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Arachidonoyl Serinol

Cayman Chemical Item Number 62170

(CAS 183718-70-9)

Arachidonoyl Serinol (CAS 183718-70-9)

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Description

2-Arachidonoyl glycerol (2-AG) has been isolated from porcine brain, and has been characterized as the natural endocannabinoid ligand for the CB1 receptor.1,2 Replacement of the sn-2 oxygen in the glycerol moiety of 2-AG with a nitrogen atom gives arachidonoyl serinol.3 Arachidonoyl serinol is much more stable than 2-AG. However, it is at least a log less potent as a CB1 receptor agonist than 2-AG.2

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 229 58-64 (1996).

2 Sugiura, T., 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 122 890-895 (1997).

3 Khanolkar, A.D., Abadji, V., Lin, S., et al. Head group analogs of arachidonylethanolamide, the endogenous cannabinoid ligand. J Med Chem 39 4515-4519 (1996).

Formal Name N-​[(2-​hydroxy-​1-​hydroxymethyl)ethyl]-​5Z,​8Z,​11Z,​14Z-​eicosatetraenamide
CAS Number 183718-70-9
Molecular Formula C23H39NO3
Formula Weight 377.6
Formulation A solution in ethanol
Purity >98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O=C(NC(CO)​CO)​CCC\C=C/C/C=C\C/C=C\C/C=C\CCCCC

Background Reading

Khanolkar, A.D., Abadji, V., Lin, S., et al. Head group analogs of arachidonylethanolamide, the endogenous cannabinoid ligand. J Med Chem 39 4515-4519 (1996).

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 229 58-64 (1996).

Sugiura, T., 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 122 890-895 (1997).

Arachidonoyl Serinol is available in the following screening library:

Size Price Quantity Subtotal
5 mg $33.00 $0.00
10 mg $63.00 $0.00
50 mg $264.00 $0.00
100 mg $462.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

Related Products

2-Arachidonoyl Glycerol
Arachidonoyl Ethanolamide

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