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Oleamide

  • Relaxation and Mood-lift
  • Supports Healthy Sleep
  • Neuroprotector and Anti-inflammatory

 

Oleamide (cis-9,10-octadecenoamide, also known as Cerebrodiene) is a derivative of oleic acid, and is a functional fatty acid in the human brain. It is biosynthesized from oleic acid and ammonia, and is metabolized by FAAH, the same enzyme used for anandamide metabolism. When taken as a dietary supplement, this natural compound is known for its ability to help promote relaxation, reduce stress, and increase mood. It is an effective natural sleep aid and several studies have indicated its potential to help reduce the time taken to fall asleep.

 

Oleamide can also be taken as a health-promoting supplement to support a healthy brain. Studies show that it possesses good anti-inflammatory effects and can act as a neuroprotector against stress and toxins. The recommended serving size is 50 – 200 mg, taken once to three times daily. Speak to your doctor before using this supplement if you are pregnant or breastfeeding, or have any underlying medical conditions.

 

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  1. Oleamide (Pearls) - 500 Grams (17.64 Oz) - 98% Amides

    Oleamide (Pearls) - 500 Grams (17.64 Oz) - 98% Amides

    $37.88

    Availability:In stock

    Oleamide is a naturally occurring derivative of oleic acid (found in olive oil) which has calming, mood lifting, and sleep and appetite promoting effects. Learn more about Oleamide at http://examine.com/supplements/Oleamide/

    This product is 500 Grams (17.64 Oz) of pure Oleamide (Pearls) in a transparent, reclosable plastic jar with an integrated Safety Seal and Shrinkband.

    Learn More
  2. Oleamide (Pearls) - 200 Grams (7.05 Oz) - 98% Amides

    Oleamide (Pearls) - 200 Grams (7.05 Oz) - 98% Amides

    $20.88

    Availability:In stock

    Oleamide is a naturally occurring derivative of oleic acid (found in olive oil) which has calming, mood lifting, and sleep and appetite promoting effects. Learn more about Oleamide at http://examine.com/supplements/Oleamide/

    This product is 200 Grams (7.05 Oz) of pure Oleamide (Pearls) in a transparent, reclosable plastic jar with an integrated Safety Seal and Shrinkband.

    Learn More
  3. Oleamide (Powder) - 500 Grams (17.64 Oz) - 98% Amides

    Oleamide (Powder) - 500 Grams (17.64 Oz) - 98% Amides

    $37.88

    Availability:In stock

    Oleamide (Powder) is a naturally occurring derivative of oleic acid (found in olive oil) which has calming, mood lifting, and sleep and appetite promoting effects. Learn more about Oleamide at http://examine.com/supplements/Oleamide/

    This product is 500 Grams (17.64 Oz) of pure Oleamide (Powder) in a transparent, reclosable plastic jar with an integrated Safety Seal and Shrinkband.

    Learn More
  4. Oleamide (Powder) - 200 Grams (7.05 Oz) - 98% Amides

    Oleamide (Powder) - 200 Grams (7.05 Oz) - 98% Amides

    $20.88

    Availability:In stock

    Oleamide (Powder) is a naturally occurring derivative of oleic acid (found in olive oil) which has calming, mood lifting, and sleep and appetite promoting effects. Learn more about Oleamide at http://examine.com/supplements/Oleamide/

    This product is 200 Grams (7.05 Oz) of pure Oleamide (Powder) in a transparent, reclosable plastic jar with an integrated Safety Seal and Shrinkband.

    Learn More
  5. Oleamide (Powder) - 100 Grams (3.53 Oz) - 98% Amides

    Oleamide (Powder) - 100 Grams (3.53 Oz) - 98% Amides

    $14.88

    Availability:In stock

    Oleamide (Powder) is a naturally occurring derivative of oleic acid (found in olive oil) which has calming, mood lifting, and sleep and appetite promoting effects. Learn more about Oleamide at http://examine.com/supplements/Oleamide/

    This product is 100 grams (3.53 oz) of pure Oleamide (Powder) in a transparent, reclosable plastic jar with an integrated Safety Seal and Shrinkband.

