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UR-144 N-(5-hydroxypentyl) metabolite

Item No. 11775

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Synonyms
Synonyms
  • XLR11 N-(5-hydroxypentyl) metabolite
Technical Information
Formal Name
[1-(5-hydroxypentyl)-1H-indol-3-yl](2,2,3,3-tetramethylcyclopropyl)-methanone
CAS Number
895155-95-0
Molecular Formula
C21H29NO2
Formula Weight
327.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
λmax
217, 247, 304 nm
SMILES
O=C(C1C(C)(C)C1(C)C)C2=CN(CCCCCO)C3=C2C=CC=C3
InChi Code
InChI=1S/C21H29NO2/c1-20(2)19(21(20,3)4)18(24)16-14-22(12-8-5-9-13-23)17-11-7-6-10-15(16)17/h6-7,10-11,14,19,23H,5,8-9,12-13H2,1-4H3
InChi Key
AFWBYMXUEMOBRP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    UR-144 is a potent synthetic cannabinoid (CB) which preferentially binds the peripheral CB2 receptor (Ki = 1.8 nM) over the central CB1 receptor (Ki = 150 nM).1 UR-144 N-(5-hydroxypentyl) metabolite is an expected phase I metabolite of UR-144, based on the metabolism of similar cannabimimetics.2,3 This metabolite should be detectable in either serum or urine. The physiological and toxicological properties of this compound have not been tested. This product is intended for forensic and research applications.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Frost, J.M., Dart, M.J., Tietje, K.R., et al. Indol-3-ylcycloalkyl ketones: Effects of N1 substituted indole side chain variations on CB2 cannabinoid receptor activity. J. Med. Chem. 53(1), 295-315 (2010).

    2. Wintermeyer, A., Möller, I., Thevis, M., et al. In vitro phase I metabolism of the synthetic cannabimimetic JWH-018. Anal. Bioanal. Chem. 398(5), 2141-2153 (2010).

    3. Chimalakonda, K.C., Moran, C.L., Kennedy, P.D., et al. Solid-phase extraction and quantitative measurement of omega and omega-1 metabolites of JWH-018 and JWH-073 in human urine. Anal. Chem. 83(16), 6381-6388 (2011).

    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).