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Arachidonoyl Serinol Sale

目录号 : GC18097

A CB1 receptor agonist

Arachidonoyl Serinol Chemical Structure

Cas No.:183718-70-9

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5mg
¥510.00
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10mg
¥867.00
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50mg
¥2,753.00
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100mg
¥4,589.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

Arachidonoyl Serinol is an amide bond-containing analogue of 2-arachidonoylglycerol, exhibited only weak CB1 receptor agonistic activity. 2-Arachidonoyl glycerol (2-AG), a product of increased inositol phospholipid metabolism, is the natural endocannabinoid ligand for the CB1 receptor [1][2][3].

Cannabinoid receptor (CB1) was first identified in rat brain in 1988. N-arachidonoylethanolamine (anandamide) binds to the cannabinoid receptor and exhibits various cannabimimetic activities. Anandamide inhibits calcium currents in N18 neuroblastoma cells, inhibits forskolin-stimulated adenylase cyclase activity, electrically evokes twitch response of the mouse vas deferens, and causes analgesia, hypothermia, hypoactivity, and catalepsy [3]. Anandamide acts as a weak agonist and 2-arachidonoylglycerol may be an endogenous cannabinoid receptor agonist in nervous tissues [1].

Replacement of the sn-2 oxygen in the glycerol moiety of 2-AG with a nitrogen atom produces Arachidonoyl Serinol. In NG108-15 cells, Arachidonoyl Serinol induced a weak elevation of [Ca2+]I [1][2].

References:
[1].  Sugiura T, Kodaka T, Kondo S, et al. 2-Arachidonoylglycerol, a putative endogenous cannabinoid receptor ligand, induces rapid, transient elevation of intracellular free Ca2+ in neuroblastoma x glioma hybrid NG108-15 cells. Biochem Biophys Res Commun. 1996 Dec 4;229(1):58-64.
[2].  Sugiura T1, Kodaka T, Kondo S, et al. Is the cannabinoid CB1 receptor a 2-arachidonoylglycerol receptor? Structural requirements for triggering a Ca2+ transient in NG108-15 cells. J Biochem. 1997 Oct;122(4):890-5.
[3].  Khanolkar AD, Abadji V, Lin S, et al. Head group analogs of arachidonylethanolamide, the endogenous cannabinoid ligand. J Med Chem. 1996 Oct 25;39(22):4515-9.

Chemical Properties

Cas No. 183718-70-9 SDF
化学名 N-[(2-hydroxy-1-hydroxymethyl)ethyl]-5Z,8Z,11Z,14Z-eicosatetraenamide
Canonical SMILES O=C(NC(CO)CO)CCC\C=C/C/C=C\C/C=C\C/C=C\CCCCC
分子式 C23H39NO3 分子量 377.6
溶解度 ≤10mg/ml in ethanol;10mg/ml in DMSO;10mg/ml in dimethyl formamide 储存条件 Store at -20°C
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1 mM 2.6483 mL 13.2415 mL 26.4831 mL
5 mM 0.5297 mL 2.6483 mL 5.2966 mL
10 mM 0.2648 mL 1.3242 mL 2.6483 mL
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