EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes

(E)-oleic acid
(E)-9-octadecenoic acid

Supplier Sponsors

Name:(E)-octadec-9-enoic acid
CAS Number: 112-79-8Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:204-006-6
FDA UNII: 4837010H8C
Nikkaji Web:J10.103F
Beilstein Number:1726543
XlogP3:6.50 (est)
Molecular Weight:282.46738000
Formula:C18 H34 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
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 45.00 °C. @ 760.00 mm Hg
Boiling Point: 360.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure:5.460000 mmHg @ 25.00 °C. (est)
Flash Point:> 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w): 7.698 (est)
Soluble in:
 water, 0.01151 mg/L @ 25 °C (est)
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
Cosmetic Information:
None found
Acme Synthetic Chemicals
Elaidic Acid 99% Min. By GC
Penta International
Santa Cruz Biotechnology
For experimental / research use only.
Oleic Acid >98%
Sigma-Aldrich: Sigma
For experimental / research use only.
Elaidic acid ≥99.0% (GC)
For experimental / research use only.
Oleic Acid >97.0%(T)
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
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-mouse LD50 100 mg/kg
U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00371

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
Safety in Use Information:
natural substances and extractives
Recommendation for (E)-oleic acid usage levels up to:
 not for fragrance use.
Recommendation for (E)-oleic acid flavor usage levels up to:
 not for flavor use.
Safety References:
European Food Safety Authority (EFSA) reference(s):

Re-evaluation of fatty acids (E 570) as a food additive
View page or View pdf

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 :637517
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
(E)-octadec-9-enoic acid
RTECS:JX6125000 for cas# 112-79-8
 (E)-octadec-9-enoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):637517
Pubchem (sid):135025619
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
Golm Metabolome Database:Search
Metabolomics Database:Search
KEGG (GenomeNet):C01712
HMDB (The Human Metabolome Database):HMDB00573
Export Tariff Code:2916.19.3000
VCF-Online:VCF Volatile Compounds in Food
•grade: variety of technical grades; grade free from chick edema factor; usp; fcc; 99+%. a purified technical oleic acid containing 90% or more oleic, 4% maximum linoleic and 6% maximum saturated acids is available. •several commercial grades of oleic acid are available, distinguished by varying proportions of saturated fatty acids. the commercial grade contains 7-12% saturated acids and some unsaturated acids and is usually derived from edible sources (internally administered oleic acid must be derived from edible sources. oleic acid derived from tallow contains varying amounts of linolenic and stearic acids and small but significant quantities of elaidic (trans-9-octadecenoic) acid, some of which is generated from certain processing operations (e.g., distillation and high-temperature bleaching with clays). the literature reported several technical grades of oleic acid: chick edema factor-free grade, u.s. pharmacopeia (usp) grade, food chemicals codex (fcc) grade, and purified technical grade oleic acid. the latter technical grade oleic acid contains 90% oleic acid and has a 4% maximum linoleic acid. •commercial products contain 67-80% oleic acid, 6-12& linoleic acid and linolenic acids, and 7-12% saturdated acids.
Potential Blenders and core components note
None Found
Potential Uses:
None Found
Occurrence (nature, food, other):note
 pomegranate pericarp
Search Trop Picture
(E)-elaidic acid
trans-elaidic acid
(9E)-octadec-9-enoic acid
(E)-octadec-9-enoic acid
trans-octadec-9-enoic acid
(9E)-octadecenoic acid
(9E)-9-octadecenoic acid
(E)-9-octadecenoic acid
9-trans-octadecenoic acid
trans-9-octadecenoic acid
9-octadecenoic acid, (9E)-
9-octadecenoic acid, (E)-
trans-oleic acid


