2-arachidonoylglycerol

Names

[ Name ]:
2-arachidonoylglycerol

[Synonym ]:
1,3-Dihydroxy-2-propanyl (5Z,8Z,11Z,14Z)-5,8,11,14-icosatetraenoate
1,3-Dihydroxypropan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
MFCD01862600
5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester, (5Z,8Z,11Z,14Z)-
2-arachidonoylglycerol
2-Arachidonyl Glycerol
EINECS 200-835-2
2-arachidonoyl glycerol

Biological Activity

[Description]:

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

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Cannabinoid Receptor

Research Areas >> Neurological Disease

Natural Products >> Others

[Target]

Human Endogenous Metabolite

[In Vitro]

2-Arachidonylglycerol (2-AG) is a cannabinoid ligand isolated from intestinal tissue. 2-Arachidonoylglycerol activates neuronal cannabinoid receptors as a full agonist, and prevents the induction of long-term potentiation at CA3-CA1 synapses. 2-Arachidonoylglycerol binds to cannabinoid receptors and exerts several effects typical of cannabinoid drugs[1].

[References]

[1]. Stella N, et al. A second endogenous cannabinoid that modulates long-term potentiation. Nature. 1997 Aug 21;388(6644):773-8.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
508.6±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₃H₃₈O₄

[ Molecular Weight ]:
378.545

[ Flash Point ]:
163.0±23.6 °C

[ Exact Mass ]:
378.277008

[ PSA ]:
66.76000

[ LogP ]:
6.24

[ Vapour Pressure ]:
0.0±3.0 mmHg at 25°C

[ Index of Refraction ]:
1.508

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS02, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H302 + H312 + H332-H319

[ Precautionary Statements ]:
P210-P261-P280-P305 + P351 + P338-P370 + P378-P403 + P235

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
Xn: Harmful;F: Flammable;

[ Risk Phrases ]:
R11

[ Safety Phrases ]:
S26-S36/37

[ RIDADR ]:
UN 1648 3/PG 2

[ WGK Germany ]:
2

[ HS Code ]:
2916190090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2916190090

[ Summary ]:
2916190090 unsaturated acyclic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:6.5%。general tariff:30.0%

Articles

The human serum metabolome.

PLoS ONE 6(2) , e16957, (2011)

Continuing improvements in analytical technology along with an increased interest in performing comprehensive, quantitative metabolic profiling, is leading to increased interest pressures within the m...

Identification of palmitoyl protein thioesterase 1 in human THP1 monocytes and macrophages and characterization of unique biochemical activities for this enzyme.

Biochemistry 52(43) , 7559-74, (2013)

The profiles of serine hydrolases in human and mouse macrophages are similar yet different. For instance, human macrophages express high levels of carboxylesterase 1 (CES1), whereas mouse macrophages ...

Effect of selective inhibition of monoacylglycerol lipase (MAGL) on acute nausea, anticipatory nausea, and vomiting in rats and Suncus murinus.

Psychopharmacol. Ser. 232(3) , 583-93, (2015)

To determine the role of the endocannabinoid, 2-arachodonyl glycerol (2-AG), in the regulation of nausea and vomiting.We evaluated the effectiveness of the potent selective monoacylglycerol lipase (MA...

Related Compounds

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.