187224-29-9
Chemical Structure
N-Arachidonoyl-L-serine
Synonym(s): ARA-S
- CAS No.: 187224-29-9
- Formula:C23H37NO4
- Molecular Weight:391.54
IUPAC Name: ((5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl)-L-serine
InChIKey: FQUVPTVNRMUOPO-UPQKDGGNSA-N
SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(N[C@H](C(O)=O)CO)=O
Biological Activity: N-Arachidonoyl-L-serine (ARA-S) is an endocannabinoid. N-Arachidonoyl-L-serine induces phosphorylation of Akt and MAPK in endothelial cells. N-Arachidonoyl-L-serine also induces endothelium-dependent vasodilation in isolated rat mesenteric and abdominal aortas. N-Arachidonoyl-L-serine exhibits neuroprotective effects after traumatic brain injury by reducing apoptosis. N-Arachidonoyl-L-serine promotes the opening of KV7.1/KCNE1 channels in mammalian cells and shortens the action potential duration in cardiomyocytes. N-Arachidonoyl-L-serine may be used in research on cardiovascular and cerebrovascular diseases and neurological disorders[1][2][3].
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N-Arachidonoyl-L-serine | 98% | N-Arachidonoyl-L-serine (ARA-S) is an endocannabinoid. N-Arachidonoyl-L-serine induces phosphorylation of Akt and MAPK in endothelial cells. N-Arachidonoyl-L-serine also induces endothelium-dependent vasodilation in isolated rat mesenteric and abdominal aortas. N-Arachidonoyl-L-serine exhibits neuroprotective effects after traumatic brain injury by reducing apoptosis. N-Arachidonoyl-L-serine promotes the opening of KV7.1/KCNE1 channels in mammalian cells and shortens the action potential duration in cardiomyocytes. N-Arachidonoyl-L-serine may be used in research on cardiovascular and cerebrovascular diseases and neurological disorders. | ||||||||||||||||||||
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- [1]. Cohen-Yeshurun A, et al. N-arachidonoyl-L-serine is neuroprotective after traumatic brain injury by reducing apoptosis. J Cereb Blood Flow Metab. 2011 Aug;31(8):1768-77. [Content Brief]
- [2]. Milman G, et al. N-arachidonoyl L-serine, an endocannabinoid-like brain constituent with vasodilatory properties. Proc Natl Acad Sci U S A. 2006 Feb 14;103(7):2428-33. [Content Brief]
- [3]. Hiniesto-Iñigo I, et al. Rescue of loss-of-function long QT syndrome-associated mutations in KV7.1/KCNE1 by the endocannabinoid N-arachidonoyl-L-serine (ARA-S). Br J Pharmacol. 2025 Jul;182(13):2861-2877. [Content Brief]
Keywords
