L-165041 (BioDeep_00000412940)

   


代谢物信息卡片


2-(4-(3-(4-Acetyl-3-hydroxy-2-propylphenoxy)propoxy)phenoxy)acetic acid

化学式: C22H26O7 (402.1678446)
中文名称: L-165041
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCC1=C(C=CC(=C1O)C(=O)C)OCCCOC2=CC=C(C=C2)OCC(=O)O
InChI: InChI=1S/C22H26O7/c1-3-5-19-20(11-10-18(15(2)23)22(19)26)28-13-4-12-27-16-6-8-17(9-7-16)29-14-21(24)25/h6-11,26H,3-5,12-14H2,1-2H3,(H,24,25)

描述信息

CONFIDENCE standard compound; INTERNAL_ID 353; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5390; ORIGINAL_PRECURSOR_SCAN_NO 5386
CONFIDENCE standard compound; INTERNAL_ID 353; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5389; ORIGINAL_PRECURSOR_SCAN_NO 5387
CONFIDENCE standard compound; INTERNAL_ID 353; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5422; ORIGINAL_PRECURSOR_SCAN_NO 5420
CONFIDENCE standard compound; INTERNAL_ID 353; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5409; ORIGINAL_PRECURSOR_SCAN_NO 5406
CONFIDENCE standard compound; INTERNAL_ID 353; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5488; ORIGINAL_PRECURSOR_SCAN_NO 5486
CONFIDENCE standard compound; INTERNAL_ID 353; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5414; ORIGINAL_PRECURSOR_SCAN_NO 5413
CONFIDENCE standard compound; INTERNAL_ID 353; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10028; ORIGINAL_PRECURSOR_SCAN_NO 10026
CONFIDENCE standard compound; INTERNAL_ID 353; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10047; ORIGINAL_PRECURSOR_SCAN_NO 10042
CONFIDENCE standard compound; INTERNAL_ID 353; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10073; ORIGINAL_PRECURSOR_SCAN_NO 10069
CONFIDENCE standard compound; INTERNAL_ID 353; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10089; ORIGINAL_PRECURSOR_SCAN_NO 10084
CONFIDENCE standard compound; INTERNAL_ID 353; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10068; ORIGINAL_PRECURSOR_SCAN_NO 10066
CONFIDENCE standard compound; INTERNAL_ID 353; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10106; ORIGINAL_PRECURSOR_SCAN_NO 10104
L-165041 is a cell permeable PPARδ agonist, with Kis of 6 nM and appr 730 nM for PPARδ and PPARγ, respectively, and induces adipocyte differentiation in NIH-PPARδ cells.

同义名列表

3 个代谢物同义名

2-(4-(3-(4-Acetyl-3-hydroxy-2-propylphenoxy)propoxy)phenoxy)acetic acid; L-165041; 4-[3-(4-Acetyl-3-hydroxy-2-propylphenoxy)propoxy]phenoxy-acetic acid



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)

