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Cannabinor

Selective synthetic CB2 agonist, studied in rats, with no documented authorised use.

Level of detail

C₂₈H₃₈O₆

Harm-reduction warning

No characterised human dose: animal / in vitro data only. Effect profile, safety margin and acute toxicity are not documented in human clinical practice. Extremely potent compound: severe effects, seizures and deaths reported in the literature.

Data sheet

Names

IUPAC name
(E)-4-[2-[(1S,2S,5S)-6,6-dimethyl-4-oxo-2-bicyclo[3.1.1]heptanyl]-3-hydroxy-5-(2-methyloctan-2-yl)phenoxy]-4-oxobut-2-enoic acid
Other names
PRS-211375 · Cannabinor (PRS-211375) · EBC-332082 · DB05048

Identifiers

Formula
C₂₈H₃₈O₆
Molar mass
470.60 g/mol
CAS
573981-31-4
InChIKey
GSTZHANFXAKPSE-MXTREEOPSA-N

Class

Family
ECS modulator (research)

Legal status

Status
Unscheduled
See the legal framework

Updated on

Receptors and activity

  1. CB2AgonistKi 9,0 nM (Han et coll., 2013)86 out of 100
Bar length shows the relative strength of the interaction, as an indication.

Subjective signature

Calm
5 out of 100
Relaxation of body and mind; reduced mental noise without marked drowsiness.
Clarity
2 out of 100
Sustained attention and clear thinking; functional lucidity, not euphoria.
High
2 out of 100
Euphoria and sensory intensity; altered perception of time and space.
Appetite
2 out of 100
Stimulation of hunger and of taste appreciation (the “munchies” effect).
Sleep
3 out of 100
Sedative effect: aids sleep onset and the continuity of deep sleep.
Editorial estimate, not clinical.

Pharmacology

Cannabinor, also designated PRS-211375, is a synthetic agonist selective for the cannabinoid CB2 receptor, present notably in the urothelium and sensory nerves of the bladder according to the 2010 study. The inhibition constants recorded are 9.0 nM at CB2 and 334 nM at CB1 (Han et al., 2013). A functional selectivity of 321-fold in favour of CB2 is reported (Gratzke et al., 2010). In rat bladder models, a daily dose of 3 mg/kg for 14 days reduced bladder weight and preserved its emptying capacity during partial urethral obstruction (Gratzke et al., 2011). ChEMBL classes the molecule at phase 2 of clinical trials, but no published human data was found in the sources consulted.

History

Source
Fully synthetic molecule, not recorded in hemp according to the reference data consulted. It combines a resorcinol nucleus bearing a 1,1-dimethylheptyl chain, a pinane-type bicyclic fragment carrying a ketone, and a fumaric acid half-ester. The 2011 urology study associates the molecule with Procter & Gamble Pharmaceuticals (Cincinnati).

Origin (research tool)

No known biosynthetic pathway: it is a chemically synthesised compound, with no known plant or animal origin.

References

Structured data

SMILES
CCCCCCC(C)(C)C1=CC(=C(C(=C1)OC(=O)/C=C/C(=O)O)[C@H]2CC(=O)[C@H]3C[C@@H]2C3(C)C)O
InChIKey
GSTZHANFXAKPSE-MXTREEOPSA-N

Machine-readable entry (JSON)

LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.