Physicochemical Properties
| Molecular Formula | C23H36O2 |
| Molecular Weight | 344.53 |
| Exact Mass | 344.272 |
| CAS # | 29106-16-9 |
| PubChem CID | 44586880 |
| Appearance | Light yellow to yellow liquid（Density：0.927±0.06 g/cm3） |
| LogP | 6.671 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 11 |
| Heavy Atom Count | 25 |
| Complexity | 392 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | CCCCCC1=CC(OC)=C(C/C=C(\CC/C=C(\C)/C)/C)C(OC)=C1 |
| InChi Key | GDBWRAFIFHBEOL-XMHGGMMESA-N |
| InChi Code | InChI=1S/C23H36O2/c1-7-8-9-13-20-16-22(24-5)21(23(17-20)25-6)15-14-19(4)12-10-11-18(2)3/h11,14,16-17H,7-10,12-13,15H2,1-6H3/b19-14+ |
| Chemical Name | 2-[(2E)-3,7-dimethylocta-2,6-dienyl]-1,3-dimethoxy-5-pentylbenzene |
| 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
| ln Vitro | Compound 1, O,O-Dimethyl-cannabigerol, inhibits the development of KB cells with IC50 values of 69.4 μM (SRB assay) and 44.55 μM (MTT assay)[2]. When administered to NIH 3T3 fibroblasts, O,O-Dimethyl-cannabigerol (0-100 μM) over 48 hours causes cell cytotoxicity, with CD50s of 60.46 μM (MTT assay) and 82.98 μM (SRB assay)[2]. O,O-Dimethyl-cannabigerol has an IC50 of 31.3 μM and exhibits antitumor efficaciousness against mouse skin melanoma cells[2]. |
| Cell Assay |
Cell Cytotoxicity Assay[2] Cell Types: NIH 3T3 fibroblasts Tested Concentrations: 0, 1, 25, 50, 100 μM Incubation Duration: 48 hrs (hours) Experimental Results: Induced cell cytotoxic with CD50s of 60.46 μM (MTT assay) and 82.98 μM (SRB assay) |
| References |
[1]. Antibacterial cannabinoids from Cannabis sativa: a structure-activity study. J Nat Prod. 2008;71(8):1427-1430. [2]. Synthesis and cytotoxic effects of deoxy-tomentellin. Arch Pharm Res. 2000;23(2):121-127. [3]. O-Methyl Phytocannabinoids: Semi-synthesis, Analysis in Cannabis Flowerheads, and Biological Activity. Planta Med. 2019;85(11-12):981-986. |
Solubility Data
| Solubility (In Vitro) |
DMSO : 55 mg/mL (159.64 mM) H2O : < 0.1 mg/mL |
| Solubility (In Vivo) |
Solubility in Formulation 1: 2.75 mg/mL (7.98 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 27.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: 2.75 mg/mL (7.98 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 27.5 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. 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. Solubility in Formulation 3: ≥ 2.75 mg/mL (7.98 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 27.5 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.9025 mL | 14.5125 mL | 29.0250 mL | |
| 5 mM | 0.5805 mL | 2.9025 mL | 5.8050 mL | |
| 10 mM | 0.2903 mL | 1.4513 mL | 2.9025 mL |