TG(18:1(9Z)/18:1(9Z)/18:1(9Z)) (BioDeep_00000020656)

 

Secondary id: BioDeep_00000262555

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


1,3-bis[(9Z)-octadec-9-enoyloxy]propan-2-yl (9Z)-octadec-9-enoate

化学式: C57H104O6 (884.7832484)
中文名称: 三油酸甘油酯
谱图信息: 最多检出来源 () 0%

Reviewed

Last reviewed on 2024-09-24.

Cite this Page

TG(18:1(9Z)/18:1(9Z)/18:1(9Z)). BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/tg(18:1(9z)_18:1(9z)_18:1(9z)) (retrieved 2024-11-25) (BioDeep RN: BioDeep_00000020656). 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)OCC(COC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC
InChI: InChI=1S/C57H104O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,54H,4-24,31-53H2,1-3H3/b28-25-,29-26-,30-27-

描述信息

TG(18:1(9Z)/18:1(9Z)/18:1(9Z)) or Triolein is a monoacid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides. TGs are fatty acid triesters of glycerol and may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) (with the help of lipases and bile secretions), which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org). TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.
Triolein is a symmetrical triacylglycerol, reduces MMP-1 upregulation, with strong antioxidant and anti-inflammatory properties[1].
Triolein is a symmetrical triacylglycerol, reduces MMP-1 upregulation, with strong antioxidant and anti-inflammatory properties[1].

同义名列表

44 个代谢物同义名

1-(9Z-Octadecenoyl)-2-(9Z-octadecenoyl)-3-(9Z-octadecenoyl)-glycerol; 1,3-bis[(9Z)-octadec-9-enoyloxy]propan-2-yl (9Z)-octadec-9-enoate; Propane-1,2,3-triyl (9Z,9z,9z)tris-octadec-9-enoic acid; Propane-1,2,3-triyl (9Z,9z,9z)tris-octadec-9-enoate; (Z)-9-Octadecenoic acid, 1,2,3-propanetriyl ester; (Z)-9-Octadecenoate, 1,2,3-propanetriyl ester; Glycerol, tri(cis-9-octadecenoic acid); 1,2,3-tri-(9Z-octadecenoyl)-glycerol; 1-Oleoyl-2-oleoyl-3-oleoyl-glycerol; TG(18:1(9Z)/18:1(9Z)/18:1(9Z))[iso]; Glycerol, tri(cis-9-octadecenoate); Tracylglycerol(18:1/18:1/18:1); TG(18:1(9Z)/18:1(9Z)/18:1(9Z)); Glyceryl-1,2,3-trioleic acid; Glyceryl-1,2,3-trioleate; Oleic acid triglyceride; Glycerol trioleic acid; Glyceryl trioleic acid; Glycerin trioleic acid; Tracylglycerol(54:3); Oleate triglyceride; Trioleate, glycerol; glycerine trioleate; TAG(18:1/18:1/18:1); Glyceryl trioleate; Trioleoylglyceride; Trioleate-glycerin; Oleyl triglyceride; Oleic triglyceride; Glycerol, trioleyl; TG(18:1/18:1/18:1); Glycerin trioleate; Glycerol trioleate; Trioleate glycerin; Trioleyl glycerol; Glycerol triolein; Trioleoylglycerol; Triacylglycerol; Triglyceride; Trielaidin; TAG(54:3); TG(54:3); Triolein; Olein



数据库引用编号

14 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

7 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(7)

PharmGKB(0)

49 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

  • Simonetta Costa, Carmen Cocca, Gabriella D'Apolito, Antonietta De Gisi, Simona Fattore, Maria L Tataranno, Manon Benders, Roberta Pastorino, Cesare Colosimo, Giovanni Vento. Effects of a Multicomponent Lipid Emulsion on Brain Volumes in Extremely Low Birth Weight Infants. American journal of perinatology. 2024 May; 41(S 01):e1813-e1819. doi: 10.1055/a-2077-2551. [PMID: 37075786]
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  • Francesca Blasi, Federica Ianni, Luciano Mangiapelo, Nicola Pinna, Lina Cossignani. In vitro anti-obesity activity by pancreatic lipase inhibition - Simple HPLC approach using EVOO as natural substrate. Journal of the science of food and agriculture. 2022 Dec; ?(?):. doi: 10.1002/jsfa.12417. [PMID: 36583522]
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  • Yue Zhang, Liying Zhang, Qi Zhang, Xitong Zhang, Tong Zhang, Bing Wang. Enhanced gastric therapeutic effects of Brucea javanica oil and its gastroretentive drug delivery system compared to commercial products in pharmacokinetics study. Drug design, development and therapy. 2018; 12(?):535-544. doi: 10.2147/dddt.s155244. [PMID: 29559770]
  • Alicja Wizert, D Robert Iskander, Lukasz Cwiklik. Interaction of lysozyme with a tear film lipid layer model: A molecular dynamics simulation study. Biochimica et biophysica acta. Biomembranes. 2017 Dec; 1859(12):2289-2296. doi: 10.1016/j.bbamem.2017.08.015. [PMID: 28847503]
  • Takashi Yamaguchi, Takeyoshi Murano, Ichiro Tatsuno, Nobuyuki Hiruta, Toru Suzuki, Shojiro Sawada, Hideki Katagiri, Kohji Shirai, Wolfgang J Schneider, Hideaki Bujo. Severely impaired activity of lipoprotein lipase Arg243His is partially ameliorated by emulsifying phospholipids in in vitro triolein hydrolysis analysis. Annals of clinical biochemistry. 2017 Nov; 54(6):712-715. doi: 10.1177/0004563217693258. [PMID: 28114790]
  • Norsharina Ismail, Maznah Ismail, Nur Hanisah Azmi, Muhammad Firdaus Abu Bakar, Zhang Yida, Johnson Stanslas, Dahiru Sani, Hamidon Basri, Maizaton Atmadini Abdullah. Beneficial effects of TQRF and TQ nano- and conventional emulsions on memory deficit, lipid peroxidation, total antioxidant status, antioxidants genes expression and soluble Aβ levels in high fat-cholesterol diet-induced rats. Chemico-biological interactions. 2017 Sep; 275(?):61-73. doi: 10.1016/j.cbi.2017.07.014. [PMID: 28734741]
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