Triolein (BioDeep_00000262555)

Main id: BioDeep_00000020656

Secondary id: BioDeep_00000602742, BioDeep_00000859505

natural product PANOMIX_OTCML-2023


代谢物信息卡片


1,2,3-tri-(9Z-octadecenoyl)-glycerol

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 Homo sapiens(lipidomics) 3.33%

分子结构信息

SMILES: C(OC(=O)CCCCCCC/C=C\CCCCCCCC)[C@]([H])(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O
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

A triglyceride formed by esterification of the three hydroxy groups of glycerol with oleic acid. Triolein is one of the two components of Lorenzos oil.
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

7 个代谢物同义名

Triolein; Glyceryl trioleate; 1,2,3-tri-(9Z-octadecenoyl)-glycerol; TG(18:1(9Z)/18:1(9Z)/18:1(9Z)); 1,2,3-tri-oleoyl-glycerol; TG(18:1/18:1/18:1); TG 54:3



数据库引用编号

20 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)

48 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]
  • Matheus Martins Daúde, Ronan Cristhian Teixeira, Carlos Henrique Cardon, Gessi Carvalho de Araujo Santos, Alex Fernando de Almeida, Antonio Chalfun-Junior, Horllys Gomes Barreto. Selection and validation of reference genes for RT-qPCR gene expression studies in Candida viswanathii cultivated under different grown conditions. Journal of microbiological methods. 2023 Jul; ?(?):106777. doi: 10.1016/j.mimet.2023.106777. [PMID: 37419333]
  • Igor V Zhigaltsev, Pieter R Cullis. Morphological Behavior of Liposomes and Lipid Nanoparticles. Langmuir : the ACS journal of surfaces and colloids. 2023 03; 39(9):3185-3193. doi: 10.1021/acs.langmuir.2c02794. [PMID: 36812413]
  • Shima Asfia, Ralf Seemann, Jean-Baptiste Fleury. Phospholipids diffusion on the surface of model lipid droplets. Biochimica et biophysica acta. Biomembranes. 2023 01; 1865(1):184074. doi: 10.1016/j.bbamem.2022.184074. [PMID: 36283490]
  • 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]
  • Miguel Tillo, William C Lamanna, Chrissa A Dwyer, Daniel R Sandoval, Ariane R Pessentheiner, Norah Al-Azzam, Stéphane Sarrazin, Jon C Gonzales, Shih-Hsin Kan, Alexander Y Andreyev, Nicholas Schultheis, Bryan E Thacker, Charles A Glass, Patricia I Dickson, Raymond Y Wang, Scott B Selleck, Jeffrey D Esko, Philip L S M Gordts. Impaired mitophagy in Sanfilippo a mice causes hypertriglyceridemia and brown adipose tissue activation. The Journal of biological chemistry. 2022 08; 298(8):102159. doi: 10.1016/j.jbc.2022.102159. [PMID: 35750212]
  • Zilin Zhou, Pascale S J Lakey, Michael von Domaros, Natsuko Wise, Douglas J Tobias, Manabu Shiraiwa, Jonathan P D Abbatt. Multiphase Ozonolysis of Oleic Acid-Based Lipids: Quantitation of Major Products and Kinetic Multilayer Modeling. Environmental science & technology. 2022 06; 56(12):7716-7728. doi: 10.1021/acs.est.2c01163. [PMID: 35671499]
  • Siyoung Kim, Gregory A Voth. Physical Characterization of Triolein and Implications for Its Role in Lipid Droplet Biogenesis. The journal of physical chemistry. B. 2021 07; 125(25):6874-6888. doi: 10.1021/acs.jpcb.1c03559. [PMID: 34139844]
  • Wanshan Feng, Chaolong Qin, YenJu Chu, Mattia Berton, Jong Bong Lee, Atheer Zgair, Sara Bettonte, Michael J Stocks, Cris S Constantinescu, David A Barrett, Peter M Fischer, Pavel Gershkovich. Natural sesame oil is superior to pre-digested lipid formulations and purified triglycerides in promoting the intestinal lymphatic transport and systemic bioavailability of cannabidiol. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2021 May; 162(?):43-49. doi: 10.1016/j.ejpb.2021.02.013. [PMID: 33677067]
