Spektraris NMR
Wilfornine D
Common Name: Wilfornine D
Synonyms:
CAS Registry Number:
InChI: InChI=1S/C42H47NO21/c1-19(44)55-18-41-33(60-23(5)48)29(57-20(2)45)28-31(59-22(4)47)42(41)40(9,53)32(30(58-21(3)46)34(41)61-24(6)49)62-37(52)38(7,63-36(51)27-13-11-15-54-27)16-26-25(12-10-14-43-26)35(50)56-17-39(28,8)64-42/h10-15,28-34,53H,16-18H2,1-9H3/t28-,29-,30+,31-,32+,33-,34+,38?,39+,40+,41-,42+/m1/s1
InChIKey: InChIKey=JBIFTDWGUCWPEH-UOOWRXITSA-N
Formula: C43H49N1O21
Molecular Weight: 915.84326
Exact Mass: 915.279708
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 | 5.59 | d | 3.8 |
| 2 | 5.26 | dd | 3.8, 2.1 |
| 3 | 5.02 | d | 2.1 |
| 5 | 7 | s | |
| 6 | 2.45 | d | 3.7 |
| 7 | 5.53 | dd | 5.2, 3.7 |
| 8 | 5.21 | d | 5.2 |
| 11a | 5.19 | d | 13.5 |
| 11b | 4.55 | d | 13.5 |
| 12 | 1.6 | s | |
| 14 | 1.16 | s | |
| 15a | 5.71 | d | 11.9 |
| 15b | 3.6 | d | 11.9 |
| 4' | 8.06 | d | 7.8 |
| 5' | 7.34 | dd | 7.8, 4.6 |
| 6' | 8.81 | d | 4.6 |
| 7a' | 3.81 | m | |
| 7b' | 3.06 | m | |
| 8a' | 2.95 | m | |
| 8b' | 2.39 | m | |
| 10' | 1.84 | s | |
| 1-OAc | 1.71 | s | |
| 2-OAc | 2.17 | s | |
| 7-OAc | 2.21 | s | |
| 8-OAc | 1.94 | s | |
| 11-OAc | 2.27 | s | |
| 9'-OFuranoyl (position unknown) | 6.51 | d | 1.1 |
| 9'-OFuranoyl (position unknown) | 7.3 | s | |
| 9'-OFuranoyl (position unknown) | 7.75 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 72.1 |
| 2 | 69.5 |
| 3 | 78.6 |
| 4 | 69.8 |
| 5 | 73.9 |
| 6 | 50.9 |
| 7 | 68.8 |
| 8 | 71.8 |
| 9 | 52.2 |
| 10 | 93.4 |
| 11 | 60.2 |
| 12 | 32.2 |
| 13 | 84.4 |
| 14 | 17.3 |
| 15 | 70.1 |
| 2' | 161.8 |
| 3' | 125.5 |
| 4' | 138.5 |
| 5' | 121.4 |
| 6' | 152.3 |
| 7' | 30.6 |
| 8' | 37.8 |
| 9' | 81.4 |
| 10' | 22.3 |
| 11' | 171.6 |
| 12' | 167.6 |
| 1-OAc (CH3) | 20.2 |
| 2-OAc (CH3) | 20.9 |
| 5-OAc (CH3) | 21.5 |
| 7-OAc (CH3) | 21 |
| 8-OAc (CH3) | 20.3 |
| 11-OAc (CH3) | 21.3 |
| 1-OAc (carbonyl) | 168.3 |
| 2-OAc (carbonyl) | 170.2 |
| 5-OAc (carbonyl) | 170 |
| 7-OAc (carbonyl) | 168.5 |
| 8-OAc (carbonyl) | 168.9 |
| 11-OAc (carbonyl) | 170.4 |
| 9'-OFuranoyl (position unknown) | 162.4 |
| 9'-OFuranoyl (position unknown) | 118.7 |
| 9'-OFuranoyl (position unknown) | 110.2 |
| 9'-OFuranoyl (position unknown) | 143.3 |
| 9'-OFuranoyl (position unknown) | 149.1 |
