cis-8,11,14-eicosatrienoic acid
dihomo-gamma-linolenic acid
 
Notes:
None found
  • BOC Sciences
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      Product(s):
      1783-84-2 cis-8,11,14-EICOSATRIENOIC ACID
       
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      Product(s):
      E0640 cis-8,11,14-Eicosatrienoic Acid >98.0%(GC)
       
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CAS Number: 1783-84-2Picture of molecule3D/inchi
Other(deleted CASRN): 135625-06-8
ECHA EINECS - REACH Pre-Reg: 217-233-0
FDA UNII: FC398RK06S
Nikkaji Web: J110.768B
Beilstein Number: 1796533
MDL: MFCD00065721
XlogP3: 7.20 (est)
Molecular Weight: 306.48938000
Formula: C20 H34 O2
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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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)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
cis-8,11,14-EICOSATRIENOIC ACID
Sigma-Aldrich
For experimental / research use only.
cis-8,11,14-Eicosatrienoic Acid analytical standard
TCI AMERICA
For experimental / research use only.
cis-8,11,14-Eicosatrienoic Acid >98.0%(GC)
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for cis-8,11,14-eicosatrienoic acid usage levels up to:
 not for fragrance use.
 
Recommendation for cis-8,11,14-eicosatrienoic acid flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5280581
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (8Z,11Z,14Z)-icosa-8,11,14-trienoic acid
Chemidplus: 0001783842
RTECS: JX3880000 for cas# 1783-84-2
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References:
 (8Z,11Z,14Z)-icosa-8,11,14-trienoic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5280581
Pubchem (cas): 1783-84-2
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C03242
HMDB (The Human Metabolome Database): HMDB02925
Export Tariff Code: 2916.19.3000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 bouea macrophylla fruit
Search Trop  Picture
 melissa officialis flower
Search Trop  Picture
 melissa officialis stem
Search Trop  Picture
 pueraria peduncularis
Search Trop  Picture
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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
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Articles:
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.
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