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Arachidonylethanolamide

SIGMA/A0580 - ≥97.0% (TLC), oil

Synonym: Anandamide (20:4, n-6); AEA; Anandamide; Arachidonic acid N-(hydroxyethyl)amide

CAS Number: 94421-68-8
Empirical Formula (Hill Notation): C22H37NO2
Molecular Weight: 347.53
MDL Number: MFCD00153766
Linear Formula: C22H37NO2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-A0580-5MG 5 mg
$117.00
1/EA
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45-A0580-25MG 25 mg
$466.00
1/EA
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Representative of vacuum-sealed amber ampule packaging. Non-uniform tips are an inherent feature in this sealing process.

 

assay ≥97.0% (TLC)
color colorless to light yellow
density 0.92 g/mL at 25 °C (lit.)
drug control regulated under CDSA - not available from Sigma-Aldrich Canada
form oil
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-
InChI key LGEQQWMQCRIYKG-DOFZRALJSA-N
lipid type omega FAs
Quality Level 200 
shipped in dry ice
SMILES string O=C(CCC/C=CC/C=CC/C=CC/C=CCCCCC)NCCO
solubility ethanol: soluble
storage temp. −20°C
Application:

  • Interactions Between Endocannabinoid and Endogenous Opioid Systems Prospectively Influence Postoperative Opioid Use in Pregnant Patients Undergoing Cesarean Delivery: Investigates Arachidonylethanolamide’s interactions with opioid systems, providing insights that could lead to better management of postoperative pain and opioid use (Stone et al., 2024 ).

Biochem/physiol Actions: An arachidonic acid derivative that is an endogenous ligand for the CB cannabinoid receptor and for the VR1 vanilloid receptor. Inhibits calcium currents in neuroblastomas and neurons. Activates the MAP kinase signaling pathway. Inhibits proliferation and induces apoptosis of lymphocytes and human breast cancer cells.
Caution: Protect from light and moisture.
Packaging: 5, 25 mg in ampule
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥97.0% (TLC)
Density 0.92 g/mL at 25 °C (lit.)
Storage Temp. −20°C
UNSPSC 12352211

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