1-Phenyl-2-decanoylamino-3-morpholino-1-propanol (BioDeep_00001875577)

   


代谢物信息卡片


1-Phenyl-2-decanoylamino-3-morpholino-1-propanol

化学式: C23H38N2O3 (390.28822779999996)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCCCCC(=O)NC(CN1CCOCC1)C(C2=CC=CC=C2)O
InChI: InChI=1S/C23H38N2O3/c1-2-3-4-5-6-7-11-14-22(26)24-21(19-25-15-17-28-18-16-25)23(27)20-12-9-8-10-13-20/h8-10,12-13,21,23,27H,2-7,11,14-19H2,1H3,(H,24,26)

描述信息

D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents
D000970 - Antineoplastic Agents
D004791 - Enzyme Inhibitors

同义名列表

1 个代谢物同义名

1-Phenyl-2-decanoylamino-3-morpholino-1-propanol



数据库引用编号

3 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

  • Pia Hartwig, Doris Höglinger. The Glucosylceramide Synthase Inhibitor PDMP Causes Lysosomal Lipid Accumulation and mTOR Inactivation. International journal of molecular sciences. 2021 Jun; 22(13):. doi: 10.3390/ijms22137065. [PMID: 34209164]
  • Zemou Yu, Qing Peng, Songyue Li, Hongjun Hao, Jianwen Deng, Lingbing Meng, Zhiyuan Shen, Weiwei Yu, Ding Nan, Yu Bai, Yining Huang. Myriocin and d-PDMP ameliorate atherosclerosis in ApoE-/- mice via reducing lipid uptake and vascular inflammation. Clinical science (London, England : 1979). 2020 03; 134(5):439-458. doi: 10.1042/cs20191028. [PMID: 32091078]
  • Yuji Kato, Satoko Arakawa, Kazue Terasawa, Jin-Ichi Inokuchi, Takanori Iwata, Shigeomi Shimizu, Tetsuro Watabe, Miki Hara-Yokoyama. The ceramide analogue N-(1-hydroxy-3-morpholino-1-phenylpropan-2-yl)decanamide induces large lipid droplet accumulation and highlights the effect of LAMP-2 deficiency on lipid droplet degradation. Bioorganic & medicinal chemistry letters. 2020 02; 30(3):126891. doi: 10.1016/j.bmcl.2019.126891. [PMID: 31874824]
  • Nadine Legros, Gottfried Pohlentz, Jana Runde, Stefanie Dusny, Hans-Ulrich Humpf, Helge Karch, Johannes Müthing. Colocalization of receptors for Shiga toxins with lipid rafts in primary human renal glomerular endothelial cells and influence of D-PDMP on synthesis and distribution of glycosphingolipid receptors. Glycobiology. 2017 10; 27(10):947-965. doi: 10.1093/glycob/cwx048. [PMID: 28535204]
  • Takashi Ode, Katarzyna A Podyma-Inoue, Kazue Terasawa, Jin-Ichi Inokuchi, Toshihide Kobayashi, Tetsuro Watabe, Yuichi Izumi, Miki Hara-Yokoyama. PDMP, a ceramide analogue, acts as an inhibitor of mTORC1 by inducing its translocation from lysosome to endoplasmic reticulum. Experimental cell research. 2017 Jan; 350(1):103-114. doi: 10.1016/j.yexcr.2016.11.011. [PMID: 27865938]
  • Nobumasa Takasugi, Tomoki Sasaki, Mitsuru Shinohara, Takeshi Iwatsubo, Taisuke Tomita. Synthetic ceramide analogues increase amyloid-β 42 production by modulating γ-secretase activity. Biochemical and biophysical research communications. 2015 Feb; 457(2):194-9. doi: 10.1016/j.bbrc.2014.12.087. [PMID: 25545059]
  • Elisa Evangelisti, Daniel Wright, Mariagioia Zampagni, Roberta Cascella, Claudia Fiorillo, Silvia Bagnoli, Annalisa Relini, Daniela Nichino, Tania Scartabelli, Benedetta Nacmias, Sandro Sorbi, Cristina Cecchi. Lipid rafts mediate amyloid-induced calcium dyshomeostasis and oxidative stress in Alzheimer's disease. Current Alzheimer research. 2013 Feb; 10(2):143-53. doi: 10.2174/1567205011310020004. [PMID: 22950913]
  • Falco Krüger, Melanie Krebs, Corrado Viotti, Markus Langhans, Karin Schumacher, David G Robinson. PDMP induces rapid changes in vacuole morphology in Arabidopsis root cells. Journal of experimental botany. 2013 Jan; 64(2):529-40. doi: 10.1093/jxb/ers345. [PMID: 23230024]
