Prostaglandin J2 (BioDeep_00000629495)

Main id: BioDeep_00000003318

 

Volatile Flavor Compounds natural product


代谢物信息卡片


11-oxo-15S-hydroxy-5Z,9,13E-prostatrienoic acid-cyclo[8S,12R]

化学式: C20H30O4 (334.214398)
中文名称: 前列腺素J2
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCC(C=CC1C(C=CC1=O)CC=CCCCC(=O)O)O
InChI: InChI=1S/C20H30O4/c1-2-3-6-10-17(21)13-14-18-16(12-15-19(18)22)9-7-4-5-8-11-20(23)24/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/b7-4-,14-13+/t16-,17-,18+/m0/s1

描述信息

A member of the class of prostaglandins J that consists of prosta-5,9,13-trien-1-oic acid substituted by an oxo group at position 11 and a hydroxy group at position 15 (the 5Z,13E,15S stereoisomer).
D000970 - Antineoplastic Agents

同义名列表

7 个代谢物同义名

Prostaglandin J2; PGJ2; 11-oxo-15S-hydroxy-5Z,9,13E-prostatrienoic acid-cyclo[8S,12R]; 11-oxo-15S-hydroxy-5Z,9,13E-prostatrienoic acid; 8-epi-15-J2t-IsoP; FA 20:5;O2; Prostaglandin J2



数据库引用编号

13 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(5)

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)

