Spektraris NMR
5-Cinnamoyl-10-acetyltaxicin I
Common Name: 5-Cinnamoyl-10-acetyltaxicin I
Synonyms:
CAS Registry Number: 139126-35-5
InChI: InChI=1S/C31H38O8/c1-17-21(33)16-31(37)27(35)25-18(2)22(39-23(34)13-12-20-10-8-7-9-11-20)14-15-30(25,6)28(36)26(38-19(3)32)24(17)29(31,4)5/h7-13,22,25-28,35-37H,2,14-16H2,1,3-6H3/b13-12+/t22-,25-,26+,27-,28-,30+,31+/m0/s1
InChIKey: InChIKey=NGQXSOASEIXLIY-WDWXCWQWSA-N
Formula: C31H38O8
Molecular Weight: 538.63
Exact Mass: 538.2567
NMR Solvent: CDCl3
MHz: 300.0
Calibration: TMS
NMR references: Appendino, G., Gariboldi, P., Pisetta, A., Bombardelli, E., and Gabetta, B. (1992). Taxanes from Taxus baccata. Phytochemistry 31, 4253–4257.
Species: Taxus
Notes: Proton NMR assignments for positions 6 and 7 are missing from literature. Protons on cinnamoyl side chain not assigned.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 4.03 | dd | 7.1, 7 |
| 3 | 3.4 | d | 7.1 |
| 5 | 5.33 | t | 2.8 |
| 9 | 4.3 | dd | 9.6, 3.7 |
| 10 | 5.87 | d | 9.6 |
| 14a | 2.7 | d | 19.4 |
| 14b | 2.64 | d | 19.4 |
| 16 | 1.52 | s | |
| 17 | 1.26 | s | |
| 18 | 2.26 | s | |
| 19 | 1.19 | s | |
| 20a | 5.47 | br s | |
| 20b | 5.37 | t | 1.2 |
| C-1 OH | 3.65 | s | |
| C-2 OH | 2.42 | d | 7 |
| C-9 OH | 2.36 | d | 3.7 |
| Ac | 2.16 | s | |
| Cinn | 7.75 | dd | 8.5, 6 |
| Cinn | 7.65 | d | 16.1 |
| Cinn | 7.43 | m | |
| Cinn | 6.39 | d | 16.1 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 77.8 |
| 2 | 71.5 |
| 3 | 46.7 |
| 4 | 144.2 |
| 5 | 78.1 |
| 6 | 29.1 |
| 7 | 26.3 |
| 8 | 45.5 |
| 9 | 75.3 |
| 10 | 76.6 |
| 11 | 153.4 |
| 12 | 139.1 |
| 13 | 199.9 |
| 14 | 44.4 |
| 15 | 42.3 |
| 16 | 20.4 |
| 17 | 34.1 |
| 18 | 13.8 |
| 19 | 17.8 |
| 20 | 117.6 |
| Ac | 21.2 |
| Ac | 170.1 |
| Cinn | 166.4 |
| Cinn | 117.6 |
| Cinn | 145.9 |
| Cinn | 130.4 |
| Cinn | 128.5 |
| Cinn | 128.9 |
| Cinn | 134.5 |
