Table 2.
Accurate ion mass ratios and main fragments of 3-MCPD metabolites and their corresponding 13C isotopologues in rat urine samples after administration of 3-MCPD or [13C3]3-MCPDa
| Compound no.b | RTc [min] | Isomers | Formula | Measured m/z [M-H]− [u] | Theoretical m/z [M-H]− [u] | Fragments m/z [M-H]− [u] | Compound |
|---|---|---|---|---|---|---|---|
| M2 | 4.32 | 1 | C8H15NO5S | 236.0599 | 236.0598 | 107.0158, 128.0340 | DHPMA |
| 4.32 | 1 | 13C3C5H15NO5S | 239.0690 | 239.0698 | 110.0255, 128.0339 | [13C3]DHPMA | |
| M3 | 1.80 1.96 | 2 | C3H7ClO5S | 188.9623 | 188.9629 | 152.9852, 96.9587 | 3-MCPD sulfate |
| 1.80 1.96 | 2 | 13C3H7ClO5S | 191.9721 | 191.9730 | 155.9953, 96.9586 | [13C3]3-MCPD sulfate | |
| M4 | 4.20 | 1 | C4H6O4S | 148.9905 | 148.9914 | 105.0002 | TDGA |
| 4.20 | 1 | 13C2C2H6O4S | 150.9976 | 150.9981 | 106.0035, 107.0069 | [13C2]TDGA | |
| M5 | 1.30 | 1 | C4H6O5S | 164.9852 | 164.9863 | n.d.c | TNDGA |
| 1.30 | 1 | 13C2C2H6O5S | 166.9919 | 166.9930 | n.d.c | [13C2]TNDGA | |
| M6 | 2.43 | 1 | C3H5ClO3 | 122.9840 | 122.9854 | n.d.c | β-ClLA |
| 2.43 | 1 | 13C3H5ClO3 | 125.9939 | 125.9955 | n.d.c | [13C3]β-ClLA | |
| M7 | 4.16 4.39 4.62 | 3 | C9H15ClO8 | 285.0382 | 285.0382 | 249.0615, 175.0240, 113.0231 | 3-MCPD glucuronide |
| 4.16 4.39 4.62 | 3 | 13C3C6H15ClO8 | 288.0484 | 288.0483 | 252.0717, 175.0237, 113.0229 | [13C3]3-MCPD glucuronide | |
| M8 | 4.15 4.56 | 2 | C8H13NO6S | 250.0392 | 250.0391 | 120.9951, 128.0340 | CHPMA |
| 4.15 4.56 | 2 | 13C3C5H13NO6S | 253.0493 | 253.0491 | 124.0053, 128.0340 | [13C3]CHPMA | |
| M9 | 3.26 | 1 | C5H8O5S | 179.0014 | 179.0019 | 135.0107, 90.9844, 87.0072 | CMMLA |
| 3.26 | 1 | 13C2C3H8O5S | 181.0080 | 181.0086 | 136.0141, 92.9911, 87.0072 | [13C2]CMMLA |
aHRMS extracted ion chromatograms, isotope patterns and MS2 spectra of all metabolites are summarized in the Supplemental Information (Figures S5–S18)
b3-MCPD (M1) was not detected by HRMS
cRT, retention time; n.d.; not detectable