    Learn More

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Oleamide reviews

 

“This supplement is interesting, in high doses its relaxing and gave a relaxed feeling... it also made me a little dizzy but not in a bad way. In lower doses it gives you mild relaxation, helping somewhat with (stress) and tension. Since it's from olive oil, I would assume it would also possess properties beneficial to overall health but I'm not sure as I could not find much information about it on its own. I would recommend it for sleep, relaxation, and muscle tension and of course, with Liftmode you get the best quality for the best price and the best service!!” – LiftMode user review

 

“This product is very interesting, as it is a lipid that also can have effects on certain receptors in the body. There is not much information available for it, or stearamide, but I tried 100mg and I experienced more than placebo. There was an uplift in mood, and I certainly have an increased appetite every time I try it.” – Amazon review

 

  • This supplement (cis-9,10-octadecenoamide) is a natural brain compound that is produced from oleic acid and ammonia and has several functions in the body.

 

  • When taken as a dietary supplement, Oleamide helps to promote relaxation and calm, to improve mood, and can be used as a potent natural sleep aid.

 

  • • Serving size is recommended at 50 – 200 mg, taken once to three times daily.

 

  • Side effects & Warnings are limited for this natural supplement due to its normal functions in the body and limited research.

 

Background

 

Oleamide (also known as cis-9,10-octadecenoamide) is a naturally-produced compound made from Oleic Acid and ammonia in the human brain and the brains of most mammals. As a dietary supplement, it is fairly new, having been first isolated in 1989.[1] Studies have shown that it accumulates in the central nervous system (CNS) prior to sleep, where it produces relaxing and sedating effects. It is naturally metabolized by an enzyme called FAAH.[2] Interestingly, this is the same enzyme that is responsible for the metabolism of anandamide (or AEA) – a neurotransmitter with several functions in the human body, including promoting rest and relaxation.[3]

Concentrations of this supplement have been shown to increase in the brain and spinal fluid by 4-6 fold after only a few hours of sleep deprivation.[4] At larger servings, this supplement has been shown to reduce locomotive function and help to bring on restful sleep. At almost all serving sizes, sleep latency is decreased (the time that is taken to fall asleep).[5]

In terms of its mechanisms of action, this supplement is associated with an increase in GABAergic signalling (the GABAergic system is known to produce calming and tranquillizing effects on the body). It does not specifically bind to GABA receptors, but rather acts as an effective compound for enhancing GABAergic signalling.[6]

This supplement is also known to increase serotonin signalling in the brain. Serotonin is an important neurotransmitter that is vital for maintaining mood. Increased serotonin levels are often associated with an improvement in mood. In fact, Oleamide is remarkably efficient at augmenting the signalling of the serotonergic system and is able to do so even at very low concentrations (as low as 1nM).[7]

 

oleamide-for-relaxation

 

Oleamide Benefits / Effects     

 

1.     Calming and Anti-Stress

In addition to the well-documented evidence of how this supplement works to promote a calm state of mind through its physiological mechanisms, several animal studies have pointed to its ability to promote relaxation and reduce stress. In fact, this supplement is often referred to as one of the top natural calming supplements available today. There is, however, still room for further research into its effects with human participants.

For example, in a 2007 article, researchers indicated that Oleamide was able to significantly reverse an experimentally-produced anxiogenic-like state in the elevated plus-maze test, the light/dark test, and the hole-board test. These results showed powerful stress-reducing benefits. Furthermore, this supplement effectively reduced aggression in animals with aggressive tendencies.[8]

As another example, research in 2001 indicated that this supplement has potent pain-relief and relaxation-promoting properties. In an animal study, rodents were administered this supplement at a serving size that would not affect locomotive capacity. Even at low servings, results pointed to significant improvements in stress levels and sociability, while also reducing the perception of pain.[9]

Importantly, research has pointed to this supplement’s ability to increase GABAergic signalling in the brain (specifically GABAA subtypes) without actually interfering with the GABA receptors.[10] This is important because GABA is known to be the primary inhibitory neurotransmitter in the central nervous system and is associated with calming, anti-stress and pain relief effects. GABAA is specifically targeted in many tranquillizers and sedatives and an increase in GABAA activity is directly linked to calming effects.[11] Oleamide is a GABAA augmenter and increases these signals naturally.

