Spektraris NMR
2-deacetylbaccatin IV
Common Name: 2-deacetylbaccatin IV
Synonyms:
CAS Registry Number:
InChI: InChI=1S/C30H42O13/c1-13-19(39-14(2)31)11-30(37)25(36)24-28(9,20(40-15(3)32)10-21-29(24,12-38-21)43-18(6)35)26(42-17(5)34)23(41-16(4)33)22(13)27(30,7)8/h19-21,23-26,36-37H,10-12H2,1-9H3/t19-,20-,21+,23+,24-,25-,26-,28+,29-,30+/m0/s1
InChIKey: InChIKey=NRMJBSHLUZBFCQ-XTZWBXJPSA-N
Formula: C28H40O12
Molecular Weight: 568.61
Exact Mass: 568.25198
NMR Solvent: CDCl3
MHz: 400.0
Calibration: CDCl3 solvent residues 7.26 and 77.16 ppm for proton and carbon respectively.
NMR references: Fischedick, J.T., Johnson, S.R., Ketchum, R.E.B., Croteau, R.B., Lange, B.M. NMR spectral search module for Spektraris, an online resource for plant natural products identification – taxane diterpenoids from Taxus x media cell suspension cultures as a case study. (submitted)
Species: Taxus
Notes: Coupling constants missing on a few aromatic triplets (t) due to overlap. See reference for details. 1' carbon assignment missing.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 (OH) | 2.53 | s | |
| 2 | 4.11 | dd | 5.5, 5.4 |
| 2 (OH) | 2.84 | br d | 6 |
| 3 | 2.84 | d | 5.2 |
| 5 | 4.96 | d | 8.3 |
| 6α | 2.48 | m | |
| 6β | 1.89 | m | |
| 7 | 5.49 | dd | 9.8, 7.8 |
| 9 | 5.84 | d | 11.3 |
| 10 | 6.17 | d | 11.3 |
| 13 | 6.16 | m | |
| 14α | 2.14 | m | |
| 14β | 1.97 | m | |
| 16 | 1.25 | s | |
| 17 | 1.65 | s | |
| 18 | 1.97 | s | |
| 19 | 1.6 | s | |
| 20a | 4.63 | dd | 8.9, 0.9 |
| 20b | 4.58 | d | 8.9 |
| OAc | 2.15 | s | |
| OAc | 2.15 | s | |
| OAc | 2.1 | s | |
| OAc | 2.08 | s | |
| OAc | 1.97 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 42.6 |
| 2 | 72.95 |
| 3 | 47.23 |
| 4 | 82.61 |
| 5 | 83.74 |
| 6 | 34.77 |
| 7 | 72.24 |
| 8 | 45.87 |
| 9 | 75.32 |
| 10 | 70.54 |
| 11 | 133.69 |
| 12 | 141.1 |
| 13 | 69.89 |
| 14 | 35.58 |
| 15 | 78.5 |
| 16 | 28.26 |
| 17 | 22.48 |
| 18 | 21.11 |
| 19 | 12.94 |
| 20 | 77.85 |
| OAc | 170.67 |
| OAc | 22.92 |
| OAc | 169.05 |
| OAc | 21.36 |
| OAc | 170.14 |
| OAc | 21.6 |
| OAc | 170.63 |
| OAc | 20.96 |
| OAc | 169.11 |
| OAc | 15.11 |
