Table 1 List of tentatively annotated compounds acquired from different grape samples, including fresh and those collected at distinctive drying stages, using UPLC-QTOF-MS/MS analysis
No. | Rt (min.) | Annotated compound | m/z (adduct) | Molecular formula | Error (ppm) | MS/MS fragments | Chemical class | References |
|---|---|---|---|---|---|---|---|---|
1. | 1.028 | Citric acid | 191.1215 [M − H]− | C₆H₈O₇ | 7.8 | 111 | Organic acids | |
2. | 1.246 | Protocatechuic acid glucoside | 315.2625 [M − H]− | C13H16O9 | 7.9 | 153 and 108 | Phenolic acids | |
3. | 1.354 | Caffeic acid | 179.1611 [M − H]− | C9H8O4 | 6.1 | 135 | Phenolic acids | |
4. | 1.367 | Dimethoxycinnamic acid | 207.2120 [M − H]− | C11H12O4 | 9.6 | 163 | Organic acids | |
5. | 1.445 | 1-Caffeoyl-beta-D-glucose; caffeic acid-glucoside | 341.3012 [M − H]− | C15H18O9 | 3.5 | 161 and 135 | Phenolic acids | |
6. | 1.476 | Rosmarinic acid | 359.3017 [M − H]− | C18H16O8 | 4.7 | 197, 182, and 122 | Phenolic acids | |
7. | 1.496 | Dihydroferulic acid | 195.2015 [M − H]− | C10H12O4 | 7.6 | 153 | Phenolic acids | |
8. | 1.584 | Quercetin-3-O-glucuronide | 477.4033 [M − H]− | C21H18O13 | 6.8 | 314, 301, 243, 179, 151, and 108 | Flavonoids | |
9. | 1.896 | Esculin | 341.2815 [M + H]+ | C15H16O9 | 4.4 | 161 and 135 | Coumarin glycosides | |
10. | 2.042 | Vinyl caffeate | 205.1918 [M − H]− | C11H10O4 | 8.7 | 163 | Phenolic acid esters | |
11. | 2.117 | Polydatin | 390.4025 [M]+ | C20H22O8 | 6.4 | 333, 279, and 228 | Stilbene glycosides | |
12. | 2.216 | Caftaric acid | 311.2310 [M − H]− | C13H12O9 | 3.2 | 217 and 149 | Phenolic acids | |
13. | 2.233 | Uridine 5’-diphosphogalactose | 565.3051 [M − H]− | C15H24N2O17P2 | 9.0 | 385, 323, 273, 241, 211, and 159 | Pyrimidine nucleotide sugars | |
14. | 2.320 | Coutaric acid | 295.2318 [M − H]− | C13H12O8 | 6.1 | 163 and 119 | Phenolic acids | |
15. | 2.334 | Sinapinic acid | 261.2109 [M − H + K]− | C11H12O5 | 4.0 | 181 and 119 | Phenolic acids | |
16. | 2.349 | Indole-3-acetic acid | 175.1816 [M]− | C10H9NO2 | 9.1 | 131 | Auxins | |
17. | 2.351 | Kaempferol diglycoside | 611.5020 [M + H]+ | C27H30O16 | 3.27 | 341, 287, 227, 163, and 113 | Flavonoids | |
18. | 2.362 | Vitisinol C | 449.5011 [M − H + Na]− | C27H24O5 | 2.6 | 287, 269, 227, 209, 155, and 113 | Stilbenes | |
19. | 2.389 | Dihydrokaempferol glucoside | 449.4017 [M − H]− | C21H22O11 | 3.8 | 287, 269, 227, 209, and 155 | Flavonoids | |
20. | 2.390 | Cyanidin-3-O-glucoside | 449.4006 [M]+ | C21H21O11+ | 1.3 | 287, 269, 227, 209, 207, and 155 | Anthocyanins | |
21. | 2.420 | 4-Hydroxybenzoyl glucose | 299.2616 [M − H]− | C13H16O8 | 5.3 | 239, 179, and 137 | Sugars | |
22. | 2.467 | Abscisic acid | 263.3213 [M − H]− | C15H20O4 | 4.9 | 204, 165, 153, and 135 | Sesquiterpenoids | |
23. | 2.498 | Spiraeoside | 463.4022 [M − H]− | C21H20O12 | 4.7 | 300, 179, and 151 | Flavonoids | |
24. | 2.498 | Quercetin 3-O-galactoside; hyperoside | 463.4013 [M − H]− | C21H20O12 | 2.7 | 300, 179, and 151 | Flavonoids | |
25. | 2.499 | Peonidin-3-O-glucoside | 463.9001 [M]− | C22H23O11+ | 0.2 | 301 and 300 | Anthocyanins | |
