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870440C

Avanti

C20:4 anandamide phosphate

Avanti Polar Lipids 870440C

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Synonym(s):
arachidonoyl ethanolamide phosphate (sodium salt)
Empirical Formula (Hill Notation):
C22H37NO5PNa
Molecular Weight:
449.50
UNSPSC Code:
12352211
NACRES:
NA.25

form

liquid

packaging

pkg of 1 × 1 mL (870440C-1mg)

manufacturer/tradename

Avanti Polar Lipids 870440C

concentration

1 mg/mL (870440C-1mg)

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)NCCOP(O)([O-])=O.[Na+]

General description

Anandamide (AEA) is an endogenous ligand for cannabinoid receptors. It is an N-acyl ethanolamide derivative of C20,4 fatty acid. AEA is a lipid neurotransmitter. It is synthesized and released by the neurons in the brain and macrophages. AEA is a lipophilic and poorly water-soluble compound. Anandamide phosphate (pAEA) is dephosphorylated by phosphatase to yield anandamide.{56)

Biochem/physiol Actions

Anandamide (AEA) is involved in many physiological and pathophysiological functions, such as regulation of energy consumption and balance. It also plays an important role in initiation and control of inflammation and modulatory effects on sensory and autonomic nerve signaling.

Packaging

5 mL Amber Screw Cap Bottle with Foil Bag Argon Overseal (870440C-1mg)

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Target Organs

Central nervous system

WGK

WGK 3

Regulatory Information

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Certificates of Analysis (COA)

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Multiple pathways involved in the biosynthesis of anandamide
Liu J, et al.
Neuropharmacology, 54(1), 1-7 (2008)
Anandamide and its metabolites: what are their roles in the kidney?
Ritter J K, et al.
Frontiers in Bioscience, 8(2-3), 264-264 (2016)
Anandamide prodrugs: 1. Water-soluble phosphate esters of arachidonylethanolamide and R-methanandamide
Juntunen J, et al.
European Journal of Pharmaceutical Sciences, 19(1), 37-43 (2003)
Targeting fatty-acid amide hydrolase with prodrugs for CNS-selective therapy
Meinig J M, et al.
ACS Chemical Neuroscience, 8(11), 2468-2476 (2017)
Anandamide receptors
Di Marzo V, et al.
Prostaglandins, Leukotrienes, and Essential Fatty Acids, 66(2-3), 377-391 (2002)

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