cis-8,11,14-eicosatrienoic acid

dihomo-gamma-linolenic acid

CAS: 1783-84-2 C20 H34 O2 MW: 306.48938000

Identification

Namecis-8,11,14-eicosatrienoic acid
IUPAC(8Z,11Z,14Z)-icosa-8,11,14-trienoic acid
CAS Number1783-84-2
EINECS217-233-0
FDA UNIIFC398RK06S
Molecular FormulaC20 H34 O2
Molecular Weight306.48938000
MDL NumberMFCD00065721
Nikkaji NumberJ110.768B
Beilstein1796533
XlogP37.20 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Refractive Index 1.47800 @ 20.00 °C.
Flash Point 144.00 °F. TCC ( 62.22 °C. )
Soluble in water, 0.002364 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for cis-8,11,14-eicosatrienoic acid usage levels up tonot for fragrance use.
Recommendation for cis-8,11,14-eicosatrienoic acid flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

bouea macrophylla fruit melissa officialis flower melissa officialis stem pueraria peduncularis

Synonyms

dihomo-gamma-linolenic acid (Z)-8,11,14- eicosatrienoic acid (Z,Z,Z)-8,11,14- eicosatrienoic acid 8,11-14- eicosatrienoic acid, (Z,Z,Z)- (8Z,11Z,14Z)- icosa-8,11,14-trienoic acid PubMed: Chemical Analysis of Astragali Complanati Semen and Its Hypocholesterolemic Effect Using Serum Metabolomics Based on Gas Chromatography-Mass Spectrometry. PubMed: The role of a FADS1 polymorphism in the association of fatty acid blood levels, BMI and blood pressure in young children-Analyses based on path models. PubMed: Genetic Variants in the ELOVL5 but not ELOVL2 Gene Associated with Polyunsaturated Fatty Acids in Han Chinese Breast Milk. PubMed: Consumption of Red Meat, but Not Cooking Oils High in Polyunsaturated Fat, Is Associated with Higher Arachidonic Acid Status in Singapore Chinese Adults. PubMed: Plasma phospholipids fatty acids, dietary fatty acids, and breast cancer risk. PubMed: Data on the phospholipid fatty acyl composition of retroperitoneal white adipose tissue in ad libitum fed and fasted mice. PubMed: Influence of weight reduction on blood levels of C-reactive protein, tumor necrosis factor-α, interleukin-6, and oxylipins in obese subjects. PubMed: Metabolic engineering of long chain-polyunsaturated fatty acid biosynthetic pathway in oleaginous fungus for dihomo-gamma linolenic acid production. PubMed: Omega 6 fatty acids for the primary prevention of cardiovascular disease. PubMed: Relationship between polyunsaturated fatty acid levels in maternal diets and human milk in the first month post-partum. PubMed: Plasma nutrient biomarkers are associated with waist-to-height ratio in youth with type 1 diabetes. PubMed: Associations between estimated desaturase activity and insulin resistance in korean boys. PubMed: Serum phospholipid monounsaturated fatty acid composition and Δ-9-desaturase activity are associated with early alteration of fasting glycemic status. PubMed: Dietary zinc deficiency affects blood linoleic acid: dihomo-γ-linolenic acid (LA:DGLA) ratio; a sensitive physiological marker of zinc status in vivo (Gallus gallus). PubMed: Immunomodulatory and therapeutic effects of Hot-nature diet and co-supplemented hemp seed, evening primrose oils intervention in multiple sclerosis patients. PubMed: Variation in the FADS1/2 gene cluster alters plasma n-6 PUFA and is weakly associated with hsCRP levels in healthy young adults. PubMed: Altered heart and kidney phospholipid fatty acid composition are associated with cardiac hypertrophy in hypertensive rats. PubMed: Randomized placebo-controlled intervention with n-3 LC-PUFA-supplemented yoghurt: effects on circulating eicosanoids and cardiovascular risk factors. PubMed: Soy milk suppresses cholesterol-induced inflammatory gene expression and improves the fatty acid profile in the skin of SD rats. PubMed: Plasma phospholipid fatty acid composition and estimated desaturase activity in heart failure patients with metabolic syndrome. PubMed: