Spektraris NMR
Triptogelin C-2
Common Name: Triptogelin C-2
Synonyms:
CAS Registry Number:
InChI: InChI=1S/C32H37NO9/c1-18-15-24(38-19(2)34)27(39-20(3)35)31(6)25(40-28(36)21-11-8-7-9-12-21)16-23-26(32(18,31)42-30(23,4)5)41-29(37)22-13-10-14-33-17-22/h7-14,17-18,23-27H,15-16H2,1-6H3/t18-,23-,24+,25-,26-,27+,31-,32-/m1/s1
InChIKey: InChIKey=DEQQLMVYUMXFCZ-RUAYFKEMSA-N
Formula: C32H37N1O9
Molecular Weight: 579.63748
Exact Mass: 579.246832
NMR Solvent: CDCl3 and pyridine-d5
MHz: 400 (1H); 100 (13C)
Calibration: TMS
NMR references: Takaishi, Y., Tokura, K., Tamai, S., Ujita, K., Nakano, K., Tomimatsu, T. (1991) Sesquiterpene polyol esters from Tripterygium wilfordii var. regelii. Phytochemistry 30, 1567-1572
Species: Tripterygium wilfordii Hook fil var. regelii Makino - organ/tissue: achenes (Takaishi, Y., Tokura, K., Tamai, S., Ujita, K., Nakano, K., Tomimatsu, T. (1991) Sesquiterpene polyol esters from Tripterygium wilfordii var. regelii. Phytochemistry 30, 1567-1572)
Notes: poorly annotated spectral peaks
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 5.63 | s | |
| 2 | 5.63 | s | |
| 3a | 1.86 | d | 16.1 |
| 3b | 2.5 | m | |
| 4 | 2.54 | m | |
| 6 | 5.7 | s | |
| 7 | 2.43 | m | |
| 8a | 2.24 | dd | 16.2, 3 |
| 8b | 2.57 | m | |
| 9 | 5.03 | d | 6.7 |
| 12 | 1.45 | s | |
| 13 | 1.45 | s | |
| 14 | 1.26 | d | 7.6 |
| 15 | 1.54 | s | |
| 1-OAc or 2-OAc (CH3) | 1.74 | s | |
| 1-OAc or 2-OAc (CH3) | 2.01 | s | |
| 9-O-Benzoyl (position unknown) | 7.4 | m | |
| 6-O-Nicotinoyl (position unknown) | 7.5 | ddd | 7.9, 4.6, 1.5 |
| 9-O-Benzoyl (position unknown) | 8.35 | dd | 8.5, 1.5 |
| 6-O-Nicotinoyl (position unknown) | 8.51 | dt | 7.9, 1.5 |
| 6-O-Nicotinoyl (position unknown) | 8.97 | dd | 4.9, 1.5 |
| 6-O-Nicotinoyl (position unknown) | 9.62 | t | 1.5 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 71.7 |
| 2 | 69.9 |
| 3 | 31.4 |
| 4 | 34.4 |
| 5 | 90.3 |
| 6 | 80.5 |
| 7 | 49.3 |
| 8 | 31.9 |
| 9 | 73.4 |
| 10 | 50.4 |
| 11 | 83.3 |
| 12 | 26.1 |
| 13 | 31 |
| 14 | 18.7 |
| 15 | 20.5 |
| 6-O-Nicotinoyl (carbonyl) | 164.7 |
| 6-O-Nicotinoyl (C-2") | 151.1 |
| 6-O-Nicotinoyl (C-3") | 126.3 |
| 6-O-Nicotinoyl (C-4") | 137.2 |
| 6-O-Nicotinoyl (C-5") | 124.2 |
| 6-O-Nicotinoyl (C-6") | 154.5 |
| 9-O-Benzoyl (carbonyl) | 165.6 |
| 9-O-Benzoyl (C1') | 130.4 |
| 9-O-Benzoyl (C2') | 130.4 |
| 9-O-Benzoyl (C6') | 130.4 |
| 9-O-Benzoyl (C3') | 128.8 |
| 9-O-Benzoyl (C5') | 128.8 |
| 9-O-Benzoyl (C4') | 133.6 |
| 1-OAc or 2-OAc (carbonyl) | 169.8 |
| 1-OAc or 2-OAc (carbonyl) | 170.1 |
| 1-OAc or 2-OAc (CH3) | 20.5 |
| 1-OAc or 2-OAc (CH3) | 21 |
