{4-[({2-[3-Fluoro-4-(Trifluoromethyl)phenyl]-4-Methyl-1,3-Thiazol-5-Yl}methyl)sulfanyl]-2-Methylphenoxy}acetic Acid (BioDeep_00000010796)

 

Secondary id: BioDeep_00001871658

human metabolite blood metabolite


代谢物信息卡片


2-{4-[({2-[3-fluoro-4-(trifluoromethyl)phenyl]-4-methyl-1,3-thiazol-5-yl}methyl)sulphanyl]-2-methylphenoxy}acetic acid

化学式: C21H17F4NO3S2 (471.0586)
中文名称: GW0742
谱图信息: 最多检出来源 Homo sapiens(blood) 4.4%

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

CONFIDENCE standard compound; INTERNAL_ID 1372; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10481; ORIGINAL_PRECURSOR_SCAN_NO 10479
CONFIDENCE standard compound; INTERNAL_ID 1372; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10494; ORIGINAL_PRECURSOR_SCAN_NO 10490
CONFIDENCE standard compound; INTERNAL_ID 1372; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10524; ORIGINAL_PRECURSOR_SCAN_NO 10520
CONFIDENCE standard compound; INTERNAL_ID 1372; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10518; ORIGINAL_PRECURSOR_SCAN_NO 10516
CONFIDENCE standard compound; INTERNAL_ID 1372; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10469; ORIGINAL_PRECURSOR_SCAN_NO 10466
CONFIDENCE standard compound; INTERNAL_ID 1372; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10519; ORIGINAL_PRECURSOR_SCAN_NO 10516
CONFIDENCE standard compound; INTERNAL_ID 1372; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5241; ORIGINAL_PRECURSOR_SCAN_NO 5238
CONFIDENCE standard compound; INTERNAL_ID 1372; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5267; ORIGINAL_PRECURSOR_SCAN_NO 5265
CONFIDENCE standard compound; INTERNAL_ID 1372; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5258; ORIGINAL_PRECURSOR_SCAN_NO 5256
CONFIDENCE standard compound; INTERNAL_ID 1372; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5274; ORIGINAL_PRECURSOR_SCAN_NO 5271
CONFIDENCE standard compound; INTERNAL_ID 1372; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5266; ORIGINAL_PRECURSOR_SCAN_NO 5264
CONFIDENCE standard compound; INTERNAL_ID 1372; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5246; ORIGINAL_PRECURSOR_SCAN_NO 5244
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

11 个代谢物同义名

2-{4-[({2-[3-fluoro-4-(trifluoromethyl)phenyl]-4-methyl-1,3-thiazol-5-yl}methyl)sulphanyl]-2-methylphenoxy}acetic acid; 2-{4-[({2-[3-fluoro-4-(trifluoromethyl)phenyl]-4-methyl-1,3-thiazol-5-yl}methyl)sulfanyl]-2-methylphenoxy}acetic acid; {4-[({2-[3-Fluoro-4-(Trifluoromethyl)phenyl]-4-Methyl-1,3-Thiazol-5-Yl}methyl)sulfanyl]-2-Methylphenoxy}acetic Acid; 2-{4-[({2-[3-fluoro-4-(trifluoromethyl)phenyl]-4-methyl-1,3-thiazol-5-yl}methyl)sulphanyl]-2-methylphenoxy}acetate; 2-{4-[({2-[3-fluoro-4-(trifluoromethyl)phenyl]-4-methyl-1,3-thiazol-5-yl}methyl)sulfanyl]-2-methylphenoxy}acetate; 4-[({2-[3-fluoro-4-(trifluoromethyl)phenyl]-4-methyl-1,3-thiazol-5-yl}methyl)sulfanyl]-2-methylphenoxyacetic acid; [4-[[[2-[3-fluoro-4-(trifluoromethyl)phenyl]-4-methyl-5-thiazolyl]methyl]thio]-2-methyl phenoxy]-acetic acid; GW 0742; GW0742; GW610742; GW 0742



数据库引用编号

26 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)

