Name | Description | m/z | m/z [M-H]− | Formula | Retention Time (minutes) | Matrix | Fragment Ions | ||
---|---|---|---|---|---|---|---|---|---|
[M+H]+ | [M+Na]+ | ESI(+) | ESI(−) | ||||||
M0 | Parent | 191.106 | 213.093 | − | C12H14O2 | 18.0 | plasma | 173.098, 145.103, 135.047, 131.052, 117.072, 105.074, 103.057, 91.057 | − |
M1 | Phthalide-3-acetic acid | 193.050 | 215.033 | 191.035 | C10H8O4 | 4.2 | urine | 133.029 | 147.045, 103.056 |
M2 | 10-Keto-NBP | 205.087 | 227.071 | − | C12H12O3 | 11.5 | plasma, urine | 187.074, 145.063, 117.071 | − |
M3-1 | 3-Hydroxylation | 207.104 | 229.080 | 205.086 | C12H14O3 | 11.8 | plasma, urine | 189.094, 171.085, 161.099, 147.049, 145.104, 143.089, 133.032, 117.073 | 161.094 |
M3-2 | 10-Hydroxylation | 207.103 | 229.083 | 205.088 | C12H14O3 | 12.1 | plasma, urine | 189.091, 171.079, 153.071, 145.102, 143.086, 133.031, 128.064, 117.072 | 161.092 |
M3-3 | 8- or 9-Hydroxylation | 207.106 | 229.086 | − | C12H14O3 | 13.1 | plasma | 189.092, 171.081, 153.070, 149.061, 131.050, 103.055 | − |
M3-4 | 8- or 9-Hydroxylation | 207.098 | 229.083 | − | C12H14O3 | 13.8 | plasma | 189.092, 171.080, 153.070, 149.059, 131.049, 103.055 | − |
M4 | Hydrolysis | − | − | 207.101 | C12H16O3 | 11.1 | plasma, urine | − | 163.110 |
M5-1 | Hydroxylation of M2 | − | 243.060 | 219.067 | C12H12O4 | 5.8 | plasma, urine | 203.072, 185.063 | 201.052, 175.078, 157.068, 147.046, 131.055, 119.051, 103.058 |
M5-2 | NBP-11-oic acid | 221.093 | 243.074 | 219.066 | C12H12O4 | 7.8 | plasma, urine | 203.081, 185.070, 175.080, 159.052, 157.075, 143.059, 131.058, 103.060 | 175.078, 157.068, 131.089 |
M6-1 | Hydroxylation of M5-2 | 237.080 | 259.057 | 235.063 | C12H12O5 | 5.9 | plasma, urine | 219.065, 173.067, 143.116, 133.029 | 217.046, 191.075, 175.040, 173.065, 147.084, 131.053, 103.056, 91.059 |
M6-2 | Hydroxylation of M5-2 | 237.080 | 259.059 | 235.063 | C12H12O5 | 6.3 | plasma, urine | 219.065, 173.059, 145.063, 133.029, 117.069 | 217.053, 191.075, 173.063, 145.068, 129.073, 91.057 |
M7-1 | Sulfation of M3-1 | − | − | 285.048 | C12H14O6S | 9.5 | urine | − | 205.091, 161.064 |
M7-2 | Sulfation of M3-2 | − | − | 285.044 | C12H14O6S | 12.7 | plasma, urine | − | 205.087 |
M8 | N -acetylcysteine conjugation | 352.123 | 374.099 | 350.099 | C17H21NO5S | 14.5 | urine | 189.095, 171.086, 147.047, 133.032, 117.074, 91.061 | 221.065, 177.076, 148.037 |
M9-1 | Glucuronidation of M3-2 | 383.139 | 405.118 | 381.119 | C18H22O9 | 8.5 | plasma, urine | 207.105, 189.093, 171.082, 153.073, 145.104, 143.087, 133.031, 128.066 | 363.103, 319.118, 205.087, 187.076, 175.025, 157.013, 113.024, 85.029 |
M9-2 | Glucuronidation of M3-2 | 383.136 | 405.121 | 381.119 | C18H22O9 | 8.7 | plasma, urine | 207.105, 189.093, 171.083, 153.072, 145.105, 143.089, 133.032 | 363.103, 319.118, 205.087, 187.076, 175.025, 157.013, 113.024, 85.029 |
M9-3 | Glucuronidation of M3-3 | 383.130 | 405.122 | 381.118 | C18H22O9 | 9.3 | plasma, urine | 207.105, 189.092, 171.079, 153.067, 149.060, 131.052, 103.056 | 363.123, 319.127, 205.088, 193.038, 175.029, 157.014, 113.026, 85.031 |
M9-4 | Glucuronidation of M3-3 | 383.144 | 405.119 | 381.114 | C18H22O9 | 9.8 | plasma, urine | 207.105, 189.091, 171.076, 153.072, 149.061, 131.050, 103.057 | 363.108, 205.089, 193.035, 175.025, 131.035, 113.025, 85.029 |
M9-5 | Glucuronidation of M3-4 | 383.139 | 405.123 | 381.119 | C18H22O9 | 10.3 | plasma, urine | 207.105, 189.094, 171.081, 149.061, 131.055 | 363.119, 205.088, 193.036, 175.030, 157.016, 131.036, 113.026, 85.030 |
M9-6 | Glucuronidation of M3-1 | 383.144 | 405.116 | 381.122 | C18H22O9 | 11.3 | urine | 207.102, 189.090, 171.082, 161.097, 147.043, 143.086, 133.030, 117.070 | 205.088, 161.099, 113.025, 85.033 |
M10 | Glucuronidation of M5-2 | 397.121 | 419.106 | 395.093 | C18H20O10 | 8.0 | urine | 221.082, 203.074, 185.064, 175.080, 159.044, 157.068, 143.052, 131.052 | 219.064, 193.034, 175.074, 145.061, 113.023 |
103.058, 91.057 | |||||||||
M11-1 | Dihydroxylation + glucuronidation | 399.121 | 421.106 | 397.114 | C18H22O10 | 6.7 | urine | 223.092, 205.086, 187.076, 159.085, 149.066, 131.053, 103.056, 91.054 | 221.078 |
M11-2 | Dihydroxylation + glucuronidation | 399.129 | 421.115 | 397.111 | C18H22O10 | 7.1 | urine | 223.103, 205.092, 187.083, 159.088, 149.066, 131.055, 103.058, 91.058 | 221.084 |
NBP, 3-n-butylphthalide; Q-TOF, quadruple time-of-flight; UPLC-UV, ultraperformance liquid chromatography-UV.