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
Solakivi T et al. Serum fatty acid profile in subjects with irritable bowel syndrome. 2011 Scand. J. Gastroenterol. pmid:21073373
Wang RX et al. [Mechanism related to docosahexaenoic acid induced large conductance calcium-activated potassium channel currents increase in coronary smooth muscle cells]. 2011 Zhonghua Xin Xue Guan Bing Za Zhi pmid:21624312
Amano T et al. Impact of omega-3 polyunsaturated fatty acids on coronary plaque instability: an integrated backscatter intravascular ultrasound study. 2011 Atherosclerosis pmid:21684546
Holub BJ et al. Oral docosapentaenoic acid (22:5n-3) is differentially incorporated into phospholipid pools and differentially metabolized to eicosapentaenoic acid in tissues from young rats. 2011 Lipids pmid:21380793
Chang KJ et al. Odd-chain polyunsaturated fatty acids in thraustochytrids. 2011 Phytochemistry pmid:21546043
Kaur G et al. Docosapentaenoic acid (22:5n-3): a review of its biological effects. 2011 Prog. Lipid Res. pmid:20655949
Purwaha P et al. LC/ESR/MS study of pH-dependent radical generation from 15-LOX-catalyzed DPA peroxidation. 2011 Free Radic. Biol. Med. pmid:21807091
Mozaffarian D et al. Circulating long-chain ω-3 fatty acids and incidence of congestive heart failure in older adults: the cardiovascular health study: a cohort study. 2011 Ann. Intern. Med. pmid:21810709
Moltó-Puigmartí C et al. Additional data from our study on fatty acids variations during lactation: correlations between n-3 and n-6 PUFAs in human colostrum, transitional, and mature milk. 2011 Clin Nutr pmid:21470725
Okuda A et al. Hetero-oligomeric interactions of an ELOVL4 mutant protein: implications in the molecular mechanism of Stargardt-3 macular dystrophy. 2010 Mol. Vis. pmid:21139992
Zanetti E et al. Carcase characteristics and qualitative meat traits of three Italian local chicken breeds. 2010 Br. Poult. Sci. pmid:21058066
Dangi B et al. Metabolism and biological production of resolvins derived from docosapentaenoic acid (DPAn-6). 2010 Biochem. Pharmacol. pmid:19679107
Kaur G et al. Short-term docosapentaenoic acid (22:5 n-3) supplementation increases tissue docosapentaenoic acid, DHA and EPA concentrations in rats. 2010 Br. J. Nutr. pmid:19650956
Nauroth JM et al. Docosahexaenoic acid (DHA) and docosapentaenoic acid (DPAn-6) algal oils reduce inflammatory mediators in human peripheral mononuclear cells in vitro and paw edema in vivo. 2010 Lipids pmid:20364438
Joensen AM et al. Dietary intake of total marine n-3 polyunsaturated fatty acids, eicosapentaenoic acid, docosahexaenoic acid and docosapentaenoic acid and the risk of acute coronary syndrome - a cohort study. 2010 Br. J. Nutr. pmid:19825219
Mann NJ et al. Effects of seal oil and tuna-fish oil on platelet parameters and plasma lipid levels in healthy subjects. 2010 Lipids pmid:20652432
Fernandez LL et al. Effects of increased iron intake during the neonatal period on the brain of adult AbetaPP/PS1 transgenic mice. 2010 J. Alzheimers Dis. pmid:20157260
Li Y et al. Bone mineral content is positively correlated to n-3 fatty acids in the femur of growing rats. 2010 Br. J. Nutr. pmid:20420751
Gracious BL et al. Randomized, placebo-controlled trial of flax oil in pediatric bipolar disorder. 2010 Bipolar Disord pmid:20402707
Lin YH et al. Compartmental analyses of 2H5-alpha-linolenic acid and C-U-eicosapentaenoic acid toward synthesis of plasma labeled 22:6n-3 in newborn term infants. 2010 Am. J. Clin. Nutr. pmid:20534748
