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

erucic acid
cis-13-docosenoic acid

Supplier Sponsors

Name:(Z)-docos-13-enoic acid
CAS Number: 112-86-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:204-011-3
FDA UNII: 075441GMF2
Nikkaji Web:J10.102H
Beilstein Number:1728049
XlogP3:8.70 (est)
Molecular Weight:338.57514000
Formula:C22 H42 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:cosmetic ingredient for skin conditioning
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Pubchem Patents:Search
DG SANTE Food Contact Materials:erucic acid
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 33.50 °C. @ 760.00 mm Hg
Boiling Point: 386.15 °C. @ 760.00 mm Hg (est)
Vapor Pressure:1.150000 mmHg @ 25.00 °C. (est)
Flash Point:> 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w): 9.459 (est)
Soluble in:
 water, 9.491e-005 mg/L @ 25 °C (est)
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
Acme Synthetic Chemicals
Erucic Acid 99% Min. by GC
BOC Sciences
For experimental / research use only.
cis-13-Docosenoic Acid
Jarchem Industries
Jaric™ 22:1
Erucic Acid 90% Min
Oleo Solutions
Edenor U122
Odor: characteristic
Use: Adhesives and Lubricants, Industrial
Santa Cruz Biotechnology
For experimental / research use only.
Erucic Acid ≥99%
Sigma-Aldrich: Aldrich
For experimental / research use only.
Erucic acid technical, ∼90% (GC)
SysKem Chemie
Erucic Acid
For experimental / research use only.
Erucic Acid >85.0%(GC)
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
Safety in Use Information:
cosmetic ingredient for skin conditioning
Recommendation for erucic acid usage levels up to:
 not for fragrance use.
Recommendation for erucic acid flavor usage levels up to:
 not for flavor use.
Safety References:
European Food Safety Authority (EFSA) reference(s):

Erucic acid in feed and food
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):112-86-7
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5281116
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
(Z)-docos-13-enoic acid
 (Z)-docos-13-enoic acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:112-86-7
Pubchem (cid):5281116
Pubchem (sid):134973691
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
FDA Indirect Additives used in Food Contact Substances:View
Golm Metabolome Database:Search
KEGG (GenomeNet):C08316
HMDB (The Human Metabolome Database):HMDB02068
Export Tariff Code:2916.19.3000
VCF-Online:VCF Volatile Compounds in Food
"lorenzo's oil" (lo), a 4:1 mixture of glyceryl trioleate and glyceryl trierucate...[moser hw et al; j mol neurosci 33 (1): 105-13 (2007)] pubmed abstract
Potential Blenders and core components note
None Found
Potential Uses:
None Found
Occurrence (nature, food, other):note
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(13Z)-docos-13-enoic acid
(Z)-docos-13-enoic acid
(13Z)-docosenoic acid
(13Z)-13-docosenoic acid
(Z)-13-docosenoic acid
13-cis-docosenoic acid
13(Z)-docosenoic acid
cis-13-docosenoic acid
delta13-cis-docosenoic acid
delta13:14-docosenoic acid
13-docosenoic acid, (13Z)-
13-docosenoic acid, (Z)-
cis-erucic acid
 hystrene 2290
 prifac 2990


