Spektraris NMR
9-Deacetyltaxinine
Common Name: 9-Deacetyltaxinine
Synonyms: Taxanine NN-3
CAS Registry Number: 189136-32-1
InChI: InChI=1S/C33H40O8/c1-18-24(36)17-23-29(39-20(3)34)28-19(2)25(41-26(37)14-13-22-11-9-8-10-12-22)15-16-33(28,7)31(38)30(40-21(4)35)27(18)32(23,5)6/h8-14,23,25,28-31,38H,2,15-17H2,1,3-7H3/b14-13+/t23-,25-,28-,29+,30+,31-,33+/m0/s1
InChIKey: InChIKey=CZLWREWIXSHVJD-AYFFSUKUSA-N
Formula: C33H40O8
Molecular Weight: 564.67
Exact Mass: 564.2723
NMR Solvent: CDCl3
MHz: 500.0
Calibration: Not mentioned in reference.
NMR references: Sakai, J., Sasaki, H., Kosugi, K., Zhang, S., Hirata, N., Hirose, K., Tomida, A., Tsuruo, T., and Ando, M. (2001). Two taxoids from Taxus cuspidata as modulators of multidrag resistant tumor cells. Heterocycles 54, 999–+.
Species: Taxus
Notes:
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 2.16 | m | |
| 2 | 5.49 | dd | 6.2, 2 |
| 3 | 3.39 | br d | 6.2 |
| 5 | 5.35 | br t | 2.7 |
| 6α | 1.99 | br ddd | 13.7, 2.7, 2.7 |
| 6β | 1.75 | br dddd | 13.7, 11, 4.9, 2.7 |
| 7α | 1.56 | m | |
| 7β | 1.88 | br ddd | 13.3, 4.9, 2.7 |
| 9 | 4.32 | br d | 9.6 |
| 10 | 5.83 | d | 9.6 |
| 14α | 2.43 | d | 19.8 |
| 14β | 2.83 | dd | 19.8, 7.1 |
| 16 | 1.15 | s | |
| 17 | 1.65 | s | |
| 18 | 2.29 | s | |
| 19 | 1.14 | s | |
| 20a | 5.33 | br s | |
| 20b | 4.87 | br s | |
| OAc | 2.16 | s | |
| OAc | 2.07 | s | |
| 2' | 6.44 | d | 15.9 |
| 3' | 7.66 | d | 15.9 |
| Ph-o | 7.76 | m | |
| Ph-m | 7.43 | m | |
| Ph-p | 7.43 | m |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 48.68 |
| 2 | 69.76 |
| 3 | 43.13 |
| 4 | 142.34 |
| 5 | 78.55 |
| 6 | 28.51 |
| 7 | 26.11 |
| 8 | 44.84 |
| 9 | 75.7 |
| 10 | 76.95 |
| 11 | 151.25 |
| 12 | 137.71 |
| 13 | 199.53 |
| 14 | 36.08 |
| 15 | 37.77 |
| 16 | 37.14 |
| 17 | 25.58 |
| 18 | 14 |
| 19 | 17.67 |
| 20 | 116.78 |
| OAc | 170.12 |
| OAc | 169.73 |
| OAc | 21.18 |
| OAc | 21.45 |
| 1' | 166.4 |
| 2' | 117.98 |
| 3' | 145.62 |
| q-Ph | 134.57 |
| Ph-o | 128.48 |
| Ph-m | 128.94 |
| Ph-p | 130.32 |
