A0580
Arachidonylethanolamide
≥97.0% (TLC), oil
Synonym(s):
Anandamide (20:4, n-6), AEA, Anandamide, Arachidonic acid N-(hydroxyethyl)amide
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About This Item
Empirical Formula (Hill Notation):
C22H37NO2
CAS Number:
Molecular Weight:
347.53
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Quality Level
assay
≥97.0% (TLC)
form
oil
drug control
regulated under CDSA - not available from Sigma-Aldrich Canada
color
colorless to light yellow
solubility
ethanol: soluble
density
0.92 g/mL at 25 °C (lit.)
lipid type
omega FAs
shipped in
dry ice
storage temp.
−20°C
SMILES string
O=C(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)NCCO
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
Gene Information
rat ... Cnr1(25248)
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.
Disclaimer
Protect from light and moisture.
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Delta(9)-Tetrahydrocannabinol, the active agent of Cannabis sativa, exhibits well-documented antitumor properties, but little is known about the possible effects mediated by endogenous cannabinoids on human tumors. In the present study, we analyzed the effect of arachidonyl ethanolamide (AEA) on cervical
Global Trade Item Number
| SKU | GTIN |
|---|---|
| A0580-25MG | 04061833334126 |
| A0580-5MG | 04061833334133 |