Table 3.
3-MeO-PCP and its phase II metabolites detected in rat urine by LC-HR-MSn with protonated precursor mass (PM), characteristic fragment ions (FI), calculated exact masses, proposed elemental composition, mass error, relative intensity, and retention times (RT).
| No. | Metabolite |
Measured Accurate
Mass (m/z) |
Calculated Exact
Mass (m/z) |
Error (ppm) | Elemental Composition | Relative Intensity (%) | RT (min) |
|---|---|---|---|---|---|---|---|
| 57 | 3-MeO-PCP-M (O-demethyl-) glucuronide | 5.3 | |||||
| 436.2320 | 436.2335 | -3.44 | C23H34NO7 | 100 | |||
| 175.1117 | 175.1123 | -3.43 | C12H15O | 100 | |||
| 351.1436 | 351.1444 | -2.28 | C18H23O7 | 3 | |||
| 58 | 3-MeO-PCP-M (O-demethyl-aryl-HO-) glucuronide | 4.6 | |||||
| 452.2272 | 452.2284 | -2.65 | C23H34NO8 | 100 | |||
| 175.1117 | 175.1123 | -3.43 | C12H15O | 100 | |||
| 191.1066 | 191.1072 | -3.14 | C12H15O2 | 30 | |||
| 367.1386 | 367.1393 | -1.91 | C18H23O8 | 60 | |||
| 59 | 3-MeO-PCP-M (O-demethyl-piperidine-HO-) glucuronide isomer 1 | 5.7 | |||||
| 452.2272 | 452.2284 | -2.65 | C23H24NO8 | 100 | |||
| 175.1119 | 175.1123 | -2.28 | C12H15O | 3 | |||
| 278.1235 | 278.1240 | -1.80 | C11H20NO7 | 100 | |||
| 60 | 3-MeO-PCP-M (O-demethyl-piperidine-HO-) glucuronide isomer 2 | 5.9 | |||||
| 452.2275 | 452.2284 | -1.99 | C23H34NO8 | 100 | |||
| 175.1118 | 175.1123 | -2.86 | C12H15O | 3 | |||
| 278.1234 | 278.1240 | -2.16 | C11H20NO7 | 100 | |||
| 61 | 3-MeO-PCP-M (piperidine-HO-) glucuronide | 8.1 | |||||
| 466.2432 | 466.2441 | -1.93 | C24H36NO8 | 100 | |||
| 189.1275 | 189.1279 | -2.11 | C13H17O | 6 | |||
| 278.1235 | 278.1240 | -1.80 | C11H20NO7 | 100 | |||
| 62 | 3-MeO-PCP-M (O-demethyl-piperidine-di-HO-) glucuronide | 5.5 | |||||
| 468.2226 | 468.2234 | -1.71 | C23H34NO9 | 10 | |||
| 175.1117 | 175.1123 | -3.43 | C12H15O | 2 | |||
| 351.1440 | 351.1444 | -1.14 | C18H23O7 | 100 | |||
| 63 | 3-MeO-PCP-M (O-demethyl-cyclohexyl-HO-piperidine-HO-) glucuronide | 4.3 | |||||
| 468.2263 | 468.2234 | 6.19 | C23H34NO9 | 14 | |||
| 191.1067 | 191.1072 | -2.62 | C12H15O2 | 90 | |||
| 367.1389 | 367.1393 | -1.09 | C18H23O8 | 100 | |||
of m/z 123.0440 (C7H7O2) in LC-HR-MS/MS. Furthermore, the other three glucuronides (nos. 68-70) showed keto groups at the pyrrolidine ring. The fact, that the corresponding phase I metabolites could not be detected after conjugate cleavage with subsequent SPE, non-basic structures could be proposed, which led to the suggestion of lactam ring formation following hydroxylation at the α-position and further oxidation.