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

  • Sabina Sblano, Carmen Cerchia, Antonio Laghezza, Luca Piemontese, Leonardo Brunetti, Rosalba Leuci, Federica Gilardi, Aurelien Thomas, Massimo Genovese, Alice Santi, Paolo Tortorella, Paolo Paoli, Antonio Lavecchia, Fulvio Loiodice. A chemoinformatics search for peroxisome proliferator-activated receptors ligands revealed a new pan-agonist able to reduce lipid accumulation and improve insulin sensitivity. European journal of medicinal chemistry. 2022 May; 235(?):114240. doi: 10.1016/j.ejmech.2022.114240. [PMID: 35325635]
  • Jesús Alfonso Sánchez Viafara, Gisvani Lopes de Vasconcelos, Renata Maculan, Nadja Gomes Alves, Marcos Brandao Dias Ferreira, Mateus José Sudano, Gisele Zoccal Mingoti, Giovana Barros Nunes, Renato Ribeiro de Lima, Roberti Martins Drumond, Raphael Nunes Dos Santos, Marcos Nogueira Eberlin, Fernanda Negrão, Mariana Aragão M Donato, Christina A Peixoto, José Camisão de Souza. Peroxisome proliferator-activated receptor delta-PPARδ agonist (L-165041) enhances bovine embryo survival and post vitrification viability. Reproduction, fertility, and development. 2022 May; 34(9):658-668. doi: 10.1071/rd21245. [PMID: 35468312]
  • Yu Yang, Yu Zhao, Wenzhen Li, Yuyao Wu, Xin Wang, Yijie Wang, Tingmei Liu, Tinghong Ye, Yongmei Xie, Zhiqiang Cheng, Jun He, Peng Bai, Yiwen Zhang, Liang Ouyang. Emerging targets and potential therapeutic agents in non-alcoholic fatty liver disease treatment. European journal of medicinal chemistry. 2020 Jul; 197(?):112311. doi: 10.1016/j.ejmech.2020.112311. [PMID: 32339855]
  • Letizia Giampietro, Antonio Laghezza, Carmen Cerchia, Rosalba Florio, Lucia Recinella, Fabio Capone, Alessandra Ammazzalorso, Isabella Bruno, Barbara De Filippis, Marialuigia Fantacuzzi, Claudio Ferrante, Cristina Maccallini, Paolo Tortorella, Fabio Verginelli, Luigi Brunetti, Alessandro Cama, Rosa Amoroso, Fulvio Loiodice, Antonio Lavecchia. Novel Phenyldiazenyl Fibrate Analogues as PPAR α/γ/δ Pan-Agonists for the Amelioration of Metabolic Syndrome. ACS medicinal chemistry letters. 2019 Apr; 10(4):545-551. doi: 10.1021/acsmedchemlett.8b00574. [PMID: 30996794]
  • Amar Bahadur Singh, Jingwen Liu. Identification of Hepatic Lysophosphatidylcholine Acyltransferase 3 as a Novel Target Gene Regulated by Peroxisome Proliferator-activated Receptor δ. The Journal of biological chemistry. 2017 01; 292(3):884-897. doi: 10.1074/jbc.m116.743575. [PMID: 27913621]
  • Barbara De Filippis, Pasquale Linciano, Alessandra Ammazzalorso, Carmen Di Giovanni, Marialuigia Fantacuzzi, Letizia Giampietro, Antonio Laghezza, Cristina Maccallini, Paolo Tortorella, Antonio Lavecchia, Fulvio Loiodice, Rosa Amoroso. Structural development studies of PPARs ligands based on tyrosine scaffold. European journal of medicinal chemistry. 2015 Jan; 89(?):817-25. doi: 10.1016/j.ejmech.2014.10.083. [PMID: 25462281]
  • Juan-E Li, Kumi Futawaka, Hiroyuki Yamamoto, Masato Kasahara, Tetsuya Tagami, Tong-Hua Liu, Kenji Moriyama. Cinnamaldehyde Contributes to Insulin Sensitivity by Activating PPARδ, PPARγ, and RXR. The American journal of Chinese medicine. 2015; 43(5):879-92. doi: 10.1142/s0192415x15500512. [PMID: 26227398]
  • Ewa Szalowska, Bart van der Burg, Hai-Yen Man, Peter J M Hendriksen, Ad A C M Peijnenburg. Model steatogenic compounds (amiodarone, valproic acid, and tetracycline) alter lipid metabolism by different mechanisms in mouse liver slices. PloS one. 2014; 9(1):e86795. doi: 10.1371/journal.pone.0086795. [PMID: 24489787]
  • Yao-Jen Liang, Jhin-Hao Jian, Chao-Yi Chen, Chia-Yu Hsu, Chin-Yu Shih, Jyh-Gang Leu. L-165,041, troglitazone and their combination treatment to attenuate high glucose-induced receptor for advanced glycation end products (RAGE) expression. European journal of pharmacology. 2013 Sep; 715(1-3):33-8. doi: 10.1016/j.ejphar.2013.06.026. [PMID: 23831394]
  • Tran Hong Quang, Nguyen Thi Thanh Ngan, Chau Van Minh, Phan Van Kiem, Pham Hai Yen, Bui Huu Tai, Nguyen Xuan Nhiem, Nguyen Phuong Thao, Hoang Le Tuan Anh, Bui Thi Thuy Luyen, Seo Young Yang, Chun Whan Choi, Young Ho Kim. Diarylheptanoid glycosides from Tacca plantaginea and their effects on NF-κB activation and PPAR transcriptional activity. Bioorganic & medicinal chemistry letters. 2012 Nov; 22(21):6681-7. doi: 10.1016/j.bmcl.2012.08.099. [PMID: 23031596]
