{"schemaVersion":"cwiki-fiche-1.0","identifiers":{"inchiKey":"GSTZHANFXAKPSE-MXTREEOPSA-N","prefName":"Cannabinor","symbol":"Cannabinor","iupacName":"(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","aliases":["Cannabinor","PRS-211375","Cannabinor (PRS-211375)","EBC-332082","DB05048"],"cas":"573981-31-4","pubchemCid":"10174045","chebiId":null,"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","molecularFormula":"C28H38O6","molecularWeight":470.6,"xrefs":{"pubchem":"https://pubchem.ncbi.nlm.nih.gov/compound/10174045"}},"classification":{"family":"ecs_tool","familyLabel":"ECS modulator (research)","origin":"synthetic","originLabel":"Synthétique","structuralClassFr":null},"originSynthesis":{"heading":"Origin (research tool)","summaryFr":"No known biosynthetic pathway: it is a chemically synthesised compound, with no known plant or animal origin.","originNote":"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).","discovered":""},"pharmacology":{"summaryFr":"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.","receptorSummaryFr":"Selective agonist of the cannabinoid CB2 receptor. At human CB2, the recorded inhibition constant is 9.0 nM, against 334 nM at human CB1 (values from Han et al., 2013, as recorded in ChEMBL). Functionally, the 2010 study reports 321-fold selectivity in favour of CB2 over CB1, and similar binding at human and rat CB2 receptors. The 2025 publication places the molecule, under the name PRS-211375, among the fast-activating « superagonists » of CB2, and no significant biased signalling was observed for the CB2 agonists studied. No other target was examined in the sources consulted.","binding":[{"target":"CB2","efficacy":"full_agonist","relativeActivity":86,"reported":"Ki 9,0 nM (Han et coll., 2013)","confidence":"medium"}],"references":[{"label":"Gratzke et coll., effets du cannabinor sur la fonction vésicale du rat sain, Eur Urol 2010","pmid":"20207474","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/20207474/"},{"label":"Gratzke et coll., cannabinor et vidange vésicale en obstruction urétrale partielle, J Urol 2011","pmid":"21168864","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/21168864/"},{"label":"Bouma et coll., test cinétique multiplexe des agonistes cliniques du CB2, Pharmacol Res 2025","pmid":"41205725","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/41205725/"},{"label":"Han et coll., utilité thérapeutique des agonistes sélectifs du CB2, J Med Chem 2013","pmid":"23865723","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/23865723/"},{"label":"PubChem, fiche du composé CID 10174045","pmid":null,"doi":null,"url":"https://pubchem.ncbi.nlm.nih.gov/compound/10174045"},{"label":"ChEMBL, fiche du composé CHEMBL3234035 (PRS-211375)","pmid":null,"doi":null,"url":"https://www.ebi.ac.uk/chembl/compound_report_card/CHEMBL3234035/"},{"label":"ANSM, liste consolidée des stupéfiants, mise à jour du 16 février 2026","pmid":null,"doi":null,"url":"https://ansm.sante.fr/uploads/2026/02/17/20260217-stupefiants-liste-consolidee.pdf"},{"label":"INCB, Liste verte 2026 (tableaux de la Convention de 1971)","pmid":null,"doi":null,"url":"https://www.incb.org/incb/uploads/documents/Psychotropics/forms/greenlist/2026/2510307E.pdf"}]},"pharmacokinetics":null,"metabolism":null,"detection":null,"subjectiveEffects":{"profile":[{"key":"calm","label":"Calm","description":"Relaxation of body and mind; reduced mental noise without marked drowsiness.","intensity":5},{"key":"focus","label":"Clarity","description":"Sustained attention and clear thinking; functional lucidity, not euphoria.","intensity":2},{"key":"sleep","label":"Sleep","description":"Sedative effect: aids sleep onset and the continuity of deep sleep.","intensity":3},{"key":"appetite","label":"Appetite","description":"Stimulation of hunger and of taste appreciation (the “munchies” effect).","intensity":2},{"key":"uplift","label":"High","description":"Euphoria and sensory intensity; altered perception of time and space.","intensity":2}],"doseRanges":null,"humanDataCharacterised":false},"indications":{"approvedMedicines":[]},"harmProfile":{"unstudiedBanner":true,"bannerTextFr":"Aucune dose humaine caractérisée : données animales / in vitro uniquement. Profil d'effet, marge de sécurité et toxicité aiguë non documentés en clinique humaine.","toxicologyFr":null},"legal":{"scheduleStatus":"unscheduled","scheduleLabel":"Unscheduled","frScheduleStatus":"unscheduled","tiers":[{"jurisdiction":"international","jurisdictionLabel":"International","label":null,"reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null},{"jurisdiction":"eu","jurisdictionLabel":"Union européenne","label":"No harmonised control measure at European Union level was found in the sources consulted: where control exists, it falls under national regimes.","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null},{"jurisdiction":"fr","jurisdictionLabel":"France","label":"Cannabinor is not named in any annex of the ANSM consolidated list of narcotics (updated 16 February 2026). The closest generic clause is the cyclohexylphenol clause, which covers cyclohexylphenols or derivatives of 2-(3-hydroxycyclohexyl)phenol, with a substituent at position 5 of the phenol ring. The 1,1-dimethylheptyl chain does occupy position 5, but the terpenic ring, which carries a carbon bridge, bears a ketone rather than a hydroxyl: on the wording of the clause, it therefore does not cover this structure, and no source consulted settles how the clause should be read. The other generic clauses examined (tetrahydrocannabinols, benzo[c]chromenes, indoles and indazoles) do not match its structure. The molecule is therefore unscheduled in France, which does not amount to an authorisation: its use falls within research.","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null}],"sourcesFr":"EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA."},"references":[{"label":"Gratzke et coll., effets du cannabinor sur la fonction vésicale du rat sain, Eur Urol 2010","pmid":"20207474","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/20207474/"},{"label":"Gratzke et coll., cannabinor et vidange vésicale en obstruction urétrale partielle, J Urol 2011","pmid":"21168864","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/21168864/"},{"label":"Bouma et coll., test cinétique multiplexe des agonistes cliniques du CB2, Pharmacol Res 2025","pmid":"41205725","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/41205725/"},{"label":"Han et coll., utilité thérapeutique des agonistes sélectifs du CB2, J Med Chem 2013","pmid":"23865723","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/23865723/"},{"label":"PubChem, fiche du composé CID 10174045","pmid":null,"doi":null,"url":"https://pubchem.ncbi.nlm.nih.gov/compound/10174045"},{"label":"ChEMBL, fiche du composé CHEMBL3234035 (PRS-211375)","pmid":null,"doi":null,"url":"https://www.ebi.ac.uk/chembl/compound_report_card/CHEMBL3234035/"},{"label":"ANSM, liste consolidée des stupéfiants, mise à jour du 16 février 2026","pmid":null,"doi":null,"url":"https://ansm.sante.fr/uploads/2026/02/17/20260217-stupefiants-liste-consolidee.pdf"},{"label":"INCB, Liste verte 2026 (tableaux de la Convention de 1971)","pmid":null,"doi":null,"url":"https://www.incb.org/incb/uploads/documents/Psychotropics/forms/greenlist/2026/2510307E.pdf"}],"meta":{"slug":"cannabinor","url":"https://en.phytogrammes.com/wiki/cannabinor","lastVerified":"2026-05-01","dataUpdatedAt":"2026-10-13","confidence":"high","dataCompletenessPct":90,"disclaimerFr":"Contenu éditorial informatif, sans valeur d'avis médical ni juridique. Sources primaires citées par fiche. Réservé aux adultes."}}