(E)-gondoic acid
(E)-11-eicosenoic acid
 
Notes:
None found
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CAS Number: 62322-84-3Picture of molecule3D/inchi
FDA UNII: NLK3O5O6L3
Nikkaji Web: J1.148.060H
Beilstein Number: 1727314
MDL: MFCD00070079
XlogP3: 7.60 (est)
Molecular Weight: 310.52126000
Formula: C20 H38 O2
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 426.30 °C. @ 760.00 mm Hg (est)
Flash Point: 613.00 °F. TCC ( 323.00 °C. ) (est)
logP (o/w): 8.440 (est)
Soluble in:
 water, 0.0009611 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:
Santa Cruz Biotechnology
For experimental / research use only.
trans-11-Eicosenoic Acid
Sigma-Aldrich
For experimental / research use only.
trans-11-Eicosenoic acid
analytical standard
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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:
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 (E)-gondoic acid usage levels up to:
 not for fragrance use.
 
Recommendation for (E)-gondoic acid 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 : 5282769
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (E)-icos-11-enoic acid
Chemidplus: 0002462944
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References:
 (E)-icos-11-enoic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5282769
Pubchem (sid): 135099384
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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
HMDB (The Human Metabolome Database): HMDB02231
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
 found in nature
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Synonyms:
 eicosenoic acid
(E)-11-eicosenoic acid
trans-11-eicosenoic acid
trans-gondoic acid
(E)-icos-11-enoic acid
(11E)-11-icosenoic acid
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Articles:
PubMed: Relationship between membrane fatty acids and cognitive symptoms and information processing in individuals at ultra-high risk for psychosis.
PubMed: Immunomodulatory effect of an isolated fraction from Tinospora crispa on intracellular expression of INF-γ, IL-6 and IL-8.
PubMed: Production of a Brassica napus Low-Molecular Mass Acyl-Coenzyme A-Binding Protein in Arabidopsis Alters the Acyl-Coenzyme A Pool and Acyl Composition of Oil in Seeds.
PubMed: Identification of saturated and unsaturated fatty acids released during microsomal incubations.
PubMed: Ectopic overexpression of castor bean LEAFY COTYLEDON2 (LEC2) in Arabidopsis triggers the expression of genes that encode regulators of seed maturation and oil body proteins in vegetative tissues.
PubMed: Interactions of PPAR-alpha and adenosine receptors in hypoxia-induced angiogenesis.
PubMed: Susceptibility difference between methicillin-susceptible and methicillin-resistant Staphylococcus aureus to a bovine myeloid antimicrobial peptide (BMAP-28).
PubMed: Detection and identification of extra virgin olive oil adulteration by GC-MS combined with chemometrics.
PubMed: Inconsistencies in a highly polar capillary gas chromatography column and necessity of column performance checks for trans fatty acid measurement.
PubMed: [GC-MS analysis of chemical components in seeds oil from Croton tiglium].
PubMed: [Study on the chemical constituents of Herpetospermum caudigerum].
PubMed: Rapid magnetic solid-phase extraction based on monodisperse magnetic single-crystal ferrite nanoparticles for the determination of free fatty acid content in edible oils.
PubMed: Bifidobacterium breve with α-linolenic acid and linoleic acid alters fatty acid metabolism in the maternal separation model of irritable bowel syndrome.
PubMed: Lipid biomarkers of lens aging.
PubMed: Metabolic products of soluble epoxide hydrolase are essential for monocyte chemotaxis to MCP-1 in vitro and in vivo.
PubMed: Modification of Seed Oil Composition in Arabidopsis by Artificial microRNA-Mediated Gene Silencing.
PubMed: Potential metabolite markers of schizophrenia.
PubMed: Production of a novel 9,12-dihydroxy-10(E)-eicosenoic acid from eicosenoic acid by Pseudomonas aeruginosa PR3.
PubMed: Effect of synthetic ligands of PPAR α, β/δ, γ, RAR, RXR and LXR on the fatty acid composition of phospholipids in mice.
