Spektraris NMR
Wilfordinine D
Common Name: Wilfordinine D
Synonyms:
CAS Registry Number:
InChI: InChI=1S/C41H47NO19/c1-19-11-12-25-13-14-42-16-26(25)36(49)54-17-38(7)28-29(55-21(3)44)33(57-23(5)46)40(18-53-20(2)43)34(58-24(6)47)30(59-37(50)27-10-9-15-52-27)32(60-35(19)48)39(8,51)41(40,61-38)31(28)56-22(4)45/h9-10,13-16,19,28-34,51H,11-12,17-18H2,1-8H3/t19?,28-,29-,30+,31-,32+,33-,34+,38+,39+,40-,41+/m1/s1
InChIKey: InChIKey=NOVZXEUHBWPINY-IAVRGAQESA-N
Formula: C41H47N1O19
Molecular Weight: 857.80718
Exact Mass: 857.274228
NMR Solvent: CDCl3
MHz: 400 (1H); 100 (13C)
Calibration: TMS
NMR references: 1H, 13C - Duan, H., Takaishi, Y., Jia, Y., Li, D. (1999) Sesquiterpene alkaloids from extracts of Tripterygium wilfordii. Chem. Pharm. Bull. 47, 1664-1667.
Species: Tripterygium wilfordii - Duan, H., Takaishi, Y., Jia, Y., Li, D. (1999) Sesquiterpene alkaloids from extracts of Tripterygium wilfordii. Chem. Pharm. Bull. 47, 1664-1667.
Notes:
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 5.7 | d | 3.8 |
| 2 | 5.36 | dd | 2.5, 3.8 |
| 3 | 5.01 | d | 2.5 |
| 5 | 6.97 | s | |
| 6 | 2.34 | d | 4.1 |
| 7 | 5.55 | dd | 4.1, 6 |
| 8 | 5.42 | d | 6 |
| 11a | 5.51 | d | 13.5 |
| 11b | 4.29 | d | 13.5 |
| 12 | 1.56 | s | |
| 14 | 1.7 | s | |
| 15a | 5.82 | d | 11.9 |
| 15b | 3.78 | d | 11.9 |
| 2' | 9.22 | s | |
| 5' | 7.26 | d | 5.1 |
| 6' | 8.68 | d | 5.1 |
| 7a' | 3.89 | m | |
| 7b' | 2.69 | m | |
| 8a' | 2.35 | m | |
| 8b' | 1.65 | m | |
| 9' | 2.37 | m | |
| 10' | 1.19 | d | 6.3 |
| 1-OAc | 1.84 | s | |
| 5-OAc | 2.18 | s | |
| 7-OAc | 2.3 | s | |
| 8-OAc | 1.98 | s | |
| 11-OAc | 2.18 | s | |
| 2-Fu | 8.27 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 73.5 |
| 2 | 69.2 |
| 3 | 76.1 |
| 4 | 69.9 |
| 5 | 73.7 |
| 6 | 51.4 |
| 7 | 69 |
| 8 | 70.8 |
| 9 | 52.2 |
| 10 | 94 |
| 11 | 60.5 |
| 12 | 22.9 |
| 13 | 84.7 |
| 14 | 18 |
| 15 | 70.5 |
| 2' | 152 |
| 3' | 124.5 |
| 4' | 155.1 |
| 5' | 126.4 |
| 6' | 153.4 |
| 7' | 29.7 |
| 8' | 34.8 |
| 9' | 38 |
| 10' | 18.9 |
| 11' | 174.6 |
| 12' | 166.7 |
| 1-OAc (CH3) | 20.6 |
| 1-OAc (carbonyl) | 169.3 |
| 5-OAc (CH3) | 21.1 |
| 5-OAc (carbonyl) | 170 |
| 7-OAc (CH3) | 21.3 |
| 7-OAc (carbonyl) | 170.1 |
| 8-OAc (CH3) | 20.6 |
| 8-OAc (carbonyl) | 169.1 |
| 11-OAc (CH3) | 21.7 |
| 11-OAc (carbonyl) | 170.8 |
| 2-OFuranoyl (positions unknown) | 161.1 |
| 2-OFuranoyl (positions unknown) | 148.8 |
| 2-OFuranoyl (positions unknown) | 118.4 |
| 2-OFuranoyl (positions unknown) | 109.8 |
| 2-OFuranoyl (positions unknown) | 144.3 |