 

2.     Promotion of Healthy Sleep

In 1998 – almost a decade after its discovery – researchers published an interesting literature review examining the physiological effects of this compound in the mammalian body. They found that it acts as a fatty acid and accumulates in the brain and cerebrospinal fluid under conditions of sleep deprivation. In animal studies, this interesting supplement helped to induce sleep. It was found to be degraded by FAAH, an enzyme responsible for the metabolism of a number of hormones and neurotransmitters, including anandamide. Importantly, in addition to its serotonergic mechanisms, Oleamide was found to be a potent sleep inducer, effectively reducing sleep latency time (time to fall asleep) in animals.[12]

In a study characterizing this supplement’s hypnotic effects, researchers found that endogenous (produced by the body) concentrations increased by 4-6 fold after 6 hours of sleep deprivation. Furthermore, the supplement was able to effectively reduce sleep latency time by 44-64% compared to control group animals. These results are considered to be very promising and point to this supplement as being a highly effective natural sleep aid supplement.[13]

A further interesting animal study from 2001 examined the effects of this supplement (cis-9,10-octadecenoamide) on sleep, body temperature, and blood pressure, in rats. The researchers found an increase in slow-wave sleep time but no effects on blood pressure or heart rate. Body temperature was found to decrease in a dose-dependent manner (greater servings correlated with lower body temperatures).[14]

Although animal studies have shown very promising results, there is definitely room for more studies with human volunteers. Key features of the mammalian brain (like those involved in stress and sleep) are highly conserved throughout the animal kingdom – meaning that the parts of the brain involved in sleep are very similar in animals and in humans, for example. Nevertheless, to find more information about how Oleamide affects sleep in humans, we recommend checking out some reports or reviews on either Reddit or Erowid.org.

 

3.     Effects on Appetite

There is some conflicting research on this supplement’s effects on appetite. Many users report feeling an increase in appetite after taking moderate to large servings. Anandamide, a very similar compound that is metabolised by the same enzyme as this Oleamide, is known to have appetite increasing effects. Additionally, a recent animal study found that food intake was increased significantly 3hrs after supplementation with this compound.[15]

However, several studies have pointed to the opposite effect. For example, a 2001 study found that Oleamide reduced appetite in animals. The researchers even proposed biochemical mechanisms for these effects – by activating selective areas of the brain (he paraventricular hypothalamic nucleus and the nucleus of the solitary tract) that are involved in regulating satiety (the feeling of being ‘full’).[16]

There is some evidence that this supplement’s ability to bind to PPAR-α receptors in the brain make it a potent appetite-suppressant. In research, animals who are lacking PPAR-α receptors and are given this supplement do not experience appetite loss, while ‘normal’ animals with intact PPAR-α receptors do.[17] In several human studies, meal consumption has been found to result in a significant reduction in serum concentrations of anandamide and oleoyl ethanolamide, a derivative of anandamide and structurally very similar to this compound. [18]

These mixed findings tend to bias towards appetite suppression. However, there is certainly room for more research into the effects of this supplement on appetite in human volunteers. 

 

4.     Other Benefits: Long-term Potentiation & Anti-Inflammatory Effects

There is some evidence that Oleamide supplements are able to act as neuroprotective agents (protecting the brain from stress and toxins) and to have effects on memory formation. For example, in a 2004 study, researchers investigated this supplement’s effects on long-term potentiation (LTP). It forms a part of several naturally-produced fatty acids (including anandamide) that help to modulate LTP response in the brain.[19]

Long-term potentiation refers to a strengthening of neural circuits after repeated use (as the saying goes “neurons that fire together wire together”). Repeated firing of the same circuits strengthens them through the process of LTP. This can have both positive (learning new tasks) and negative (habitual thought patterns) effects. Several endogenous (produced in the brain) fatty acids, including this supplement, are part of a system that helps to reduce responses to LTP, allowing the brain to – quite literally – ‘think outside the box’, and to potentially form new circuits or ‘break-away’ from engrained neural patterns.[20]

