Recommended Products
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)
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Related Categories
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
Caution
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
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The lot specific COA document can be found by entering the lot number above under the "Documents" section.
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What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
How to dissolve Product A0580, Arachidonylethanolamide?
Arachidonylethanolamide (also known as anandamide) is soluble in ethanol (100 mM) and in DMSO (10 mg/ml) and is poorly soluble in water. Hydroxypropyl -β cyclodextran has been reported to increase the aqueous solubility and stability of anandamide. Jarho, P. et al., Life Sciences, 58, 181 (1996).
Can solutions of Product A0580, Arachidonylethanolamide, be stored?
Sigma has not evaluated the solution stability of this product. Solutions in ethanol, stored under argon at -20°C, have been reported (see Schuel, H.. et al., Proc. Nat. Acad. Sci., USA, 91, 7678-7682 (1994) and Spivak, C.E., Mol. Pharmacol., 72, 1024-1032 (2007)). If solutions are to be stored, it would be best to use a degassed solvent or solvent purged with argon. Store solutions under argon in the freezer, at -20°C or colder. Store solutions protected from light and oxygen to prevent the oxidation of the double bonds.
Is Product A0580, Arachidonylethanolamide, a solution?
No, the product is naturally an oily liquid. An approximate molarity for the liquid is 2.6 M (based on a molecular weight of 347.5 g/mole and an approximate density of 0.92 g/mL at 25°C).
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