Spektraris NMR
Wilfornine G
Common Name: Wilfornine G
Synonyms:
CAS Registry Number:
InChI: InChI=1S/C42H48N2O18/c1-19-20(2)36(50)61-33-31(56-22(4)46)35(59-25(7)49)41(18-54-21(3)45)34(58-24(6)48)30(60-37(51)26-12-10-14-43-16-26)28-32(57-23(5)47)42(41,40(33,9)53)62-39(28,8)17-55-38(52)27-13-11-15-44-29(19)27/h10-16,19-20,28,30-35,53H,17-18H2,1-9H3/t19?,20?,28-,30-,31+,32-,33+,34-,35+,39+,40+,41-,42+/m1/s1
InChIKey: InChIKey=WYGMSWSZNDHDMQ-IAQZVXQUSA-N
Formula: C42H48N2O18
Molecular Weight: 868.83312
Exact Mass: 868.290213
NMR Solvent: CDCl3
MHz: 400 (1H), 100 (13C)
Calibration: TMS
NMR references: 1H, 13C - Duan, H., Takaishi, Y., Momota, H, Ohmoto, Y., Taki, T., Jia, Y., Li, D. (2001) Immunosuppressive sesquiterpene alkaloids from Tripterygium wilfordii. J. Nat. Prod. 64, 582-587;
Species: Tripterygium wilfordii - Duan, H., Takaishi, Y., Momota, H, Ohmoto, Y., Taki, T., Jia, Y., Li, D. (2001) Immunosuppressive sesquiterpene alkaloids from Tripterygium wilfordii. J. Nat. Prod. 64, 582-587;
Notes:
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 5.7 | d | 4.1 |
| 2 | 5.55 | dd | 2.2, 4.1 |
| 3 | 4.85 | d | 2.2 |
| 5 | 7.05 | s | |
| 6 | 2.37 | d | 3.9 |
| 7 | 5.53 | dd | 3.9, 6 |
| 8 | 5.41 | d | 6 |
| 11a | 4.37 | d | 13.4 |
| 11b | 5.42 | d | 13.4 |
| 12 | 1.64 | s | |
| 14 | 1.71 | s | |
| 15a | 3.71 | d | 11.5 |
| 15b | 5.98 | d | 11.5 |
| 4' | 8.08 | dd | 1.6, 7.9 |
| 5' | 7.27 | dd | 4.7, 7.9 |
| 6' | 8.7 | dd | 1.6, 4.7 |
| 7a' | 4.67 | q | 7 |
| 8a' | 2.6 | q | 7.1 |
| 9' | 1.4 | d | 7 |
| 10' | 1.22 | d | 7.1 |
| 1-OAc | 1.96 | s | |
| 2-OAc | 2.16 | s | |
| 5-OAc | 2.22 | s | |
| 8-OAc | 1.82 | s | |
| 11-OAc | 2.32 | s | |
| 7-ONicotinoyl (position unknown) | 9.32 | d | 1.5 |
| 7-ONicotinoyl (position unknown) | 8.85 | dd | 4.8, 1.5 |
| 7-ONicotinoyl (position unknown) | 8.38 | dt | 7.5, 1.5 |
| 7-ONicotinoyl (position unknown) | 7.48 | dd | 7.5, 4.8 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 73.1 |
| 2 | 69.8 |
| 3 | 75.6 |
| 4 | 70.4 |
| 5 | 73.7 |
| 6 | 50.6 |
| 7 | 68.9 |
| 8 | 70.5 |
| 9 | 52.1 |
| 10 | 94 |
| 11 | 60.3 |
| 12 | 23.3 |
| 13 | 84.3 |
| 14 | 18.6 |
| 15 | 69.9 |
| 2' | 165.3 |
| 3' | 125 |
| 4' | 137.8 |
| 5' | 121.2 |
| 6' | 151.6 |
| 7' | 36.4 |
| 8' | 45 |
| 9' | 44.9 |
| 10' | 9.7 |
| 11' | 174 |
| 12' | 168.6 |
| 1-OAc (CH3) | 20.5 |
| 2-OAc (CH3) | 21 |
| 5-OAc (CH3) | 21.7 |
| 8-OAc (CH3) | 20.5 |
| 11-OAc (CH3) | 21.2 |
| 1-OAc (carbonyl) | 169 |
| 2-OAc (carbonyl) | 170 |
| 5-OAc (carbonyl) | 169.9 |
| 8-OAc (carbonyl) | 169.1 |
| 11-OAc (carbonyl) | 170.5 |
| 7-ONicotinoyl (position unknown) | 163.7 |
| 7-ONicotinoyl (position unknown) | 124.9 |
| 7-ONicotinoyl (position unknown) | 137.4 |
| 7-ONicotinoyl (position unknown) | 123.7 |
| 7-ONicotinoyl (position unknown) | 154.6 |
| 7-ONicotinoyl (position unknown) | 151.3 |
