2-Chloro-5-nitro-N-phenylbenzamide (BioDeep_00000010797)

 

Secondary id: BioDeep_00001871442

human metabolite blood metabolite


代谢物信息卡片


2-Chloro-5-nitro-N-phenylbenzene-1-carboximidate

化学式: C13H9ClN2O3 (276.0301674)
中文名称: 2-氯-5-硝基-N-苯基苯酰胺
谱图信息: 最多检出来源 Homo sapiens(blood) 11.11%

分子结构信息

SMILES: C1=CC=C(C=C1)NC(=O)C2=C(C=CC(=C2)[N+](=O)[O-])Cl
InChI: InChI=1S/C13H9ClN2O3/c14-12-7-6-10(16(18)19)8-11(12)13(17)15-9-4-2-1-3-5-9/h1-8H,(H,15,17)

描述信息

CONFIDENCE standard compound; INTERNAL_ID 929; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4257; ORIGINAL_PRECURSOR_SCAN_NO 4255
CONFIDENCE standard compound; INTERNAL_ID 929; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3923; ORIGINAL_PRECURSOR_SCAN_NO 3921
CONFIDENCE standard compound; INTERNAL_ID 929; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4307; ORIGINAL_PRECURSOR_SCAN_NO 4305
CONFIDENCE standard compound; INTERNAL_ID 929; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3920; ORIGINAL_PRECURSOR_SCAN_NO 3918
GW9662 is a potent and selective PPARγ antagonist with an IC50 of 3.3 nM, showing 10 and 1000-fold selectivity over PPARα and PPARδ, respectively.

同义名列表

5 个代谢物同义名

2-Chloro-5-nitro-N-phenylbenzene-1-carboximidate; 2-Chloro-5-nitro-N-phenylbenzamide; 2-Chloro-5-nitrobenzanilide; GW 9662; GW9662



