Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Assay: | 95.00 to 100.00
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Food Chemicals Codex Listed: | No |
Soluble in: |
| water, 0.002364 mg/L @ 25 °C (est) |
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
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Hazards identification |
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Classification of the substance or mixture |
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
None found. |
GHS Label elements, including precautionary statements |
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Pictogram | |
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Hazard statement(s) |
None found. |
Precautionary statement(s) |
None found. |
Oral/Parenteral Toxicity: |
Not determined
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Dermal Toxicity: |
Not determined
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Inhalation Toxicity: |
Not determined
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Safety in Use Information:
Category: | natural substances and extractives |
Recommendation for mead acid usage levels up to: | | not for fragrance use.
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Recommendation for mead acid flavor usage levels up to: |
| not for flavor use.
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Safety References:
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
5,8,11- | eicosatrienoic acid | (5E,8E,11E)- | icosa-5,8,11-trienoic acid |
Articles:
PubMed:Serum n-6 and n-9 Fatty Acids Correlate with Serum IGF-1 and Growth Up to Four Months of Age in Healthy Infants. |
PubMed:[Blood fatty acids in the development and correction of metabolic syndrome]. |
PubMed:Whole Blood Levels of the n-6 Essential Fatty Acid Linoleic Acid Are Inversely Associated with Stunting in 2-to-6 Year Old Tanzanian Children: A Cross-Sectional Study. |
PubMed:Dietary effects of mead acid on N-methyl-N-nitrosourea-induced mammary cancers in female Sprague-Dawley rats. |
PubMed:De novo fatty acid biosynthesis and elongation in very long-chain acyl-CoA dehydrogenase-deficient mice supplemented with odd or even medium-chain fatty acids. |
PubMed:Essential Fatty Acid Deficiency in 2015: The Impact of Novel Intravenous Lipid Emulsions. |
PubMed:Mead acid supplementation does not rescue rats from cataract and retinal degeneration induced by N-methyl-N-nitrosourea. |
PubMed:Mead acid (20:3n-9) and n-3 polyunsaturated fatty acids are not associated with risk of posterior longitudinal ligament ossification: results of a case-control study. |
PubMed:Food allergy in small children carries a risk of essential fatty acid deficiency, as detected by elevated serum mead acid proportion of total fatty acids. |
PubMed:Mead acid inhibits the growth of KPL-1 human breast cancer cells in vitro and in vivo. |
PubMed:Prospective associations between plasma saturated, monounsaturated and polyunsaturated fatty acids and overall and breast cancer risk - modulation by antioxidants: a nested case-control study. |
PubMed:Identification of genes and pathways involved in the synthesis of Mead acid (20:3n-9), an indicator of essential fatty acid deficiency. |
PubMed:The eosinophil chemoattractant 5-oxo-ETE and the OXE receptor. |
PubMed:Plasma fatty acid lipidomics in amnestic mild cognitive impairment and Alzheimer's disease. |
PubMed:Hormone-sensitive lipase deficiency disturbs the fatty acid composition of mouse testis. |
PubMed:Lung transplantation in cystic fibrosis normalizes essential fatty acid profiles. |
PubMed:Essential polyunsaturated fatty acids, inflammation and mortality in dialysis patients. |
PubMed:NGF blocks polyunsaturated fatty acids biosynthesis in n-3 fatty acid-supplemented PC12 cells. |
PubMed:Inhibitory effect of 5,8,11-eicosatrienoic acid on angiogenesis. |
PubMed:Purified fish oil eliminating linoleic and alpha linolenic acid meets essential fatty acid requirements in rats. |
PubMed:Serum lipid and fatty acid profiles are highly changed in patients with alcohol induced acute pancreatitis. |
PubMed:Motor, mental and behavioral developments in infancy are associated with fatty acid pattern in breast milk and plasma of premature infants. |
PubMed:Elevated stearoyl-CoA desaturase in brains of patients with Alzheimer's disease. |