  • Subroto Chatterjee, Nezar Alsaeedi, Jennifer Hou, Veera Venkata Ratnam Bandaru, Lan Wu, Marc K Halushka, Roberto Pili, Georges Ndikuyeze, Norman J Haughey. Use of a glycolipid inhibitor to ameliorate renal cancer in a mouse model. PloS one. 2013; 8(5):e63726. doi: 10.1371/journal.pone.0063726. [PMID: 23671696]
  • Kyoko Tanaka, Hidetaka Takada, Seiji Isonishi, Daisuke Aoki, Mikio Mikami, Kazushige Kiguchi, Masao Iwamori. Possible involvement of glycolipids in anticancer drug resistance of human ovarian serous carcinoma-derived cells. Journal of biochemistry. 2012 Dec; 152(6):587-94. doi: 10.1093/jb/mvs112. [PMID: 23038675]
  • Hui Zheng, Haibo Zou, Xiaopeng Liu, Ji Chu, Yali Zhou, Horace H Loh, Ping-Yee Law. Cholesterol level influences opioid signaling in cell models and analgesia in mice and humans. Journal of lipid research. 2012 Jun; 53(6):1153-62. doi: 10.1194/jlr.m024455. [PMID: 22377533]
  • Lucila G Pescio, Nicolás O Favale, María G Márquez, Norma B Sterin-Speziale. Glycosphingolipid synthesis is essential for MDCK cell differentiation. Biochimica et biophysica acta. 2012 Jun; 1821(6):884-94. doi: 10.1016/j.bbalip.2012.02.009. [PMID: 22387616]
  • Scott D Larsen, Michael W Wilson, Akira Abe, Liming Shu, Christopher H George, Paul Kirchhoff, H D Hollis Showalter, Jianming Xiang, Richard F Keep, James A Shayman. Property-based design of a glucosylceramide synthase inhibitor that reduces glucosylceramide in the brain. Journal of lipid research. 2012 Feb; 53(2):282-91. doi: 10.1194/jlr.m021261. [PMID: 22058426]
  • Junji Sekimoto, Kazuya Kabayama, Kazutoshi Gohara, Jin-ichi Inokuchi. Dissociation of the insulin receptor from caveolae during TNFα-induced insulin resistance and its recovery by D-PDMP. FEBS letters. 2012 Jan; 586(2):191-5. doi: 10.1016/j.febslet.2011.12.019. [PMID: 22200571]
  • Yixing Jiang, Nicole A DiVittore, James M Kaiser, Sriram S Shanmugavelandy, Jennifer L Fritz, Yasser Heakal, Hephzibah Rani S Tagaram, Hua Cheng, Myles C Cabot, Kevin F Staveley-O'Carroll, Melissa A Tran, Todd E Fox, Brian M Barth, Mark Kester. Combinatorial therapies improve the therapeutic efficacy of nanoliposomal ceramide for pancreatic cancer. Cancer biology & therapy. 2011 Oct; 12(7):574-85. doi: 10.4161/cbt.12.7.15971. [PMID: 21795855]
  • Ying Sun, Huimin Ran, Benjamin Liou, Brian Quinn, Matt Zamzow, Wujuan Zhang, Jacek Bielawski, Kazuyuki Kitatani, Kenneth D R Setchell, Yusuf A Hannun, Gregory A Grabowski. Isofagomine in vivo effects in a neuronopathic Gaucher disease mouse. PloS one. 2011 Apr; 6(4):e19037. doi: 10.1371/journal.pone.0019037. [PMID: 21533102]
  • Jürgen Kopitz, Marion Bergmann, Hans-Joachim Gabius. How adhesion/growth-regulatory galectins-1 and -3 attain cell specificity: case study defining their target on neuroblastoma cells (SK-N-MC) and marked affinity regulation by affecting microdomain organization of the membrane. IUBMB life. 2010 Aug; 62(8):624-8. doi: 10.1002/iub.358. [PMID: 20665623]
  • Péter Sántha, Orsolya Oszlács, Mária Dux, Ildikó Dobos, Gábor Jancsó. Inhibition of glucosylceramide synthase reversibly decreases the capsaicin-induced activation and TRPV1 expression of cultured dorsal root ganglion neurons. Pain. 2010 Jul; 150(1):103-112. doi: 10.1016/j.pain.2010.04.006. [PMID: 20427129]
