(±)5(6)-EET Ethanolamide

(±)5(6)-EET Ethanolamide
Item number Size Datasheet Manual SDS Delivery time Quantity Price
Cay10008596-25 25 µg -

6 - 10 business days*

Cay10008596-50 50 µg -

6 - 10 business days*

Cay10008596-100 100 µg -

6 - 10 business days*

Arachidonyl ethanolamide (AEA, Cay-90050) is an endogenous lipid neurotransmitter with... more
Product information "(±)5(6)-EET Ethanolamide"
Arachidonyl ethanolamide (AEA, Cay-90050) is an endogenous lipid neurotransmitter with cannabinergic activity, binding to both the central cannabinoid (CB1) and peripheral cannabinoid (CB2) receptors. Fatty acid amide hydrolase (FAAH) is the enzyme responsible for the hydrolysis and inactivation of AEA. Metabolism of AEA by cyclooxygenase-2, leading to formation of prostaglandin ethanolamides, and by lipoxygenases has also been documented. (±)5(6)-EET ethanolamide is a cytochrome P450 (CYP450) metabolite of AEA, although specific stereochemistry rather than a racemic mixture ensues from enzymatic metabolism. (±)5(6)-EET ethanolamide is a potent and selective agonist of CB2 (Ki = 8.9 nM for CB2, 11.4 µM for CB1), effectively suppressing forskolin-stimulated accumulation of cAMP through this Gi-coupled receptor (IC50 = 9.8 nM). Formal Name: N-(2-hydroxyethyl)-(±)5,6-epoxy-8Z,11Z,14Z-eicosatrienamide. Synonyms: (±)5,6-EpETrE Ethanolamide. Molecular Formula: C22H37NO3. Formula Weight: 363.5. Purity: >95%. Formulation: A solution in ethanol. Solubility: DMF: 30 mg/ml, DMSO: 20 mg/ml, Ethanol: 30 mg/ml, Ethanol:PBS (pH 7.2)(1:6): 0.5 mg/ml. SMILES: CCCCC/C=C\C/C=C\C/C=C\C[C@@H](O1)[C@@H]1CCCC(N([H])CCO)=O. InChi Code: InChI=1S/C22H37NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-20-21(26-20)16-14-17-22(25)23-18-19-24/h6-7,9-10,12-13,20-21,24H,2-5,8,11,14-19H2,1H3,(H,23,25)/b7-6-,10-9-,13-12-/t20-,21+/m1/s1. InChi Key: RTDIKSCKKJORSI-ABYDBCJLSA-N.
Keywords: (±)5,6-EpETrE Ethanolamide, N-(2-hydroxyethyl)-(±)5,6-epoxy-8Z,11Z,14Z-eicosatrienamide
Supplier: Cayman Chemical
Supplier-Nr: 10008596


Application: Bioactive lipid assays
MW: 363.5 D
Formula: C22H37NO3
Purity: >95%
Format: Solution

Database Information

Handling & Safety

Storage: -80°C
Shipping: -20°C (International: -80°C)
Signal Word: Danger
GHS Hazard Pictograms:
H Phrases: H225
P Phrases: P210, P233, P240, P241, P242, P243, P280, P303+361+353, P370+378, P403+235, P501
Our products are for laboratory research use only: Not for administration to humans!
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