GW0742 (BioDeep_00000859097)

   


代谢物信息卡片


{4-[({2-[3-Fluoro-4-(Trifluoromethyl)phenyl]-4-Methyl-1,3-Thiazol-5-Yl}methyl)sulfanyl]-2-Methylphenoxy}acetic Acid

化学式: C21H17F4NO3S2 (471.058594)
中文名称: GW0742
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=C(C=CC(=C1)SCC2=C(N=C(S2)C3=CC(=C(C=C3)C(F)(F)F)F)C)OCC(=O)O
InChI: InChI=1S/C21H17F4NO3S2/c1-11-7-14(4-6-17(11)29-9-19(27)28)30-10-18-12(2)26-20(31-18)13-3-5-15(16(22)8-13)21(23,24)25/h3-8H,9-10H2,1-2H3,(H,27,28)

描述信息

GW0742 is a potent PPARβ and PPARδ agonist, with an IC50 of 1 nM for human PPARδ in binding assay, and EC50s of 1 nM, 1.1 μM and 2 μM for human PPARδ, PPARα, and PPARγ, respectively.

同义名列表

4 个代谢物同义名

{4-[({2-[3-Fluoro-4-(Trifluoromethyl)phenyl]-4-Methyl-1,3-Thiazol-5-Yl}methyl)sulfanyl]-2-Methylphenoxy}acetic Acid; GW0742; GW610742; GW 0742



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

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)

