CE(16:0) (BioDeep_00000008562)

 

Secondary id: BioDeep_00000858643

human metabolite Endogenous blood metabolite BioNovoGene_Lab2019


代谢物信息卡片


(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl hexadecanoate

化学式: C43H76O2 (624.5844996)
中文名称: 棕榈酸胆固醇酯, 胆甾醇棕榈酸酯, 棕榈酸胆甾醇
谱图信息: 最多检出来源 Homo sapiens(lipidomics) 98.78%

分子结构信息

SMILES: C1[C@H](OC(=O)CCCCCCCCCCCCCCC)CC2=CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@]([H])(C)CCCC(C)C)[C@@]4(C)CC[C@]3([H])[C@@]2(C)C1
InChI: InChI=1S/C43H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-23-41(44)45-36-28-30-42(5)35(32-36)24-25-37-39-27-26-38(34(4)22-20-21-33(2)3)43(39,6)31-29-40(37)42/h24,33-34,36-40H,7-23,25-32H2,1-6H3/t34-,36+,37+,38-,39+,40+,42+,43-/m1/s1

描述信息

CE(16:0), also known as cholesteryl palmitic acid, is a cholesteryl ester. A cholesteryl ester is an ester of cholesterol. Fatty acid esters of cholesterol constitute about two-thirds of the cholesterol in the plasma. Cholesterol is a sterol (a combination of steroid and alcohol) and a lipid found in the cell membranes of all body tissues and transported in the blood plasma of all animals. The accumulation of cholesterol esters in the arterial intima (the innermost layer of an artery, in direct contact with the flowing blood) is a characteristic feature of atherosclerosis. Atherosclerosis is a disease affecting arterial blood vessels. It is a chronic inflammatory response in the walls of arteries, in large part to the deposition of lipoproteins (plasma proteins that carry cholesterol and triglycerides). CE(16:0) may also accumulate in hereditary hypercholesterolemia, an inborn error of metabolism. Cholesteryl palmitate is one of the four important lipids found in the tear film. Amniotic fluid cholesteryl palmitate, as measured by thin-layer chromatography, appears to be a very sensitive and specific predictor for the risk of respiratory distress syndrome (RDS) in newborns of normal pregnancies (PMID:3405552, 16922549).
Cholesteryl palmitic acid is a cholesteryl ester. A cholesteryl ester is an ester of cholesterol. Fatty acid esters of cholesterol constitute about two-thirds of the cholesterol in the plasma. Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. The accumulation of cholesterol esters in the arterial intima (the innermost layer of an artery, in direct contact with the flowing blood) is a characteristic feature of atherosclerosis. Atherosclerosis is a disease affecting arterial blood vessels. It is a chronic inflammatory response in the walls of arteries, in large part to the deposition of lipoproteins (plasma proteins that carry cholesterol and triglycerides). Cholesteryl palmitate is one of the four important lipids found in the tear film. Amniotic fluid cholesteryl palmitate, as measured by thin-layer chromatography, appears to be a very sensitive and specific predictor for the risk of respiratory distress syndrome (RDS) in newborns of normal pregnancies. (PMID: 3405552, 16922549) [HMDB]

同义名列表

47 个代谢物同义名

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl hexadecanoate; Cholest-5-en-3-ol (3.beta.)-, 3-hexadecanoate; (3beta)-Cholest-5-en-3-ol hexadecanoic acid; (3Β)-cholest-5-en-3-ol hexadecanoic acid; (3b)-Cholest-5-en-3-ol hexadecanoic acid; (3beta)-Cholest-5-en-3-ol hexadecanoate; Hexadecanoic acid, cholesteryl ester; (3Β)-cholest-5-en-3-ol hexadecanoate; (3b)-Cholest-5-en-3-ol hexadecanoate; cholest-5-en-3beta-yl hexadecanoate; Hexadecanoic acid cholesteryl ester; Cholest-5-ene-3-beta-yl palmitate; Hexadecanoate, cholesteryl ester; Cholesterol 1-hexadecanoic acid; Palmitic acid cholesteryl ester; Cholesteryl 1-hexadecanoic acid; Cholest-5-en-3beta-ol stearate; Cholesteryl hexadecanoic acid; 5-Cholesten-3beta-ol stearate; Cholesterol 1-palmitoic acid; Cholesteryl 1-palmitoic acid; Cholesteryl 1-hexadecanoate; Cholesterol ester(16:0/0:0); Cholest-5-en-3β-ol stearate; Palmitate cholesteryl ester; Cholest-5-en-3-yl palmitate; Cholesterol 1-hexadecanoate; 1-Hexadecanoyl-cholesterol; 5-Cholesten-3β-ol stearate; Cholesteryl hexadecanoate; Cholesterol palmitic acid; Cholesteryl palmitic acid; Cholesterol hexadecanoate; Cholesteryl 1-palmitoate; Cholesterol 1-palmitoate; Cholesterol ester(16:0); 1-Palmitoyl-cholesterol; 16:0 Cholesteryl ester; 16:0 Cholesterol ester; Cholesterol palmitate; cholesteryl palmitate; Hexadecanoic acid; Hexadecanoate; CE(16:0/0:0); CE(16:0); CE 16:0; CE



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

1 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(1)

