(±)-1,2-Diolein (BioDeep_00000605693)

   


代谢物信息卡片


1,1-[1-(hydroxymethyl)-1,2-ethanediyl] ester-9Z-octadecenoic acid

化学式: C39H72O5 (620.5379)
中文名称: 二油酸甘油酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCCCC=CCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCC=CCCCCCCCC
InChI: InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17-,20-18-



数据库引用编号

4 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。

亚细胞结构定位 关联基因列表


文献列表

  • José Carlos Bozelli, William Jennings, Stephanie Black, Yu Heng Hou, Darius Lameire, Preet Chatha, Tomohiro Kimura, Bob Berno, Adree Khondker, Maikel C Rheinstädter, Richard M Epand. Membrane curvature allosterically regulates the phosphatidylinositol cycle, controlling its rate and acyl-chain composition of its lipid intermediates. The Journal of biological chemistry. 2018 11; 293(46):17780-17791. doi: 10.1074/jbc.ra118.005293. [PMID: 30237168]
  • Maria Wadsäter, Justas Barauskas, Fredrik Tiberg, Tommy Nylander. The lipolytic degradation of highly structured cubic micellar nanoparticles of soy phosphatidylcholine and glycerol dioleate by phospholipase A2 and triacylglycerol lipase. Chemistry and physics of lipids. 2018 03; 211(?):86-92. doi: 10.1016/j.chemphyslip.2017.11.011. [PMID: 29132829]
  • Yan Xu, Vivian Li, Jinjiang Li, Duohai Pan, Gerd Langenbucher, Neil Mathias. Characterization of a Liquid Crystal System for Sustained Release of a Peptide BMS-686117. AAPS PharmSciTech. 2018 Jan; 19(1):348-357. doi: 10.1208/s12249-017-0835-9. [PMID: 28741139]
  • Leili Zhang, Manohary Rajendram, Douglas B Weibel, Arun Yethiraj, Qiang Cui. Ionic Hydrogen Bonds and Lipid Packing Defects Determine the Binding Orientation and Insertion Depth of RecA on Multicomponent Lipid Bilayers. The journal of physical chemistry. B. 2016 08; 120(33):8424-37. doi: 10.1021/acs.jpcb.6b02164. [PMID: 27095675]
  • Anna Alekseeva, Marina Kapkaeva, Olga Shcheglovitova, Ivan Boldyrev, Galina Pazynina, Nicolai Bovin, Elena Vodovozova. Interactions of antitumour Sialyl Lewis X liposomes with vascular endothelial cells. Biochimica et biophysica acta. 2015 May; 1848(5):1099-110. doi: 10.1016/j.bbamem.2015.01.016. [PMID: 25646577]
  • A Linkevičiūtė, A Misiūnas, E Naujalis, J Barauskas. Preparation and characterization of quercetin-loaded lipid liquid crystalline systems. Colloids and surfaces. B, Biointerfaces. 2015 Apr; 128(?):296-303. doi: 10.1016/j.colsurfb.2015.02.001. [PMID: 25701115]
  • Yoshiaki Iizuka, Keita Yamashita, Shin-Ichi Sakasegawa, Toshiro Hanada, Wataru Tani, Hiroshi Adachi, Riichi Haga, Mari Yamaguchi, Wataru Kurotani, Mitsuo Sekiguchi, Susumu Osawa, Shigemi Hosogaya, Dongchon Kang, Shigeru Ueda. Improvement and evaluation of a 1,2-dioleoylglycerol method for measuring pancreatic lipase catalytic activity in serum. Clinical chemistry and laboratory medicine. 2014 Aug; 52(8):e171-3. doi: 10.1515/cclm-2014-0316. [PMID: 24731955]
  • Yanbo Yang, Takashi Kuwano, William R Lagor, Carolyn J Albert, Siobhan Brenton, Daniel J Rader, David A Ford, Robert J Brown. Lipidomic analyses of female mice lacking hepatic lipase and endothelial lipase indicate selective modulation of plasma lipid species. Lipids. 2014 Jun; 49(6):505-15. doi: 10.1007/s11745-014-3907-6. [PMID: 24777581]
  • Maria Wadsäter, Justas Barauskas, Tommy Nylander, Fredrik Tiberg. Formation of highly structured cubic micellar lipid nanoparticles of soy phosphatidylcholine and glycerol dioleate and their degradation by triacylglycerol lipase. ACS applied materials & interfaces. 2014 May; 6(10):7063-9. doi: 10.1021/am501489e. [PMID: 24779728]
  • Justas Barauskas, Lars Christerson, Maria Wadsäter, Fredrick Lindström, Anna-Karin Lindqvist, Fredrik Tiberg. Bioadhesive lipid compositions: self-assembly structures, functionality, and medical applications. Molecular pharmaceutics. 2014 Mar; 11(3):895-903. doi: 10.1021/mp400552u. [PMID: 24422996]
