JWH 200 4-hydroxyindole metabolite

Description

JWH 200 is an aminoalkylindole that acts as a cannabinoid (CB) receptor agonist, binding the CB₁ receptor with high-affinity (IC₅₀ = 7.8-42 nM).^1,2 It is one of several synthetic CBs which have been included in smoking mixtures. JWH 200 4-hydroxyindole metabolite is expected to be a urinary metabolite of JWH 200 based on the metabolism of the closely-related JWH 015 and JWH 018.^3,4

References

1. Eissenstat, M.A., Bell, M.R., D'Ambra, T.E., et al. Aminoalkylindoles: Structure-activity relationships of novel cannabinoid mimetics J. Med. Chem. 38,3094-3105(1995).
2. Huffman, J.W., Mabon, R., Wu, M.J., et al. 3-indolyl-1-naphthylmethanes: New cannabimimetic indoles provide evidence for aromatic stacking interactions with the CB₁ cannabinoid receptor Bioorgan. Med. Chem. 11(4),539-549(2003).
3. Sobolevsky, T., Prasolov, I., and Rodchenkov, G. Detection of JWH-018 metabolites in smoking mixture post-administration urine Forensic Sci. Int. 200(1-3),141-147(2010).
4. Zhang, Q., Ma, P., Cole, R.B., et al. Identification of in vitro metabolites of JWH-015, an aminoalkylindole agonist for the peripheral cannabinoid receptor (CB₂) by HPLC-MS/MS Anal. Bioanal. Chem. 386(5),1345-1355(2006).