Common Name: (+)-2α-Acetoxy-2',7-dideacetoxy-1-hydroxyaustrospicatine
Synonyms: 13-Dihydro-2,9,13-triacetyltaxine B
CAS Registry Number: 155512-17-7
InChI: InChI=1S/C39H53NO11/c1-21-29(51-31(45)19-28(40(10)11)27-15-13-12-14-16-27)17-18-38(9)33(21)35(49-25(5)43)39(46)20-30(47-23(3)41)22(2)32(37(39,7)8)34(48-24(4)42)36(38)50-26(6)44/h12-16,28-30,33-36,46H,1,17-20H2,2-11H3/t28-,29+,30+,33+,34-,35+,36+,38-,39-/m1/s1
InChIKey: InChIKey=WYAAYNQXAYRFAF-WXGAMRAUSA-N
Formula: C39H53N1O11
Molecular Weight: 711.84
Exact Mass: 711.3619
NMR Solvent: CDCl3
MHz: 600.0
Calibration: Residual solvent 7.26ppm and 77.0ppm for proton and carbon respectively.
NMR references: Doss, R.P., Carney, J.R., Shanks, Williamson, R.T., and Chamberlain, J.D. (1997). Two New Taxoids from European Yew (Taxus baccata) That Act as Pyrethroid Insecticide Synergists with the Black Vine Weevil (Otiorhynchus sulcatus)1. J. Nat. Prod. 60, 1130–1133.
Species: Taxus
Notes:
Position | PPM | Peak Type | J (Hz) |
---|---|---|---|
2 | 5.42 | d | 7 |
3 | 3.22 | d | 7 |
5 | 5.21 | br t | |
6α | 1.03 | br d | 14 |
6β | 1.43 | tt | 14, 4 |
7α | 1.32 | td | 13, 4 |
7β | 1.55 | br d | 13 |
9 | 5.9 | d | 10.5 |
10 | 6 | d | 10.5 |
13 | 6 | br t | |
14α | 1.97 | dd | 15.5, 7.5 |
14β | 2.3 | dd | 15.5, 9.5 |
16 | 1.66 | s | |
17 | 1.2 | s | |
18 | 2.12 | s | |
19 | 0.82 | s | |
20a | 5.28 | s | |
20b | 4.68 | s | |
2a' | 2.83 | dd | 13.5, 6 |
2b' | 3.04 | dd | 13.5, 9.5 |
3' | 3.77 | br t | |
5', 9' | 7.3 | m | |
6', 8' | 7.3 | m | |
7' | 7.3 | m | |
2-OAc | 2.05 | s | |
9-OAc | 2.05 | s | |
10-OAc | 2.03 | s | |
13-OAc | 2.1 | s | |
N-Me | 2.2 | br s |
Position | PPM |
---|---|
1 | 79.5 |
2 | 74.1 |
3 | 46.9 |
4 | 141.9 |
5 | 78 |
6 | 28.4 |
7 | 27.1 |
8 | 44.2 |
9 | 76 |
10 | 71.7 |
11 | 133.4 |
12 | 139.5 |
13 | 70.7 |
14 | 36.8 |
15 | 42.3 |
16 | 22.1 |
17 | 28.3 |
18 | 15.5 |
19 | 17.9 |
20 | 118.1 |
1' | 170.7 |
2' | 40.2 |
3' | 68 |
4' | 138.4 |
5', 9' | 128.3 |
6', 8' | 128.4 |
7' | 127.4 |
2-OAc | 171.8 |
2-OAc | 21.2 |
9-OAc | 170 |
9-OAc | 20.8 |
10-OAc | 169.8 |
10-OAc | 21 |
13-OAc | 170.3 |
13-OAc | 21.3 |
N-Me | 42.8 |