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 (624.5845)
中文名称: 胆甾醇棕榈酸酯, 棕榈酸胆甾醇, 棕榈酸胆固醇酯
谱图信息: 最多检出来源 Homo sapiens(lipidomics) 96.03%

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

48 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; Cholesteryl palmitate



数据库引用编号

18 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。

亚细胞结构定位 关联基因列表
Cytoplasm 12 ALB, APOB, APOE, ESR1, IRS1, JAK2, KLK8, PFDN5, PIK3CA, PPARG, PTGS1, PTGS2
Peripheral membrane protein 4 ESR1, JAK2, PTGS1, PTGS2
Endosome membrane 2 APOB, LDLR
Endoplasmic reticulum membrane 5 APOB, DHCR7, PTGS1, PTGS2, SFTPD
Nucleus 7 ALB, APOE, ESR1, IRS1, JAK2, PFDN5, PPARG
cytosol 9 ALB, APOB, ESR1, IRS1, JAK2, LIPE, PFDN5, PIK3CA, PPARG
dendrite 1 APOE
centrosome 1 ALB
nucleoplasm 5 CD2, ESR1, IRS1, JAK2, PPARG
RNA polymerase II transcription regulator complex 1 PPARG
Cell membrane 5 CD2, ESR1, LDLR, LIPE, PRND
Cytoplasmic side 1 ESR1
lamellipodium 1 PIK3CA
Multi-pass membrane protein 1 DHCR7
cell surface 3 CD2, LDLR, LIPG
glutamatergic synapse 2 APOE, JAK2
Golgi apparatus 7 ALB, APOE, CD2, ESR1, LDLR, LIPG, PTGS1
neuronal cell body 2 APOB, APOE
postsynapse 1 JAK2
smooth endoplasmic reticulum 1 APOB
Cytoplasm, cytosol 1 LIPE
Lysosome 2 LDLR, SFTPD
plasma membrane 9 APOB, APOE, CD2, ESR1, IRS1, JAK2, LDLR, PIK3CA, PRND
Membrane 7 APOE, DHCR7, ESR1, JAK2, LCAT, LDLR, LIPE
basolateral plasma membrane 1 LDLR
caveola 4 IRS1, JAK2, LIPE, PTGS2
extracellular exosome 5 ALB, APOB, APOE, LCAT, PTGS1
endoplasmic reticulum 4 ALB, APOE, DHCR7, PTGS2
extracellular space 7 ALB, APOB, APOE, KLK8, LCAT, LIPG, SFTPD
lysosomal lumen 1 APOB
perinuclear region of cytoplasm 2 PIK3CA, PPARG
intercalated disc 1 PIK3CA
protein-containing complex 4 ALB, CD2, ESR1, PTGS2
intracellular membrane-bounded organelle 4 APOB, IRS1, PPARG, PTGS1
Microsome membrane 2 PTGS1, PTGS2
Single-pass type I membrane protein 2 CD2, LDLR
Secreted 6 ALB, APOB, APOE, KLK8, LCAT, LIPG
extracellular region 9 ALB, APOB, APOE, CD2, KLK8, LCAT, LIPG, PRND, SFTPD
cytoplasmic side of plasma membrane 2 CD2, JAK2
Single-pass membrane protein 1 LDLR
anchoring junction 1 ALB
transcription regulator complex 1 ESR1
photoreceptor outer segment 1 PTGS1
external side of plasma membrane 3 CD2, LDLR, PRND
Endosome, multivesicular body 1 APOE
Extracellular vesicle 1 APOE
Secreted, extracellular space, extracellular matrix 1 APOE
chylomicron 2 APOB, APOE
high-density lipoprotein particle 2 APOE, LCAT
low-density lipoprotein particle 3 APOB, APOE, LDLR
multivesicular body 2 APOE, SFTPD
very-low-density lipoprotein particle 2 APOB, APOE
Early endosome 4 APOB, APOE, LDLR, LIPG
Membrane, clathrin-coated pit 1 LDLR
apical part of cell 1 LDLR
cell-cell junction 1 CD2
clathrin-coated pit 1 LDLR
Membrane raft 1 JAK2
focal adhesion 1 JAK2
extracellular matrix 1 APOE
collagen trimer 1 SFTPD
collagen-containing extracellular matrix 1 APOE
secretory granule 1 KLK8
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 2 DHCR7, PTGS2
Late endosome 1 LDLR
receptor complex 2 LDLR, PPARG
neuron projection 2 PTGS1, PTGS2
ciliary basal body 1 ALB
chromatin 2 ESR1, PPARG
cytoskeleton 1 JAK2
centriole 1 ALB
Secreted, extracellular space 1 APOE
spindle pole 1 ALB
blood microparticle 2 ALB, APOE
Lipid-anchor, GPI-anchor 1 PRND
Endomembrane system 3 JAK2, LDLR, PTGS1
endosome lumen 2 APOB, JAK2
sorting endosome 1 LDLR
Lipid droplet 2 APOB, LIPE
Membrane, caveola 1 LIPE
Melanosome 1 APOE
euchromatin 2 ESR1, JAK2
side of membrane 1 PRND
intermediate filament cytoskeleton 1 PFDN5
endoplasmic reticulum lumen 4 ALB, APOB, APOE, PTGS2
platelet alpha granule lumen 1 ALB
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
endocytic vesicle 1 SFTPD
endoplasmic reticulum exit site 1 APOB
clathrin-coated endocytic vesicle 1 SFTPD
clathrin-coated endocytic vesicle membrane 3 APOB, APOE, LDLR
[Isoform 1]: Nucleus 1 ESR1
extrinsic component of cytoplasmic side of plasma membrane 1 JAK2
prefoldin complex 1 PFDN5
synaptic cleft 1 APOE
endolysosome membrane 1 LDLR
serine protease inhibitor complex 1 KLK8
somatodendritic compartment 1 LDLR
extrinsic component of plasma membrane 1 JAK2
granulocyte macrophage colony-stimulating factor receptor complex 1 JAK2
interleukin-12 receptor complex 1 JAK2
interleukin-23 receptor complex 1 JAK2
discoidal high-density lipoprotein particle 1 APOE
endocytic vesicle lumen 2 APOB, APOE
PCSK9-LDLR complex 1 LDLR
chylomicron remnant 2 APOB, APOE
intermediate-density lipoprotein particle 2 APOB, APOE
lipoprotein particle 1 APOE
multivesicular body, internal vesicle 1 APOE
mature chylomicron 1 APOB
insulin receptor complex 1 IRS1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
ciliary transition fiber 1 ALB


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]