Spektraris NMR
Wilfordinine I
Common Name: Wilfordinine I
Synonyms: Wilfornine I
CAS Registry Number:
InChI: InChI=1S/C49H53NO19/c1-25-32-19-20-50-21-33(32)43(57)63-23-45(6)35-34(22-61-41(55)30-15-11-9-12-16-30)49(69-45)47(8,60)38(68-44(58)46(25,7)59)37(67-42(56)31-17-13-10-14-18-31)40(66-29(5)54)48(49,24-62-26(2)51)39(65-28(4)53)36(35)64-27(3)52/h9-21,25,34-40,59-60H,22-24H2,1-8H3/t25?,34-,35+,36-,37+,38+,39-,40+,45+,46?,47+,48-,49+/m1/s1
InChIKey: InChIKey=OZNTUQKAAGEENK-RFVKPAKYSA-N
Formula: C48H51N1O19
Molecular Weight: 945.91384
Exact Mass: 945.305528
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 | 5.76 | d | 3.8 |
| 2 | 5.69 | dd | 2.4, 3.8 |
| 3 | 4.84 | d | 2.4 |
| 5 | 7.23 | s | |
| 6 | 2.6 | d | 3.8 |
| 7 | 5.59 | dd | 6, 3.8 |
| 8 | 5.45 | d | 6 |
| 11a | 5.53 | d | 13.4 |
| 11b | 4.48 | d | 13.4 |
| 12 | 1.87 | s | |
| 14 | 1.68 | s | |
| 15a | 5.42 | d | 11.4 |
| 15b | 4.19 | d | 11.4 |
| 2' | 8.99 | s | |
| 5' | 7.8 | d | 5.2 |
| 6' | 8.71 | d | 5.2 |
| 7a' | 4.3 | q | 7.3 |
| 9' | 1.28 | d | 7.3 |
| 10' | 1.39 | s | |
| 1-OAc | 1.99 | s | |
| 7-OAc | 2.26 | s | |
| 8-OAc | 1.99 | s | |
| 11-OAc | 2.3 | s | |
| 2-OBz (ortho) | 8.13 | d | 7.5 |
| 2-OBz (para) | 7.63 | t | 7.5 |
| 2-OBz (meta) | 7.53 | t | 7.5 |
| 5-OBz (ortho) | 8.22 | d | 7.5 |
| 5-OBz (para) | 7.63 | t | 7.5 |
| 5-OBz (meta) | 7.52 | t | 7.5 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 72.9 |
| 2 | 68.4 |
| 3 | 77.9 |
| 4 | 70.7 |
| 5 | 74.9 |
| 6 | 50.7 |
| 7 | 69.1 |
| 8 | 70.7 |
| 9 | 52.3 |
| 10 | 93.5 |
| 11 | 60.5 |
| 12 | 22.7 |
| 13 | 83.8 |
| 14 | 18.7 |
| 15 | 69.8 |
| 2' | 150.9 |
| 3' | 127.7 |
| 4' | 151.5 |
| 5' | 123.4 |
| 6' | 152.6 |
| 7' | 41.8 |
| 8' | 76.6 |
| 9' | 16.9 |
| 10' | 24.2 |
| 11' | 175.2 |
| 12' | 167.9 |
| 1-OAc (CH3) | 20.5 |
| 7-OAc (CH3) | 21.2 |
| 8-OAc (CH3) | 20.6 |
| 11-OAc (CH3) | 21.4 |
| 1-OAc (carbonyl) | 169.4 |
| 7-OAc (carbonyl) | 170.2 |
| 8-OAc (carbonyl) | 169.1 |
| 11-OAc (carbonyl) | 170.3 |
| 2-OBz (position unknown) | 164.9 |
| 2-OBz (position unknown) | 129.2 |
| 2-OBz (position unknown) | 130.1 |
| 2-OBz (position unknown) | 128.9 |
| 2-OBz (position unknown) | 133.9 |
| 5-OBz (position unknown) | 165.7 |
| 5-OBz (position unknown) | 129.2 |
| 5-OBz (position unknown) | 130.2 |
| 5-OBz (position unknown) | 129 |
| 5-OBz (position unknown) | 134 |
