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O-1602 (Synonyms: Abn-CBDO, Abnormal Cannabidiorcin, Abnormal Cannabidiorcinol, Abnormal Cannabiorcodiol)

Katalog-Nr.GC13513

GPR55 cannabinoid receptor agonist

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O-1602 Chemische Struktur

Cas No.: 317321-41-8

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Sample solution is provided at 25 µL, 10mM.

Description of O-1602

O-1602 is an agonist of GPR55 (EC50 = 13 nM in a GTPγS binding assay) and a derivative of the GPR55 agonist abnormal cannabidiol.[1] It is selective for GPR55 over cannabinoid (CB) receptor 1 (CB1) and CB2 (EC50s = >30 µM for both in GTPγS binding assays). O-1602 (50 µM) reduces growth of Mz-ChA-1, HuCCT-1, CC-LP-1, and SG231 cholangiocarcinoma cells and reduces tumor growth in a Mz-ChA-1 mouse xenograft model when administered at a dose of 10 mg/kg per day.[2] O-1602 increases calcium mobilization and lipogenesis in 3T3-L1 adipocytes in a concentration-dependent manner and increases food intake and fat mass in rats; however, this effect was also observed in mice lacking GPR55.[3] O-1602 reduces movement-induced firing of nociceptive C fibers in a rat model of inflammatory joint pain.[4] It also decreases IL-6 and TNF-α levels and myeloperoxidase activities in the plasma, lungs, and pancreas in a mouse model of acute pancreatitis.[5]

Reference:
[1]. Ryberg, E., Larsson, N., Sjögren, S., et al. The orphan receptor GPR55 is a novel cannabinoid receptor. Br. J. Pharmacol. 152(7), 1092-1101 (2007).
[2]. Huang, L., Ramirez, J.C., Frampton, G.A., et al. Anandamide exerts its antiproliferative actions on cholangiocarcinoma by activation of the GPR55 receptor. Lab Invest. 91(7), 1007-1017 (2011).
[3]. Díaz-Arteaga, A., Vázquez, M.J., Vazquez-Martínez, R., et al. The atypical cannabinoid O-1602 stimulates food intake and adiposity in rats. Diabetes Obes. Metab. 14(3), 234-243 (2012).
[4]. Schuelert, N., and Mcdougall, J.J. The abnormal cannabidiol analogue O-1602 reduces nociception in a rat model of acute arthritis via the putative cannabinoid receptor GPR55. Nuerosci. Lett. 500(1), 72-76 (2011).
[5]. Li, K., Feng, J.-Y., Li, Y.-Y., et al. Anti-inflammatory role of cannabidiol and O-1602 in cerulein-induced acute pancreatitis in mice. Pancreas 42(1), 123-129 (2013).

Chemical Properties of O-1602

Cas No. 317321-41-8 SDF
Überlieferungen Abn-CBDO, Abnormal Cannabidiorcin, Abnormal Cannabidiorcinol, Abnormal Cannabiorcodiol
Chemical Name (1'R,2'R)-5',6-dimethyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydro-[1,1'-biphenyl]-2,4-diol
Canonical SMILES OC1=C(C(C)=CC(O)=C1)[C@H]2[C@H](C(C)=C)CCC(C)=C2
Formula C17H22O2 M.Wt 258.36
Löslichkeit DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml,Ethanol:PBS (pH 7.2)(1:1): 5 mg/ml Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of O-1602

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1 mg 5 mg 10 mg
1 mM 3.8706 mL 19.3528 mL 38.7057 mL
5 mM 0.7741 mL 3.8706 mL 7.7411 mL
10 mM 0.3871 mL 1.9353 mL 3.8706 mL
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