Spektraris NMR
Regelidine
Common Name: Regelidine
Synonyms: TWHR-3
CAS Registry Number:
InChI: InChI=1S/C35H37NO8/c1-32(2)25-20-27(42-30(38)23-14-9-6-10-15-23)34(4)26(41-29(37)22-12-7-5-8-13-22)17-18-33(3,40)35(34,44-32)28(25)43-31(39)24-16-11-19-36-21-24/h5-16,19,21,25-28,40H,17-18,20H2,1-4H3/t25-,26+,27+,28-,33+,34+,35+/m1/s1
InChIKey: InChIKey=MZSHQEJWMYSZEP-IMIUDZSCSA-N
Formula: C35H37N1O8
Molecular Weight: 599.2519
Exact Mass: 599.249
NMR Solvent: CDCl3
MHz: 400 (1H), 100 (13C)
Calibration: TMS
NMR references: Nakano, K., Oose, Y., Masuda, Y., Kamada, H., Takaishi, Y. (1998) Terpenoids in Transformed Root Culture of Tripterygium wilfordii. Phytochemsitry. 49, 1821-1824.
Species: Tripterygium wilfordii var. regelii - Nakano, K., Oose, Y., Masuda, Y., Kamada, H., Takaishi, Y. (1998) Terpenoids in Transformed Root Culture of Tripterygium wilfordii. Phytochemsitry. 49, 1821-1824.
Notes: Poorly annotated signals.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 5.63 | dd | 3.9, 12.2 |
| 2 | 2.12 | m | |
| 3-beta | 1.8 | dt | 3.4, 10.3 |
| 3-alpha | 2.06 | dd | 3.3, 14.1 |
| 6 | 5.73 | s | |
| 7 | 2.39 | t | 2.9 |
| 8-alpha | 2.3 | dd | 2.9, 16.6 |
| 8-beta | 2.61 | ddd | 3.4, 6.8, 16.6 |
| 9 | 5.16 | d | 6.8 |
| CH3 (position unknown) | 1.4 | s | |
| CH3 (position unknown) | 1.54 | s | |
| CH3 (position unknown) | 1.56 | s | |
| CH3 (position unknown) | 1.59 | s | |
| 4-OH | 3.07 | s | |
| OBenzoyl (position unknown) | 7.25 | t | 7.8 |
| OBenzoyl (position unknown) | 7.33 | t | 7.8 |
| OBenzoyl (position unknown) | 7.43 | dd | 7.8 |
| OBenzoyl (position unknown) | 7.55 | d | 7.3 |
| OBenzoyl (position unknown) | 7.79 | d | 7.3 |
| ONicotinoyl (position unknown) | 7.5 | t | 7.8 |
| ONicotinoyl (position unknown) | 8.53 | dt | 7.8, 1.9 |
| ONicotinoyl (position unknown) | 8.81 | dd | 1.5, 4.4 |
| ONicotinoyl (position unknown) | 9.4 | d | 1.5 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 73.2 |
| 2 | 23.5 |
| 3 | 38.9 |
| 4 | 70.8 |
| 5 | 91.6 |
| 6 | 80.9 |
| 7 | 49.1 |
| 8 | 31.9 |
| 9 | 73.3 |
| 10 | 51.8 |
| 11 | 84.5 |
| 12 | 29.7 |
| 13 | 26 |
| 14 | 24 |
| 15 | 20.1 |
| ONicotinoyl (position unknown) | 125.8 |
| ONicotinoyl (position unknown) | 137.6 |
| ONicotinoyl (position unknown) | 123.6 |
| ONicotinoyl (position unknown) | 513.8 |
| ONicotinoyl (position unknown) | 151.2 |
| ONicotinoyl (position unknown) | 164.9 |
| OBenzoyl (several carbons; position unknown) | 130 |
| OBenzoyl (position unknown) | 165.3 |
| OBenzoyl (position unknown) | 165.5 |
