Common Name: 7,9-Deacetyltaxinine B
Synonyms: 7,9-dideacetyltaxinine B
CAS Registry Number: 205440-38-6
InChI: InChI=1S/C33H40O9/c1-17-23(36)15-22-29(40-19(3)34)28-18(2)24(42-26(38)14-13-21-11-9-8-10-12-21)16-25(37)33(28,7)31(39)30(41-20(4)35)27(17)32(22,5)6/h8-14,22,24-25,28-31,37,39H,2,15-16H2,1,3-7H3/b14-13+/t22-,24-,25-,28-,29+,30+,31-,33+/m0/s1
InChIKey: InChIKey=PDQPYMSGWITCRT-JWYVNNRNSA-N
Formula: C33H40O9
Molecular Weight: 580.67
Exact Mass: 580.2672
NMR Solvent: CDCl3
MHz: 500.0
Calibration: Residual solvent signals were used for calibration. 7.25 and 77.0 ppm for proton and carbon nmr respectively.
NMR references: Zamir, L.O., Zhang, J., Wu, J., Sauriol, F., and Mamer, O. (1999). Novel taxanes from the needles of Taxus canadensis. Tetrahedron 55, 14323–14340.
Species: Taxus
Notes:
Position | PPM | Peak Type | J (Hz) |
---|---|---|---|
1 | 2.13 | d | 10.6 |
2 | 5.49 | d | 5.7 |
3 | 3.19 | d | 5.7 |
5 | 5.35 | br s | |
6a | 2.2 | m | |
6b | 1.72 | ddd | 14.5, 11.3, 3.5 |
7 | 4.24 | dd | 10.3, 4.7 |
7-OH | 3.66 | s | |
9 | 4.43 | dd | 9.9, 5.8 |
9-OH | 3.91 | d | 5.8 |
10 | 6.08 | d | 9.9 |
14a | 2.82 | dd | 20, 7.3 |
14b | 2.35 | d | 20 |
16 | 1.14 | s | |
17 | 1.65 | s | |
18 | 2.26 | s | |
19 | 1.19 | s | |
20a | 5.37 | s | |
20b | 4.94 | s | |
OAc | 2.15 | s | |
OAc | 2.06 | s | |
OCinn CH= 1' | 6.4 | d | 15.8 |
OCinn =CH 2' | 7.66 | d | 15.8 |
Ph-o | 7.76 | d | 8 |
Ph-m | 7.44 | t | 7.2 |
Ph-p | 7.39 | d | 7.2 |
Position | PPM |
---|---|
1 | 48.7 |
2 | 69 |
3 | 41.4 |
4 | 140.4 |
5 | 77 |
6 | 37.5 |
7 | 71 |
8 | 47.4 |
9 | 77.6 |
10 | 75.8 |
11 | 151.4 |
12 | 137.8 |
13 | 199.2 |
14 | 36.1 |
15 | 37.9 |
16 | 37.2 |
17 | 25.6 |
18 | 14.2 |
19 | 12.9 |
20 | 118.2 |
OAc | 21.4 |
OAc | 170 |
OAc | 21.2 |
OAc | 169.6 |
OCinn C=O | 166.2 |
OCinn CH= 1' | 117.5 |
OCinn =CH 2' | 146.1 |
Ph-1" | 134.5 |
Ph-o | 128.5 |
Ph-m | 128.8 |
Ph-p | 130.4 |