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857465W

Avanti

AEA-d4

C20:4 anandamide-d4, methanol solution

Synonym(s):

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

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About This Item

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

Assay

>99% (TLC)

form

methanol solution

packaging

pkg of 1 × 1 mL (857465W-1mg)

manufacturer/tradename

Avanti Polar Lipids 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

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

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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`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

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