PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
3949754-4	1986	Saturated NEFAs caused a 1.5-2-fold increase in binding of dehydrotestosterone, testosterone, and estradiol to SBP, while unsaturated NEFAs, such as oleic (18:1) and docosahexaenoic (22:6) acids inhibited the binding of these steroids to SBP.	docosahexaenoic	166-181	selenium binding protein 1	Homo sapiens	111-114
6850584-2	1983	The arachidonic (C20:4) and docosahexaenoic (C22:6) acid derivatives showed potent in vitro and in vivo cytotoxic activity against rat hepatoma cells producing alpha-fetoprotein.	docosahexaenoic	28-43	alpha-fetoprotein	Rattus norvegicus	160-177
30880051-1	2019	Human serum albumin (HSA) serves as a depot and carrier of multiple unrelated ligands including several participants of the pathogenesis of Alzheimer"s disease (AD), such as amyloid beta peptide (Abeta), Zn2+/Cu2+ ions, docosahexaenoic (DHA), linoleic (LA), and oleic (OA) acids.	docosahexaenoic	220-235	albumin	Homo sapiens	6-25
6851485-6	1983	The proportions of linoleic (C18:2, eta-6) and docosahexaenoic (C22:6, eta-3) acid are significantly higher in the ventricles than in the atria; the proportions of oleic (C18:1, eta-9) arachidonic (C20:4, eta-6) and docosatetraenoic acids (22:4, eta-6) are higher in atria.	docosahexaenoic	47-62	endothelin receptor type A	Rattus norvegicus	71-74
6851485-6	1983	The proportions of linoleic (C18:2, eta-6) and docosahexaenoic (C22:6, eta-3) acid are significantly higher in the ventricles than in the atria; the proportions of oleic (C18:1, eta-9) arachidonic (C20:4, eta-6) and docosatetraenoic acids (22:4, eta-6) are higher in atria.	docosahexaenoic	47-62	endothelin receptor type A	Rattus norvegicus	71-74
6851485-6	1983	The proportions of linoleic (C18:2, eta-6) and docosahexaenoic (C22:6, eta-3) acid are significantly higher in the ventricles than in the atria; the proportions of oleic (C18:1, eta-9) arachidonic (C20:4, eta-6) and docosatetraenoic acids (22:4, eta-6) are higher in atria.	docosahexaenoic	47-62	endothelin receptor type A	Rattus norvegicus	71-74
6851485-6	1983	The proportions of linoleic (C18:2, eta-6) and docosahexaenoic (C22:6, eta-3) acid are significantly higher in the ventricles than in the atria; the proportions of oleic (C18:1, eta-9) arachidonic (C20:4, eta-6) and docosatetraenoic acids (22:4, eta-6) are higher in atria.	docosahexaenoic	47-62	endothelin receptor type A	Rattus norvegicus	71-74
32466330-2	2020	These health-beneficial n-3 LC-PUFA play significant roles in optimal cardiovascular, retinal, maternal and childhood brain functions, and include alpha linolenic (ALA), eicosapentaenoic (EPA), docosahexaenoic (DHA) and docosapentaenoic (DPA) acids.	docosahexaenoic	194-209	PUFA	Ovis aries	31-35
6185269-6	1982	Most of fatty acids bound to AFP were polyunsaturated: mainly arachidonic (20:4, n-6) and docosahexaenoic (22:6, n-3) acids, which accounted respectively for 21.7 and 18.8% of the total fatty acids.	docosahexaenoic	90-105	alpha fetoprotein	Sus scrofa	29-32
33339154-5	2020	We detected 28 oxylipins with mass spectrometry (UPLC-MS/MS), classified according to their metabolic pathways: cyclooxygenase (COX), cytochrome P450 monooxygenases (CYP), lipoxygenase (LOX) and PUFAs: arachidonic (AA), docosahexaenoic (DHA), eicosapentaenoic (EPA).	docosahexaenoic	220-235	cytochrome P450, family 3, subfamily a, polypeptide 23-polypeptide 1	Rattus norvegicus	166-169
31514316-0	2019	Docosahexaenoic and Eicosapentaenoic Acids Prevent Altered-Muc2 Secretion Induced by Palmitic Acid by Alleviating Endoplasmic Reticulum Stress in LS174T Goblet Cells.	docosahexaenoic	0-15	mucin 2, oligomeric mucus/gel-forming	Homo sapiens	59-63
