Ethyl oleate (BioDeep_00000018068)

Main id: BioDeep_00000396899

 

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


9-Octadecenoic acid (Z)-, ethyl ester

化学式: C20H38O2 (310.28716479999997)
中文名称: 油酸乙酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OCC
InChI: InChI=1S/C20H38O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h11-12H,3-10,13-19H2,1-2H3/b12-11+

描述信息

Ethyl oleate is found in sweet marjoram. Ethyl oleate is a flavouring ingredient.Ethyl oleate is the ester formed by the condensation of the fatty acid oleic acid and ethanol. It is a colorless to light yellow liquid. Ethyl oleate is produced by the body during ethanol intoxication
Flavouring ingredient
Ethyl Oleate is a fatty acid ester formed by the condensation of oleic acid and ethanol. Ethyl oleate is the liquid lipid component in nanostructured lipid carriers (NLCs). NLC is a promising vehicle for oral trans-Ferulic acid (TFA) administration[1].
Ethyl Oleate is a fatty acid ester formed by the condensation of oleic acid and ethanol. Ethyl oleate is the liquid lipid component in nanostructured lipid carriers (NLCs). NLC is a promising vehicle for oral trans-Ferulic acid (TFA) administration[1].

同义名列表

12 个代谢物同义名

9-Octadecenoic acid (Z)-, ethyl ester; (Z)-9-Octadecenoic acid ethyl ester; ethyl (9E)-octadec-9-enoate; Ethyl (9Z)-9-octadecenoate; Ethyl cis-9-octadecenoate; ELAIDIC ACID ETHYL ESTER; Ethyl Z-9-octadecenoate; Oleic acid ethyl ester; ethyl octadec-9-enoate; Ethyl oleic acid; Ethyl oleate; FEMA 2450



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

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)

