Spektraris NMR
Taxuspine S
Common Name: Taxuspine S
Synonyms: (-)-Taxuspine S
CAS Registry Number: 182219-55-2
InChI: InChI=1S/C37H44O14/c1-19-26(51-29(44)14-13-24-11-9-8-10-12-24)16-28(47-20(2)39)36(17-38)30(19)31(48-21(3)40)25-15-27(43)35(7)37(45,34(25,6)18-46-35)33(50-23(5)42)32(36)49-22(4)41/h8-14,25-26,28,30-33,38,45H,1,15-18H2,2-7H3/b14-13+/t25-,26-,28-,30-,31+,32-,33-,34-,35+,36+,37-/m0/s1
InChIKey: InChIKey=MQEGHHBOQKLTGK-OCWOEGCQSA-N
Formula: C37H44O14
Molecular Weight: 712.24
Exact Mass: 712.2731
NMR Solvent: CDCl3
MHz: 500.0
Calibration: Residual solvent 7.26 ppm and 77.0 ppm for proton and carbon respectively.
NMR references: Wang, X., Shigemori, H., and Kobayashi, J. (1996). Taxuspines Q, R, S, and T, new taxoids from Japanese yew Taxus cuspidata. Tetrahedron 52, 12159–12164.
Species: Taxus
Notes: Carbon assignments missing from positionsm 5, 11, 12, and 17.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 2.46 | dd | 11.7, 2.5 |
| 2 | 6.3 | dd | 9, 2.5 |
| 3 | 3.4 | d | 9 |
| 5 | 5.5 | m | |
| 6a | 1.7 | m | |
| 6b | 2.23 | m | |
| 7 | 5.47 | dd | 10.6, 5.4 |
| 9 | 5.74 | d | 2.8 |
| 10 | 5.48 | d | 2.8 |
| 11-OH | 3.87 | br s | |
| 14a | 2.57 | d | 18 |
| 14b | 2.91 | dd | 18, 11.7 |
| 16 | 1.54 | s | |
| 17a | 3.67 | d | 8.1 |
| 17b | 4.16 | d | 8.1 |
| 18 | 1.21 | s | |
| 19a | 4.13 | dd | 11.5, 3.2 |
| 19b | 3.78 | dd | 11.5, 3.2 |
| 20a | 5.01 | s | |
| 20b | 4.8 | s | |
| 22 | 6.72 | d | 16 |
| 23 | 7.91 | d | 16.1 |
| 25 and 29 | 7.8 | m | |
| 26 and 28 | 7.4 | m | |
| 27 | 7.4 | m | |
| 2-CH3CO | 1.94 | s | |
| 7-CH3CO | 1.94 | s | |
| 9-CH3CO | 2.12 | s | |
| 10-CH3CO | 2.14 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 49.57 |
| 2 | 70.28 |
| 3 | 40.05 |
| 4 | 141.94 |
| 6 | 36.82 |
| 7 | 68.61 |
| 8 | 50.03 |
| 9 | 64.01 |
| 10 | 70.28 |
| 13 | 204.5 |
| 14 | 34.02 |
| 15 | 48.15 |
| 16 | 14.96 |
| 18 | 12.4 |
| 19 | 59.4 |
| 20 | 115.06 |
| 21 | 165.96 |
| 22 | 117.82 |
| 23 | 146.06 |
| 24 | 135.01 |
| 25 and 29 | 128.73 |
| 26 and 28 | 128.77 |
| 27 | 130.2 |
| 2-CH3CO | 172.51 |
| 2-CH3CO | 21.3 |
| 7-CH3CO | 169.74 |
| 7-CH3CO | 20.85 |
| 9-CH3CO | 172.61 |
| 9-CH3CO | 20.85 |
| 10-CH3CO | 170.48 |
| 10-CH3CO | 21.3 |