31514316-4	2019	Our results showed that only eicosapentaenoic (EPA) and docosahexaenoic (DHA) acids protect goblet cells against ER stress-mediated altered Muc2 secretion induced by PAL, whereas neither linolenic acid nor n-9 and n-6 FA are able to provide such protection.	docosahexaenoic	56-71	mucin 2, oligomeric mucus/gel-forming	Homo sapiens	140-144
28987718-1	2017	Long-chain polyunsaturated fatty acids (LC-PUFA), mainly docosahexaenoic (DHA) and arachidonic acids (AA), are critical for adequate fetal growth and development.	docosahexaenoic	57-72	pumilio RNA binding family member 3	Homo sapiens	43-47
28638995-1	2018	BACKGROUND: Docosahexaenoic (C22:6) and arachidonic (C20:4) acids are long-chain polyunsaturated fatty acids (LC-PUFA) essential to neonatal development, being present in the glycerophospholipids of all organs, particularly the brain.	docosahexaenoic	12-27	pumilio RNA binding family member 3	Homo sapiens	113-117
29277655-10	2018	Stearic, arachidonic, oleic, docosahexaenoic, and eicosapentaenoic fatty acids as well as methyl stearate inhibit TMEM16A in a dose- and voltage-dependent manner.	docosahexaenoic	29-44	anoctamin 1	Homo sapiens	114-121
31074378-9	2019	In the study of the effects of polyunsaturated fatty acids (PUFA), namely, docosahexaenoic (DHA) and eicosapentaenoic (EPA) diets on mouse small intestine cells, the inferences of regulations are consistent with those reported in the literature, including PPARalpha and NFkappaB, respectively corresponding to enhanced adipogenesis and reduced inflammation.	docosahexaenoic	75-90	peroxisome proliferator activated receptor alpha	Mus musculus	256-265
31074378-9	2019	In the study of the effects of polyunsaturated fatty acids (PUFA), namely, docosahexaenoic (DHA) and eicosapentaenoic (EPA) diets on mouse small intestine cells, the inferences of regulations are consistent with those reported in the literature, including PPARalpha and NFkappaB, respectively corresponding to enhanced adipogenesis and reduced inflammation.	docosahexaenoic	75-90	nuclear factor of kappa light polypeptide gene enhancer in B cells 1, p105	Mus musculus	270-278
31017945-1	2019	Fish are rich in n-3 long-chain polyunsaturated fatty acids (LC-PUFA), such as eicosapentaenoic (EPA) and docosahexaenoic (DHA) acids, thus they have a great nutritional value for human health.	docosahexaenoic	106-121	pumilio RNA binding family member 3	Homo sapiens	64-68
29648713-2	2016	PUFA n-3 contained in marine fish oils, particularly eicosapentaenoic (EPA, 20:5 n-3) and docosahexaenoic (DHA, 22:6 n-3) acids, are attributed antithrombotic, anti-inflammatory, anti-atherosclerotic and anti-arrhythmic effects.	docosahexaenoic	90-105	pumilio RNA binding family member 3	Homo sapiens	0-4
26363610-1	2016	BACKGROUND: Docosahexaenoic (C22:6) and arachidonic acid (C20:4) are long-chain polyunsaturated fatty acids (LC-PUFA), essential to fetal development, and preferentially transported by plasma phospholipids.	docosahexaenoic	12-27	pumilio RNA binding family member 3	Homo sapiens	112-116
28726104-1	2017	Dopamine amides of arachidonic, docosahexaenoic, and oleic acids were found to induce apoptosis in PC12 cells, which was blocked exclusively by antagonists and preincubation agonists of the receptor GPR55, belonging to the group of non-CB1/CB2 receptors.	docosahexaenoic	32-47	G protein-coupled receptor 55	Rattus norvegicus	199-204
24465472-2	2014	Dietary strategies to mitigate such inflammation include long-chain polyunsaturated fatty acids, docosahexaenoic (DHA) and eicosapentaenoic (EPA) acids, which act through PPARgamma-dependent and independent pathways.	docosahexaenoic	97-112	peroxisome proliferator activated receptor gamma	Mus musculus	171-180
