2-AG
- Product Name
- 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
- 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)
Safety
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H225Highly Flammable liquid and vapour
H319Causes serious eye irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- A8973
- Product name
- 2-Arachidonyl glycerol
- Purity
- ~10 mg/mL, ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $398
- Updated
- 2024/03/01
- Product number
- 62160
- Product name
- 2-Arachidonoyl Glycerol
- Purity
- ≥95% (as a 9:1 mixture of the 2-AG and 1-AG)
- Packaging
- 1mg
- Price
- $37
- Updated
- 2024/03/01
- Product number
- 62160
- Product name
- 2-Arachidonoyl Glycerol
- Purity
- ≥95% (as a 9:1 mixture of the 2-AG and 1-AG)
- Packaging
- 5mg
- Price
- $135
- Updated
- 2024/03/01
- Product number
- 62160
- Product name
- 2-Arachidonoyl Glycerol
- Purity
- ≥95% (as a 9:1 mixture of the 2-AG and 1-AG)
- Packaging
- 10mg
- Price
- $198
- Updated
- 2024/03/01
- Product number
- 62160
- Product name
- 2-Arachidonoyl Glycerol
- Purity
- ≥95% (as a 9:1 mixture of the 2-AG and 1-AG)
- Packaging
- 25mg
- Price
- $360
- Updated
- 2024/03/01
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
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