{"schemaVersion":"cwiki-fiche-1.0","identifiers":{"inchiKey":"HVIWIQFCDXFBDK-UHFFFAOYSA-N","prefName":"JWH-011","symbol":"JWH-011","iupacName":"(1-heptan-2-yl-2-methylindol-3-yl)-naphthalen-1-ylmethanone","aliases":["JWH 011"],"cas":null,"pubchemCid":"44368442","chebiId":null,"smiles":"CCCCCC(C)N1C(=C(C2=CC=CC=C21)C(=O)C3=CC=CC4=CC=CC=C43)C","molecularFormula":"C27H29NO","molecularWeight":383.5,"xrefs":{"pubchem":"https://pubchem.ncbi.nlm.nih.gov/compound/44368442"}},"classification":{"family":"scra","familyLabel":"Synthetic cannabinoid (SCRA)","origin":"synthetic","originLabel":"Synthétique","structuralClassFr":null},"originSynthesis":{"heading":"Origin (pharmaceutical research → illicit market)","summaryFr":"No biosynthetic pathway: JWH-011 is produced by no living organism. It belongs to chemical synthesis alone, by the class of N-alkylated, 2-methylated naphthoylindoles.","originNote":"Synthetic molecule, with no natural occurrence listed in the databases consulted. No source consulted reports it in hemp or in any other plant.","discovered":""},"pharmacology":{"summaryFr":"JWH-011 is a naphthoylindole of the JWH series, described in 1994 by Huffman and his collaborators in a paper on the design, synthesis and pharmacology of cannabimimetic indoles. It carries a methyl group at position 2 of the indole and a branched heptan-2-yl chain on the nitrogen. A Ki of 33.0 nM is reported for it, along with an ED50 of 35.6 µmol/kg in a cannabimimetic test in mice. No human or pharmacokinetic data were found in the sources consulted, and in France the molecule falls under the generic definition of narcotics.","receptorSummaryFr":"JWH-011 acts on cannabinoid receptors. Huffman et al. (1994) report a Ki of 33.0 nM, measured by displacement of [3H]CP-55940 on a cannabinoid receptor whose subtype is not specified in the ChEMBL database that records this measurement; no separate value for CB1 or CB2 was found in the sources consulted. An ED50 of 35.6 µmol/kg is also recorded for cannabimimetic activity in mice, the protocol not being detailed in that database. The classification as an agonist rests on this activity, as no functional data were found. In the study by Aung et al. (2000) on the length of the N-1 chain in this series, extension to a heptyl group sharply reduces binding at CB1 and CB2; the abstract consulted does not name JWH-011 and does not specify whether the heptyl group studied is branched, as the heptan-2-yl chain of this compound is.","binding":[{"target":"Récepteur cannabinoïde (sous-type non précisé)","efficacy":"full_agonist","relativeActivity":75,"reported":"Ki 33,0 nM (Huffman et coll., 1994)","confidence":"medium"}],"references":[{"label":"Huffman JW et coll., Design, synthesis and pharmacology of cannabimimetic indoles, Bioorg Med Chem Lett, 1994","pmid":null,"doi":"10.1016/S0960-894X(01)80155-4","url":"https://doi.org/10.1016/S0960-894X(01)80155-4"},{"label":"Aung MM et coll., Influence of the N-1 alkyl chain length of cannabimimetic indoles upon CB1 and CB2 receptor binding, Drug Alcohol Depend, 2000","pmid":"10940540","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/10940540/"},{"label":"ChEMBL, fiche composé CHEMBL152187 (Ki et ED50 extraits du document CHEMBL1152041)","pmid":null,"doi":null,"url":"https://www.ebi.ac.uk/chembl/compound_report_card/CHEMBL152187/"},{"label":"PubChem, CID 44368442 (JWH-011)","pmid":null,"doi":null,"url":"https://pubchem.ncbi.nlm.nih.gov/compound/44368442"},{"label":"ANSM, Liste consolidée des substances classées comme stupéfiants (mise à jour du 16 février 2026), annexe IV, famille des indol-3-yl méthanones","pmid":null,"doi":null,"url":"https://ansm.sante.fr/uploads/2026/02/17/20260217-stupefiants-liste-consolidee.pdf"},{"label":"INCB, Green List 2026 (conventions de 1961 et 1971), JWH-011 non mentionnée","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":5},{"key":"sleep","label":"Sleep","description":"Sedative effect: aids sleep onset and the continuity of deep sleep.","intensity":5},{"key":"appetite","label":"Appetite","description":"Stimulation of hunger and of taste appreciation (the “munchies” effect).","intensity":5},{"key":"uplift","label":"High","description":"Euphoria and sensory intensity; altered perception of time and space.","intensity":5}],"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":"controlled-clause","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 is documented for this molecule in the sources consulted. Its control therefore falls under national legislation.","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null},{"jurisdiction":"fr","jurisdictionLabel":"France","label":"JWH-011 is not named in the consolidated list of narcotics updated on 16 February 2026. Its structure nevertheless meets the generic definition of the indol-3-yl methanone family, listed in annex IV of the list (psychoactive substances classified in France or in the European Union but not classified under the international conventions): an alkyl substituent on the indole nitrogen, here a branched heptan-2-yl, and a naphthyl group on the methanone bridge carbon. This family names, among others, JWH-007 and JWH-015, two 2-methylated analogues. This reading rests on comparing the structure with the definition, not on a court ruling consulted.","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null}],"sourcesFr":"EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA."},"references":[{"label":"Huffman JW et coll., Design, synthesis and pharmacology of cannabimimetic indoles, Bioorg Med Chem Lett, 1994","pmid":null,"doi":"10.1016/S0960-894X(01)80155-4","url":"https://doi.org/10.1016/S0960-894X(01)80155-4"},{"label":"Aung MM et coll., Influence of the N-1 alkyl chain length of cannabimimetic indoles upon CB1 and CB2 receptor binding, Drug Alcohol Depend, 2000","pmid":"10940540","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/10940540/"},{"label":"ChEMBL, fiche composé CHEMBL152187 (Ki et ED50 extraits du document CHEMBL1152041)","pmid":null,"doi":null,"url":"https://www.ebi.ac.uk/chembl/compound_report_card/CHEMBL152187/"},{"label":"PubChem, CID 44368442 (JWH-011)","pmid":null,"doi":null,"url":"https://pubchem.ncbi.nlm.nih.gov/compound/44368442"},{"label":"ANSM, Liste consolidée des substances classées comme stupéfiants (mise à jour du 16 février 2026), annexe IV, famille des indol-3-yl méthanones","pmid":null,"doi":null,"url":"https://ansm.sante.fr/uploads/2026/02/17/20260217-stupefiants-liste-consolidee.pdf"},{"label":"INCB, Green List 2026 (conventions de 1961 et 1971), JWH-011 non mentionnée","pmid":null,"doi":null,"url":"https://www.incb.org/incb/uploads/documents/Psychotropics/forms/greenlist/2026/2510307E.pdf"}],"meta":{"slug":"jwh-011","url":"https://en.phytogrammes.com/wiki/jwh-011","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."}}