9 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

  • Carl Eguez, Michelle A Clark, Ann Tenneil O'Connor. 15-Deoxy-Δ-12,14-prostaglandin J2 effects in vascular smooth muscle cells: Implications in vascular smooth muscle cell proliferation and contractility. Prostaglandins & other lipid mediators. 2021 10; 156(?):106583. doi: 10.1016/j.prostaglandins.2021.106583. [PMID: 34332056]
  • Christoph Schmöcker, Heike Gottschall, Katharina M Rund, Laura Kutzner, Fabian Nolte, Annika I Ostermann, Dirk Hartmann, Nils Helge Schebb, Karsten H Weylandt. Oxylipin patterns in human colon adenomas. Prostaglandins, leukotrienes, and essential fatty acids. 2021 04; 167(?):102269. doi: 10.1016/j.plefa.2021.102269. [PMID: 33812217]
  • Meng Yuan, Yue Zhang, Tong Hua, Xiang-Li Liu, Tong Liu, Ru-Yu Yuan, Guang-Ping Li, Yi Zhu, Xu Zhang. Omega-3 polyunsaturated fatty acid supplementation improves lipid metabolism and endothelial function by providing a beneficial eicosanoid-pattern in patients with acute myocardial infarction: A randomized, controlled trial. Clinical nutrition (Edinburgh, Scotland). 2021 02; 40(2):445-459. doi: 10.1016/j.clnu.2020.05.034. [PMID: 33041091]
  • Karol Mierzejewski, Łukasz Paukszto, Aleksandra Kurzyńska, Zuzanna Kunicka, Jan Paweł Jastrzębski, Iwona Bogacka. Transcriptome analysis of porcine endometrium after LPS-induced inflammation: effects of the PPAR-gamma ligands in vitro†. Biology of reproduction. 2021 01; 104(1):130-143. doi: 10.1093/biolre/ioaa200. [PMID: 33112378]
  • Yuanting Chen, Jie Xiang, Fenghua Qian, Bastihalli T Diwakar, Baiye Ruan, Siyang Hao, K Sandeep Prabhu, Robert F Paulson. Epo receptor signaling in macrophages alters the splenic niche to promote erythroid differentiation. Blood. 2020 07; 136(2):235-246. doi: 10.1182/blood.2019003480. [PMID: 32350523]
  • Vikas Kumar, A Aneesh Kumar, Vinod Joseph, Vipin Mohan Dan, Abdul Jaleel, T R Santhosh Kumar, Chandrasekharan C Kartha. Untargeted metabolomics reveals alterations in metabolites of lipid metabolism and immune pathways in the serum of rats after long-term oral administration of Amalaki rasayana. Molecular and cellular biochemistry. 2020 Jan; 463(1-2):147-160. doi: 10.1007/s11010-019-03637-1. [PMID: 31595424]
  • Hu Wang, Fanny Cheung, Anna C Stoll, Patricia Rockwell, Maria E Figueiredo-Pereira. Mitochondrial and calcium perturbations in rat CNS neurons induce calpain-cleavage of Parkin: Phosphatase inhibition stabilizes pSer65Parkin reducing its calpain-cleavage. Biochimica et biophysica acta. Molecular basis of disease. 2019 06; 1865(6):1436-1450. doi: 10.1016/j.bbadis.2019.02.016. [PMID: 30796971]
  • Karina Cristina Giannotti, Elbio Leiguez, Ana Eduarda Zulim de Carvalho, Neide Galvão Nascimento, Márcio Hideki Matsubara, Consuelo Latorre Fortes-Dias, Vanessa Moreira, Catarina Teixeira. A snake venom group IIA PLA2 with immunomodulatory activity induces formation of lipid droplets containing 15-d-PGJ2 in macrophages. Scientific reports. 2017 06; 7(1):4098. doi: 10.1038/s41598-017-04498-8. [PMID: 28642580]
  • Simon K Wright, Beverly R Wuertz, George Harris, Raed Abu Ghazallah, Wendy A Miller, Patrick M Gaffney, Frank G Ondrey. Functional activation of PPARγ in human upper aerodigestive cancer cell lines. Molecular carcinogenesis. 2017 01; 56(1):149-162. doi: 10.1002/mc.22479. [PMID: 26999671]
  • Suzanne M Pilkington, Neil K Gibbs, Patrick Costello, Susan P Bennett, Karen A Massey, Peter S Friedmann, Anna Nicolaou, Lesley E Rhodes. Effect of oral eicosapentaenoic acid on epidermal Langerhans cell numbers and PGD2 production in UVR-exposed human skin: a randomised controlled study. Experimental dermatology. 2016 12; 25(12):962-968. doi: 10.1111/exd.13177. [PMID: 27572109]
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  • Xiao-Qun Han, Zuo-Jiong Gong, San-Qing Xu, Xun Li, Li-Kun Wang, Shi-Min Wu, Jian-Hong Wu, Hua-Fen Yang. Advanced glycation end products promote differentiation of CD4(+) T helper cells toward pro-inflammatory response. Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban. 2014 Feb; 34(1):10-17. doi: 10.1007/s11596-014-1224-1. [PMID: 24496672]
  • Guangrui Yang, Zhanjun Jia, Toshinori Aoyagi, Donald McClain, Richard M Mortensen, Tianxin Yang. Systemic PPARγ deletion impairs circadian rhythms of behavior and metabolism. PloS one. 2012; 7(8):e38117. doi: 10.1371/journal.pone.0038117. [PMID: 22899986]
  • P Flachs, R Rühl, M Hensler, P Janovska, P Zouhar, V Kus, Z Macek Jilkova, E Papp, O Kuda, M Svobodova, M Rossmeisl, G Tsenov, V Mohamed-Ali, J Kopecky. Synergistic induction of lipid catabolism and anti-inflammatory lipids in white fat of dietary obese mice in response to calorie restriction and n-3 fatty acids. Diabetologia. 2011 Oct; 54(10):2626-38. doi: 10.1007/s00125-011-2233-2. [PMID: 21779874]
