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homo-gamma-linoleic acid
dihomolinoleic acid (20:2(n-6))

Supplier Sponsors

Name:	(11Z,14Z)-icosa-11,14-dienoic acid
CAS Number:	5598-38-9	3D/inchi
FDA UNII:	Search
XlogP3:	7.90 (est)
Molecular Weight:	308.50532000
Formula:	C20 H36 O2
BioActivity Summary:	listing
NMR Predictor:	Predict (works with chrome, Edge 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

Physical Properties:

Assay:	95.00 to 100.00
Food Chemicals Codex Listed:	No
Boiling Point:	462.10 °C. @ 760.00 mm Hg (est)
Flash Point:	619.00 °F. TCC ( 326.30 °C. ) (est)
logP (o/w):	8.240 (est)
Soluble in:
	water, 0.001507 mg/L @ 25 °C (est)

Organoleptic Properties:

Odor and/or flavor descriptions from others (if found).

Cosmetic Information:

None found

Suppliers:

None found

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

Safety in Use Information:

Category:
natural substances and extractives
Recommendation for homo-gamma-linoleic acid usage levels up to:
	not for fragrance use.

Recommendation for homo-gamma-linoleic acid flavor usage levels up to:
	not for flavor use.

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 :6439848

National Institute of Allergy and Infectious Diseases:Data

(11Z,14Z)-icosa-11,14-dienoic acid

Chemidplus:0005598389

References:

	(11Z,14Z)-icosa-11,14-dienoic acid
NIST Chemistry WebBook:	Search Inchi
Pubchem (cid):	6439848
Pubchem (sid):	135103577

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):	C16525
HMDB (The Human Metabolome Database):	HMDB05060
FooDB:	FDB012619
VCF-Online:	VCF Volatile Compounds in Food
ChemSpider:	View

Potential Blenders and core components note

None Found

Potential Uses:

None Found

Occurrence (nature, food, other):note

	allium hirtifolium Search Trop Picture
	ginkgo biloba Search Trop Picture

Synonyms:

	dihomolinoleic acid (20:2(n-6))
(Z,Z)-11,14-	eicosadienoic acid
cis-11,14-	eicosadienoic acid
11,14-	eicosadienoic acid, (Z,Z)-
(11Z,14Z)-	icosa-11,14-dienoic acid

Articles:

PubMed:Anti-inflammatory effect of unsaturated fatty acids and Ergosta-7,22-dien-3-ol from Marthasterias glacialis: prevention of CHOP-mediated ER-stress and NF-κB activation.

PubMed:Lipid metabolic dose response to dietary alpha-linolenic acid in monk parrot (Myiopsitta monachus).

PubMed:Chemical composition and antibacterial and cytotoxic activities of Allium hirtifolium Boiss.

PubMed:Hypolipidemic activity in Sprague-Dawley rats and constituents of a novel natural vegetable oil from Cornus wilsoniana fruits.

PubMed:A study of the chemical composition of black cumin oil and its effect on penetration enhancement from transdermal formulations.

PubMed:Effect of probiotic Propionibacterium jensenii 702 supplementation on layer chicken performance.

PubMed:8,9-Epoxyeicosatrienoic acid protects the glomerular filtration barrier.

PubMed:An alternate pathway to long-chain polyunsaturates: the FADS2 gene product Delta8-desaturates 20:2n-6 and 20:3n-3.

PubMed:Antioxidant, alpha-amylase inhibitory and brine-shrimp toxicity studies on Centaurea centaurium L. methanolic root extract.

PubMed:Analysis of fatty acid composition of anaerobic rumen fungi.

PubMed:[Determination of epoxidized soybean oil in bottled foods].

PubMed:Improved enantioselective analysis of polyunsaturated hydroxy fatty acids in psoriatic skin scales using high-performance liquid chromatography.

PubMed:Effects of cis-unsaturated free fatty acids on PKC-epsilon activation and nicotinic ACh receptor responses.

PubMed:Antitumor activity of unsaturated fatty acid esters of 4'-demethyldeoxypodophyllotoxin.

PubMed:A vertebrate fatty acid desaturase with Delta 5 and Delta 6 activities.

PubMed:Angiotensinase activity in mice fed an olive oil-supplemented diet.

PubMed:The questionable role of a microsomal delta8 acyl-coA-dependent desaturase in the biosynthesis of polyunsaturated fatty acids.

PubMed:Stoichiometry of the interaction of prostaglandin H synthase with substrates.

PubMed:Aflatoxin B1 epoxidation catalysed by partially purified human liver lipoxygenase.

PubMed:Increased mean platelet volume after oestrogen replacement therapy.

PubMed:Modulation of the beta-adrenergic response of cardiomyocytes by specific lipoxygenase products involves their incorporation into phosphatidylinositol and activation of protein kinase C.

PubMed:On the reaction specificity of the lipoxygenase from tomato fruits.

PubMed:Role of lipoxygenase in xenobiotic metabolism: sulfoxidation of thiobenzamide by purified soybean lipoxygenase.

PubMed:Peroxisome proliferators enhance linoleic acid metabolism in rat liver. Increased biosynthesis of omega 6 polyunsaturated fatty acids.

PubMed:Rare fatty acids in brown fat are substrates for thermogenesis during arousal from hibernation.

PubMed:De novo biosynthesis of polyunsaturated fatty acids in the cockroach Periplaneta americana.

PubMed:The identification of hydroxy fatty acids in psoriatic skin.

PubMed:Ethanol, essential fatty acids and prostaglandins.

PubMed:Metabolism of 8,11,14-eicosatrienoic acid in human platelets.

PubMed:In vitro activity of the fatty acyl desaturases of human cancerous and noncancerous tissues.

PubMed:Fatty acid replacements in a fatty acid auxotroph of Escherichia coli.

PubMed:Metabolism of cis-11, cis-14- and trans-11,trans-14-eicosadienoic acids in the rat.

Notes:

Isol. from lipids of Ginkgo biloba (ginkgo) Eicosadienoic acid is an omega 6 fatty acid found in human milk (PMID: 15256803). Omega-6 fatty acids) are a family of unsaturated fatty acids which have in common a carbon-carbon double bond in the n−6 position; that is, the sixth bond from the end of the fatty acid. The biological effects of the omega−6 fatty acids are largely mediated by their conversion to n-6 eicosanoids that bind to diverse receptors found in every tissue of the body.

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