PubMed:Evaluation of the Impact of Ruminant trans Fatty Acids on Human Health: Important Aspects to Consider.
PubMed:Effects of elaidic acid, a predominant industrial trans fatty acid, on bacterial growth and cell surface hydrophobicity of lactobacilli.
PubMed:Elaidic, vaccenic, and rumenic acid status during pregnancy: association with maternal plasmatic LC-PUFAs and atopic manifestations in infants.
PubMed:Study of the surfactant properties of aqueous stream from the corn milling industry.
PubMed:Elaidic acid (EA) generates dysfunctional high-density lipoproteins and consumption of EA exacerbates hyperlipidemia and fatty liver change in zebrafish.
PubMed:The trans fatty acids content of selected foods in Malaysia.
PubMed:Optimization of extraction conditions and fatty acid characterization of Lactobacillus pentosus cell-bound biosurfactant/bioemulsifier.
PubMed:Enhanced production of biomass and lipids by supplying CO2 in marine microalga Dunaliella sp.
PubMed:Lipid rafts and Fas/FasL pathway may involve in elaidic acid-induced apoptosis of human umbilical vein endothelial cells.
PubMed:Validation of a short, qualitative food frequency questionnaire in French adults participating in the MONA LISA-NUT study 2005-2007.
PubMed:Mechanism of formation of trans fatty acids under heating conditions in triolein.
PubMed:The trans fatty acid content in human milk and its association with maternal diet among lactating mothers in Malaysia.
PubMed:Fatty acid analysis of Iranian junk food, dairy, and bakery products: Special attention to trans-fats.
PubMed:Prediabetic changes in gene expression induced by aspartame and monosodium glutamate in Trans fat-fed C57Bl/6 J mice.
PubMed:Trans fatty acids in a range of UK processed foods.
PubMed:Linolelaidic acid induces a stronger proliferative effect on human umbilical vein smooth muscle cells compared to elaidic acid.
PubMed:High-throughput FTIR spectroscopy of intact HepG2 cells reveals additive and non-additive effects of individual fatty acids when given as mixtures.
PubMed:[Terahertz spectroscopic investigation of elaidic acid].
PubMed:Trans fatty acid isomers and the trans-9/trans-11 index in fat containing foods.
PubMed:Ecological-level associations between highly processed food intakes and plasma phospholipid elaidic acid concentrations: results from a cross-sectional study within the European prospective investigation into cancer and nutrition (EPIC).
PubMed:Fatty acid composition in preterm and term breast milk.
PubMed:Caspase pathway of elaidic acid (9t-C18:1)-induced apoptosis in human umbilical vein endothelial cells.
PubMed:NMR-based metabolomics reveals that conjugated double bond content and lipid storage efficiency in HepG2 cells are affected by fatty acid cis/trans configuration and chain length.
PubMed:Determination of elaidic and vaccenic acids in foods using GC×GC-FID and GC×GC-TOFMS.
PubMed:Monitoring cellular responses upon fatty acid exposure by Fourier transform infrared spectroscopy and Raman spectroscopy.
PubMed:Distinct effects of oleic acid and its trans-isomer elaidic acid on the expression of myokines and adipokines in cell models.
PubMed:Free fatty acids profile of the fetal brain and the plasma, liver, brain and kidneys of pregnant rats treated with sodium arsenite at mid-organogenesis.
PubMed:Acute and chronic effects of dietary fatty acids on cholecystokinin expression, storage and secretion in enteroendocrine STC-1 cells.
PubMed:Effect of Sargassum thunbergii on ROS mediated oxidative damage and identification of polyunsaturated fatty acid components.
PubMed:Characterization of non-endcapped polymeric ODS column for the separation of triacylglycerol positional isomers.
PubMed:Total trans fatty acid analysis in spreadable cheese by capillary zone electrophoresis.
PubMed:Dietary vaccenic acid has antiatherogenic effects in LDLr-/- mice.
PubMed:Evaluation of fatty acid content of some Iranian fast foods with emphasis on trans fatty acids.
PubMed:Correlation of erythrocyte fatty acid composition and dietary intakes with markers of atherosclerosis in patients with myocardial infarction.
PubMed:Metabolic implications of dietary trans-fatty acids.
PubMed:Plasma phospholipid fatty acid profiles and their association with food intakes: results from a cross-sectional study within the European Prospective Investigation into Cancer and Nutrition.
PubMed:Association between serum trans-monounsaturated fatty acids and breast cancer risk in the E3N-EPIC Study.
PubMed:Structure-effect relation of C18 long-chain fatty acids in the reduction of body weight in rats.
PubMed:Phosphatidylcholine and sphingomyelin containing an elaidoyl fatty acid can form cholesterol-rich lateral domains in bilayer membranes.
PubMed:Activation of caspase 3 in HepG2 cells by elaidic acid (t18:1).
PubMed:Trans fatty acids induce apoptosis in human endothelial cells.
PubMed:Influence of diet on atherogenic risk in children with renal transplants.
PubMed:Ethanol-mediated variations in cellular fatty acid composition and protein profiles of two genotypically different strains of Escherichia coli O157:H7.
PubMed:Exchanging partially hydrogenated fat for palmitic acid in the diet increases LDL-cholesterol and endogenous cholesterol synthesis in normocholesterolemic women.
PubMed:In vitro test for the effectiveness of antioxidants as inhibitors of thiyl radical-induced reactions with unsaturated fatty acids.
PubMed:Effect of 6 dietary fatty acids on the postprandial lipid profile, plasma fatty acids, lipoprotein lipase, and cholesterol ester transfer activities in healthy young men.
PubMed:Follow-up of the delta4 to delta16 trans-18:1 isomer profile and content in French processed foods containing partially hydrogenated vegetable oils during the period 1995-1999. Analytical and nutritional implications.
PubMed:Lipids and immunology.
PubMed:Fatty acids modulate lecithin:cholesterol acyltransferase secretion independently of effects on triglyceride secretion in primary rat hepatocytes.
PubMed:Linoleic and alpha-linolenic acids differently modify the effects of elaidic acid on polyunsaturated fatty acid metabolism and some immune indices in rats.
PubMed:Trans (elaidic) fatty acids adversely affect the lipoprotein profile relative to specific saturated fatty acids in humans.
PubMed:Dietary fatty acids and progression of coronary artery disease in men.
PubMed:Platelet trans fatty acids in relation to angiographically assessed coronary artery disease.
PubMed:Dietary saturated and trans fatty acids and cholesterol and 25-year mortality from coronary heart disease: the Seven Countries Study.
PubMed:Trans fatty acids: a cause for concern?
PubMed:Effects of stearic acid and trans fatty acids versus linoleic acid on blood pressure in normotensive women and men.
PubMed:Trans monounsaturated fatty acids in nutrition and their impact on serum lipoprotein levels in man.
PubMed:A comparative study of micronucleus frequency in peripheral blood lymphocytes of human subjects given dietary cis, trans and saturated fat.
PubMed:Trans fatty acids may impair biosynthesis of long-chain polyunsaturates and growth in man.
PubMed:[Is nutritional intervention influencing lipid allowances beneficial?].
PubMed:Trans unsaturated fatty acids in natural products and processed foods.
PubMed:Chemical and biological properties related to toxicity of heated fats.
PubMed:Effects of dietary trans acids on the biosynthesis of arachidonic acid in rat liver microsomes.
stereoisomer of oleic acid. Minor constit. of plant oils Elaidic acid is the major trans fat found in hydrogenated vegetable oils and occurs in small amounts in caprine and bovine milk (very roughly 0.1 % of the fatty acids). It is the trans isomer of oleic acid. (Wikipedia)
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