0 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

  • Cigdem Sahin, Lilia Magomedova, Thais A M Ferreira, Jiabao Liu, Jens Tiefenbach, Priscilla S Alves, Fellipe J G Queiroz, Andressa S de Oliveira, Mousumi Bhattacharyya, Julie Grouleff, Patrícia C N Nogueira, Edilberto R Silveira, Daniel C Moreira, José Roberto Souza de Almeida Leite, Guilherme D Brand, David Uehling, Gennady Poda, Henry Krause, Carolyn L Cummins, Luiz A S Romeiro. Phenolic Lipids Derived from Cashew Nut Shell Liquid to Treat Metabolic Diseases. Journal of medicinal chemistry. 2022 02; 65(3):1961-1978. doi: 10.1021/acs.jmedchem.1c01542. [PMID: 35089724]
  • Zongtao Zhou, Qiang Ren, Shixuan Jiao, Zongyu Cai, Xinqian Geng, Liming Deng, Bin Wang, Lijun Hu, Luyong Zhang, Ying Yang, Zheng Li. Discovery of new and highly effective quadruple FFA1 and PPARα/γ/δ agonists as potential anti-fatty liver agents. European journal of medicinal chemistry. 2022 Feb; 229(?):114061. doi: 10.1016/j.ejmech.2021.114061. [PMID: 34954593]
  • Xingming Hou, Clemens Malainer, Atanas G Atanasov, Elke H Heiß, Verena M Dirsch, Limei Wang, KeWei Wang. Evodiamine Lowers Blood Lipids by Up-Regulating the PPARγ/ABCG1 Pathway in High-Fat-Diet-Fed Mice. Journal of natural products. 2021 12; 84(12):3110-3116. doi: 10.1021/acs.jnatprod.1c00881. [PMID: 34902249]
  • Xiangming Tang, Kunning Yan, Yingge Wang, Yaping Wang, Hongmei Chen, Jiang Xu, Yaoyao Lu, Xiaohong Wang, Jingyan Liang, Xinjiang Zhang. Activation of PPAR-β/δ Attenuates Brain Injury by Suppressing Inflammation and Apoptosis in a Collagenase-Induced Intracerebral Hemorrhage Mouse Model. Neurochemical research. 2020 Apr; 45(4):837-850. doi: 10.1007/s11064-020-02956-w. [PMID: 31939088]
  • Sébastien Le Garf, Joseph Murdaca, Isabelle Mothe-Satney, Brigitte Sibille, Gwenaëlle Le Menn, Giulia Chinetti, Jaap G Neels, Anne-Sophie Rousseau. Complementary Immunometabolic Effects of Exercise and PPARβ/δ Agonist in the Context of Diet-Induced Weight Loss in Obese Female Mice. International journal of molecular sciences. 2019 Oct; 20(20):. doi: 10.3390/ijms20205182. [PMID: 31635041]
  • Daniela Passeri, Andrea Carotti, Jose M Ramos Pittol, Gianmario Ciaccioli, Roberto Pellicciari, Saskia W C van Mil, Antimo Gioiello. Dissecting the allosteric FXR modulation: a chemical biology approach using guggulsterone as a chemical tool. MedChemComm. 2019 Aug; 10(8):1412-1419. doi: 10.1039/c9md00264b. [PMID: 31673308]
  • Zheng Li, Yueming Chen, Zongtao Zhou, Liming Deng, Yawen Xu, Lijun Hu, Bing Liu, Luyong Zhang. Discovery of first-in-class thiazole-based dual FFA1/PPARδ agonists as potential anti-diabetic agents. European journal of medicinal chemistry. 2019 Feb; 164(?):352-365. doi: 10.1016/j.ejmech.2018.12.069. [PMID: 30605833]
  • Yi Li, Chenwei Wang, Jiyuan Lu, Ke Huang, Yu Han, Junlin Chen, Yan Yang, Bin Liu. PPAR δ inhibition protects against palmitic acid-LPS induced lipidosis and injury in cultured hepatocyte L02 cell. International journal of medical sciences. 2019; 16(12):1593-1603. doi: 10.7150/ijms.37677. [PMID: 31839747]
  • Belen Palomares, Francisco Ruiz-Pino, Carmen Navarrete, Inmaculada Velasco, Miguel A Sánchez-Garrido, Carla Jimenez-Jimenez, Carolina Pavicic, Maria J Vazquez, Giovanni Appendino, M Luz Bellido, Marco A Calzado, Manuel Tena-Sempere, Eduardo Muñoz. VCE-004.8, A Multitarget Cannabinoquinone, Attenuates Adipogenesis and Prevents Diet-Induced Obesity. Scientific reports. 2018 10; 8(1):16092. doi: 10.1038/s41598-018-34259-0. [PMID: 30382123]
  • Mayur Choudhary, Jin-Dong Ding, Xiaoping Qi, Michael E Boulton, Pei-Li Yao, Jeffrey M Peters, Goldis Malek. PPARβ/δ selectively regulates phenotypic features of age-related macular degeneration. Aging. 2016 09; 8(9):1952-1978. doi: 10.18632/aging.101031. [PMID: 27622388]
  • Shuai Zhao, Yuichiro Kanno, Wei Li, Honami Wakatabi, Tatsunori Sasaki, Kazuo Koike, Kiyomitsu Nemoto, Huicheng Li. Picrasidine N Is a Subtype-Selective PPARβ/δ Agonist. Journal of natural products. 2016 Apr; 79(4):879-85. doi: 10.1021/acs.jnatprod.5b00909. [PMID: 27025413]