Aziz AA et al. Increasing Dietary alpha-linolenic acid enhances tissue levels of long-chain n-3 PUFA when linoleic acid intake is low in hamsters. 2010 Ann. Nutr. Metab. pmid:20714137
Indo Y et al. Functional expression of a humanized gene for an omega-3 fatty acid desaturase from scarlet flax in transfected bovine adipocytes and bovine embryos cloned from the cells. 2009 Biochim. Biophys. Acta pmid:19367764
Metz JG et al. Biochemical characterization of polyunsaturated fatty acid synthesis in Schizochytrium: release of the products as free fatty acids. 2009 Plant Physiol. Biochem. pmid:19272783
Dangi B et al. Biogenic synthesis, purification, and chemical characterization of anti-inflammatory resolvins derived from docosapentaenoic acid (DPAn-6). 2009 J. Biol. Chem. pmid:19324874
Jiang H et al. Tandem acyl carrier protein domains in polyunsaturated fatty acid synthases. 2009 Meth. Enzymol. pmid:19362636
Micallef MA et al. An inverse relationship between plasma n-3 fatty acids and C-reactive protein in healthy individuals. 2009 Eur J Clin Nutr pmid:19352379
Meyer BJ et al. Comparison of seal oil to tuna oil on plasma lipid levels and blood pressure in hypertriglyceridaemic subjects. 2009 Lipids pmid:19727884
Metherel AH et al. Assessment of blood measures of n-3 polyunsaturated fatty acids with acute fish oil supplementation and washout in men and women. 2009 Prostaglandins Leukot. Essent. Fatty Acids pmid:19515545
Phang M et al. Inhibition of platelet aggregation by omega-3 polyunsaturated fatty acids is gender specific-Redefining platelet response to fish oils. 2009 Prostaglandins Leukot. Essent. Fatty Acids pmid:19481915
Deng Y et al. Docosapentaenoic acid (DPA) is a critical determinant of cubic membrane formation in amoeba Chaos mitochondria. 2009 FASEB J. pmid:19406841
Virtanen JK et al. Serum long-chain n-3 polyunsaturated fatty acids and risk of hospital diagnosis of atrial fibrillation in men. 2009 Circulation pmid:19933935
Gotoh N et al. Effects of three different highly purified n-3 series highly unsaturated fatty acids on lipid metabolism in C57BL/KsJ-db/db mice. 2009 J. Agric. Food Chem. pmid:19848389
Kitessa SM and Young P Echium oil is better than rapeseed oil in enriching poultry meat with n-3 polyunsaturated fatty acids, including eicosapentaenoic acid and docosapentaenoic acid. 2009 Br. J. Nutr. pmid:18616838
Gavazza M and Catalá A Relative efficacies of alpha-tocopherol, N-acetyl-serotonin, and melatonin in reducing non-enzymatic lipid peroxidation of rat testicular microsomes and mitochondria. 2009 Mol. Cell. Biochem. pmid:18758914
Simopoulos AP Evolutionary aspects of the dietary omega-6:omega-3 fatty acid ratio: medical implications. 2009 World Rev Nutr Diet pmid:19696523
McNamara RK et al. Chronic risperidone treatment preferentially increases rat erythrocyte and prefrontal cortex omega-3 fatty acid composition: evidence for augmented biosynthesis. 2009 Schizophr. Res. pmid:18993032
Sales C et al. [Fish oil supplementation in rheumatoid arthritis]. 2008 Jul-Sep Reumatismo pmid:18854877
Tam PS et al. The metabolism and distribution of docosapentaenoic acid (n-6) in the liver and testis of growing rats. 2008 Biosci. Biotechnol. Biochem. pmid:18838818
Zhu G et al. A modified n-3 fatty acid desaturase gene from Caenorhabditis briggsae produced high proportion of DHA and DPA in transgenic mice. 2008 Transgenic Res. pmid:18322818
Gawrisch K and Soubias O Structure and dynamics of polyunsaturated hydrocarbon chains in lipid bilayers-significance for GPCR function. 2008 Chem. Phys. Lipids pmid:18396152
