O-1602

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Cat.No. 2797 - O-1602 | C17H22O2 | CAS No. 317321-41-8
Description: Potent GPR55 agonist
Chemical Name: 5-Methyl-4-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-1,3-benzenediol
Purity: ≥97% (HPLC)
Datasheet
Citations (10)
Reviews (1)
Literature (3)

Biological Activity

Analog of cannabidiol that is a potent agonist at the GPR55 cannabinoid receptor (EC50 values are 13, > 30000 and > 30000 nM for GPR55, CB1 and CB2 receptors respectively). Induces activation of RhoA, cdc42 and rac1. Increases proliferation of neural stem cells NSCs in vitro and in vivo. Also promotes neurogenesis in vivo.

Technical Data

M. Wt 258.36
Formula C17H22O2
Storage Store at -20°C
Purity ≥97% (HPLC)
CAS Number 317321-41-8
PubChem ID 45073499
InChI Key KDZOUSULXZNDJH-LSDHHAIUSA-N
Smiles C=[C@](C)[C@@H]1CCC(C)=C[C@H]1[C@]2=C(O)C=C(O)C=C2C

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solubility Soluble in methyl acetate (supplied pre-dissolved -10mg/ml)

Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Ryberg et al (2007) The orphan receptor GPR55 is a novel cannabinoid receptor. Br.J.Pharmacol. 152 1092 PMID: 17876302

Johns et al (2007) The novel endocannabinoid receptor GPR55 is activated by atypical cannabinoids but does not mediate their vasodilator effects. Br.J.Pharmacol. 152 825 PMID: 17704827

Hill et al (2018) Activation of GPR55 increases neural stem cell proliferation and promotes early adult hippocampal neurogenesis. Br.J.Pharmacol. 175 3407 PMID: 29888782


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Keywords: O-1602, O-1602 supplier, Potent, GPR55, receptor, agonists, cannabinoids, Receptors, 0-1602, 2797, Tocris Bioscience

10 Citations for O-1602

Citations are publications that use Tocris products. Selected citations for O-1602 include:

Shi (2017) The novel cannabinoid receptor GPR55 mediates anxiolytic-like effects in the medial orbital cortex of mice with acute stress. Mol Brain 10 38 PMID: 28800762

Williams et al (2014) △(9)-Tetrahydrocannabinol treatment during human monocyte differentiation reduces macrophage susceptibility to HIV-1 infection. Immunol Cell Biol 9 369 PMID: 24562630

Romero-Zerbo et al (2011) A role for the putative cannabinoid receptor GPR55 in the islets of Langerhans. J Endocrinol 211 177 PMID: 21885477

Schicho et al (2011) The atypical cannabinoid O-1602 protects against experimental colitis and inhibits neutrophil recruitment. Inflamm Bowel Dis 17 1651 PMID: 21744421

Ailte et al (2016) Addition of lysophospholipids with large head groups to cells inhibits Shiga toxin binding Scientific Reports 6 30336 PMID: 27458147

Saliba et al (2018) Anti-neuroinflammatory effects of GPR55 antagonists in LPS-activated primary microglial cells. J Neuroinflammation 15 322 PMID: 30453998

Schwartz et al (2018) Up-regulation of heme oxygenase-1 expression and inhibition of disease-associated features by cannabidiol in vascular smooth muscle cells. Oncotarget 9 34595 PMID: 30349652

Hill et al (2018) Activation of GPR55 increases neural stem cell proliferation and promotes early adult hippocampal neurogenesis. Br.J.Pharmacol. 175 3407 PMID: 29888782

Hanlon et al (2016) Modulation of breast cancer cell viability by a cannabinoid receptor 2 agonist, JWH-015, is calcium dependent. Breast Cancer (Dove Med Press) 8 59 PMID: 27186076

Daly et al (2010) Fluorescent ligand binding reveals heterogeneous distribution of adrenoceptors and 'cannabinoid-like' receptors in small arteries. Br J Pharmacol 159 787 PMID: 20136833


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Reviews for O-1602

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O-1602 regulates PGE2 release.
By Anonymous on 09/21/2019
Assay Type: In Vitro
Species: Mouse
Cell Line/Tissue: Hippocampus

O-1602 was used to study impact of GPR-55 on prostaglandin E2 release from hippocampal microglial cells. We found that O-1602 causes a clear, albeit not very mighty effect decreasing PGE2 release; concentrations higher than 50 microM did not display a significant difference from effect generated by 50 microM of O-1602.

When supplier's aliquot is added to work solution, product must be obviously sonicated for proper mixture.

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