26. | 2.715 | Petunidin 3-(6”-acetylglucoside) | 520.4035 [M − H]- | C24H25O13+ | 6.7 | 317, 249, 181, and 113 | Anthocyanins | |
27. | 4.724 | Pentahydroxyflavone | 303.2326 [M + H]+ | C15H10O7 | 8.6 | 229, 165, 153, and 137 | Flavonoids | |
28. | 5.502 | Myristic acid (Tetradecanoic acid) | 249.3723 [M − H + Na]− | C14H28O2 | 10.0 | 155 and 113 | Lipids (fatty acids) | |
29. | 5.678 | Viniferal | 595.6019 [M − H + Na]− | C35H26O8 | 3.3 | 461, 415, 279, and 153 | Stilbenes | |
30. | 5.792 | PC (16:1/0:0) | 494.6026 [M + H]+ | C24H48NO7P | 5.3 | 311, 184, 125, and 104 | Lipids (phosphatidylcholines) | GNPS42 |
31. | 5.899 | PC (18:2/0:0) | 520.7039 [M + H]+ | C26H50NO7P | 7.5 | 337, 184, 125, and 104 | Lipids (phosphatidylcholines) | GNPS42 |
32. | 6.148 | PC (18:3/0:0) | 518.6025 [M + H]+ | C26H48NO7P | 4.8 | 335, 184, 125, and 104 | Lipids (phosphatidylcholines) | GNPS42 |
33. | 6.150 | PC (0:0/16:0) | 496.6022 [M + H]+ | C24H50NO7P | 4.4 | 313, 184, 125, and 104 | Lipids (phosphatidylcholines) | GNPS42 |
34. | 6.258 | Hydroxytetracosanoic acid | 384.6038 [M]− | C24H48O3 | 9.8 | 181 and 113 | Lipids (fatty acids) | |
35. | 6.373 | Myristic acid, 2-(1-octadecenyloxy) ethyl ester | 521.9035 [M − H]− | C34H66O3 | 6.7 | 452, 255, 181, and 113 | Lipids (fatty acids) | |
36. | 6.545 | Amurensisin | 461.4016 [M − H + Na]− | C22H16O10 | 3.6 | 279 and 181 | Procyanidins | |
37. | 6.923 | 1-Hexadecanoyl-sn-glycero-3-phospho-(1’-myo-inositol); PI (16:0/0:0) | 571.6028 [M − H]− | C25H49O12P | 4.9 | 391, 315, 255, 241, and 153 | Lipids (phosphatidylinositols) | GNPS86 |
38. | 7.736 | Proanthocyanidin A | 591.5012 [M − H]− | C31H28O12 | 2.0 | 523, 455, 351, 277, and 153 | Flavonoids | |
39. | 7.774 | Viniferether A | 523.5026 [M − H + K]− | C29H26O7 | 5.3 | 455 | Stilbenes | |
40. | 8.087 | Ergosterol | 433.6015 [M − H2O + Na]+ | C28H44O | 3.8 | 325, 311, 255, and 153 | Sterols | |
41. | 8.278 | PE(18:2/17:0) | 731.0054 [M + 2H]+ | C40H76NO8P | 7.4 | 337 | Lipids (phosphatidylethanolamines) | |
42. | 8.305 | PE(16:0/18:2) | 717.0057 [M + H]+ | C39H74NO8P | 7.9 | 478 and 323 | Lipids (phosphatidylethanolamines) | |
43. | 8.320 | PE(18:2/15:1) | 699.9051 [M + H]+ | C38H70NO8P | 7.3 | 305 and 225 | Lipids (phosphatidylethanolamines) | |
44. | 8.428 | PE(18:2/22:6) | 786.0027 [M − 2H]− | C45H74NO8P | 3.1 | 557 and 291 | Lipids (phosphatidylethanolamines) | |
45. | 8.442 | PE(14:0/18:3) | 685.9017 [M]+ | C37H68NO8P | 2.5 | 291 and 140 | Lipids (phosphatidylethanolamines) | |
46. | 8.494 | PE(18:2/PGE1) | 816.0015 [M + 2H]+ | C43H76NO11P | 1.8 | 587, 599, 293, and 109 | Lipids (phosphatidylethanolamines) | |
47. | 8.507 | PE(18:1/18:1) | 745.0058 [M + H]+ | C41H78NO8P | 7.8 | 478 and 351 | Lipids (phosphatidylethanolamines) | |
48. | 8.577 | 7,10-dihydroxy-octadecadienoic acid (7,10-DiHODE) | 311.4028 [M − H]− | C18H32O4 | 8.9 | 183 | Lipids (fatty acids) | |
49. | 8.791 | Bilobalide | 325.3028 [M − H]− | C15H18O8 | 8.6 | 261, 183, 119, and 103 | Terpenoids | GNPS41 |
50. | 8.989 | PE (18:2 (10, 12) + = O (9)/22:1 (13)) | 813.1068 [M + H]+ | C45H82NO9P | 8.4 | 585, 557, and 291 | Lipids (phosphatidylethanolamines) |
