H4-CBD

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H4-CBD
Names
IUPAC name
2-(2-Isopropyl-5-methylcyclohexyl)-5-pentylbenzene-1,3-diol
Other names
  • Hydrogenated CBD
  • HCBD
  • Tetrahydrocannabidiol
  • Cyclohexyl-CBD
Identifiers
3D model (
JSmol
)
ChemSpider
  • InChI=1S/C21H34O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h12-15,17-18,22-23H,5-11H2,1-4H3
    Key: LXIXAVCVBZBXIY-UHFFFAOYSA-N
  • Oc1c(c(O)cc(c1)CCCCC)C2\CC(/CCC2\C(C)C)C
Properties
C21H34O2
Molar mass 318.501 g·mol−1
Related compounds
Related compounds
H2-CBD
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

H4CBD (hydrogenated CBD, tetrahydrocannabidiol) is a

H2-CBD and 8,9-dihydrocannabidiol have also been referred to as "hydrogenated CBD", which may cause confusion.

Pharmacology

In 2006, it was discovered that H4CBD has a binding affinity of 145 nM at the

CB1 receptor and potential anti-inflammatory effects independent of its cannabinoid receptor action.[2] In contrast, CBD has been found to bind to the CB1 receptor as an inverse agonist/antagonist with a Ki ranging from 3.3 to 4.8 mM.[3]

Elucidation

In 2023 H4CBD epimers were elucidated using

COSY NMR spectroscopic techniques, while the inclusion of LC-MS and SCFC were used to isolate individual diasteromers.[4]

See also

References

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