PubMed:Optimization of ultrasound-assisted extraction of natural antioxidants from mustard seed cultivars.
PubMed:Identification and determination of the fatty acid composition of Quercus brantii growing in southwestern Iran by GC-MS.
PubMed:Various concentrations of erucic acid in mustard oil and mustard.
PubMed:Construction of a genetic linkage map and QTL analysis of erucic acid content and glucosinolate components in yellow mustard (Sinapis alba L.).
PubMed:Detection and identification of extra virgin olive oil adulteration by GC-MS combined with chemometrics.
PubMed:Effects of environmental factors on edible oil quality of organically grown Camelina sativa.
PubMed:Long-chain monounsaturated Fatty acids and incidence of congestive heart failure in 2 prospective cohorts.
PubMed:Correlations between tocopherol and fatty acid components in germplasm collections of Brassica oilseeds.
PubMed:Dietary intake of specific fatty acids and breast cancer risk among postmenopausal women in the VITAL cohort.
PubMed:Development of ultra-high erucic acid oil in the industrial oil crop Crambe abyssinica.
PubMed:Antioxidant capacity, total phenolics, glucosinolates and colour parameters of rapeseed cultivars.
PubMed:Hypolipidemic effect of mustard oil enriched with medium chain fatty acid and polyunsaturated fatty acid.
PubMed:Feed or food responsible for the presence of low-level thiouracil in urine of livestock and humans?
PubMed:Some characteristics and functional properties of rapeseed protein prepared by ultrasonication, ultrafiltration and isoelectric precipitation.
PubMed:Screening for erucic acid and glucosinolate content in rapeseed-mustard seeds using near infrared reflectance spectroscopy.
PubMed:Characterization of a KCS-like KASII from Jessenia bataua that elongates saturated and monounsaturated stearic acids in Arabidopsis thaliana.
PubMed:Introgression of B-genome chromosomes in a doubled haploid population of Brassica napus x B. carinata.
PubMed:Purified canola lutein selectively inhibits specific isoforms of mammalian DNA polymerases and reduces inflammatory response.
PubMed:Towards the production of high levels of eicosapentaenoic acid in transgenic plants: the effects of different host species, genes and promoters.
PubMed:Evaluating the trans fatty acid, CLA, PUFA and erucic acid diversity in human milk from five regions in China.
PubMed:Similar changes in clinical and pathological parameters in Wistar Kyoto rats after a 13-week dietary intake of canola oil or a fatty acid composition-based interesterified canola oil mimic.
PubMed:QTL for phytosterol and sinapate ester content in Brassica napus L. collocate with the two erucic acid genes.
PubMed:Fatty acid and carotenoid production by Sporobolomyces ruberrimus when using technical glycerol and ammonium sulfate.
PubMed:Synthesis of aromatic triols and triacids from oleic and erucic acid: separation and characterization of the asymmetric and symmetric isomers.
PubMed:Dietary effect of gamma-linolenic acid on the lipid profile of rat fed erucic acid rich oil.
PubMed:[Detection of erucic acid and glucosinolate in intact rapeseed by near-infrared diffuse reflectance spectroscopy].
PubMed:Variations in fat and fatty acid intakes of adult males from three regions of India.
PubMed:Identification of quantitative trait loci (QTL) for oil and protein contents and their relationships with other seed quality traits in Brassica juncea.
PubMed:Anthropometric, metabolic and dietary fatty acids profiles in lean and obese diabetic Asian Indian subjects.
PubMed:Application of ethyl esters and d3-methyl esters as internal standards for the gas chromatographic quantification of transesterified fatty acid methyl esters in food.
PubMed:Chemical composition of garden cress (Lepidium sativum) seeds and its fractions and use of bran as a functional ingredient.
PubMed:Fatty acids in Chinese edible oils: value of direct analysis as a basis for labeling.
PubMed:Food intake, growth rate, food conversion and food choice in broilers fed on diets high in rapeseed meal and pea meal, with observations on sensory evaluation of the resulting poultry meat.
PubMed:Glucoraphanin and 4-hydroxyglucobrassicin contents in seeds of 59 cultivars of broccoli, raab, kohlrabi, radish, cauliflower, brussels sprouts, kale, and cabbage.
PubMed:Molecular mapping of seed aliphatic glucosinolates in Brassica juncea.
PubMed:Formation of modified fatty acids and oxyphytosterols during refining of low erucic acid rapeseed oil.
PubMed:Oil stability prediction by high-resolution (13)C nuclear magnetic resonance spectroscopy.
PubMed:Adverse profile of dietary nutrients, anthropometry and lipids in urban slum dwellers of northern India.
PubMed:GLC analysis of Indian rapeseed-mustard to study the variability of fatty acid composition.
PubMed:A randomized trial of different ratios of linoleic to alpha-linolenic acid in the diet of term infants: effects on visual function and growth.
PubMed:Synthesis and estimation of calorific value of a structured lipid-potential reduced calorie fat.
PubMed:Hematological and lipid changes in newborn piglets fed milk-replacer diets containing erucic acid.
PubMed:Fish meal lecithin as alternative precursor of docosahexaenoate and choline.
PubMed:Alpha-linolenic acid in rapeseed oil partly compensates for the effect of fish restriction on plasma long chain n-3 fatty acids.
PubMed:Modification of plant lipid synthesis.
PubMed:The toxic oil syndrome.
PubMed:Fatty acid composition of serum cholesterol esters, and erythrocyte and platelet membranes as indicators of long-term adherence to fat-modified diets.
PubMed:Backfat and carcass composition of piglets fed milk replacers containing vegetable oil compared with sow-reared piglets.
PubMed:Biochemical and toxicological studies on the effect of high and low erucic acid rapeseed oil on rats.
