Table 1.
Accurate mass measurements and metabolite description of complanatuside.
| No. | Time (min) | Formula (M − H/+HCOO) | Experimental (Da) | Fragment Ion (Da) | Metabolite Description | Error (ppm) | Samples | |
|---|---|---|---|---|---|---|---|---|
| M1 * | 0.79 | C28H32O16 | 669.1663 | 461.1089 | 299.0553 | Parent | 0.62 | P, S * |
| M2 | 0.82 | C22H22O11 | 461.1089 | 299.0558 | 283.0236 | Deglycosylation | 1.20 | P, S |
| M3 | 3.20 | C23H24O11 | 475.1246 | 429.2995 | M2 methylation | 1.18 | P | |
| M4 | 2.20 | C21H20O11 | 447.0929 | 429.2978 | 149.0019 | M2 demethylation | 0.36 | P |
| M5 | 1.04 | C21H20O10 | 431.0983 | 299.1995 | 148.9996 | M2 demethylation | 1.11 | P |
| M6 | 2.19 | C22H22O10 | 445.1140 | 296.9965 | M2 demethylation | 1.18 | P | |
| M7 | 2.46 | C20H18O10 | 463.0871 | 391.0617 | 152.9916 | M2 demethylation | 1.32 | P |
| M8 | 3.99 | C21H20O12 | 463.0882 | 431.1391 | 355.1693 | M2 hydroxylation | 1.18 | P |
| M9 | 1.23 | C20H18O11 | 479.0825 | 391.2848 | 227.2567 | M2 hydroxylation | 0.15 | P |
| M10 | 1.58 | C22H22O15S | 557.0607 | 255.2311 | 181.9966 | M2 sulfonation | 1.05 | P |
| M11 | 9.20 | C27H28O16 | 653.1348 | 421.3522 | 175.0235 | M2 glucuronidation | 0.97 | P |
| M12 | 1.14 | C28H30O18 | 653.1359 | 447.1223 | 335.2226 | M2 glucuronidation | 0.78 | P |
| M13 | 9.23 | C29H32O18 | 713.1560 | 653.3056 | 447.1289 | M2 glucuronidation | 0.78 | P |
| M14 | 4.12 | C29H32O20S | 731.1135 | 317.2127 | 299.1980 | M2 glucuronidation | 0.77 | P |
| M15 | 1.08 | C16H12O6 | 299.0559 | 285.0312 | 271.0606 | Deglycosylation of M2 | 1.12 | P, B *,S, U * |
| M16 | 0.92 | C17H14O6 | 313.0718 | 285.1236 | 269.1281 | M15 methylation | 1.87 | P |
| M17 | 1.09 | C15H10O6 | 331.0460 | 269.1902 | 149.0965 | M15 demethylation | 2.12 | P, U |
| M18 | 1.35 | C15H10O5 | 269.0449 | 241.0491 | 225.0540 | M15 demethoxylation | 0.36 | P, S, U |
| M19 | 1.28 | C16H12O7 | 315.0510 | 300.0264 | 165.0183 | M15 hydroxylation | 1.65 | P, S, U |
| M20 | 0.82 | C17H14O7 | 375.0711 | 316.1675 | 285.1854 | M15 hydroxylation | 1.66 | P, S, U |
| M21 | 0.91 | C15H10O7 | 347.0398 | 285.2577 | 135.1503 | M15 hydroxylation | 1.68 | P |
| M22 | 0.78 | C14H8O6 | 271.0248 | 255.0763 | M15 hydroxylation | 2.01 | P | |
| M23 | 2.86 | C16H12O9S | 379.0129 | 299.0564 | 271.0616 | M15 sulfonation | 1.37 | P |
| M24 | 0.76 | C17H14O9S | 393.0315 | 313.1804 | 299.1640 | M15 sulfonation | 1.39 | P |
| M25 | 0.77 | C15H10O9S | 411.0017 | 287.1634 | M15 sulfonation | 1.49 | P, U | |
| M26 | 0.63 | C15H10O8S | 349.0024 | 331.2625 | M15 sulfonation | 1.56 | P, B, S, U | |
| M27 | 0.90 | C16H12O8S | 363.0180 | 285.0581 | 257.1902 | M15 sulfonation | 1.47 | P |
| M28 | 1.17 | C14H8O8S | 334.9845 | 255.1022 | 240.0785 | M15 sulfonation | 4.95 | P, S, U |
| M29 | 0.76 | C16H12O10S | 395.0078 | 347.2233 | 331.2281 | M15 sulfonation | 1.38 | P |
| M30 | 1.17 | C15H10O10S | 380.9922 | 195.1384 | 181.1232 | M15 sulfonation | 1.43 | P |
| M31 | 0.81 | C22H20O12 | 475.0877 | 299.0553 | 284.0332 | M15 glucuronidation | 0.10 | P, B |
| M32 | 3.36 | C23H22O13 | 505.0988 | 447.1352 | M15 glucuronidation | 1.15 | P | |
| M33 | 4.07 | C20H16O11 | 431.0620 | 355.1686 | M15 glucuronidation | 1.30 | P | |
| M34 | 1.21 | C28H32O15 | 653.1761 | 447.1342 | 285.1258 | M1 dehydration | 7.11 | P |
* P: plasma; S: stool; B: bile; U: urine; M1–M34: 34 metabolites of complanatuside.