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JWH 018 N-(5-hydroxypentyl) metabolite Exclusive

Cayman Chemical Item Number 9000855

JWH 018 N-(5-hydroxypentyl) metabolite

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Description

JWH 018 is a mildly selective agonist of the peripheral cannabinoid (CB2) receptor, derived from the aminoalkylindole WIN 55212-2. The Ki values for binding central cannabinoid (CB1) and CB2 receptors are 9.0 and 2.94 nM, respectively, for a CB1:CB2 ratio of 3.06.1 JWH 018 is one of several synthetic CBs which have been included in smoking mixtures. JWH 018 N-(5-hydroxypentyl) metabolite is a major urinary metabolite of JWH 018, characterized by monohydroxylation of the N-alkyl chain.2 In urine samples, this metabolite is almost completely glucuronidated.2

1 Aung, M.M., Griffin, G., Huffman, J.W., et al. Influence of the N-1 alkyl chain length of cannabimimetic indoles upon CB1 and CB2 receptor binding. Drug Alcohol Depend 60 133-140 (2000).

2 Sobolevsky, T., Prasolov, I., and Rodchenkov, G. Detection of JWH-018 metabolites in smoking mixture post-administration urine. Forensic Sci Int 200 141-147 (2010).

Formal Name (1-​(5-​hydroxypentyl)-​1H-​indol-​3-​yl)(naphthalen-​1-​yl)-​methanone
Molecular Formula C24H23NO2
Formula Weight 357.4
Formulation A crystalline solid
Purity ≥98%
λmax 218, 316 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O=C(C1=CN(CCCCCO)​C2=C1C=CC=C2)​C3=C4C(C=CC=C4)​=CC=C3

Background Reading

Sobolevsky, T., Prasolov, I., and Rodchenkov, G. Detection of JWH-018 metabolites in smoking mixture post-administration urine. Forensic Sci Int 200 141-147 (2010).

Aung, M.M., Griffin, G., Huffman, J.W., et al. Influence of the N-1 alkyl chain length of cannabimimetic indoles upon CB1 and CB2 receptor binding. Drug Alcohol Depend 60 133-140 (2000).

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