2-AG
- CAS No.
- 53847-30-6
- Chemical Name:
- 2-AG
- Synonyms
- 2-ARACHIDONOYLGLYCEROL;2-ARACHIDONYLGLYCEROL;2-AG;NOLADIN;2-Ara-gl;2-Monoarachidonoylglycerol;2-Arachidonyl Glycerol (90%);2-Arachidonyl Glycerol (~70%);2-Hydroxy-1-(hydroxymethyl)ethylester;2-Arachidonylglycerol (acetonitrile solution)
- CBNumber:
- CB5280603
- Molecular Formula:
- C23H38O4
- Molecular Weight:
- 378.55
- MDL Number:
- MFCD01862600
- MOL File:
- 53847-30-6.mol
| 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) |
| CAS DataBase Reference | 53847-30-6(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | 8D239QDW64 |
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 price More Price(7)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | A8973 | 2-Arachidonyl glycerol ~10 mg/mL, ≥98% (HPLC) | 53847-30-6 | 5mg | $398 | 2024-03-01 | Buy |
| Cayman Chemical | 62160 | 2-Arachidonoyl Glycerol ≥95% (as a 9:1 mixture of the 2-AG and 1-AG) | 53847-30-6 | 1mg | $37 | 2024-03-01 | Buy |
| Cayman Chemical | 62160 | 2-Arachidonoyl Glycerol ≥95% (as a 9:1 mixture of the 2-AG and 1-AG) | 53847-30-6 | 5mg | $135 | 2024-03-01 | Buy |
| Cayman Chemical | 62160 | 2-Arachidonoyl Glycerol ≥95% (as a 9:1 mixture of the 2-AG and 1-AG) | 53847-30-6 | 10mg | $198 | 2024-03-01 | Buy |
| Cayman Chemical | 62160 | 2-Arachidonoyl Glycerol ≥95% (as a 9:1 mixture of the 2-AG and 1-AG) | 53847-30-6 | 25mg | $360 | 2024-03-01 | Buy |
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.
Biochem/physiol Actions
Endogenous cannabinoid receptor agonist.
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.
storage
Store at -80°C
2-AG Preparation Products And Raw materials
Raw materials
Preparation Products
2-AG Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| InvivoChem | +1-708-310-1919 +1-13798911105 | sales@invivochem.cn | United States | 6393 | 58 |
| Hangzhou MolCore BioPharmatech Co.,Ltd. | +86-057181025280; +8617767106207 | sales@molcore.com | China | 49739 | 58 |
| GIHI CHEMICALS CO.,LIMITED | +8618058761490 | info@gihichemicals.com | China | 49999 | 58 |
| Shanghai Acmec Biochemical Technology Co., Ltd. | +undefined18621343501 | product@acmec-e.com | China | 33349 | 58 |
| Mainchem Co., Ltd. | +86-0592-6210733 | sale@mainchem.com | China | 32360 | 55 |
| J & K SCIENTIFIC LTD. | 010-82848833 400-666-7788 | jkinfo@jkchemical.com | China | 96815 | 76 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 821-50328103-801 18930552037 | 3bsc@sina.com | China | 15848 | 69 |
| Ascent Scientific | 4401179829988 | customerservice@ascentscientific.co.uk | United Kingdom | 279 | 60 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32344 | 50 |
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