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O,O-Dimethyl-cannabigerol

Cat No.:V41076 Purity: ≥98%
O,O-Dimethyl-cannabigerol is a natural substance found in cannabis.
O,O-Dimethyl-cannabigerol
O,O-Dimethyl-cannabigerol Chemical Structure CAS No.: 29106-16-9
Product category: Bacterial
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
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Product Description
O,O-Dimethyl-cannabigerol is a natural substance found in cannabis. O,O-Dimethyl-cannabigerol has anti-bacterial effect against drug-resistant strains of Staphylococcus aureus (MIC range 1-2 μg/mL). O,O-Dimethyl-cannabigerol is a non-psychoactive substance.
O,O-Dimethyl-cannabigerol is a natural product derived from Cannabis sativa. It is the dimethyl ether derivative of cannabigerol (CBG), a non-psychoactive phytocannabinoid. This compound is characterized by its antibacterial properties, particularly against drug-resistant bacterial strains, and serves as an analytical reference standard for cannabinoid research.
Biological Activity I Assay Protocols (From Reference)
Targets
Bacterial pathogens (specific target not fully elucidated; likely bacterial cell wall/membrane).
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].
O,O-Dimethyl-cannabigerol demonstrates significant antibacterial activity against drug-resistant strains of Staphylococcus aureus. The minimum inhibitory concentration (MIC) ranges from 1 to 2 microg/mL, indicating potent antimicrobial efficacy. As a non-psychoactive cannabinoid derivative, it does not interact significantly with CB1 or CB2 receptors, distinguishing it from psychoactive cannabinoids like THC.
ln Vivo
No specific in vivo data found; please refer to general properties of cannabinoid-based antibacterials: These compounds may show efficacy in mouse models of bacterial infection, with typical intraperitoneal (IP) administration at doses ranging from 5 to 20 mg/kg, demonstrating bacterial load reduction in infected tissues and improved survival rates.
Enzyme Assay
Assay: Antimicrobial susceptibility testing. Protocol: Standard broth microdilution method according to CLSI guidelines. Two-fold serial dilutions of O,O-Dimethyl-cannabigerol are prepared in 96-well plates. Bacterial suspensions (e.g., S. aureus, 5×10⁵ CFU/mL) are added and incubated at 37degC for 18-24 hours. The MIC is determined as the lowest concentration with no visible bacterial growth.
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)
Cells: Drug-resistant Staphylococcus aureus strains. Protocol: A standardized inoculum of the test organism is prepared and added to wells containing serial dilutions of the test compound. Plates are incubated at 37degC overnight. The MIC is read as the lowest concentration that inhibits visible growth. For confirmation, aliquots from clear wells are plated on drug-free agar to determine MBC.
Animal Protocol
No specific in vivo protocol found; please refer to general bacterial infection model protocols: Mice are infected intraperitoneally with a lethal dose of S. aureus (~10⁸ CFU/mouse). One hour post-infection, the test compound is administered via intraperitoneal (IP) injection at 5-20 mg/kg. Survival is monitored for 7-10 days, or bacterial loads in blood and organs are quantified at 24 hours post-infection.
ADME/Pharmacokinetics
No specific data found; please refer to general cannabinoid properties: Cannabinoids generally exhibit high lipophilicity (logP >5), extensive plasma protein binding (>95%), and slow tissue distribution. Metabolism occurs primarily via CYP450 enzymes (CYP2C9, CYP3A4), and terminal half-lives typically range from 20-60 hours due to extensive tissue accumulation.
Toxicity/Toxicokinetics
No specific data found; please refer to general cannabinoid properties: At high doses, cannabinoids may cause CNS depression, hypothermia, and catalepsy in animal models. Chronic use may lead to tolerance. O,O-Dimethyl-cannabigerol is non-psychoactive; however, its safety profile specifically against bacterial targets remains to be fully characterized.
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.

Additional Infomation
O,O-Dimethyl-cannabigerol is primarily used as an analytical reference standard for forensic and research applications. It is not approved for therapeutic use. The compound is also known as Cannabigerol dimethyl ether (CBG-DME) and serves as a non-psychoactive tool for studying structure-activity relationships within the cannabinoid class.
These protocols are for reference only. InvivoChem does not independently validate these methods.
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)
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.

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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

*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.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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