  • Mansoor Ali Syed, M Joo, Zulfiqar Abbas, D Rodger, J W Christman, D Mehta, R T Sadikot. Expression of TREM-1 is inhibited by PGD2 and PGJ2 in macrophages. Experimental cell research. 2010 Nov; 316(19):3140-9. doi: 10.1016/j.yexcr.2010.08.009. [PMID: 20797396]
  • Dennis J Templeton, Myo-Sabai Aye, Joshua Rady, Fang Xu, Janet V Cross. Purification of reversibly oxidized proteins (PROP) reveals a redox switch controlling p38 MAP kinase activity. PloS one. 2010 Nov; 5(11):e15012. doi: 10.1371/journal.pone.0015012. [PMID: 21085594]
  • Beatriz G Pérez-Nievas, Borja García-Bueno, José L M Madrigal, Juan C Leza. Chronic immobilisation stress ameliorates clinical score and neuroinflammation in a MOG-induced EAE in Dark Agouti rats: mechanisms implicated. Journal of neuroinflammation. 2010 Oct; 7(?):60. doi: 10.1186/1742-2094-7-60. [PMID: 20929574]
  • Caroline Subra, David Grand, Karine Laulagnier, Alexandre Stella, Gérard Lambeau, Michael Paillasse, Philippe De Medina, Bernard Monsarrat, Bertrand Perret, Sandrine Silvente-Poirot, Marc Poirot, Michel Record. Exosomes account for vesicle-mediated transcellular transport of activatable phospholipases and prostaglandins. Journal of lipid research. 2010 Aug; 51(8):2105-20. doi: 10.1194/jlr.m003657. [PMID: 20424270]
  • Etsuo Niki. Lipid peroxidation: physiological levels and dual biological effects. Free radical biology & medicine. 2009 Sep; 47(5):469-84. doi: 10.1016/j.freeradbiomed.2009.05.032. [PMID: 19500666]
  • Ying Wang, Jamie Santos, Reiko Sakurai, Eugene Shin, Laura Cerny, John S Torday, Virender K Rehan. Peroxisome proliferator-activated receptor gamma agonists enhance lung maturation in a neonatal rat model. Pediatric research. 2009 Feb; 65(2):150-5. doi: 10.1203/pdr.0b013e3181938c40. [PMID: 19262292]
  • Jamie J O'Brien, Sherry L Spinelli, Joanna Tober, Neil Blumberg, Charles W Francis, Mark B Taubman, James Palis, Kathryn E Seweryniak, Jacqueline M Gertz, Richard P Phipps. 15-deoxy-delta12,14-PGJ2 enhances platelet production from megakaryocytes. Blood. 2008 Nov; 112(10):4051-60. doi: 10.1182/blood-2008-05-158535. [PMID: 18755987]
  • Daniëlle M J Curfs, Stijn A I Ghesquiere, Monique N Vergouwe, Ingeborg van der Made, Marion J J Gijbels, David R Greaves, J Sjef Verbeek, Marten H Hofker, Menno P J de Winther. Macrophage secretory phospholipase A2 group X enhances anti-inflammatory responses, promotes lipid accumulation, and contributes to aberrant lung pathology. The Journal of biological chemistry. 2008 Aug; 283(31):21640-8. doi: 10.1074/jbc.m710584200. [PMID: 18511424]
  • Ravinder S Chana, James E Sidaway, Nigel J Brunskill. Statins but not thiazolidinediones attenuate albumin-mediated chemokine production by proximal tubular cells independently of endocytosis. American journal of nephrology. 2008; 28(5):823-30. doi: 10.1159/000137682. [PMID: 18535368]
  • Erin E Kershaw, Michael Schupp, Hong-Ping Guan, Noah P Gardner, Mitchell A Lazar, Jeffrey S Flier. PPARgamma regulates adipose triglyceride lipase in adipocytes in vitro and in vivo. American journal of physiology. Endocrinology and metabolism. 2007 Dec; 293(6):E1736-45. doi: 10.1152/ajpendo.00122.2007. [PMID: 17848638]
  • Saveria Aquila, Daniela Bonofiglio, Mariaelena Gentile, Emilia Middea, Sabrina Gabriele, Maria Belmonte, Stefania Catalano, Michele Pellegrino, Sebastiano Andò. Peroxisome proliferator-activated receptor (PPAR)gamma is expressed by human spermatozoa: its potential role on the sperm physiology. Journal of cellular physiology. 2006 Dec; 209(3):977-86. doi: 10.1002/jcp.20807. [PMID: 16972250]
  • K Figarella, N L Uzcategui, A Beck, C Schoenfeld, B K Kubata, F Lang, M Duszenko. Prostaglandin-induced programmed cell death in Trypanosoma brucei involves oxidative stress. Cell death and differentiation. 2006 Oct; 13(10):1802-14. doi: 10.1038/sj.cdd.4401862. [PMID: 16456581]
  • Tomoharu Shimizu, László Szalay, Ya-Ching Hsieh, Takao Suzuki, Mashkoor A Choudhry, Kirby I Bland, Irshad H Chaudry. A role of PPAR-gamma in androstenediol-mediated salutary effects on cardiac function following trauma-hemorrhage. Annals of surgery. 2006 Jul; 244(1):131-8. doi: 10.1097/01.sla.0000217709.00863.82. [PMID: 16794398]
  • Wei-ming Wang, Feng Liu, Nan Chen. [Effects of peroxisome proliferators-activated receptor gamma agonists on transforming growth factor-beta1 and Smads signal pathway: experiment with rat renal fibroblasts]. Zhonghua yi xue za zhi. 2006 Mar; 86(11):740-4. doi: NULL. [PMID: 16681946]
  • Christel Rousseaux, Pierre Desreumaux. [The peroxisome-proliferator-activated gamma receptor and chronic inflammatory bowel disease (PPARgamma and IBD)]. Journal de la Societe de biologie. 2006; 200(2):121-31. doi: 10.1051/jbio:2006015. [PMID: 17151549]
