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Details

Stereochemistry ACHIRAL
Molecular Formula C24H23NO
Molecular Weight 341.4455
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of JWH-018

SMILES

CCCCCN1C=C(C(=O)C2=CC=CC3=C2C=CC=C3)C4=C1C=CC=C4

InChI

InChIKey=JDNLPKCAXICMBW-UHFFFAOYSA-N
InChI=1S/C24H23NO/c1-2-3-8-16-25-17-22(20-13-6-7-15-23(20)25)24(26)21-14-9-11-18-10-4-5-12-19(18)21/h4-7,9-15,17H,2-3,8,16H2,1H3

HIDE SMILES / InChI

Molecular Formula C24H23NO
Molecular Weight 341.4455
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including: https://psychonautwiki.org/wiki/JWH-018 | https://en.wikipedia.org/wiki/JWH-018

JWH-018 is a full agonist synthetic cannabinoid with a high binding affinity to CB1 and CB2 cannabinoid receptors. JWH-018 has not been used in therapy. Many of the risks linked to cannabis use are also present in the case of JWH-018, among them complications in patients suffering from cardiovascular diseases and triggering of acute psychosis. JWH-018 has not been used in therapy. Studies in mice showed anti-inflammatory and cancer chemopreventive properties of JWH-018.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
9.0 nM [Ki]
2.94 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Discriminative stimulus functions of methanandamide and delta(9)-THC in rats: tests with aminoalkylindoles (WIN55,212-2 and AM678) and ethanol.
2010 Jan
Detection of JWH-018 metabolites in smoking mixture post-administration urine.
2010 Jul 15
A teenager with agitation: higher than she should have climbed.
2010 Jun
JWH018, a common constituent of 'Spice' herbal blends, is a potent and efficacious cannabinoid CB receptor agonist.
2010 Jun
Chemical analysis of synthetic cannabinoids as designer drugs in herbal products.
2010 May 20
In vitro phase I metabolism of the synthetic cannabimimetic JWH-018.
2010 Nov
Warning: legal synthetic cannabinoid-receptor agonists such as JWH-018 may precipitate psychosis in vulnerable individuals.
2010 Oct
Sensitive and rapid quantification of the cannabinoid receptor agonist naphthalen-1-yl-(1-pentylindol-3-yl)methanone (JWH-018) in human serum by liquid chromatography-tandem mass spectrometry.
2010 Oct 1
Toxicological profiles of selected synthetic cannabinoids showing high binding affinities to the cannabinoid receptor subtype CB₁.
2013 Jul
Human metabolites of synthetic cannabinoids JWH-018 and JWH-073 bind with high affinity and act as potent agonists at cannabinoid type-2 receptors.
2013 Jun 1
Cytotoxicity of synthetic cannabinoids on primary neuronal cells of the forebrain: the involvement of cannabinoid CB1 receptors and apoptotic cell death.
2014 Jan 1
Patents

Sample Use Guides

2 to 5 mg when smoked/vaporized
Route of Administration: Other
JWH-018 induces inhibition of forskolin-stimulated cAMP accumulation in CHO cell lines expressing CB1 receptors with an EC50 14.7 ± 3.9, maximum inhibition 79% and in Neuro2AWT cells with an EC50 of 5.31 ± 0.4 nM.
Substance Class Chemical
Created
by admin
on Sat Dec 16 06:18:26 UTC 2023
Edited
by admin
on Sat Dec 16 06:18:26 UTC 2023
Record UNII
G391998J57
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
JWH-018
Common Name English
NAPHTHALEN-1-YL-(1-PENTYLINDOL-3-YL)METHANONE
Systematic Name English
DEA NO. 7118
Code English
J770.893I
Code English
1-PENTYL-3-(1-NAPHTHOYL)INDOLE
Systematic Name English
METHANONE, 1-NAPHTHALENYL(1-PENTYL-1H-INDOL-3-YL)-
Systematic Name English
AM-678
Code English
Classification Tree Code System Code
WIKIPEDIA Designer-drugs-JWH-018
Created by admin on Sat Dec 16 06:18:26 UTC 2023 , Edited by admin on Sat Dec 16 06:18:26 UTC 2023
DEA NO. 7118
Created by admin on Sat Dec 16 06:18:26 UTC 2023 , Edited by admin on Sat Dec 16 06:18:26 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID10175117
Created by admin on Sat Dec 16 06:18:26 UTC 2023 , Edited by admin on Sat Dec 16 06:18:26 UTC 2023
PRIMARY
SMS_ID
300000040178
Created by admin on Sat Dec 16 06:18:26 UTC 2023 , Edited by admin on Sat Dec 16 06:18:26 UTC 2023
PRIMARY
FDA UNII
G391998J57
Created by admin on Sat Dec 16 06:18:26 UTC 2023 , Edited by admin on Sat Dec 16 06:18:26 UTC 2023
PRIMARY
MESH
C552597
Created by admin on Sat Dec 16 06:18:26 UTC 2023 , Edited by admin on Sat Dec 16 06:18:26 UTC 2023
PRIMARY
WIKIPEDIA
JWH-018
Created by admin on Sat Dec 16 06:18:26 UTC 2023 , Edited by admin on Sat Dec 16 06:18:26 UTC 2023
PRIMARY
CAS
209414-07-3
Created by admin on Sat Dec 16 06:18:26 UTC 2023 , Edited by admin on Sat Dec 16 06:18:26 UTC 2023
PRIMARY
HSDB
7998
Created by admin on Sat Dec 16 06:18:26 UTC 2023 , Edited by admin on Sat Dec 16 06:18:26 UTC 2023
PRIMARY
PUBCHEM
10382701
Created by admin on Sat Dec 16 06:18:26 UTC 2023 , Edited by admin on Sat Dec 16 06:18:26 UTC 2023
PRIMARY
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