PubMed:Arachidonic acid and docosahexaenoic acid supplemented to an essential fatty acid-deficient diet alters the response to endotoxin in rats. |
PubMed:Increased elongase 6 and Δ9-desaturase activity are associated with n-7 and n-9 fatty acid changes in cystic fibrosis. |
PubMed:The influence of supplemental docosahexaenoic and arachidonic acids during pregnancy and lactation on neurodevelopment at eighteen months. |
PubMed:Dietary cholesterol, female gender and n-3 fatty acid deficiency are more important factors in the development of non-alcoholic fatty liver disease than the saturation index of the fat. |
PubMed:[The role of modification of fatty acid composition of erythrocyte lipids in pathogenesis of arterial hypertension]. |
PubMed:Early behaviour and development in breast-fed premature infants are influenced by omega-6 and omega-3 fatty acid status. |
PubMed:Mildly abnormal general movement quality in infants is associated with higher Mead acid and lower arachidonic acid and shows a U-shaped relation with the DHA/AA ratio. |
PubMed:Persistence of essential fatty acid deficiency in cystic fibrosis despite nutritional therapy. |
PubMed:Improved production of various polyunsaturated fatty acids through filamentous fungus Mortierella alpina breeding. |
PubMed:The essentiality of arachidonic acid and docosahexaenoic acid. |
PubMed:Fatty acid patterns early after premature birth, simultaneously analysed in mothers' food, breast milk and serum phospholipids of mothers and infants. |
PubMed:Fetal learning and memory: weak associations with the early essential polyunsaturated fatty acid status. |
PubMed:Identification of mutation sites on Delta12 desaturase genes from Mortierella alpina 1S-4 mutants. |
PubMed:The depressive effects of 5,8,11-eicosatrienoic Acid (20:3n-9) on osteoblasts. |
PubMed:Fish oil prevents essential fatty acid deficiency and enhances growth: clinical and biochemical implications. |
PubMed:Maternal and fetal brain contents of docosahexaenoic acid (DHA) and arachidonic acid (AA) at various essential fatty acid (EFA), DHA and AA dietary intakes during pregnancy in mice. |
PubMed:Structural requirements for activation of the 5-oxo-6E,8Z, 11Z,14Z-eicosatetraenoic acid (5-oxo-ETE) receptor: identification of a mead acid metabolite with potent agonist activity. |
PubMed:Oral DHA supplementation in DeltaF508 homozygous cystic fibrosis patients. |
PubMed:Relation between fatty acid composition and clinical status or genotype in cystic fibrosis patients. |
PubMed:Influence of pancreatic status and sex on polyunsaturated fatty acid profiles in cystic fibrosis. |
PubMed:Airway nitric oxide in patients with cystic fibrosis is associated with pancreatic function, Pseudomonas infection, and polyunsaturated fatty acids. |
PubMed:Plasma phospholipid fatty acids are influenced by a ketogenic diet enriched with n-3 fatty acids in children with epilepsy. |
PubMed:Chemical determinants involved in anandamide-induced inhibition of T-type calcium channels. |
PubMed:Acidolysis and glyceride synthesis reactions using fatty acids with two Pseudomonas lipases having different substrate specificities. |
PubMed:Identification and production of n-8 odd-numbered polyunsaturated fatty acids by a delta12 desaturation-defective mutant of Mortierella alpina 1S-4. |
PubMed:Abnormal fatty acid pattern in intestinal mucosa of children with celiac disease is not reflected in serum phospholipids. |
PubMed:Different specificity of two types of Pseudomonas lipases for C20 fatty acids with a Delta5 unsaturated double bond and their application for selective concentration of fatty acids. |
PubMed:Effects of arachidonic acid analogs on FcepsilonRI-mediated activation of mast cells. |
PubMed:Improvement of the fatty acid composition of an oil-producing filamentous fungus, Mortierella alpina 1S-4, through RNA interference with delta12-desaturase gene expression. |
PubMed:Plasma fatty acids of neonates born to mothers with and without gestational diabetes. |
PubMed:Tissue-specific, nutritional, and developmental regulation of rat fatty acid elongases. |
PubMed:Effects of eicosatrienoic acid (20:3 n-9, Mead's acid) on some promalignant-related properties of three human cancer cell lines. |
PubMed:Beneficial effects of n-9 eicosatrienoic acid on experimental bowel lesions. |
