CAS 94421-68-8

Anandamide

Description:

Anandamide, also known as N-arachidonoylethanolamine (AEA), is an endogenous cannabinoid neurotransmitter that plays a crucial role in various physiological processes. It is derived from arachidonic acid and is classified as an amide. Anandamide is primarily known for its interaction with cannabinoid receptors, particularly CB1 and CB2, which are part of the endocannabinoid system. This interaction influences pain, mood, appetite, and memory, among other functions. Anandamide is a lipid-based molecule, characterized by its hydrophobic nature, which allows it to easily cross cell membranes. It is synthesized on-demand in the body and has a relatively short half-life, as it is rapidly degraded by the enzyme fatty acid amide hydrolase (FAAH). This degradation is crucial for regulating its levels and ensuring that its effects are transient. Anandamide's role in promoting neuroprotection, modulating stress responses, and influencing reward pathways highlights its significance in both neuroscience and pharmacology. Its CAS number is 94421-68-8, which uniquely identifies this compound in chemical databases.

Formula: C₂₂H₃₇NO₂

InChI: InChI=1/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h6-7,9-10,12-13,15-16,24H,2-5,8,11,14,17-21H2,1H3,(H,23,25)/b7-6-,10-9-,13-12-,16-15-

InChI key: InChIKey=LGEQQWMQCRIYKG-DOFZRALJSA-N

SMILES: C(C/C=C\C/C=C\C/C=C\C/C=C\CCCCC)CC(NCCO)=O

Synonyms:

• (5Z,8Z,11Z,14Z)-N-(2-Hydroxyethyl)-5,8,11,14-eicosatetraenamide
• (5Z,8Z,11Z,14Z)-N-(2-Hydroxyethyl)-5,8,11,14-icosatetraenamide
• 5,8,11,14-Eicosatetraenamide, N-(2-hydroxyethyl)-, (5Z,8Z,11Z,14Z)-
• 5,8,11,14-Eicosatetraenamide, N-(2-hydroxyethyl)-, (all-Z)-
• 94421-68-8
• Anandamide
• Arachidonoyl ethanolamide
• Arachidonylethanolamide
• N-(2-Hydroxyethyl)arachidonamide
• N-(2-Hydroxyethyl)arachidonylamide
• N-Arachidonoylethanolamide
• N-Arachidonoylethanolamine
• N-Arachidonylethanolamide
• N-Arachidonylethanolamine
• AEA
• (5Z,8Z,11Z,14Z)-N-(2-Hydroxyethyl)icosa-5,8,11,14-tetraenamide
• n-arachidonoyl-2-hydroxyethylamide
• 14-eicosatetraenamide,n-(2-hydroxyethyl)-(all-z)-11
• 5,8,11,14(Z,Z,Z,Z)-EICOSATETRAENOYL 2'-HYDROXYETHYL-AMIDE
• n-(2-hydroxyethyl)anachidonamide
• N-(2-HYDROXYETHYL)-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE
• Arachidonoyl Ethanolamide MaxSpecStandard
• Anandamide (in Tocrisolve 100)
• ANANDAMIDE/AEA Powder
• N-(2-Hydroxyethyl)-5,8,11,14-eicosatetraenamide (all-Z)-
• ARACHIDONIC ACID N-[HYDROXYETHYL]AMIDE
• ARACHIDONYLETHANOLAMIDE, >=97.0% (TL
• Arachidonoyl Ethanolamide (in ethanol)
• 11,14-eicosatetraenamide(all-z)-n-(2-hydroxyethyl)-8
• AEA, Anandamide, Arachidonic acid N-(hydroxyethyl)amide
• Arachidonylethanolamide,AEA, Anandamide, Arachidonic acid N-(hydroxyethyl)amide
• Anandamide CAS 94421 68 8
• Anandamide(inTocrisolveTM100)
• 5,8,11,14-eicosatetraenoylethanolamide
• Arachidonoyl Ethanolamide Lipid Maps MS Standard

Anandamide

CAS: 94421-68-8

Formula: C₂₂H₃₇NO₂

Purity: >98.0%(HPLC)

Color and Shape: Colorless to Yellow clear liquid

Molecular weight: 347.54

Ref: 3B-A3448

Anandamide

CAS: 94421-68-8

Anandamide ((5Z,8Z,11Z,14Z)-N-(2-Hydroxyethyl)icosa-5,8,11,14-tetraenamide), an immune modulator, acts via not only cannabinoid receptors (CB1 and CB2) but also

Formula: C₂₂H₃₇NO₂

Purity: 95.037% - 99.22%

Color and Shape: Light Yellow Oil

Molecular weight: 347.53

Ref: TM-T14046

Anandamide

CAS: 94421-68-8

Anandamide

Purity: ≥95%

Molecular weight: 347.53g/mol

Ref: 54-BUP15076

Anandamide

Controlled Product

CAS: 94421-68-8

Applications Anandamide is an endogenous cannabinoid and TRPV1 receptor agonist. Findings suggest that endocannabinoids such as anandamide may help cause runner’s high, the feeling of euphoria, reduced anxiety and lessened ability to feel pain associated with exercise.
References Devane, W., et al.: Sci., 258, 1946 (1992); Ryberg, E., et al.: Brit. J. Pharm., 152, 1092 (2007); Ross, R.: Brit. J. Pharm., 140, 790 (2003); Chem. and Eng. News, (http://cen.acs.org/articles/93/web/2015/10/Exploring-Molecular-Basis-Runners-High.html)

Formula: C₂₂H₃₇NO₂

Color and Shape: Light Yellow To Yellow

Molecular weight: 347.53

Ref: TR-A637220

Anandamide (1 mg/ml in Acetonitrile)

Controlled Product

CAS: 94421-68-8

Formula: C₂₂H₃₇NO₂

Color and Shape: Single Solution

Molecular weight: 347.53

Ref: TR-KIT2925

Anandamide

CAS: 94421-68-8

Formula: C₂₂H₃₇NO₂

Molecular weight: 347.55

Ref: 4Z-A-396001

Anandamide

CAS: 94421-68-8

Anandamide is an endogenous cannabinoid, which is a bioactive lipid mediator primarily found in the brain and peripheral organs. It is synthesized from membrane phospholipid precursors through enzymatic pathways, primarily involving the enzyme N-acyl phosphatidylethanolamine phospholipase D (NAPE-PLD). Anandamide acts as a ligand for cannabinoid receptors, mainly the CB1 receptor located in the central nervous system, and the CB2 receptor found in peripheral tissues.

Formula: C₂₂H₃₇NO₂

Purity: Min. 95%

Color and Shape: Clear Liquid

Molecular weight: 347.53 g/mol

Ref: 3D-BA166586