Docosahexaenoic acid

Description

Description of Docosahexaenoic acid with associated disease summary

Docosahexaenoic acid (DHA) is a precursors of specialized proresolving mediators (SPM) which can modulate inflammatory signaling pathway including mitogen-activated protein kinase (MAPK) and nuclear factor-k-lightchain enhancer of activated B cells (NF-kB) families (Am J Physiol Lung Cell Mol Physiol. (2015)). Chronic obstructive pulmonary disease (COPD) patients who cannot resolve inflammation have dysregulated lipid mediator levels and the EBC DHA concentrations in COPD patients are higher than the healthy control (Am J Physiol Lung Cell Mol Physiol. (2015)). Description of disease(s) related to Docosahexaenoic acid (DHA):

Disease summary

Chronic obstructive pulmonary disease (COPD)

The EBC DHA concentrations in chronic obstructive pulmonary disease (COPD) patients are higher than the healthy control (Am J Physiol Lung Cell Mol Physiol. (2015)).

Summary of extracted biomedical information

Docosahexaenoic acid is associated with abnormalities such as Asthma. The involved biomedical functions are known as Morbidity, infant, Immunologic function, enzyme pathway, Anabolism and Inflammation, allergic.
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Associated references with human 15

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Reference title

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Journal Year Authors & PubMed Link
Metabolism of uniformly labeled 13C-eicosapentaenoic acid and 13C-arachidonic acid in young and old men. Am. J. Clin. Nutr. 2017 P. Léveillé, R. Chouinard-Watkins, A. Windust, P. Lawrence, SC. Cunnane, JT. Brenna, M. Plourde
Am. J. Clin. Nutr. 2017 Aug;106(2):467-474. PubMed:28659301
Elevated prostaglandin E metabolites and abnormal plasma fatty acids at baseline in pediatric cystic fibrosis patients: a pilot study. Prostaglandins Leukot. Essent. Fatty Acids 2016 MG. O'Connor, K. Thomsen, RF. Brown, M. Laposata, A. Seegmiller
Prostaglandins Leukot. Essent. Fatty Acids 2016 10;113:46-49. PubMed:27720040
Kinetics of 13C-DHA before and during fish-oil supplementation in healthy older individuals. Am. J. Clin. Nutr. 2014 M. Plourde, R. Chouinard-Watkins, C. Rioux-Perreault, M. Fortier, MT. Dang, MJ. Allard, J. Tremblay-Mercier, Y. Zhang, P. Lawrence, MC. Vohl, P. Perron, D. Lorrain, JT. Brenna, SC. Cunnane
Am. J. Clin. Nutr. 2014 Jul;100(1):105-12. PubMed:24829492
Disturbance in uniformly 13C-labelled DHA metabolism in elderly human subjects carrying the apoE ε4 allele. Br. J. Nutr. 2013 R. Chouinard-Watkins, C. Rioux-Perreault, M. Fortier, J. Tremblay-Mercier, Y. Zhang, P. Lawrence, MC. Vohl, P. Perron, D. Lorrain, JT. Brenna, SC. Cunnane, M. Plourde
Br. J. Nutr. 2013 Nov;110(10):1751-9. PubMed:23631810
The role of docosahexaenoic and the marine food web as determinants of evolution and hominid brain development: the challenge for human sustainability. Nutr Health 2012 MA. Crawford, CL. Broadhurst
Nutr Health 2012 Jan;21(1):17-39. PubMed:22544773
Prenatal docosahexaenoic acid supplementation and infant morbidity: randomized controlled trial. Pediatrics 2011 B. Imhoff-Kunsch, AD. Stein, R. Martorell, S. Parra-Cabrera, I. Romieu, U. Ramakrishnan
Pediatrics 2011 Sep;128(3):e505-12. PubMed:21807696
Impact of a novel nutritional formula on asthma control and biomarkers of allergic airway inflammation in children. Clin. Exp. Allergy 2010 R. Covar, M. Gleason, B. Macomber, L. Stewart, P. Szefler, K. Engelhardt, J. Murphy, A. Liu, S. Wood, S. DeMichele, EW. Gelfand, SJ. Szefler
Clin. Exp. Allergy 2010 Aug;40(8):1163-74. PubMed:20545703
Plasma omega-3 fatty acid response to a fish oil supplement in the healthy elderly. Lipids 2008 M. Vandal, E. Freemantle, J. Tremblay-Mercier, M. Plourde, M. Fortier, J. Bruneau, J. Gagnon, M. Bégin, SC. Cunnane
Lipids 2008 Nov;43(11):1085-9. PubMed:18795357
Protectin D1 is generated in asthma and dampens airway inflammation and hyperresponsiveness. J. Immunol. 2007 BD. Levy, P. Kohli, K. Gotlinger, O. Haworth, S. Hong, S. Kazani, E. Israel, KJ. Haley, CN. Serhan
J. Immunol. 2007 Jan;178(1):496-502. PubMed:17182589
Variation in [U-13C] alpha linolenic acid absorption, beta-oxidation and conversion to docosahexaenoic acid in the pre-term infant fed a DHA-enriched formula. Pediatr. Res. 2006 C. Mayes, GC. Burdge, A. Bingham, JL. Murphy, R. Tubman, SA. Wootton
Pediatr. Res. 2006 Feb;59(2):271-5. PubMed:16439591
[Hydroa vacciniforme: dietary fish oil]. Ann Dermatol Venereol 2001 AB. Modeste, N. Cordel, X. Balguerie, D. Leroy, P. Lauret, P. Joly
Ann Dermatol Venereol 2001 Mar;128(3 Pt 1):247-9. PubMed:11319390
Effects of dietary alpha-linolenic acid on the conversion and oxidation of 13C-alpha-linolenic acid. Lipids 2000 SH. Vermunt, RP. Mensink, MM. Simonis, G. Hornstra
Lipids 2000 Feb;35(2):137-42. PubMed:10757543
Oxidation of an oil rich in docosahexaenoic acid compared to linoleic acid in lactating women. Ann. Nutr. Metab. 1999 N. Fidler, T. Sauerwald, H. Demmelmair, A. Pohl, B. Koletzko
Ann. Nutr. Metab. 1999 ;43(6):339-45. PubMed:10725767
Lipid peroxidation during n-3 fatty acid and vitamin E supplementation in humans. Lipids 1997 JP. Allard, R. Kurian, E. Aghdassi, R. Muggli, D. Royall
Lipids 1997 May;32(5):535-41. PubMed:9168460
Combinations of distinct long-chain polyunsaturated fatty acid species for improved dietary treatment against allergic bronchial asthma. Nutrition C. Beermann, S. Neumann, D. Fußbroich, S. Zielen, R. Schubert
Nutrition 2016 Nov-Dec;32(11-12):1165-70. PubMed:27297719

