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1020718-25-5 | 2,4,6,8,10,12-Docosahexaenoic acid, ethyl ester
CAS No: 1020718-25-5 Catalog No: AG0006J6 MDL No:
Product Description
Catalog Number:
AG0006J6
Chemical Name:
2,4,6,8,10,12-Docosahexaenoic acid, ethyl ester
CAS Number:
1020718-25-5
Molecular Formula:
C24H36O2
Molecular Weight:
356.5414
IUPAC Name:
ethyl docosa-2,4,6,8,10,12-hexaenoate
InChI:
InChI=1S/C24H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26-4-2/h12-23H,3-11H2,1-2H3
InChI Key:
TYLNXKAVUJJPMU-UHFFFAOYSA-N
SMILES:
CCCCCCCCCC=CC=CC=CC=CC=CC=CC(=O)OCC
Properties
Complexity:
490
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
356.272g/mol
Formal Charge:
0
Heavy Atom Count:
26
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
356.55g/mol
Monoisotopic Mass:
356.272g/mol
Rotatable Bond Count:
16
Topological Polar Surface Area:
26.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
6
XLogP3:
8.7
Literature
| Title | Journal |
|---|---|
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| FABP7 expression in normal and stab-injured brain cortex and its role in astrocyte proliferation. | Histochemistry and cell biology 20111101 |
| Decoding functional metabolomics with docosahexaenoyl ethanolamide (DHEA) identifies novel bioactive signals. | The Journal of biological chemistry 20110909 |
| Protective effects of prescription n-3 fatty acids against impairment of spatial cognitive learning ability in amyloid β-infused rats. | Food & function 20110701 |
| Dietary cholesterol, female gender and n-3 fatty acid deficiency are more important factors in the development of non-alcoholic fatty liver disease than the saturation index of the fat. | Nutrition & metabolism 20110101 |
| Improvement of colchicine oral bioavailability by incorporating eugenol in the nanoemulsion as an oil excipient and enhancer. | International journal of nanomedicine 20110101 |
| Stuck at the bench: Potential natural neuroprotective compounds for concussion. | Surgical neurology international 20110101 |
| Visual follow-up in peroxisomal-disorder patients treated with docosahexaenoic Acid ethyl ester. | Investigative ophthalmology & visual science 20100401 |
| Effects of dietary omega-3 fatty acids on ventricular function in dogs with healed myocardial infarctions: in vivo and in vitro studies. | American journal of physiology. Heart and circulatory physiology 20100401 |
| The Δ4-desaturation pathway for DHA biosynthesis is operative in the human species: differences between normal controls and children with the Zellweger syndrome. | Lipids in health and disease 20100101 |
| Effect of fish oils containing different amounts of EPA, DHA, and antioxidants on plasma and brain fatty acids and brain nitric oxide synthase activity in rats. | Upsala journal of medical sciences 20091201 |
| Improvement of cyclosporine A bioavailability by incorporating ethyl docosahexaenoate in the microemulsion as an oil excipient. | European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20091001 |
| Docosahexaenoic acid ethyl ester enhances 6-hydroxydopamine-induced neuronal damage by induction of lipid peroxidation in mouse striatum. | Neurochemical research 20090701 |
| Effects of omega-3 acid ethyl esters and aspirin, alone and in combination, on platelet function in healthy subjects. | Thrombosis and haemostasis 20081001 |
| Levels of plasma insulin, leptin and adiponectin, and activities of key enzymes in carbohydrate metabolism in skeletal muscle and liver in fasted ICR mice fed dietary n-3 polyunsaturated fatty acids. | The Journal of nutritional biochemistry 20080901 |
| Ethyl docosahexaenoate decreased Neoral absorption due to particle size enlargement. | International journal of pharmaceutics 20080901 |
| Identification of inflammatory and proresolving lipid mediators in bone marrow and their lipidomic profiles with ovariectomy and omega-3 intake. | American journal of hematology 20080601 |
| Specific effects of gamma-linolenic, eicosapentaenoic, and docosahexaenoic ethyl esters on bone post-ovariectomy in rats. | Calcified tissue international 20071201 |
| Effect of docosahexaenoic acid on brain 3-hydroxy-3-methylglutaryl-coenzyme A reductase activity in male ICR mice. | The Journal of nutritional biochemistry 20070701 |