26300318-5	2016	Our second aim is to gather experimental and clinical data on the capability of long-chain n-3 PUFA (LC n-3 PUFA), including docosahexaenoic (DHA) and eicosapentaenoic (EPA) acids to prevent or alleviate NAFLD.	docosahexaenoic	125-140	pumilio RNA binding family member 3	Homo sapiens	95-99
26300318-5	2016	Our second aim is to gather experimental and clinical data on the capability of long-chain n-3 PUFA (LC n-3 PUFA), including docosahexaenoic (DHA) and eicosapentaenoic (EPA) acids to prevent or alleviate NAFLD.	docosahexaenoic	125-140	pumilio RNA binding family member 3	Homo sapiens	108-112
26219838-1	2015	The n-3 long-chain polyunsaturated fatty acids (n-3 PUFAs) such as eicosapentaenoic (EPA) and docosahexaenoic (DHA) have been reported to improve obesity-associated metabolic disorders including chronic inflammation, insulin resistance and dyslipidaemia.	docosahexaenoic	94-109	insulin	Homo sapiens	217-224
26257655-0	2015	Docosahexaenoic (DHA) modulates phospholipid-hydroperoxide glutathione peroxidase (Gpx4) gene expression to ensure self-protection from oxidative damage in hippocampal cells.	docosahexaenoic	0-15	glutathione peroxidase 4	Mus musculus	83-87
18155022-6	2008	Marine n-3 PUFA eicosapentaenoic and docosahexaenoic (EPA and DHA) acids, but not ALA, reduced the steady-state levels of Kv1.5 protein.	docosahexaenoic	37-52	potassium voltage-gated channel subfamily A member 5	Homo sapiens	122-127
23563245-2	2013	N - 3 fatty acids (FA), docosahexaenoic (DHA), and eicosapentaenoic acid (EPA) may increase TTR transcription in rat hippocampus.	docosahexaenoic	24-39	transthyretin	Rattus norvegicus	92-95
20195242-7	2010	In contrast, restoration of docosahexaenoic (22:6) acid level, a retinoid-X-receptor (RXRalpha) agonist, was dependent on the concomitant hepatic expression of both ACOX1a and ACOX1b isoforms.	docosahexaenoic	28-43	retinoid X receptor alpha	Mus musculus	86-94
19351970-1	2009	Delta-6 desaturase (D6D) catalyzes the first step in the synthesis of highly unsaturated fatty acids (HUFA) such as arachidonic (AA), docosapentaenoic (DPAn-6), and docosahexaenoic (DHA) acids, as well as the last desaturation of DPAn-6 and DHA.	docosahexaenoic	165-180	fatty acid desaturase 2	Mus musculus	0-18
19351970-1	2009	Delta-6 desaturase (D6D) catalyzes the first step in the synthesis of highly unsaturated fatty acids (HUFA) such as arachidonic (AA), docosapentaenoic (DPAn-6), and docosahexaenoic (DHA) acids, as well as the last desaturation of DPAn-6 and DHA.	docosahexaenoic	165-180	fatty acid desaturase 2	Mus musculus	20-23
23148256-1	2013	In spite of the difficulties in delivering PUFA to ruminants, studies have generally indicated that the PUFA of the omega-6 (linoleic acid) and omega-3 [alpha-linolenic acid; eicosapentaenoic (EPA), C20:5 omega-3; docosahexaenoic (DHA), C22:6 omega-3] families are the most beneficial to improving reproduction in cows.	docosahexaenoic	214-229	PUFA	Bos taurus	104-108
21184843-4	2011	RESULTS: VPA uncompetitively inhibited Acsl4-mediated conversion of AA and of docosahexaenoic (DHA) but not of palmitic acid to acyl-CoA, but did not affect AA conversion by Acsl3, Acsl6v1 or Acsl6v2.	docosahexaenoic	78-93	acyl-CoA synthetase long-chain family member 4	Rattus norvegicus	39-44
20648548-0	2011	Selective regulation of UGT1A1 and SREBP-1c mRNA expression by docosahexaenoic, eicosapentaenoic, and arachidonic acids.	docosahexaenoic	63-78	UDP glucuronosyltransferase family 1 member A1	Homo sapiens	24-30