56 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

  • Aranya Manosroi, Pensak Jantrawut, Mathukorn Sainakham, Worapaka Manosroi, Jiradej Manosroi. Anticancer activities of the extract from Longkong (Lansium domesticum) young fruits. Pharmaceutical biology. 2012 Nov; 50(11):1397-407. doi: 10.3109/13880209.2012.682116. [PMID: 22849519]
  • Hongda Ma, Qingchun Zhao, Yongjun Wang, Tao Guo, Ye An, Guobing Shi. Design and evaluation of self-emulsifying drug delivery systems of Rhizoma corydalis decumbentis extracts. Drug development and industrial pharmacy. 2012 Oct; 38(10):1200-6. doi: 10.3109/03639045.2011.643897. [PMID: 22512784]
  • Subhankar Dolai, Tao Liang, Patrick P L Lam, Nestor A Fernandez, Subbulaksmi Chidambaram, Herbert Y Gaisano. Effects of ethanol metabolites on exocytosis of pancreatic acinar cells in rats. Gastroenterology. 2012 Sep; 143(3):832-843.e7. doi: 10.1053/j.gastro.2012.06.011. [PMID: 22710192]
  • H H Orak, T Aktas, H Yagar, S Selen İsbilir, N Ekinci, F Hasturk Sahin. Effects of hot air and freeze drying methods on antioxidant activity, colour and some nutritional characteristics of strawberry tree (Arbutus unedo L) fruit. Food science and technology international = Ciencia y tecnologia de los alimentos internacional. 2012 Aug; 18(4):391-402. doi: 10.1177/1082013211428213. [PMID: 22522307]
  • Gurpreet Kaur, Leonardo Chiappisi, Sylvain Prévost, Ralf Schweins, Michael Gradzielski, Surinder K Mehta. Probing the microstructure of nonionic microemulsions with ethyl oleate by viscosity, ROESY, DLS, SANS, and cyclic voltammetry. Langmuir : the ACS journal of surfaces and colloids. 2012 Jul; 28(29):10640-52. doi: 10.1021/la300540d. [PMID: 22720716]
  • Furquan Nazimuddin Khan, Mohamed Hassan G Dehghan. Enhanced Bioavailability and Dissolution of Atorvastatin Calcium from Floating Microcapsules using Minimum Additives. Scientia pharmaceutica. 2012 Jan; 80(1):215-28. doi: 10.3797/scipharm.1104-26. [PMID: 22396916]
  • Yong-Tai Zhang, Zhe-Bin Huang, Su-Juan Zhang, Ji-Hui Zhao, Zhi Wang, Ying Liu, Nian-Ping Feng. In vitro cellular uptake of evodiamine and rutaecarpine using a microemulsion. International journal of nanomedicine. 2012; 7(?):2465-72. doi: 10.2147/ijn.s30616. [PMID: 22679361]
  • Yingying Wang, Xuejun Cao. Enzymatic synthesis of fatty acid ethyl esters by utilizing camellia oil soapstocks and diethyl carbonate. Bioresource technology. 2011 Nov; 102(22):10173-9. doi: 10.1016/j.biortech.2011.09.004. [PMID: 21958524]
  • Lin Wang, Roger L Schnaare, Charlene Dezzutti, Peter A Anton, Lisa C Rohan. Rectal microbicides: clinically relevant approach to the design of rectal specific placebo formulations. AIDS research and therapy. 2011 Mar; 8(?):12. doi: 10.1186/1742-6405-8-12. [PMID: 21385339]
  • Valiollah Dabidi Roshan, Mohammad Assali, Akbar Hajizadeh Moghaddam, Mahdi Hosseinzadeh, Jonathan Myers. Exercise training and antioxidants: effects on rat heart tissue exposed to lead acetate. International journal of toxicology. 2011 Mar; 30(2):190-6. doi: 10.1177/1091581810392809. [PMID: 21378372]
  • Neil Loftus, Alan Barnes, Simon Ashton, Filippos Michopoulos, Georgios Theodoridis, Ian Wilson, Cheng Ji, Neil Kaplowitz. Metabonomic investigation of liver profiles of nonpolar metabolites obtained from alcohol-dosed rats and mice using high mass accuracy MSn analysis. Journal of proteome research. 2011 Feb; 10(2):705-13. doi: 10.1021/pr100885w. [PMID: 21028815]
