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Parent Compound(s)
10591JWH 122 15667JWH 122 (exempt preparation)
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JWH 122 N-(4-hydroxypentyl) metabolite

Item No. 11784

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[1-(4-hydroxypentyl)-1H-indol-3-yl](4-methyl-1-naphthalenyl)-methanone
CAS Number
1537889-07-8
Molecular Formula
C25H25NO2
Formula Weight
371.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 12.5 mg/mlEthanol: 10 mg/ml
λmax
222, 246, 315 nm
SMILES
O=C(C1=CC=C(C)C2=C1C=CC=C2)C3=CN(CCCC(O)C)C4=C3C=CC=C4
InChi Code
InChI=1S/C25H25NO2/c1-17-13-14-22(20-10-4-3-9-19(17)20)25(28)23-16-26(15-7-8-18(2)27)24-12-6-5-11-21(23)24/h3-6,9-14,16,18,27H,7-8,15H2,1-2H3
InChi Key
CLPJTHSXFZPIBP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    JWH 122 is a synthetic cannabinoid (CB) that displays high affinities for both the central CB1 receptor (Ki = 0.69 nM) and the peripheral CB2 receptor (Ki = 1.2 nM).1,2 JWH 122 N-(4-hydroxypentyl) metabolite is an expected phase I metabolite of JWH 122, detectable in serum and urine. While similar hydroxylated phase I metabolites of synthetic cannabinoids retain activity, the physiological properties of this compound have yet to be determined.3,4 This product is intended for research and forensic applications.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Huffman, J.W., Zengin, G., Wu, M.J., et al. Structure-activity relationships for 1-alkyl-3-(1-naphthoyl)indoles at the cannabinoid CB1 and CB2 receptors: Steric and electronic effects of naphthoyl substituents. New highly selective CB2 receptor agonists. Bioorg. Med. Chem. 13(1), 89-112 (2005).

    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. Brents, L.K., Reichard, E.E., Zimmerman, M., et al. Phase I hydroxylated metabolites of the K2 synthetic cannabinoid JWH-018 retain in vitro and in vivo cannabinoid 1 receptor affinity and activity. PLoS One 6(7), e21917 (2011).

    4. Brents, L.K., Gallus-Zawala, A., Radominska-Pandya, A., et al. Monohydroxylated metabolites of the K2 synthetic cannabinoid JWH-073 retainintermediate to high cannabinoid 1 receptor (CB1R) affinity and exhibit neutralantagonist to partial agonist activity. Biochem. Pharmacol. 83(7), 952-961 (2012).

    Product Citations

    Cho, B., Cho, H.S., Kim, J., et al. Simultaneous 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).

    Hutter, M., Broecker, S., Kneisel, S., et al. Metabolism of synthetic cannabinoid receptor agonists encountered in clinical casework: Major in vivo phase I metabolites of JWH-007, JWH-019, JWH-203, JWH-307, UR-144, XLR-11, AM-2201, MAM-2201 and AM-694 inhuman urine using LC-MS/MS. Curr. Pharm. Biotechnol. 19(2), 144-162 (2018).