PubMed:Trans isomeric octadecenoic acids are related inversely to arachidonic acid and DHA and positively related to mead acid in umbilical vessel wall lipids. |
PubMed:Long-chain PUFA supplementation improves PUFA profile in infants with cholestasis. |
PubMed:Assessment of essential fatty acid and omega3-fatty acid status by measurement of erythrocyte 20:3omega9 (Mead acid), 22:5omega6/20:4omega6 and 22:5omega6/22:6omega3. |
PubMed:Production of 5,8,11-eicosatrienoic acid by a delta5 and delta6 desaturation activity-enhanced mutant derived from a delta12 desaturation activity-defective mutant of Mortierella alpina 1S-4. |
PubMed:Disturbances in essential fatty acid metabolism in patients receiving long-term home parenteral nutrition. |
PubMed:In vitro mimicry of essential fatty acid deficiency in human endothelial cells by TNFalpha impact of omega-3 versus omega-6 fatty acids. |
PubMed:Maternal-fetal n-6 and n-3 polyunsaturated fatty acids gradient in plasma and red cell phospholipids. |
PubMed:Competitive incorporation of arachidonic acid analogs by cultured rat keratinocytes. |
PubMed:Inhibitors of arachidonic acid metabolism have variable effects on calcium signaling pathways. |
PubMed:Electrospray/tandem mass spectrometry for quantitative analysis of lipid remodeling in essential fatty acid deficient mice. |
PubMed:Composition and permeability of syncytiotrophoblast plasma membranes in pregnancies complicated by intrauterine growth restriction. |
PubMed:Eicosatrienoic acid (20:3 n-9) inhibits the expression of E-cadherin and desmoglein in human squamous cell carcinoma in vitro. |
PubMed:Essential fatty acid metabolism in infants with cholestasis. |
PubMed:Modulation of adjuvant-induced arthritis by dietary arachidonic acid in essential fatty acid-deficient rats. |
PubMed:Serum n3 polyunsaturated fatty acids are depleted in Crohn's disease. |
PubMed:Production of 5,8,11-Eicosatrienoic Acid (Mead Acid) by a (Delta)6 Desaturation Activity-Enhanced Mutant Derived from a (Delta)12 Desaturase-Defective Mutant of an Arachidonic Acid-Producing Fungus, Mortierella alpina 1S-4. |
PubMed:Oxygenation of 5,8,11-eicosatrienoic acid by prostaglandin H synthase-2 of ovine placental cotyledons: isolation of 13-hydroxy-5,8,11-eicosatrienoic and 11-hydroxy-5,8,12-eicosatrienoic acids. |
PubMed:Effect of dietary n-9 eicosatrienoic acid on the fatty acid composition of plasma lipid fractions and tissue phospholipids. |
PubMed:Dietary (n-9) eicosatrienoic acid from a cultured fungus inhibits leukotriene B4 synthesis in rats and the effect is modified by dietary linoleic acid. |
PubMed:Functional and ultrastructural effects of essential fatty acid deficiency in kidney epithelial cells. |
PubMed:Essential fatty acid status in neonates after fish-oil supplementation during late pregnancy. |
PubMed:Studies on the metabolism of [1-14C]5.8.11-eicosatrienoic (Mead) acid in rat hepatocytes. |
PubMed:Mead ethanolamide, a novel eicosanoid, is an agonist for the central (CB1) and peripheral (CB2) cannabinoid receptors. |
PubMed:Occurrence of 22:3n-9 and 22:4n-9 in the lipids of the topminnow (Poeciliopsis lucida) hepatic tumor cell line, PLHC-1. |
PubMed:Effect of diet on the fatty acid composition of the major phospholipids of infant cerebral cortex. |
PubMed:Dietary lipids modify the fatty acid composition of cartilage, isolated chondrocytes and matrix vesicles. |
PubMed:Effect of dietary supplementation with n-9 eicosatrienoic acid on leukotriene B4 synthesis in rats: a novel approach to inhibition of eicosanoid synthesis. |
PubMed:Oxygenation of 5,8,11-eicosatrienoic acid by prostaglandin endoperoxide synthase and by cytochrome P450 monooxygenase: structure and mechanism of formation of major metabolites. |
PubMed:Phospholipid and phospholipid fatty acid composition of mixed murine spinal cord neuronal cultures. |
PubMed:Essential fatty acid deficiency in parenterally fed preterm infants. |
PubMed:An in vitro model for essential fatty acid deficiency: HepG2 cells permanently maintained in lipid-free medium. |
PubMed:Infant brain lipids and diet. |
PubMed:Infant cerebral cortex phospholipid fatty-acid composition and diet. |
PubMed:Essential fatty acid status of neonates born to Inuit mothers: comparison with Caucasian neonates and effect of diet. |
PubMed:Essential fatty acid deficiency in cultured SK-N-SH human neuroblastoma cells. |
