ChemicalBook > CAS DataBase List > 2-AG

2-AG

2-AG Structure
2-AG
  • CAS No.53847-30-6
  • Chemical Name:2-AG
  • CBNumber:CB5280603
  • Molecular Formula:C23H38O4
  • Formula Weight:378.55
  • MOL File:53847-30-6.mol
2-AG Property
  • 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
  • pka 13.54±0.10(Predicted)
  • form acetonitrile solution
  • color Colorless to light yellow
  • CAS DataBase Reference 53847-30-6(CAS DataBase Reference)
  • EWG's Food Scores 1
  • FDA UNII 8D239QDW64
  • UNSPSC Code 12352211
  • NACRES NA.77
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordDanger
  • Hazard statements H225-H302+H312+H332-H319
  • Precautionary statements P210-P280-P301+P312-P303+P361+P353-P304+P340+P312-P305+P351+P338
2-AG Price More Price(1)
  • Brand: Sigma-Aldrich(India)
  • Product number: A8973
  • Product name : 2-Arachidonyl glycerol
  • Purity: ~10?mg/mL, ≥98% (HPLC)
  • Packaging: 5MG
  • Price: ₹29738.8
  • Updated: 2022/06/14
  • Buy: Buy

2-AG Chemical Properties,Usage,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
Global(75)Suppliers
  • Supplier：
    TargetMol Chemicals Inc.
  • Tel：+1-781-999-5354<br/>+1-00000000000
  • Email：marketing@targetmol.com
  • Country：United States
  • ProdList：32159
  • Advantage：58
  • Supplier：
    InvivoChem
  • Tel：+1-708-310-1919<br/>+1-13798911105
  • Email：sales@invivochem.cn
  • Country：United States
  • ProdList：6391
  • Advantage：58
  • Supplier：
    TargetMol Chemicals Inc.
  • Tel：
  • Email：support@targetmol.com
  • Country：United States
  • ProdList：38630
  • Advantage：58
  • Supplier：
    GIHI CHEMICALS CO.,LIMITED
  • Tel： +8618058761490
  • Email：info@gihichemicals.com
  • Country：China
  • ProdList：49984
  • Advantage：58
  • Supplier： Mainchem Co., Ltd.
  • Tel：+86-0592-6210733
  • Email：sale@mainchem.com
  • Country：China
  • ProdList：32343
  • Advantage：55
  • Supplier： J & K SCIENTIFIC LTD.
  • Tel： 18210857532
  • Email：jkinfo@jkchemical.com
  • Country：China
  • ProdList：96815
  • Advantage：76
  • Supplier：
  • Tel：821-50328103-801<br/>18930552037
  • Email：3bsc@sina.com
  • Country：China
  • ProdList：15839
  • Advantage：69
2-AG Spectrum
53847-30-6, 2-AGRelated Search:
  • Cannabinoid receptor
  • Pharmaceuticals
  • Intermediates & Fine Chemicals
  • Glycerols
  • Fatty Acid Derivatives & Lipids
  • Cannabinoid
  • 抑制剂
  • 2-花生酰基甘油乙腈
  • 2-花生四烯酸甘油酯
  • 化合物 T14011
  • 2-花生四烯基甘油
  • 2-花生酰基甘油乙腈溶液
  • 2-花生酰基甘油
  • 53847-30-6
  • 2-Monoarachidonin
  • Inhibitor,2 Arachidonoylglycerol,2-Arachidonoylglycerol,2Arachidonoylglycerol,Endogenous Metabolite,inhibit,Cannabinoid Receptor
  • 2-ARACHIDONOYLGLYCEROL
  • 2-ARACHIDONYLGLYCEROL
  • (5Z,8Z,11Z,14Z)-1,3-Dihydroxypropan-2-yl icosa-5,8,11,14-tetraenoate
  • 2-Arachidonyl Glycerol (~70%)
  • 2-Arachidonylglycerol (acetonitrile solution)
  • 2-Arachidonyl glycerol solution in acetonitrile
  • 2-Monoarachidonoylglycerol
  • (all-Z)-5,8,11,14-Eicosatetraenoic Acid 2-Hydroxy-1-(hydroxyMethyl)ethyl Ester
  • 2-Arachidonyl Glycerol (90%)
  • 5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester, (all-Z)-
  • 5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester, (5Z,8Z,11Z,14Z)-
  • 2-Ara-gl
  • 1,3-dihydroxypropan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
  • 2-Hydroxy-1-(hydroxymethyl)ethylester
  • (5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenoicacid
  • NOLADIN
  • 2-AG
  • (5Z,8Z,11Z,14Z)-5,8,11,14-EICOSATETRAENOIC ACID, 2-HYDROXY-1-(HYDROXYMETHYL)ETHYL ESTER
  • 5Z,8Z,11Z,14Z-EICOSATETRAENOIC ACID, 2-GLYCERYL ESTER

Home

My