Spektraris NMR
5-Cinnamoyl-10-acetyltaxicin II
Common Name: 5-Cinnamoyl-10-acetyltaxicin II
Synonyms:
CAS Registry Number: 146257-45-6
InChI: InChI=1S/C31H38O7/c1-17-22(33)16-21-27(35)25-18(2)23(38-24(34)13-12-20-10-8-7-9-11-20)14-15-31(25,6)29(36)28(37-19(3)32)26(17)30(21,4)5/h7-13,21,23,25,27-29,35-36H,2,14-16H2,1,3-6H3/b13-12+/t21-,23-,25-,27+,28+,29-,31+/m0/s1
InChIKey: InChIKey=NANXAPZIPRYMKP-GNMQGLGNSA-N
Formula: C31H38O7
Molecular Weight: 522.63
Exact Mass: 522.2618
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) |
|---|---|---|---|
| 1 | 2.36 | dd | 6.5, 2.5 |
| 2 | 4.19 | dd | 6.5, 2.5 |
| 3 | 3.25 | d | 6.3 |
| 5 | 5.34 | t | 2.8 |
| 9 | 4.22 | dd | 9.6, 4 |
| 10 | 5.83 | d | 9.6 |
| 14a | 2.83 | dd | 19.2, 6.5 |
| 14b | 2.24 | d | 19.2 |
| 16 | 1.57 | s | |
| 17 | 1.17 | s | |
| 18 | 2.26 | s | |
| 19 | 1.17 | s | |
| 20a | 5.43 | br s | |
| 20b | 5.38 | t | 1.4 |
| C-2 OH | 1.98 | br s | |
| C-9 OH | 2.3 | d | 4 |
| Ac | 2.14 | 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 | 51.3 |
| 2 | 68.2 |
| 3 | 45.2 |
| 4 | 144.2 |
| 5 | 78.3 |
| 6 | 29 |
| 7 | 26.4 |
| 8 | 45.2 |
| 9 | 75.7 |
| 10 | 77 |
| 11 | 151.3 |
| 12 | 137.2 |
| 13 | 199.8 |
| 14 | 35.7 |
| 15 | 37.6 |
| 16 | 25.8 |
| 17 | 37.6 |
| 18 | 13.9 |
| 19 | 17.8 |
| 20 | 117.9 |
| Ac | 21.2 |
| Ac | 170.1 |
| Cinn | 166.4 |
| Cinn | 117.4 |
| Cinn | 145.7 |
| Cinn | 130.4 |
| Cinn | 128.5 |
| Cinn | 128.9 |
| Cinn | 134.5 |
