An oxyhomologue of anandamide
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oxy-Arachidonoyl Ethanolamide

Item No. 10008642

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(2-hydroxyethoxy)-5Z,8Z,11Z,14Z-eicosatetraenamide
CAS Number
883296-70-6
Synonyms
  • oxy-AEA
  • oxy-Anandamide
Molecular Formula
C22H37NO3
Formula Weight
363.5
Purity
≥98%
Formulation
A 50 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 1 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(=O)NOCCO
InChi Code
InChI=1S/C22H37NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-26-21-20-24/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-
InChi Key
ANMKTCMIIFBOGG-DOFZRALJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

    $69

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    10 mg

    $127

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    25 mg

    $525

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    50 mg

    $918

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    Product Description

    oxy-AEA is the O-alkyl-N-acyl oxyhomologue of AEA. oxy-AEA is selective for the peripheral cannabinoid (CB2) receptor with Ki values of 0.47 and 0.081 µM for hCB1 and hCB2, respectively.1 In comparison, AEA has a greater affinity for the central cannabinoid (CB1) receptor with Ki values of 0.07 and 0.18 µM for hCB1 and hCB2, respectively. oxy-AEA is the first known fatty acid amide with a reversed CB1/CB2 affinity ratio.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Appendino, G., Minassi, A., Berton, L., et al. Oxyhomologues of anandamide and related endolipids: Chemoselective synthesis and biological activity. J. Med. Chem. 49, 2333-2338 (2006).