Donald P Reitberg, Eric Guenin. Guaifenesin Pharmacokinetics Following Single-Dose Oral Administration in Children Aged 2 to 17 Years. Journal of clinical pharmacology. 2016 07; 56(7):894-901. doi: 10.1002/jcph.682. [PMID: 26632082]
  • Shannu Palamuru, Nikki Dellas, Stephen L Pearce, Andrew C Warden, John G Oakeshott, Gunjan Pandey. Phylogenetic and kinetic characterization of a suite of dehydrogenases from a newly isolated bacterium, strain SG61-1L, that catalyze the turnover of guaiacylglycerol-β-guaiacyl ether stereoisomers. Applied and environmental microbiology. 2015 Dec; 81(23):8164-76. doi: 10.1128/aem.01573-15. [PMID: 26386069]
  • Hadir M Maher, Shorog M Al-Taweel, Mona M Alshehri, Nourah Z Alzoman. Novel stereoselective high-performance liquid chromatographic method for simultaneous determination of guaifenesin and ketorolac enantiomers in human plasma. Chirality. 2014 Oct; 26(10):629-39. doi: 10.1002/chir.22354. [PMID: 25043279]
  • Evan Small, Benjamin J Sandefur. Acute renal failure after ingestion of guaifenesin and dextromethorphan. The Journal of emergency medicine. 2014 Jul; 47(1):26-9. doi: 10.1016/j.jemermed.2014.01.022. [PMID: 24630853]
  • M J Rumpler, P Colahan, R A Sams. The pharmacokinetics of methocarbamol and guaifenesin after single intravenous and multiple-dose oral administration of methocarbamol in the horse. Journal of veterinary pharmacology and therapeutics. 2014 Feb; 37(1):25-34. doi: 10.1111/jvp.12068. [PMID: 23859819]
  • Osman Duman, Sibel Tunç, Bahar Kancı Bozoğlan. Characterization of the binding of metoprolol tartrate and guaifenesin drugs to human serum albumin and human hemoglobin proteins by fluorescence and circular dichroism spectroscopy. Journal of fluorescence. 2013 Jul; 23(4):659-69. doi: 10.1007/s10895-013-1177-y. [PMID: 23471625]
  • Merisa Okic, Tom Johnson, Joseph A Crifasi, Christopher Long, Erik K Mitchell. Swift onset of central nervous system depression and asystole followingan overdose of Guaifenesin. Journal of analytical toxicology. 2013 Jun; 37(5):318-9. doi: 10.1093/jat/bkt030. [PMID: 23580607]
  • 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]
  • Mehdi Hatami, Khalil Farhadi. Application of hollow fiber-supported liquid-phase microextraction coupled with HPLC for the determination of guaifenesin enantiomer-protein binding. Biomedical chromatography : BMC. 2012 Jul; 26(7):875-80. doi: 10.1002/bmc.1746. [PMID: 22102436]
  • Ziyan Hu, Qiaogen Zou, Jixin Tian, Lili Sun, Zunjian Zhang. Simultaneous determination of codeine, ephedrine, guaiphenesin and chlorpheniramine in beagle dog plasma using high performance liquid chromatography coupled with tandem mass spectrometric detection: application to a bioequivalence study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2011 Dec; 879(32):3937-42. doi: 10.1016/j.jchromb.2011.11.001. [PMID: 22119507]
  • Robert J Brosnan, Eugene P Steffey, André Escobar, Mine Palazoglu, Oliver Fiehn. Anesthetic induction with guaifenesin and propofol in adult horses. American journal of veterinary research. 2011 Dec; 72(12):1569-75. doi: 10.2460/ajvr.72.12.1569. [PMID: 22126682]
  • Mehdi Hatami, Khalil Farhadi, Assem Abdollahpour. Using dispersive liquid-liquid microextraction and liquid chromatography for determination of guaifenesin enantiomers in human urine. Journal of separation science. 2011 Nov; 34(21):2933-9. doi: 10.1002/jssc.201100520. [PMID: 21972192]
  • Wendy A Goodwin, Helen L Keates, Kirby Pasloske, Martin Pearson, Ben Sauer, Millaganamada Gedara Ranasinghe. The pharmacokinetics and pharmacodynamics of the injectable anaesthetic alfaxalone in the horse. Veterinary anaesthesia and analgesia. 2011 Sep; 38(5):431-8. doi: 10.1111/j.1467-2995.2011.00634.x. [PMID: 21831048]
  • B P S Thakur, S K Sharma, Arvind Sharma, Adarsh Kumar. Clinical evaluation of detomidine-butorphanol-guaifenesin-ketamine as short term TIVA in Spiti ponies. Pakistan journal of biological sciences : PJBS. 2011 Jun; 14(11):647-52. doi: 10.3923/pjbs.2011.647.652. [PMID: 22235506]
