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

linoleamide MEA
9,12-octadecadienamide, N-(2-hydroxyethyl)-, (9Z,12Z)-

Supplier Sponsors

CAS Number: 68171-52-8Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:269-029-6
FDA UNII:889DYX0816
MDL:MFCD00674434
XlogP3-AA:5.60 (est)
Molecular Weight:323.52029000
Formula:C20 H37 N O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Category:cosmetic agents
 
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: 499.06 °C. @ 760.00 mm Hg (est)
Flash Point: 492.00 °F. TCC ( 255.60 °C. ) (est)
logP (o/w): 6.003 (est)
Soluble in:
 water, 0.108 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: antistatic agents
hair conditioning
surfactant - foam boosting
viscosity controlling agents
 
Suppliers:
BOC Sciences
For experimental / research use only.
Linoleoyl ethanolamide ≥98%
Odor: characteristic
Use: Linoleoyl ethanolamide is an endocannabinoid with weak affinity for CB1 and CB2 receptors. In mouse RAW264.7 macrophages, linol
Santa Cruz Biotechnology
For experimental / research use only.
Linoleylethanolamide
Sigma-Aldrich: Sigma
For experimental / research use only.
Linoleyl ethanolamide ≥98%, ethanol solution
 
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
 
Safety in Use Information:
Category:
cosmetic agents
Recommendation for linoleamide MEA usage levels up to:
 not for fragrance use.
 
Recommendation for linoleamide MEA flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):68171-52-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5283446
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(9Z,12Z)-N-(2-hydroxyethyl)octadeca-9,12-dienamide
Chemidplus:0068171528
 
References:
 (9Z,12Z)-N-(2-hydroxyethyl)octadeca-9,12-dienamide
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5283446
Pubchem (sid):135065874
 
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
HMDB (The Human Metabolome Database):HMDB12252
FooDB:FDB028893
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
 antistatic agents
 viscosity controlling agents
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
monoethanolamine linoleic acid amide
9-(Z),12-(Z)-N-(2-hydroxyethyl) octadeca-9,12-dien-1-amide
N-(2-hydroxyethyl)-linoleamide
N-(2-hydroxyethyl)linoleamide
(9Z,12Z)-N-(2-hydroxyethyl)octadeca-9,12-dienamide
 linoleic ethanolamide
 linoleoyl ethanolamide
 linoleoyl monoethanolamide
 linoleoylethanolamide
(9Z,12Z)-octadeca-9,12-dienoic acid (2-hydroxy-ethyl)-amide
9,12-octadecadienamide, N-(2-hydroxyethyl)-, (9Z,12Z)-
N-(9Z,12Z-octadecadienoyl)-ethanolamine
N-cis-9-cis-12-octadecadienoylethanolamine
(9Z,12Z)-N-(2-xhydroxyethyl)octadeca-9,12-dien-1-amide
 

Articles:

PubMed:Dietary non-esterified oleic Acid decreases the jejunal levels of anorectic N-acylethanolamines.
PubMed:Simultaneous ultra-high performance liquid chromathograpy-electrospray ionization-quadrupole-time of flight mass spectrometry quantification of endogenous anandamide and related N-acylethanolamides in bio-matrices.
PubMed:Role of anorectic N-acylethanolamines in intestinal physiology and satiety control with respect to dietary fat.
PubMed:Classical endocannabinoid-like compounds and their regulation by nutrients.
PubMed:Troubleshooting in LC-MS/MS method for determining endocannabinoid and endocannabinoid-like molecules in rat brain structures applied to assessing the brain endocannabinoid/endovanilloid system significance.
PubMed:Effect of diet on tissue levels of palmitoylethanolamide.
PubMed:Quantitative analysis of multiple fatty acid ethanolamides using ultra-performance liquid chromatography-tandem mass spectrometry.
PubMed:Lauroylethanolamide and linoleoylethanolamide improve functional outcome in a rodent model for stroke.
PubMed:Dietary fat decreases intestinal levels of the anorectic lipids through a fat sensor.
PubMed:N-acylethanolamines, anandamide and food intake.
PubMed:Influence of dietary fatty acids on endocannabinoid and N-acylethanolamine levels in rat brain, liver and small intestine.
PubMed:Food intake regulates oleoylethanolamide formation and degradation in the proximal small intestine.
PubMed:Intestinal levels of anandamide and oleoylethanolamide in food-deprived rats are regulated through their precursors.
PubMed:Anandamide and 2-arachidonoylglycerol inhibit fatty acid amide hydrolase by activating the lipoxygenase pathway of the arachidonate cascade.
PubMed:Anandamide induces apoptosis in human cells via vanilloid receptors. Evidence for a protective role of cannabinoid receptors.
PubMed:Cannabinoid mimics in chocolate utilized as an argument in court.
PubMed:Anandamide activates human platelets through a pathway independent of the arachidonate cascade.
PubMed:Anandamide hydrolysis by human cells in culture and brain.
PubMed:Dioxygenation of N-linoleoyl amides by soybean lipoxygenase-1.
 
Notes:
Linoleoyl ethanolamide inhibits arachidonoylethanolamide amidohydrolase. [HMDB]
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