Spektraris NMR
Wilfornine A
Common Name: Wilfornine A
Synonyms:
CAS Registry Number: 345954-00-9
InChI: InChI=1S/C44H49NO20/c1-21(46)56-20-43-35(61-25(5)50)31(58-22(2)47)30-33(60-24(4)49)44(43)42(9,55)34(32(59-23(3)48)36(43)62-26(6)51)63-39(54)40(7,64-37(52)27-14-11-10-12-15-27)18-29-28(16-13-17-45-29)38(53)57-19-41(30,8)65-44/h10-17,30-36,55H,18-20H2,1-9H3/t30-,31-,32+,33-,34+,35-,36+,40?,41+,42+,43-,44+/m1/s1
InChIKey: InChIKey=UESLNWXKKLFEIW-KOVFHGAOSA-N
Formula: C45H51N1O20
Molecular Weight: 925.88114
Exact Mass: 925.300443
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 | 5.5 | d | 3.9 |
| 2 | 5.19 | dd | 2.1, 3.9 |
| 3 | 4.93 | d | 2.1 |
| 5 | 6.85 | s | |
| 6 | 2.24 | d | 4.1 |
| 7 | 5.45 | dd | 5.4, 4.1 |
| 8 | 5.13 | d | 5.4 |
| 11a | 5.15 | d | 13.6 |
| 11b | 4.43 | d | 13.6 |
| 12 | 1.54 | s | |
| 14 | 1.14 | s | |
| 15a | 5.59 | d | 11.8 |
| 15b | 3.71 | d | 11.8 |
| 4' | 8.08 | dd | 7.9, 1.6 |
| 5' | 7.29 | dd | 7.9, 4.6 |
| 6' | 8.76 | dd | 4.6, 1.6 |
| 7a' | 3.7 | m | |
| 7b' | 2.97 | m | |
| 8a' | 2.9 | m | |
| 8b' | 2.33 | m | |
| 10' | 1.79 | s | |
| 1-OAc | 1.66 | s | |
| 2-OAc | 2.14 | s | |
| 5-OAc | 2.14 | s | |
| 7-OAc | 2.09 | s | |
| 8-OAc | 1.89 | s | |
| 11-OAc | 2.23 | s | |
| 9'-OBz (ortho) | 7.69 | d | 7.4 |
| 9'-OBz (para) | 7.46 | t | 7.3 |
| 9'-OBz (meta) | 7.3 | dd | 7.4, 7.3 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 72.1 |
| 2 | 69.3 |
| 3 | 78.4 |
| 4 | 69.6 |
| 5 | 73.7 |
| 6 | 50.7 |
| 7 | 68.4 |
| 8 | 71.7 |
| 9 | 52 |
| 10 | 93.3 |
| 11 | 60.1 |
| 12 | 23.3 |
| 13 | 84.2 |
| 14 | 17.2 |
| 15 | 69.7 |
| 2' | 161.7 |
| 3' | 125.6 |
| 4' | 138.2 |
| 5' | 120.9 |
| 6' | 152.2 |
| 7' | 30.6 |
| 8' | 37.7 |
| 9' | 81.6 |
| 10' | 22.7 |
| 11' | 171.7 |
| 12' | 167.6 |
| 1-OAc (CH3) | 20.1 |
| 2-OAc (CH3) | 21.4 |
| 5-OAc (CH3) | 20.8 |
| 7-OAc (CH3) | 20.9 |
| 8-OAc (CH3) | 20.3 |
| 11-OAc (CH3) | 21.1 |
| 1-OAc (carbonyl) | 167.8 |
| 2-OAc (carbonyl) | 168.1 |
| 5-OAc (carbonyl) | 169.6 |
| 7-OAc (carbonyl) | 169.8 |
| 8-OAc (carbonyl) | 168.5 |
| 11-OAc (carbonyl) | 170.1 |
| 9'-OBz (position unknown) | 165.6 |
| 9'-OBz (position unknown) | 129.6 |
| 9'-OBz (position unknown) | 130.2 |
| 9'-OBz (position unknown) | 127.9 |
| 9'-OBz (position unknown) | 132.9 |