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  • Angel Pérez-Lara, Antonio L Egea-Jiménez, Alessio Ausili, Senena Corbalán-García, Juan C Gómez-Fernández. The membrane binding kinetics of full-length PKCα is determined by membrane lipid composition. Biochimica et biophysica acta. 2012 Nov; 1821(11):1434-42. doi: 10.1016/j.bbalip.2012.06.012. [PMID: 22842589]
  • Debby P Chang, Marija Jankunec, Justas Barauskas, Fredrik Tiberg, Tommy Nylander. Adsorption of lipid liquid crystalline nanoparticles: effects of particle composition, internal structure, and phase behavior. Langmuir : the ACS journal of surfaces and colloids. 2012 Jul; 28(29):10688-96. doi: 10.1021/la301579g. [PMID: 22725977]
  • Nagao Totani, Sayuri Tateishi, Tatsuya Takimoto, Risa Shinohara, Hideaki Sasaki. Ferulic acid esters and weight-loss promoting effects in rats. Journal of oleo science. 2012; 61(6):331-6. doi: 10.5650/jos.61.331. [PMID: 22687778]
  • Ni Zeng, Xiaoling Gao, Quanyin Hu, Qingxiang Song, Huimin Xia, Zhongyang Liu, Guangzhi Gu, Mengyin Jiang, Zhiqing Pang, Hongzhuan Chen, Jun Chen, Liang Fang. Lipid-based liquid crystalline nanoparticles as oral drug delivery vehicles for poorly water-soluble drugs: cellular interaction and in vivo absorption. International journal of nanomedicine. 2012; 7(?):3703-18. doi: 10.2147/ijn.s32599. [PMID: 22888230]
  • Masao Shimizu, Junya Moriwaki, Daisuke Shiiba, Hidenori Nohara, Naoto Kudo, Yoshihisa Katsuragi. Elimination of glycidyl palmitate in diolein by treatment with activated bleaching earth. Journal of oleo science. 2012; 61(1):23-8. doi: 10.5650/jos.61.23. [PMID: 22188803]
  • Zhi-Fang Wang, Shuang Cheng, Shu-Li Ge, Jin-Kun Zhu, Huan Wang, Qi-Ming Chen, Qing-Jiang Wang, Pin-Gang He, Yu-Zhi Fang. Microchip electrophoresis of bacteria using lipid-based liquid crystalline nanoparticles. Journal of chromatography. A. 2011 Nov; 1218(45):8281-8. doi: 10.1016/j.chroma.2011.09.028. [PMID: 21968347]
  • Paula González-Rubio, Romain Gautier, Catherine Etchebest, Patrick F J Fuchs. Amphipathic-Lipid-Packing-Sensor interactions with lipids assessed by atomistic molecular dynamics. Biochimica et biophysica acta. 2011 Sep; 1808(9):2119-27. doi: 10.1016/j.bbamem.2011.05.006. [PMID: 21600869]
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  • Joseph A Laszlo, Kervin O Evans, Karl E Vermillion, Michael Appell. Feruloyl dioleoylglycerol antioxidant capacity in phospholipid vesicles. Journal of agricultural and food chemistry. 2010 May; 58(9):5842-50. doi: 10.1021/jf100356a. [PMID: 20394373]
  • Erik Rosenbaum, Staffan Tavelin, Lennart B-A Johansson. A characterisation study on the application of inverted lyotropic phases for subcutaneous drug release. International journal of pharmaceutics. 2010 Mar; 388(1-2):52-7. doi: 10.1016/j.ijpharm.2009.12.032. [PMID: 20026201]
  • Sonia Sánchez-Bautista, Senena Corbalán-García, Angel Pérez-Lara, Juan C Gómez-Fernández. A comparison of the membrane binding properties of C1B domains of PKCgamma, PKCdelta, and PKCepsilon. Biophysical journal. 2009 May; 96(9):3638-47. doi: 10.1016/j.bpj.2009.02.021. [PMID: 19413969]
  • Richard M Epand, Yulia V Shulga, Heath C Timmons, Alexandra L Perri, Jitendra D Belani, Kirishanth Perinpanathan, Laura Beth Johnson-McIntire, Sandra Bajjalieh, Armela O Dicu, Cynthia Elias, Scott D Rychnovsky, Matthew K Topham. Substrate chirality and specificity of diacylglycerol kinases and the multisubstrate lipid kinase. Biochemistry. 2007 Dec; 46(49):14225-31. doi: 10.1021/bi701584v. [PMID: 18004883]
  • Becky Tu-Sekine, Michele Ostroski, Daniel M Raben. Modulation of diacylglycerol kinase theta activity by alpha-thrombin and phospholipids. Biochemistry. 2007 Jan; 46(3):924-32. doi: 10.1021/bi061170c. [PMID: 17223715]
  • Andrea Rübe, Sandra Klein, Karsten Mäder. Monitoring of in vitro fat digestion by electron paramagnetic resonance spectroscopy. Pharmaceutical research. 2006 Sep; 23(9):2024-9. doi: 10.1007/s11095-006-9069-3. [PMID: 16900409]
