Table 1.
Summary of metabolites of ATX in HLM, MLM, RLM, and mice.
| RT (min) | Observed m/z [M+H]+ | Calculated m/z [M+H]+ | Mass error (ppm) | Predicted molecular formula | Identification | Metabolite ID* | Source |
|---|---|---|---|---|---|---|---|
| 6.83 | 256.1695 | 256.1696 | −0.39 | C17H22NO | Atomoxetine | ATX | HLM, MLM, RLM, serum, liver, urine, feces |
| 4.43 | 272.1645 | 272.1645 | 0.0 | C17H22NO2 | O+ATX | M1 | HLM, MLM, RLM |
| 5.16 | 272.1647 | 272.1645 | 0.74 | C17H22NO2 | O+ATX | M2 | HLM, MLM, RLM, serum, liver, urine, feces |
| 5.64 | 272.1644 | 272.1645 | −0.37 | C17H22NO2 | O+ATX | M3 | HLM, MLM, RLM, serum liver, urine, feces |
| 7.45 | 272.1646 | 272.1645 | 0.37 | C17H22NO2 | O+ATX (N-hydroxylation) | M4 | HLM, MLM, RLM |
| 6.66 | 242.1540 | 242.1539 | 0.42 | C16H20NO | ATX (−CH3) | M5 | HLM, MLM, RLM, liver, urine |
| 4.50 | 258.1491 | 258.1489 | 0.78 | C16H20NO2 | O+ATX (−CH3) | M6 | HLM, MLM, RLM |
| 4.71 | 258.1490 | 258.1489 | 0.39 | C16H20NO2 | O+ATX (−CH3) | M7 | HLM, MLM, RLM |
| 5.00 | 258.1489 | 258.1489 | 0 | C16H20NO2 | O+ATX (−CH3) | M8 | HLM, MLM, RLM, urine, liver |
| 5.45 | 258.1490 | 258.1489 | 0.39 | C16H20NO2 | O+ATX (−CH3) | M9 | HLM, MLM, RLM, urine, liver |
| 5.93 | 286.1439 | 286.1438 | 0.35 | C17H20NO3 | ATX-Acid | M10 | HLM, MLM, RLM, liver, serum, urine, feces |
| 5.49 | 272.1283 | 272.1281 | 0.73 | C16H18NO3 | ATX-Acid (−CH3) | M11 | HLM, MLM, RLM, liver |
| 4.96 | 302.1390 | 302.1387 | 0.99 | C17H20NO4 | O+ATX-Acid | M12 | MLM |
| 5.18 | 302.1389 | 302.1387 | 0.66 | C17H20NO4 | O+ATX-Acid | M13 | MLM |
| 5.93 | 284.1283 | 284.1281 | 0.70 | C17H18NO3 | Cyclization | M14 | HLM, MLM, RLM |
| 7.80 | 284.1282 | 284.1281 | 0.35 | C17H18NO3 | Cyclization | M15 | HLM, MLM, RLM, liver, urine, feces |
| 4.47 | 288.1593 | 288.1594 | −0.35 | C17H22NO3 | 2O+ATX | M16 | HLM, MLM, RLM, urine, feces, liver |
| 4.73 | 288.1592 | 288.1594 | −0.69 | C17H22NO3 | 2O+ATX | M17 | HLM, MLM, RLM, urine, liver, feces |
| 5.16 | 288.1595 | 288.1594 | 0.35 | C17H22NO3 | 2O+ATX | M18 | HLM, MLM, RLM, urine |
| 5.69 | 288.1594 | 288.1594 | 0.0 | C17H22NO3 | 2O+ATX | M19 | HLM, MLM, RLM |
| 2.48 | 166.1228 | 166.1226 | 1.20 | C10H16NO | De-toluene | M20 | HLM, MLM, RLM, urine, liver |
| 4.15 | 448.1968 | 448.1966 | 0.45 | C23H30NO8 | O+ATX+Glu | M21 | urine, liver, serum |
| 5.43 | 448.1969 | 448.1966 | 0.67 | C23H30NO8 | O+ATX+Glu | M22 | urine, liver, serum |
| 4.01 | 434.1811 | 434.1809 | 0.46 | C22H28NO8 | O+ATX+Glu (−CH3) | M23 | urine, liver, serum |
| 3.73 | 462.1760 | 462.1759 | 0.22 | C23H28NO9 | ATX-Acid+Glu | M24 | urine |
| 3.39 | 464.1918 | 464.1915 | 0.65 | C23H30NO9 | 2O+ATX+Glu | M25 | urine |
| 3.64 | 464.1916 | 464.1915 | 0.2 | C23H30NO9 | 2O+ATX+Glu | M26 | urine, liver, serum |
| 3.97 | 464.1919 | 464.1915 | 0.86 | C23H30NO9 | 2O+ATX+Glu | M27 | urine |
| 4.23 | 464.1915 | 464.1915 | 0.0 | C23H30NO9 | 2O+ATX+Glu | M28 | urine liver, serum |
| 4.09 | 610.2496 | 610.2494 | 0.33 | C29H40NO13 | O+ATX+Glu+Gluc | M29 | urine |
| 6.95 | 299.1756 | 299.1754 | 0.67 | C18H23N2O2 | ATX_hydrazone | M30 | HLM, MLM, RLM |
| 5.53 | 315.1709 | 315.1703 | −1.9 | C18H23N2O3 | O+ATX_hydrazone | M31 | MLM, RLM |
ATX, atomoxetine; Glu, glucuronic acid; Gluc, glucose; −CH3, demethylation; O+, monohydroxylation; 2O+, dihydroxylation; Acid, carboxylic acid; HLM, MLM, RLM, human, mouse, and rat liver microsmes.
*
, novel metabolites indicated by red.