Spektraris NMR
Wilfornine F
Common Name: Wilfornine F
Synonyms:
CAS Registry Number:
InChI: InChI=1S/C41H47NO17/c1-19-20(2)35(48)58-32-29(47)33(55-23(5)45)40(18-52-21(3)43)34(56-24(6)46)30(54-22(4)44)27-31(57-36(49)25-13-10-9-11-14-25)41(40,39(32,8)51)59-38(27,7)17-53-37(50)26-15-12-16-42-28(19)26/h9-16,19-20,27,29-34,47,51H,17-18H2,1-8H3/t19?,20?,27-,29+,30-,31-,32+,33+,34-,38+,39+,40+,41+/m1/s1
InChIKey: InChIKey=XQNQTIUIVUUUGE-KDVPORLVSA-N
Formula: C41H47N1O17
Molecular Weight: 825.80838
Exact Mass: 825.2844
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 | 5.49 | d | 3.7 |
| 2 | 4.1 | d | 3.2 |
| 3 | 4.8 | d | 2.4 |
| 5 | 7.19 | s | |
| 6 | 2.52 | d | 4 |
| 7 | 5.58 | dd | 4, 6.1 |
| 8 | 5.41 | d | 6.1 |
| 11a | 4.73 | d | 13.6 |
| 11b | 5.34 | d | 13.6 |
| 12 | 1.6 | s | |
| 14 | 1.69 | s | |
| 15a | 3.61 | d | 11.5 |
| 15b | 6.04 | d | 11.5 |
| 4' | 8.04 | dd | 1.6, 7.8 |
| 5' | 7.26 | dd | 4.7, 7.8 |
| 6' | 8.7 | dd | 1.6, 4.7 |
| 7a' | 4.72 | q | 7 |
| 8a' | 2.57 | q | 7.4 |
| 9' | 1.43 | d | 7 |
| 10' | 1.17 | d | 7.4 |
| 1-OAc | 1.97 | s | |
| 7-OAc | 2.24 | s | |
| 8-OAc | 2.04 | s | |
| 11-OAc | 2.34 | s | |
| 5-OBz (ortho) | 8.34 | d | 7.4 |
| 5-OBz (para) | 7.59 | t | 7.3 |
| 5-OBz (meta) | 7.5 | t | 7.5 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 75.5 |
| 2 | 69.8 |
| 3 | 78.4 |
| 4 | 70.7 |
| 5 | 75.1 |
| 6 | 50.7 |
| 7 | 69.4 |
| 8 | 71.3 |
| 9 | 51.9 |
| 10 | 94.3 |
| 11 | 60.5 |
| 12 | 23.3 |
| 13 | 84.2 |
| 14 | 18.6 |
| 15 | 70.2 |
| 2' | 165.2 |
| 3' | 126.1 |
| 4' | 137.7 |
| 5' | 121.3 |
| 6' | 151.6 |
| 7' | 36.5 |
| 8' | 46.9 |
| 9' | 12 |
| 10' | 9.5 |
| 11' | 174.6 |
| 12' | 168.7 |
| 1-OAc (CH3) | 21 |
| 7-OAc (CH3) | 21.3 |
| 8-OAc (CH3) | 20.7 |
| 11-OAc (CH3) | 21.7 |
| 1-OAc (carbonyl) | 169.5 |
| 7-OAc (carbonyl) | 170.4 |
| 8-OAc (carbonyl) | 169.3 |
| 11-OAc (carbonyl) | 170.2 |
| 5-OBz (position unknown) | 166 |
| 5-OBz (position unknown) | 129.8 |
| 5-OBz (position unknown) | 130.5 |
| 5-OBz (position unknown) | 129 |
| 5-OBz (position unknown) | 133.7 |
