Spektraris NMR
Wilfordinine F
Common Name: Wilfordinine F
Synonyms:
CAS Registry Number:
InChI: InChI=1S/C43H49NO18/c1-21-14-15-27-16-17-44-18-29(27)39(52)55-19-40(7)30-31(56-23(3)46)35(58-25(5)48)42(20-54-22(2)45)36(59-26(6)49)32(60-38(51)28-12-10-9-11-13-28)34(61-37(21)50)41(8,53)43(42,62-40)33(30)57-24(4)47/h9-13,16-18,21,30-36,53H,14-15,19-20H2,1-8H3/t21?,30-,31-,32+,33-,34+,35-,36+,40+,41+,42-,43+/m1/s1
InChIKey: InChIKey=AXVOQYOUFRYRAN-ROYQUCROSA-N
Formula: C38H49N1O18
Molecular Weight: 867.854
Exact Mass: 867.29496
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 | 5.75 | d | 3.8 |
| 2 | 5.48 | m | 2.6, 3.8 |
| 3 | 5.06 | d | 2.6 |
| 5 | 6.94 | s | |
| 6 | 2.37 | d | 4.1 |
| 7 | 5.56 | dd | 4.1, 6 |
| 8 | 5.42 | d | 6 |
| 11a | 5.51 | d | 13.3 |
| 11b | 4.4 | d | 13.3 |
| 12 | 1.68 | s | |
| 14 | 1.71 | s | |
| 15a | 5.82 | d | 12 |
| 15b | 3.8 | d | 12 |
| 2' | 9.22 | s | |
| 5' | 7.27 | d | 5.1 |
| 6' | 8.68 | d | 5.1 |
| 7a' | 3.87 | m | |
| 7b' | 2.7 | m | |
| 8a' | 2.35 | m | |
| 8b' | 1.67 | m | |
| 9' | 2.42 | m | |
| 10' | 1.21 | d | 6.8 |
| 1-OAc | 1.85 | s | |
| 5-OAc | 2.18 | s | |
| 7-OAc | 2.19 | s | |
| 8-OAc | 1.95 | s | |
| 11-OAc | 2.2 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 73.6 |
| 2 | 69.8 |
| 3 | 76.2 |
| 4 | 69.9 |
| 5 | 73.7 |
| 6 | 51.3 |
| 7 | 69.1 |
| 8 | 70.9 |
| 9 | 52.2 |
| 10 | 93.9 |
| 11 | 60.6 |
| 12 | 23.1 |
| 13 | 84.7 |
| 14 | 18 |
| 15 | 70.5 |
| 2' | 152 |
| 3' | 124.6 |
| 4' | 155 |
| 5' | 126.4 |
| 6' | 153.4 |
| 7' | 29.8 |
| 8' | 34.8 |
| 9' | 38 |
| 10' | 18.9 |
| 11' | 174.7 |
| 12' | 166.8 |
| 1-OAc (CH3) | 20.5 |
| 1-OAc (carbonyl) | 169.5 |
| 5-OAc (CH3) | 21.2 |
| 5-OAc (carbonyl) | 170 |
| 7-OAc (CH3) | 21.1 |
| 7-OAc (carbonyl) | 170.1 |
| 8-OAc (CH3) | 20.6 |
| 8-OAc (carbonyl) | 169.1 |
| 11-OAc (CH3) | 21.7 |
| 11-OAc (carbonyl) | 170.4 |
| 2-OBenzoyl (carbonyl) | 165.1 |
| 2-OBenzoyl (position unknown) | 128.8 |
| 2-OBenzoyl (ortho) | 130.2 |
| 2-OBenzoyl (meta) | 128.8 |
| 2-OBenzoyl (para) | 133.8 |
