DG(16:0/18:1(9Z)/0:0) (BioDeep_00000009627)

 

Secondary id: BioDeep_00000631492

human metabolite Endogenous blood metabolite natural product


代谢物信息卡片


(2S)-1-(hexadecanoyloxy)-3-hydroxypropan-2-yl (9Z)-octadec-9-enoate

化学式: C37H70O5 (594.5223)
中文名称: 1-棕榈酰-2-油酸甘油酯
谱图信息: 最多检出来源 Homo sapiens(lipidomics) 97.45%

Reviewed

Last reviewed on 2024-09-24.

Cite this Page

DG(16:0/18:1(9Z)/0:0). BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/dg(16:0_18:1(9z)_0:0) (retrieved 2024-12-23) (BioDeep RN: BioDeep_00000009627). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)O[C@@H](CO)COC(=O)CCCCCCCCCCCCCCC
InChI: InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,35,38H,3-16,19-34H2,1-2H3/t35-/m0/s1

描述信息

DG(16:0/18:1(9Z)/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(16:0/18:1(9Z)/0:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of oleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the oleic acid moiety is derived from vegetable oils, especially olive and canola 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(16:0/18:1(9Z)/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(16:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.

同义名列表

31 个代谢物同义名

(2S)-1-(hexadecanoyloxy)-3-hydroxypropan-2-yl (9Z)-octadec-9-enoate; 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol; 1-Palmitoyl-2-oleoyl-sn-glycerol, (S)-isomer; 1-(1-14C)Palmitoyl-2-oleoyl-sn-glycerol; 1-Palmitoyl-2-(1-14C)oleoyl-sn-glycerol; Diacylglycerol(16:0/18:1(9Z)/0:0); 1-Palmitoyl-2-oleoyl-rac-glycerol; 1-Palmitoyl-2-oleoyl-sn-glycerol; 1-Palmitoyl-2-oleoylglycerol; Diacylglycerol(16:0/18:1n9); Diacylglycerol(16:0/18:1W9); Diacylglycerol(16:0/18:1); DG (16:0/18:1(N-9)/0:0); DAG(16:0/18:1(9Z)/0:0); DG(16:0/18:1(9Z)/0:0); Diacylglycerol(34:1); DG(16:0/18:1/0:0); DAG(16:0/18:1N9); DAG(16:0/18:1W9); DG(16:0/18:1W9); DG(16:0/18:1N9); Diacylglycerol; DAG(16:0/18:1); DG(16:0/18:1); DG(16:0_18:1); Diglyceride; 1-(14C)POG; 2-(14C)POG; DAG(34:1); DG(34:1); DG 34:1



数据库引用编号

16 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)

9 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 4 FANCL, PLA2G12A, PRKCA, TRPC6
Peripheral membrane protein 2 MGLL, PRKCA
Endoplasmic reticulum membrane 2 MGLL, SFTPB
Mitochondrion membrane 1 PRKCA
Nucleus 3 FANCL, PLCZ1, PRKCA
cytosol 5 FANCL, LIPE, MGLL, PLCZ1, PRKCA
mitochondrial membrane 1 PRKCA
nuclear body 1 FANCL
nucleoplasm 4 DAGLB, FANCL, PLCZ1, PRKCA
Cell membrane 5 DAGLB, LIPE, PRKCA, TRPC3, TRPC6
Multi-pass membrane protein 3 DAGLB, TRPC3, TRPC6
lysosomal membrane 1 DAGLB
Cytoplasm, cytosol 2 LIPE, MGLL
Lysosome 1 SFTPB
plasma membrane 6 DAGLB, KNG1, MGLL, PRKCA, TRPC3, TRPC6
Membrane 7 DAGLB, FANCL, LIPE, MGLL, PRKCA, TRPC3, TRPC6
caveola 1 LIPE
extracellular exosome 2 KNG1, PRKCA
endoplasmic reticulum 1 PRKCA
extracellular space 1 KNG1
perinuclear region of cytoplasm 2 PLCZ1, PRKCA
mitochondrion 1 PRKCA
intracellular membrane-bounded organelle 1 FANCL
pronucleus 1 PLCZ1
Secreted 1 PLA2G12A
extracellular region 3 KNG1, PLA2G12A, SFTPB
multivesicular body 1 SFTPB
slit diaphragm 1 TRPC6
nucleolus 1 PLCZ1
Cytoplasm, perinuclear region 1 PLCZ1
collagen-containing extracellular matrix 1 KNG1
ciliary basal body 1 PRKCA
chromatin 1 FANCL
Secreted, extracellular space 1 KNG1
blood microparticle 1 KNG1
nuclear envelope 1 FANCL
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
Fanconi anaemia nuclear complex 1 FANCL
endoplasmic reticulum lumen 1 KNG1
platelet alpha granule lumen 1 KNG1
clathrin-coated endocytic vesicle 1 SFTPB
alveolar lamellar body 1 SFTPB
multivesicular body lumen 1 SFTPB
sperm head 1 PLCZ1
alphav-beta3 integrin-PKCalpha complex 1 PRKCA
lamellar body 1 SFTPB
cation channel complex 2 TRPC3, TRPC6
Secreted, extracellular space, surface film 1 SFTPB


