Diacylglycerol kinase inhibitor i (BioDeep_00000178161)

   

human metabolite blood metabolite


代谢物信息卡片


6-(2-{4-[(4-fluorophenyl)(phenyl)methylidene]piperidin-1-yl}ethyl)-7-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

化学式: C27H26FN3OS (459.17805180000005)
中文名称: 二乙酰基甘油激酶
谱图信息: 最多检出来源 Homo sapiens(blood) 98.55%

分子结构信息

SMILES: CC1=C(C(=O)N2C=CSC2=N1)CCN3CCC(=C(C4=CC=CC=C4)C5=CC=C(C=C5)F)CC3
InChI: InChI=1S/C27H26FN3OS/c1-19-24(26(32)31-17-18-33-27(31)29-19)13-16-30-14-11-22(12-15-30)25(20-5-3-2-4-6-20)21-7-9-23(28)10-8-21/h2-10,17-18H,11-16H2,1H3

描述信息

D004791 - Enzyme Inhibitors
R 59-022 (DKGI-I) is a DGK inhibitor (IC50: 2.8 μM). R 59-022 inhibits the phosphorylation of OAG to OAPA. R 59-022 is a 5-HT Receptor antagonist, and activates protein kinase C (PKC). R 59-022 potentiates thrombin-induced diacylglycerol production in platelets and inhibits phosphatidic acid production in neutrophils[1][2][3][4].

同义名列表

6 个代谢物同义名

6-(2-{4-[(4-fluorophenyl)(phenyl)methylidene]piperidin-1-yl}ethyl)-7-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one; 6-(2-{4-[(4-fluorophenyl)(phenyl)methylidene]piperidin-1-yl}ethyl)-7-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one; 6-(2-(4-((4-Fluorophenyl)phenylmethylene)-1-piperidinyl)ethyl)-7-methyl-5H-thiazolo(3,2-a)pyrimidine-5-one; diacylglycerol kinase inhibitor i; R 59-022; DKGI-I