Interrelated effects of dihomo-γ-linolenic and arachidonic acids, and sesamin on hepatic fatty acid synthesis and oxidation in rats. PubMed: Altered plasma and erythrocyte phospholipid fatty acid profile in elite female water polo and football players. PubMed: Eicosadienoic acid differentially modulates production of pro-inflammatory modulators in murine macrophages. PubMed: Fatty acid desaturase (FADS) gene polymorphisms and insulin resistance in association with serum phospholipid polyunsaturated fatty acid composition in healthy Korean men: cross-sectional study. PubMed: Serum cytokeratin 18 M30 antigen level and its correlation with nutritional parameters in middle-aged Japanese males with nonalcoholic fatty liver disease (NAFLD). PubMed: Evaluation of the effect of dietary virgin olive oil on blood pressure and lipid composition of serum and low-density lipoprotein in elderly type 2 diabetic subjects. PubMed: Subchronic (13-week) oral toxicity study of dihomo-gamma-linolenic acid (DGLA) oil in rats. PubMed: Metabolism of omega-6 polyunsaturated fatty acids in women with dysmenorrhea. PubMed: Distribution and metabolism of dihomo-gamma-linolenic acid (DGLA, 20:3n-6) by oral supplementation in rats. PubMed: Fatty acid composition of erythrocyte phospholipids is related to insulin levels, secretion and resistance in obese type 2 diabetics on Metformin. PubMed: Effect of long-term dietary supplementation of high-gamma-linolenic canola oil versus borage oil on growth, hematology, serum biochemistry, and N-6 fatty acid metabolism in rats. PubMed: Effects of sesamin and capsaicin on the mRNA expressions of delta6 and delta5 desaturases in rat primary cultured hepatocytes. PubMed: Fatty acid levels and risk of asthma in young adults. PubMed: Effect of different types of feeding on fatty acid composition of erythrocyte membrane lipids in full-term infants. PubMed: Dietary gamma-linolenic acid dose-dependently modifies fatty acid composition and immune parameters in rats. PubMed: Competitive incorporation of arachidonic acid analogs by cultured rat keratinocytes. PubMed: Interactions of Dietary Fats and Proteins on Fatty Acid Composition of Immune Cells and LTB4 Production by Peritoneal Exudate Cells of Rats. PubMed: The effect of the addition of oil preparation with increased content of n-3 fatty acids on serum lipid profile and clinical condition of cats with miliary dermatitis. PubMed: Evidence for age-related differences in the fatty acid composition of human adipose tissue, independent of diet. PubMed: Dietary supplementation with gamma-linolenic acid alters fatty acid content and eicosanoid production in healthy humans. PubMed: Effects of growth temperature on the fatty acid composition of the free-living nematode Caenorhabditis elegans. PubMed: Effect of age and extent of dietary restriction on hepatic microsomal lipid peroxidation potential in mice. PubMed: Borage or primrose oil added to standardized diets are equivalent sources for gamma-linolenic acid in rats. PubMed: Effects of oral sunflower oil and olive oil on serum and cutaneous fatty acid concentrations in dogs. PubMed: Fatty acid composition of serum phospholipids in an elderly institutionalized Japanese population. PubMed: Lipid malnutrition of patients with liver cirrhosis: effect of low intake of dietary lipid on plasma fatty acid composition. PubMed: Plasma fatty acid composition of breast-feeding Sudanese women. PubMed: Vitamin E intake affects serum thromboxane and tissue essential fatty acid composition in the rat. PubMed: Influence of reduced food intake on polyunsaturated fatty acid metabolism in zinc-deficient rats. PubMed: The effect of dihomo-gamma-linolenic acid (20: 3,n-6) on the composition of phospholipid fatty acids in the liver of rats deficient in essential fatty acids.