linoleamide
9,12-octadecadienamide, (9Z,12Z)-
Identification
| Name | linoleamide |
| CAS Number | 3999-01-7 |
| EINECS | 223-644-6 |
| FDA UNII | 5340S2UXSP |
| Molecular Formula | C18 H33 N O |
| Molecular Weight | 279.46721000 |
Regulatory
| FDA Mainterm (IAUFC) | 3999-01-7 ; LINOLEAMIDE (LINOLEIC ACID AMIDE) |
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 437.60 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 0.000000 mmHg @ 25.00 °C. (est) |
| Flash Point | 425.00 °F. TCC ( 218.40 °C. ) (est) |
| logP (o/w) | 6.231 (est) |
| Soluble in | water, 0.07195 mg/L @ 25 °C (est) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | antistatic agents |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | cosmetic agents |
| Recommendation for linoleamide usage levels up to | not for fragrance use. |
| Recommendation for linoleamide flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
linoleic acid amide
(9Z,12Z)-
octadeca-9,12-dien-1-amide
(9Z,12Z)-
octadeca-9,12-dienamide
(9Z,12Z)-
octadeca-9,12-dienoic acid amide
(Z,Z)-9,12-
octadecadienamide
9,12-
octadecadienamide, (9Z,12Z)-
PubMed:
[Potential cytostatic effect of the maleimide derivative 1-(4-Cl-benzyl)-3-Cl-4-(CF3-phenylamino)-1-H-pyrrol-2,5-dione].
PubMed:
The macamide N-3-methoxybenzyl-linoleamide is a time-dependent fatty acid amide hydrolase (FAAH) inhibitor.
PubMed:
Primary fatty acid amide metabolism: conversion of fatty acids and an ethanolamine in N18TG2 and SCP cells.
PubMed:
Anti-inflammatory effects of fatty acids isolated from Chromolaena odorata.
PubMed:
Hypolipidemic and antioxidant activity of the novel acyl-CoA:cholesterol acyltransferase (ACAT) inhibitor KY-455 in rabbits and hamsters.
PubMed:
The biohydrogenation of linoleamide in vitro and its effects on linoleic acid concentration in duodenal contents of sheep.
PubMed:
Effect of oleamide on Ca(2+) signaling in human bladder cancer cells.
PubMed:
Linoleamide, a brain lipid that induces sleep, increases cytosolic Ca2+ levels in MDCK renal tubular cells.
PubMed:
[Effect of presynaptic dopaminergic agonism on the immobility of mice in the forced swimming test].
PubMed:
Mass spectrometric identification of N-phenyllinoleamide metabolites in mouse peritoneal macrophages.
PubMed:
Effects of NB-598, a potent squalene epoxidase inhibitor, on the apical membrane uptake of cholesterol and basolateral membrane secretion of lipids in Caco-2 cells.
PubMed:
[Effect of some GABA, glycine, or glutamic acid derivatives on the forced swimming test in mice].
PubMed:
[Are there glutamatergic, anti-GABAergic or antiglycinergic components in the action mechanism of adamantamines? Study of convulsions induced by amantadine or 1-adamantylcyclopentanamine in mice].
PubMed:
[Effect of glutamic acid palmitamide or linoleamide on convulsions induced by pentetrazole].
PubMed:
[Oral dyskinesia in rats after a single administration of haloperidol combined with GABA-linoleamide. A model of dyskinesia in man].
PubMed:
Cholesterol-lowering effect of N-(alpha-methylbenzyl)linoleamide (melinamide) in cholesterol-fed diabetic rats.
PubMed:
Determination of oxidation products of N-phenyllinoleamide: Spanish toxic oil syndrome studies.
PubMed:
[Effect of glycine-steatamide or glutamic acid palmitamide on oral dyskinesia, obtained by a single administration of haloperidol combined with GABA-linoleamide in rats].
PubMed:
[Synthesis and pharmacological study of glutamic acid palmitamide and linoleamide].
PubMed:
Chain-shortening of a xenobiotic acyl compound by the peroxisomal beta-oxidation system in rat liver.