  • Pawan J Kadu, Sachin S Kushare, Dhaval D Thacker, Surendra G Gattani. Enhancement of oral bioavailability of atorvastatin calcium by self-emulsifying drug delivery systems (SEDDS). Pharmaceutical development and technology. 2011 Feb; 16(1):65-74. doi: 10.3109/10837450903499333. [PMID: 20088679]
  • Yong-Tai Zhang, Ji-Hui Zhao, Su-Juan Zhang, Yang-Zi Zhong, Zhi Wang, Ying Liu, Feng Shi, Nian-Ping Feng. Enhanced transdermal delivery of evodiamine and rutaecarpine using microemulsion. International journal of nanomedicine. 2011; 6(?):2469-82. doi: 10.2147/ijn.s25258. [PMID: 22072882]
  • Ping Li, Hong-zhen Yu, Xin-xin Zhang, Li Gan, Chun-liu Zhu, Yong Gan. Absorption enhancement of adefovir dipivoxil by incorporating MCT and ethyl oleate complex oil phase in emulsion. Acta pharmacologica Sinica. 2010 Jul; 31(7):881-8. doi: 10.1038/aps.2010.60. [PMID: 20562905]
  • Velio Bocci, Iacopo Zanardi, Valter Travagli. Ozonation of human HIV-infected plasmas for producing a global vaccine: How HIV-patients may help fight the HIV pandemia. Virulence. 2010 May; 1(3):215-7. doi: 10.4161/viru.1.3.11830. [PMID: 21178445]
  • Yi Zhao, Changguang Wang, Albert H L Chow, Ke Ren, Tao Gong, Zhirong Zhang, Ying Zheng. Self-nanoemulsifying drug delivery system (SNEDDS) for oral delivery of Zedoary essential oil: formulation and bioavailability studies. International journal of pharmaceutics. 2010 Jan; 383(1-2):170-7. doi: 10.1016/j.ijpharm.2009.08.035. [PMID: 19732813]
  • A Ataie, M Sabetkasaei, A Haghparast, A Hajizadeh Moghaddam, R Ataie, Sh Nasiraei Moghaddam. An investigation of the neuroprotective effects of Curcumin in a model of Homocysteine - induced oxidative stress in the rat's brain. Daru : journal of Faculty of Pharmacy, Tehran University of Medical Sciences. 2010; 18(2):128-36. doi: ". [PMID: 22615607]
  • Eliete J B Bighetti, Patrícia R Patrício, Andrea C Casquero, Jairo A Berti, Helena C F Oliveira. Ciprofibrate increases cholesteryl ester transfer protein gene expression and the indirect reverse cholesterol transport to the liver. Lipids in health and disease. 2009 Nov; 8(?):50. doi: 10.1186/1476-511x-8-50. [PMID: 19930639]
  • Jia Ye, Qing Mu. [Study on hydrophobic constituents of Arnebia euchroma]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2009 Oct; 32(10):1553-5. doi: ". [PMID: 20112720]
  • Dirk W Lachenmeier, Pham Thi Hoang Anh, Svetlana Popova, Jürgen Rehm. The quality of alcohol products in Vietnam and its implications for public health. International journal of environmental research and public health. 2009 08; 6(8):2090-101. doi: 10.3390/ijerph6082090. [PMID: 19742208]
  • Jing Cui, Bo Yu, Yu Zhao, Weiwei Zhu, Houli Li, Hongxiang Lou, Guangxi Zhai. Enhancement of oral absorption of curcumin by self-microemulsifying drug delivery systems. International journal of pharmaceutics. 2009 Apr; 371(1-2):148-55. doi: 10.1016/j.ijpharm.2008.12.009. [PMID: 19124065]
  • Shujuan Chen, Jiajia Liu, Hanxiang Gong, Dongliang Yang. [Identification and antibacterial activity of secondary metabolites from Taxus endophytic fungus]. Sheng wu gong cheng xue bao = Chinese journal of biotechnology. 2009 Mar; 25(3):368-74. doi: . [PMID: 19621576]
  • Jingling Tang, Jin Sun, Fude Cui, Tianhong Zhang, Xiaohong Liu, Zhonggui He. Self-emulsifying drug delivery systems for improving oral absorption of ginkgo biloba extracts. Drug delivery. 2008 Nov; 15(8):477-84. doi: 10.1080/10717540802039089. [PMID: 18720135]
  • Tao Yi, Jiangling Wan, Huibi Xu, Xiangliang Yang. A new solid self-microemulsifying formulation prepared by spray-drying to improve the oral bioavailability of poorly water soluble drugs. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2008 Oct; 70(2):439-44. doi: 10.1016/j.ejpb.2008.05.001. [PMID: 18603415]
