Table 1.
Characterization of GAA and its metabolites by HPLC-DAD-MS.
| Metabolite | Identification | UV λmax (nm) | tR (min) | Formula | m/z | Fragment Ions | Detected resource | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | 2 | 3 | 4 | 5 | |||||||
| M0 | GAA | 256 | 22.69 | C30H44O7 | 515 | 515, 497, 479, 453, 435, 355, 301, 300, 299, 285, 283, 195 | + | + | + | + | + |
| M1 | 3,7β,15,23-tetrahydroxy-11-oxo-lanost-8,24-dien-26-oic acid | 246 | 11.89 | C30H46O7 | 517 | 517, 499, 481, 455, 437, 303, 302, 301, 287, 195 | + | − | − | − | − |
| M2 | Ganoderic acid C2 | 258 | 15.54 | C30H46O7 | 517 | 517, 499, 481, 455, 437, 303, 302, 301, 287, 195 | + | + | + | + | + |
| M3 | 7β,11,15-trihydroxy-3,23-dioxo-lanost-8-en-26-oic acid | 250 | 16.26 | C30H46O7 | 517 | 517, 499, 481, 455, 437, 303, 302, 301, 287, 195 | + | + | + | − | − |
| M4 | 7β,15-dihydroxy-3,11,23-trioxo-lanost-26-oic acid | 246 | 18.43 | C30H46O7 | 517 | 517, 499, 481, 455, 437, 303, 302, 301, 287, 195 | + | + | − | − | + |
| M5 | 7β,23-dihydroxy-3,11,15-trioxo-lanost-8,24-dien-26-oic acid | 246 | 21.13 | C30H42O7 | 513 | 513, 495, 451, 301, 285, 283, 247, 149 | + | + | + | − | − |
| M6 | Ganoderic acid D | 246 | 25.81 | C30H42O7 | 513 | 513, 495, 451, 301, 285, 283, 247, 149 | + | + | + | − | − |
| M7 | Ganoderic acid J | 250 | 27.47 | C30H42O7 | 513 | 513, 495, 451, 436, 421, 399, 335, 301, 285, 283, 247 | + | + | + | − | − |
| M8 | Ganoderic acid E | 250 | 27.26 | C30H40O7 | 511 | 511, 493, 449, 301, 285, 247, 149 | + | − | − | − | − |
| M9 | 12-hydroxy ganoderic acid A | 252 | 13.74 | C30H44O8 | 531 | 531, 513, 501, 495, 483, 465, 451, 317, 301, 195 | + | + | − | + | + |
| M10 | 11,12,15-trihydroxy-3,7,23-trioxo-lanost-8-en-26-oic acid | 246 | 13.99 | C30H44O8 | 531 | 531, 513, 501, 495, 483, 465, 451, 319, 317, 303, 301 | + | + | − | − | − |
| M11 | 20-hydroxy ganoderic acid A | 242 | 16.15 | C30H44O8 | 531 | 531, 513, 495, 469, 451, 301, 285, 193 | + | + | − | + | + |
| M12 | 11,15,20-trihydroxy-3,7,23-trioxo-lanost-8-en-26-oic acid | 246 | 17.63 | C30H44O8 | 531 | 531, 513, 495, 469, 451, 303, 301, 286, 285, 249, 193 | + | + | − | + | + |
| M13 | 3,7β,15,28(29)-tetrahydroxy-11, 23-dioxo-lanost-8-en-26-oic acid | 246 | 10.69 | C30H46O8 | 533 | 533, 515, 497, 453, 423, 317, 303, 195 | + | + | − | + | − |
| M14 | Ganoderic acid L | 246 | 12.08 | C30H46O8 | 533 | 533, 515, 497, 453, 423, 303, 301, 287, 193 | + | + | − | − | − |
| M15 | 12-hydroxy ganoderic acid C2 | 242 | 12.46 | C30H46O8 | 533 | 533, 515, 497, 485, 467, 453, 423, 319, 317, 303, 195 | + | + | − | + | − |
| M16 | 7β,11,12,15-tetrahydroxy-3,23-dioxo-lanost-8-en-26-oic acid | 254 | 13.42 | C30H46O8 | 533 | 533, 515, 485, 467, 453, 319, 317, 303, 195 | + | + | − | + | − |
| M17 | 3,7β,23-trihydroxy-11,15-dioxo-lanost-8,24-dien-26-oic acid | 258 | 15.17 | C30H44O7 | 515 | 515, 497, 453, 303, 301, 287, 249, 195 | + | + | − | − | − |
| M18 | Ganoderic acid B | 246 | 17.65 | C30H44O7 | 515 | 515, 497, 453, 303, 301, 287, 249, 195, 193, 149 | + | + | − | − | − |
| M19 | 7β,11-dihydroxy-3,15,23-trioxo-lanost-8-en-26-oic acid | 248 | 18.91 | C30H44O7 | 515 | 515, 497, 453, 303, 287, 285, 249, 193 | + | + | − | − | − |
