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2-MONOPALMITIN

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2-MONOPALMITIN Basic information

Product Name:
2-MONOPALMITIN
Synonyms:
  • 2-monopalmitoylglycerol (C16:0)
  • 2-O-Hexadecanoylglycerol
  • 2-O-Palmitoylglycerol
  • 2-O-Palmitoyl-L-glycerol
  • Hexadecanoic acid [2-hydroxy-1-(hydroxymethyl)ethyl] ester
  • Palmitic acid 2-hydroxy-1-(hydroxymethyl)ethyl ester
  • 2-Palmitoyl-rac-glycerol
  • 2-(1,3-dihydroxypropan-2-yl)hexadecanoic acid compound with 1,3-dihydroxypropan-2-yl palmitate (1:1)
CAS:
23470-00-0
MF:
C19H38O4
MW:
330.5
Product Categories:
  • Fatty Acid Derivatives & Lipids
  • Glycerols
  • Cannabinoid receptor
  • SiChem
Mol File:
23470-00-0.mol
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2-MONOPALMITIN Chemical Properties

Melting point:
68-70°C
Boiling point:
387.92°C (rough estimate)
Density 
0.9708 (rough estimate)
refractive index 
1.4434 (estimate)
storage temp. 
−20°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka
13.54±0.10(Predicted)
form 
Solid
color 
White to Off-White
BRN 
1796692
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Safety Information

Hazard Codes 
Xi
Risk Statements 
43
Safety Statements 
36/37
WGK Germany 
3
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2-MONOPALMITIN Usage And Synthesis

Description

2-Arachidonoyl glycerol (2-AG; ) is an endogenous agonist of the CB1 and CB2 cannabinoid receptors. 2-Palmitoyl glycerol is a fatty acid ester that does not bind directly to cannabinoid receptors, nor inhibit adenylyl cyclase, but rather potentiates the activity of 2-AG (and other endocannabinoids) to bind to CB1 and CB2 and inhibit adenylyl cyclase. This “entourage” effect has been attributed to blockade of the breakdown and reuptake pathways that normally function to reduce endocannabinoid levels rapidly upon release. 2-Palmitoyl glycerol and related endogenous fatty acid derivatives have been shown to interact with endocannabinoids in the modulation of pain sensitivity.

Chemical Properties

White Solid

Uses

A biomarker of metabolic responses to hepatotoxicants and carcinogens.

Definition

ChEBI: A 2-monoglyceride where the acyl group is hexadecanoyl (palmitoyl).

Biological Activity

Endogenous fatty acid glycerol ester that enhances activity of 2-arachidonylglycerol ((5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenoic acid,2-hydroxy-1-(hydroxymethyl)ethyl ester ). Does not bind to CB 1 or CB 2 cannabinoid receptors, but potentiates the apparent binding of 2-AG and increases its ability to inhibit adenylyl cyclase. Enhances in vivo cannabinoid effects of 2-AG following combined administration with 2-linoleoylglycerol.

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