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
Cytoplasm 7 AKT1, BCL2, NOS2, NOS3, PPARG, PTGS2, VDR
Peripheral membrane protein 1 PTGS2
Endoplasmic reticulum membrane 2 BCL2, PTGS2
Nucleus 11 AKT1, BCL2, FASLG, MPO, NOS2, NOS3, PPARA, PPARD, PPARG, PPARGC1A, VDR
cytosol 7 AKT1, BCL2, NOS2, NOS3, PPARG, PPARGC1A, VDR
nucleoplasm 9 AKT1, MPO, NOS2, NOS3, PPARA, PPARD, PPARG, PPARGC1A, VDR
RNA polymerase II transcription regulator complex 2 PPARG, VDR
Cell membrane 3 AKT1, FASLG, TNF
lamellipodium 1 AKT1
cell cortex 1 AKT1
cell surface 1 TNF
glutamatergic synapse 1 AKT1
Golgi apparatus 1 NOS3
Golgi membrane 2 INS, NOS3
neuronal cell body 1 TNF
postsynapse 1 AKT1
Cytoplasm, cytosol 1 NOS2
Lysosome 1 MPO
plasma membrane 5 AKT1, FASLG, NOS2, NOS3, TNF
Membrane 3 AKT1, BCL2, FASLG
caveola 3 FASLG, NOS3, PTGS2
extracellular exosome 2 FASLG, MPO
endoplasmic reticulum 2 BCL2, PTGS2
extracellular space 9 ANGPTL4, CCL2, FASLG, IL10, IL17A, IL6, INS, MPO, TNF
lysosomal lumen 1 FASLG
perinuclear region of cytoplasm 4 FASLG, NOS2, NOS3, PPARG
mitochondrion 2 BCL2, PDK4
protein-containing complex 3 AKT1, BCL2, PTGS2
intracellular membrane-bounded organelle 2 MPO, PPARG
Microsome membrane 1 PTGS2
Secreted 7 ANGPTL4, CCL2, FASLG, IL10, IL17A, IL6, INS
extracellular region 9 ANGPTL4, CCL2, FASLG, IL10, IL17A, IL6, INS, MPO, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
Mitochondrion matrix 1 PDK4
mitochondrial matrix 1 PDK4
Cytoplasmic vesicle lumen 1 FASLG
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 3 FASLG, IL17A, TNF
Secreted, extracellular space, extracellular matrix 1 ANGPTL4
microtubule cytoskeleton 1 AKT1
Cytoplasm, P-body 2 NOS2, NOS3
P-body 2 NOS2, NOS3
cell-cell junction 1 AKT1
recycling endosome 1 TNF
Single-pass type II membrane protein 2 FASLG, TNF
vesicle 1 AKT1
Cytoplasm, perinuclear region 1 NOS2
Membrane raft 1 TNF
pore complex 1 BCL2
spindle 1 AKT1
Peroxisome 1 NOS2
peroxisomal matrix 1 NOS2
Nucleus, PML body 1 PPARGC1A
PML body 1 PPARGC1A
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
collagen-containing extracellular matrix 1 ANGPTL4
secretory granule 1 MPO
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 2 PPARG, VDR
neuron projection 1 PTGS2
ciliary basal body 1 AKT1
chromatin 5 PPARA, PPARD, PPARG, PPARGC1A, VDR
phagocytic cup 1 TNF
cytoskeleton 1 NOS3
blood microparticle 1 ANGPTL4
endosome lumen 1 INS
Cytoplasm, Stress granule 1 NOS3
cytoplasmic stress granule 1 NOS3
myelin sheath 1 BCL2
azurophil granule 1 MPO
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 IL6, INS, PTGS2
endocytic vesicle membrane 1 NOS3
transport vesicle 1 INS
azurophil granule lumen 1 MPO
Lysosome lumen 1 FASLG
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
phagocytic vesicle lumen 1 MPO
[Isoform 1]: Nucleus 1 PPARGC1A
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
cortical cytoskeleton 1 NOS2
interleukin-6 receptor complex 1 IL6
BAD-BCL-2 complex 1 BCL2
[Tumor necrosis factor ligand superfamily member 6, soluble form]: Secreted 1 FASLG
[FasL intracellular domain]: Nucleus 1 FASLG
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
[Isoform B4]: Nucleus 1 PPARGC1A
[Isoform B4-8a]: Cytoplasm 1 PPARGC1A
[Isoform B5]: Nucleus 1 PPARGC1A
[Isoform 9]: Nucleus 1 PPARGC1A


文献列表

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  • 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]
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  • 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]
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  • 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]
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  • 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]
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  • 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]
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  • 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]
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  • 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]