O-1602

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Cat.No. 2797 - O-1602 | C17H22O2 | CAS No. 317321-41-8
Description: Potent GPR55 receptor agonist
Chemical Name: 5-Methyl-4-[(1R,6R)-3-methyl-6-(1-cyclohexen-1-yl]-1,3-benzenediol
Purity: ≥98% (HPLC)
Datasheet
Citations (5)
Literature

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.

Technical Data

M. Wt 258.36
Formula C17H22O2
Storage Store at -20°C
Purity ≥98% (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.

All Tocris products are intended for laboratory research use only.

Solubility Data

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

Preparing Stock Solutions

The following data is based on the product molecular weight 258.36. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.87 mL 19.35 mL 38.71 mL
5 mM 0.77 mL 3.87 mL 7.74 mL
10 mM 0.39 mL 1.94 mL 3.87 mL
50 mM 0.08 mL 0.39 mL 0.77 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

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


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

5 Citations for O-1602

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

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

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

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


Do you know of a great paper that uses O-1602 from Tocris? If so please let us know.

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