Spektraris NMR
Triptogelin A-5
Common Name: Triptogelin A-5
Synonyms:
CAS Registry Number:
InChI: InChI=1S/C42H47NO11/c1-8-24(2)36(45)51-32-31-34(49-26(4)44)42(54-40(31,5)6)25(3)22-30(50-37(46)27-16-11-9-12-17-27)33(52-39(48)29-20-15-21-43-23-29)41(42,7)35(32)53-38(47)28-18-13-10-14-19-28/h9-21,23-25,30-35H,8,22H2,1-7H3/t24?,25-,30+,31-,32-,33+,34-,35-,41+,42-/m1/s1
InChIKey: InChIKey=DZCMZVBXQQILBE-HROOGFMSSA-N
Formula: C42H47N1O11
Molecular Weight: 741.834
Exact Mass: 741.31491
NMR Solvent: CDCl3
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:
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 5.83 | d | 3.9 |
| 2 | 5.77 | m | |
| 3 | 2.04 | d | 13.9 |
| 3 (stereochemistry unknown) | 2.55 | m | |
| 6 | 6.1 | s | |
| 7 | 2.56 | d | 3.9 |
| 8 | 5.6 | dd | 5.4, 3.9 |
| 9 | 5.66 | d | 5.4 |
| 12 | 1.65 | s | |
| 13 | 1.49 | s | |
| 14 | 1.4 | d | 7.3 |
| 15 | 1.94 | s | |
| OAc (CH3) | 2.15 | s | |
| 2-O- or 9-O-Benzoyl (position unknown) | 7.06 | t | 7.3 |
| 2-O- or 9-O-Benzoyl (position unknown) | 7.48 | t | 7.3 |
| 2-O- or 9-O-Benzoyl (position unknown) | 7.58 | m | |
| 2-O- or 9-O-Benzoyl (position unknown) | 8 | dd | 7.3, 1.5 |
| 1-O-Nicotinoyl (position unknown) | 6.8 | dd | 7.8, 4.9 |
| 1-O-Nicotinoyl (position unknown) | 7.71 | ddd | 7.8, 2, 2 |
| 1-O-Nicotinoyl (position unknown) | 8.34 | dd | 4.9, 2 |
| 1-O-Nicotinoyl (position unknown) | 8.69 | d | 2 |
| 8-O-(2-Methylbutanoyl) (position unknown) | 0.77 | t | 7.3 |
| 8-O-(2-Methylbutanoyl) (position unknown) | 1.51 | d | 6.8 |
| 8-O-(2-Methylbutanoyl) (position unknown) | 1.4 | m | |
| 8-O-(2-Methylbutanoyl) (position unknown) | 1.65 | m | |
| 8-O-(2-Methylbutanoyl) (position unknown) | 2.04 | sext | 6.8 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 76.9 |
| 2 | 70.6 |
| 3 | 31.2 |
| 4 | 33.3 |
| 5 | 90.8 |
| 6 | 74.7 |
| 7 | 52.7 |
| 8 | 70.7 |
| 9 | 75 |
| 10 | 48.7 |
| 11 | 82.2 |
| 12 | 24.1 |
| 13 | 30.7 |
| 14 | 18.5 |
| 15 | 14.1 |
| Ac | 21.3 |
| Ac | 169.7 |
| 2-O- or 9-O-Benzoyl (position unknown) | 217 |
| 2-O- or 9-O-Benzoyl (position unknown) | 128.7 |
| 2-O- or 9-O-Benzoyl (position unknown) | 128.9 |
| 2-O- or 9-O-Benzoyl (position unknown) | 129.1 |
| 2-O- or 9-O-Benzoyl (position unknown) | 129.5 |
| 2-O- or 9-O-Benzoyl (position unknown) | 130 |
| 2-O- or 9-O-Benzoyl (position unknown) | 132.8 |
| 2-O- or 9-O-Benzoyl (position unknown) | 133.2 |
| 2-O- or 9-O-Benzoyl (position unknown) | 164.8 |
| 2-O- or 9-O-Benzoyl (position unknown) | 166 |
| 1-O-Nicotinoyl (position unknown) | 122.5 |
| 1-O-Nicotinoyl (position unknown) | 125.4 |
| 1-O-Nicotinoyl (position unknown) | 136.5 |
| 1-O-Nicotinoyl (position unknown) | 150.3 |
| 1-O-Nicotinoyl (position unknown) | 152.7 |
| 1-O-Nicotinoyl (position unknown) | 164 |
| 8-O-(2-Methylbutanoyl) (position unknown) | 11.6 |
| 8-O-(2-Methylbutanoyl) (position unknown) | 16.5 |
| 8-O-(2-Methylbutanoyl) (position unknown) | 26.6 |
| 8-O-(2-Methylbutanoyl) (position unknown) | 41.6 |
| 8-O-(2-Methylbutanoyl) (position unknown) | 175.1 |
