An internal standard for the quantification of arachidonoyl ethanolamide
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Alternative(s)
390050Arachidonoyl Ethanolamide-d8
Unlabeled Version(s)
90050Arachidonoyl Ethanolamide
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Arachidonoyl Ethanolamide-d4

Item No. 10011178

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(2-hydroxyethyl-1,1,2,2-d4)-5Z,8Z,11Z,14Z-eicosatetraenamide
CAS Number
946524-40-9
Synonyms
  • AEA-d4
  • Anandamide-d4
Molecular Formula
C22H33D4NO2
Formula Weight
351.6
Purity
≥99% deuterated forms (d1-d4)
Formulation
A 1 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 3 mg/mlEthanol: 25 mg/mlEthanol:PBS (pH 7.2) (1:1): 0.5 mg/ml
SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(NC([2H])([2H])C([2H])([2H])O)=O
InChi Code
InChI=1S/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-/i20D2,21D2
InChi Key
LGEQQWMQCRIYKG-KALLKTRHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Arachidonoyl ethanolamide-d4 (AEA-d4) is intended for use as an internal standard for the quantification of AEA by GC- or LC-mass spectrometry. AEA is the ethanolamine amide of arachidonic acid, first isolated from porcine brain.1 It is an endogenous cannabinoid neurotransmitter that binds to both central cannabinoid (CB1) and peripheral cannabinoid (CB2) receptors and mimics the pharmacologic effects of Δ9-THC.2 AEA inhibits the specific binding of [3H]-HU-243 to synaptosomal membranes with a Ki value of 52 nM, compared to 46 nM for Δ9-THC.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Devane, W.A., Hanus, L., Breuer, A., et al. Isolation and structure of a brain constituent that binds to the cannabinoid receptor. Science 258(5090), 1946-1949 (1992).

    2. Felder, C.C., Briley, E.M., Axelrod, J., et al. Anandamide, an endogenous cannabimimetic eicosanoid, binds to the cloned human cannabinoid receptor and stimulates receptor-mediated signal transduction. Proc. Natl. Acad. Sci. USA 90(16), 7656-7660 (1993).

    Product Citations

    Lee, H.-C., Simon, G.M., and Cravatt, B.F. ABHD4 regulates multiple classes of N-acyl phospholipids in the mammalian central nervous system. Biochemistry 54(15), 2539-2549 (2015).