Oleamide

Description

OOleamide (301-02-0) was originally identified in the cerebrospinal fluid of sleep-deprived cats acting as an inducer of physiological sleep in animals.1 Displays agonist activity at cannabinoid CB1 receptors (Ki=8.13 μM).2 Activates PPARγ.3 Produces vasodilator effects in rats.4 Displays neuroprotective effects5 and attenuates sepsis-induced intestinal injury6.

Chemical properties

White Powder

The Uses of Oleamide

Oleamide has been used as a supplement in glucose and galactose media to prevent the rescue of galactose-induced Leigh syndrome (LS).

The Uses of Oleamide

A brain lipid that induces physiological sleep at nanomolar quantities when injected into rats. This lipid may represent a new class of biological signaling molecules.

What are the applications of Application

Oleamide is a CB1, 5-HT2A and 2C receptor agonist

Definition

ChEBI: A fatty amide derived from oleic acid.

General Description

Oleamide?is a lipid or a brain fatty acid, that is found in the CSF (cerebrospinal fluid). It is originally obtained from the cerebrospinal fluid of cats, that are sleep-deprived.

Biological Activity

Endogenous sleep-inducing lipid. Acts as an agonist at the CB 1 cannabinoid receptor (EC 50 = 1.64 μ M). Also appears to potentiate the actions of 5-HT on 5-HT 2A and 2C receptors, and act via an allosteric regulatory site on 5-HT 7 receptors.

Biochem/physiol Actions

Sleep-inducing brain lipid, which allosterically modulates GABAA receptors and potentiates 5-HT7 serotonin receptor responses. Selective endogenous agonist of rat and human CB1 cannabinoid receptor.

Synthesis

Oleamide can be synthesized by ammonolysis of fatty acid or esters with ammonia gas at high pressure.

storage

Store at +4°C

References

Boger et al. (1998), Oleamide: an endogenous sleep-inducing lipid and prototypical member of a new class of biological signaling molecules; Curr. Pharm. Des., 4 303 Leggett et al. (2004), Oleamide is a selective endogenous agonist of rat and human CB1 cannabinoid receptors; Br. J. Pharmacol., 141 253 Dionisi et al. (2012), Oleamide activates peroxisome proliferator-activated receptor gamma (PPARγ) in vitro; Lipids Health Dis., 11 51 Hernandez-Diaz et al. (2020), Effects of Oleamide on the Vasomotor Responses in the Rat; Cannabis Cannabinoid Res. 5 42 Maya-Lopez et al. (2020), A Cannabinoid Receptor-Mediated Mechanism Participates in the Neuroprotective Effects of Oleamide Against Excitotoxic Damage in Rat Brain Synaptosomes and Cortical Slices; Neurotox. Res., 37 126 Zou et al. (2019), Cx43 Inhibition Attenuates Sepsis-Induced Intestinal Injury via Downregulating ROS Transfer and the Activation of the JNK1/Sirt1/FoxO3a Signaling Pathway; Mediators Inflamm., 2019 7854389