van de Rest O et al. Effect of fish oil on cognitive performance in older subjects: a randomized, controlled trial. 2008 Neurology pmid:18678826
Sun Q et al. Blood concentrations of individual long-chain n-3 fatty acids and risk of nonfatal myocardial infarction. 2008 Am. J. Clin. Nutr. pmid:18614744
Lowe AJ et al. Associations between fatty acids in colostrum and breast milk and risk of allergic disease. 2008 Clin. Exp. Allergy pmid:18702657
DeMar JC et al. Effect of dietary docosahexaenoic acid on biosynthesis of docosahexaenoic acid from alpha-linolenic acid in young rats. 2008 J. Lipid Res. pmid:18469302
Alessandri JM et al. Estradiol favors the formation of eicosapentaenoic acid (20:5n-3) and n-3 docosapentaenoic acid (22:5n-3) from alpha-linolenic acid (18:3n-3) in SH-SY5Y neuroblastoma cells. 2008 Lipids pmid:17912567
Liu YE et al. Activation of Stat5 and induction of a pregnancy-like mammary gland differentiation by eicosapentaenoic and docosapentaenoic omega-3 fatty acids. 2007 FEBS J. pmid:17547694
Green KN et al. Dietary docosahexaenoic acid and docosapentaenoic acid ameliorate amyloid-beta and tau pathology via a mechanism involving presenilin 1 levels. 2007 J. Neurosci. pmid:17442823
Stark KD et al. Artificial rearing with docosahexaenoic acid and n-6 docosapentaenoic acid alters rat tissue fatty acid composition. 2007 J. Lipid Res. pmid:17703057
Arterburn LM et al. Bioequivalence of Docosahexaenoic acid from different algal oils in capsules and in a DHA-fortified food. 2007 Lipids pmid:17713804
Kloareg M et al. Deposition of dietary fatty acids, de novo synthesis and anatomical partitioning of fatty acids in finishing pigs. 2007 Br. J. Nutr. pmid:17217558
Stark KD et al. Docosahexaenoic acid and n-6 docosapentaenoic acid supplementation alter rat skeletal muscle fatty acid composition. 2007 Lipids Health Dis pmid:17459159
Howe P et al. Dietary intake of long-chain omega-3 polyunsaturated fatty acids: contribution of meat sources. 2006 Nutrition pmid:16289978
Huyghe S et al. Peroxisomal multifunctional protein 2 is essential for lipid homeostasis in Sertoli cells and male fertility in mice. 2006 Endocrinology pmid:16484321
Glomset JA Role of docosahexaenoic acid in neuronal plasma membranes. 2006 Sci. STKE pmid:16467193
Rejraji H et al. Lipid remodeling of murine epididymosomes and spermatozoa during epididymal maturation. 2006 Biol. Reprod. pmid:16510839
Sanders TA et al. Influence of an algal triacylglycerol containing docosahexaenoic acid (22 : 6n-3) and docosapentaenoic acid (22 : 5n-6) on cardiovascular risk factors in healthy men and women. 2006 Br. J. Nutr. pmid:16512939
Shi Y and Pestka JJ Attenuation of mycotoxin-induced IgA nephropathy by eicosapentaenoic acid in the mouse: dose response and relation to IL-6 expression. 2006 J. Nutr. Biochem. pmid:16524712
Hamam F and Shahidi F Synthesis of structured lipids containing medium-chain and omega-3 fatty acids. 2006 J. Agric. Food Chem. pmid:16756372
Abuzaytoun R and Shahidi F Oxidative stability of algal oils as affected by their minor components. 2006 J. Agric. Food Chem. pmid:17032036
Yonezawa Y et al. Inhibitory action of C22-fatty acids on DNA polymerases and DNA topoisomerases. 2006 Int. J. Mol. Med. pmid:16964408
Ollero M et al. Evidence of increased flux to n-6 docosapentaenoic acid in phospholipids of pancreas from cftr-/- knockout mice. 2006 Metab. Clin. Exp. pmid:16919538