数据库引用编号

17 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。



文献列表

  • Jiajia Liao, Lingyun Fu, Shidie Tai, Yini Xu, Shengquan Wang, Linlin Guo, Die Guo, Youqi Du, Jinggang He, Hong Yang, Xiaoxia Hu, Ling Tao, Xiangchun Shen. Essential oil from Fructus Alpiniae zerumbet ameliorates vascular endothelial cell senescence in diabetes by regulating PPAR-γ signalling: A 4D label-free quantitative proteomics and network pharmacology study. Journal of ethnopharmacology. 2024 Mar; 321(?):117550. doi: 10.1016/j.jep.2023.117550. [PMID: 38065350]
  • Yang Yang, Yue Tao, Rongyi Yang, Xiaodong Yi, Guanyu Zhong, Yanyan Gu, Ying Zhang. Ca2+ homeostasis imbalance induced by Pparg: A key factor in di (2-ethylhexyl) phthalate (DEHP)-induced cardiac dysfunction in zebrafish larvae. The Science of the total environment. 2024 Jan; ?(?):170436. doi: 10.1016/j.scitotenv.2024.170436. [PMID: 38281650]
  • Fernanda Frederico Gava, Raquel Jaconi De Carli, Solange Stork, Lucineia Gainski Danielski, Sandra Bonfante, Larissa Joaquim, Kiuanne Lino Lobo Metzker, Khiany Mathias, David Santos, Guilherme Darós, Marina Goulart, Rafael Mariano de Bitencourt, Josiane Somariva Prophiro, Cinara Ludvig Gonçalves, Jaqueline Generoso, Tatiana Barichello, Fabricia Petronilho. Cannabidiol effect on long-term brain alterations in septic rats: Involvement of PPARγ activation. Brain research. 2024 Jan; 1828(?):148771. doi: 10.1016/j.brainres.2024.148771. [PMID: 38242525]
  • Jing Xiao, Huanyu Xiang, Hongyan Xiang, Zilin Sun, Jing Xu, Hong Ren, Peng Hu, Mingli Peng. GW9662 ameliorates nonalcoholic steatohepatitis by inhibiting the PPARγ/CD36 pathway and altering the gut microbiota. European journal of pharmacology. 2023 Oct; ?(?):176113. doi: 10.1016/j.ejphar.2023.176113. [PMID: 37838102]
  • Qian Zeng, Ting-Ting Zhou, Wen-Jie Huang, Xiao-Ting Huang, Lei Huang, Xiao-Hua Zhang, Xiao-Xue Sang, Yu-Yang Luo, Yu-Mei Tian, Bin Wu, Lin Liu, Zi-Qiang Luo, Bin He, Wei Liu, Si-Yuan Tang. Asarinin attenuates bleomycin-induced pulmonary fibrosis by activating PPARγ. Scientific reports. 2023 09; 13(1):14706. doi: 10.1038/s41598-023-41933-5. [PMID: 37679587]
  • Xiangbao Meng, Yuan Zhang, Zongyang Li, Guoxu Ma, Xiejun Zhang, Di Zhang, Weiwei Cao, Sicen Wang, Qian Cai, Ping Cui, Guodong Huang. Increasing brain glucose uptake by Gypenoside LXXV ameliorates cognitive deficits in a mouse model of diabetic Alzheimer's disease. Phytotherapy research : PTR. 2023 Feb; 37(2):611-626. doi: 10.1002/ptr.7639. [PMID: 36325883]
  • Faisal K Alkholifi, Sushma Devi, Hasan S Yusufoglu, Aftab Alam. The Cardioprotective Effect of Corosolic Acid in the Diabetic Rats: A Possible Mechanism of the PPAR-γ Pathway. Molecules (Basel, Switzerland). 2023 Jan; 28(3):. doi: 10.3390/molecules28030929. [PMID: 36770602]
  • Douglas L Orsi, Steven J Ferrara, Stephan Siegel, Anders Friberg, Léa Bouché, Elisabeth Pook, Philip Lienau, Joseph P Bluck, Christopher T Lemke, Gizem Akcay, Timo Stellfeld, Hanna Meyer, Vera Pütter, Simon J Holton, Daniel Korr, Isabel Jerchel-Furau, Constantia Pantelidou, Craig A Strathdee, Matthew Meyerson, Knut Eis, Jonathan T Goldstein. Discovery and characterization of orally bioavailable 4-chloro-6-fluoroisophthalamides as covalent PPARG inverse-agonists. Bioorganic & medicinal chemistry. 2023 01; 78(?):117130. doi: 10.1016/j.bmc.2022.117130. [PMID: 36542958]
  • Anja Baumann, Katharina Burger, Annette Brandt, Raphaela Staltner, Finn Jung, Dragana Rajcic, Maria Jose Lorenzo Pisarello, Ina Bergheim. GW9662, a peroxisome proliferator-activated receptor gamma antagonist, attenuates the development of non-alcoholic fatty liver disease. Metabolism: clinical and experimental. 2022 08; 133(?):155233. doi: 10.1016/j.metabol.2022.155233. [PMID: 35654114]
