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JWH-081

Structure via PubChem · Public domain (PubChem)

EntityQ265940· pop 7· linked from 454 articles

JWH-081 is an analgesic chemical from the naphthoylindole family, which acts as a cannabinoid agonist at both the CB1 and CB2 receptors. With a Ki of 1.2nM it is fairly selective for the CB1 subtype, its affinity at this subtype is measured at approximately 10x the affinity at CB2(12.4nM). It was discovered by and named after John W. Huffman.

Chemical data

Formula
C25H25NO2
Molecular weight
371.5 g/mol
IUPAC name
(4-methoxynaphthalen-1-yl)-(1-pentylindol-3-yl)methanone
SMILES
CCCCCN1C=C(C2=CC=CC=C21)C(=O)C3=CC=C(C4=CC=CC=C43)OC
InChIKey
UBMPKJKGUQDHRM-UHFFFAOYSA-N
XLogP
6.3
Polar surface area
31.2 Ų
H-bond donors
0
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
371.189
Show 3 more facts
chemical formula
C₂₅H₂₅NO₂
canonical SMILES
CCCCCN1C=C(C2=CC=CC=C21)C(=O)C3=CC=C(C4=CC=CC=C43)OC
Commons category
JWH-081
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

3 sections
Contents
  • Legal status
  • See also
  • References

JWH-081 is an analgesic chemical from the naphthoylindole family, which acts as a cannabinoid agonist at both the CB1 and CB2 receptors. With a Ki of 1.2nM it is fairly selective for the CB1 subtype, its affinity at this subtype is measured at approximately 10x the affinity at CB2(12.4nM). It was discovered by and named after John W. Huffman.

JWH-081 may be neurotoxic to animals when administered in high doses.

Excerpted from Wikipedia’s “JWH-081” article, available under the CC BY-SA 4.0 licence.

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