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2-Arachidonylglycerol

2-Arachidonylglycerol structure

2-Arachidonylglycerol 

structure
  • CAS No:

    53847-30-6

  • Formula:

    C23H38O4

  • Chemical Name:

    2-Arachidonylglycerol

  • Synonyms:

    5,8,11,14-Eicosatetraenoic acid,2-hydroxy-1-(hydroxymethyl)ethyl ester,(5Z,8Z,11Z,14Z)-;5,8,11,14-Eicosatetraenoic acid,2-hydroxy-1-(hydroxymethyl)ethyl ester,(all-Z)-;2-Arachidonylglycerol;2-Monoarachidonoylglycerol;75656-17-6

  • Categories:

    Biochemical Engineering  >  Inflammation Mediators

Description

2-Arachidonoylglycerol is a second endogenous cannabinoid ligand in the central nervous system.


Solid


2-arachidonoylglycerol is an endocannabinoid and an endogenous agonist of the cannabinoid receptors (CB1 and CB2). It is an ester formed from omega-6-arachidonic acid and glycerol. It has a role as a human metabolite. It is an endocannabinoid and a 2-acylglycerol 20:4. It derives from an arachidonic acid.

2-Arachidonylglycerol Basic Attributes

378.55

378.55

200-835-2

8D239QDW64

2916190090

Characteristics

66.8

6.24

acetonitrile solution

1.0±0.1 g/cm3

508.6±50.0 °C at 760 mmHg

2 °C

1.508

−20°C

Safety Information

UN 1648 3/PG 2

2

11-20/21/22-36

26-36/37-16

F,Xn

P210-P261-P280-P305 + P351 + P338-P370 + P378-P403 + P235

H225-H302 + H312 + H332-H319

Drug Information

Compounds that interact with and stimulate the activity of CANNABINOID RECEPTORS. (See all compounds classified as Cannabinoid Receptor Agonists.)

2-arachidonoyl-glycerol

2-Arachidonylglycerol Use and Manufacturing

Uses

2-Arachidonoylglycerol is a major endocannabinoid, which can inhibit synaptic transmission by presynaptic cannabinoid CB1 receptors. It plays an inhibitory role in the bombesin-induced activation of central adrenomedullary outflow in rats.

Lipids -> Glycerolipids [GL] -> Monoradylglycerols [GL01] -> Monoacylglycerols [GL0101]

Computed Properties

Molecular Weight:378.5
XLogP3:5.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:18
Exact Mass:378.27700969
Monoisotopic Mass:378.27700969
Topological Polar Surface Area:66.8
Heavy Atom Count:27
Complexity:445
Defined Bond Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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