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(±)-JWH 398 N-(4-hydroxypentyl) metabolite-d5

Item No. 14370

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4-chloronaphthalen-1-yl)(1-(4-hydroxypentyl)-1H-indol-3-yl-2,4,5,6,7-d5)methanone
CAS Number
2747914-17-4
Molecular Formula
C24H17ClD5NO2
Formula Weight
396.9
Purity
≥99% deuterated forms (d1-d5)
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 25 mg/mlEthanol: 15 mg/ml
λmax
219, 316 nm
SMILES
O=C(C1=C(C=CC=C2)C2=C(Cl)C=C1)C3=C([2H])N(CCCC(O)C)C4=C3C([2H])=C([2H])C([2H])=C4[2H]
InChi Code
InChI=1S/C24H22ClNO2/c1-16(27)7-6-14-26-15-21(19-10-4-5-11-23(19)26)24(28)20-12-13-22(25)18-9-3-2-8-17(18)20/h2-5,8-13,15-16,27H,6-7,14H2,1H3/i4D,5D,10D,11D,15D
InChi Key
KDHNVFXZDOAZAI-RNRKPZPRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (±)-JWH 398 N-(4-hydroxypentyl) metabolite-d5 (Item No. 14370) is intended for use as an internal standard for the quantification of JWH 398 N-(4-hydroxypentyl) metabolite (Item No. 10943) by GC- or LC-MS. JWH 398 (Item No. 13636) is a synthetic cannabinoid (CB) that activates both central CB1 and peripheral CB2 receptors (Ki = 2.3 and 2.8 nM, respectively).1 It has been reported to be an adulterant of herbal products.2,3 (±)-JWH 398 N-(4-hydroxypentyl) metabolite is an expected phase I metabolite of JWH 398 (Item No. 13636), detectable in serum and urine. While similar hydroxylated phase I metabolites of synthetic CBs retain activity, the physiological properties of this compound have yet to be determined.4,5 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. Cannabimimetic indoles, pyrroles, and indenes: Structure-activity relationships and receptor interactions. The cannabinoid receptors 49-95 (2009).

    2. Kikura-Hanajiri, R., Uchiyama, N., and Goda, Y. Survey of current trends in the abuse of psychotropic substances and plants in Japan. Leg. Med. (Tokyo) 13(3), 109-115 (2011).

    3. Dresen, S., Ferreirós, N., Pütz, M., et al. Monitoring of herbal mixtures potentially containing synthetic cannabinoids as psychoactive compounds. J. Mass Spectrom. 45(10), 1186-1194 (2010).

    4. 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).

    5. 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).