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  • A0580 - Arachidonylethanolamide

A0580 Sigma-Aldrich


≥97.0% (TLC), oil

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

  • CAS Number 94421-68-8

  • Empirical Formula (Hill Notation) C22H37NO2

  • Molecular Weight 347.53

  •  MDL number MFCD00153766

  •  PubChem Substance ID 24890438

  •  NACRES NA.25



Related Categories Biochemicals and Reagents, Cannabinoids, Cell Biology, Cell Signaling and Neuroscience, Core Bioreagents,
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
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-
Gene Information   rat ... Cnr1(25248)



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.


Protect from light and moisture.

Safety & Documentation

Safety Information

Personal Protective Equipment 
NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
How do I find price and availability?
There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote. USA customers: 1-800-325-3010 or view local office numbers.
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 ofProduct 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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