  • Juan-Li Lu, Jian-Cheng Wang, Shu-Xin Zhao, Xiao-Yan Liu, Hui Zhao, Xuan Zhang, Shu-Feng Zhou, Qiang Zhang. Self-microemulsifying drug delivery system (SMEDDS) improves anticancer effect of oral 9-nitrocamptothecin on human cancer xenografts in nude mice. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2008 Aug; 69(3):899-907. doi: 10.1016/j.ejpb.2008.02.023. [PMID: 18434109]
  • Jennifer Peterson, H Lester Kirchner, Wei Xue, Sonia Minnes, Lynn T Singer, Cynthia F Bearer. Fatty acid ethyl esters in meconium are associated with poorer neurodevelopmental outcomes to two years of age. The Journal of pediatrics. 2008 Jun; 152(6):788-92. doi: 10.1016/j.jpeds.2007.11.009. [PMID: 18492517]
  • Christopher J Kemp, David A D'Alessio, Robert O Scott, Gary R Kelm, Stephen T Meller, Jason G Barrera, Randy J Seeley, Deborah J Clegg, Stephen C Benoit. Voluntary consumption of ethyl oleate reduces food intake and body weight in rats. Physiology & behavior. 2008 Mar; 93(4-5):912-8. doi: 10.1016/j.physbeh.2007.12.008. [PMID: 18234242]
  • Judy Chan, Gamal M El Maghraby, Jennifer P Craig, Raid G Alany. Effect of water-in-oil microemulsions and lamellar liquid crystalline systems on the precorneal tear film of albino New Zealand rabbits. Clinical ophthalmology (Auckland, N.Z.). 2008 Mar; 2(1):129-38. doi: 10.2147/opth.s2032. [PMID: 19668396]
  • Luke E Stoeckel, Rosalyn E Weller, Matthew Giddings, James E Cox. Peptide YY levels are associated with appetite suppression in response to long-chain fatty acids. Physiology & behavior. 2008 Jan; 93(1-2):289-95. doi: 10.1016/j.physbeh.2007.08.018. [PMID: 17936861]
  • Hideki Ichikawa, Tetsuya Watanabe, Hiroyuki Tokumitsu, Yoshinobu Fukumori. Formulation considerations of gadolinium lipid nanoemulsion for intravenous delivery to tumors in neutron-capture therapy. Current drug delivery. 2007 Apr; 4(2):131-40. doi: 10.2174/156720107780362294. [PMID: 17456032]
  • John-Paul Morfin, Clark Kulig, Gregory Everson, Thomas Beresford. Controlling for serum albumin level improves the correlation between serum fatty acid ethyl esters and blood ethanol level. Alcoholism, clinical and experimental research. 2007 Feb; 31(2):265-8. doi: 10.1111/j.1530-0277.2006.00302.x. [PMID: 17250618]
  • Rainer Kalscheuer, Torsten Stölting, Alexander Steinbüchel. Microdiesel: Escherichia coli engineered for fuel production. Microbiology (Reading, England). 2006 Sep; 152(Pt 9):2529-2536. doi: 10.1099/mic.0.29028-0. [PMID: 16946248]
  • Catherine A Best, Taisto Sarkola, C J Peter Eriksson, Joanne E Cluette-Brown, Michael Laposata. Increased plasma fatty acid ethyl ester levels following inhibition of oxidative metabolism of ethanol by 4-methylpyrazole treatment in human subjects. Alcoholism, clinical and experimental research. 2006 Jul; 30(7):1126-31. doi: 10.1111/j.1530-0277.2006.00138.x. [PMID: 16792559]
  • J Kapuśniak, P Tomasik. Lipid microencapsulation in starch. Journal of microencapsulation. 2006 May; 23(3):341-8. doi: 10.1080/02652040600687571. [PMID: 16801245]
  • Clark C Kulig, Thomas P Beresford, Gregory T Everson. Rapid, accurate, and sensitive fatty acid ethyl ester determination by gas chromatography-mass spectrometry. The Journal of laboratory and clinical medicine. 2006 Mar; 147(3):133-8. doi: 10.1016/j.lab.2005.11.006. [PMID: 16503243]