Waterhouse KE et al. Within and between breed differences in freezing tolerance and plasma membrane fatty acid composition of boar sperm. 2006 Reproduction pmid:16672353
Llanos A et al. Infants with intrauterine growth restriction have impaired formation of docosahexaenoic acid in early neonatal life: a stable isotope study. 2005 Pediatr. Res. pmid:16189202
Solakivi T et al. Lipoprotein docosapentaenoic acid is associated with serum matrix metalloproteinase-9 concentration. 2005 Lipids Health Dis pmid:15826319
Virtanen JK et al. Mercury, fish oils, and risk of acute coronary events and cardiovascular disease, coronary heart disease, and all-cause mortality in men in eastern Finland. 2005 Arterioscler. Thromb. Vasc. Biol. pmid:15539625
Rosell MS et al. Long-chain n-3 polyunsaturated fatty acids in plasma in British meat-eating, vegetarian, and vegan men. 2005 Am. J. Clin. Nutr. pmid:16087975
Okuda N et al. Relation of long chain n-3 polyunsaturated fatty acid intake to serum high density lipoprotein cholesterol among Japanese men in Japan and Japanese-American men in Hawaii: the INTERLIPID study. 2005 Atherosclerosis pmid:15694947
García-Calatayud S et al. Brain docosahexaenoic acid status and learning in young rats submitted to dietary long-chain polyunsaturated fatty acid deficiency and supplementation limited to lactation. 2005 Pediatr. Res. pmid:15718358
Kojima M et al. Serum levels of polyunsaturated fatty acids and risk of colorectal cancer: a prospective study. 2005 Am. J. Epidemiol. pmid:15718482
Lim SY et al. An extraordinary degree of structural specificity is required in neural phospholipids for optimal brain function: n-6 docosapentaenoic acid substitution for docosahexaenoic acid leads to a loss in spatial task performance. 2005 J. Neurochem. pmid:16135079
Salem N et al. Incomplete replacement of docosahexaenoic acid by n-6 docosapentaenoic acid in the rat retina after an n-3 fatty acid deficient diet. 2005 Exp. Eye Res. pmid:15967432
Lin YH and Salem N In vivo conversion of 18- and 20-C essential fatty acids in rats using the multiple simultaneous stable isotope method. 2005 J. Lipid Res. pmid:15930514
Goyens PL et al. Compartmental modeling to quantify alpha-linolenic acid conversion after longer term intake of multiple tracer boluses. 2005 J. Lipid Res. pmid:15834128
Hussein N et al. Long-chain conversion of [13C]linoleic acid and alpha-linolenic acid in response to marked changes in their dietary intake in men. 2005 J. Lipid Res. pmid:15576848
Calderon F and Kim HY Docosahexaenoic acid promotes neurite growth in hippocampal neurons. 2004 J. Neurochem. pmid:15287904
Moriguchi T et al. Effects of an n-3-deficient diet on brain, retina, and liver fatty acyl composition in artificially reared rats. 2004 J. Lipid Res. pmid:15175358
Burdge G Alpha-linolenic acid metabolism in men and women: nutritional and biological implications. 2004 Curr Opin Clin Nutr Metab Care pmid:15075703
Zhao G et al. Dietary alpha-linolenic acid reduces inflammatory and lipid cardiovascular risk factors in hypercholesterolemic men and women. 2004 J. Nutr. pmid:15514264
Sala-Vila A et al. The source of long-chain PUFA in formula supplements does not affect the fatty acid composition of plasma lipids in full-term infants. 2004 J. Nutr. pmid:15051839
Hamam F and Shahidi F Production and stability of structured lipids from algal oils and capric acid. 2004 Biofactors pmid:15630303
Innis SM et al. n-6 Docosapentaenoic acid is not a predictor of low docosahexaenoic acid status in Canadian preschool children. 2004 Am. J. Clin. Nutr. pmid:15321820