20648548-0	2011	Selective regulation of UGT1A1 and SREBP-1c mRNA expression by docosahexaenoic, eicosapentaenoic, and arachidonic acids.	docosahexaenoic	63-78	sterol regulatory element binding transcription factor 1	Homo sapiens	35-43
22435614-8	2010	In experiments with surface NOX proteins released from HeLa cells, spectrophotometric measurements of the oxidation of NADH revealed inhibition of the cancer-specific ENOX2 activity by CLA and the omega-3 fatty acids, eicosapentaenoic, docosahexaenoic, and alpha-linolenic acids.	docosahexaenoic	236-251	ecto-NOX disulfide-thiol exchanger 2	Homo sapiens	167-172
17623719-1	2007	BACKGROUND: We previously reported that haemodialysis patients have suboptimal blood levels of the cardioprotective omega-3 polyunsaturated fatty acids (n-3 PUFA) eicosapentaenoic (EPA) and docosahexaenoic (DHA) acids.	docosahexaenoic	190-205	pumilio RNA binding family member 3	Homo sapiens	157-161
16650969-4	2006	However, the concentration of IL-2 produced in presence of either docosahexaenoic, eicosapentaenoic or arachidonic acid was significantly reduced by 36%, 32% and 39%, respectively, in controls while 16%, 15% and 23%, respectively, in diabetics.	docosahexaenoic	66-81	interleukin 2	Homo sapiens	30-34
17021030-4	2007	Other cis unsaturated fatty acids (docosahexaenoic and oleic acid) also enhanced hSlo-alpha + beta2 currents and slowed inactivation, whereas saturated fatty acids (palmitic, stearic, and caprylic acid) were without effect.	docosahexaenoic	35-50	potassium calcium-activated channel subfamily M alpha 1	Homo sapiens	81-91
17021030-4	2007	Other cis unsaturated fatty acids (docosahexaenoic and oleic acid) also enhanced hSlo-alpha + beta2 currents and slowed inactivation, whereas saturated fatty acids (palmitic, stearic, and caprylic acid) were without effect.	docosahexaenoic	35-50	hemoglobin, beta adult minor chain	Mus musculus	94-99
16698019-2	2006	In the present study the effect of palmitic, stearic, oleic, linoleic, arachidonic, docosahexaenoic and eicosapentaenoic acids on NF-kappaB activity and NO production in J774 cells (a murine macrophage cell line) was investigated.	docosahexaenoic	84-99	nuclear factor of kappa light polypeptide gene enhancer in B cells 1, p105	Mus musculus	130-139
12443975-10	2002	Dantrolene, which blocks the ryanodine receptor (RyR) channel of the ER, significantly inhibited I/R-evoked release of docosahexaenoic, arachidonic, linoleic and oleic acids.	docosahexaenoic	119-134	ryanodine receptor 2	Rattus norvegicus	29-47
15639338-1	2005	The proliferative and apoptotic response to TNF-alpha and anti-Fas antibody (CH-11) in human colon adenocarcinoma HT-29 cells was modulated by pretreatment with arachidonic (AA, 20:4, n-6) or docosahexaenoic (DHA, 22:6, n-3) fatty acids, which alone increased reactive oxygen species production and lipid peroxidation, and decreased the S-phase of the cell cycle.	docosahexaenoic	192-207	tumor necrosis factor	Homo sapiens	44-53
15073272-0	2004	Polyunsaturated fatty acids including docosahexaenoic and arachidonic acid bind to the retinoid X receptor alpha ligand-binding domain.	docosahexaenoic	38-53	retinoid X receptor alpha	Mus musculus	87-112
12443975-10	2002	Dantrolene, which blocks the ryanodine receptor (RyR) channel of the ER, significantly inhibited I/R-evoked release of docosahexaenoic, arachidonic, linoleic and oleic acids.	docosahexaenoic	119-134	ryanodine receptor 2	Rattus norvegicus	49-52
1578344-1	1992	Fresh lamprey (F-La) or sardine (F-Sa) oil is known to contain a large amount of n-3 polyunsaturated fatty acids such as eicosapentaenoic (EPA) and docosahexaenoic (DHA) acids.	docosahexaenoic	148-163	RIKEN cDNA 4932438A13 gene	Mus musculus	33-37