Several studies have indicated that this supplement has the ability to act as a potent anti-inflammatory compound in the brain. For example, a 2010 study looked into its effects on microglia cells (immune cells involved in neuroinflammation that can have serious negative effects during infection or neurodegenerative disease). In this study, the supplement was shown to exert an anti-inflammatory effect through the inhibition of an inflammatory mechanism (NF-kappaB activation). This points to powerful neuroprotective effects.[21]

In a very recent study, published in 2018, the effects of an Anacardium occidentale leaf extract on inflammation and bronchial dilation was studied. The key active compound in this plant extract is Oleamide. Results showed that this compound possesses powerful anti-inflammatory effects, as well as bronchial dilation effects (increased size of capillaries in the respiratory tract, allowing a greater flow of oxygen into the bloodstream).[22]

 

oleamide-for-sleep

 

Oleamide Recommended Usage

 

There is still room for further studies with human volunteers into the effects of this supplement. As a result, the recommended serving suggestion is only obtainable through the experience of others and as correlated with animal studies. Online reviews tend to recommend an Oleamide serving size of around 50 - 200mg, once to three times daily, depending on the desired effect.

At low servings, this supplement is usually seen to produce anti-stress and mood-lifting effects; while larger servings are more effective at reducing the time taken to fall asleep. Do not exceed the recommended serving size on the bottle.  


Oleamide Side Effects / Warnings

 

The side effects of this supplement have not been fully researched as yet and more human studies are still required. Servings at the recommended size do not appear to have any adverse effects on as recorded by most users online. Since this supplement is a naturally occurring compound, produced by the brain to help bring about sleep, it is very unlikely that adverse effects would be felt. The body has a highly developed system to prevent an excess build up of natural products, and can easily convert this supplement into one of its metabolites if required. It is possible that some people may experience allergies, in which case you should immediately stop using this supplement.

Oleamide is associated with a decline in locomotive function even at medium doses so users should not attempt to drive or to operate heavy machinery when taking this supplement. There is limited research into the safety of this supplement for pregnant and breastfeeding women. Do not use this supplement without first consulting your doctor if you have any medical conditions or are taking any medication.  


Conclusion

 

In summary, this exciting compound is a fatty acid compound produced in the human brain from ammonia and oleic acid (found in olive oil). It is structurally and functionally similar to anandamide and several other fatty acids. Its natural function in the brain is to help bring about sleep, and it has been shown to accumulate by up to 6-fold after only a few hours of sleep deprivation. When taken as a dietary supplement, it can be used to promote calm and relaxation, to reduce stress, and to help promote healthy sleep by reducing sleep latency time (time taken to fall asleep).

Secondary benefits of this supplement include potent anti-inflammatory effects in the brain and the ability to act as a powerful neuroprotector – protecting the brain from toxins and stress. The recommended serving size is 50 – 200 mg, taken once to three times daily. Do not exceed the serving suggestion. Speak to your doctor if you have any underlying medical conditions.

 

oleamide-for-stress-reduction

 

References:

 


[1] Mueller GP, Driscoll WJ. “Biosynthesis of oleamide.” Vitam Horm. (2009)

[2] McKinney MK, Cravatt BF. “Structure and function of fatty acid amide hydrolase.Annu Rev Biochem. 2005;74:411-32.

[3] Di Marzo V, De Petrocellis L, Fezza F, Ligresti A, Bisogno T. “Anandamide receptors.” Prostaglandins Leukot Essent Fatty Acids. 2002 Feb-Mar;66(2-3):377-91.

[4] Basile AS, Hanus L, Mendelson WB. “Characterization of the hypnotic properties of oleamide.” Neuroreport. 1999 Apr 6;10(5):947-51.

[5]Oleamide”, Examine.com, available online from https://examine.com/supplements/oleamide/

[6] Coyne L, Lees G, Nicholson RA, Zheng J, Neufield KD. “The sleep hormone oleamide modulates inhibitory ionotropic receptors in mammalian CNS in vitro.” British Journal of Pharmacology. 2002;135(8):1977-1987.

