Name: N-Arachidonoyl-L-Serine
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HIT ID:HIT218832598
Cas No:
Common Name:N-Arachidonoyl-L-Serine
alias:ARA-S
IUPAC:3-hydroxy-2-(icosa-5,8,11,14-tetraenamido)propanoic acid
IUPAC:3-hydroxy-2-(icosa-5,8,11,14-tetraenamido)propanoic acid
InChI key:FQUVPTVNRMUOPO-UHFFFAOYSA-N

Molecular Formula:C23H37NO4
Molecular Weight:391.552
Hydrogen Bond Donor (HBD):
Hydrogen Bond Acceptor (HBA):
LogP:
SMILES:CCCCCC=CCC=CCC=CCC=CCCCC(=O)NC(CO)C(O)=O
SMILES:CCCCCC=CCC=CCC=CCC=CCCCC(=O)NC(CO)C(O)=O

N-Arachidonoyl-L-serine (ARA-S), a recently isolated endocannabinoid with a distinct activity profile that diverges from typical endocannabinoids, does not interact with central cannabinoid (CB1), peripheral cannabinoid (CB2) receptors, or vanilloid receptor 1 (VR1). Unlike other compounds, ARA-S (5 mg/kg) counteracts the lowering of blood pressure induced by a 10 mg/kg intravenous bolus of abnormal cannabidiol (Abn-CBD) in anesthetized rat models. Additionally, akin to Abn-CBD, ARA-S induces relaxation in isolated rat mesenteric arteries and abdominal aorta and promotes phosphorylation of Akt and mitogen-activated protein kinase (MAPK) in human umbilical vein endothelial cells (HUVEC). The mechanisms through which ARA-S and Abn-CBD exert their effects on vascular systems show variations and merit deeper investigation.

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