Table 1.
Metabolites putatively identified from the LC–MS/MS (negative ion mode) spectral data of Clitorea ternatea root extract.
| No | Retention Time (RT) (min) | Parent Ion Experimental (m/z) |
Parent Ion Theoretical (m/z) |
Error (ppm) | MS/MS Fragment Ions (Intensity, %) | Tentative Identification | Molecular Formula | Source |
|---|---|---|---|---|---|---|---|---|
| Amino Acids and Carboxylic Acids | ||||||||
| 1 | 1.24 | 154.0605 | 154.0615 | –6.49 | 154 (100), 137 (42), 110 (15) | Histidine | C6H9N3O2 | [30] |
| 2 | 1.31 | 173.1027 | 173.1038 | −6.35 | 131 (100) | Arginine | C6H14N4O2 | [30] |
| 3 | 1.36 | 131.0445 | 131.0456 | −8.39 | 131 (19), 114 (100), 113 (62), 95 (14), 88 (32), 72 (15), 70 (40), 58 (10) | Asparagine | C4H8N2O3 | [31] |
| 4 | 4.82 | 203.0811 | 203.0820 | −4.43 | 203 (72), 159 (20), 142 (28), 116 (100) | Tryptophan | C11H12N2O2 | [30,32] |
| 15 | 7.38 | 187.0959 | 187.0970 | −5.87 | 187 (47), 125 (100), 97 (8), 57 (3) | Azelaic acid | C9H16O4 | [30,32] |
| Clitorienolactones | ||||||||
| 17 | 7.59 | 297.0754 | 297.0763 | −3.03 | 297 (20), 253 (100), 191 (5) 159 (10), 133 (20), 119 (34), 109 (23), 93 (20) | Clitorienolactone D | C17H14O5 | [22] |
| 18 | 7.66 | 327.0858 | 327.0868 | −3.06 | 327 (26), 283 (67), 267 (100), 161 (11), 159 (14), 109 (6) | Clitorienolactone C | C18H16O6 | [22] |
| 23 | 8.41 | 311.0910 | 311.0919 | −2.89 | 311 (32), 205 (74), 191 (10), 190 (100), 161 (9) | Clitorienolactone B | C18H16O5 | [22] |
| 24 | 8.47 | 341.1013 | 341.1025 | −3.51 | 341 (42), 205 (68), 191 (7), 190 (100), 161 (7) | Clitorienolactone A | C19H18O6 | [22] |
| Clitorienolactone Glycosides | ||||||||
| 5 | 5.29 | 621.1796 | 621.1819 | −3.70 | 621 (6), Y1−: 459 (25), Y0−: 297 (19), 253 (100) | Clitorienolactone D 4-O-dihexoside | C29H34O15 | - |
| 6 | 5.84 | 651.1931 | 651.1925 | 0.92 | 651 (5), Y1−: 489 (35), Y0−: 327 (35), 283 (100), 268 (54) | Clitorienolactone C 4-O-dihexoside | C30H36O16 | - |
| 7 | 5.85 | 635.1950 | 635.1976 | −4.09 | Y1−: 473 (31), Y0−: 311 (100), 205 (79), 190 (20) | Clitorienolactone B 4-O-dihexoside | C30H36O15 | - |
| 8 | 5.95 | 665.2057 | 665.2081 | −3.61 | Y1−: 503 (33), Y0−: 341 (100), 205 (65),190 (16) |
Clitorienolactone A 4-O-dihexoside | C31H38O16 | - |
| 11 | 6.53 | 459.1278 | 459.1291 | −2.83 | 459 (8), Y0−: 297 (43), 253 (100),109 (8) | Clitorienolactone D 4-O-hexoside | C23H24O10 | - |
| 12 | 6.63 | 489.1383 | 489.1396 | −2.66 | 489 (6), Y0−: 327 (83), 283 (100), 268 (67) | Clitorienolactone C 4-O-hexoside | C24H26O11 | - |
| 13 | 6.85 | 503.1537 | 503.1553 | −3.18 | Y0−: 341 (100), 205 (80), 190 (52), 161 (4) | Clitorienolactone A 4-O-hexoside | C25H28O11 | - |
