PeptideDB

O1918 536697-79-7

O1918 536697-79-7

CAS No.: 536697-79-7

O1918 is a selective antagonist of non-CB1 receptors and GPR18.
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O1918 is a selective antagonist of non-CB1 receptors and GPR18.

Physicochemical Properties


Molecular Formula C19H26O2
Molecular Weight 286.40854
Exact Mass 286.193
CAS # 536697-79-7
PubChem CID 40469923
Appearance Colorless to light yellow liquid
Density 1.0±0.1 g/cm3
Boiling Point 383.9±42.0 °C at 760 mmHg
Flash Point 134.6±27.4 °C
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.515
LogP 6.08
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 4
Heavy Atom Count 21
Complexity 384
Defined Atom Stereocenter Count 2
SMILES

C=C(C)[C@@H]1CCC(=C[C@H]1C2=C(C=C(C)C=C2OC)OC)C

InChi Key ICHJMVMWPKLUKT-JKSUJKDBSA-N
InChi Code

InChI=1S/C19H26O2/c1-12(2)15-8-7-13(3)9-16(15)19-17(20-5)10-14(4)11-18(19)21-6/h9-11,15-16H,1,7-8H2,2-6H3/t15-,16+/m0/s1
Chemical Name

1,3-dimethoxy-5-methyl-2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]benzene
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


Targets non-CB1 vascular cannabinoid receptor[1], GPR18[2].
ln Vivo Following injection of O1918 (3 µmol/kg), there are observed reductions in HR, blood pressure, MBF, and RBF by around 20 beats/min, 5-10 mmHg, 0.7, and 0.2 mL/min, respectively. The anandamide-stimulated reductions in MBP, SBP, and DBP are inhibited by O1918 by55,38, and 42%, respectively. In a similar vein, this antagonist tends to lessen the drop in MBP by 28% and decreases the methanandamide-stimulated fall in SBP and DBP by 44% and 32%, respectively. O1918 also lessens the decline in MBF and RBF brought on by methanandamide by 49% and 67%, respectively, and anandamide by 67%. While O1918 lowers SBP, DBP, and MBP by approximately 15 mmHg and reduces HR by approximately 15 beats per minute, cannabidiol has no effect on basal cardiovascular measures. Anandamide (3 µmol/kg) only increases MBF and RBF in pited rats. Cannabidiol reduces the anandamide-induced long-lasting drop in MBP, SBP, and DBP by 40–46%, and O-1918 reduces it by 55, 64, and 35, respectively[1].
References

[1]. A cannabinoid receptor, sensitive to O-1918, is involved in the delayed hypotension induced by anandamide in anaesthetized rats. Br J Pharmacol. 2010 Jun; 160(3): 574–584.

[2]. Abnormal cannabidiol confers cardioprotection in diabetic rats independent of glycemic control. Eur J Pharmacol. 2018 Feb 5;820:256-264.

Additional Infomation 1,3-dimethoxy-5-methyl-2-[(1R,6R)-3-methyl-6-(1-methylethenyl)-1-cyclohex-2-enyl]benzene is a monoterpenoid.

Solubility Data


Solubility (In Vitro) May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo) Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300:Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)

Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders

Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.4915 mL 17.4575 mL 34.9150 mL
5 mM 0.6983 mL 3.4915 mL 6.9830 mL
10 mM 0.3491 mL 1.7457 mL 3.4915 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.