Oleoylethanolamide (OEA) (111-58-0) video
Oleoylethanolamide (OEA) (111-58-0) Specifications
| Product Name | Oleoylethanolamide(OEA) powder |
| Chemical Name | n-oleoylethanolamine;N-(2-Hydroxyethyl)oleamide;Oleylethanolamide;
N-oleoyl ethanolamine;Oleamide MEA;Oleoyl monoethanolamide; Oleoyl Ethanolamide; |
| CAS Number | 111-58-0 |
| InChIKey | BOWVQLFMWHZBEF-KTKRTIGZSA-N |
| SMILE | CCCCCCCCC=CCCCCCCCC(=O)NCCO |
| Molecular Formula | C20H39NO2 |
| Molecular Weight | 325.5 g/mol |
| Monoisotopic Mass | 325.537 g·mol−1 |
| Melting Point | 59–60 °C (138–140 °F; 332–333 K) |
| Boiling Point | 496.4±38.0 °C(Predicted) |
| Density | 0.915±0.06 g/cm3(Predicted) |
| Color | White powder |
| Storage temp | −20°C |
| Solubility in ethanol and DMSO | Soluble |
| Application | Phamaceutical field; supplments; |
Overview
Oleoylethanolamide (OEA) or N-Oleoylethanolamide (OEA) is a molecule produced in the body, usually found in the intestines. Increasing evidence suggest that OEA may act as an endogenous neuroprotective factor and participate in the control of reward-related behaviors. Also, it has been described as a peripherally acting agent that reduces food intake and body weight gain.
What is Oleoylethanolamide(OEA)?
Oleoylethanolamide(OEA) is an endogenous peroxisome proliferator-activated receptor alpha (PPAR-alpha) agonist. It is a naturally occurring glycolamide lipid with a variety of unique homeostasis properties such as appetite control, anti-inflammatory activity, stimulation of lipolysis and fatty acid oxidation. Oleoylethanolamide can be considered a hormone of the intestinal brain axis. Oatmeal, nuts, and cocoa powder are the major foods sources of Oleoylethanolamide in meals. However, the amount of Oleoylethanolamide found in these foods is low (fewer than 2 µg / g).
As a biologically active lipid medium, oleylethanolamide (OEA) is produced in the intestine and other tissues, and is involved in mammalian energy balance regulation, regulating food intake and lipid metabolism, such as it can regulate Vertebrate food and body weight. Oleoylethanolamide is a fatty acid ethanolamide (FAE), a monounsaturated analog of endocannabinoid arachidonic acid ethanolamide (anandamide), and a functional antagonist of anandamide. It is worth noting that Oleoylethanolamide is different from anandamide, it is independent of the cannabinoid receptor, and exerts its biological function through other pathways, regulating PPAR-α activity to stimulate lipolysis. Oleoylethanolamide is a potential and safer anti-obesity drug that replaces CB1 antagonism.
Preclinical studies have shown that Oleoylethanolamide is also an effective anti-inflammatory and antioxidant compound that exerts neuroprotective effects in alcoholism. Exogenous administration of Oleoylethanolamide can effectively prevent alcohol-induced TLR4-mediated proinflammatory cascades, thereby reducing the release of proinflammatory cytokines and chemokines, oxidative and nitrosative stress, and ultimately prevents nerve damage in the frontal cortex of rodents.
Sources of Oleoylethanolamide (OEA)
There are two sources of getting Oleoylethanolamide (OEA), one is from natural plants, and the other is by purely synthesized in the lab.
Achyranthes Aspera, native to India, China and many other Asian countries, is said to contain Oleoylethanolamide OEA. The problem of the natural-sourced Oleoylethanolamide is that there is only ratio extract is available, 15:1 is a popular spec, and it is not as potent as the clients or supplement manufacturers expect. Of course, it can be higher, but the cost will be extremely high, thus it is not so practical to manufacture natural Oleoylethanolamide OEA in bulk.
The mainstream source of Oleoylethanolamide is synthesized from oleic acid, served as a precursor of N-oleoyl-phosphatidylethanolamine, which is then cleaved by N-acyl-phosphatidylethanolamine-selective phospholipase D (PLD) to release Oleoylethanolamide OEA.
Oleoylethanolamide is a natural metabolite of oleic acid. Therefore, foods containg oleic acid is a direct source of OEA.
How does of Oleoylethanolamide(OEA) work?
In obese people, OEA can regulate the energy homeostasis and appetite mainly by activation of various receptors including proximal proliferator-activated receptor-α (PPAR-α), G-protein-coupled receptor 119 (GPR119) and transient receptor potential cation channel subfamily V (TRPV1). Indeed, OEA activates these receptors and delays meal initiation, reduces meal size, decreases intervals between meals and finally modulates body weight.
Moreover, some experimental studies shows that OEA also suppresses the expression of IL-6, interleukin-8 (IL-8), intercellular adhesion molecule-1 (ICAM-1) and vascular cell adhesion molecule-1 (VCAM-1) in TNF-α induced inflammation in human umbilical vein endothelial cells through the activation of inflammatory receptors. OEA also inhibited the nuclear factor kappa-B (NF-kB) pathway in the body. In YT et al’s survey, OEA (50 µmol/L) inhibited the TNF-α induced VCAM-1 expression in HUVEC.
