Cannabidiphorol, the
heptyl-homologue of
cannabidiol
Cannabidiol (CBD) is a phytocannabinoid, one of 113 identified cannabinoids in ''Cannabis'', along with tetrahydrocannabinol (THC), and accounts for up to 40% of the plant's extract. Medically, it is an anticonvulsant used to treat multiple f ...
was identified as a natural
phytocannabinoid
Cannabinoids () are several structural classes of compounds found primarily in the ''Cannabis'' plant or as synthetic compounds. The most notable cannabinoid is the phytocannabinoid tetrahydrocannabinol (THC) (delta-9-THC), the primary psychoac ...
and named cannabidiphorol (CBDP) in 2019. It had previously been reported as a synthetic compound, but was not identified as a natural product prior to 2019. Recently, CBDP has been gained popularity due to it being synthesized and available on a commercial level.
Pharmacology
Pharmacodynamics
CBDP shows weak antagonism at both
cannabinoid
Cannabinoids () are several structural classes of compounds found primarily in the ''Cannabis'' plant or as synthetic compounds. The most notable cannabinoid is the phytocannabinoid tetrahydrocannabinol (THC) (delta-9-THC), the primary psychoact ...
receptors (
CB1 and
CB2), similar to cannabidiol (CBD). CBD, however, exhibits stronger antagonism at CB2, reaching a 33% maximum response of
SR144528 versus CBDP's 23%.
Both cannabinoids act as weak agonists at the
serotonin
Serotonin (), also known as 5-hydroxytryptamine (5-HT), is a monoamine neurotransmitter with a wide range of functions in both the central nervous system (CNS) and also peripheral tissues. It is involved in mood, cognition, reward, learning, ...
5-HT1A receptor
The serotonin 1A receptor (or 5-HT1A receptor) is a subtype of serotonin receptors, or 5-HT receptors, that binds serotonin, also known as 5-HT, a neurotransmitter. 5-HT1A is expressed in the brain, spleen, and neonatal kidney. It is a G protein ...
, contributing to potential anxiolytic effects.
Unlike CBD, CBDP shows no sign of
dopamine D2 receptor
Dopamine receptor D2, also known as D2R, is a protein that, in humans, is encoded by the ''DRD2'' gene. After work from Paul Greengard's lab had suggested that dopamine receptors were the site of action of antipsychotic drugs, several groups, ...
agonism.
Unexpectedly, CBDP acts as a positive allosteric modulator (PAM) at the
MOR, enhancing
met-enkephalin
Met-enkephalin, also known as metenkefalin ( INN), sometimes referred to as opioid growth factor (OGF), is a naturally occurring, endogenous opioid peptide that has opioid effects of a relatively short duration. It is one of the two forms of enkep ...
signaling by 37%, potentially affecting pain perception.
References
See also
*
CBD-DMH
Cannabidiol-dimethylheptyl (CBD-DMH or DMH-CBD) is a synthetic homologue of cannabidiol where the pentyl chain has been replaced by a dimethylheptyl chain. Several isomers of this compound are known. The most commonly used isomer in research is (� ...
*
Tetrahydrocannabiphorol
Tetrahydrocannabiphorol (THCP) is a potent phytocannabinoid, a Cannabinoid receptor type 1, CB1 and Cannabinoid receptor type 2, CB2 agonist, receptor agonist which was known as a synthetic homologue of tetrahydrocannabinol (THC), but for the ...
{{Cannabinoids
Phytocannabinoids
Resorcinols
Cyclohexenes