  • Elisabetta Benedetti, Silvia Di Loreto, Barbara D'Angelo, Loredana Cristiano, Michele d'Angelo, Andrea Antonosante, Alessia Fidoamore, Raffaella Golini, Benedetta Cinque, Maria Grazia Cifone, Rodolfo Ippoliti, Antonio Giordano, Annamaria Cimini. The PPARβ/δ Agonist GW0742 Induces Early Neuronal Maturation of Cortical Post-Mitotic Neurons: Role of PPARβ/δ in Neuronal Maturation. Journal of cellular physiology. 2016 Mar; 231(3):597-606. doi: 10.1002/jcp.25103. [PMID: 26206209]
  • Rico Schwarz, Dirk Tänzler, Christian H Ihling, Andrea Sinz. Monitoring Solution Structures of Peroxisome Proliferator-Activated Receptor β/δ upon Ligand Binding. PloS one. 2016; 11(3):e0151412. doi: 10.1371/journal.pone.0151412. [PMID: 26992147]
  • Noelia Perez Diaz, Mire Zloh, Pryank Patel, Louise S Mackenzie. In silico modelling of prostacyclin and other lipid mediators to nuclear receptors reveal novel thyroid hormone receptor antagonist properties. Prostaglandins & other lipid mediators. 2016 Jan; 122(?):18-27. doi: 10.1016/j.prostaglandins.2015.12.002. [PMID: 26686607]
  • Marta Toral, Miguel Romero, Rosario Jiménez, Ayman Moawad Mahmoud, Emma Barroso, Manuel Gómez-Guzmán, Manuel Sánchez, Ángel Cogolludo, Ana B García-Redondo, Ana M Briones, Manuel Vázquez-Carrera, Francisco Pérez-Vizcaíno, Juan Duarte. Carnitine palmitoyltransferase-1 up-regulation by PPAR-β/δ prevents lipid-induced endothelial dysfunction. Clinical science (London, England : 1979). 2015 Nov; 129(9):823-37. doi: 10.1042/cs20150111. [PMID: 26253087]
  • Shima Byagowi, Taghi Naserpour Farivar, Reza Najafipour, Mehdi Sahmani, Masoud Darabi, Shabnam Fayezi, Shahab Mirshahvaladi, Maryam Darabi. Effect of PPARδ agonist on stearoyl-CoA desaturase 1 in human pancreatic cancer cells: role of MEK/ERK1/2 pathway. Canadian journal of diabetes. 2015 Apr; 39(2):123-7. doi: 10.1016/j.jcjd.2014.09.006. [PMID: 25575964]
  • Sasmita Tripathy, Kelli A Lytle, Robert D Stevens, James R Bain, Christopher B Newgard, Andrew S Greenberg, Li-Shin Huang, Donald B Jump. Fatty acid elongase-5 (Elovl5) regulates hepatic triglyceride catabolism in obese C57BL/6J mice. Journal of lipid research. 2014 07; 55(7):1448-64. doi: 10.1194/jlr.m050062. [PMID: 24814977]
  • Jia-Wei Lin, Yih-Giun Cherng, Li-Jen Chen, Ho-Shan Niu, Chen Kuei Chang, Chiang-Shan Niu. Ginseng is useful to enhance cardiac contractility in animals. BioMed research international. 2014; 2014(?):723084. doi: 10.1155/2014/723084. [PMID: 24689053]
  • S-C Kuo, P-M Ku, L-J Chen, H-S Niu, J-T Cheng. Activation of receptors δ (PPARδ) by agonist (GW0742) may enhance lipid metabolism in heart both in vivo and in vitro. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2013 Nov; 45(12):880-6. doi: 10.1055/s-0033-1348317. [PMID: 23803968]
  • Jens C de Groot, Christopher Weidner, Joern Krausze, Ken Kawamoto, Frank C Schroeder, Sascha Sauer, Konrad Büssow. Structural characterization of amorfrutins bound to the peroxisome proliferator-activated receptor γ. Journal of medicinal chemistry. 2013 Feb; 56(4):1535-43. doi: 10.1021/jm3013272. [PMID: 23286787]
  • Symon Gathiaka, Gayani Nanayakkara, Tracey Boncher, Orlando Acevedo, Johnathon Wyble, Sagar Patel, Akash Patel, Mary Elizabeth Shane, Blake Bonkowski, Jason Wieczorek, Yinghui Rong, Kevin Huggins, Forest Smith, Rajesh H Amin. Design, development and evaluation of novel dual PPARδ/PPARγ agonists. Bioorganic & medicinal chemistry letters. 2013 Feb; 23(3):873-9. doi: 10.1016/j.bmcl.2012.11.060. [PMID: 23273519]
  • Elisa Benetti, Raffaella Mastrocola, Mara Rogazzo, Fausto Chiazza, Manuela Aragno, Roberto Fantozzi, Massimo Collino, Marco A Minetto. High sugar intake and development of skeletal muscle insulin resistance and inflammation in mice: a protective role for PPAR- δ agonism. Mediators of inflammation. 2013; 2013(?):509502. doi: 10.1155/2013/509502. [PMID: 23861559]