  • Vineet Gupta, Gauri A Patwardhan, Qian-Jin Zhang, Myles C Cabot, S Michal Jazwinski, Yong-Yu Liu. Direct quantitative determination of ceramide glycosylation in vivo: a new approach to evaluate cellular enzyme activity of glucosylceramide synthase. Journal of lipid research. 2010 Apr; 51(4):866-74. doi: 10.1194/jlr.d002949. [PMID: 19826105]
  • Su Melser, Brigitte Batailler, Martine Peypelut, Christel Poujol, Yannick Bellec, Valérie Wattelet-Boyer, Lilly Maneta-Peyret, Jean-Denis Faure, Patrick Moreau. Glucosylceramide biosynthesis is involved in Golgi morphology and protein secretion in plant cells. Traffic (Copenhagen, Denmark). 2010 Apr; 11(4):479-90. doi: 10.1111/j.1600-0854.2009.01030.x. [PMID: 20028486]
  • Elias N Glaros, Woojin S Kim, Brett Garner. Myriocin-mediated up-regulation of hepatocyte apoA-I synthesis is associated with ERK inhibition. Clinical science (London, England : 1979). 2010 Mar; 118(12):727-36. doi: 10.1042/cs20090452. [PMID: 20102334]
  • Hilde Raa, Stine Grimmer, Dominik Schwudke, Jonas Bergan, Sébastien Wälchli, Tore Skotland, Andrej Shevchenko, Kirsten Sandvig. Glycosphingolipid requirements for endosome-to-Golgi transport of Shiga toxin. Traffic (Copenhagen, Denmark). 2009 Jul; 10(7):868-82. doi: 10.1111/j.1600-0854.2009.00919.x. [PMID: 19453975]
  • Antonina Kolmakova, Mohanraj Rajesh, David Zang, Roberto Pili, Subroto Chatterjee. VEGF recruits lactosylceramide to induce endothelial cell adhesion molecule expression and angiogenesis in vitro and in vivo. Glycoconjugate journal. 2009 Jul; 26(5):547-58. doi: 10.1007/s10719-008-9206-9. [PMID: 19219548]
  • Jose B Saenz, Teresa A Doggett, David B Haslam. Identification and characterization of small molecules that inhibit intracellular toxin transport. Infection and immunity. 2007 Sep; 75(9):4552-61. doi: 10.1128/iai.00442-07. [PMID: 17576758]
  • B Sjögren, P Svenningsson. Depletion of the lipid raft constituents, sphingomyelin and ganglioside, decreases serotonin binding at human 5-HT7(a) receptors in HeLa cells. Acta physiologica (Oxford, England). 2007 May; 190(1):47-53. doi: 10.1111/j.1365-201x.2007.01687.x. [PMID: 17428232]
  • Rick F Thorne, Nizar M Mhaidat, Kylie J Ralston, Gordon F Burns. Shed gangliosides provide detergent-independent evidence for type-3 glycosynapses. Biochemical and biophysical research communications. 2007 Apr; 356(1):306-11. doi: 10.1016/j.bbrc.2007.02.139. [PMID: 17350595]
  • Teresa Sprocati, Paolo Ronchi, Andrea Raimondi, Maura Francolini, Nica Borgese. Dynamic and reversible restructuring of the ER induced by PDMP in cultured cells. Journal of cell science. 2006 Aug; 119(Pt 15):3249-60. doi: 10.1242/jcs.03058. [PMID: 16847050]
  • Dan Zhu, Wen C Xiong, Lin Mei. Lipid rafts serve as a signaling platform for nicotinic acetylcholine receptor clustering. The Journal of neuroscience : the official journal of the Society for Neuroscience. 2006 May; 26(18):4841-51. doi: 10.1523/jneurosci.2807-05.2006. [PMID: 16672658]
  • Sergio F Martin, Niesha Williams, Subroto Chatterjee. Lactosylceramide is required in apoptosis induced by N-Smase. Glycoconjugate journal. 2006 May; 23(3-4):147-57. doi: 10.1007/s10719-006-7920-8. [PMID: 16691498]
  • Asami Makino, Kumiko Ishii, Motohide Murate, Tomohiro Hayakawa, Yusuke Suzuki, Minoru Suzuki, Kazuki Ito, Tetsuro Fujisawa, Hirotami Matsuo, Reiko Ishitsuka, Toshihide Kobayashi. D-threo-1-phenyl-2-decanoylamino-3-morpholino-1-propanol alters cellular cholesterol homeostasis by modulating the endosome lipid domains. Biochemistry. 2006 Apr; 45(14):4530-41. doi: 10.1021/bi052104y. [PMID: 16584188]