PharmGKB(0)

2 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

  • Yuwei Liu, Lin Lei, Xiaobo Wang, Ka Ying Ma, Yuk Man Li, Lijun Wang, Sun Wa Man, Yu Huang, Zhen-Yu Chen. Plasma cholesterol-raising potency of dietary free cholesterol versus cholesteryl ester and effect of β-sitosterol. Food chemistry. 2015 Feb; 169(?):277-82. doi: 10.1016/j.foodchem.2014.07.123. [PMID: 25236227]
  • 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]
  • Thomas J Millar, P Ewen King-Smith. Analysis of Comparison of Human Meibomian Lipid Films and Mixtures with Cholesteryl Esters In Vitro Films using High Resolution Color Microscopy. Investigative ophthalmology & visual science. 2012 Jul; 53(8):4710-9. doi: 10.1167/iovs.12-10022. [PMID: 22695957]
  • Michael A Wyder, Shannon M Griffin, D Nicole Worsham, Edna S Kaneshiro. Clearance in vivo of instilled [h]cholesterol from the rat lung. Biochemistry research international. 2010; 2010(?):965716. doi: 10.1155/2010/965716. [PMID: 21188079]
  • Thai Q Do, Safiehkhatoon Moshkani, Patricia Castillo, Suda Anunta, Adelina Pogosyan, Annie Cheung, Beth Marbois, Kym F Faull, William Ernst, Su Ming Chiang, Gary Fujii, Catherine F Clarke, Krishna Foster, Edith Porter. Lipids including cholesteryl linoleate and cholesteryl arachidonate contribute to the inherent antibacterial activity of human nasal fluid. Journal of immunology (Baltimore, Md. : 1950). 2008 Sep; 181(6):4177-87. doi: 10.4049/jimmunol.181.6.4177. [PMID: 18768875]
  • A K Panda, K Nag, R R Harbottle, F Possmayer, N O Petersen. Thermodynamic studies of bovine lung surfactant extract mixing with cholesterol and its palmitate derivative. Journal of colloid and interface science. 2007 Jul; 311(2):551-5. doi: 10.1016/j.jcis.2004.04.010. [PMID: 17434181]
  • Zygmunt Zawada. A single-step method of liposome preparation. Cellular & molecular biology letters. 2004; 9(4A):603-15. doi: ". [PMID: 15647784]
  • Wojciech Jacheć, Andrzej Tomasik, Wojciech Ceglarek, Stanisław Woś, Jan Wodniecki, Celina Wojciechowska, Bronisława Skrzep-Poloczek, Piotr Walichiewicz, Kazimierz Widenka. Lipid peroxidation and vitamin E in human coronary atherosclerotic lesions. Clinica chimica acta; international journal of clinical chemistry. 2003 Apr; 330(1-2):121-9. doi: 10.1016/s0009-8981(03)00009-3. [PMID: 12636930]
  • T Verleyen, R Verhe, L Garcia, K Dewettinck, A Huyghebaert, W De Greyt. Gas chromatographic characterization of vegetable oil deodorization distillate. Journal of chromatography. A. 2001 Jul; 921(2):277-85. doi: 10.1016/s0021-9673(01)00881-0. [PMID: 11471811]
  • P Weinmann, M Jouan, Q D Nguyen, B Lacroix, C Groiselle, J P Bonte, G Luc. Quantitative analysis of cholesterol and cholesteryl esters in human atherosclerotic plaques using near-infrared Raman spectroscopy. Atherosclerosis. 1998 Sep; 140(1):81-8. doi: 10.1016/s0021-9150(98)00119-1. [PMID: 9733218]
  • J Werner, M Laposata, C Fernández-del Castillo, M Saghir, R V Iozzo, K B Lewandrowski, A L Warshaw. Pancreatic injury in rats induced by fatty acid ethyl ester, a nonoxidative metabolite of alcohol. Gastroenterology. 1997 Jul; 113(1):286-94. doi: 10.1016/s0016-5085(97)70106-9. [PMID: 9207289]
  • W Guo, J A Hamilton. Phase behavior and crystalline structures of cholesteryl ester mixtures: a C-13 MASNMR study. Biophysical journal. 1995 Jun; 68(6):2376-86. doi: 10.1016/s0006-3495(95)80420-0. [PMID: 7647242]
  • S M Innis, R Dyer, P Quinlan, D Diersen-Schade. Palmitic acid is absorbed as sn-2 monopalmitin from milk and formula with rearranged triacylglycerols and results in increased plasma triglyceride sn-2 and cholesteryl ester palmitate in piglets. The Journal of nutrition. 1995 Jan; 125(1):73-81. doi: 10.1093/jn/125.1.73. [PMID: 7815179]
  • B Cheng, J Kowal. Analysis of adrenal cholesteryl esters by reversed phase high performance liquid chromatography. Journal of lipid research. 1994 Jun; 35(6):1115-21. doi: . [PMID: 8077850]
  • J P Despres, B S Fong, J Jimenez, P Julien, A Angel. Selective uptake of HDL cholesterol ester by human fat cells. The American journal of physiology. 1988 May; 254(5 Pt 1):E667-75. doi: 10.1152/ajpendo.1988.254.5.e667. [PMID: 3364563]