ethyl arachidonate
arachidonic acid, ethyl ester (6CI,7CI,8CI)
 
Notes:
None found
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CAS Number: 1808-26-0Picture of molecule3D/inchi
FDA UNII: 3NU6034AW3
Nikkaji Web: J103.655F
MDL: MFCD00038340
XlogP3-AA: 7.00 (est)
Molecular Weight: 332.52732000
Formula: C22 H36 O2
NMR Predictor: Predict (works with chrome or firefox)
Category: emollients
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
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Google Scholar: with word "odor"Search
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PubMed: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 418.15 °C. @ 760.00 mm Hg (est)
Flash Point: 213.00 °F. TCC ( 100.70 °C. ) (est)
logP (o/w): 7.997 (est)
Soluble in:
 water, 0.0002209 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:
CosIng: cosmetic data
Cosmetic Uses: skin conditioning - emollient
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Suppliers:
Santa Cruz Biotechnology
For experimental / research use only.
Arachidonic Acid ethyl ester
Sigma-Aldrich: Sigma
For experimental / research use only.
Ethyl Arachidonate ≥98.5% (GC), liquid
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Safety Information:
Preferred SDS: View
 
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:
oral-mouse LD50  > 20000 mg/kg
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 20, Pg. 801, 1989.

oral-rat LD50  > 20000 mg/kg
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 20, Pg. 801, 1989.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: emollients
Recommendation for ethyl arachidonate usage levels up to:
 not for fragrance use.
 
Recommendation for ethyl arachidonate flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5367369
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 ethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
Chemidplus: 0001808260
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References:
 ethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5367369
Pubchem (sid): 134979537
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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
HMDB (The Human Metabolome Database): Search
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
 emollients 
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Occurrence (nature, food, other): note
 found in nature
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Synonyms:
 arachidonic acid, ethyl ester (6CI,7CI,8CI)
(all-Z)-5,8,11,14-eicosatetraenoic acid ethyl ester
5,8,11,14-eicosatetraenoic acid, ethyl ester
5,8,11,14-eicosatetraenoic acid, ethyl ester, (5Z,8Z,11Z,14Z)-
5,8,11,14-eicosatetraenoic acid, ethyl ester, (all Z)-
 ethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
 ethyl 5,8,11,14-eicosatetraenoate (all Z)
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Articles:
PubMed: Flavonoids with potent antioxidant activity found in young green barley leaves.
PubMed: Metabonomic investigation of liver profiles of nonpolar metabolites obtained from alcohol-dosed rats and mice using high mass accuracy MSn analysis.
PubMed: Quantitation of fatty acid ethyl esters in human meconium by an improved liquid chromatography/tandem mass spectrometry.
PubMed: Determination of eight fatty acid ethyl esters in meconium samples by headspace solid-phase microextraction and gas chromatography-mass spectrometry.
PubMed: Kinetic study of the prooxidant effect of alpha-tocopherol. Hydrogen abstraction from lipids by alpha-tocopheroxyl radical.
PubMed: Nitrogen substituent polarity influences dithiocarbamate-mediated lipid oxidation, nerve copper accumulation, and myelin injury.
PubMed: Liquid chromatography-tandem mass spectrometry for fatty acid ethyl esters in meconium: assessment of prenatal exposure to alcohol in two European cohorts.
PubMed: The cannabinoid receptor agonist CP-55,940 and ethyl arachidonate interfere with [(3)H]batrachotoxinin A 20 alpha-benzoate binding to sodium channels and inhibit sodium channel function.
PubMed: Fatty acid ethyl esters in meconium are associated with poorer neurodevelopmental outcomes to two years of age.
PubMed: Prevalence of fetal ethanol exposure in a regional population-based sample by meconium analysis of fatty acid ethyl esters.
PubMed: Elevated fatty acid ethyl esters in meconium of sheep fetuses exposed in utero to ethanol--a new animal model.
PubMed: Fatty acid ethyl esters in meconium: are they biomarkers of fetal alcohol exposure and effect?
PubMed: Inhibitory effects of plant-derived flavonoids and phenolic acids on malonaldehyde formation from ethyl arachidonate.
PubMed: Ethyl arachidonate is the predominant fatty acid ethyl ester in the brains of alcohol-intoxicated subjects at autopsy.
PubMed: Kinetic expression for the oxidation of linoleic and arachidonic acid esters in their mixed system.
PubMed: Liver and adipose tissue fatty acid ethyl esters obtained at autopsy are postmortem markers for premortem ethanol intake.
PubMed: Inhibition of adenylyl cyclase activity in brain membrane fractions by arachidonic acid and related unsaturated fatty acids.
PubMed: [Preventive effects of eicosapentaenoic acid (EPA) on cholesterol gallstone formation in hamsters].
PubMed: Ethyl palmitate and ethyl oleate are the predominant fatty acid ethyl esters in the blood after ethanol ingestion and their synthesis is differentially influenced by the extracellular concentrations of their corresponding fatty acids.
PubMed: Simultaneous determination of acrolein, malonaldehyde and 4-hydroxy-2-nonenal produced from lipids oxidized with Fenton's reagent.
PubMed: Platelet and aorta arachidonic and eicosapentaenoic acid levels and in vitro eicosanoid production in rats fed high-fat diets.
PubMed: [Inhibiting effects of mixtures of alpha-tocopherol with beta-carotene or vitamin A during oxidation of polyunsaturated fatty acid esters].
PubMed: Fatty acid ethyl esters decrease human hepatoblastoma cell proliferation and protein synthesis.
PubMed: Inhibitory effect of 2"-O-glycosyl isovitexin and alpha-tocopherol on genotoxic glyoxal formation in a lipid peroxidation system.
PubMed: n-3 fatty acids reduce in vitro thromboxane production while having little effect on in vitro prostacyclin production in the rat.
PubMed: Synthesis of ethyl arachidonate-19,19,20,20-d4 and ethyl dihomo-gamma-linolenate-19,19,20,20-d4.
PubMed: Arachidonic acid supplementation dose-dependently reverses the effects of a butter-enriched diet in rats.
PubMed: Arachidonic acid and linoleic acid supplementation increase prostanoid production in rats fed a butter-enriched diet.
PubMed: Essential fatty acid-deficient rats are resistant to oleic acid-induced pulmonary injury.
PubMed: Fatty acyl esters potentiate fatty acid induced activation of protein kinase C.
PubMed: Effects of essential fatty acid deficiency and indomethacin on histologic, ultrastructural, and phagocytic responses of hepatic macrophages to glucan.
PubMed: Effects of linoleate and arachidonate deficiencies on reproduction and spermatogenesis in the cat.
PubMed: Effects of polyunsaturated fatty acid diets on plasma lipids of patients with adrenomultineuronal degeneration, hepatosplenomegaly and fatty acid derangement.
PubMed: The improvement in endotoxin-induced redistribution of organ blood flow by inhibition of thromboxane and prostaglandin synthesis.
PubMed: Essential fatty acid deficient rats: a new model for evaluating arachidonate metabolism in shock.
PubMed: Increased arachidonate in lipids after administration to man: effects on prostaglandin biosynthesis.
PubMed: Enrichment of rat tissue lipids with fatty acids that are prostaglandin precursors.
PubMed: Ifluence of dietary fatty acids on membrane properties and enzyme activities of liver mitochondria of normal and hypophysectomized rats.
PubMed: Changes in serum and lipoprotein fatty acids during administration of ethyl arachidonate.
PubMed: Effects of ethyl arachidonate, cod-liver oil, and corn oil on the plasma-cholesterol level. A comparison in normal volunters.
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