Associated curated diseases 1

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Associated disease mapping

Mapping of all associated diseases to Docosahexaenoic acid is displayed in red.

Heart Lung Airway Esophagus Kidney Intestine
Disease Name

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Description of MeSH term

with link to MeSH Database

Number of references
Chronic Obstructive Pulmonary Disease (Copd) MeSH: Pulmonary Disease, Chronic Obstructive
A disease of chronic diffuse irreversible airflow obstruction. Subcategories of COPD include CHRONIC BRONCHITIS and PULMONARY EMPHYSEMA. Year introduced: 2002
Link to MeSH Database: D029424
31

Associated abnormalities 1

Concept Name External ID Weighted Score Hits References
Asthma ICD9-CM:493.9 944.0 1
  1. Protectin D1 is generated in asthma and dampens airway inflammation and hyperresponsiveness.
    BD. Levy, P. Kohli, K. Gotlinger, O. Haworth, S. Hong, S. Kazani, E. Israel, KJ. Haley, CN. Serhan (2007) J. Immunol.

Associated chemicals 0

No associated chemicals are detected in current reference collection.

There are 15 associated references with Docosahexaenoic acid. Due to lack of full text of references or no associated chemicals are detected in our text-mining workflow, we cannot extract any chemical terms from the associated reference collection.

Associated functions 0

No associated functions are detected in current reference collection.

There are 15 associated references with Docosahexaenoic acid. Due to lack of full text of references or no associated functions are detected in our text-mining workflow, we cannot extract any function terms from the associated reference collection.

Associated genes 0

No associated genes are detected in current reference collection.

There are 15 associated references with Docosahexaenoic acid. Due to lack of full text of references or no associated genes are detected in our text-mining workflow, we cannot extract any gene terms from the associated reference collection.

Chemical Information

Formula C22H32O2
Mass 328.496
Synonyms Docosahexaenoic acid
Doconexent
Cervonic acid
6217-54-5
Doconexento
Doconexentum
Doxonexent
AquaGrow Advantage
all-Z-Docosahexaenoic acid
Martek DHA HM
Ropufa 60
cis-4,7,10,13,16,19-Docosahexaenoic acid
Docosahexaenoate
UNII-ZAD9OKH9JC
docosahexaenoic acid(DHA)
(4Z,7Z,10Z,13Z,16Z,19Z)-Docosahexaenoic acid
all-cis-DHA
Docosahexaenoic acid (all-Z)
CCRIS 7670
(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid
PubChem CID 445580