PubMed: Composition of fatty oils from semen ziziphi spinosae and its cardiotonic effect on isolated toad hearts.
PubMed: Evidence that ACN1 (acetate non-utilizing 1) prevents carbon leakage from peroxisomes during lipid mobilization in Arabidopsis seedlings.
PubMed: Metabolomic phenotype of gastric cancer and precancerous stages based on gas chromatography time-of-flight mass spectrometry.
PubMed: Molecular structure upon compression and stability toward oxidation of Langmuir films of unsaturated fatty acids: a vibrational sum frequency spectroscopy study.
PubMed: A comparative analysis of the distribution and composition of lipidic constituents and associated enzymes in pollen and stigma of sunflower.
PubMed: Characterisation of Blighia sapida (Sapindaceae) seed oil and defatted cake from Benin.
PubMed: Nutritional and technological characteristics of olive (Olea europea L.) fruit and oil: two varieties growing in two different locations of Turkey.
PubMed: Substrate selectivity of 5-hydroxyeicosanoid dehydrogenase and its inhibition by 5-hydroxy-Delta6-long-chain fatty acids.
PubMed: The free fatty acid metabolome in cerebral ischemia following human mesenchymal stem cell transplantation in rats.
PubMed: Fatty acid and stable carbon isotope characterization of Camelina sativa oil: implications for authentication.
PubMed: Effects of two supplementation levels of linseed combined with CLA or tallow on meat quality traits and fatty acid profile of adipose and different muscle tissues in slaughter pigs.
PubMed: Conversion of lesquerolic acid to 14-oxo-11(Z)-eicosenoic acid by genetically variable Sphingobacterium multivorum strains.
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: Fatty acids in cord blood plasma, the relation to soluble CD23 and subsequent atopy.
PubMed: Relationship between serum concentrations of saturated fatty acids and unsaturated fatty acids and the homeostasis model insulin resistance index in Japanese patients with type 2 diabetes mellitus.
PubMed: Mesenteric chylothrombosis in hyperlipidaemic mink.
PubMed: Soybean oil treatment impairs glucose-stimulated insulin secretion and changes fatty acid composition of normal and diabetic islets.
PubMed: Second-order standard addition for deconvolution and quantification of fatty acids of fish oil using GC-MS.
PubMed: Leuconostoc carnosum associated with spoilage of refrigerated whole cooked hams in Greece.
PubMed: Fatty acid compositions of red blood cell phospholipids in children with autism.
PubMed: Cyanolipid-rich seed oils from Allophylus natalensis and A. dregeanus.
PubMed: Analysis of cellular fatty acids in Orientia tsutsugamushi as taxonomic markers.
PubMed: Effects of cis-unsaturated free fatty acids on PKC-epsilon activation and nicotinic ACh receptor responses.
PubMed: [Combined effect of environmental temperature and trematodes on fatty acids composition of lipids of Littorina saxatilis (Olivi 1792) (Gastropoda, Prosobranchia)].
PubMed: Characterisation of castor oil by on-line and off-line non-aqueous reverse-phase high-performance liquid chromatography-mass spectrometry (APCI and UV/MALDI).
PubMed: Role for ELOVL3 and fatty acid chain length in development of hair and skin function.
PubMed: [Topical administration of an hyperoxygenated fatty acid compound. Preventive and curative effects on pressure ulcer].
PubMed: Triacylglycerol and fatty acid compositions of French virgin olive oils. Characterization by chemometrics.
PubMed: [Studies on chemical constituents of fat oil of Polygala tenuifolia].
PubMed: [Determination of fatty acids in Malania oleifera oil by gas chromatography-mass spectrometry].
PubMed: Development of an AFLP-based linkage map and localization of QTLs for seed fatty acid content in condiment mustard (Brassica juncea).
PubMed: Functional characterization of beta-ketoacyl-CoA synthase genes from Brassica napus L.