11368763-4	2001	Using recombinant protein and fluorescence-based assays, we show that equine uterocalin binds the fluorescent fatty acids 11-(dansylamino)undecanoic acid, dansyl-D,L-alpha-amino-octanoic acid and cis-parinaric acid, and, by competition, oleic, palmitic, arachidonic, docosahexaenoic, gamma-linolenic, cis-eicosapentaenoic and linoleic acids.	docosahexaenoic	267-282	uterocalin	Equus caballus	77-87
11106423-1	2000	The role of Ca2+-independent phospholipase A2 (iPLA2) in arachidonic (AA) and docosahexaenoic (DHA) acid incorporation and phospholipid remodelling in rat uterine stromal cells (UIII cells) was studied.	docosahexaenoic	78-93	phospholipase A2 group VI	Rattus norvegicus	12-45
11106423-1	2000	The role of Ca2+-independent phospholipase A2 (iPLA2) in arachidonic (AA) and docosahexaenoic (DHA) acid incorporation and phospholipid remodelling in rat uterine stromal cells (UIII cells) was studied.	docosahexaenoic	78-93	phospholipase A2 group VI	Rattus norvegicus	47-52
9865267-0	1998	Docosahexaenoic and eicosapentaenoic acids inhibit the CD28-lymphocyte activation pathway in vitro.	docosahexaenoic	0-15	CD28 molecule	Homo sapiens	55-59
9698032-1	1998	To elucidate further the role of placental membrane fatty acid-binding protein (p-FABPpm) in preferential transfer of maternal plasma long chain polyunsaturated fatty acids (LCPUFA) across the human placenta, direct binding of the purified protein with various radiolabelled fatty acids (docosahexaenoic, arachidonic, linoleic and oleic acids) was investigated.	docosahexaenoic	288-303	glutamic-oxaloacetic transaminase 2	Homo sapiens	82-88
9547608-0	1997	Docosahexaenoic and eicosapentaenoic acids inhibit in vitro human endothelial cell production of interleukin-6.	docosahexaenoic	0-15	interleukin 6	Homo sapiens	97-110
8034600-1	1994	We have previously reported that in primary rat hepatocytes, n-3 fatty acid (either eicosapentaenoic or docosahexaenoic) stimulates intracellular degradation of apoprotein B100 (apoB100) and apoB48 (Wang, H., Chen, X., and Fisher, E.A.	docosahexaenoic	104-119	apolipoprotein B	Rattus norvegicus	161-176
8034600-1	1994	We have previously reported that in primary rat hepatocytes, n-3 fatty acid (either eicosapentaenoic or docosahexaenoic) stimulates intracellular degradation of apoprotein B100 (apoB100) and apoB48 (Wang, H., Chen, X., and Fisher, E.A.	docosahexaenoic	104-119	apolipoprotein B	Rattus norvegicus	178-185
8034600-1	1994	We have previously reported that in primary rat hepatocytes, n-3 fatty acid (either eicosapentaenoic or docosahexaenoic) stimulates intracellular degradation of apoprotein B100 (apoB100) and apoB48 (Wang, H., Chen, X., and Fisher, E.A.	docosahexaenoic	104-119	apolipoprotein B	Rattus norvegicus	191-197
1646160-1	1991	Docosahexaenoic (22:6 n-3) and eicosapentaenoic acid (20:5 n-3) stimulated the oxygen-dependent respiratory burst in intact neutrophils in a dose-dependent manner as measured by either superoxide dismutase (SOD)-inhibitable cytochrome c reduction and lucigenin-dependent chemiluminescence.	docosahexaenoic	0-15	cytochrome c, somatic	Homo sapiens	224-236
34823120-3	2022	The level of docosahexaenoic and eicosapentaenoic acid was significantly increased and the level of matrix metallopeptidase-9 was significantly decreased in MS patients treated with PEGNLPUOs.	docosahexaenoic	13-28	matrix metallopeptidase 9	Homo sapiens	100-125
34244155-1	2021	The inflammation-resolving and insulin-sensitizing properties of eicosapentaenoic (EPA) and docosahexaenoic (DHA) fatty acids have potential to augment effects of weight loss on breast cancer risk.	docosahexaenoic	92-107	insulin	Homo sapiens	31-38