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
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Pirich C et al. Effects of fish oil supplementation on platelet survival and ex vivo platelet function in hypercholesterolemic patients. 1999 Thromb. Res. pmid:10588465
Conquer JA et al. Effect of supplementation with dietary seal oil on selected cardiovascular risk factors and hemostatic variables in healthy male subjects. 1999 Thromb. Res. pmid:10588467
Retterstøl K et al. The pathway from arachidonic to docosapentaenoic acid (20:4n-6 to 22:5n-6) and from eicosapentaenoic to docosahexaenoic acid (20:5n-3 to 22:6n-3) studied in testicular cells from immature rats. 2000 Biochim. Biophys. Acta pmid:10601701
Ghebremeskel K et al. Maternal diet high in fat reduces docosahexaenoic acid in liver lipids of newborn and sucking rat pups. 1999 Br. J. Nutr. pmid:10615212
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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
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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
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
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Kumon Y et al. A new labyrinthulid isolate, which solely produces n-6 docosapentaenoic acid. 2003 Appl. Microbiol. Biotechnol. pmid:12750856
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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
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
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
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pmid:14191423
Thomas DW et al. Quantitative determination of hydroxy fatty acids as an indicator of in vivo lipid peroxidation: oxidation products of arachidonic and docosapentaenoic acids in rat liver after exposure to carbon tetrachloride. 1992 Anal. Biochem. pmid:1443605
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
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
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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
Calderon F and Kim HY Docosahexaenoic acid promotes neurite growth in hippocampal neurons. 2004 J. Neurochem. pmid:15287904
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
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
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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
Solakivi T et al. Lipoprotein docosapentaenoic acid is associated with serum matrix metalloproteinase-9 concentration. 2005 Lipids Health Dis pmid:15826319
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
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
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
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
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
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
Howe P et al. Dietary intake of long-chain omega-3 polyunsaturated fatty acids: contribution of meat sources. 2006 Nutrition pmid:16289978
Glomset JA Role of docosahexaenoic acid in neuronal plasma membranes. 2006 Sci. STKE pmid:16467193
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
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
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
Hamam F and Shahidi F Synthesis of structured lipids containing medium-chain and omega-3 fatty acids. 2006 J. Agric. Food Chem. pmid:16756372
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
Yonezawa Y et al. Inhibitory action of C22-fatty acids on DNA polymerases and DNA topoisomerases. 2006 Int. J. Mol. Med. pmid:16964408
Abuzaytoun R and Shahidi F Oxidative stability of algal oils as affected by their minor components. 2006 J. Agric. Food Chem. pmid:17032036
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
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. Docosahexaenoic acid and n-6 docosapentaenoic acid supplementation alter rat skeletal muscle fatty acid composition. 2007 Lipids Health Dis pmid:17459159
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
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
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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
Olsen SF et al. Gestational age in relation to marine n-3 fatty acids in maternal erythrocytes: a study of women in the Faroe Islands and Denmark. 1991 Am. J. Obstet. Gynecol. pmid:1827949
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
Voss A et al. The metabolism of 7,10,13,16,19-docosapentaenoic acid to 4,7,10,13,16,19-docosahexaenoic acid in rat liver is independent of a 4-desaturase. 1991 J. Biol. Chem. pmid:1834642
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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
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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
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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
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
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Lin DS et al. High levels of the (n-6) fatty acid 4,7,10,13,16-docosapentaenoate in the retinas of rabbits are reduced by feeding dietary fish oil from birth to adult life. 1991 J. Nutr. pmid:1941256
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Rosenthal MD et al. Retroconversion and delta 4 desaturation of docosatetraenoate (22:4(n-6)) and docosapentaenoate (22:5(n-3)) by human cells in culture. 1991 Biochim. Biophys. Acta pmid:2031936
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