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Merck
CN

857465W

Avanti

AEA-d4

Avanti Research™ - A Croda Brand

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
MDL number:
MFCD10567111
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

AEA-d4, C20:4 anandamide-d4, methanol solution

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

SMILES string

O=C(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)NC([2H])([2H])C([2H])([2H])O

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

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).

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.

Packaging

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

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

flash_point_f

49.5 °F - closed cup

flash_point_c

9.7 °C - closed cup

Regulatory Information

危险化学品
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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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