Spektraris NMR
Taxinine M
Common Name: Taxinine M
Synonyms: Taxanine M
CAS Registry Number: 135730-55-1
InChI: InChI=1S/C35H42O14/c1-17-24(40)14-26(46-18(2)36)34(16-44-31(42)22-11-9-8-10-12-22)27(17)28(47-19(3)37)23-13-25(41)33(7)35(43,32(23,6)15-45-33)30(49-21(5)39)29(34)48-20(4)38/h8-12,23-24,26-30,40,43H,1,13-16H2,2-7H3/t23-,24-,26?,27-,28+,29-,30-,32-,33+,34?,35-/m0/s1
InChIKey: InChIKey=YGDMNNDIKAOMNZ-LSAQAFPXSA-N
Formula: C35H42O14
Molecular Weight: 686.700937
Exact Mass: 686.2575
NMR Solvent: CDCl3
MHz: 500.0
Calibration:
NMR references: Beutler, J.A., Chmurny, G.M., Look, S.A., and Witherup, K.M. (1991). Taxinine M, a New Tetracyclic Taxane from Taxus brevifolia. J. Nat. Prod. 54, 893–897.
Species: Taxus
Notes: In 13C NMR assignments C-8,C-15; C-2,C-9; and methyl groups on C-11-OAc,C-10-OAc; C-7-OAc,C-9-OAc are ambigous due to peak overlap
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 2.48 | ddd | 11.6, 2.4, 0.7 |
| 2 | 6.14 | dd | 10.4, 2.4 |
| 3 | 3.71 | d | 10.4 |
| 5 | 4.45 | br t | |
| 6a | 2.23 | ddd | 14.2, 6.1, 2.1 |
| 6b | 1.7 | ddd | 14.2, 10.7, 3.6 |
| 7 | 5.51 | dd | 10.7, 6.2 |
| 9 | 5.36 | d | 3 |
| 10 | 5.31 | d | 3 |
| 14a | 3 | dd | 19.2, 11.6 |
| 14b | 2.75 | d | 19.2 |
| 16a | 4.08 | d | 8.1 |
| 16b | 3.63 | d | 8.1 |
| 17 | 1.29 | s | |
| 18 | 1.17 | s | |
| 19a | 5.14 | d | 12.2 |
| 19b | 4.42 | d | 12.2 |
| 20-E | 4.68 | s | |
| 20-Z | 5.41 | s | |
| 11-OH | 4.1 | br s | |
| 2-OAc | 2.03 | s | |
| 9-OAc | 2.15 | s | |
| 7-OAc | 2.03 | s | |
| 10-OAc | 2.11 | s | |
| o-Bz | 8.16 | ||
| p-Bz | 7.61 | ||
| m-Bz | 7.51 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 48.36 |
| 2 | 70.09 |
| 3 | 38.71 |
| 4 | 144.99 |
| 5 | 72.6 |
| 6 | 39.05 |
| 7 | 68.84 |
| 8 | 49.67 |
| 9 | 70.04 |
| 10 | 64.03 |
| 11 | 80.21 |
| 12 | 91.29 |
| 13 | 204.45 |
| 14 | 33.72 |
| 15 | 49.59 |
| 16 | 82.16 |
| 17 | 15.52 |
| 18 | 11.99 |
| 19 | 61.33 |
| 20 | 113.28 |
| 7-OAc methyl | 20.69 |
| 9-OAc methyl | 20.66 |
| 10-OAc methyl | 21.25 |
| 11-OAc methyl | 21.22 |
| 2-OAc carbonyl | 169.98 |
| 7-OAc carbonyl | 168.37 |
| 9-OAc carbonyl | 172.68 |
| 10-OAc carbonyl | 168.66 |
| 19-OBz carbonyl | 166.82 |
| p-Bz | 133.59 |
| o-Bz | 130.05 |
| m-Bz | 128.63 |
| Bz | 129.18 |
