Cannabigerolic acid

Source: Wikipedia, the free encyclopedia.
Cannabigerolic acid
Names
Preferred IUPAC name
3-[(2E)-3,7-Dimethylocta-2,6-dien-1-yl]-2,4-dihydroxy-6-pentylbenzoic acid
Identifiers
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
Properties
C22H32O4
Molar mass 360.494 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Biosynthesis of tetrahydrocannabinolic acid (THCA). In the first step, geranyl pyrophosphate and olivetolic acid form cannabigerolic acid, which is then enzymatically rearranged to THCA in the second step.

Cannabigerolic acid (CBGA) is the acidic form of

phytocannabinoid. It derives from an olivetolic acid. It is a conjugate acid of a cannabigerolate.[1]

In the Cannabis plant, olivetolic acid and

geranyl diphosphate are synthesized into CBGA.[2]: 6 [3]: 17  CBGA is converted in the plant by CBCA synthase, CBDA synthase and THCA synthase into CBCA, CBDA and THCA respectively.[2]: 6–7  Afterwards, THCA and CBDA can be decarboxylated into THC and CBD by drying and heating plant material. CBGA has emerging pharmacological properties; for example, it had anticonvulsant effects in a mouse model of Dravet syndrome, a form of epilepsy.[4]

COVID-19

In an analysis by the

phytocannabinoids it was found that CBGA had the 2nd highest 3C-like protease inhibitor activity against COVID-19 out of all the phytocannabinoids tested within that study but not as high as the antiviral drug GC376 (72% CBGA vs 24% CBG vs 100% GC376). [5]

A 2022 pre-clinical study by researchers from the

References

  1. ^ "Cannabigerolic acid". PubChem. United States National Library of Medicine. Retrieved April 7, 2020.
  2. ^ .
  3. .
  4. .
  5. .
  6. .

Further reading

Public Domain This article incorporates public domain material from websites or documents of the National Institutes of Health.