2-AG
- CAS No.
- 53847-30-6
- Chemical Name:
- 2-AG
- Synonyms
- 2-ARACHIDONOYLGLYCEROL;2-ARACHIDONYLGLYCEROL;2-AG;NOLADIN;2-Ara-gl;2-Monoarachidonin;2-Monoarachidonoylglycerol;2-Arachidonyl Glycerol (90%);2-Arachidonyl Glycerol (~70%);2-Hydroxy-1-(hydroxymethyl)ethylester
- CBNumber:
- CB5280603
- Molecular Formula:
- C23H38O4
- Molecular Weight:
- 378.55
- MOL File:
- 53847-30-6.mol
- Modify Date:
- 2025/1/27 9:38:02
| Boiling point | 508.6±50.0 °C(Predicted) |
|---|---|
| Density | 0.992±0.06 g/cm3(Predicted) |
| Flash point | 2 °C |
| storage temp. | -20°C |
| solubility | DMSO: 10 mg/ml; Ethanol: Miscible; PBS (pH 7.2): ~150 μg/ml |
| form | acetonitrile solution |
| pka | 13.54±0.10(Predicted) |
| color | Colorless to light yellow |
| CAS DataBase Reference | 53847-30-6(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS02,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H225-H302+H312+H332-H319 | |||||||||
| Precautionary statements | P210-P280-P301+P312-P303+P361+P353-P304+P340+P312-P305+P351+P338 | |||||||||
| Hazard Codes | F,Xn | |||||||||
| Risk Statements | 11-20/21/22-36 | |||||||||
| Safety Statements | 26-36/37-16 | |||||||||
| RIDADR | UN 1648 3/PG 2 | |||||||||
| WGK Germany | 2 | |||||||||
| NFPA 704 |
|
2-AG Chemical Properties,Uses,Production
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.
Definition
ChEBI: 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.
General Description
2-Arachidonoylglycerol (2-AG), is an endocannabinoid, an endogenous agonist of the CB1 receptor. 2-AG, unlike anandamide, is present at relatively high levels in the central nervous system; it is the most abundant molecular species of monoacylglycerol found in mouse and rat brain (~5-10 nmol/g tissue). Detection of 2-AG in brain tissue is complicated by the relative ease of its isomerization to 1-AG during standard lipid extraction conditions. Unlike anandamide, formation of 2-AG is calcium-dependent and is mediated by the activities of phospholipase C (PLC) and diacylglycerol lipase (DAGL). 2-AG acts as a full agonist at the CB1 receptor. At a concentration of 0.3nM, 2-AG induces a rapid, transient increase in intracellular free calcium in NG108-15 neuroblastoma X glioma cells through a CB1 receptor-dependent mechanism. 2-AG is hydrolyzed in vitro by monoacylglycerol lipase (MAGL), fatty acid amide hydrolase (FAAH), and the uncharacterized serine hydrolase enzymes ABHD6 and ABHD12.
Biological Activity
Endogenous cannabinoid ligand that acts as a potent agonist at GPR55 (EC 50 values are 3, 519 and 618 nM at GPR55, CB 1 and CB 2 respectively; K i values are 472 and 1400 nM at CB 1 and CB 2 respectively). Found in the brain at concentrations 1000-fold higher than that of anandamide.
Enzyme inhibitor
This potent endocannabinoid (FW = 378.30 g/mol; CAS 53847-30-6; Symbol: 2-AG), also known as 1,3-dihydroxy-2-propanyl (5Z,8Z,11Z,14Z)- 5,8,11,14-eicosatetraenoate, is an endogenous agonist of the CB1, the G- protein-coupled Cannabinoid receptor type-1 found primarily in the central and peripheral nervous system. 2-AG is found at highest concentrations in the CNS, where it exerts its cannabinoid-like neuromodulatory effects. Found in milk, 2-AG plays a role in sustaining infant suckling, and the selective CB1 receptor antagonist SR141617A (N-(piperidin-1-yl)-5-(4- chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3- carboxamide) permanently prevents milk ingestion in a dose-dependent manner, when administered to mouse pups, within 1 day of birth. 2-AG is formed by phospholipase C (PLC) and diacylglycerol lipase (DAGL) from arachidonic acid-containing diacylglycerol (DAG). In the CNS, three serine-hydrolases, monoacylglycerol lipase (MAGL), a,b-hydrolase- domain-6 (ABHD6) and a,b-hydrolase-domain 12 (ABHD12) are responsible for inactivation of the primary 2-arachidonoylglycerol. Irreversible ABHD6 inhibitors show exceptional potency and selectivity in cells (<5 nM) and, at equivalent doses in mice (1 mg/kg), acting as systemic and peripherally restricted inhibitors, respectively. Indeed, selective knockdown of ABHD6 in metabolic tissues protects mice from high-fat-diet-induced obesity, hepatic steatosis, and systemic insulin resistance.
2-AG Preparation Products And Raw materials
Raw materials
Preparation Products
2-AG Suppliers
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | United States | 32262 | 58 | Inquiry |
| InvivoChem | +1-708-310-1919 +1-13798911105 | United States | 6391 | 58 | Inquiry |
| Hangzhou MolCore BioPharmatech Co.,Ltd. | +86-057181025280; +8617767106207 | China | 49734 | 58 | Inquiry |
| TargetMol Chemicals Inc. | United States | 38659 | 58 | Inquiry | |
| GIHI CHEMICALS CO.,LIMITED | +8618058761490 | China | 49984 | 58 | Inquiry |
| Shanghai Acmec Biochemical Technology Co., Ltd. | +86-18621343501; +undefined18621343501 | China | 33338 | 58 | Inquiry |
| SHANGHAI KEAN TECHNOLOGY CO., LTD. | +8613817748580 | China | 40066 | 58 | Inquiry |
| CHIMMED Company | +7 (495) 728-41-92 | Russia | 5006 | 81 | Inquiry |
| Shanghai Universal Biotech Co.,Ltd | 13774214275 | China | 25002 | 58 | Inquiry |
| cjbscvictory | 13348960310 13348960310 | China | 10523 | 58 | Inquiry |
53847-30-6(2-AG)Related Search:
1of4
chevron_right