  • M-G Zurich, S Lengacher, O Braissant, F Monnet-Tschudi, L Pellerin, P Honegger. Unusual astrocyte reactivity caused by the food mycotoxin ochratoxin A in aggregating rat brain cell cultures. Neuroscience. 2005; 134(3):771-82. doi: 10.1016/j.neuroscience.2005.04.030. [PMID: 15994020]
  • M M T Downie, D A Sanders, L M Maier, D M Stock, T Kealey. Peroxisome proliferator-activated receptor and farnesoid X receptor ligands differentially regulate sebaceous differentiation in human sebaceous gland organ cultures in vitro. The British journal of dermatology. 2004 Oct; 151(4):766-75. doi: 10.1111/j.1365-2133.2004.06171.x. [PMID: 15491415]
  • Laura Dugo, Marika Collin, Salvatore Cuzzocrea, Christoph Thiemermann. 15d-prostaglandin J2 reduces multiple organ failure caused by wall-fragment of Gram-positive and Gram-negative bacteria. European journal of pharmacology. 2004 Sep; 498(1-3):295-301. doi: 10.1016/j.ejphar.2004.07.074. [PMID: 15364008]
  • Helen A Rodway, Alan N Hunt, Janice A Kohler, Anthony D Postle, Karen A Lillycrop. Lysophosphatidic acid attenuates the cytotoxic effects and degree of peroxisome proliferator-activated receptor gamma activation induced by 15-deoxyDelta12,14-prostaglandin J2 in neuroblastoma cells. The Biochemical journal. 2004 Aug; 382(Pt 1):83-91. doi: 10.1042/bj20040107. [PMID: 15171682]
  • Toshiyuki Sasaguri, Yoshikazu Miwa. Prostaglandin J2 family and the cardiovascular system. Current vascular pharmacology. 2004 Apr; 2(2):103-14. doi: 10.2174/1570161043476384. [PMID: 15320511]
  • Xiong Z Ruan, John F Moorhead, Ray Fernando, David C Wheeler, Stephen H Powis, Zac Varghese. PPAR agonists protect mesangial cells from interleukin 1beta-induced intracellular lipid accumulation by activating the ABCA1 cholesterol efflux pathway. Journal of the American Society of Nephrology : JASN. 2003 Mar; 14(3):593-600. doi: 10.1097/01.asn.0000050414.52908.da. [PMID: 12595494]
  • V Rehan, J Torday. Hyperoxia augments pulmonary lipofibroblast-to-myofibroblast transdifferentiation. Cell biochemistry and biophysics. 2003; 38(3):239-50. doi: 10.1385/cbb:38:3:239. [PMID: 12794266]
  • Alicja Józkowicz, Ihor Huk, Anneliese Nigisch, Jarosław Cisowski, Guenter Weigel, Józef Dulak. Prostaglandin-J(2) upregulates expression of matrix metalloproteinase-1 independently of activation of peroxisome proliferator-activated receptor-gamma. Acta biochimica Polonica. 2003; 50(3):677-89. doi: 035003677. [PMID: 14515149]
  • Mustafa Arici, Ravinder Chana, Andrew Lewington, Jez Brown, Nigel John Brunskill. Stimulation of proximal tubular cell apoptosis by albumin-bound fatty acids mediated by peroxisome proliferator activated receptor-gamma. Journal of the American Society of Nephrology : JASN. 2003 Jan; 14(1):17-27. doi: 10.1097/01.asn.0000042167.66685.ea. [PMID: 12506134]
  • Paul R Skolnik, Mohammed F Rabbi, Jean-Marie Mathys, Andrew S Greenberg. Stimulation of peroxisome proliferator-activated receptors alpha and gamma blocks HIV-1 replication and TNFalpha production in acutely infected primary blood cells, chronically infected U1 cells, and alveolar macrophages from HIV-infected subjects. Journal of acquired immune deficiency syndromes (1999). 2002 Sep; 31(1):1-10. doi: 10.1097/00126334-200209010-00001. [PMID: 12352144]
  • Vibhas S Mujumdar, Chandra M Tummalapalli, Giorgio M Aru, Suresh C Tyagi. Mechanism of constrictive vascular remodeling by homocysteine: role of PPAR. American journal of physiology. Cell physiology. 2002 May; 282(5):C1009-15. doi: 10.1152/ajpcell.00353.2001. [PMID: 11940516]
  • Stefania Pizzimenti, Stefano Laurora, Federica Briatore, Carlo Ferretti, Mario U Dianzani, Giuseppina Barrera. Synergistic effect of 4-hydroxynonenal and PPAR ligands in controlling human leukemic cell growth and differentiation. Free radical biology & medicine. 2002 Feb; 32(3):233-45. doi: 10.1016/s0891-5849(01)00798-5. [PMID: 11827749]
  • K Satoh, M Hayakari, K Ookawa, M Satou, S Aizawa, M Tanaka, I Hatayama, S Tsuchida, K Uchida. Lipid peroxidation end products-responded induction of a preneoplastic marker enzyme glutathione S-transferase P-form (GST-P) in rat liver on admistration via the portal vein. Mutation research. 2001 Nov; 483(1-2):65-72. doi: 10.1016/s0027-5107(01)00225-1. [PMID: 11600134]
  • A Jozkowicz, J Dulak, M Prager, J Nanobashvili, A Nigisch, B Winter, G Weigel, I Huk. Prostaglandin-J2 induces synthesis of interleukin-8 by endothelial cells in a PPAR-gamma-independent manner. Prostaglandins & other lipid mediators. 2001 Oct; 66(3):165-77. doi: 10.1016/s0090-6980(01)00155-1. [PMID: 11577781]
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