| 14 | 7.15 | 473.1429 | 473.1447 | −3.8 | 473 (18), Y0−: 311 (96), 205 (100), 190 (49), 161 (5) | Clitorienolactone B 4-O-hexoside | C24H26O10 | - |
| Flavonoids | ||||||||
| 19 | 7.89 | 253.0493 | 253.0500 | −2.76 | 253 (2), 224 (10), 223 (38), 208 (32), 196 (8), 195 (41), 180 (23), 167 (8), 135 (8), 133 (36), 132 (81), 117 (8), 91 (100) | Daidzein * | C15H10O4 | [33,34] |
| 20 | 8.01 | 297.0753 | 297.0763 | −3.36 | 297 (38), 282 (100), 267 (10), 254 (30), 239 (28), 195 (4) | 3′,4′-dimethoxyflavonol | C17H14O5 | [30] |
| 21 | 8.04 | 283.0598 | 283.0606 | −2.82 | 268 (100), 267 (2), 240 (6), 239 (27), 212 (1), 211 (7), 184 (3), 148 (2), 135 (1), | Glycitein | C16H12O5 | [33,35] |
| 22 | 8.18 | 299.0546 | 299.0555 | −3.01 | 299 (24), 284 (25), 271 (13), 256 (100), 255 (6) | Diosmetin | C16H12O6 | - |
| 25 | 8.76 | 269.0444 | 269.0450 | −2.23 | 269 (100), 241 (7), 224 (3), 213 (1), 197 (4), 183 (5), 135 (10), 133 (4) | Genistein * | C15H10O5 | [33,36] |
| 26 | 9.11 | 313.0704 | 313.0712 | −2.55 | 313 (93), 298 (100), 283 (34), 270 (14), 255 (19),239 (6), 226 (83), 211 (43) | Luteolin-3′,4′-dimethyl ether | C17H14O6 | [30] |
| 27 | 9.19 | 309.0752 | 309.0763 | −3.56 | 309 (100), 294 (25), 266 (29), 250 (10), 249 (30), 148 (13) | Hoslundal | C18H14O5 | - |
| 28 | 9.34 | 339.0855 | 339.0868 | −3.83 | 339 (24), 324 (14), 310 (16), 309 (100), 281 (13), 253 (8), 209 (5) | Ambanol | C19H16O6 | - |
| 29 | 9.46 | 267.0651 | 267.0657 | −2.25 | 252 (100), 224 (3), 223 (55), 208 (11), 195 (17), 135 (1), 132 (24), 91 (2) | Formononetin * | C16H12O4 | [33] |
| 30 | 9.77 | 353.1013 | 353.1025 | −3.40 | 353 (100), 338 (40), 323 (71), 308 (32), 293 (17), 279 (73) | Ambonone | C20H18O6 | - |
| 31 | 9.98 | 323.0911 | 323.0919 | −2.47 | 323 (100), 308 (62), 293 (61), 265 (32), 249 (26), 237 (16), 221 (4), 145 (14) | Neoraunone | C19H16O5 | - |
| 32 | 10.34 | 353.1014 | 353.1025 | −3.11 | 353 (100), 338 (33), 323 (73), 308 (38), 293 (14), 279 (69) | Ambonone isomer | C20H18O6 | - |
| Flavonoid Glycosides | ||||||||
| 9 | 6.05 | 431.0963 | 431.0978 | −3.48 | 431 (52), Y0−: 269.0446 (26), [Y0−H]−•: 268 (100), 241 (1), 224(4), 135 (1) | Genistin | C21H20O10 | [37] |
| 10 | 6.25 | 415.1017 | 415.1029 | −2.89 | 415 (26), Y0−: 253.0494 (32), [Y0−H]−•: 252 (100), 223 (1) | Daidzin | C21H20O9 | [38] |
| 16 | 7.45 | 445.1124 | 445.1134 | −2.25 | Y0−: 283.0612 (100), 268 (8), 267 (1), 255 (16), 240 (2), 239 (2), 133 (40) | Glycitin | C22H22O10 | [38] |
* Identification of these compounds was confirmed by comparison with the standards (Supplementary Materials Figure S2).