  • Mi Young Lee, Ran Choi, Hong Min Kim, Eun Ju Cho, Bo Hwan Kim, Yeon Sik Choi, Jarinyaporn Naowaboot, Eun Young Lee, Young Chul Yang, Jang Yel Shin, Young Goo Shin, Choon Hee Chung. Peroxisome proliferator-activated receptor δ agonist attenuates hepatic steatosis by anti-inflammatory mechanism. Experimental & molecular medicine. 2012 Oct; 44(10):578-85. doi: 10.3858/emm.2012.44.10.066. [PMID: 22824914]
  • B Gross, N Hennuyer, E Bouchaert, C Rommens, D Grillot, H Mezdour, B Staels. Generation and characterization of a humanized PPARδ mouse model. British journal of pharmacology. 2011 Sep; 164(1):192-208. doi: 10.1111/j.1476-5381.2011.01359.x. [PMID: 21426320]
  • Alvaro A Sanchez-Siles, Norihisa Ishimura, Mohammad A K Rumi, Yuji Tamagawa, Satoko Ito, Shunji Ishihara, Toru Nabika, Yoshikazu Kinoshita. Administration of PPARβ/δ agonist reduces copper-induced liver damage in mice: possible implications in clinical practice. Journal of clinical biochemistry and nutrition. 2011 Jul; 49(1):42-9. doi: 10.3164/jcbn.10-139. [PMID: 21765606]
  • Basilia Zingarelli, Giovanna Piraino, Paul W Hake, Michael O'Connor, Alvin Denenberg, Hongkuan Fan, James A Cook. Peroxisome proliferator-activated receptor {delta} regulates inflammation via NF-{kappa}B signaling in polymicrobial sepsis. The American journal of pathology. 2010 Oct; 177(4):1834-47. doi: 10.2353/ajpath.2010.091010. [PMID: 20709805]
  • Rosanna Di Paola, Emanuela Esposito, Emanuela Mazzon, Irene Paterniti, Maria Galuppo, Salvatore Cuzzocrea. GW0742, a selective PPAR-beta/delta agonist, contributes to the resolution of inflammation after gut ischemia/reperfusion injury. Journal of leukocyte biology. 2010 Aug; 88(2):291-301. doi: 10.1189/jlb.0110053. [PMID: 20430778]
  • Rosanna Di Paola, Concetta Crisafulli, Emanuela Mazzon, Emanuela Esposito, Irene Paterniti, Maria Galuppo, Tiziana Genovese, Christoph Thiemermann, Salvatore Cuzzocrea. GW0742, a high-affinity PPAR -beta/delta agonist, inhibits acute lung injury in mice. Shock (Augusta, Ga.). 2010 Apr; 33(4):426-35. doi: 10.1097/shk.0b013e3181b8f2fb. [PMID: 20407409]
  • Weiwei Shan, Prajakta S Palkar, Iain A Murray, Emily I McDevitt, Mary J Kennett, Boo Hyon Kang, Harriet C Isom, Gary H Perdew, Frank J Gonzalez, Jeffrey M Peters. Ligand activation of peroxisome proliferator-activated receptor beta/delta (PPARbeta/delta) attenuates carbon tetrachloride hepatotoxicity by downregulating proinflammatory gene expression. Toxicological sciences : an official journal of the Society of Toxicology. 2008 Oct; 105(2):418-28. doi: 10.1093/toxsci/kfn142. [PMID: 18622026]
  • Xiaomei Qin, Xuefen Xie, Yanbo Fan, Jianwei Tian, Youfei Guan, Xian Wang, Yi Zhu, Nanping Wang. Peroxisome proliferator-activated receptor-delta induces insulin-induced gene-1 and suppresses hepatic lipogenesis in obese diabetic mice. Hepatology (Baltimore, Md.). 2008 Aug; 48(2):432-41. doi: 10.1002/hep.22334. [PMID: 18627005]
  • Tian-Li Yue, Sandhya S Nerurkar, Weike Bao, Beat M Jucker, Lea Sarov-Blat, Klaudia Steplewski, Eliot H Ohlstein, Robert N Willette. In vivo activation of peroxisome proliferator-activated receptor-delta protects the heart from ischemia/reperfusion injury in Zucker fatty rats. The Journal of pharmacology and experimental therapeutics. 2008 May; 325(2):466-74. doi: 10.1124/jpet.107.135327. [PMID: 18287212]
  • Hongfei Ge, Ji-Young Cha, Harini Gopal, Christopher Harp, Xinxin Yu, Joyce J Repa, Cai Li. Differential regulation and properties of angiopoietin-like proteins 3 and 4. Journal of lipid research. 2005 Jul; 46(7):1484-90. doi: 10.1194/jlr.m500005-jlr200. [PMID: 15863837]
  • Tracey L Graham, Claudette Mookherjee, Keith E Suckling, Colin N A Palmer, Lisa Patel. The PPARdelta agonist GW0742X reduces atherosclerosis in LDLR(-/-) mice. Atherosclerosis. 2005 Jul; 181(1):29-37. doi: 10.1016/j.atherosclerosis.2004.12.028. [PMID: 15939051]
  • Lihong Cheng, Guoliang Ding, Qianhong Qin, Yan Xiao, David Woods, Yuqing E Chen, Qinglin Yang. Peroxisome proliferator-activated receptor delta activates fatty acid oxidation in cultured neonatal and adult cardiomyocytes. Biochemical and biophysical research communications. 2004 Jan; 313(2):277-86. doi: 10.1016/j.bbrc.2003.11.127. [PMID: 14684157]