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2-AG

2-AG Struktur
53847-30-6
CAS-Nr.
53847-30-6
Englisch Name:
2-AG
Synonyma:
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
Summenformel:
C23H38O4
Molgewicht:
378.55
MOL-Datei:
53847-30-6.mol

2-AG Eigenschaften

Siedepunkt:
508.6±50.0 °C(Predicted)
Dichte
0.992±0.06 g/cm3(Predicted)
Flammpunkt:
2 °C
storage temp. 
-20°C
L?slichkeit
DMSO: 10 mg/ml; Ethanol: Miscible; PBS (pH 7.2): ~150 μg/ml
Aggregatzustand
acetonitrile solution
pka
13.54±0.10(Predicted)
Farbe
Colorless to light yellow
CAS Datenbank
53847-30-6(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher F,Xn
R-S?tze: 11-20/21/22-36
S-S?tze: 26-36/37-16
RIDADR  UN 1648 3/PG 2
WGK Germany  2
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H225 Flüssigkeit und Dampf leicht entzündbar. Entzündbare Flüssigkeiten Kategorie 2 Achtung GHS hazard pictogramssrc="/GHS02.jpg" width="20" height="20" /> P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
Sicherheit
P210 Von Hitze, hei?en Oberfl?chen, Funken, offenen Flammen und anderen Zündquellenarten fernhalten. Nicht rauchen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P303+P361+P353 BEI BERüHRUNG MIT DER HAUT (oder dem Haar): Alle kontaminierten Kleidungsstücke sofort ausziehen. Haut mit Wasser abwaschen oder duschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen.

2-AG Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R11:Leichtentzündlich.
R20/21/22:Gesundheitssch?dlich beim Einatmen,Verschlucken und Berührung mit der Haut.
R36:Reizt die Augen.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.

Verwenden

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.

Allgemeine Beschreibung

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.

Biologische Aktivit?t

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.

Enzyminhibitor

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 Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


2-AG Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 67)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000
marketing@targetmol.com United States 32161 58
InvivoChem
+1-708-310-1919 +1-13798911105
sales@invivochem.cn United States 6391 58
Hangzhou MolCore BioPharmatech Co.,Ltd.
+86-057181025280; +8617767106207
sales@molcore.com China 49734 58
TargetMol Chemicals Inc.

support@targetmol.com United States 38631 58
GIHI CHEMICALS CO.,LIMITED
+8618058761490
info@gihichemicals.com China 49978 58
Shanghai Acmec Biochemical Technology Co., Ltd.
+undefined18621343501
product@acmec-e.com China 33338 58
SHANGHAI KEAN TECHNOLOGY CO., LTD.
+8613817748580
cooperation@kean-chem.com China 40066 58
Mainchem Co., Ltd. +86-0592-6210733
sale@mainchem.com China 32343 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 15839 69

  • 5Z,8Z,11Z,14Z-EICOSATETRAENOIC ACID, 2-GLYCERYL ESTER
  • (5Z,8Z,11Z,14Z)-5,8,11,14-EICOSATETRAENOIC ACID, 2-HYDROXY-1-(HYDROXYMETHYL)ETHYL ESTER
  • 2-AG
  • NOLADIN
  • (5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenoicacid
  • 2-Hydroxy-1-(hydroxymethyl)ethylester
  • 1,3-dihydroxypropan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
  • 2-Ara-gl
  • 5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester, (5Z,8Z,11Z,14Z)-
  • 5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester, (all-Z)-
  • 2-Arachidonyl Glycerol (90%)
  • (all-Z)-5,8,11,14-Eicosatetraenoic Acid 2-Hydroxy-1-(hydroxyMethyl)ethyl Ester
  • 2-Monoarachidonoylglycerol
  • 2-Arachidonyl glycerol solution in acetonitrile
  • 2-Arachidonylglycerol (acetonitrile solution)
  • 2-Arachidonyl Glycerol (~70%)
  • (5Z,8Z,11Z,14Z)-1,3-Dihydroxypropan-2-yl icosa-5,8,11,14-tetraenoate
  • 2-ARACHIDONYLGLYCEROL
  • 2-ARACHIDONOYLGLYCEROL
  • Inhibitor,2 Arachidonoylglycerol,2-Arachidonoylglycerol,2Arachidonoylglycerol,Endogenous Metabolite,inhibit,Cannabinoid Receptor
  • 2-Monoarachidonin
  • 53847-30-6
  • Cannabinoid
  • Fatty Acid Derivatives & Lipids
  • Glycerols
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Cannabinoid receptor
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