7,10,13,16,19-docosapentaenoic acid

7,10,13,16,19-docosapentaenoic acid is a lipid of Fatty Acyls (FA) class.

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There are no associated biomedical information in the current reference collection.

Current reference collection contains 1255 references associated with 7,10,13,16,19-docosapentaenoic acid in LipidPedia. Due to lack of full text of references or no associated biomedical terms are recognized in our current text-mining method, we cannot extract any biomedical terms related to diseases, pathways, locations, functions, genes, lipids, and animal models from the associated reference collection.

Users can download the reference list at the bottom of this page and read the reference manually to find out biomedical information.


Here are additional resources we collected from PubChem and MeSH for 7,10,13,16,19-docosapentaenoic acid

Possible diseases from mapped MeSH terms on references

We collected disease MeSH terms mapped to the references associated with 7,10,13,16,19-docosapentaenoic acid

MeSH term MeSH ID Detail
Kidney Failure, Chronic D007676 51 associated lipids
Body Weight D001835 333 associated lipids
Heart Failure D006333 36 associated lipids
Cell Transformation, Neoplastic D002471 126 associated lipids
Carcinoma, Hepatocellular D006528 140 associated lipids
Zellweger Syndrome D015211 39 associated lipids
Atrial Fibrillation D001281 16 associated lipids
Metabolic Syndrome D024821 44 associated lipids
Death, Sudden, Cardiac D016757 12 associated lipids
Chromosome Disorders D025063 4 associated lipids
Total 10

