Spektraris NMR
2-Deacetoxytaxinine B
Common Name: 2-Deacetoxytaxinine B
Synonyms: 7,9,10-Triacetoxy-5-cinnamoyloxytaxa-4(20),11-dien-13-one
CAS Registry Number: 191547-12-3
InChI: InChI=1S/C35H42O9/c1-19-26-16-25-17-27(39)20(2)31(34(25,6)7)32(42-22(4)37)33(43-23(5)38)35(26,8)29(41-21(3)36)18-28(19)44-30(40)15-14-24-12-10-9-11-13-24/h9-15,25-26,28-29,32-33H,1,16-18H2,2-8H3/b15-14+/t25-,26-,28+,29+,32-,33+,35+/m1/s1
InChIKey: InChIKey=OBBKIKZFVSBXJQ-QJKHZRRKSA-N
Formula: C35H42O9
Molecular Weight: 606.7
Exact Mass: 606.2829
NMR Solvent: CDCl3
MHz: 400.0
Calibration: TMS
NMR references: Shrestha, T.B., Chetri, S.K.K., Banskota, A.H., Manandhar, M.D., and Taylor, W.C. (1997). 2-Deacetoxytaxinine B: A New Taxane from Taxus wallichiana. J. Nat. Prod. 60, 820–821.
Species: Taxus
Notes: Typing error for carbon at 200.01 ppm. Carbon13 and 14 assignment missing.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 2.21 | ddd | 7.5, 5.5, 1.8 |
| 2α | 1.9 | ddd | 16, 5.5, 1.8 |
| 2β | 2.03 | ddd | 16, 5.8, 1.8 |
| 3α | 3.06 | dddd | 5.8, 1.8, 1.7, 1.2 |
| 5β | 5.45 | dd | 3.6, 2.4 |
| 6α | 2.06 | ddd | 14.6, 5.2, 2.4 |
| 6β | 1.79 | ddd | 14.6, 11.2, 3.6 |
| 7α | 5.53 | dd | 11.2, 5.2 |
| 9β | 5.92 | d | 10.8 |
| 10α | 6.31 | d | 10.8 |
| 14α | 1.98 | d | 19.6 |
| 14β | 2.94 | dd | 19.6, 7.2 |
| 16 | 1.63 | s | |
| 17 | 1.13 | s | |
| 18 | 2.39 | s | |
| 19 | 0.88 | s | |
| 20a | 5.31 | d | 1.2 |
| 20b | 4.95 | d | 1.7 |
| 2' | 6.38 | d | 16 |
| 3' | 7.63 | d | 16 |
| o-Ar | 7.73 | dd | 8, 1.4 |
| Ar | 7.41 | m | |
| OAc-7 | 2.14 | s | |
| OAc-9 | 2.13 | s | |
| OAc-10 | 2.04 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 40.9 |
| 2 | 25.8 |
| 3 | 36.9 |
| 4 | 147 |
| 5 | 74.4 |
| 6 | 34 |
| 7 | 69.9 |
| 8 | 46.6 |
| 9 | 75.8 |
| 10 | 73 |
| 11 | 152.3 |
| 12 | 138.3 |
| 15 | 39.6 |
| 16 | 25.6 |
| 17 | 37.1 |
| 18 | 14.1 |
| 19 | 12.9 |
| 20 | 114.6 |
| OCOCH3 | 21.4 |
| OCOCH3 | 20.9 |
| OCOCH3 | 20.8 |
| OCOCH3-9 | 170.2 |
| OCOCH3-7 | 169.8 |
| OCOCH3-10 | 169.2 |
| 1' | 166.2 |
| 2' | 117.6 |
| 3' | 146 |
| 1" | 134.5 |
| 2", 6" | 128.5 |
| 3", 5" | 128.9 |
| 4" | 130.4 |
| 200.01 |