James MJ et al. Metabolism of stearidonic acid in human subjects: comparison with the metabolism of other n-3 fatty acids. 2003 Am. J. Clin. Nutr. pmid:12716664
Burdge GC et al. Effect of altered dietary n-3 fatty acid intake upon plasma lipid fatty acid composition, conversion of [13C]alpha-linolenic acid to longer-chain fatty acids and partitioning towards beta-oxidation in older men. 2003 Br. J. Nutr. pmid:12908891
Eldho NV et al. Polyunsaturated docosahexaenoic vs docosapentaenoic acid-differences in lipid matrix properties from the loss of one double bond. 2003 J. Am. Chem. Soc. pmid:12785780
Kumon Y et al. A new labyrinthulid isolate, which solely produces n-6 docosapentaenoic acid. 2003 Appl. Microbiol. Biotechnol. pmid:12750856
Tsuji M et al. Docosapentaenoic acid (22:5, n-3) suppressed tube-forming activity in endothelial cells induced by vascular endothelial growth factor. 2003 Prostaglandins Leukot. Essent. Fatty Acids pmid:12711251
Gavazza M and Catalá A Melatonin preserves arachidonic and docosapentaenoic acids during ascorbate-Fe2+ peroxidation of rat testis microsomes and mitochondria. 2003 Int. J. Biochem. Cell Biol. pmid:12531249
Otto SJ et al. Increased risk of postpartum depressive symptoms is associated with slower normalization after pregnancy of the functional docosahexaenoic acid status. 2003 Prostaglandins Leukot. Essent. Fatty Acids pmid:12907133
Meyer A et al. Biosynthesis of docosahexaenoic acid in Euglena gracilis: biochemical and molecular evidence for the involvement of a Delta4-fatty acyl group desaturase. 2003 Biochemistry pmid:12911321
Hong DD et al. Divergent effects of eicosapentaenoic and docosahexaenoic acid ethyl esters, and fish oil on hepatic fatty acid oxidation in the rat. 2003 Biochim. Biophys. Acta pmid:14642774
Martin DS et al. Long-term potentiation in aged rats is restored when the age-related decrease in polyunsaturated fatty acid concentration is reversed. 2002 Aug-Sep Prostaglandins Leukot. Essent. Fatty Acids pmid:12324230
Burdge GC et al. Eicosapentaenoic and docosapentaenoic acids are the principal products of alpha-linolenic acid metabolism in young men*. 2002 Br. J. Nutr. pmid:12323085
Burdge GC and Wootton SA Conversion of alpha-linolenic acid to eicosapentaenoic, docosapentaenoic and docosahexaenoic acids in young women. 2002 Br. J. Nutr. pmid:12323090
Schiefermeier M and Yavin E n-3 Deficient and docosahexaenoic acid-enriched diets during critical periods of the developing prenatal rat brain. 2002 J. Lipid Res. pmid:11792731
Innis SM and Dyer RA Brain astrocyte synthesis of docosahexaenoic acid from n-3 fatty acids is limited at the elongation of docosapentaenoic acid. 2002 J. Lipid Res. pmid:12235185
Helland IB et al. Similar effects on infants of n-3 and n-6 fatty acids supplementation to pregnant and lactating women. 2001 Pediatrics pmid:11694666
Tran TN and Christophersen BO Studies on the transport of acetyl groups from peroxisomes to mitochondria in isolated liver cells oxidizing the polyunsaturated fatty acid 22:4n-6. 2001 Biochim. Biophys. Acta pmid:11731335
Matorras R et al. Longitudinal study of fatty acids in plasma and erythrocyte phospholipids during pregnancy. 2001 J Perinat Med pmid:11565197
Kobayashi M et al. Single measurement of serum phospholipid fatty acid as a biomarker of specific fatty acid intake in middle-aged Japanese men. 2001 Eur J Clin Nutr pmid:11477462
Hammond BG et al. Safety assessment of DHA-rich microalgae from Schizochytrium sp. 2001 Regul. Toxicol. Pharmacol. pmid:11407938