PubChem Biomolecular Interactions and Pathways

NCBI Entrez Crosslinks

All references with 7,10,13,16,19-docosapentaenoic acid

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Authors Title Published Journal PubMed Link
Infante JP and Huszagh VA Analysis of the putative role of 24-carbon polyunsaturated fatty acids in the biosynthesis of docosapentaenoic (22:5n-6) and docosahexaenoic (22:6n-3) acids. 1998 FEBS Lett. pmid:9684854
Campan P et al. Pilot study on n-3 polyunsaturated fatty acids in the treatment of human experimental gingivitis. 1997 J. Clin. Periodontol. pmid:9442428
Mizutani M et al. Omega-3 polyunsaturated fatty acids inhibit migration of human vascular smooth muscle cells in vitro. 1997 Life Sci. pmid:9364203
Herzberg GR and Skinner C Differential accumulation and release of long-chain n-3 fatty acids from liver, muscle, and adipose tissue triacylglycerols. 1997 Can. J. Physiol. Pharmacol. pmid:9360007
Mohammed BS et al. Regulation of the biosynthesis of 4,7,10,13,16-docosapentaenoic acid. 1997 Biochem. J. pmid:9291114
Reece MS et al. Maternal and perinatal long-chain fatty acids: possible roles in preterm birth. 1997 Am. J. Obstet. Gynecol. pmid:9125620
Infante JP and Huszagh VA On the molecular etiology of decreased arachidonic (20:4n-6), docosapentaenoic (22:5n-6) and docosahexaenoic (22:6n-3) acids in Zellweger syndrome and other peroxisomal disorders. 1997 Mol. Cell. Biochem. pmid:9062899
Brossard N et al. Retroconversion and metabolism of [13C]22:6n-3 in humans and rats after intake of a single dose of [13C]22:6n-3-triacylglycerols. 1996 Am. J. Clin. Nutr. pmid:8839503
Rotstein NP et al. Active synthesis of C24:5, n-3 fatty acid in retina. 1996 Biochem. J. pmid:8670163
Moore SA et al. Docosahexaenoic acid synthesis in human skin fibroblasts involves peroxisomal retroconversion of tetracosahexaenoic acid. 1995 J. Lipid Res. pmid:8656081
Prisco D et al. Effect of n-3 polyunsaturated fatty acid intake on phospholipid fatty acid composition in plasma and erythrocytes. 1996 Am. J. Clin. Nutr. pmid:8644688
Parks JS and Thuren TY Decreased binding of apoA-I to phosphatidylcholine monolayers containing 22:6 n-3 in the sn-2 position. 1993 J. Lipid Res. pmid:8509716
Hoffman DR et al. Effects of supplementation with omega 3 long-chain polyunsaturated fatty acids on retinal and cortical development in premature infants. 1993 Am. J. Clin. Nutr. pmid:8475899
Alvarez RA et al. Docosapentaenoic acid is converted to docosahexaenoic acid in the retinas of normal and prcd-affected miniature poodle dogs. 1994 Invest. Ophthalmol. Vis. Sci. pmid:8112987
Mohammed BS et al. Reevaluation of the pathway for the metabolism of 7,10,13, 16-docosatetraenoic acid to 4,7,10,13,16-docosapentaenoic acid in rat liver. 1995 Arch. Biochem. Biophys. pmid:7872781
Pawlosky RJ and Salem N Ethanol exposure causes a decrease in docosahexaenoic acid and an increase in docosapentaenoic acid in feline brains and retinas. 1995 Am. J. Clin. Nutr. pmid:7762532
Farquharson J et al. Effect of diet on the fatty acid composition of the major phospholipids of infant cerebral cortex. 1995 Arch. Dis. Child. pmid:7741563
Achard F et al. Interconversions and distinct metabolic fate of eicosapentaenoic, docosapentaenoic and docosahexaenoic acids in bovine aortic endothelial cells. 1995 Biochim. Biophys. Acta pmid:7734441
Leichsenring M et al. Polyunsaturated fatty acids in erythrocyte and plasma lipids of children with severe protein-energy malnutrition. 1995 Acta Paediatr. pmid:7633146
Sasaki YF et al. Bio-anticlastogenic effects of unsaturated fatty acids included in fish oil--docosahexaenoic acid, docosapentaenoic acid, and eicosapentaenoic acid--in cultured Chinese hamster cells. 1994 Mutat. Res. pmid:7506391
Chanmugam P et al. Fatty acid composition of the testes of zinc-deficient rats: the effect of docosapentaenoic acid supplementation. 1984 J. Nutr. pmid:6491760
Careaga MM and Sprecher H Synthesis of two hydroxy fatty acids from 7,10,13,16,19-docosapentaenoic acid by human platelets. 1984 J. Biol. Chem. pmid:6438096
Rosenthal MD and Whitehurst MC Selective utilization of omega 6 and omega 3 polyunsaturated fatty acids by human skin fibroblasts. 1982 J. Cell. Physiol. pmid:6294123
