Description
Arachidonylethanolamide ≥97.0% (TLC), oil
Synonym(s):
Anandamide, AEA, Anandamide (20:4, n-6), Arachidonic acid N-(hydroxyethyl)amide
Empirical Formula (Hill Notation):
C22H37NO2
CAS Number:
94421-68-8
Molecular Weight:
347.53
MDL number:
MFCD00153766
PubChem Substance ID:
24890438
NACRES:
NA.25
PROPERTIES
Quality Level
200
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.)
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)
DESCRIPTION
Packaging
5, 25 mg in ampule
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.