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81926-94-5,MFCD00673477
Catalog No.:AA00G4YK

81926-94-5 | ETHYLDOCOSAHEXAENOATE

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50mg
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100mg
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500mg
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1g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00G4YK
Chemical Name:
ETHYLDOCOSAHEXAENOATE
CAS Number:
81926-94-5
Molecular Formula:
C24H36O2
Molecular Weight:
356.5414
MDL Number:
MFCD00673477
SMILES:
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)OCC
Properties
Computed Properties
 
Complexity:
490  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
6  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
2  
Rotatable Bond Count:
16  
XLogP3:
6.9  

Downstream Synthesis Route

[1]Haraldsson,GudmundurG.;Gudmundsson,BirgirOe.;Almarsson,Oern[TetrahedronLetters,1993,vol.34,#36,p.5791-5794]

[1]Haraldsson,GudmundurG.;Gudmundsson,BirgirOe.;Almarsson,Oern[Tetrahedron,1995,vol.51,#3,p.941-952]

[1]Tetrahedron,1995,vol.51,p.941-952

[2]JournaloftheAmericanOilChemists'Society,2000,vol.77,p.1139-1145

[3]Patent:WO2010/4579,2010,A2.Locationinpatent:Page/Pagecolumn18

[4]ActaChemicaScandinavica,1999,vol.53,p.436-445

[5]AngewandteChemie-InternationalEdition,2001,vol.40,p.1755-1757

[6]Tetrahedron,2010,vol.66,p.2728-2731

[7]Tetrahedron,2011,vol.67,p.1821-1836

[8]Molecules,2014,vol.19,p.3804-3812

[9]Patent:WO2015/11206,2015,A1.Locationinpatent:Page/Pagecolumn21;22

[10]Patent:WO2019/219758,2019,A1.Locationinpatent:Page/Pagecolumn36-37

[1]CurrentPatentAssignee:JIVAPHARMA-US2015/344402,2015,A1Locationinpatent:Paragraph0135-0138

[2]CurrentPatentAssignee:BASFSE-WO2008/53331,2008,A1Locationinpatent:Page/Pagecolumn63

[3]Baba,Naomichi;Alam,Md.Khorshed;Mori,Yoshihiro;Haider,SyedS.;Tanaka,Masatoshi;Nakajima,Shuhei;Shimizu,Sakayu[JournaloftheChemicalSociety.PerkinTransactions1(2001),2001,#3,p.221-223]

[4]CurrentPatentAssignee:KONINKLIJKEDSMN.V.-WO2011/53892,2011,A1Locationinpatent:Page/Pagecolumn44

46118-02-9    81926-94-5   
3-(3,4-dihydroxyphenyl)propylcis-4,7,10,13,16,19-docosahexaenoate 

[1]TorresDePinedo;Peñalver;Rondón;Morales[Tetrahedron,2005,vol.61,#32,p.7654-7660]

Literature

Title: Short term effects of different omega-3 fatty acid formulation on lipid metabolism in mice fed high or low fat diet.

Journal: Lipids in health and disease 20120101

Title: Decoding functional metabolomics with docosahexaenoyl ethanolamide (DHEA) identifies novel bioactive signals.

Journal: The Journal of biological chemistry 20110909

Title: Protective effects of prescription n-3 fatty acids against impairment of spatial cognitive learning ability in amyloid β-infused rats.

Journal: Food & function 20110701

Title: Visual follow-up in peroxisomal-disorder patients treated with docosahexaenoic Acid ethyl ester.

Journal: Investigative ophthalmology & visual science 20100401

Title: Effects of dietary omega-3 fatty acids on ventricular function in dogs with healed myocardial infarctions: in vivo and in vitro studies.

Journal: American journal of physiology. Heart and circulatory physiology 20100401

Title: Improvement of cyclosporine A bioavailability by incorporating ethyl docosahexaenoate in the microemulsion as an oil excipient.

Journal: European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20091001

Title: Docosahexaenoic acid ethyl ester enhances 6-hydroxydopamine-induced neuronal damage by induction of lipid peroxidation in mouse striatum.

Journal: Neurochemical research 20090701

Title: Effects of omega-3 acid ethyl esters and aspirin, alone and in combination, on platelet function in healthy subjects.

Journal: Thrombosis and haemostasis 20081001

Title: Identification of inflammatory and proresolving lipid mediators in bone marrow and their lipidomic profiles with ovariectomy and omega-3 intake.

Journal: American journal of hematology 20080601

Title: Specific effects of gamma-linolenic, eicosapentaenoic, and docosahexaenoic ethyl esters on bone post-ovariectomy in rats.

Journal: Calcified tissue international 20071201

Title: Effect of supplementation with docosahexaenoic acid ethyl ester and sn-2 docosahexaenyl monoacylglyceride on plasma and erythrocyte fatty acids in rats.

Journal: Annals of nutrition & metabolism 20050101

Title: Degradation of ethyl docosahexaenoate by gamma-ray irradiation and suppression of this degradation by antioxidants.

Journal: Bioscience, biotechnology, and biochemistry 20040301

Title: Autoxidation kinetic analysis of docosahexaenoic acid ethyl ester and docosahexaenoic triglyceride with oxygen sensor.

Journal: Bioscience, biotechnology, and biochemistry 20020401

Title: Dose-response effect of docosahexaenoic acid ethyl ester on maze behavior and brain fatty acid composition in adult mice.

Journal: International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition 20020301

Title: Docosahexaenoic acid ethyl esters from Isochrysis galbana.

Journal: Journal of biotechnology 20010913

Title: Positional distribution of highly unsaturated fatty acids in triacyl-sn-glycerols of Artemia nauplii enriched with docosahexaenoic acid ethyl ester.

Journal: Lipids 20010701

Title: [Complexing mechanism on extraction of DHA ester using silver ion].

Journal: Guang pu xue yu guang pu fen xi = Guang pu 20010601

Title: Docosahexaenoic acid supplementation-increased oxidative damage in bone marrow DNA in aged rats and its relation to antioxidant vitamins.

Journal: Free radical research 20010401

Title: Ethyl docosahexaenoate-associated decrease in fetal brain lipid peroxide production is mediated by activation of prostanoid and nitric oxide pathways.

Journal: Biochimica et biophysica acta 20010330

Title: Enhanced level of n-3 fatty acid in membrane phospholipids induces lipid peroxidation in rats fed dietary docosahexaenoic acid oil.

Journal: Atherosclerosis 20010301

Title: Restoring the DHA levels in the brains of Zellweger patients.

Journal: Journal of molecular neuroscience : MN 20010101

Title: Purification of docosahexaenoic acid ethyl ester using a silver-ion-immobilized porous hollow-fiber membrane module.

Journal: Biotechnology progress 20010101

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