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JWH 018 N-(5-hydroxypentyl) metabolite-d5

Item No. 10933

Technical Information
Formal Name
(1-(5-hydroxypentyl)-1H-indol-3-yl)-methanone-2’,4’,5’,6’,7’-d5
CAS Number
2748469-26-1
Molecular Formula
C24H18D5NO2
Formula Weight
Purity
≥99% deuterated forms (d1-d5)
Formulation
A 1 mg/ml solution in methanol
DMF: 25 mg/mlDMF:PBS (pH 7.2) (1:9): 0.1 mg/mlDMSO: 20 mg/mlEthanol: 15 mg/ml
λmax
218, 246, 316 nm
SMILES
O=C(C1=C([2H])N(CCCCCO)C2=C1C([2H])=C([2H])C([2H])=C2[2H])C3=C4C(C=CC=C4)=CC=C3
InChi Code
InChI=1S/C24H23NO2/c26-16-7-1-6-15-25-17-22(20-12-4-5-14-23(20)25)24(27)21-13-8-10-18-9-2-3-11-19(18)21/h2-5,8-14,17,26H,1,6-7,15-16H2/i4D,5D,12D,14D,17D
InChi Key
UGHBAICDASCCIQ-QWWVLHFXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    JWH 018 N-(5-hydroxypentyl) metabolite-d5 contains five deuterium atoms at the 2', 4', 5', 6', and 7' positions. It is intended for use as an internal standard for the quantification of JWH 018 N-(5-hydroxypentyl) metabolite by GC- or LC-mass spectrometry (MS). JWH 018 is a mildly selective agonist of the peripheral cannabinoid (CB2) receptor, derived from the aminoalkylindole WIN 55,212-2. 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. In urine samples, this metabolite is almost completely glucuronidated.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Aung, M.M., Griffin, G., Huffman, J.W., et alInfluence of the N-1 alkyl chain length of cannabimimetic indoles upon CB1 and CB2 receptor binding. Drug Alcohol Depend. 60(2), 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(1-3), 141-147 (2010).

    Product Citations

    Cho, B., Cho, H.S., Kim, J., et alSimultaneous determination of synthetic cannabinoids and their metabolites in human hair using LC-MS/MS and application to human hair. Forensic Sci. Int. 306, 110058 (2020).

    Ong, R.S., Kappatos, D.C., Russell, S.G.G., et alSimultaneous analysis of 29 synthetic cannabinoids and metabolites, amphetamines, and cannabinoids in human whole blood by liquid chromatography-tandem mass spectrometry - A New Zealand perspective of use in 2018. Drug. Test. Anal. 12(2), 195-214 (2020).