PubMed:Naturally occurring toxins in feedstuffs: Center for Veterinary Medicine Perspective.
PubMed:Effects of dietary saturated fat on erucic acid induced myocardial lipidosis in rats.
PubMed:Rapeseed oil and sunflower oil diets enhance platelet in vitro aggregation and thromboxane production in healthy men when compared with milk fat or habitual diets.
PubMed:Effects of high erucic acid rapeseed oil on fatty acid oxidation in rat liver.
PubMed:Histologic abnormalities of large and small coronary arteries, neural structures, and the conduction system of the heart found in postmortem studies of individuals dying from the toxic oil syndrome.
PubMed:Myocardial changes in newborn piglets fed sow milk or milk replacer diets containing different levels of erucic acid.
PubMed:Food safety and health effects of canola oil.
PubMed:[Nutritive value of fats in 3 basic meals of university students].
PubMed:Testing a short-term feeding trial to assess compositional and histopathological changes in hearts of rats fed vegetable oils.
PubMed:Feeding of partially hydrogenated fish oils to rats in comparison with partially hydrogenated soybean oil and refined rapeseed oil: a combined chronic oral toxicity and carcinogenicity study with in utero phase.
PubMed:Gas chromatography-mass spectrometric determination of fatty acids in seed oil of winged bean (Psophocarpus tetragonolobus (L.) DC).
PubMed:[Effects of prolonged physical training on cardiac physiology and morphology in the growing rat using various lipid treatments].
PubMed:Influence of weed seed oil contamination on the nutritional quality of diets containing low erucic acid rapeseed (Brassica napus, Tower cultivar) oil when fed to rats.
PubMed:Erucic acid again.
PubMed:[Digestive utilization of cis and trans docosenoic acids in the rat: effects of dietary levels of calcium and linoleic acid].
PubMed:[Comparison of the mean-term physiological effects of cis or trans docosenoic acids in the rat. I. Digestibility of fatty acids. Effects on growth, organ weights and heart histology].
PubMed:[Nutritional and biological experiences on low-erucic acid rapeseed oil "Janpol". Studies on rats after ingestion of "Janpol" oil and other edible fats].
PubMed:Erucic acid in rapeseed oil.
PubMed:The effects of original and randomized rapseed oils containing high or very low levels of erucic acid on cardiac lipids and myocardial lesions in rats.
PubMed:Erucic acid, an accidental additive in bread.
PubMed:Effect of mild heat treatment on the nutritive value of low glucosinolate--low erucic acid rapeseed meals.
PubMed:[Fatty acids in 80 brands of edible vegetable oil and in 14 brands of mayonnaise (author's transl)].
PubMed:[Comparative physiological effects of partially hydrogenated herring and rapeseed oils in the rat. 1. Mean-term effects on growth, organ weights and heart histology].
Before genetic engineering, plant breeders were aiming to produce a less-bitter-tasting multi-purpose oil from rapeseed that would appeal to a larger market by making it more palatable for cattle and other livestock. While it was possible to breed out much of the pungent-tasting glucosinolates, one of the dominant erucic acid genes would get stripped out of the genome as well, greatly reducing its valuable erucic acid content. Studies on rats show lipodosis problems when fed high quantities of erucic acid, however, so this did not hinder saleability. Later trials showed that rats had the same problems with other vegetable fatty acids, because rats are poor at metabolising some fats. The plant breeding industry later changed "low erucic acid" to be its unique selling proposition over that of its competitors.; Erucic acid is a monounsaturated omega-9 fatty acid found mainly in the Brassica family of plants such as canola, rapeseed, wallflower seed, mustard seed as well as Brussels spouts and broccoli. Some Brassica cultivars can have up to 40 to 50 percent of their oil recovered as erucic acid. Erucic acid is also known as cis-13-docosenoic acid. The trans isomer is known as brassidic acid. Erucic acid occurs in nature only along with bitter-tasting compounds. Erucic acid has many of the same uses as mineral oils but with the advantage that it is more readily bio-degradable. Its high tolerance to temperature makes it suitable for transmission oil. Its ability to polymerize and dry means it can be - and is - used as a binder for oil paints. Increased levels of eicosenoic acid (20:ln9) and erucic acid (22:1n9) have been found in the red blood cell membranes of autistic subjects with developmental regression (PMID: 16581239). Erucic acid is broken down long-chain acyl-coenzyme A (CoA) dehydrogenase, which is produced in the liver. This enzyme breaks this long chain fatty acid into shorter-chain fatty acids. human infants have relatively low amounts of this enzyme and because of this, babies should not be given foods high in erucic acid.; Erucic acid is a monounsaturated omega-9 fatty acid, denoted 22:1 ?-9. It is prevalent in rapeseed, wallflower seed, and mustard seed, making up 40-50% of their oils. Erucic acid is also known as cis-13-docosenoic acid and the trans isomer is known as brassidic acid.; The name erucic means: of or pertaining to eruca; which is a genus of flowering plants in the family Brassicaceae. It is also the Latin for coleworth, which today is better known as kale. Erucic acid is produced naturally (together with other fatty acids) across a great range of green plants, but especially so in members of the brassica family. It is highest in some of the rapeseed varieties of brassicas, kale and mustard being some of the highest, followed by Brussels spouts and broccoli. For industrial purposes, a High-Erucic Acid Rapeseed (HEAR) has been developed. These cultivars can yield 40% to 60% of the total oil recovered as erucic acid.
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