Spektraris NMR
9α-Acetoxy-2α,10β-dihydroxy-5α-cinnamoxytaxa-4(20),11-dien-13-one
Common Name: 9α-Acetoxy-2α,10β-dihydroxy-5α-cinnamoxytaxa-4(20),11-dien-13-one
Synonyms: 5-Cinnamoyl-9-acetyltaxicin II
CAS Registry Number: 146257-46-7
InChI: InChI=1S/C31H38O7/c1-17-22(33)16-21-27(35)26-18(2)23(38-24(34)13-12-20-10-8-7-9-11-20)14-15-31(26,6)29(37-19(3)32)28(36)25(17)30(21,4)5/h7-13,21,23,26-29,35-36H,2,14-16H2,1,3-6H3/b13-12+/t21-,23-,26-,27+,28+,29-,31+/m0/s1
InChIKey: InChIKey=NLXBXVWBIGYJBM-IRZWYNESSA-N
Formula: C31H38O7
Molecular Weight: 522.63
Exact Mass: 522.2618
NMR Solvent: CDCl3
MHz: 500.0
Calibration: CDCl3 solvent residues 7.25 and 77.0 ppm for proton and carbon respectively.
NMR references: Shi, Q.-W., Lederman, Z., Sauriol, F., McCollum, R.S., and Zamir, L.O. (2004). A Yew in Israel, New Taxane Derivatives†. J. Nat. Prod. 67, 168–173.
Species: Taxus
Notes:
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 2.37 | dd | 7, 2.3 |
| 2 | 4.29 | dd | 6.4, 2.1 |
| 3 | 3.25 | d | 6.6 |
| 5 | 5.32 | br t | 3 |
| 6a | 2.01 | m | |
| 6b | 1.75 | m | |
| 7a | 1.75 | m | |
| 7b | 1.65 | m | |
| 9 | 5.68 | d | 10 |
| 10 | 5.01 | d | 10 |
| 14a | 2.86 | dd | 19.8, 7 |
| 14b | 2.26 | d | 19.8 |
| 16 | 1.27 | s | |
| 17 | 1.75 | s | |
| 18 | 2.11 | s | |
| 19 | 0.96 | s | |
| 20a | 5.43 | br s | |
| 20b | 5.42 | br s | |
| CH3CO- | 2.16 | s | |
| 2' | 6.41 | d | 15.9 |
| 3' | 7.64 | d | 15.9 |
| Ph-o | 7.75 | br d | 8 |
| Ph-m | 7.44 | m | |
| Ph-p | 7.39 | m |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 51.4 |
| 2 | 68 |
| 3 | 44.9 |
| 4 | 143.5 |
| 5 | 78 |
| 6 | 28.8 |
| 7 | 27.5 |
| 8 | 44.5 |
| 9 | 78.9 |
| 10 | 71.9 |
| 11 | 154.7 |
| 12 | 135.4 |
| 13 | 199.9 |
| 14 | 35.6 |
| 15 | 37.7 |
| 16 | 37.7 |
| 17 | 25.5 |
| 18 | 13.8 |
| 19 | 17.4 |
| 20 | 117.6 |
| CH3CO- | 20.9 |
| CH3CO- | 171.7 |
| Cinn-1 | 166.3 |
| Cinn-2 | 117.6 |
| Cinn-3 | 145.4 |
| Ph-4 | 134.4 |
| Ph-o | 128.3 |
| Ph-m | 128.7 |
| Ph-p | 130.1 |
