Chemistry:9-Nor-9β-hydroxyhexahydrocannabinol

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Short description: Chemical compound
9-Nor-9β-hydroxyhexahydrocannabinol
11-Nor-9β-hydroxyhexahydrocannabinol Structure.svg
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC20H30O3
Molar mass318.457 g·mol−1
3D model (JSmol)

9-Nor-9β-hydroxyhexahydrocannabinol (9-Nor-9beta-HHC, sometimes incorrectly confused with 11-nor-9β-hydroxyhexahydrocannabinol)[1],is a cannabinoid first discovered from early modifications to the structure of THC, in a search for the simplest compound that could still fulfill the binding requirements to produce cannabis-like activity.[2][3]

11-Hydroxyhexahydrocannabinol is the structurally related methylene homologue of 11-Nor-9β-hydroxyhexahydrocannabinol that has been found as a minor active metabolite of tetrahydrocannabinol, and also a metabolite of the trace cannabinoid hexahydrocannabinol.[4]

See also

References

  1. "9-Hydroxy-9-norhexahydrocannabinol". https://pubchem.ncbi.nlm.nih.gov/compound/6452587. 
  2. Potent Analgetics Derived From 9-Nor-9β-Hydroxyhexahydrocannabinol. NIDA Research Monograph. 34. 1980. pp. 68−74. https://books.google.com/books?id=bPlrAAAAMAAJ&pg=PA68. 
  3. "Relationships of Tricyclic and Nonclassical Bicyclic Cannabinoids". Structure-activity Relationships of the Cannabinoids. NIDA Research Monograph. 79. 1987. pp. 31–47. https://books.google.com/books?id=ux0JfEz6ZmgC&pg=PA31. 
  4. "Cannabimimetic activity (delta 1-THC cue) of cannabidiol monomethyl ether and two stereoisomeric hexahydrocannabinols in rats and pigeons". Pharmacology, Biochemistry, and Behavior 25 (2): 393–9. August 1986. doi:10.1016/0091-3057(86)90015-8. PMID 3020594.