PubMed:
Mechanism of the inhibition of cholesterol absorption by DL-melinamide: inhibition of cholesterol esterification.
PubMed:
[Vacuous chewing after haloperidol and GABA-linoleamide administration in the rat].
PubMed:
[Effect of GABA-linoleamide and glycine-linoleamide on catalepsy in the rat after chronic administration of reserpine].
PubMed:
Inhibitory effect of melinamide on cholesterol solubility in mixed micellar solution of sodium taurocholate.
PubMed:
[Effects of GABA-ergic and glycinergic agents on pentamethylenetetrazole-induced convulsions in rats submitted to repeated injections of reserpine].
PubMed:
[Effect of GABA-linoleamide and glycine linoleamide on pentamethylenetetrazole convulsions].
PubMed:
[Effect of glycine linoleamide on haloperidol and reserpine catalepsy in the rat].
PubMed:
[Effect of glycine linoleamide on thermoregulation in mice and rats].
PubMed:
[Synthesis and pharmacological study of glycine linoleamide].
PubMed:
[The effect of various new GABAergics on motor and oral stereotypes with apomorphine in the rat].
PubMed:
[2 new GABA-ergics (GABA-linoleamide and GABA-steatamide). On 2 experimental models of depression].
PubMed:
[Effect of GABA linoleamide on thermoregulation in mice exposed to low temperatures].
PubMed:
[Action of GABA-linoleamide on blood cholesterol in rats].
PubMed:
[Effect of GABA linoleamide on internal temperature regulation in the mouse].
PubMed:
[Psychopharmacologic profile of a new product: GABA linoleamide (Gabalid)].
PubMed:
14C-labelling of a hypocholesterolemic agents, N-(alpha-methylbenzyl) linoleamide.
PubMed:
Linoleic acid amides: effect on cholesteremia and atherosclerosis.
PubMed:
Metabolism of linoleamides. II. Absorption, distribution, excretion and metabolism of N-[alpha-phenyl-beta-(p-tolyl)ethyl]linoleamide.
PubMed:
Metabolism of linoleamides. I. Absorption, excretion and metabolism of N-(alpha-methylbenzyl)linoleamide in rat and man.
PubMed:
Effect of (-)N-[alpha-phenyl-beta-(p-tolyl)ethyl] linoleamide on lipid levels in serum and liver in cholesterol-fed rats.
PubMed:
Inhibition of cholesterol absorption by (-)N-[alpha-phenyl-beta-(p-tolyl)ethyl] linoleamide in rats.
PubMed:
Influence of N( -methylbenzyl)linoleamide upon cholesterol metabolism in rats.
PubMed:
Enzymatic hydrolysis of N-(alpha-methylbenzyl)linoleamide.
PubMed:
Cholesterol esterification in vitro with DL-N-(alpha-methylbenzyl)-(1-14C)linoleamide.
PubMed:
The effect of (--)N-(alpha-phenyl-beta-(p-tolyl)ethyl) linoleamide on experimental atherosclerosis in rabbits.
PubMed:
The effect of N-(alpha-methylbenzyl) linoleamide on cholesterol metabolism in rats.
PubMed:
Cholesterol-lowering effects of DL-N-(alpha-methylbenzyl)-linoleamide and its optically active isomers in cholesterol-fed animals.
PubMed:
The effect of N-(alpha-methylbenzyl) linoleamide on experimental atherosclerosis in rabbits.
PubMed:
Agents affecting lipid metabolism. XXXVI. Effect of N-cyclohexyl linoleamide on hepatic cholesterogenesis in vitro.
PubMed:
Influence of N-cyclohexyl linoleamide on cholesterol synthesis by rat liver slices.
PubMed:
Effect of N-cyclohexyl linoleamide on cholesterol metabolism in rats.
PubMed:
Linolexamide (N-cyclohexyl linoleamide) in experimental atherosclerosis in rabbits.
PubMed:
The effect of N-cyclohexyl linoleamide on experimental atherosclerosis in rabbits.
PubMed:
N-cyclohexyl linoleamide: metabolism and cholesterol-lowering effect in rats.