Spektraris NMR
Isowilfordine
Common Name: Isowilfordine
Synonyms:
CAS Registry Number: 134306-16-4
InChI: InChI=1S/C38H41NO7/c1-35(2)30-23-28(22-29(40)18-17-25-12-7-5-8-13-25)37(4)31(44-33(41)26-14-9-6-10-15-26)19-20-36(3,43)38(37,46-35)32(30)45-34(42)27-16-11-21-39-24-27/h5-18,21,24,28,30-32,43H,19-20,22-23H2,1-4H3/b18-17+/t28-,30+,31-,32+,36-,37+,38-/m0/s1
InChIKey: InChIKey=QJSKOJVVJGBHSX-OPRHHNTLSA-N
Formula: C43H49N1O19
Molecular Weight: 883.84446
Exact Mass: 883.289878
NMR Solvent: CDCl3
MHz: 400 (1H), 100 (13C)
Calibration: TMS
NMR references: Ya, L., Strunz, G., Calhoun, L. (1991) Isowilfordine: An alkaloid from Triptergyium wilfordii. Phytochemistry 30, 719-721
Species: Tripterygium wilfordii - Ya, L., Strunz, G., Calhoun, L. (1991) Isowilfordine: An alkaloid from Triptergyium wilfordii. Phytochemistry 30, 719-721
Notes:
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 5.74 | d | 3.46 |
| 2 | 5.46 | t | 3.1 |
| 3 | 5.07 | d | 2.82 |
| 5 | 6.87 | s | |
| 6 | 2.4 | d | 4.13 |
| 7 | 5.54 | m | |
| 8 | 5.4 | d | 6.04 |
| 11 (stereochemistry unknown) | 4.4 | q | 13 |
| 11 (stereochemistry unknown) | 5.57 | q | 13 |
| 12 | 1.72 | d | 1.13 |
| 14 | 1.66 | s | |
| 15 (stereochemistry unknown) | 3.76 | q | 12.1 |
| 15 (stereochemistry unknown) | 5.86 | q | 12.1 |
| 16 (stereochemistry unknown) | 2.64 | m | |
| 16 (stereochemistry unknown) | 3.94 | m | |
| 17 (stereochemistry unknown) | 2.15 | m | |
| 17 (stereochemistry unknown) | 2.43 | m | |
| 19 | 1.49 | s | |
| 2' | 8.64 | d | 5.07 |
| 3' | 7.25 | d | 5.75 |
| 6' | 9.01 | dd | 6.99, 1.56 |
| 2'' | 8.07 | d | 7.3 |
| 3'' | 7.52 | t | 7.3 |
| 4'' | 7.64 | t | 7.3 |
| 5'' | 7.52 | t | 7.3 |
| 6'' | 8.07 | dd | 6.99, 1.56 |
| 1-OAc | 1.88 | s | |
| 5-OAc | 2.21 | s | |
| 7-OAc | 2.11 | s | |
| 8-OAc | 1.95 | s | |
| 11-OAc | 2.19 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 73.25 |
| 2 | 69.22 |
| 3 | 77.01 |
| 4 | 69.82 |
| 5 | 73.55 |
| 6 | 51.1 |
| 7 | 68.91 |
| 8 | 70.73 |
| 9 | 51.88 |
| 10 | 94.06 |
| 11 | 60.51 |
| 12 | 22.96 |
| 13 | 84.9 |
| 14 | 17.8 |
| 15 | 69.88 |
| 16 | 28.02 |
| 17 | 39.81 |
| 18 | 77.64 |
| 19 | 27.72 |
| 20 | 172.08 |
| 21 | 167.7 |
| 22 | 164.93 |
| 2' | 152.7 |
| 3' | 125.6 |
| 4' | 155.22 |
| 5' | 125.87 |
| 6' | 150.76 |
| 1'' | 128.61 |
| 2'' | 129.85 |
| 3'' | 128.79 |
| 4'' | 133.88 |
| 5'' | 128.79 |
| 6'' | 129.85 |
| 1-OAc (CH3) | 20.5 |
| 5-OAc (CH3) | 21.55 |
| 7-OAc (CH3) | 20.98 |
| 9-OAc (CH3) | 20.45 |
| 11-OAc (CH3) | 20.98 |
| 1-OAc (carbonyl) | 169.97 |
| 5-OAc (carbonyl) | 169.82 |
| 7-OAc (carbonyl) | 170.17 |
| 9-OAc (carbonyl) | 168.99 |
| 11-OAc (carbonyl) | 170.03 |