  • Jin-Hee Park, Kuy-Sook Lee, Hyun-Joung Lim, Hanna Kim, Hyun-Jeong Kwak, Hyun-Young Park. The PPARδ ligand L-165041 inhibits VEGF-induced angiogenesis, but the antiangiogenic effect is not related to PPARδ. Journal of cellular biochemistry. 2012 Jun; 113(6):1947-54. doi: 10.1002/jcb.24063. [PMID: 22234939]
  • Sabeera Bonala, Sudarsanareddy Lokireddy, Harikumar Arigela, Serena Teng, Walter Wahli, Mridula Sharma, Craig McFarlane, Ravi Kambadur. Peroxisome proliferator-activated receptor β/δ induces myogenesis by modulating myostatin activity. The Journal of biological chemistry. 2012 Apr; 287(16):12935-51. doi: 10.1074/jbc.m111.319145. [PMID: 22362769]
  • H-T Wu, C-T Chen, K-C Cheng, Y-X Li, C-H Yeh, J-T Cheng. Pharmacological activation of peroxisome proliferator-activated receptor δ improves insulin resistance and hepatic steatosis in high fat diet-induced diabetic mice. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2011 Aug; 43(9):631-5. doi: 10.1055/s-0031-1280781. [PMID: 21725906]
  • Yao-Jen Liang, Siang-An Chen, Jhih-Hao Jian. Peroxisome proliferator-activated receptor δ downregulates the expression of the receptor for advanced glycation end products and pro-inflammatory cytokines in the kidney of streptozotocin-induced diabetic mice. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2011 May; 43(1-2):65-70. doi: 10.1016/j.ejps.2011.03.011. [PMID: 21458563]
  • Markus Meissner, Barbara Berlinski, Monika Doll, Igor Hrgovic, Vesselina Laubach, Gabi Reichenbach, Stefan Kippenberger, Jens Gille, Roland Kaufmann. AP1-dependent repression of TGFα-mediated MMP9 upregulation by PPARδ agonists in keratinocytes. Experimental dermatology. 2011 May; 20(5):425-9. doi: 10.1111/j.1600-0625.2011.01253.x. [PMID: 21496113]
  • M Schuster, C C Zouboulis, F Ochsendorf, J Müller, D Thaçi, A Bernd, R Kaufmann, S Kippenberger. Peroxisome proliferator-activated receptor activators protect sebocytes from apoptosis: a new treatment modality for acne?. The British journal of dermatology. 2011 Jan; 164(1):182-6. doi: 10.1111/j.1365-2133.2010.10037.x. [PMID: 21091942]
  • Yao-Jen Liang, Jhin-Hao Jian, Yuan-Chun Liu, Shiow-Jen Juang, Kou-Gi Shyu, Ling-Ping Lai, Bao-Wei Wang, Jyh-Gang Leu. Advanced glycation end products-induced apoptosis attenuated by PPARdelta activation and epigallocatechin gallate through NF-kappaB pathway in human embryonic kidney cells and human mesangial cells. Diabetes/metabolism research and reviews. 2010 Jul; 26(5):406-16. doi: 10.1002/dmrr.1100. [PMID: 20583309]
  • Y H Yu, P H Wang, W T K Cheng, H J Mersmann, S C Wu, S T Ding. Porcine peroxisome proliferator-activated receptor delta mediates the lipolytic effects of dietary fish oil to reduce body fat deposition. Journal of animal science. 2010 Jun; 88(6):2009-18. doi: 10.2527/jas.2009-2597. [PMID: 20190170]
  • Hyun-Joung Lim, Jin-Hee Park, Seahyoung Lee, Hye-Eun Choi, Kuy-Sook Lee, Hyun-Young Park. PPARdelta ligand L-165041 ameliorates Western diet-induced hepatic lipid accumulation and inflammation in LDLR-/- mice. European journal of pharmacology. 2009 Nov; 622(1-3):45-51. doi: 10.1016/j.ejphar.2009.09.002. [PMID: 19766624]
  • B Chopra, N T Georgopoulos, A Nicholl, J Hinley, M B Oleksiewicz, J Southgate. Structurally diverse peroxisome proliferator-activated receptor agonists induce apoptosis in human uro-epithelial cells by a receptor-independent mechanism involving store-operated calcium channels. Cell proliferation. 2009 Oct; 42(5):688-700. doi: 10.1111/j.1365-2184.2009.00628.x. [PMID: 19614673]
  • Maoyin Pang, Suzanne M de la Monte, Lisa Longato, Ming Tong, Jiman He, Rajeeve Chaudhry, Kevin Duan, Jiyun Ouh, Jack R Wands. PPARdelta agonist attenuates alcohol-induced hepatic insulin resistance and improves liver injury and repair. Journal of hepatology. 2009 Jun; 50(6):1192-201. doi: 10.1016/j.jhep.2009.01.021. [PMID: 19398227]
