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JWH 073 N-(4-hydroxybutyl) metabolite-d5

Item No. 10934

Technical Information
Formal Name
(1-(4-hydroxybutyl)-1H-indol-3-yl-2',4',5',6',7'-d5)(naphthalen-1-yl)-methanone
CAS Number
2484976-96-5
Molecular Formula
C23H16D5NO2
Formula Weight
Purity
≥99% deuterated forms (d1-d5)
Formulation
A 1 mg/ml solution in methanol
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:9): 0.1 mg/mlDMSO: 30 mg/mlEthanol: 0.5 mg/ml
λmax
218, 247, 314 nm
SMILES
O=C(C1=C([2H])N(CCCCO)C2=C([2H])C([2H])=C([2H])C([2H])=C12)C3=CC=CC4=C3C=CC=C4
InChi Code
InChI=1S/C23H21NO2/c25-15-6-5-14-24-16-21(19-11-3-4-13-22(19)24)23(26)20-12-7-9-17-8-1-2-10-18(17)20/h1-4,7-13,16,25H,5-6,14-15H2/i3D,4D,11D,13D,16D
InChi Key
FIBVDFAPDNJBNI-HXXXRZHPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    JWH 073 N-(4-hydroxybutyl) metabolite-d5 (Item No. 10934) is intended for use as an internal standard for the quantification of JWH 073 N-(4-hydroxybutyl) metabolite (Item No. 9000865) by GC- or LC-MS. JWH 073 is a mildly selective agonist of the central cannabinoid (CB1) receptor derived from the aminoalkylindole WIN 55,212-2. The Ki values for binding CB1 and the peripheral cannabinoid (CB2) receptor are 8.9 and 38 nM, respectively for a CB1:CB2 ratio of 0.23.1 JWH 073 is one of several synthetic CBs which have been included in smoking mixtures. JWH 073 N-(4-hydroxybutyl) metabolite is expected to be a major urinary metabolite of JWH 073, characterized by monohydroxylation of the N-alkyl chain, based on the metabolism of the closely-related JWH 015 and JWH 018.2,3 In urine samples, this metabolite of JWH 018 is almost completely glucuronidated.3

    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. Zhang, Q., Ma, P., Cole, R.B., et alIdentification 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).

    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).