Table 1. NMR Spectroscopic Data (1H at 800 MHz, 13C at 200 MHz, CDCl3) of Gracidiol (1).
| position | δC, type | δH | J (Hz) | HMBC, H→C |
|---|---|---|---|---|
| 1 | 66.3, H2C–O | 4.69 | dd (11.8, 2.8) | C-7″ |
| 4.47 | dd (11.8, 7.8) | C-2, C-3, C-7″ | ||
| 2 | 73.6, HC–O | 3.96 | dd (7.8, 2.8) | C-1, C-3, C-4, CH3-3 |
| OH-2/3 | 3.49 | s | ||
| 3 | 73.4, C–O | |||
| CH3-3 | 20.0, CH3 | 1.34 | s | C-2, C-4 |
| 4 | 68.9, H2C–O | 4.48 | d (11.5) | C-2, C-3, CH3-3, C-9′ |
| 4.20 | d (11.5) | C-2, C-3, CH3-3, C-9′ | ||
| 1′ | 134.2, C | |||
| 2′/6′ | 128.4, CH | 7.54 | m | C-3′/5′, C-4′, C-7′ |
| 3′/5′ | 129.1/130.8, CH | 7.39–7.40a | m | C-1′, C-2′/6′ |
| 4′ | 130.8/129.1, CH | 7.39–7.40a | m | C-2′/6′ |
| 7′ | 146.4, CH | 7.75 | d (16.0) | C-1′, C-2′/6′, C-8′, C-9′ |
| 8′ | 117.2, CH | 6.47 | d (16.0) | C-1′, C-7′, C-9′ |
| 9′ | 167.6, C=O | |||
| 1″ | 134.2, C | |||
| 2″/6″ | 129.9, CH | 8.05 | m | C-4″, C-7″ |
| 3″/5″ | 128.6, CH | 7.45 | m | C-2″/6″, C-4″ |
| 4″ | 133.4, CH | 7.56 | m | C-2″/6″ |
| 7″ | 167.3, C=O |
Overlapping signals.