| Chronic daily administration of ethyl docosahexaenoate protects against gerbil brain ischemic damage through reduction of arachidonic acid liberation and accumulation. | The Journal of nutritional biochemistry 20070501 |
| Docosahexaenoic acid and n-6 docosapentaenoic acid supplementation alter rat skeletal muscle fatty acid composition. | Lipids in health and disease 20070101 |
| Comprehensive analysis of PPARalpha-dependent regulation of hepatic lipid metabolism by expression profiling. | PPAR research 20070101 |
| A review of omega-3 ethyl esters for cardiovascular prevention and treatment of increased blood triglyceride levels. | Vascular health and risk management 20060901 |
| Chronic administration of ethyl docosahexaenoate reduces gerbil brain eicosanoid productions following ischemia and reperfusion. | The Journal of nutritional biochemistry 20060401 |
| Chronic administration of ethyl docosahexaenoate decreases mortality and cerebral edema in ischemic gerbils. | Life sciences 20051119 |
| Effect of supplementation with docosahexaenoic acid ethyl ester and sn-2 docosahexaenyl monoacylglyceride on plasma and erythrocyte fatty acids in rats. | Annals of nutrition & metabolism 20050101 |
| Protective effect of chronic ethyl docosahexaenoate administration on brain injury in ischemic gerbils. | Pharmacology, biochemistry, and behavior 20041201 |
| Effect of n-3 fatty acids on serum lipid levels and hepatic fatty acid metabolism in BALB/c.KOR-Apoeshl mice deficient in apolipoprotein E expression. | The Journal of nutritional biochemistry 20040301 |
| Degradation of ethyl docosahexaenoate by gamma-ray irradiation and suppression of this degradation by antioxidants. | Bioscience, biotechnology, and biochemistry 20040301 |
| Pathogenesis of peroxisomal deficiency disorders (Zellweger syndrome) may be mediated by misregulation of the GABAergic system via the diazepam binding inhibitor. | BMC pediatrics 20040101 |
| Multicomponent analysis of encapsulated marine oil supplements using high-resolution 1H and 13C NMR techniques. | Journal of lipid research 20031201 |
| Divergent effects of eicosapentaenoic and docosahexaenoic acid ethyl esters, and fish oil on hepatic fatty acid oxidation in the rat. | Biochimica et biophysica acta 20031130 |
| Autoxidation kinetic analysis of docosahexaenoic acid ethyl ester and docosahexaenoic triglyceride with oxygen sensor. | Bioscience, biotechnology, and biochemistry 20020401 |
| Dose-response effect of docosahexaenoic acid ethyl ester on maze behavior and brain fatty acid composition in adult mice. | International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition 20020301 |
| Dietary effects of arachidonate-rich fungal oil and fish oil on murine hepatic and hippocampal gene expression. | Lipids in health and disease 20020101 |
| Docosahexaenoic acid ethyl esters from Isochrysis galbana. | Journal of biotechnology 20010913 |
| Positional distribution of highly unsaturated fatty acids in triacyl-sn-glycerols of Artemia nauplii enriched with docosahexaenoic acid ethyl ester. | Lipids 20010701 |
| Enhanced free radical scavenging and decreased lipid peroxidation in the rat fetal brain after treatment with ethyl docosahexaenoate. | Biochimica et biophysica acta 20010629 |
| [Complexing mechanism on extraction of DHA ester using silver ion]. | Guang pu xue yu guang pu fen xi = Guang pu 20010601 |
| Docosahexaenoic acid supplementation-increased oxidative damage in bone marrow DNA in aged rats and its relation to antioxidant vitamins. | Free radical research 20010401 |
| Ethyl docosahexaenoate-associated decrease in fetal brain lipid peroxide production is mediated by activation of prostanoid and nitric oxide pathways. | Biochimica et biophysica acta 20010330 |
| Enhanced level of n-3 fatty acid in membrane phospholipids induces lipid peroxidation in rats fed dietary docosahexaenoic acid oil. | Atherosclerosis 20010301 |
| Restoring the DHA levels in the brains of Zellweger patients. | Journal of molecular neuroscience : MN 20010101 |
| Purification of docosahexaenoic acid ethyl ester using a silver-ion-immobilized porous hollow-fiber membrane module. | Biotechnology progress 20010101 |
| Enzymatic purification of polyunsaturated fatty acids. | Journal of bioscience and bioengineering 20010101 |
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