2-Arachidonylglycerol
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2-Arachidonylglycerol
structure -
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CAS No:
53847-30-6
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Formula:
C23H38O4
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Chemical Name:
2-Arachidonylglycerol
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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
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CAS No:
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.
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
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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