Spektraris NMR
19-Hydroxy-13-oxobaccatin III
Common Name: 19-Hydroxy-13-oxobaccatin III
Synonyms:
CAS Registry Number: 162613-79-8
InChI: InChI=1S/C31H36O12/c1-15-19(35)12-31(39)26(42-27(38)18-9-7-6-8-10-18)24-29(13-32,20(36)11-21-30(24,14-40-21)43-17(3)34)25(37)23(41-16(2)33)22(15)28(31,4)5/h6-10,20-21,23-24,26,32,36,39H,11-14H2,1-5H3/t20-,21+,23+,24-,26-,29+,30-,31+/m0/s1
InChIKey: InChIKey=ZHZHEIMQSMKZHA-KSGSGGQMSA-N
Formula: C31H36O12
Molecular Weight: 600.61
Exact Mass: 600.2207
NMR Solvent: CDCl3
MHz: 270.0
Calibration: Not mentioned in reference.
NMR references: Kitagawa, I., Mahmud, T., Kobayashi, M., Roemantyo, and Shibuya, H. (1995). Taxol and Its Related Taxoids from the Needles of Taxus Sumatrana. Chemical & Pharmaceutical Bulletin 43, 365–367.
Species: Taxus
Notes: Methyl signals at position 16, 17, and 18 are and aromatic proton are missing from proton NMR data. Coupling constants were not accurately calculated.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 2 | 6.44 | d | 7 |
| 3 | 3.92 | d | 7 |
| 5 | 5 | br d | 8 |
| 7 | 4.45 | m | |
| 10 | 6.53 | s | |
| 14a | 2.65 | d | 20 |
| 14b | 2.93 | d | 20 |
| 19 | 4.71 | 12.5 | |
| 20α | 4.41 | d | 8 |
| 20β | 4.24 | d | 8 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 79 |
| 2 | 73.5 |
| 3 | 45.8 |
| 4 | 80.3 |
| 5 | 84.2 |
| 6 | 36.3 |
| 7 | 72.3 |
| 8 | 61.9 |
| 9 | 203.4 |
| 10 | 76.5 |
| 11 | 152 |
| 12 | 141.5 |
| 13 | 198 |
| 14 | 41.9 |
| 15 | 43.6 |
| 16 | 18.6 |
| 17 | 33.1 |
| 18 | 13.9 |
| 19 | 60 |
| 20 | 76 |
| 4-OCOCH3 | 20.8 |
| 10-OCOCH3 | 21.7 |
| 2-OCOC6H5(meta) | 128.7 |
| 2-OCOC6H5(quaternary) | 128.8 |
| 2-OCOC6H5(ortho) | 130.1 |
| 2-OCOC6H5(para) | 133.9 |
| 2-OCOC56H5 | 167.1 |
| 4-OCOCH3 | 170.2 |
| 10-OCOCH3 | 170.2 |
