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JWH-019
Sign in to saveJWH-019 is an analgesic chemical from the naphthoylindole family that acts as a cannabinoid agonist at both the CB1 and CB2 receptors. It is the N-hexyl homolog of the more common synthetic cannabinoid compound JWH-018. Unlike the butyl homolog JWH-073, which is several times weaker than JWH-018, the hexyl homolog is only slightly less potent, although extending the chain one carbon longer to the heptyl homolog JWH-020 results in dramatic loss of activity. These results show that the optimum side chain length for CB1 binding in the naphthoylindole series is the five-carbon pentyl chain, shorte
In the Vinony graph
Vinony's link graph records 453 inbound references to JWH-019, and connects out to alkyl group, synhexyl and JWH-210.
Vinony files it under CB1 receptor agonists, CB2 receptor agonists and Chemical pages without DrugBank identifier.
Vinony links it to 8 Wikipedia language editions.
Chemical data
- Formula
- C25H25NO
- Molecular weight
- 355.5 g/mol
- IUPAC name
- (1-hexylindol-3-yl)-naphthalen-1-ylmethanone
- SMILES
- CCCCCCN1C=C(C2=CC=CC=C21)C(=O)C3=CC=CC4=CC=CC=C43
- InChIKey
- PALJPGHWDUHUPO-UHFFFAOYSA-N
- XLogP
- 6.9
- Polar surface area
- 22 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 355.194
Show 3 more facts
- canonical SMILES
- CCCCCCN1C=C(C2=CC=CC=C21)C(=O)C3=CC=CC4=CC=CC=C43
- chemical formula
- C₂₅H₂₅NO
- Commons category
- JWH-019
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
9 sectionsContents
- Legal status
- China
- Poland
- Sweden
- United Kingdom
- United States
- Germany
- See also
- References
JWH-019 is an analgesic chemical from the naphthoylindole family that acts as a cannabinoid agonist at both the CB1 and CB2 receptors. It is the N-hexyl homolog of the more common synthetic cannabinoid compound JWH-018. Unlike the butyl homolog JWH-073, which is several times weaker than JWH-018, the hexyl homolog is only slightly less potent, although extending the chain one carbon longer to the heptyl homolog JWH-020 results in dramatic loss of activity. These results show that the optimum side chain length for CB1 binding in the naphthoylindole series is the five-carbon pentyl chain, shorter than in the classical cannabinoids where a seven-carbon heptyl chain produces the most potent compounds. This difference is thought to reflect a slightly different binding conformation adopted by the naphthoylindole compounds as compared to the classical cannabinoids, and may be useful in characterizing the active site of the CB1 and CB2 receptors.
== Legal status ==
Excerpted from Wikipedia’s “JWH-019” article, available under the CC BY-SA 4.0 licence.