  • Steven Gabardi, Danielle Carter, Spencer Martin, Keri Roberts. Recommendations for the proper use of nonprescription cough suppressants and expectorants in solid-organ transplant recipients. Progress in transplantation (Aliso Viejo, Calif.). 2011 Mar; 21(1):6-13; quiz 14. doi: 10.7182/prtr.21.1.t837123h2350721j. [PMID: 21485938]
  • Yang Yong-hong, Wang Dao-xin. [The relationship between the lung function and the level of TNF-α in serum in COPD department of respiratory]. Xi bao yu fen zi mian yi xue za zhi = Chinese journal of cellular and molecular immunology. 2010 Sep; 26(9):887-8. doi: NULL. [PMID: 21140973]
  • Jinhua Wen, Hong Zhang, Chunhua Xia, Xiao Hu, Wenwei Xu, Xiaohua Cheng, Jun Gao, Yuqing Xiong. A sensitive liquid chromatography-electrospray ionization-mass spectrometry method for the simultaneous determination of pentoxyverine citrate and guaifenesin in human plasma---application to pharmacokinetic and bioequivalence studies. Biomedical chromatography : BMC. 2010 Apr; 24(4):351-7. doi: 10.1002/bmc.1298. [PMID: 19634120]
  • Christian Langel, Cristian Grossmann, Massimo Morbidelli, Manfred Morari, Marco Mazzotti. Implementation of an automated on-line high-performance liquid chromatography monitoring system for 'cycle to cycle' control of simulated moving beds. Journal of chromatography. A. 2009 Dec; 1216(50):8806-15. doi: 10.1016/j.chroma.2009.02.005. [PMID: 19264313]
  • Jiri Sliva, Tomas Dolezal, David Sykora, Magda Vosmanska, Miloslav Krsiak. Guaifenesin enhances the analgesic potency of ibuprofen, nimesulide and celecoxib in mice. Neuro endocrinology letters. 2009; 30(3):352-6. doi: NULL. [PMID: 19855358]
  • Mohammad Amanullah, Cristian Grossmann, Marco Mazzotti, Manfred Morari, Massimo Morbidelli. Experimental implementation of automatic 'cycle to cycle' control of a chiral simulated moving bed separation. Journal of chromatography. A. 2007 Sep; 1165(1-2):100-8. doi: 10.1016/j.chroma.2007.07.065. [PMID: 17707852]
  • Thomas H Eichhold, David L McCauley-Myers, Deepa A Khambe, Gary A Thompson, Steven H Hoke. Simultaneous determination of dextromethorphan, dextrorphan, and guaifenesin in human plasma using semi-automated liquid/liquid extraction and gradient liquid chromatography tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2007 Jan; 43(2):586-600. doi: 10.1016/j.jpba.2006.07.018. [PMID: 16930908]
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  • Xiaoyan Chen, Jia Huang, Zhang Kong, Dafang Zhong. Sensitive liquid chromatography-tandem mass spectrometry method for the simultaneous determination of paracetamol and guaifenesin in human plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Mar; 817(2):263-9. doi: 10.1016/j.jchromb.2004.12.011. [PMID: 15686994]
  • Stéphane Besombes, Karim Mazeau. The cellulose/lignin assembly assessed by molecular modeling. Part 1: adsorption of a threo guaiacyl beta-O-4 dimer onto a Ibeta cellulose whisker. Plant physiology and biochemistry : PPB. 2005 Mar; 43(3):299-308. doi: 10.1016/j.plaphy.2005.02.005. [PMID: 15854839]
  • Debbie L Kuhlenbeck, Thomas H Eichold, Steven H Hoke, Timothy R Baker, Robert Mensen, Kenneth R Wehmeyer. On-line solid phase extraction using the Prospekt-2 coupled with a liquid chromatography/tandem mass spectrometer for the determination of dextromethorphan, dextrorphan and guaifenesin in human plasma. European journal of mass spectrometry (Chichester, England). 2005; 11(2):199-208. doi: 10.1255/ejms.737. [PMID: 16046804]
  • Stephen Bennett, Nathan Hoffman, Manoj Monga. Ephedrine- and guaifenesin-induced nephrolithiasis. Journal of alternative and complementary medicine (New York, N.Y.). 2004 Dec; 10(6):967-9. doi: 10.1089/acm.2004.10.967. [PMID: 15673990]
  • Maged H M Sharaf, Dwight D Stiff. Determination of guaifenesin in human serum by capillary gas chromatography and electron capture detection. Journal of pharmaceutical and biomedical analysis. 2004 Jun; 35(4):801-6. doi: 10.1016/j.jpba.2004.01.028. [PMID: 15193724]
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