Spektraris NMR
Wilfornine B
Common Name: Wilfornine B
Synonyms:
CAS Registry Number:
InChI: InChI=1S/C42H47NO19.H2O/c1-20(44)54-19-41-33(58-23(4)47)29(56-21(2)45)28-31(49)42(41)40(8,53)32(30(57-22(3)46)34(41)59-24(5)48)60-37(52)38(6,61-35(50)25-13-10-9-11-14-25)17-27-26(15-12-16-43-27)36(51)55-18-39(28,7)62-42;/h9-16,28-34,49,53H,17-19H2,1-8H3;1H2/t28-,29-,30+,31-,32+,33-,34+,38?,39+,40+,41-,42+;/m1./s1
InChIKey: InChIKey=UIYPYFHCSLIRGE-ZZOYHWHVSA-N
Formula: C43H49N1O20
Molecular Weight: 883.844
Exact Mass: 883.2899
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 | 5.57 | d | 3.6 |
| 2 | 5.18 | dd | 3.6, 2.4 |
| 3 | 4.99 | d | 2.4 |
| 5 | 5.25 | d | 3.2 |
| 6 | 2.34 | d | 3.9 |
| 7 | 5.18 | d | 4.6 |
| 8 | 5.18 | d | 4.6 |
| 11a | 5.19 | d | 13 |
| 11b | 4.47 | d | 13 |
| 12 | 1.89 | s | |
| 14 | 1.27 | s | |
| 15a | 5.87 | d | 12.5 |
| 15b | 3.62 | d | 12.5 |
| 4' | 8.15 | dd | 7.8, 1.6 |
| 5' | 7.34 | dd | 7.8, 1.6 |
| 6' | 8.77 | dd | 4.8, 1.6 |
| 7a' | 3.91 | m | |
| 7b' | 2.97 | m | |
| 8a' | 2.6 | m | |
| 8b' | 2.36 | m | |
| 10' | 1.79 | s | |
| 1-OAc | 1.56 | s | |
| 2-OAc | 2.14 | s | |
| 7-OAc | 2.1 | s | |
| 8-OAc | 1.85 | s | |
| 11-OAc | 2.11 | s | |
| 9'-OBz (ortho) | 7.78 | d | 7.3 |
| 9'-OBz (para) | 7.5 | t | 7.4 |
| 9'-OBz (meta) | 7.35 | dd | 7.5, 7.5 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 72.1 |
| 2 | 69.9 |
| 3 | 78.5 |
| 4 | 71.9 |
| 5 | 74.2 |
| 6 | 52.3 |
| 7 | 68.8 |
| 8 | 72 |
| 9 | 50.7 |
| 10 | 92.8 |
| 11 | 61.1 |
| 12 | 24.3 |
| 13 | 85.4 |
| 14 | 17.7 |
| 15 | 71 |
| 2' | 163.1 |
| 3' | 124.8 |
| 4' | 138.4 |
| 5' | 121.4 |
| 6' | 152.8 |
| 7' | 31.1 |
| 8' | 38.4 |
| 9' | 82.1 |
| 10' | 22.2 |
| 11' | 172 |
| 12' | 167.9 |
| 1-OAc (CH3) | 20.1 |
| 2-OAc (CH3) | 21.2 |
| 7-OAc (CH3) | 21.4 |
| 8-OAc (CH3) | 20.4 |
| 11-OAc (CH3) | 21 |
| 1-OAc (carbonyl) | 168.2 |
| 2-OAc (carbonyl) | 168.3 |
| 7-OAc (carbonyl) | 170 |
| 8-OAc (carbonyl) | 168.7 |
| 11-OAc (carbonyl) | 169.8 |
| 9'-OBz (position unknown) | 166 |
| 9'-OBz (position unknown) | 129.6 |
| 9'-OBz (position unknown) | 130.5 |
| 9'-OBz (position unknown) | 128.1 |
| 9'-OBz (position unknown) | 133.2 |
