Neha Patil (Editor)

Cannabigerol

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ATC code
  
none

PubChem CID
  
5315659

ChEMBL
  
CHEMBL497318

Molar mass
  
316.48 g/mol

CAS Number
  
25654-31-3

ChemSpider
  
4474921

Formula
  
C21H32O2

Cannabigerol

Cannabinoid profile cbg cannabigerol


Cannabigerol (CBG) is a cannabinoid found in the Cannabis genus of plants. Cannabigerol is found in higher concentrations in hemp rather than in varieties of Cannabis cultivated for high tetrahydrocannabinol (THC) content and their corresponding psychoactive properties. By the time most strains of cannabis are cultivated, they will have trace amounts of CBG, somewhere below 1%.

Contents

Cannabigerol has been found to act as a high affinity α2-adrenergic receptor agonist, moderate affinity 5-HT1A receptor antagonist, and low affinity CB1 receptor antagonist. It also binds to the CB2 receptor, but whether it acts as an agonist or antagonist at this site is not fully understood.

Cbg cannabigerol international highlife


Chemistry

It has two E/Z isomers.

Uses

Cannabigerol has been shown to relieve intraocular pressure, which may be of benefit in the treatment of glaucoma. It has been shown to improve a model of inflammatory bowel disease induced experimentally in mice. CBG can also inhibit the uptake of GABA in the brain, which can decrease anxiety and muscle tension.

CBG is not scheduled by Convention on Psychotropic Substances.

United States

CBG is not scheduled at the federal level in the United States.

Biosynthesis

The biosynthesis of CBG begins loading a hexanoyl CoA onto a ketide synthetase assembly protein and subsequent condensation with three malonyl CoA molecules. This polyketide is cyclized to olivetolic acid via an olivetolic cyclase, and then prenylated with a 10 carbon isoprenoid using Geranyldiphosphate (GPP) and an aromatic prenyltransferase protein to biosynthesize a precursor to CBG, cannabichomenic acid (CBCA). CBCA is also a precursor to many cannabinoid compounds, including tetrahydrocannabinolic acid, or THCA. Finally, CBCA is cyclized into cannabigerolic acid (CBGA) using a cannabichromenic acid synthetase, and decarboxylation yields cannabigerol.

References

Cannabigerol Wikipedia