  • Muneera Waheed Alfarhan, Heba Al-Hussaini, Narayana Kilarkaje. Role of PPAR-γ in diabetes-induced testicular dysfunction, oxidative DNA damage and repair in leptin receptor-deficient obese type 2 diabetic mice. Chemico-biological interactions. 2022 Jul; 361(?):109958. doi: 10.1016/j.cbi.2022.109958. [PMID: 35472412]
  • Xiangbao Meng, Yuan Zhang, Zongyang Li, Jinxian Hu, Di Zhang, Weiwei Cao, Min Li, Guoxu Ma, Sicen Wang, Ping Cui, Qian Cai, Guodong Huang. A novel natural PPARγ agonist, Gypenoside LXXV, ameliorates cognitive deficits by enhancing brain glucose uptake via the activation of Akt/GLUT4 signaling in db/db mice. Phytotherapy research : PTR. 2022 Apr; 36(4):1770-1784. doi: 10.1002/ptr.7413. [PMID: 35192202]
  • Stacey Herriage, Guangping Chen, Carey Pope. Concentration-dependent effects of chlorpyrifos oxon on peroxisome proliferator-activated receptor signaling in MCF-7 cells. Toxicology in vitro : an international journal published in association with BIBRA. 2022 Feb; 78(?):105268. doi: 10.1016/j.tiv.2021.105268. [PMID: 34756920]
  • X Qi, W Lin, Y Wu, Q Li, X Zhou, H Li, Q Xiao, Y Wang, B Shao, Q Yuan. CBD Promotes Oral Ulcer Healing via Inhibiting CMPK2-Mediated Inflammasome. Journal of dental research. 2022 02; 101(2):206-215. doi: 10.1177/00220345211024528. [PMID: 34269108]
  • Zeyu Li, Tong Liu, Yang Feng, Yingmu Tong, Yifan Jia, Cong Wang, Ruixia Cui, Kai Qu, Chang Liu, Jingyao Zhang. PPARγ Alleviates Sepsis-Induced Liver Injury by Inhibiting Hepatocyte Pyroptosis via Inhibition of the ROS/TXNIP/NLRP3 Signaling Pathway. Oxidative medicine and cellular longevity. 2022; 2022(?):1269747. doi: 10.1155/2022/1269747. [PMID: 35136484]
  • Yuvaraj Sivamani, Dhivya Shanmugarajan, T Durai Ananda Kumar, Syed Faizan, Bhavya Channappa, Namburu Lalitha Naishima, B R Prashantha Kumar. A promising in silico protocol to develop novel PPARγ antagonists as potential anticancer agents: Design, synthesis and experimental validation via PPARγ protein activity and competitive binding assay. Computational biology and chemistry. 2021 Dec; 95(?):107600. doi: 10.1016/j.compbiolchem.2021.107600. [PMID: 34794076]
  • Qingzhong Hua, Xiaoting Huang, Weixi Xie, Feiyan Zhao, Haipeng Cheng, Ziqiang Luo, Jianzhong Han, Zun Wang, Qian Zeng, Miao Lin, Tingting Zhou, Jialu Zhang, Can Gu, Wei Liu, Siyuan Tang. PPARγ mediates the anti-pulmonary fibrosis effect of icaritin. Toxicology letters. 2021 Oct; 350(?):81-90. doi: 10.1016/j.toxlet.2021.06.014. [PMID: 34153405]
  • May A Abd El Fattah, Yasmine A Abdelhamid, Mohammed F Elyamany, Osama A Badary, Ola A Heikal. Rice Bran Extract Protected against LPS-Induced Neuroinflammation in Mice through Targeting PPAR-γ Nuclear Receptor. Molecular neurobiology. 2021 Apr; 58(4):1504-1516. doi: 10.1007/s12035-020-02196-7. [PMID: 33205365]
  • Serena Stopponi, Yannick Fotio, Carlo Cifani, Hongwu Li, Carolina L Haass-Koffler, Nazzareno Cannella, Gregory Demopulos, George Gaitanaris, Roberto Ciccocioppo. Andrographis paniculata and Its Main Bioactive Ingredient Andrographolide Decrease Alcohol Drinking and Seeking in Rats Through Activation of Nuclear PPARγ Pathway. Alcohol and alcoholism (Oxford, Oxfordshire). 2021 Feb; 56(2):240-249. doi: 10.1093/alcalc/agaa136. [PMID: 33401299]
  • Jinlei Liu, Yao Sun, Hongwei Zheng, Jing Wang, Lili Liu, Bing Song, Haoqiang Zhang. Emodin Attenuated the Kidney Damage of High-Fat-Diet Mice via the Upregulation of Glucagon-Like Peptide-1 Receptor. BioMed research international. 2021; 2021(?):6662704. doi: 10.1155/2021/6662704. [PMID: 34159197]