Bazan HE et al. Chain elongation and desaturation of eicosapentaenoate to docosahexaenoate and phospholipid labeling in the rat retina in vivo. 1982 Biochim. Biophys. Acta pmid:6288109
Fogerty AC et al. Liver fatty acids and the sudden infant death syndrome. 1984 Am. J. Clin. Nutr. pmid:6230001
Iritani N et al. Identification of shellfish fatty acids and their effects on lipogenic enzymes. 1980 Biochim. Biophys. Acta pmid:6104986
Nielsen JC et al. Rabbit photoreceptor outer segments contain high levels of docosapentaenoic acid. 1986 Invest. Ophthalmol. Vis. Sci. pmid:3943950
Milks MM and Sprecher H Metabolism of 4,7,10,13,16-docosapentaenoic acid by human platelet cyclooxygenase and lipoxygenase. 1985 Biochim. Biophys. Acta pmid:3924108
Rotstein NP and Aveldaño MI Labeling of phosphatidylcholines of retina subcellular fractions by [1-14C]eicosatetraenoate (20:4(n-6)), docosapentaenoate (22:5(n-3)) and docosahexaenoate (22:6(n-3)). 1987 Biochim. Biophys. Acta pmid:2958090
Rotstein NP and Aveldaño MI Labeling of lipids of retina subcellular fractions by [1-14C]eicosatetraenoate (20:4(n-6)) docosapentaenoate (22:5(n-3)) and docosahexaenoate (22:6(n-3)). 1987 Biochim. Biophys. Acta pmid:2958089
Organisciak DT et al. Rod outer segment lipids in vitamin A-adequate and -deficient rats. 1986 Exp. Eye Res. pmid:2937648
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Maki KC et al. Effects of MAT9001 containing eicosapentaenoic acid and docosapentaenoic acid, compared to eicosapentaenoic acid ethyl esters, on triglycerides, lipoprotein cholesterol, and related variables. J Clin Lipidol pmid:28391875
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Zhang K et al. Regulation of the Docosapentaenoic Acid/Docosahexaenoic Acid Ratio (DPA/DHA Ratio) in Schizochytrium limacinum B4D1. 2017 Appl. Biochem. Biotechnol. pmid:27832512
Tian Y et al. Bioconversion of Docosapentaenoic Acid in Human Cell Lines, Caco-2, HepG2, and THP-1. 2016 J Oleo Sci pmid:27829615
Primdahl KG et al. Synthesis of 13(R)-Hydroxy-7Z,10Z,13R,14E,16Z,19Z Docosapentaenoic Acid (13R-HDPA) and Its Biosynthetic Conversion to the 13-Series Resolvins. 2016 J. Nat. Prod. pmid:27704804
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Markworth JF et al. Divergent shifts in lipid mediator profile following supplementation with n-3 docosapentaenoic acid and eicosapentaenoic acid. 2016 FASEB J. pmid:27461565
Del Gobbo LC et al. ω-3 Polyunsaturated Fatty Acid Biomarkers and Coronary Heart Disease: Pooling Project of 19 Cohort Studies. 2016 JAMA Intern Med pmid:27357102
Jelena Vidakovic A et al. Maternal plasma n-3 and n-6 polyunsaturated fatty acid concentrations during pregnancy and subcutaneous fat mass in infancy. 2016 Obesity (Silver Spring) pmid:27356181
Harris M et al. Membrane Disordering by Eicosapentaenoic Acid in B Lymphomas Is Reduced by Elongation to Docosapentaenoic Acid as Revealed with Solid-State Nuclear Magnetic Resonance Spectroscopy of Model Membranes. 2016 J. Nutr. pmid:27306897
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Sharma A et al. Novel Omega-3 Fatty Acid Epoxygenase Metabolite Reduces Kidney Fibrosis. 2016 Int J Mol Sci pmid:27213332
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Daneshmand R et al. Associations of serum n-3 and n-6 polyunsaturated fatty acids with plasma natriuretic peptides. 2016 Eur J Clin Nutr pmid:27071511
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Kuhnt K et al. Consumption of echium oil increases EPA and DPA in blood fractions more efficiently compared to linseed oil in humans. 2016 Lipids Health Dis pmid:26892399
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Mumford SL et al. Dietary fat intake and reproductive hormone concentrations and ovulation in regularly menstruating women. 2016 Am. J. Clin. Nutr. pmid:26843151
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Qin X et al. Brown but not white adipose cells synthesize omega-3 docosahexaenoic acid in culture. 2016 Prostaglandins Leukot. Essent. Fatty Acids pmid:26802938
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Berge RK et al. Krill oil reduces plasma triacylglycerol level and improves related lipoprotein particle concentration, fatty acid composition and redox status in healthy young adults - a pilot study. 2015 Lipids Health Dis pmid:26666303
