A potent and selective CB1 receptor agonist
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Arachidonoyl 2'-Chloroethylamide

Item No. 91054

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(2-chloroethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide
CAS Number
220556-69-4
Synonyms
  • ACEA
  • 2'-chloro-AEA
Molecular Formula
C22H36ClNO
Formula Weight
366.0
Purity
≥95%
Formulation
A 25 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 20 mg/mlEthanol: 25 mg/mlEthanol:PBS (pH 7.2) (1:3): >250 µg/ml
SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCCl
InChi Code
InChI=1S/C22H36ClNO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)24-21-20-23/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,24,25)/b7-6-,10-9-,13-12-,16-15-
InChi Key
VQNMGLLFMPXVFN-GOSISDBHSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    5 mg

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    25 mg

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    50 mg

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    Product Description

    Arachidonoyl 2-chloroethylamide (ACEA) is a potent and selective cannabinoid (CB) receptor 1 agonist with Ki values of 1.4 and >2,000 nM for CB1 and CB2 receptors, respectively.1 In whole animal experiments, ACEA induces hypothermia in mice with the same efficacy as arachidonoyl ethanolamide (AEA; Item No. 90050), in spite of its higher affinity for the CB1 receptor. These data have been interpreted to indicate that ACEA may be a substrate for fatty acid amide hydrolase (FAAH), and thus only transiently available in whole animal experiments.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pertwee, R.G. Pharmacology of cannabinoid receptor ligands. Curr. Med. Chem. 6(8), 635-664 (1999).

    2. Hillard, C.J., Manna, S., Greenberg, M.J., et al. Synthesis and characterization of potent and selective agonists of the neuronal cannabinoid receptor (CB1). J. Pharmacol. Exp. Ther. 289(3), 1427-1433 (1999).

    Product Citations

    Myers, M.N., Abou-Rjeileh, U., Chirivi, M., et al. Cannabinoid-1 receptor activation modulates lipid mobilization and adipogenesis in the adipose tissue of dairy cows. J. Dairy Sci. 106(5), 3650-3661 (2023).

    Azar, S., Udi, S., Drori, A., et al. Reversal of diet-induced hepatic steatosis by peripheral CB1 receptor blockade in mice is p53/miRNA-22/SIRT1/PPARα dependent. Mol. Metab. (2020).

    Drori, A., Permyakova, A., Hadar, R., et al. Cannabinoid-1 receptor regulates mitochondrial dynamics and function in renal proximal tubular cells. Diabetes Obes. Metab. 21(1), 146-159 (2019).