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  • Sílvia Petronilho, Bruna Neves, Tânia Melo, Sara Oliveira, Eliana Alves, Cristina Barros, Fernando M Nunes, Manuel A Coimbra, M Rosário Domingues. Characterization of Non-volatile Oxidation Products Formed from Triolein in a Model Study at Frying Temperature. Journal of agricultural and food chemistry. 2021 Mar; 69(11):3466-3478. doi: 10.1021/acs.jafc.0c08067. [PMID: 33721493]
  • Kleydiane B Dias, Nayra M L Oliveira, Bruno S A F Brasil, Erika C Vieira-Almeida, Fabrício C Paula-Elias, Alex F Almeida. Simultaneous high nutritional single cell oil and lipase production by Candida viswanathii. Acta scientiarum polonorum. Technologia alimentaria. 2021 Jan; 20(1):93-102. doi: 10.17306/j.afs.0856. [PMID: 33449523]
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  • Xiu Hang Chai, Zong Meng, Pei Rang Cao, Jiang Jiang, Yuan Fa Liu. Comparative Analysis of Small-Molecule Diffusivity in Different Fat Crystal Network. Journal of agricultural and food chemistry. 2018 Jan; 66(4):1015-1022. doi: 10.1021/acs.jafc.7b04677. [PMID: 29303272]
  • 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]
  • Amélie Bacle, Romain Gautier, Catherine L Jackson, Patrick F J Fuchs, Stefano Vanni. Interdigitation between Triglycerides and Lipids Modulates Surface Properties of Lipid Droplets. Biophysical journal. 2017 Apr; 112(7):1417-1430. doi: 10.1016/j.bpj.2017.02.032. [PMID: 28402884]
  • Shreyasi Chakraborty, Nabanita Kar, Leena Kumari, Asit De, Tanmoy Bera. Inhibitory effect of a new orally active cedrol-loaded nanostructured lipid carrier on compound 48/80-induced mast cell degranulation and anaphylactic shock in mice. International journal of nanomedicine. 2017; 12(?):4849-4868. doi: 10.2147/ijn.s132114. [PMID: 28744120]
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  • Xiaoxue Tong, Peter Kamp Busk, Lene Lange. Characterization of a new sn-1,3-regioselective triacylglycerol lipase from Malbranchea cinnamomea. Biotechnology and applied biochemistry. 2016 Jul; 63(4):471-8. doi: 10.1002/bab.1394. [PMID: 25959497]
  • Maaike Kockx, Elias Glaros, Betty Leung, Theodore W Ng, Jimmy F P Berbée, Virginie Deswaerte, Diana Nawara, Carmel Quinn, Kerry-Anne Rye, Wendy Jessup, Patrick C N Rensen, Peter J Meikle, Leonard Kritharides. Low-Density Lipoprotein Receptor-Dependent and Low-Density Lipoprotein Receptor-Independent Mechanisms of Cyclosporin A-Induced Dyslipidemia. Arteriosclerosis, thrombosis, and vascular biology. 2016 07; 36(7):1338-49. doi: 10.1161/atvbaha.115.307030. [PMID: 27150391]
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  • Yannick Cyr, Hanny Wassef, Simon Bissonnette, Valerie Lamantia, Jean Davignon, May Faraj. WAT apoC-I secretion: role in delayed chylomicron clearance in vivo and ex vivo in WAT in obese subjects. Journal of lipid research. 2016 06; 57(6):1074-85. doi: 10.1194/jlr.p064170. [PMID: 27040450]
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  • Valerija Vezočnik, Katja Rebolj, Simona Sitar, Katja Ota, Magda Tušek-Žnidarič, Jasna Štrus, Kristina Sepčić, David Pahovnik, Peter Maček, Ema Žagar. Size fractionation and size characterization of nanoemulsions of lipid droplets and large unilamellar lipid vesicles by asymmetric-flow field-flow fractionation/multi-angle light scattering and dynamic light scattering. Journal of chromatography. A. 2015 Oct; 1418(?):185-191. doi: 10.1016/j.chroma.2015.09.048. [PMID: 26409772]
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