  • Elena Sottocornola, Roberta Misasi, Vincenzo Mattei, Laura Ciarlo, Roberto Gradini, Tina Garofalo, Bruno Berra, Irma Colombo, Maurizio Sorice. Role of gangliosides in the association of ErbB2 with lipid rafts in mammary epithelial HC11 cells. The FEBS journal. 2006 Apr; 273(8):1821-30. doi: 10.1111/j.1742-4658.2006.05203.x. [PMID: 16623716]
  • Satoshi Fukumoto, Tsutomu Iwamoto, Eiko Sakai, Kenji Yuasa, Emiko Fukumoto, Aya Yamada, Tomokazu Hasegawa, Kazuaki Nonaka, Yuzo Kato. Current topics in pharmacological research on bone metabolism: osteoclast differentiation regulated by glycosphingolipids. Journal of pharmacological sciences. 2006 Mar; 100(3):195-200. doi: 10.1254/jphs.fmj05004x3. [PMID: 16538029]
  • Anne-Jan Dijkhuis, Karin Klappe, Susan Jacobs, Bart-Jan Kroesen, Willem Kamps, Hannie Sietsma, Jan Willem Kok. PDMP sensitizes neuroblastoma to paclitaxel by inducing aberrant cell cycle progression leading to hyperploidy. Molecular cancer therapeutics. 2006 Mar; 5(3):593-601. doi: 10.1158/1535-7163.mct-05-0457. [PMID: 16546973]
  • Norbert Blank, Martin Schiller, Christoph Gabler, Joachim R Kalden, Hanns-Martin Lorenz. Inhibition of sphingolipid synthesis impairs cellular activation, cytokine production and proliferation in human lymphocytes. Biochemical pharmacology. 2005 Dec; 71(1-2):126-35. doi: 10.1016/j.bcp.2005.10.004. [PMID: 16263092]
  • Makoto Yanagisawa, Kazuo Nakamura, Tetsuya Taga. Glycosphingolipid synthesis inhibitor represses cytokine-induced activation of the Ras-MAPK pathway in embryonic neural precursor cells. Journal of biochemistry. 2005 Sep; 138(3):285-91. doi: 10.1093/jb/mvi129. [PMID: 16169879]
  • Sarah W Kamau, Stefanie D Krämer, Maja Günthert, Heidi Wunderli-Allenspach. Effect of the modulation of the membrane lipid composition on the localization and function of P-glycoprotein in MDR1-MDCK cells. In vitro cellular & developmental biology. Animal. 2005 Jul; 41(7):207-16. doi: 10.1290/0502016.1. [PMID: 16223335]
  • Seiko Shimamoto, Eiji Tamai, Osamu Matsushita, Junzaburo Minami, Akinobu Okabe, Shigeru Miyata. Changes in ganglioside content affect the binding of Clostridium perfringens epsilon-toxin to detergent-resistant membranes of Madin-Darby canine kidney cells. Microbiology and immunology. 2005; 49(3):245-53. doi: 10.1111/j.1348-0421.2005.tb03726.x. [PMID: 15781998]
  • Rachel A Stevenson, Jin-An Huang, Michael J Studdert, Carol A Hartley. Sialic acid acts as a receptor for equine rhinitis A virus binding and infection. The Journal of general virology. 2004 Sep; 85(Pt 9):2535-2543. doi: 10.1099/vir.0.80207-0. [PMID: 15302947]
  • Penny E Lovat, Federica Di Sano, Marco Corazzari, Barbara Fazi, Raffaele Perrone Donnorso, Andy D J Pearson, Andrew G Hall, Christopher P F Redfern, Mauro Piacentini. Gangliosides link the acidic sphingomyelinase-mediated induction of ceramide to 12-lipoxygenase-dependent apoptosis of neuroblastoma in response to fenretinide. Journal of the National Cancer Institute. 2004 Sep; 96(17):1288-99. doi: 10.1093/jnci/djh254. [PMID: 15339967]
  • Emeline Aubert-Jousset, Nicolas Garmy, Véronique Sbarra, Jacques Fantini, Marie-Odile Sadoulet, Dominique Lombardo. The combinatorial extension method reveals a sphingolipid binding domain on pancreatic bile salt-dependent lipase: role in secretion. Structure (London, England : 1993). 2004 Aug; 12(8):1437-47. doi: 10.1016/j.str.2004.05.016. [PMID: 15296737]
