JWH-139
1-deoxy Δ8-THC analogue of the JWH series, with high CB2 affinity and low CB1 affinity.
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.
C₂₁H₃₀O
CID 58683014
- Family
- Synthetic cannabinoid (SCRA)
- Molar mass
- 298.50 g/mol
Updated on
In plain terms
JWH-139 is a synthetic molecule close to THC, created in the laboratory as a research tool for the CB2 receptor. In the published measurements it binds CB2 far more strongly than CB1, and no human use is established. In France it is not named in the list of narcotics, but it falls under the generic clause for derivatives of the benzo[c]chromene nucleus.
Receptors and activity
- CB1Modulator27 out of 100
Ki 2 290 nM sur CB1 de rat (Mangiatordi et coll., 2020, via ChEMBL) ; série de Huffman et coll., 1999 : Ki supérieur à 295 nM pour les termes n = 1 à 4
- CB2Modulator82 out of 100
Ki 14,0 nM sur CB2 humain (Mangiatordi et coll., 2020, via ChEMBL) ; série de Huffman et coll., 1999 : Ki inférieur à 20 nM pour les termes n = 1 à 5
Pharmacology
JWH-139 is a 1-deoxy analogue of Δ8-THC, part of the series by Huffman et al. (1999) devoted to the search for selective CB2 receptor ligands. In the reported measurements, its affinity is high for CB2 (Ki of 14.0 nM according to the ChEMBL database) and low for CB1 (Ki of 2 290 nM at the rat receptor), while the abstract of the article reports, for the analogues of the series with n from 1 to 4, a Ki above 295 nM at CB1. No functional efficacy, pharmacokinetic or human trial data were found in the sources consulted. In France it is not named in the list of narcotics, but it falls under the generic clause for the benzo[c]chromene nucleus (decision of 22 May 2024).
Key sources.
- Huffman et coll., 3-(1',1'-diméthylbutyl)-1-désoxy-Δ8-THC et composés apparentés : synthèse de ligands sélectifs du récepteur CB2, Bioorganic and Medicinal Chemistry, 1999 (new tab)PMID 10658595
- Mangiatordi et coll., le récepteur cannabinoïde de sous-type 2 (CB2R) dans une approche multicible : perspective, Journal of Medicinal Chemistry, 2020 (document source des valeurs Ki rapportées par ChEMBL) (new tab)PMID 33094613
- ChEMBL, fiche composé CHEMBL5281620 (affinités Ki CB1 et CB2 du JWH-139) (new tab)
- PubChem CID 58683014 : JWH-139 (identifiants) (new tab)
- ANSM, liste consolidée des substances classées comme stupéfiants (mise à jour du 16 février 2026), annexe IV, clause du noyau benzo[c]chromène issue de la décision du 22 mai 2024 (new tab)
- INCB, Green List 2026 (substances des tableaux de la Convention de 1971) (new tab)
History
- Source
- A synthetic molecule with no known plant origin. It was designed as a research tool for cannabinoid receptors, not as a medicine.
Origin
Pharmaceutical research → illicit market
No biosynthetic pathway: JWH-139 is produced by no living organism. It belongs to synthetic chemistry alone, within the chemistry of THC analogues.
Legal framework
- European Union
No harmonised control measure at European Union level was identified for JWH-139 in the sources consulted: control therefore falls to the Member States, whose individual situations were not checked.
- France
JWH-139 is not named in the ANSM consolidated list of narcotics (update of 16 February 2026). It does, however, fall under the generic clause of the 22 May 2024 decision (Annex IV of that list), which covers any derivative of the benzo[c]chromene nucleus, unhydrogenated or partially or fully hydrogenated on ring A, « substituted or not at one of the following positions of the nucleus »: position 1 (hydroxyl or alkoxy), positions 2 or 4 (carboxyl), position 3 (alkyl chain and related groups), position 6 (one or two alkyl groups), or position 9 (ketone, alkyl, hydroxyalkyl or alkoxy). JWH-139 has this nucleus, partially hydrogenated on ring A, and carries an alkyl group at position 3 (2-methylbutan-2-yl), two alkyl groups at position 6 and an alkyl group at position 9: it meets the condition, since the clause requires only one of these positions. None of the clause's exclusions (cannabinol, THCV, THCA) applies. It is not listed in the INCB Green List 2026, where all entries for this family (THC and its isomers, HHC, parahexyl, DMHP) carry a hydroxyl group at position 1.
Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.
References
- Huffman et coll., 3-(1',1'-diméthylbutyl)-1-désoxy-Δ8-THC et composés apparentés : synthèse de ligands sélectifs du récepteur CB2, Bioorganic and Medicinal Chemistry, 1999 (new tab)PMID 10658595
- Mangiatordi et coll., le récepteur cannabinoïde de sous-type 2 (CB2R) dans une approche multicible : perspective, Journal of Medicinal Chemistry, 2020 (document source des valeurs Ki rapportées par ChEMBL) (new tab)PMID 33094613
- ChEMBL, fiche composé CHEMBL5281620 (affinités Ki CB1 et CB2 du JWH-139) (new tab)
- PubChem CID 58683014 : JWH-139 (identifiants) (new tab)
- ANSM, liste consolidée des substances classées comme stupéfiants (mise à jour du 16 février 2026), annexe IV, clause du noyau benzo[c]chromène issue de la décision du 22 mai 2024 (new tab)
- INCB, Green List 2026 (substances des tableaux de la Convention de 1971) (new tab)
Identifiers
Names
- IUPAC name
- (6aR,10aR)-6,6,9-trimethyl-3-(2-methylbutan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromene
- Other names
- 910865DJI7 · 3-(1',1'-Dimethylpropyl)-1-deoxy-delta8-THC
Identifiers
- Formula
- C₂₁H₃₀O
- PubChem CID
- 58683014(new tab)
- InChIKey
- YSHKYTNQWIZJFW-ZWKOTPCHSA-N
- SMILES
- CCC(C)
(C) C1= CC2= C(C= C1) [C@@H] 3CC(= CC[C@H] 3C(O2) (C) C) C
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.