[7] Huidobro-Toro JP, Harris RA. “Brain lipids that induce sleep are novel modulators of 5-hydroxytrypamine receptors.” Proc Natl Acad Sci U S A. 1996 Jul 23;93(15):8078-82.

[8] Wei XY, Yang JY, Dong YX, Wu CF. “Anxiolytic-like effects of oleamide in group-housed and socially isolated mice.” Prog Neuropsychopharmacol Biol Psychiatry. 2007 Aug 15;31(6):1189-95. Epub 2007 Apr 24.

[9] Fedorova I1, Hashimoto A, Fecik RA, Hedrick MP, Hanus LO, Boger DL, Rice KC, Basile AS. “Behavioral evidence for the interaction of oleamide with multiple neurotransmitter systems.” J Pharmacol Exp Ther. 2001 Oct;299(1):332-42.

[10]  “Structural requirements for 5-HT2A and 5-HT1A serotonin receptor potentiation by the biologically active lipid oleamide” Dale L. Boger, Jean E. Patterson, and Qing Jin Proc Natl Acad Sci U S A. Apr 14, 1998; 95(8): 4102–4107

[11]  “Behavioral evidence for the interaction of oleamide with multiple neurotransmitter systems” Fedorova I, Hashimoto A, Fecik RA, Hedrick MP, Hanus LO, Boger DL, Rice KC, Basile AS, J Pharmacol Exp Ther. 2001 Oct;299(1):332-42

[12] Boger DL, Henriksen SJ, Cravatt BF. “Oleamide: an endogenous sleep-inducing lipid and prototypical member of a new class of biological signaling molecules.Curr Pharm Des. 1998 Aug;4(4):303-14.

[13] Basile AS, Hanus L, Mendelson WB. “Characterization of the hypnotic properties of oleamide.” Neuroreport. 1999 Apr 6;10(5):947-51.

[14] Huitrón-Reséndiz S, Gombart L, Cravatt BF, Henriksen SJ. “Effect of oleamide on sleep and its relationship to blood pressure, body temperature, and locomotor activity in rats.” Exp Neurol. 2001 Nov;172(1):235-43.

[15] “Oleamide and anandamide effects on food intake and sexual behavior of rats” Martínez-González D, Bonilla-Jaime H, Morales-Otal A, Henriksen SJ, Velázquez-Moctezuma J, Prospéro-García O, Neurosci Lett. 2004 Jun 24;364(1):1-6

[16]  Rodríguez de Fonseca F, et al. “An anorexic lipid mediator regulated by feeding.Nature. 2001 Nov 8;414(6860):209-12.

[17] Ezzili C, Otrubova K, Boger DL. “Fatty Acid Amide Signaling Molecules. Bioorganic & medicinal chemistry letters.” 2010;20(20):5959-5968.

[18] Naughton SS, Mathai ML, Hryciw DH, McAinch AJ. “Fatty Acid Modulation of the Endocannabinoid System and the Effect on Food Intake and Metabolism.” International Journal of Endocrinology. 2013;2013:361895.

[19] Lees G1, Dougalis A. “Differential effects of the sleep-inducing lipid oleamide and cannabinoids on the induction of long-term potentiation in the CA1 neurons of the rat hippocampus in vitro.” Brain Res. 2004 Jan 30;997(1):1-14.

[20] S. F. Cooke  T. V. P. Bliss. “Plasticity in the human central nervous system.” Brain, Volume 129, Issue 7, 1 July 2006, Pages 1659–1673.

[21] Oh YT, Lee JY, Lee J, Lee JH, Kim JE, Ha J, Kang I. “Oleamide suppresses lipopolysaccharide-induced expression of iNOS and COX-2 through inhibition of NF-kappaB activation in BV2 murine microglial cells.” Neurosci Lett. 2010 May 3;474(3):148-53

[22] Awakan OJ, Malomo SO, Adejare AA, Igunnu A, Atolani O, Adebayo AH, Owoyele BV. “Anti-inflammatory and bronchodilatory constituents of leaf extracts of Anacardium occidentale L. in animal models.J Integr Med. 2018 Jan;16(1):62-70. 

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