  • Hyun-Joung Lim, Seahyoung Lee, Jin-Hee Park, Kuy-Sook Lee, Hye-Eun Choi, Kyung-Sook Chung, Hyoung-Hee Lee, Hyun-Young Park. PPAR delta agonist L-165041 inhibits rat vascular smooth muscle cell proliferation and migration via inhibition of cell cycle. Atherosclerosis. 2009 Feb; 202(2):446-54. doi: 10.1016/j.atherosclerosis.2008.05.023. [PMID: 18585719]
  • Kiyomi Tsuji, Susumu Mitsutake, Urara Yokose, Masako Sugiura, Takafumi Kohama, Yasuyuki Igarashi. Role of ceramide kinase in peroxisome proliferator-activated receptor beta-induced cell survival of mouse keratinocytes. The FEBS journal. 2008 Aug; 275(15):3815-26. doi: 10.1111/j.1742-4658.2008.06527.x. [PMID: 18565104]
  • Corinne Pellieux, Christophe Montessuit, Irène Papageorgiou, René Lerch. Inactivation of peroxisome proliferator-activated receptor isoforms alpha, beta/delta, and gamma mediate distinct facets of hypertrophic transformation of adult cardiac myocytes. Pflugers Archiv : European journal of physiology. 2007 Dec; 455(3):443-54. doi: 10.1007/s00424-007-0297-0. [PMID: 17643263]
  • Johanna A Jörgensen, Damir Zadravec, Anders Jacobsson. Norepinephrine and rosiglitazone synergistically induce Elovl3 expression in brown adipocytes. American journal of physiology. Endocrinology and metabolism. 2007 Nov; 293(5):E1159-68. doi: 10.1152/ajpendo.00213.2007. [PMID: 17726147]
  • Pieter de Lange, Anna Feola, Maurizio Ragni, Rosalba Senese, Maria Moreno, Assunta Lombardi, Elena Silvestri, Ramon Amat, Francesc Villarroya, Fernando Goglia, Antonia Lanni. Differential 3,5,3'-triiodothyronine-mediated regulation of uncoupling protein 3 transcription: role of Fatty acids. Endocrinology. 2007 Aug; 148(8):4064-72. doi: 10.1210/en.2007-0206. [PMID: 17478558]
  • Jun-Ichi Kasuga, Izumi Nakagome, Atsushi Aoyama, Kumiko Sako, Michiyasu Ishizawa, Michitaka Ogura, Makoto Makishima, Shuichi Hirono, Yuichi Hashimoto, Hiroyuki Miyachi. Design, synthesis, and evaluation of potent, structurally novel peroxisome proliferator-activated receptor (PPAR) delta-selective agonists. Bioorganic & medicinal chemistry. 2007 Aug; 15(15):5177-90. doi: 10.1016/j.bmc.2007.05.023. [PMID: 17532641]
  • Rinke Stienstra, Stéphane Mandard, Nguan Soon Tan, Walter Wahli, Christian Trautwein, Terrilyn A Richardson, Elgin Lichtenauer-Kaligis, Sander Kersten, Michael Müller. The Interleukin-1 receptor antagonist is a direct target gene of PPARalpha in liver. Journal of hepatology. 2007 May; 46(5):869-77. doi: 10.1016/j.jhep.2006.11.019. [PMID: 17321000]
  • S Mandard, R Stienstra, P Escher, N S Tan, I Kim, F J Gonzalez, W Wahli, B Desvergne, M Müller, S Kersten. Glycogen synthase 2 is a novel target gene of peroxisome proliferator-activated receptors. Cellular and molecular life sciences : CMLS. 2007 May; 64(9):1145-57. doi: 10.1007/s00018-007-7006-1. [PMID: 17437057]
  • Endre Dyrøy, Therese H Røst, Reidar J Pettersen, Bente Halvorsen, Oddrun A Gudbrandsen, Thor Ueland, Ziad Muna, Fredrik Müller, Jan E Nordrehaug, Pål Aukrust, Rolf K Berge. Tetradecylselenoacetic acid, a PPAR ligand with antioxidant, antiinflammatory, and hypolipidemic properties. Arteriosclerosis, thrombosis, and vascular biology. 2007 Mar; 27(3):628-34. doi: 10.1161/01.atv.0000255950.70774.d5. [PMID: 17185614]
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  • Mireia Jové, Juan C Laguna, Manuel Vázquez-Carrera. Agonist-induced activation releases peroxisome proliferator-activated receptor beta/delta from its inhibition by palmitate-induced nuclear factor-kappaB in skeletal muscle cells. Biochimica et biophysica acta. 2005 May; 1734(1):52-61. doi: 10.1016/j.bbalip.2005.02.002. [PMID: 15866483]
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  • Karine Hellemans, Krista Rombouts, Erik Quartier, Andrea S Dittié, Andreas Knorr, Liliane Michalik, Vera Rogiers, Frans Schuit, Walter Wahli, Andrea Geerts. PPARbeta regulates vitamin A metabolism-related gene expression in hepatic stellate cells undergoing activation. Journal of lipid research. 2003 Feb; 44(2):280-95. doi: 10.1194/jlr.m200376-jlr200. [PMID: 12576510]
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