DG(18:0/18:0/0:0) (BioDeep_00000021592)

   

human metabolite Endogenous blood metabolite


代谢物信息卡片


(2S)-1-hydroxy-3-(octadecanoyloxy)propan-2-yl octadecanoate

化学式: C39H76O5 (624.5692445999999)
中文名称: 1,2-二硬脂酰基-rac-甘油, 1,2-二硬脂酰基外消旋甘油
谱图信息: 最多检出来源 Bos taurus(blood) 6.9%

分子结构信息

SMILES: CCCCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCCCC
InChI: InChI=1S/C39H76O5/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/h37,40H,3-36H2,1-2H3

描述信息

DG(18:0/18:0/0:0) 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(18:0/18:0/0:0), in particular, consists of two chains of stearic acid at the C-1 and C-2 positions. The stearic acid moieties are derived from animal fats, coco butter and sesame oil. 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(18:0/18:0/0:0) 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(18:0/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.

同义名列表

24 个代谢物同义名

(2S)-1-hydroxy-3-(octadecanoyloxy)propan-2-yl octadecanoate; (2S)-3-Hydroxypropane-1,2-diyl distearoic acid; (2S)-3-Hydroxypropane-1,2-diyl distearoate; (S)-2,3-Bis-stearoyloxy-propan-1-ol; (S)-(-)-1,2-Distearoyl-sn-glycerol; 1,2-dioctadecanoyl-rac-glycerol; (S)-1,2-Dioctadecanoylglycerol; (-)-(S)-Glycerin-1,2-distearat; (2S)-1,2-Bis-O-stearylglycerol; 1,2-Di-O-stearoyl-sn-glycerol; 1,2-distearoyl-rac-glycerol; 1,2-Distearoyl-sn-glycerol; (S)-1,2-Distearoylglycerol; Diacylglycerol(18:0/18:0); Diacylglycerol(36:0); DG(18:0/18:0/0:0); Diacyl glycerol; Diacylglycerol; DAG(18:0/18:0); DG(18:0/18:0); Diglyceride; DAG(36:0); Distearin; DG(36:0)



数据库引用编号

9 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

145 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(145)

PharmGKB(0)

3 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

  • Jonathan Vaassen, Kathrin Bartscher, Joerg Breitkreutz. Taste masked lipid pellets with enhanced release of hydrophobic active ingredient. International journal of pharmaceutics. 2012 Jun; 429(1-2):99-103. doi: 10.1016/j.ijpharm.2012.03.013. [PMID: 22465412]
  • Wen-Chia Huang, Wen-Hsuan Chiang, Yi-Fong Huang, Sung-Chyr Lin, Zong-Fu Shih, Chorng-Shyan Chern, Chi-Shiun Chiang, Hsin-Cheng Chiu. Nano-scaled pH-responsive polymeric vesicles for intracellular release of doxorubicin. Journal of drug targeting. 2011 Dec; 19(10):944-53. doi: 10.3109/1061186x.2011.632012. [PMID: 22050402]
  • Julia Krause, Markus Thommes, Jörg Breitkreutz. Immediate release pellets with lipid binders obtained by solvent-free cold extrusion. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2009 Jan; 71(1):138-44. doi: 10.1016/j.ejpb.2008.08.020. [PMID: 18805483]
  • 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]
  • G M van Wijk, K Y Hostetler, E Kroneman, D D Richman, C N Sridhar, R Kumar, H van den Bosch. Synthesis and antiviral activity of 3'-azido-3'-deoxythymidine triphosphate distearoylglycerol: a novel phospholipid conjugate of the anti-HIV agent AZT. Chemistry and physics of lipids. 1994 Apr; 70(2):213-22. doi: 10.1016/0009-3084(94)90089-2. [PMID: 8033292]
  • H De Boeck, R Zidovetzki. Effects of diacylglycerols on the structure of phosphatidylcholine bilayers: a 2H and 31P NMR study. Biochemistry. 1989 Sep; 28(18):7439-46. doi: 10.1021/bi00444a043. [PMID: 2819079]
  • C Feyerabend, M A Russell. Improved gas chromatographic method and micro-extraction technique for the measurement of nicotine in biological fluids. The Journal of pharmacy and pharmacology. 1979 Feb; 31(2):73-6. doi: 10.1111/j.2042-7158.1979.tb13435.x. [PMID: 33255]