DG(16:0/16:0/0:0) (BioDeep_00000024799)

 

Secondary id: BioDeep_00000599303, BioDeep_00000861634

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite LipidSearch


代谢物信息卡片


(2S)-1-(hexadecanoyloxy)-3-hydroxypropan-2-yl hexadecanoate

化学式: C35H68O5 (568.5066478)
中文名称: 1,2-二棕榈酰-rac-甘油, (±)-1,2-二棕榈精, 1,2-双棕榈酸甘油酯
谱图信息: 最多检出来源 Homo sapiens(lipidomics) 0.23%

分子结构信息

SMILES: CCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCC
InChI: InChI=1S/C35H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,36H,3-32H2,1-2H3

描述信息

DG(16:0/16:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:0/16:0/0:0), in particular, consists of two chains of palmitic acid at the C-1 and C-2 positions. The palmitic acid moieties are derived from fish oils, milk fats, vegetable oils and animal fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.
DG(16:0/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.
1,2-Dipalmitoyl-sn-glycerol is an endogenous metabolite.

同义名列表

17 个代谢物同义名

(2S)-1-(hexadecanoyloxy)-3-hydroxypropan-2-yl hexadecanoate; (S)-1-(Hydroxymethyl)ethane-1,2-diyl dipalmitic acid; (S)-1-(Hydroxymethyl)ethane-1,2-diyl dipalmitate; 1,2-dihexadecanoyl-rac-glycerol; 1,2-dihexadecanoyl-sn-glycerol; 1,2-Dipalmitoyl-rac-glycerol; 1,2-dipalmitoyl-sn-glycerol; Diacylglycerol(16:0/16:0); Diacylglycerol(32:0); DG(16:0/16:0/0:0); UNII:R7P33H2T7C; Diacylglycerol; DAG(16:0/16:0); DG(16:0/16:0); Diglyceride; DAG(32:0); DG(32:0)



数据库引用编号

12 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

  • 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]
  • Yongcheng Huang, Jonathan C Cohen, Helen H Hobbs. Expression and characterization of a PNPLA3 protein isoform (I148M) associated with nonalcoholic fatty liver disease. The Journal of biological chemistry. 2011 Oct; 286(43):37085-93. doi: 10.1074/jbc.m111.290114. [PMID: 21878620]
  • Ayssar A Elamin, Matthias Stehr, Ralf Spallek, Manfred Rohde, Mahavir Singh. The Mycobacterium tuberculosis Ag85A is a novel diacylglycerol acyltransferase involved in lipid body formation. Molecular microbiology. 2011 Sep; 81(6):1577-92. doi: 10.1111/j.1365-2958.2011.07792.x. [PMID: 21819455]
  • Pierre Antony, Kristen Hoek, Bhaskarjyoti Sarmah, Wasif N Khan. Micro-scale flow cytometry-based and biochemical analysis of lipid signaling in primary B cell subpopulations. Biological procedures online. 2007 Dec; 9(?):73-83. doi: 10.1251/bpo135. [PMID: 18385809]
  • Igor A Butovich, Eduardo Uchiyama, James P McCulley. Lipids of human meibum: mass-spectrometric analysis and structural elucidation. Journal of lipid research. 2007 Oct; 48(10):2220-35. doi: 10.1194/jlr.m700237-jlr200. [PMID: 17626978]
  • Norman R Pallas, Brian A Pethica. Lateral intermolecular forces between biomembrane lipids in two dimensions: 1,2-dipalmitin at the heptane/water interface compared with phospholipids. The journal of physical chemistry. B. 2007 Jan; 111(1):74-80. doi: 10.1021/jp0658748. [PMID: 17201430]
  • Konstantin Balashev, N John DiNardo, Thomas H Callisen, Allan Svendsen, Thomas Bjørnholm. Atomic force microscope visualization of lipid bilayer degradation due to action of phospholipase A2 and Humicola lanuginosa lipase. Biochimica et biophysica acta. 2007 Jan; 1768(1):90-9. doi: 10.1016/j.bbamem.2006.09.028. [PMID: 17084807]
  • Tomoko Konishi, Hideo Satsu, Yasuo Hatsugai, Koichi Aizawa, Takahiro Inakuma, Shinji Nagata, Sho-Hei Sakuda, Hiromichi Nagasawa, Makoto Shimizu. Inhibitory effect of a bitter melon extract on the P-glycoprotein activity in intestinal Caco-2 cells. British journal of pharmacology. 2004 Oct; 143(3):379-87. doi: 10.1038/sj.bjp.0705804. [PMID: 15351776]
  • S K Lo, B S Baharin, C P Tan, O M Lai. Analysis of 1,2(2,3)- and 1,3-positional isomers of diacylglycerols from vegetable oils by reversed-phase high-performance liquid chromatography. Journal of chromatographic science. 2004 Mar; 42(3):145-54. doi: 10.1093/chromsci/42.3.145. [PMID: 15023251]
  • X S Chen, D H Chen, J Y Si, G Z Tu. Chemical constituents of Typhonium giganteum Engl. Journal of Asian natural products research. 2001; 3(4):277-83. doi: 10.1080/10286020108040367. [PMID: 11783581]