The benefits of Oleoylethanolamide(OEA)
Oleoylethanolamide (OEA) powder is good to lose weight as appetite regulator and supports healthy cholesterol levels in adults.
Oleoylethanolamide (OEA) as an Appetite suppressant
Suppressing appetite and thus reducing the intake of food is an effective way to controlling both energy balance and body weight. Since appetite suppression is a major controlling point for energy (food) intake, managing appetite is crucial in controlling healthy body weight, especially when combined with health conscious lifestyle choices that include attention to proper food intake, dietary supplementation, and exercise.
Oleoylethanolamide supplement helps regulate lipid metabolism, helps control hunger by sending appetite surpressant messages to the brain and has been shown to help lower both triglyceride and blood cholesterol levels.
Oleoylethanolamide for Body fat management
OEA is a safer peripheral mechanisms controlling appetite and energy expenditure.
The effects of OEA were first studied because it shares similarities with another chemical, a cannabinoid known as anandamide. Cannabinoids are related to the plant Cannabis, and anandamides present in the plant (and marijuana) can increase a person’s desire to snack by triggering a feeding response. According to Wikipedia, Oleoylethanolamide is the monounsaturated analogue of the endocannabinoid anandamide. Although OEA has a chemical structure that is similar to anandamide, its effects on eating and weight management are different. Unlike anandamide, OEA acts independently of the cannabinoid pathway, regulating PPAR-α activity to stimulate lipolysis.
Oleoylethanolamide bodybuilding
Everybody seeks health through bodybuilding in the gym. OEA is increasingly popular to bodybuilders. In bodybuilding supplements fields, TTA (tetradecylthioacetic acid) is often synergistically used with oleoylethanolamide (OEA), both of which also helps to burn fat and decrease hunger. TTA may also be very promising among anti-fat supplements, because it appears to burn fat independent of exercise; preliminary results suggest that the body simply appears to “remove” fat from itself instead of needing to have it burned off with physical activity.
Oleoylethanolamide (OEA) reduces triglycerides and cholesterol, and, combined with a cannabinoid antagonist, blocks body weight gain and improves dyslipidaemia in animal models of obesity.
In addition, the systemic administration of oleoylethanolamide has been found to modulate glucose homeostasis, as well as both insulin release and insulin signaling in both hepatocytes and adipocytes.
Some rereearch shows that oleoylethanolamide supplement has positive effects on anxiety, and more trails and evidence are needed to support.
How to use Oleoylethanolamide OEA
Oleoylethanolamide side effects
Oleoylethanolamide OEA is relatively new to the supplement market, and no serious adverse effects have been reported. The U.S. Food and Drug Administration (FDA) had no concerns regarding OEA’s safety. In daily life, oleoylethanolamide is a safe weight loss alternative, which is used to assess the extent of catabolism in the gastro-intestinal tract, helping to reduce fat without any detrimental uneanted effects.
Oleoylethanolamide dosage
There is no publicly recommended dosage for oleoylethanolamide since oleoylethanolamide supplements are still not so popular and at its early stage. RiduZone was the first OEA powder to be branded in 2015.
The recommended oleoylethanolamide dosage is one capsule 200mg when taken without any combination
Research suggests that you can also lower or increase daily dosage according to your bodyweight.
100mg for a 150lb person
145mg for a 200lb person
180mg for a 250lb person
Application of Oleoylethanolamide (OEA)
Oleoylethanolamide powder has used in Healthcare supplement, made into Hard capsule or tablet for Weight loss.
Reference:
- Gaetani S, Oveisi F, Piomelli D (2003). “Modulation of meal pattern in the rat by the anorexic lipid mediator oleoylethanolamine”. Neuropsychopharmacology. 28 (7): 1311–6. doi:10.1038/sj.npp.1300166. PMID 12700681.
- Lo Verme J, Gaetani S, Fu J, Oveisi F, Burton K, Piomelli D (2005). “Regulation of food intake by oleoylethanolamine”. Cell. Mol. Life Sci. 62 (6): 708–16. doi:10.1007/s00018-004-4494-0. PMID 15770421.
- Giuseppe Astarita; Bryan C. Rourke; Johnnie B. Andersen; Jin Fu; Janet H. Kim; Albert F. Bennett; James W. Hicks & Daniele Piomelli (2005-12-22). “Postprandial increase of oleoylethanolamine mobilization in small intestine of the Burmese python (Python molurus)”. Am J Physiol Regul Integr Comp Physiol. 290 (5): R1407–R1412. doi:10.1152/ajpregu.00664.2005. PMID 16373434.
- Gaetani S, Kaye WH, Cuomo V, Piomelli D (September 2008). “Role of endocannabinoids and their analogues in obesity and eating disorders”. Eat Weight Disord. 13 (3): e42–8. PMID 19011363.
- Serrano A, et al. Oleoylethanolamide: effects on hypothalamic transmitters and gut peptides regulating food intake. Neuropharmacology. (2011)
