Spektraris NMR
Taxuspine E
Common Name: Taxuspine E
Synonyms: (-)-Taxuspin E
CAS Registry Number: 165074-73-7
InChI: InChI=1S/C31H40O11/c1-15-19(34)13-31(38)26(41-27(37)18-10-8-7-9-11-18)24-29(6,25(36)23(35)22(15)28(31,4)5)20(40-16(2)32)12-21-30(24,14-39-21)42-17(3)33/h7-11,19-21,23-26,34-36,38H,12-14H2,1-6H3
InChIKey: InChIKey=YCZNPMNCGXIWNH-UHFFFAOYSA-N
Formula: C31H40O11
Molecular Weight: 588.64
Exact Mass: 588.2571
NMR Solvent: CDCl3
MHz: 500.0
Calibration: Residual solvent 7.26 ppm and 77.1 ppm for proton and carbon respectively.
NMR references: Kobayashi, J., Inubushi, A., Hosoyama, H., Yoshida, N., Sasaki, T., and Shigemori, H. (1995). Taxuspines E ∼ H and J, new taxoids from the Japanese yew Taxus cuspidata. Tetrahedron 51, 5971–5978.
Species: Taxus
Notes: Acetate and aromatic ring carbon assignments missing.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 6.1 | d | 7.4 |
| 3 | 3.13 | d | 7.4 |
| 5 | 4.88 | d | 8 |
| 6a | 1.87 | m | |
| 6b | 2.59 | m | |
| 7 | 5.33 | t | 8.3 |
| 9 | 4.3 | br d | 9.6 |
| 10 | 4.6 | br d | 9.6 |
| 13 | 4.57 | br t | 6.9 |
| 14a | 1.75 | dd | 13.7, 5.7 |
| 14b | 2.29 | dd | 13.7, 6.7 |
| 16 | 1.08 | s | |
| 17 | 1.04 | s | |
| 18 | 1.97 | s | |
| 19 | 1.93 | s | |
| 20a | 4.13 | d | 7.8 |
| 20b | 4.5 | d | 7.8 |
| AcO | 2.06 | s | |
| AcO | 2.23 | s | |
| BzO | 7.47 | t | 7.6 |
| BzO | 7.6 | t | 7.6 |
| BzO | 8.01 | t | 7.6 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 77 |
| 2 | 68.2 |
| 3 | 44.1 |
| 4 | 81 |
| 5 | 84.7 |
| 6 | 34 |
| 7 | 71.4 |
| 8 | 58 |
| 9 | 79.8 |
| 10 | 77.8 |
| 11 | 131.5 |
| 12 | 135.5 |
| 13 | 68.2 |
| 14 | 40 |
| 15 | 43 |
| 16 | 22.3 |
| 17 | 25.5 |
| 18 | 21.8 |
| 19 | 13.4 |
| 20 | 75 |
