cannabigerol
1,3-benzenediol, 2-(3,7-dimethyl-2,6-octadienyl)-5-pentyl-, (E)-
Identification
| Name | cannabigerol |
| IUPAC | 2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentylbenzene-1,3-diol |
| CAS Number | 25654-31-3 |
| FDA UNII | J1K406072N |
| Molecular Formula | C21 H32 O2 |
| Molecular Weight | 316.48444000 |
| Nikkaji Number | J19.303H |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 470.40 °C. @ 760.00 mm Hg (est) |
| Flash Point | 405.00 °F. TCC ( 207.20 °C. ) (est) |
| logP (o/w) | 7.470 (est) |
| Soluble in | water, 0.003756 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for cannabigerol usage levels up to | not for fragrance use. |
| Recommendation for cannabigerol flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
1,3-
benzenediol, 2-(3,7-dimethyl-2,6-octadienyl)-5-pentyl-, (E)-
1,3-
benzenediol, 2-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-5-pentyl-
2-[(2E)-3,7-
dimethyl-2,6-octadien-1-yl]-5-pentyl-1,3-benzenediol
2-[(2E)-3,7-
dimethyl-2,6-octadienyl]-5-pentyl-1,3-benzenediol
2-[(2E)-3,7-
dimethylocta-2,6-dienyl]-5-pentylbenzene-1,3-diol
PubMed:
A cannabigerol derivative suppresses immune responses and protects mice from experimental autoimmune encephalomyelitis.
PubMed:
Voltage-gated sodium (NaV) channel blockade by plant cannabinoids does not confer anticonvulsant effects per se.
PubMed:
Enhancing the activity of cannabidiol and other cannabinoids in vitro through modifications to drug combinations and treatment schedules.
PubMed:
Cannabinoid receptor signaling in progenitor/stem cell proliferation and differentiation.
PubMed:
The effect of cannabichromene on adult neural stem/progenitor cells.
PubMed:
Analysis of cannabis seizures in NSW, Australia: cannabis potency and cannabinoid profile.
PubMed:
Epigenetic control of skin differentiation genes by phytocannabinoids.
PubMed:
[Marihuana and cannobinoids as medicaments].
PubMed:
Beneficial effect of the non-psychotropic plant cannabinoid cannabigerol on experimental inflammatory bowel disease.
PubMed:
Analysis of cannabinoids in laser-microdissected trichomes of medicinal Cannabis sativa using LCMS and cryogenic NMR.
PubMed:
Medical use of cannabis. Cannabidiol: a new light for schizophrenia?
PubMed:
Effect of chronic exposure to rimonabant and phytocannabinoids on anxiety-like behavior and saccharin palatability.
PubMed:
A cannabigerol quinone alleviates neuroinflammation in a chronic model of multiple sclerosis.
PubMed:
Cannabinol and cannabidiol exert opposing effects on rat feeding patterns.
PubMed:
Cannabinoid hyperemesis syndrome.
PubMed:
Modulation of L-α-lysophosphatidylinositol/GPR55 mitogen-activated protein kinase (MAPK) signaling by cannabinoids.
PubMed:
Phytocannabinoids as novel therapeutic agents in CNS disorders.
PubMed:
Bioactive prenylogous cannabinoid from fiber hemp (Cannabis sativa).
PubMed:
Molecular analysis of genetic fidelity in Cannabis sativa L. plants grown from synthetic (encapsulated) seeds following in vitro storage.
PubMed:
Plasma and brain pharmacokinetic profile of cannabidiol (CBD), cannabidivarine (CBDV), Îâ¹-tetrahydrocannabivarin (THCV) and cannabigerol (CBG) in rats and mice following oral and intraperitoneal administration and CBD action on obsessive-compulsive behaviour.
PubMed:
Nonpsychotropic cannabinoids, abnormal cannabidiol and canabigerol-dimethyl heptyl, act at novel cannabinoid receptors to reduce intraocular pressure.
PubMed:
Taming THC: potential cannabis synergy and phytocannabinoid-terpenoid entourage effects.
PubMed:
Cannabinoid actions at TRPV channels: effects on TRPV3 and TRPV4 and their potential relevance to gastrointestinal inflammation.
PubMed:
Evaluation of the cyclooxygenase inhibiting effects of six major cannabinoids isolated from Cannabis sativa.
PubMed:
Interaction between non-psychotropic cannabinoids in marihuana: effect of cannabigerol (CBG) on the anti-nausea or anti-emetic effects of cannabidiol (CBD) in rats and shrews.
PubMed:
Effects of cannabinoids and cannabinoid-enriched Cannabis extracts on TRP channels and endocannabinoid metabolic enzymes.
