Table 1.
13C-NMR chemical shifts of material Rb1 and metabolites 1, 2, 3 (100 MHz, solvent: pyridine-d5). Ginsenoside Rb1 and metabolite 1 (7), metabolite 2 (8), and metabolite 3 (27).
| Carbon site | Material Rb1 | Rd (ppm) Ref. Exp. | F2 (ppm) Ref. Exp. | C-K (ppm) Ref. Exp. | |||
|---|---|---|---|---|---|---|---|
| Aglycone moiety | |||||||
| C-1 | |||||||
| C-2 | 39.2 | 39.1 | 39.1 | 39.2 | 39.2 | 39.5 | 39.6 |
| C-3 | 26.6 | 26.7 | 26.6 | 26.8 | 26.8 | 28.3 | 28.4 |
| C-4 | 89.0 | 88.5 | 88.9 | 88.8 | 88.8 | 78.1 | 78.2 |
| C-5 | 39.7 | 39.6 | 39.7 | 39.7 | 39.9 | 39.6 | 39.7 |
| C-6 | 56.4 | 56.4 | 56.3 | 56.4 | 56.4 | 56.5 | 56.5 |
| C-7 | 18.5 | 18.5 | 18.4 | 18.4 | 18.5 | 18.8 | 18.9 |
| C-8 | 35.1 | 35.2 | 35.1 | 35.1 | 35.2 | 35.3 | 35.3 |
| C-9 | 40.0 | 40.0 | 40.0 | 40.1 | 40.1 | 40.2 | 40.2 |
| C-10 | 50.2 | 50.2 | 50.1 | 50.2 | 50.2 | 50.4 | 50.4 |
| C-11 | 36.9 | 36.9 | 36.8 | 36.9 | 37.0 | 37.5 | 37.5 |
| C-12 | 30.8 | 30.8 | 30.8 | 30.8 | 30.8 | 30.9 | 30.9 |
| C-13 | 70.2 | 70.2 | 70.2 | 70.2 | 70.1 | 70.2 | 70.3 |
| C-14 | 49.5 | 49.4 | 49.3 | 49.5 | 49.5 | 49.6 | 49.7 |
| C-15 | 51.4 | 51.4 | 51.4 | 51.4 | 51.5 | 51.5 | 51.6 |
| C-16 | 30.7 | 30.8 | 30.8 | 30.9 | 31.0 | 31.1 | 31.2 |
| C-17 | 26.8 | 26.7 | 26.7 | 26.6 | 26.7 | 26.7 | 26.8 |
| C-18 | 51.6 | 51.7 | 51.7 | 51.7 | 51.7 | 51.7 | 51.8 |
| C-19 | 16.3 | 16.3 | 16.3 | 16.3 | 16.4 | 16.3 | 16.4 |
| C-20 | 16.0 | 15.9 | 15.9 | 16.0 | 16.0 | 16.1 | 16.2 |
| C-21 | 83.5 | 83.8 | 83.3 | 83.3 | 83.3 | 83.4 | 83.4 |
| C-22 | 22.4 | 22.4 | 22.5 | 22.4 | 22.5 | 22.4 | 22.3 |
| C-23 | 36.2 | 36.0 | 36.0 | 36.1 | 36.2 | 36.3 | 36.4 |
| C-24 | 23.1 | 23.2 | 23.3 | 23.2 | 23.3 | 23.3 | 23.6 |
| C-25 | 126.0 | 125.9 | 125.8 | 126.0 | 126.6 | 126.0 | 126.0 |
| C-26 | 131.1 | 130.9 | 130.8 | 130.9 | 131.5 | 131.0 | 130.9 |
| C-27 | 25.8 | 25.8 | 25.8 | 25.8 | 25.8 | 25.8 | 25.9 |
| C-28 | 17.9 | 17.8 | 17.8 | 17.8 | 17.8 | 17.8 | 17.6 |
| C-29 | 28.1 | 28.0 | 28.1 | 28.2 | 28.2 | 28.7 | 28.8 |
| C-30 | 16.6 | 16.6 | 16.6 | 16.8 | 16.9 | 16.4 | 16.5 |
| sugar moiety 3-O-inner-Glc | 17.4 | 17.3 | 17.3 | 17.4 | 17.4 | 17.5 | 17.3 |
| C-1 | |||||||
| C-2 | 105.1 | 105.0 | 105.0 | 106.9 | 106.8 | ||
| C-3 | 83.5 | 83.3 | 83.1 | 75.8 | 75.9 | ||
| C-4 | 77.2 | 78.1 | 77.9 | 79.3 | 78.7 | ||
| C-5 | 71.6 | 71.6 | 71.6 | 71.7 | 71.6 | ||
| C-6 | 78.1 | 78.1 | 78.2 | 78.3 | 78.3 | ||
| 3-O-outer-Glc | 62.7 | 62.7 | 62.6 | 62.9 | 62.8 | ||
| C-1 | |||||||
| C-2 | 105.4 | 105.9 | 105.8 | ||||
| C-3 | 77.1 | 77.0 | 77.0 | ||||
| C-4 | 79.3 | 79.1 | 79.1 | ||||
| C-5 | 71.6 | 71.6 | 71.4 | ||||
| C-6 | 78.0 | 78.1 | 78.0 | ||||
| 62.9 | 62.7 | 62.6 | |||||
| 20-O-inner-Glc | |||||||
| C-1 | |||||||
| C-2 | 98.1 | 98.2 | 98.2 | 98.3 | 98.2 | 98.3 | 98.3 |
| C-3 | 74.9 | 75.0 | 75.1 | 75.1 | 75.1 | 75.2 | 75.2 |
| C-4 | 78.1 | 78.1 | 78.2 | 78.8 | 79.2 | 79.3 | 79.3 |
| C-5 | 71.6 | 71.6 | 71.6 | 71.9 | 71.8 | 71.9 | 71.9 |
| C-6 | 77.1 | 78.1 | 78.2 | 78.3 | 78.4 | 78.1 | 78.2 |
| 20-O-outer-Glc | 71.6 | 62.7 | 62.8 | 63.1 | 63.0 | 63.1 | 63.1 |
| C-1 | |||||||
| C-2 | 105.4 | ||||||
| C-3 | 74.9 | ||||||
| C-4 | 78.4 | ||||||
| C-5 | 71.6 | ||||||
| C-6 | 78.0 | ||||||
| 62.8 | |||||||