数据库引用编号

7 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

  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Anne Berit Dyve Lingelem, Simona Kavaliauskiene, Ruth Halsne, Tove Irene Klokk, Michal A Surma, Christian Klose, Tore Skotland, Kirsten Sandvig. Diacylglycerol kinase and phospholipase D inhibitors alter the cellular lipidome and endosomal sorting towards the Golgi apparatus. Cellular and molecular life sciences : CMLS. 2021 Feb; 78(3):985-1009. doi: 10.1007/s00018-020-03551-6. [PMID: 32447426]
  • Kristina Martinez, Shruthi Shyamasundar, Arion Kennedy, Chia Chi Chuang, Angel Marsh, Jennifer Kincaid, Tanya Reid, Michael McIntosh. Diacylglycerol kinase inhibitor R59022 attenuates conjugated linoleic acid-mediated inflammation in human adipocytes. Journal of lipid research. 2013 Mar; 54(3):662-670. doi: 10.1194/jlr.m031211. [PMID: 23264678]
  • Tsuyoshi Takita, Tsubasa Konuma, Miki Hanazato, Hiroko Inoue. Diacylglycerol kinase inhibitor R59022-induced autophagy and apoptosis in the neuronal cell line NG108-15. Archives of biochemistry and biophysics. 2011 May; 509(2):197-201. doi: 10.1016/j.abb.2011.02.007. [PMID: 21338572]
  • Neil J Holden, Caroline O S Savage, Stephen P Young, Michael J Wakelam, Lorraine Harper, Julie M Williams. A dual role for diacylglycerol kinase generated phosphatidic acid in autoantibody-induced neutrophil exocytosis. Molecular medicine (Cambridge, Mass.). 2011; 17(11-12):1242-52. doi: 10.2119/molmed.2011.00028. [PMID: 21833457]
  • George Komis, Basil Galatis, Hartmut Quader, Dia Galanopoulou, Panagiotis Apostolakos. Phospholipase C signaling involvement in macrotubule assembly and activation of the mechanism regulating protoplast volume in plasmolyzed root cells of Triticum turgidum. The New phytologist. 2008; 178(2):267-282. doi: 10.1111/j.1469-8137.2007.02363.x. [PMID: 18221245]
  • Nobuhiko Takahashi, Miho Nagamine, Satoshi Tanno, Wataru Motomura, Yutaka Kohgo, Toshikatsu Okumura. A diacylglycerol kinase inhibitor, R59022, stimulates glucose transport through a MKK3/6-p38 signaling pathway in skeletal muscle cells. Biochemical and biophysical research communications. 2007 Aug; 360(1):244-50. doi: 10.1016/j.bbrc.2007.06.040. [PMID: 17588539]
  • Ana M Laxalt, Nicolás Raho, Arjen Ten Have, Lorenzo Lamattina. Nitric oxide is critical for inducing phosphatidic acid accumulation in xylanase-elicited tomato cells. The Journal of biological chemistry. 2007 Jul; 282(29):21160-8. doi: 10.1074/jbc.m701212200. [PMID: 17491015]
  • Elodie Parre, Mohamed Ali Ghars, Anne-Sophie Leprince, Laurent Thiery, Delphine Lefebvre, Marianne Bordenave, Luc Richard, Christian Mazars, Chedly Abdelly, Arnould Savouré. Calcium signaling via phospholipase C is essential for proline accumulation upon ionic but not nonionic hyperosmotic stresses in Arabidopsis. Plant physiology. 2007 May; 144(1):503-12. doi: 10.1104/pp.106.095281. [PMID: 17369432]
  • Fernando C Gómez-Merino, Fernando A Arana-Ceballos, Libia Iris Trejo-Téllez, Aleksandra Skirycz, Charles A Brearley, Peter Dörmann, Bernd Mueller-Roeber. Arabidopsis AtDGK7, the smallest member of plant diacylglycerol kinases (DGKs), displays unique biochemical features and saturates at low substrate concentration: the DGK inhibitor R59022 differentially affects AtDGK2 and AtDGK7 activity in vitro and alters plant growth and development. The Journal of biological chemistry. 2005 Oct; 280(41):34888-99. doi: 10.1074/jbc.m506859200. [PMID: 16081412]
  • Amy K McNally, James M Anderson. Foreign body-type multinucleated giant cell formation is potently induced by alpha-tocopherol and prevented by the diacylglycerol kinase inhibitor R59022. The American journal of pathology. 2003 Sep; 163(3):1147-56. doi: 10.1016/s0002-9440(10)63474-8. [PMID: 12937156]
  • Y Y Yuan, W Y Chen, Q X Shi, L Z Mao, S Q Yu, X Fang, E R S Roldan. Zona pellucida induces activation of phospholipase A2 during acrosomal exocytosis in guinea pig spermatozoa. Biology of reproduction. 2003 Mar; 68(3):904-13. doi: 10.1095/biolreprod.102.005777. [PMID: 12604641]
  • Eric Ruelland, Catherine Cantrel, Myriam Gawer, Jean-Claude Kader, Alain Zachowski. Activation of phospholipases C and D is an early response to a cold exposure in Arabidopsis suspension cells. Plant physiology. 2002 Oct; 130(2):999-1007. doi: 10.1104/pp.006080. [PMID: 12376663]
  • J Aragonés, D R Jones, S Martin, M A San Juan, A Alfranca, F Vidal, A Vara, I Mérida, M O Landázuri. Evidence for the involvement of diacylglycerol kinase in the activation of hypoxia-inducible transcription factor 1 by low oxygen tension. The Journal of biological chemistry. 2001 Mar; 276(13):10548-55. doi: 10.1074/jbc.m006180200. [PMID: 11136721]
