Chemistry:Cannabichromenic acid

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Cannabichromenic acid
Cannabichromenic acid.svg
Names
IUPAC name
5-Hydroxy-2-methyl-2-(4-methylpent-3-enyl)-7-pentylchromene-6-carboxylic acid
Other names
  • CBCA
  • (+)-Cannabichromenic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
Properties
C22H30O4
Molar mass 358.478 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Cannabichromenic acid (CBCA) is minor cannabinoid and precursor of cannabichromene.[2]

Biosynthesis

Geranyl pyrophosphate and olivetolic acid combine to produce cannabigerolic acid (CBGA; the sole intermediate for all other phytocannabinoids). The enzyme CBCA synthase can cyclize either cannabigerolic acid or cannabinerolic acid (the Z isomer of CBGA) to form CBCA.[3]

See also

References

  1. "KNApSAcK Metabolite Information - C00053033". http://www.knapsackfamily.com/knapsack_core/information.php?sname=C_ID&word=C00053033. 
  2. "Cannabichromenic acid, a genuine substance of cannabichromene". Chemical & Pharmaceutical Bulletin 16 (6): 1157–8. June 1968. doi:10.1248/cpb.16.1157. PMID 5706836. 
  3. "Purification and characterization of cannabichromenic acid synthase from Cannabis sativa". Phytochemistry 49 (6): 1525–9. November 1998. doi:10.1016/s0031-9422(98)00278-7. PMID 9862135.