PubMed:
Detection of cannabigerol and its presumptive metabolite in human urine after Cannabis consumption.
PubMed:
Antidepressant-like effect of delta9-tetrahydrocannabinol and other cannabinoids isolated from Cannabis sativa L.
PubMed:
Cannabinoid receptor 1 binding activity and quantitative analysis of Cannabis sativa L. smoke and vapor.
PubMed:
Evidence that the plant cannabinoid cannabigerol is a highly potent alpha2-adrenoceptor agonist and moderately potent 5HT1A receptor antagonist.
PubMed:
Innovative development and validation of an HPLC/DAD method for the qualitative and quantitative determination of major cannabinoids in cannabis plant material.
PubMed:
Cannabis smoke condensate II: influence of tobacco on tetrahydrocannabinol levels.
PubMed:
Antibacterial cannabinoids from Cannabis sativa: a structure-activity study.
PubMed:
Plant-derived cannabinoids modulate the activity of transient receptor potential channels of ankyrin type-1 and melastatin type-8.
PubMed:
Isolation and characterization of new Cannabis constituents from a high potency variety.
PubMed:
Cannabinoids inhibit human keratinocyte proliferation through a non-CB1/CB2 mechanism and have a potential therapeutic value in the treatment of psoriasis.
PubMed:
Antitumor activity of plant cannabinoids with emphasis on the effect of cannabidiol on human breast carcinoma.
PubMed:
Flavonoid glycosides and cannabinoids from the pollen of Cannabis sativa L.
PubMed:
NMR assignments of the major cannabinoids and cannabiflavonoids isolated from flowers of Cannabis sativa.
PubMed:
A chemotaxonomic analysis of cannabinoid variation in Cannabis (Cannabaceae).
PubMed:
The inheritance of chemical phenotype in Cannabis sativa L.
PubMed:
Cannabinoids in clinical practice.
PubMed:
Capillary electrochromatography of cannabinoids.
PubMed:
Synthesis and cytotoxic effects of deoxy-tomentellin.
PubMed:
Boron trifluoride etherate on silica-A modified Lewis acid reagent (VII). Antitumor activity of cannabigerol against human oral epitheloid carcinoma cells.
PubMed:
[Gas chromatographic analysis of cannabinoids on tandem columns].
PubMed:
Comparative in vitro metabolism of the cannabinoids.
PubMed:
In vitro metabolism of cannabigerol in several mammalian species.
PubMed:
A comparison of the ocular and central effects of delta 9-tetrahydrocannabinol and cannabigerol.
PubMed:
The inhibitory effects of cannabinoids, the active constituents of Cannabis sativa L. on human and rabbit platelet aggregation.
PubMed:
Formation of similar species to carbon monoxide during hepatic microsomal metabolism of cannabidiol on the basis of spectral interaction with cytochrome P-450.
PubMed:
Determination and characterization of a cannabinoid receptor in rat brain.
PubMed:
Identification of a new chemotype in Cannabis sativa: cannabigerol-dominant plants, biogenetic and agronomic prospects.
PubMed:
Cannabinoid inhibition of adenylate cyclase: relative activity of constituents and metabolites of marihuana.
PubMed:
Activation of phospholipase A2 by cannabinoids. Lack of correlation with CNS effects.
PubMed:
Intraocular pressure, ocular toxicity and neurotoxicity after administration of cannabinol or cannabigerol.
PubMed:
Allergenic properties of naturally occurring cannabinoids.
PubMed:
Direct antigonadal activity of cannabinoids: suppression of rat granulosa cell functions.
PubMed:
Synthesis and antimicrobial activities of certain cannabichromene and cannabigerol related compounds.
PubMed:
Intraocular pressure following systemic administration of cannabinoids.
PubMed:
On the definition of cannabinoids: botanical? chemical? pharmacological?
PubMed:
High-pressure liquid chromatography of cannabis. Quantitative analysis of acidic and neutral cannabinoids.
PubMed:
Cannabinoids: influence on neurotransmitter uptake in rat brain synaptosomes.
PubMed:
Chemical basis of hashish activity.
PubMed:
Cannabigerol monomethyl ether, a new component of hemp.
PubMed:
Identification and quantification of cannabinoids in Cannabis sativa L. plants by high performance liquid chromatography-mass spectrometry.
PubMed:
Differences in receptor binding affinity of several phytocannabinoids does not explain their effects on neural cell cultures.
PubMed:
Colon carcinogenesis is inhibited by the TRPM8 antagonist cannabigerol, a Cannabis-derived non-psychotropic cannabinoid.
PubMed:
Neuroprotective Properties of Cannabigerol in Huntington's Disease: Studies in R6/2 Mice and 3-Nitropropionate-lesioned Mice.