DG(14:0/14:0/0:0) (BioDeep_00000011340)

 

Secondary id: BioDeep_00000631597

human metabolite Endogenous LipidSearch


代谢物信息卡片


(2S)-1-hydroxy-3-(tetradecanoyloxy)propan-2-yl tetradecanoate

化学式: C31H60O5 (512.4441)
中文名称: 1,2-二肉豆蔻酰-外消旋-甘油, 1,2-二肉豆蔻酰基-sn-甘油, 1,2-二肉豆蔻酰基外消旋甘油
谱图信息: 最多检出来源 Homo sapiens(lipidomics) 98.92%

分子结构信息

SMILES: CCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCC
InChI: InChI=1S/C31H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h29,32H,3-28H2,1-2H3

描述信息

DG(14:0/14:0/0:0) 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(14:0/14:0/0:0), in particular, consists of two chains of myristic acid at the C-1 and C-2 positions. The myristic acid moieties are derived from nutmeg and butter. 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(14:0/14:0/0:0) 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(14:0/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.

同义名列表

27 个代谢物同义名

(2S)-1-hydroxy-3-(tetradecanoyloxy)propan-2-yl tetradecanoate; 1,2-Di-O-dimyristoyl-sn-glycerol; (S)-Glycerol 1,2-dimyristic acid; 1,2-ditetradecanoyl-rac-glycerol; 1,2-ditetradecanoyl-sn-glycerol; 1,2-Dimyristoyl-rac-glycerol; (S)-Glycerol 1,2-dimyristate; 1,2-dimyristoyl-sn-glycerol; 1,2-Dimyristyl-sn-glycerol; sn-1,2-Dimyristoylglycerol; Diacylglycerol(14:0/14:0); 1,2-dimyristoyl-glycerol; 1,2-Dimyristoylglycerol; Dimyristoyl diglyceride; Diacylglycerol(28:0); (S)-1,2-Dimyristin; DG(14:0/14:0/0:0); sn-1,2-Dimyristin; UNII:G0ZI9U6LC3; Diacylglycerol; DAG(14:0/14:0); DG(14:0/14:0); Diglyceride; DAG(28:0); DG(28:0); 14:0 DG; DG 28:0



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

166 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(166)

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。

亚细胞结构定位 关联基因列表
Cytoplasm 4 DLC1, ITPR3, PRKCA, RAC1
Peripheral membrane protein 2 DLC1, PRKCA
Endosome membrane 1 INSR
Endoplasmic reticulum membrane 4 ITPR3, LNPK, RAC1, STAR
Mitochondrion membrane 1 PRKCA
Nucleus 4 DLC1, PLCZ1, PRKCA, RAC1
cytosol 6 DLC1, PLCZ1, PRKCA, PRKCQ, RAC1, SLC2A1
dendrite 1 RAC1
mitochondrial membrane 1 PRKCA
trans-Golgi network 1 RAC1
centrosome 1 DLC1
nucleoplasm 4 ITPR3, LNPK, PLCZ1, PRKCA
Cell membrane 5 INSR, PRKCA, RAC1, SLC2A1, STAR
Lipid-anchor 1 RAC1
Cytoplasmic side 2 LNPK, RAC1
lamellipodium 1 RAC1
ruffle membrane 2 DLC1, RAC1
Multi-pass membrane protein 4 ATP4A, ITPR3, LNPK, SLC2A1
Synapse 1 RAC1
cell cortex 1 RAC1
cell surface 1 EPO
glutamatergic synapse 1 RAC1
Golgi apparatus 1 ATRN
Golgi membrane 2 INS, SLC2A1
neuronal cell body 1 ITPR3
postsynapse 1 RAC1
sarcolemma 1 SLC2A1
Lysosome 1 INSR
Presynapse 1 SLC2A1
plasma membrane 10 ATP4A, ATRN, DLC1, INSR, ITPR3, PRKCA, PRKCQ, RAC1, SLC2A1, STAR
Membrane 8 ATP4A, DLC1, INSR, ITPR3, LNPK, PRKCA, RAC1, SLC2A1
apical plasma membrane 2 ATP4A, SLC2A1
axon 1 INSR
basolateral plasma membrane 1 SLC2A1
brush border 1 ITPR3
caveola 3 DLC1, INSR, SLC2A1
extracellular exosome 6 ATRN, EPO, INSR, PRKCA, RAC1, SLC2A1
endoplasmic reticulum 4 DLC1, ITPR3, LNPK, PRKCA
extracellular space 4 ATP4A, ATRN, EPO, INS
perinuclear region of cytoplasm 2 PLCZ1, PRKCA
intercalated disc 1 SLC2A1
mitochondrion 3 DLC1, PRKCA, STAR
intracellular membrane-bounded organelle 1 DLC1
pronucleus 1 PLCZ1
Single-pass type I membrane protein 3 ATRN, INSR, STAR
Secreted 3 EPO, INS, RAC1
extracellular region 3 EPO, INS, RAC1
neuronal cell body membrane 1 INSR
[Isoform 2]: Secreted 1 ATRN
mitochondrial matrix 1 STAR
centriolar satellite 1 PRKCQ
photoreceptor inner segment 1 SLC2A1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 DLC1
external side of plasma membrane 1 INSR
dendritic spine 1 RAC1
Z disc 1 SLC2A1
cytoplasmic vesicle 1 RAC1
nucleolus 2 ITPR3, PLCZ1
axon cytoplasm 1 DLC1
midbody 1 SLC2A1
apical part of cell 1 ITPR3
Apical cell membrane 1 ATP4A
Cell projection, lamellipodium 1 RAC1
Cytoplasm, perinuclear region 1 PLCZ1
Membrane raft 1 DLC1
Cell junction, focal adhesion 1 DLC1
Cytoplasm, cytoskeleton 1 DLC1
focal adhesion 2 DLC1, RAC1
microtubule 1 DLC1
sarcoplasmic reticulum 1 ITPR3
mitochondrial intermembrane space 1 STAR
ciliary tip 1 DLC1
nuclear outer membrane 1 ITPR3
Late endosome 1 INSR
receptor complex 2 INSR, ITPR3
ciliary basal body 1 PRKCA
cilium 1 DLC1
mitotic spindle 1 DLC1
Chromosome 1 DLC1
cytoskeleton 2 DLC1, RAC1
cytoplasmic ribonucleoprotein granule 1 RAC1
blood microparticle 1 SLC2A1
site of double-strand break 1 DLC1
[Isoform 3]: Secreted 1 ATRN
Recycling endosome membrane 1 RAC1
endosome lumen 1 INS
female germ cell nucleus 1 SLC2A1
Cell projection, dendrite 1 RAC1
tertiary granule membrane 1 DLC1
Melanosome 2 RAC1, SLC2A1
cell body 1 EPO
secretory granule lumen 2 EPO, INS
secretory granule membrane 2 ITPR3, RAC1
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
cortical actin cytoskeleton 2 DLC1, SLC2A1
kinetochore 1 DLC1
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 PRKCQ
cytoplasmic dynein complex 1 DLC1
aggresome 1 PRKCQ
dynein complex 1 DLC1
platelet dense tubular network membrane 1 ITPR3
ficolin-1-rich granule membrane 2 DLC1, RAC1
female pronucleus 1 SLC2A1
[Isoform 1]: Cell membrane 1 ATRN
dendrite membrane 1 INSR
Cytoplasmic vesicle, secretory vesicle membrane 1 ITPR3
transport vesicle membrane 1 ITPR3
sperm head 1 PLCZ1
NADPH oxidase complex 1 RAC1
alphav-beta3 integrin-PKCalpha complex 1 PRKCA
insulin receptor complex 1 INSR
glucose transporter complex 1 SLC2A1
cytoplasmic side of endoplasmic reticulum membrane 1 ITPR3
potassium:proton exchanging ATPase complex 1 ATP4A
endoplasmic reticulum tubular network 1 LNPK
endoplasmic reticulum tubular network membrane 1 LNPK