PubMed:Unique fatty acid composition of normal cartilage: discovery of high levels of n-9 eicosatrienoic acid and low levels of n-6 polyunsaturated fatty acids. |
PubMed:Biochemical EFA status of mothers and their neonates after normal pregnancy. |
PubMed:Chain elongation of polyunsaturated fatty acids by vascular endothelial cells: studies with arachidonate analogues. |
PubMed:Fatty acid composition of umbilical arteries and veins: possible implications for the fetal EFA-status. |
PubMed:Modification of fluidity and lipid-protein relationships in pig intestinal brush-border membrane by dietary essential fatty acid deficiency. |
PubMed:n-6 and n-3 fatty acids during early human development. |
PubMed:Essential fatty acid deficiency in premature infants. |
PubMed:Fatty acid profiles in response to soybean oil lipid emulsion infusions in essential fatty acid-deficient miniature swine. |
PubMed:Soybean oil emulsion administration during parenteral nutrition in the preterm infant: effect on essential fatty acid, lipid, and glucose metabolism. |
PubMed:Criteria for essential fatty acid deficiency in plasma as assessed by capillary column gas-liquid chromatography. |
PubMed:[Progress of therapeutic agents for asthma--3) Trends in the development of leukotriene inhibitory agents]. |
PubMed:Synergistic enhancement of mitogen responses of human lymphocytes by inhibitors of cyclo-oxygenase and 5,8,11-eicosatriynoic acid, an inhibitor of 12-lipoxygenase and leukotriene biosynthesis. |
PubMed:Elongation of C20 polyunsaturated fatty acids by human skin fibroblasts. |
PubMed:Calcium-dependent oxidation of 5,8,11-icosatrienoic acid by the cyclooxygenase enzyme system. |
PubMed:Manipulation of rat brain fatty acid composition alters volatile anesthetic potency. |
PubMed:Ovarian lipoxygenase activity and its regulation by gonadotropin in the rat. |
PubMed:A unique cardiac cytosolic acyltransferase with preferential selectivity for fatty acids that form cyclooxygenase/lipoxygenase metabolites and reverse essential fatty acid deficiency. |
PubMed:High-affinity incorporation of 20-carbon polyunsaturated fatty acids by human skin fibroblasts. |
PubMed:Incorporation of some eicosanoic acids into endothelial cells--effect on platelet inhibitory activity and prostacyclin production. |
PubMed:Prostaglandin E2-like activity of 20:3n-9 platelet lipoxygenase end-product. |
PubMed:Leukotriene B formation by neutrophils from essential fatty acid-deficient rats. |
PubMed:Arachidonic acid, 5,8,11-eicosatrienoic acid and 5,8,11,14, 17-eicosapentaenoic acid. Dietary manipulation of the levels of these acids in rat liver and platelet phospholipids and their incorporation into human platelet lipids. |
PubMed:Effects of non-steroidal anti-inflammatory agents on human neutrophil functions in vitro and in vivo. |
PubMed:The inactivation of lipoxygenases by acetylenic fatty acids. |
PubMed:Products derived from 5,8,11-eicosatrienoic acid by the 5-lipoxygenase-leukotriene pathway. |
PubMed:High affinity esterification of eicosanoid precursor fatty acids by platelets. |
PubMed:Potentiating effect of 5,8,11-eicosatrienoic acid on human platelet aggregation. |
PubMed:Energy intake and the appearance of 5,8,11-eicosatrienoic acid in serum lipids during parenteral nutrition without fat. |
PubMed:Formation of leukotrienes E3, E4 and E5 in rat basophilic leukemia cells. |
PubMed:Assessment of the essential fatty acid requirement in gerbils by polyunsaturated fatty acid ratio. |
PubMed:Inhibition of the eosinophil chemotactic factor (ECF) release from human PMNs and rat mast cells by arachidonic acid analogs. |
PubMed:New model of a scaling dermatosis: induction of hyperproliferation in hairless mice with eicosa-5,8,11-trienoic acid. |
PubMed:Conversion of 5,8,11-eicosatrienoic acid to leukotrienes C3 and D3. |
PubMed:Essential fatty acid deficiency during total parenteral nutrition. |
PubMed:The significance of cis, cis, cis 5,8,11 eicosatrienoic acid in essential fatty acid deficiency. |
PubMed:[ON THE BIOGENESIS OF 5,8,11-EICOSATRIENOIC ACID IN RATS FED A FAT-FREE DIET]. |
PubMed:Metabolism of essential fatty acids. VIII. Origin of 5,8,11-eicosatrienoic acid in the fat-deficient rat. |
PubMed:Metabolism of essential fatty acids. III. Isolation of 5,8,11-eicosatrienoic acid from fat-deficient rats. |
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