Spektraris NMR
Yunnanxane
Common Name: Yunnanxane
Synonyms: 2α,5α,10β-Triacetoxy-14β-(3-hydroxy-2-methyl)-butyryloxy-4(20),11-taxadiene
CAS Registry Number: 139713-81-8
InChI: InChI=1S/C31H46O9/c1-15-13-23(40-29(36)16(2)18(4)32)27-28(39-21(7)35)26-17(3)22(37-19(5)33)11-12-31(26,10)14-24(38-20(6)34)25(15)30(27,8)9/h16,18,22-24,26-28,32H,3,11-14H2,1-2,4-10H3/t16-,18+,22+,23+,24+,26+,27+,28+,31+/m1/s1
InChIKey: InChIKey=FMPIEMVVEJGMCY-YYURHUSPSA-N
Formula: C31H46O9
Molecular Weight: 562.69
Exact Mass: 562.3142
NMR Solvent: CDCl3
MHz: 400.0
Calibration: solvent
NMR references: Li, S.-H., Zhang, H.-J., Niu, X.-M., Yao, P., Sun, H.-D., and Fong, H.H.. (2003). Novel taxoids from the Chinese yew Taxus yunnanensis. Tetrahedron 59, 37–45.
Species: Taxus
Notes: In 13C-NMR spectrum overlapping OAc methyl signals at 21.2ppm.
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 1.83 | d | 1.4 |
| 2 | 5.28 | dd | 6.6, 1.9 |
| 3 | 2.85 | d | 6.6 |
| 5 | 5.21 | br d | 6.5 |
| 6 | 1.74 | m | |
| 7a | 1.22 | m | |
| 7b | 1.88 | m | |
| 9a | 1.55 | br d | 4.1 |
| 9b | 2.31 | m | |
| 10 | 5.98 | dd | 12, 5.6 |
| 13a | 2.3 | m | |
| 13b | 2.78 | dd | 19, 9.2 |
| 14 | 4.95 | dd | 9.1, 4.7 |
| 16 | 1.59 | s | |
| 17 | 1.05 | s | |
| 18 | 2.02 | s | |
| 19 | 0.77 | s | |
| 20a | 4.74 | s | |
| 20b | 5.2 | s | |
| OAc | 2.11 | s | |
| OAc | 1.95 | s | |
| OAc | 1.99 | s | |
| 2' | 2.35 | m | |
| 3' | 3.8 | f | |
| 3'-OH | 1.17 | s | |
| 4' | 1.13 | d | 6.3 |
| 5' | 1.08 | d | 7.2 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 59.1 |
| 2 | 70.4 |
| 3 | 42.1 |
| 4 | 142.2 |
| 5 | 78.1 |
| 6 | 28.8 |
| 7 | 33.7 |
| 8 | 39.6 |
| 9 | 43.8 |
| 10 | 70 |
| 11 | 135.4 |
| 12 | 134.5 |
| 13 | 39.4 |
| 14 | 70.6 |
| 15 | 37.2 |
| 16 | 25.3 |
| 17 | 31.6 |
| 18 | 20.8 |
| 19 | 22.4 |
| 20 | 116.8 |
| OAc C=O | 169.7 |
| OAc C=O | 169.8 |
| OAc C=O | 170.1 |
| OAc CH3 | 21.7 |
| OAc CH3 | 21.2 |
| OAc CH3 | 21.2 |
| 1' | 174.5 |
| 2' | 46.9 |
| 3' | 69.3 |
| 4' | 20.6 |
| 5' | 13.7 |