文献列表

  • Yasuyuki Hashidoko, Hiroaki Nishizuka, Manato Tanaka, Kanako Murata, Yuta Murai, Makoto Hashimoto. Isolation and characterization of 1-palmitoyl-2-linoleoyl-sn-glycerol as a hormogonium-inducing factor (HIF) from the coralloid roots of Cycas revoluta (Cycadaceae). Scientific reports. 2019 03; 9(1):4751. doi: 10.1038/s41598-019-39647-8. [PMID: 30894551]
  • Dorottya Nagy-Szakal, Dinesh K Barupal, Bohyun Lee, Xiaoyu Che, Brent L Williams, Ellie J R Kahn, Joy E Ukaigwe, Lucinda Bateman, Nancy G Klimas, Anthony L Komaroff, Susan Levine, Jose G Montoya, Daniel L Peterson, Bruce Levin, Mady Hornig, Oliver Fiehn, W Ian Lipkin. Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics. Scientific reports. 2018 07; 8(1):10056. doi: 10.1038/s41598-018-28477-9. [PMID: 29968805]
  • Takaoki Koyanagi, Geoffray Leriche, Alvin Yep, David Onofrei, Gregory P Holland, Michael Mayer, Jerry Yang. Effect of Headgroups on Small-Ion Permeability across Archaea-Inspired Tetraether Lipid Membranes. Chemistry (Weinheim an der Bergstrasse, Germany). 2016 06; 22(24):8074-7. doi: 10.1002/chem.201601326. [PMID: 27142341]
  • Celia Carrillo, Aziz Hichami, Pierre Andreoletti, Mustapha Cherkaoui-Malki, María del Mar Cavia, Souleymane Abdoul-Azize, Sara R Alonso-Torre, Naim Akhtar Khan. Diacylglycerol-containing oleic acid induces increases in [Ca(2+)](i) via TRPC3/6 channels in human T-cells. Biochimica et biophysica acta. 2012 Apr; 1821(4):618-26. doi: 10.1016/j.bbalip.2012.01.008. [PMID: 22306362]
  • 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]
  • Hugh I Kim, Hyungjun Kim, Young Shik Shin, Luther W Beegle, Seung Soon Jang, Evan L Neidholdt, William A Goddard, James R Heath, Isik Kanik, J L Beauchamp. Interfacial reactions of ozone with surfactant protein B in a model lung surfactant system. Journal of the American Chemical Society. 2010 Feb; 132(7):2254-63. doi: 10.1021/ja908477w. [PMID: 20121208]
  • Sarah A Scott, Paige E Selvy, Jason R Buck, Hyekyung P Cho, Tracy L Criswell, Ashley L Thomas, Michelle D Armstrong, Carlos L Arteaga, Craig W Lindsley, H Alex Brown. Design of isoform-selective phospholipase D inhibitors that modulate cancer cell invasiveness. Nature chemical biology. 2009 Feb; 5(2):108-17. doi: 10.1038/nchembio.140. [PMID: 19136975]
  • A M Jiménez-Monreal, F J Aranda, V Micol, P Sánchez-Piñera, A de Godos, J C Gómez-Fernández. Influence of the physical state of the membrane on the enzymatic activity and energy of activation of protein kinase C alpha. Biochemistry. 1999 Jun; 38(24):7747-54. doi: 10.1021/bi983062z. [PMID: 10387014]
  • A K Hinderliter, A R Dibble, R L Biltonen, J J Sando. Activation of protein kinase C by coexisting diacylglycerol-enriched and diacylglycerol-poor lipid domains. Biochemistry. 1997 May; 36(20):6141-8. doi: 10.1021/bi962715d. [PMID: 9166785]