  • Corena V Grant, Shengxin Cai, April L Risinger, Huiyun Liang, Barry R O'Keefe, John G Doench, Robert H Cichewicz, Susan L Mooberry. CRISPR-Cas9 Genome-Wide Knockout Screen Identifies Mechanism of Selective Activity of Dehydrofalcarinol in Mesenchymal Stem-like Triple-Negative Breast Cancer Cells. Journal of natural products. 2020 10; 83(10):3080-3092. doi: 10.1021/acs.jnatprod.0c00642. [PMID: 33021790]
  • Haifa Xia, Yangyang Ge, Fuquan Wang, Yu Ming, Zhouyang Wu, Jingxu Wang, Shujun Sun, Shiqian Huang, Ming Chen, Weimin Xiao, Shanglong Yao. Protectin DX ameliorates inflammation in sepsis-induced acute lung injury through mediating PPARγ/NF-κB pathway. Immunologic research. 2020 10; 68(5):280-288. doi: 10.1007/s12026-020-09151-7. [PMID: 32845434]
  • Hao Fan, Jing-Wen Yang, Jin Huang, Lu Wang, Na-Na Yang, Jian-Feng Tu, Cun-Zhi Liu. Peroxisome proliferator-activated receptor-γ mediates the antihypertensive effects of acupuncture in spontaneously hypertensive rats. Neuroreport. 2020 09; 31(13):952-958. doi: 10.1097/wnr.0000000000001496. [PMID: 32568773]
  • Side Gao, Bing Hua, Qingbo Liu, Huirong Liu, Weiping Li, Hongwei Li. Role of peroxisome proliferators-activated receptor-gamma in advanced glycation end product-mediated functional loss of voltage-gated potassium channel in rat coronary arteries. BMC cardiovascular disorders. 2020 07; 20(1):337. doi: 10.1186/s12872-020-01613-y. [PMID: 32664860]
  • Martin Schubert, Stefanie Becher, Maria Wallert, Marten B Maeß, Masoumeh Abhari, Knut Rennert, Alexander S Mosig, Silke Große, Regine Heller, Michael Grün, Stefan Lorkowski. The Peroxisome Proliferator-Activated Receptor (PPAR)-γ Antagonist 2-Chloro-5-Nitro-N-Phenylbenzamide (GW9662) Triggers Perilipin 2 Expression via PPARδ and Induces Lipogenesis and Triglyceride Accumulation in Human THP-1 Macrophages. Molecular pharmacology. 2020 03; 97(3):212-225. doi: 10.1124/mol.119.117887. [PMID: 31871304]
  • Zhi-Hao Zhang, Jun-Qiu He, Ying-Yong Zhao, Hua-Chao Chen, Ning-Hua Tan. Asiatic acid prevents renal fibrosis in UUO rats via promoting the production of 15d-PGJ2, an endogenous ligand of PPAR-γ. Acta pharmacologica Sinica. 2020 Mar; 41(3):373-382. doi: 10.1038/s41401-019-0319-4. [PMID: 31705123]
  • Ze-Fen Wang, Jie Li, Chao Ma, Chong Huang, Zhi-Qiang Li. Telmisartan ameliorates Aβ oligomer-induced inflammation via PPARγ/PTEN pathway in BV2 microglial cells. Biochemical pharmacology. 2020 01; 171(?):113674. doi: 10.1016/j.bcp.2019.113674. [PMID: 31634455]
  • Lianying Zhang, Weijie Sun, Xiaoyu Duan, Yishuang Duan, Hongwen Sun. Promoting differentiation and lipid metabolism are the primary effects for DINP exposure on 3T3-L1 preadipocytes. Environmental pollution (Barking, Essex : 1987). 2019 Dec; 255(Pt 1):113154. doi: 10.1016/j.envpol.2019.113154. [PMID: 31546122]
  • Lamei Yu, Weijian Li, Byung Mun Park, Gi-Ja Lee, Suhn Hee Kim. Hypoxia augments NaHS-induced ANP secretion via KATP channel, HIF-1α and PPAR-γ pathway. Peptides. 2019 11; 121(?):170123. doi: 10.1016/j.peptides.2019.170123. [PMID: 31386893]
  • Shumei Ding, Jiajun Huang, Hongmei Qiu, Rongchun Chen, Jie Zhang, Bo Huang, Oumei Cheng, Qingsong Jiang. Effects of PPARs/20-HETE on the renal impairment under diabetic conditions. Experimental cell research. 2019 09; 382(1):111455. doi: 10.1016/j.yexcr.2019.05.036. [PMID: 31163124]
  • Vafa Baradaran Rahimi, Vahid Reza Askari, Seyed Hadi Mousavi. Ellagic acid dose and time-dependently abrogates d-galactose-induced animal model of aging: Investigating the role of PPAR-γ. Life sciences. 2019 Sep; 232(?):116595. doi: 10.1016/j.lfs.2019.116595. [PMID: 31238053]
