Known as the “bliss molecule,” anandamide is a neurotransmitter that is considered an endocannabinoid because it is produced in the brain and binds to cannabinoid receptors to promote homeostasis. It is named after “ananda,” the Sanskrit word for “joy, bliss, or happiness.” Anandamide was the first cannabinoid receptor discovered in the human body and it unlocked the connection between cannabis and human health.
Anandamide (ANA), also known as N-arachidonoylethanolamine (AEA), is a fatty acid neurotransmitter. Anandamide was the first endocannabinoid to be discovered: it participates in the body's endocannabinoid system by binding to cannabinoid receptors, the same receptors that the psychoactive compound THC in cannabis acts on. Anandamide is found in nearly all tissues in a wide range of animals. Anandamide has also been found in plants, including small amounts in chocolate. The name 'anandamide' is taken from the Sanskrit word ananda, which means "joy, bliss, delight", plus amide.
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Preferred IUPAC name
(5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide | |
Other names
N-arachidonoylethanolamine
arachidonoylethanolamide | |
Identifiers | |
3D model (JSmol)
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ChEBI | |
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ChemSpider | |
MeSH | Anandamide |
PubChem CID
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Properties | |
C22H37NO2 | |
Molar mass | 347.53 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Anandamide is derived from the non-oxidative metabolism of arachidonic acid, an essential omega-6 fatty acid. It is synthesized from N-arachidonoyl phosphatidylethanolamine by multiple pathways. It is degraded primarily by the fatty acid amide hydrolase (FAAH) enzyme, which converts anandamide into ethanolamine and arachidonic acid. As such, inhibitors of FAAH lead to elevated anandamide levels and are being pursued for therapeutic use.
English
Etymology
From Sanskrit आनन्द (ānanda, “bliss, happiness”) + -amide.
Pronunciation
- (General American) IPA(key): /əˈnæn.dəˌmaɪd/