  • Justas Barauskas, Audrius Misiunas, Torsten Gunnarsson, Fredrik Tiberg, Markus Johnsson. 'Sponge' nanoparticle dispersions in aqueous mixtures of diglycerol monooleate, glycerol dioleate, and polysorbate 80. Langmuir : the ACS journal of surfaces and colloids. 2006 Jul; 22(14):6328-34. doi: 10.1021/la060295f. [PMID: 16800694]
  • 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]
  • Robert Zimmermann, Juliane G Strauss, Guenter Haemmerle, Gabriele Schoiswohl, Ruth Birner-Gruenberger, Monika Riederer, Achim Lass, Georg Neuberger, Frank Eisenhaber, Albin Hermetter, Rudolf Zechner. Fat mobilization in adipose tissue is promoted by adipose triglyceride lipase. Science (New York, N.Y.). 2004 Nov; 306(5700):1383-6. doi: 10.1126/science.1100747. [PMID: 15550674]
  • E L Vodovozova, D V Evdokimov, Iu G Molotkovskiĭ. [Synthesis of a lipid derivative of the antitumor agent methotrexate]. Bioorganicheskaia khimiia. 2004 Nov; 30(6):663-5. doi: 10.1023/b:rubi.0000049779.60159.c5. [PMID: 15586820]
  • Teruyoshi Yanagita, Ikuo Ikeda, Yu-ming Wang, Hideaki Nakagiri. Comparison of the lymphatic transport of radiolabeled 1,3-dioleoylglycerol and trioleoylglycerol in rats. Lipids. 2004 Sep; 39(9):827-32. doi: 10.1007/s11745-004-1303-6. [PMID: 15669757]
  • Fernando C Gómez-Merino, Charles A Brearley, Magdalena Ornatowska, Mahmoud E F Abdel-Haliem, María-Inés Zanor, Bernd Mueller-Roeber. AtDGK2, a novel diacylglycerol kinase from Arabidopsis thaliana, phosphorylates 1-stearoyl-2-arachidonoyl-sn-glycerol and 1,2-dioleoyl-sn-glycerol and exhibits cold-inducible gene expression. The Journal of biological chemistry. 2004 Feb; 279(9):8230-41. doi: 10.1074/jbc.m312187200. [PMID: 14665624]
  • R A Bojar, C J Tue, K T Holland. The effect of lipids on the adherence of axillary aerobic coryneform bacteria. Letters in applied microbiology. 2004; 38(6):470-5. doi: 10.1111/j.1472-765x.2004.01522.x. [PMID: 15130141]
  • Wenjin Guo, Michael A Gosselin, Robert J Lee. Characterization of a novel diolein-based LPDII vector for gene delivery. Journal of controlled release : official journal of the Controlled Release Society. 2002 Sep; 83(1):121-32. doi: 10.1016/s0168-3659(02)00167-0. [PMID: 12220844]
  • Michael A Gosselin, Wenjin Guo, Robert J Lee. Incorporation of reversibly cross-linked polyplexes into LPDII vectors for gene delivery. Bioconjugate chemistry. 2002 Sep; 13(5):1044-53. doi: 10.1021/bc025512c. [PMID: 12236787]
  • T Ahn, J S Kim, B C Lee, C H Yun. Effects of lipids on the interaction of SecA with model membranes. Archives of biochemistry and biophysics. 2001 Nov; 395(1):14-20. doi: 10.1006/abbi.2001.2565. [PMID: 11673860]
  • J A Friesen, M F Liu, C Kent. Cloning and characterization of a lipid-activated CTP:phosphocholine cytidylyltransferase from Caenorhabditis elegans: identification of a 21-residue segment critical for lipid activation. Biochimica et biophysica acta. 2001 Sep; 1533(2):86-98. doi: 10.1016/s1388-1981(01)00145-7. [PMID: 11566446]
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  • P Becker, H Märkl. Modeling of olive oil degradation and oleic acid inhibition during chemostat and batch cultivation of Bacillus thermoleovorans IHI-91. Biotechnology and bioengineering. 2000 Dec; 70(6):630-7. doi: 10.1002/1097-0290(20001220)70:6<630::aid-bit4>3.0.co;2-q. [PMID: 11064331]
  • N Hernando, M Traebert, I Forster, J Biber, H Murer. Effect of two tyrosine mutations on the activity and regulation of the renal type II Na/Pi-cotransporter expressed in oocytes. The Journal of membrane biology. 1999 Apr; 168(3):275-82. doi: 10.1007/s002329900516. [PMID: 10191361]
  • S Ransac, M Ivanova, I Panaiotov, R Verger. Monolayer techniques for studying lipase kinetics. Methods in molecular biology (Clifton, N.J.). 1999; 109(?):279-302. doi: 10.1385/1-59259-581-2:279. [PMID: 9918030]
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