Spektraris NMR
Wilfordine
Common Name: Wilfordine
Synonyms:
CAS Registry Number: 37239-51-3
InChI: InChI=1S/C42H47NO19/c1-20(44)54-19-41-33(58-23(4)47)29(56-21(2)45)28-31(57-22(3)46)42(41)40(8,53)32(30(34(41)59-24(5)48)60-35(49)25-13-10-9-11-14-25)61-37(51)38(6,52)17-27-26(15-12-16-43-27)36(50)55-18-39(28,7)62-42/h9-16,28-34,52-53H,17-19H2,1-8H3/t28-,29-,30+,31-,32+,33-,34+,38?,39+,40+,41-,42+/m1/s1
InChIKey: InChIKey=JWYYRDBUDDULIG-UOOWRXITSA-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: Triptergyium 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 | 5.75 | d | 3.2 |
| 2 | 5.47 | t | 3 |
| 3 | 5.09 | d | 2.9 |
| 5 | 6.86 | s | |
| 6 | 2.4 | d | 3.8 |
| 7 | 5.54 | m | |
| 8 | 5.4 | d | 5.7 |
| 11 (stereochemistry unknown) | 4.41 | q | 13 |
| 11 (stereochemistry unknown) | 5.57 | q | 13 |
| 12 | 1.73 | s | |
| 14 | 1.65 | s | |
| 15 (stereochemistry unknown) | 3.76 | q | 12.1 |
| 15 (stereochemistry unknown) | 5.83 | q | 12.1 |
| 16 (stereochemistry unknown) | 2.89 | m | |
| 16 (stereochemistry unknown) | 4.08 | m | |
| 17 (stereochemistry unknown) | 2.25 | m | |
| 17 (stereochemistry unknown) | 2.5 | m | |
| 19 | 1.51 | s | |
| 2' | 8.7 | dd | 4.8, 1.7 |
| 3' | 7.22 | dd | 7.9, 4.9 |
| 4' | 8.14 | dd | 7.9, 1.7 |
| 2'' | 8.08 | d | 8 |
| 3'' | 7.52 | t | 7.3 |
| 4'' | 7.64 | t | 7.3 |
| 5'' | 7.52 | t | 7.3 |
| 6'' | 8.08 | d | 8 |
| 1-OAc | 1.88 | s | |
| 5-OAc | 2.21 | s | |
| 7-OAc | 2.11 | s | |
| 8-OAc | 1.95 | s | |
| 11-OAc | 2.2 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 73.2 |
| 2 | 69.25 |
| 3 | 76.86 |
| 4 | 69.78 |
| 5 | 73.6 |
| 6 | 51.04 |
| 7 | 68.93 |
| 8 | 70.78 |
| 9 | 51.89 |
| 10 | 94.01 |
| 11 | 60.57 |
| 12 | 22.98 |
| 13 | 84.77 |
| 14 | 17.88 |
| 15 | 69.78 |
| 16 | 31.42 |
| 17 | 38.4 |
| 18 | 77.67 |
| 19 | 28.03 |
| 20 | 172.48 |
| 21 | 167.99 |
| 22 | 164.91 |
| 2' | 152.23 |
| 3' | 120.58 |
| 4' | 137.82 |
| 5' | 125.48 |
| 6' | 164.77 |
| 1'' | 128.66 |
| 2'' | 129.85 |
| 3'' | 128.79 |
| 4'' | 133.86 |
| 5'' | 128.79 |
| 6'' | 129.85 |
| 1-OAc (CH3) | 20.5 |
| 5-OAc (CH3) | 21.57 |
| 7-OAc (CH3) | 20.99 |
| 8-OAc (CH3) | 20.45 |
| 11-OAc (CH3) | 20.99 |
| 1-OAc (carbonyl) | 169.84 |
| 5-OAc (carbonyl) | 169.83 |
| 7-OAc (carbonyl) | 170.13 |
| 8-OAc (carbonyl) | 168.97 |
| 11-OAc (carbonyl) | 170.06 |