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Linhartova P and Sampels S Combined incubation of cadmium, docosahexaenoic and eicosapentaenoic acid results in increased uptake of cadmium and elevated docosapentaenoic acid content in hepatocytes in vitro. 2015 Lipids Health Dis pmid:26627047
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Medema S et al. Levels of Red Blood Cell Fatty Acids in Patients With Psychosis, Their Unaffected Siblings, and Healthy Controls. 2016 Schizophr Bull pmid:26385764
Kim SH et al. Heterologous Reconstitution of Omega-3 Polyunsaturated Fatty Acids in Arabidopsis. 2015 Biomed Res Int pmid:26339641
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Skulas-Ray AC et al. Red Blood Cell Docosapentaenoic Acid (DPA n-3) is Inversely Associated with Triglycerides and C-reactive Protein (CRP) in Healthy Adults and Dose-Dependently Increases Following n-3 Fatty Acid Supplementation. 2015 Nutrients pmid:26247967
Park HG et al. The fatty acid desaturase 2 (FADS2) gene product catalyzes Δ4 desaturation to yield n-3 docosahexaenoic acid and n-6 docosapentaenoic acid in human cells. 2015 FASEB J. pmid:26065859
Morin C et al. Eicosapentaenoic acid and docosapentaenoic acid monoglycerides are more potent than docosahexaenoic acid monoglyceride to resolve inflammation in a rheumatoid arthritis model. 2015 Arthritis Res. Ther. pmid:26022389
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Tani S et al. Association of Fish Consumption-Derived Ratio of Serum n-3 to n-6 Polyunsaturated Fatty Acids and Cardiovascular Risk With the Prevalence of Coronary Artery Disease. 2015 Int Heart J pmid:25902881
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Amminger GP et al. Predictors of treatment response in young people at ultra-high risk for psychosis who received long-chain omega-3 fatty acids. 2015 Transl Psychiatry pmid:25585167
Maciejewska D et al. Fatty acid changes help to better understand regression of nonalcoholic fatty liver disease. 2015 World J. Gastroenterol. pmid:25574105
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Sorensen LS et al. Effects of perioperative supplementation with omega-3 fatty acids on leukotriene Bâ‚„ and leukotriene Bâ‚… production by stimulated neutrophils in patients with colorectal cancer: a randomized, placebo-controlled intervention trial. 2014 Nutrients pmid:25268838
Nagao K et al. Comparison of the lipid-lowering effects of four different n-3 highly unsaturated fatty acids in HepG2 cells. 2014 J Oleo Sci pmid:25213447
Crowe FL et al. Circulating fatty acids and prostate cancer risk: individual participant meta-analysis of prospective studies. 2014 J. Natl. Cancer Inst. pmid:25210201
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Shaikh NA et al. Efficacy of a unique omega-3 formulation on the correction of nutritional deficiency and its effects on cardiovascular disease risk factors in a randomized controlled VASCAZEN(®) REVEAL Trial. 2014 Mol. Cell. Biochem. pmid:25185754
O'Connor-Robison CI et al. The impact of dietary long-chain polyunsaturated fatty acids on bone and cartilage in gilts and sows. 2014 J. Anim. Sci. pmid:25184850
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Cespedes E et al. Adipose tissue n-3 fatty acids and metabolic syndrome. 2015 Eur J Clin Nutr pmid:25097001
Chang D et al. Serum free fatty acids level in senile cataract. 2014 J Am Coll Nutr pmid:25079310
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Morin C et al. Docosapentaenoic acid monoacylglyceride reduces inflammation and vascular remodeling in experimental pulmonary hypertension. 2014 Am. J. Physiol. Heart Circ. Physiol. pmid:24929859
Gregory MK and James MJ Functional characterization of the duck and turkey fatty acyl elongase enzymes ELOVL5 and ELOVL2. 2014 J. Nutr. pmid:24919687
Leslie MA et al. Mammary tumour development is dose-dependently inhibited by n-3 polyunsaturated fatty acids in the MMTV-neu(ndl)-YD5 transgenic mouse model. 2014 Lipids Health Dis pmid:24916956
Wójcik C et al. Modulation of adipocyte differentiation by omega-3 polyunsaturated fatty acids involves the ubiquitin-proteasome system. 2014 J. Cell. Mol. Med. pmid:24834523
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