  • Francesca Scarlatti, Chantal Bauvy, Annamaria Ventruti, Giusy Sala, Françoise Cluzeaud, Alain Vandewalle, Riccardo Ghidoni, Patrice Codogno. Ceramide-mediated macroautophagy involves inhibition of protein kinase B and up-regulation of beclin 1. The Journal of biological chemistry. 2004 Apr; 279(18):18384-91. doi: 10.1074/jbc.m313561200. [PMID: 14970205]
  • Subhash Basu, Rui Ma, Patrick J Boyle, Brian Mikulla, Mathew Bradley, Bradley Smith, Manju Basu, Sipra Banerjee. Apoptosis of human carcinoma cells in the presence of potential anti-cancer drugs: III. Treatment of Colo-205 and SKBR3 cells with: cis -platin, Tamoxifen, Melphalan, Betulinic acid, L-PDMP, L-PPMP, and GD3 ganglioside. Glycoconjugate journal. 2004; 20(9):563-77. doi: 10.1023/b:glyc.0000043293.46845.07. [PMID: 15454695]
  • Masakazu Nagafuku, Kazuya Kabayama, Daisuke Oka, Akiko Kato, Shizue Tani-ichi, Yukiko Shimada, Yoshiko Ohno-Iwashita, Sho Yamasaki, Takashi Saito, Kazuya Iwabuchi, Toshiyuki Hamaoka, Jin-ichi Inokuchi, Atsushi Kosugi. Reduction of glycosphingolipid levels in lipid rafts affects the expression state and function of glycosylphosphatidylinositol-anchored proteins but does not impair signal transduction via the T cell receptor. The Journal of biological chemistry. 2003 Dec; 278(51):51920-7. doi: 10.1074/jbc.m307674200. [PMID: 14506277]
  • Giusy Sala, Thierry Dupré, Nathalie Seta, Patrice Codogno, Riccardo Ghidoni. Increased biosynthesis of glycosphingolipids in congenital disorder of glycosylation Ia (CDG-Ia) fibroblasts. Pediatric research. 2002 Nov; 52(5):645-51. doi: 10.1203/00006450-200211000-00007. [PMID: 12409508]
  • Stephane Lefrancois, Taymaa May, Casey Knight, Danielle Bourbeau, Carlos R Morales. The lysosomal transport of prosaposin requires the conditional interaction of its highly conserved d domain with sphingomyelin. The Journal of biological chemistry. 2002 May; 277(19):17188-99. doi: 10.1074/jbc.m200343200. [PMID: 11856752]
  • D L Hynds, A Takehana, J Inokuchi, D M Snow. L- and D-threo-1-phenyl-2-decanoylamino-3-morpholino-1-propanol (PDMP) inhibit neurite outgrowth from SH-SY5Y cells. Neuroscience. 2002; 114(3):731-44. doi: 10.1016/s0306-4522(02)00302-0. [PMID: 12220574]
  • A Laskowska, B Dolińiska-Krajewska, M Zabel, M Ugorski. Sialosyl Le(a)-carrying gangliosides present on the surface of colon carcinoma cells are not directly involved in adhesion to E-selectin. European journal of cell biology. 2001 Dec; 80(12):784-91. doi: 10.1078/0171-9335-00211. [PMID: 11831392]
  • S di Bartolomeo, A Spinedi. Differential chemosensitizing effect of two glucosylceramide synthase inhibitors in hepatoma cells. Biochemical and biophysical research communications. 2001 Oct; 288(1):269-74. doi: 10.1006/bbrc.2001.5748. [PMID: 11594784]
  • A Abe, S R Wild, W L Lee, J A Shayman. Agents for the treatment of glycosphingolipid storage disorders. Current drug metabolism. 2001 Sep; 2(3):331-8. doi: 10.2174/1389200013338414. [PMID: 11513334]
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  • S Stratford, D B DeWald, S A Summers. Ceramide dissociates 3'-phosphoinositide production from pleckstrin homology domain translocation. The Biochemical journal. 2001 Mar; 354(Pt 2):359-68. doi: 10.1042/0264-6021:3540359. [PMID: 11171115]
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