  • M Salman, R E Pagano. Use of a fluorescent analog of CDP-DAG in human skin fibroblasts: characterization of metabolism, distribution, and application to studies of phosphatidylinositol turnover. Journal of lipid research. 1997 Mar; 38(3):482-90. doi: . [PMID: 9101429]
  • M A Packham, D H Ruben, M L Rand. Exogenous diacylglycerols synergize with PAF with human platelets, but inhibit PAF-induced responses of rabbit platelets. Journal of lipid mediators and cell signalling. 1996 Dec; 15(1):69-87. doi: 10.1016/s0929-7855(96)00549-4. [PMID: 9029375]
  • H Hurttia, L Leino. Subcellular localization of diacylglycerol kinase activity in stimulated and unstimulated human peripheral blood lymphocytes and neutrophils. Biochemistry and molecular biology international. 1996 Oct; 40(3):579-85. doi: 10.1080/15216549600201163. [PMID: 8908368]
  • S Clejan, C Ide, C Walker, E Wolf, M Corb, B Beckman. Electromagnetic field induced changes in lipid second messengers. Journal of lipid mediators and cell signalling. 1996 May; 13(3):301-24. doi: 10.1016/0929-7855(95)00062-3. [PMID: 8816991]
  • S Clejan, C Mallia, D Vinson, R Dotson, B S Beckman. Erythropoietin stimulates G-protein-coupled phospholipase D in haematopoietic target cells. The Biochemical journal. 1996 Mar; 314 ( Pt 3)(?):853-60. doi: 10.1042/bj3140853. [PMID: 8615780]
  • R S Perkins, M A Lindsay, P J Barnes, M A Giembycz. Early signalling events implicated in leukotriene B4-induced activation of the NADPH oxidase in eosinophils: role of Ca2+, protein kinase C and phospholipases C and D. The Biochemical journal. 1995 Sep; 310 ( Pt 3)(?):795-806. doi: 10.1042/bj3100795. [PMID: 7575412]
  • L Leino, H Hurttia, E Peltonen. Diacylglycerol in peripheral blood neutrophils from patients with localized juvenile periodontitis. Journal of periodontal research. 1994 Sep; 29(5):334-8. doi: 10.1111/j.1600-0765.1994.tb01231.x. [PMID: 7799214]
  • M Previati, V Bertagnolo, M Mazzoni, F Osti, P Borgatti, S Capitani. Diacylglycerol kinase activity in rat liver nuclei. Cellular signalling. 1994 May; 6(4):393-403. doi: 10.1016/0898-6568(94)90086-8. [PMID: 7946964]
  • M Kester. Platelet-activating factor stimulates phosphatidic acid formation in cultured rat mesangial cells: roles of phospholipase D, diglyceride kinase, and de novo phospholipid synthesis. Journal of cellular physiology. 1993 Aug; 156(2):317-25. doi: 10.1002/jcp.1041560214. [PMID: 8393878]
  • H Bergstrand, T Eriksson, A Hallberg, B Johansson, K Karabelas, P Michelsen, A Nybom. Modulation of neutrophil superoxide generation by inhibitors of protein kinase C, calmodulin, diacylglycerol and myosin light chain kinases, and peptidyl prolyl cis-trans isomerase. The Journal of pharmacology and experimental therapeutics. 1992 Dec; 263(3):1334-46. doi: . [PMID: 1281879]
  • G A Lundberg, M Sommarin. Diacylglycerol kinase in plasma membranes from wheat. Biochimica et biophysica acta. 1992 Jan; 1123(2):177-83. doi: 10.1016/0005-2760(92)90109-9. [PMID: 1310876]
  • C Pelassy, J P Breittmayer, D Mary, C Aussel. Inhibition of phosphatidylserine synthesis by phosphatidic acid in the Jurkat T cell line: role of calcium ions released from intracellular stores. Journal of lipid mediators. 1991 Sep; 4(2):199-209. doi: ". [PMID: 1835407]
  • B Escoubet, M C Garestier, G Cherqui, C Amiel. PKC and Pi deprivation modulate differently the ubiquitous Na-dependent Pi uptake in MDCK cells. The American journal of physiology. 1991 Feb; 260(2 Pt 2):F235-42. doi: 10.1152/ajprenal.1991.260.2.f235. [PMID: 1996673]
  • L A Wheeler, D D Goodrum, G Sachs. Role of protein kinase C in the regulation of cytosolic Ca2+ in A431 cells: separation of growth factor and bradykinin pathways. The Journal of membrane biology. 1990 Oct; 118(1):77-91. doi: 10.1007/bf01872206. [PMID: 2283681]
  • P Mollard, P Vacher, B Dufy, B P Winiger, W Schlegel. Inhibitors of 1,2-diacylglycerol kinase potentiate the TRH-induced stimulation of Ca2+-activated K+ current. European journal of pharmacology. 1989 Mar; 172(1):71-9. doi: 10.1016/0922-4106(89)90046-1. [PMID: 2541000]
  • B S Dixon, R Breckon, C Burke, R J Anderson. Phorbol esters inhibit adenylate cyclase activity in cultured collecting tubular cells. The American journal of physiology. 1988 Jan; 254(1 Pt 1):C183-91. doi: 10.1152/ajpcell.1988.254.1.c183. [PMID: 3337216]
  • D C de Chaffoy de Courcelles, P Roevens, H Van Belle. R 59 022, a diacylglycerol kinase inhibitor. Its effect on diacylglycerol and thrombin-induced C kinase activation in the intact platelet. The Journal of biological chemistry. 1985 Dec; 260(29):15762-70. doi: ". [PMID: 2999135]