| M20 | 12-hydroxy ganoderic acid D | 246 | 14.96 | C30H42O8 | 529 | 529, 511, 499, 481, 467, 317, 301, 287, 285, 193 | + | + | − | − | − |
| M21 | 11,15-dihydroxy-3,7,23- trioxo-lanost-8-en-26-oic acid | 254 | 24.22 | C30H44O7 | 515 | 515, 497, 479, 453, 435, 405, 355, 303, 301, 300, 299, 286, 285, 195, 149 | + | + | + | − | − |
| M22 | 15,23-dihydroxy-3,11-dioxo-lanost-8, 24-dien-26-oic acid-7β-O-sulfation | 244 | 7.85 | C30H44O10S | 595 | 595, 515, 497, 479, 453, 435, 421, 405, 301, 300, 299, 285, 283, 195 | + | − | − | − | − |
| M23 | Ganoderic acid A 7-O-sulfation | 242 | 9.80 | C30H44O10S | 595 | 595, 563, 515, 497, 479, 453, 435, 285, 269, 149 | + | − | − | − | − |
| M24 | Ganoderic acid C2 3-O-sulfation | 254 | 8.51 | C30H46O10S | 597 | 597, 517, 499, 481, 455, 437, 303, 302, 301, 287 | + | − | − | − | − |
| M25 | Ganoderic acid C2 3-O-glucuronide | 246 | 10.73 | C36H54O13 | 693 | 693, 517, 499, 481, 455, 437, 303, 302, 301, 287, 235, 195 | + | − | − | + | − |
| M26 | Ganoderic acid C2 7-O-glucuronide | 242 | 11.31 | C36H54O13 | 693 | 693, 517, 499, 481, 455, 437, 303, 302, 301, 287, 235, 195 | + | − | − | − | − |
| M27 | Ganoderic acid C2 15-O-glucuronide | 246 | 13.13 | C36H54O13 | 693 | 693, 515, 499, 481, 455, 437, 303, 302, 301, 287, 235, 195 | + | − | − | − | − |
| M28 | Ganoderic acid A 7-O-glucuronide | 248 | 14.20 | C36H52O13 | 691 | 691, 515, 497, 479, 453, 435, 355, 301, 300 299, 285, 233, 195, 175 | + | + | + | + | + |
| M29 | 15-hydroxy-3,7,23-trioxo-lanost-8-en-26-oic acid-11-O-glucuronide | 246 | 14.82 | C36H52O13 | 691 | 691, 515, 497, 479, 453, 435, 355, 301, 300, 299, 287, 285, 233, 195, 175 | + | + | + | − | − |
| M30 | Ganoderic acid A 15-O-glucuronide | 246 | 18.10 | C36H52O13 | 691 | 691, 513, 495, 477, 451, 435, 355, 301, 300, 299, 285, 233, 195, 177 | + | − | + | − | − |
| M31 | 11-hydroxy-3,7,23-trioxo-lanost-8-en-26-oic acid-15-O-glucuronide | 246 | 19.17 | C36H52O13 | 691 | 691, 513, 495, 477, 451, 435, 355, 301, 300, 299, 287, 285, 233, 195, 177 | + | − | + | − | − |
| M32 | 12,28(29)-dihydroxy ganoderic acid A | 244 | 9.28 | C30H44O9 | 547 | 547, 529, 517, 511, 499, 481, 303, 287, 285, 195 | + | − | − | − | − |
| M33 | 12,20-dihydroxy ganoderic acid A | 242 | 10.46 | C30H44O9 | 547 | 547, 529, 517, 511, 499, 481, 317, 301, 287, 285, 211, 193 | + | − | − | − | − |
| M34 | 12,20,28 (29)-trihydroxy ganoderic acid A | 244 | 6.25 | C30H44O10 | 563 | 563, 545, 533, 527, 515, 483, 303, 287, 285, 193 | + | − | − | − | − |
| M35 | 28(29)-hydroxy ganoderic acid A | 250 | 12.97 | C30H44O8 | 531 | 531, 513, 495, 451, 317, 315, 301, 195 | + | + | − | − | + |
| M36 | 12,28(29)-dicarbonyl ganoderic acid A | 232 | 26.30 | C31H44O8 | 543 | 543, 525, 515, 497, 481, 479, 463, 453, 435, 355, 301, 300, 299, 285, 195 | + | − | + | − | − |
| M37 | 11,15-dihydroxy-3,7,12,23,28(29)-pentaoxo-lanost-8-en-26-oic acid | 230 | 26.98 | C31H44O8 | 543 | 543, 525, 515, 497, 481, 479, 463, 453, 435, 355, 303, 301, 300, 299, 286, 285, 195 | + | − | + | − | − |
1, rat bile; 2, rat plasma; 3, rat urine; 4, RLMs; 5, HLMs.
+, detected; –, not detected.