PubMed: Production of fatty acid components of meadowfoam oil in somatic soybean embryos.
PubMed: Fatty acid-activated K+ channels in autonomic neurons: activation by an endogenous source of free fatty acids.
PubMed: (+)-Abscisic acid metabolism, 3-ketoacyl-coenzyme A synthase gene expression, and very-long-chain monounsaturated fatty acid biosynthesis in brassica napus embryos
PubMed: Accumulation of ricinoleic, lesquerolic, and densipolic acids in seeds of transgenic Arabidopsis plants that express a fatty acyl hydroxylase cDNA from castor bean.
PubMed: Enhancing effects of unsaturated fatty acids with various structures on the permeation of indomethacin through rat skin.
PubMed: Identification of the novel 7-methyl-6-octadecenoic acid in Holothuria mexicana.
PubMed: Lipid Composition of Cyst Stages of Globodera rostochiensis.
PubMed: Chain elongation of fatty acids in the fish parasite Paratenuisentis ambiguus (Acanthocephala).
PubMed: 1-O-alkyl-2,3-diacylglycerols in the skin surface lipids of the hairless mouse.
PubMed: Fatty acid composition of porcine muscle and adipose tissue lipids as affected by anatomical location and cod liver oil supplementation of the diet.
PubMed: Inhibition of fatty acid synthesis in Escherichia coli in the absence of phospholipid synthesis and release of inhibition by thioesterase action.
PubMed: Three Classes of Abscisic Acid (ABA)-Insensitive Mutations of Arabidopsis Define Genes that Control Overlapping Subsets of ABA Responses.
PubMed: [Chemical constituents of the seed oil of Astragalus complanatus R. Brown].
PubMed: Effect of prednisolone on the fatty acid composition and the formation of arachidonate metabolites in human keratinocytes in culture.
PubMed: Pyruvylated glycolipids from Mycobacterium smegmatis. Nature and location of the lipid components.
PubMed: Phospholipid metabolism in V79-R membranes composed of phospholipid molecular species containing trans-monoenoic fatty acids.
PubMed: Inhibition of blood platelet aggregation by dioxo-ene compounds.
PubMed: Branched fatty acids from Mycobacterium aurum.
PubMed: [Influence of prolonged physical training on the composition of fatty acids of epididymal adipose tissue and of the carcass in the young rat on a dietary regime of sunflower, rapeseed or primor oil].
PubMed: Chain elongation of trans-octadecenoic acid isomers in rat liver microsomes.
PubMed: The effect of feeding rats with partially hydrogenated marine oil or rapeseed oil on the chain shortening of erucic acid in perfused heart.
PubMed: The effect of clofibrate on heart and plasma lipids in rats fed a diet containing rapeseed oil.
PubMed: In vitro conversion of erucic acid by microsomes and mitochondria from liver, kidneys and heart of rats.
PubMed: Time course changes in total lipid content and fatty acid distribution in various tissues of young chickens after feeding rapeseed oil or soybean oil.
PubMed: Changes in rat heart phospholipid composition after rapeseed oil feeding.
PubMed: Studies of the utilization of high and low erucic acid rapeseed oils by the chick.
PubMed: Effects of rapeseed oil on fatty acid oxidation and lipid levels in rat heart and liver.
PubMed: Regulation of membrane lipid synthesis in Escherichia coli. Accumulation of free fatty acids of abnormal length during inhibition of phospholipid synthesis.
PubMed: Lipid changes in tissues of young boars fed rapeseed oil or corn oil.
PubMed: Eicosenoic acid and other fatty acids ofSapindaceae seed oils.
PubMed: Specific sites of fatty acid sterol synthesis in isolated skin components.
PubMed: FAT METABOLISM IN HIGHER PLANTS. XXII. ENZYMIC SYNTHESIS OF 14-HYDROXY-11-EICOSENOIC ACID BY PARTICULATE PREPARATIONS OF AVOCADO MESOCARP.
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