文献列表

  • Kin Lok H Lam, Hao Wang, Ting Ann Siaw, Matthew R Chapman, Alan J Waring, James T Kindt, Ka Yee C Lee. Mechanism of structural transformations induced by antimicrobial peptides in lipid membranes. Biochimica et biophysica acta. 2012 Feb; 1818(2):194-204. doi: 10.1016/j.bbamem.2011.11.002. [PMID: 22100601]
  • Sandesh Subramanya, Kojo Mensa-Wilmot. Diacylglycerol-stimulated endocytosis of transferrin in trypanosomatids is dependent on tyrosine kinase activity. PloS one. 2010 Jan; 5(1):e8538. doi: 10.1371/journal.pone.0008538. [PMID: 20049089]
  • Thomas B Cardon, Paresh C Dave, Gary A Lorigan. Magnetically aligned phospholipid bilayers with large q ratios stabilize magnetic alignment with high order in the gel and L(alpha) phases. Langmuir : the ACS journal of surfaces and colloids. 2005 May; 21(10):4291-8. doi: 10.1021/la0473005. [PMID: 16032838]
  • 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]
  • V Micol, P Sánchez-Piñera, J Villalaín, A de Godos, J C Gómez-Fernández. Correlation between protein kinase C alpha activity and membrane phase behavior. Biophysical journal. 1999 Feb; 76(2):916-27. doi: 10.1016/s0006-3495(99)77255-3. [PMID: 9929493]
  • 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]
  • K Schorn, D Marsh. Lipid mixing in dimyristoyl phosphatidylcholine-dimyristoyl glycerol dispersions: spin label ESR studies. Biochimica et biophysica acta. 1997 Jan; 1323(1):57-64. doi: 10.1016/s0005-2736(96)00175-7. [PMID: 9030212]
  • K Schorn, D Marsh. Lipid chain dynamics and molecular location of diacylglycerol in hydrated binary mixtures with phosphatidylcholine: spin label ESR studies. Biochemistry. 1996 Mar; 35(12):3831-6. doi: 10.1021/bi952688b. [PMID: 8620006]
  • J Gustavsson, S Parpal, P Strålfors. Uptake and metabolism of long-chain 1,2-diacylglycerols by rat adipocytes and H4IIE hepatoma cells. Experimental cell research. 1995 Dec; 221(2):443-7. doi: 10.1006/excr.1995.1395. [PMID: 7493644]
  • C R Sanders. Qualitative comparison of the bilayer-associated structures of diacylglycerol and a fluorinated analog based upon oriented sample NMR data. Chemistry and physics of lipids. 1994 Jun; 72(1):41-57. doi: 10.1016/0009-3084(94)90016-7. [PMID: 7923479]
  • L Moroder, R Romano, W Guba, D F Mierke, H Kessler, C Delporte, J Winand, J Christophe. New evidence for a membrane-bound pathway in hormone receptor binding. Biochemistry. 1993 Dec; 32(49):13551-9. doi: 10.1021/bi00212a022. [PMID: 7504952]
  • B Schmitz, R A Klein, H Egge, J Peter-Katalinic. A study of the membrane attachment site of the membrane-form variant surface glycoprotein from Trypanosoma brucei brucei using lipid vesicles as a model of the plasma membrane. Molecular and biochemical parasitology. 1986 Aug; 20(2):191-7. doi: 10.1016/0166-6851(86)90031-9. [PMID: 3528849]