Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

857465W

Avanti

AEA-d4

C20:4 anandamide-d4, methanol solution

Synonym(s):

5Z,8Z,11Z,14Z-eicosatetraenoylethanolaminde-d4

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C22H33 D4NO2
CAS Number:
946524-40-9
Molecular Weight:
351.56
MDL number:
MFCD10567111
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

methanol solution

packaging

pkg of 1 × 1 mL (857465W-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 857465W

concentration

1 mg/mL (857465W-1mg)

lipid type

bioactive lipids
deuterated lipids

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)NC([2H])([2H])C([2H])([2H])O

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-/i20D2,21D2

InChI key

LGEQQWMQCRIYKG-KALLKTRHSA-N

General description

Anandamide (N-arachidonoyl ethanolamine, NArE, AEA) belongs to a large family of amidated signaling lipids, the N-acyl ethanolamines (NAEs). C20:4 AEA is a 20 carbon length side chain with four double bonds, i.e. the arachidonoyl group in AEA.

Biochem/physiol Actions

Anandamide (N-arachidonoyl ethanolamine, NArE, AEA) is a receptor for cannabinoid receptor. AEA functions as a mediator for many physiological processes including inflammation, pain, and appetite. C20:4 AEA is capable of activating vanilloid receptor (VR).

Packaging

2 mL Amber Glass Sealed Ampule (857465W-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

Storage Class Code

3 - Flammable liquids

Flash Point(F)

49.5 °F - closed cup

Flash Point(C)

9.7 °C - closed cup

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Sorry, we don't have COAs for this product available online at this time.

If you need assistance, please contact Customer Support.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

`Entourage?effects of N-acyl ethanolamines at human vanilloid receptors. Comparison of effects upon anandamide-induced vanilloid receptor activation and upon anandamide metabolism
Smart D, et al.
British Journal of Pharmacology, 136(3), 452-458 (2002)
Gabriel M Simon et al.
The Journal of biological chemistry, 281(36), 26465-26472 (2006-07-05)
N-Acyl ethanolamines (NAEs) are a large class of signaling lipids implicated in diverse physiological processes, including nociception, cognition, anxiety, appetite, and inflammation. It has been proposed that NAEs are biosynthesized from their corresponding N-acyl phosphatidylethanolamines (NAPEs) in a single enzymatic
Gabriel M Simon et al.
The Journal of biological chemistry, 283(14), 9341-9349 (2008-01-30)
Anandamide (AEA) is an endogenous ligand of cannabinoid receptors and a well characterized mediator of many physiological processes including inflammation, pain, and appetite. The biosynthetic pathway(s) for anandamide and its N-acyl ethanolamine (NAE) congeners remain enigmatic. Previously, we proposed an

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service