  • V Auwärter, B Kiessling, F Pragst. Squalene in hair--a natural reference substance for the improved interpretation of fatty acid ethyl ester concentrations with respect to alcohol misuse. Forensic science international. 2004 Oct; 145(2-3):149-59. doi: 10.1016/j.forsciint.2004.04.030. [PMID: 15451087]
  • Bhupendra S Kaphalia, Ping Cai, M Firoze Khan, Anthony O Okorodudu, G A S Ansari. Fatty acid ethyl esters: markers of alcohol abuse and alcoholism. Alcohol (Fayetteville, N.Y.). 2004 Oct; 34(2-3):151-8. doi: 10.1016/j.alcohol.2004.07.013. [PMID: 15902908]
  • F Pragst, V Auwärter, B Kiessling, C Dyes. Wipe-test and patch-test for alcohol misuse based on the concentration ratio of fatty acid ethyl esters and squalene CFAEE/CSQ in skin surface lipids. Forensic science international. 2004 Jul; 143(2-3):77-86. doi: 10.1016/j.forsciint.2004.02.041. [PMID: 15240027]
  • Robert C Bookstaff, Sharon B Stuard, Susan R Ward, Patricia K McKee Pesik, Susan M Henwood. The safety of ethyl oleate is supported by a 91-day feeding study in rats. Regulatory toxicology and pharmacology : RTP. 2004 Apr; 39(2):202-13. doi: 10.1016/j.yrtph.2004.01.001. [PMID: 15041149]
  • Friedrich Martin Wurst, Stefan Alexson, Manfred Wolfersdorf, Gaby Bechtel, Stephan Forster, Christer Alling, Steina Aradóttir, Katja Jachau, Peter Huber, John P Allen, Volker Auwärter, Fritz Pragst. Concentration of fatty acid ethyl esters in hair of alcoholics: comparison to other biological state markers and self reported-ethanol intake. Alcohol and alcoholism (Oxford, Oxfordshire). 2004 Jan; 39(1):33-8. doi: 10.1093/alcalc/agh005. [PMID: 14691072]
  • I Gutierro, R M Hernández, M Igartua, A R Gascón, J L Pedraz. Immune responses to orally administered PLGA microparticles: influence of oil vehicles and surfactive agents. Journal of microencapsulation. 2003 Jul; 20(4):525-36. doi: 10.1080/0265204031000093023. [PMID: 12851052]
  • Robert C Bookstaff, Sheela PaiBir, Satinder S Bharaj, Gary R Kelm, Roy M Kulick, Timothy K Balm, John V Murray. The safety of the use of ethyl oleate in food is supported by metabolism data in rats and clinical safety data in humans. Regulatory toxicology and pharmacology : RTP. 2003 Feb; 37(1):133-48. doi: 10.1016/s0273-2300(02)00043-0. [PMID: 12662915]
  • Michael Laposata, Ali Hasaba, Catherine A Best, Danita M Yoerger, Brendan M McQuillan, Raneem O Salem, Majed A Refaai, Britt L Soderberg. Fatty acid ethyl esters: recent observations. Prostaglandins, leukotrienes, and essential fatty acids. 2002 Aug; 67(2-3):193-6. doi: 10.1054/plef.2002.0418. [PMID: 12324241]
  • M Igartua, P Saulnier, B Heurtault, B Pech, J E Proust, J L Pedraz, J P Benoit. Development and characterization of solid lipid nanoparticles loaded with magnetite. International journal of pharmaceutics. 2002 Feb; 233(1-2):149-57. doi: 10.1016/s0378-5173(01)00936-x. [PMID: 11897419]
  • P Green, S Glozman, L Weiner, E Yavin. Enhanced free radical scavenging and decreased lipid peroxidation in the rat fetal brain after treatment with ethyl docosahexaenoate. Biochimica et biophysica acta. 2001 Jun; 1532(3):203-12. doi: 10.1016/s1388-1981(01)00132-9. [PMID: 11470241]
  • A Hasaba, M Laposata. The synthesis and secretion of fatty acid ethyl esters from HepG2 cells are stimulated by lipoproteins and albumin. Alcoholism, clinical and experimental research. 2001 Mar; 25(3):338-43. doi: 10.1111/j.1530-0277.2001.tb02219.x. [PMID: 11290843]
  • B Lu, Z Q Zhang. [Application of triangular phase diagrams to investigate the formulation conditions of pharmaceutical microemulsions]. Yao xue xue bao = Acta pharmaceutica Sinica. 2001 Jan; 36(1):58-62. doi: ". [PMID: 12579863]