  • Haiqin Fang, Weiting Fang, Hanwen Cao, Sha Luo, Jingdong Cong, Sana Liu, Feng Pan, Xudong Jia. Di-(2-ethylhexyl)-phthalate induces apoptosis via the PPARγ/PTEN/AKT pathway in differentiated human embryonic stem cells. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2019 Sep; 131(?):110552. doi: 10.1016/j.fct.2019.05.060. [PMID: 31163220]
  • Jun Liu, Tao Tang, Guo-Dong Wang, Bo Liu. LncRNA-H19 promotes hepatic lipogenesis by directly regulating miR-130a/PPARγ axis in non-alcoholic fatty liver disease. Bioscience reports. 2019 07; 39(7):. doi: 10.1042/bsr20181722. [PMID: 31064820]
  • Chi-Hsin Lin, Li-Ya Liao, Tsung-Ying Yang, Yi-Jyun Chang, Chia-Wen Tung, Shih-Lan Hsu, Chi-Mei Hsueh. Microglia-Derived Adiposomes are Potential Targets for the Treatment of Ischemic Stroke. Cellular and molecular neurobiology. 2019 Jul; 39(5):591-604. doi: 10.1007/s10571-019-00665-9. [PMID: 30852719]
  • Sungjin Ahn, Seungchan An, Moonyoung Lee, Eunyoung Lee, Jeong Joo Pyo, Jeong Hyeon Kim, Min Won Ki, Sun Hee Jin, Jaehyoun Ha, Minsoo Noh. A long-wave UVA filter avobenzone induces obesogenic phenotypes in normal human epidermal keratinocytes and mesenchymal stem cells. Archives of toxicology. 2019 07; 93(7):1903-1915. doi: 10.1007/s00204-019-02462-1. [PMID: 31016361]
  • Yuki Utsugi, Hirona Kobuchi, Yukio Kawamura, Ahmed Salahelden Aboelhamd Atito, Masaya Nagao, Hiroko Isoda, Yusaku Miyamae. Importance of the Proximity and Orientation of Ligand-Linkage to the Design of Cinnamate-GW9662 Hybrid Compounds as Covalent PPARγ Agonists. Molecules (Basel, Switzerland). 2019 May; 24(10):. doi: 10.3390/molecules24102019. [PMID: 31137814]
  • Songtao Cheng, Kaiyu Qian, Yejinpeng Wang, Gang Wang, Xuefeng Liu, Yu Xiao, Xinghuan Wang. PPARγ inhibition regulates the cell cycle, proliferation and motility of bladder cancer cells. Journal of cellular and molecular medicine. 2019 05; 23(5):3724-3736. doi: 10.1111/jcmm.14280. [PMID: 30912275]
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  • Yi Li, Nian Wang, Yongfang Jiang. Geraniol protects against lipopolysaccharide and D-galactosamine-induced fulminant hepatic failure by activating PPARγ. Microbial pathogenesis. 2019 Mar; 128(?):7-12. doi: 10.1016/j.micpath.2018.11.054. [PMID: 30550845]
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  • Yuanyou Li, Ziyan Yin, Yewei Dong, Shuqi Wang, Óscar Monroig, Douglas R Tocher, Cuihong You. Pparγ Is Involved in the Transcriptional Regulation of Liver LC-PUFA Biosynthesis by Targeting the Δ6Δ5 Fatty Acyl Desaturase Gene in the Marine Teleost Siganus canaliculatus. Marine biotechnology (New York, N.Y.). 2019 Feb; 21(1):19-29. doi: 10.1007/s10126-018-9854-0. [PMID: 30206714]
  • Francesca Felicia Caputi, Laura Rullo, Elio Acquas, Roberto Ciccocioppo, Sanzio Candeletti, Patrizia Romualdi. Evidence of a PPARγ-mediated mechanism in the ability of Withania somnifera to attenuate tolerance to the antinociceptive effects of morphine. Pharmacological research. 2019 01; 139(?):422-430. doi: 10.1016/j.phrs.2018.11.033. [PMID: 30503841]
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  • Mohammad Shahidur Rahman, Pinky Karim Syeda, Michael N N Nartey, Md Mazharul Islam Chowdhury, Hidehisa Shimizu, Kohji Nishimura, Mitsuo Jisaka, Fumiaki Shono, Kazushige Yokota. Comparison of pro-adipogenic effects between prostaglandin (PG) D2 and its stable, isosteric analogue, 11-deoxy-11-methylene-PGD2, during the maturation phase of cultured adipocytes. Prostaglandins & other lipid mediators. 2018 11; 139(?):71-79. doi: 10.1016/j.prostaglandins.2018.10.006. [PMID: 30393164]
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