Taxezopidine J

Taxezopidine J

Common Name: Taxezopidine J

Synonyms: Taxezopidin J

CAS Registry Number: 223589-34-2

InChI: InChI=1S/C35H42O10/c1-19-26(45-27(39)14-13-24-11-9-8-10-12-24)15-16-33(6)28(19)30(42-21(3)36)25-17-35(40)20(2)29(34(25,7)18-41-35)31(43-22(4)37)32(33)44-23(5)38/h8-14,25-26,28,30-32,40H,1,15-18H2,2-7H3/b14-13+

InChIKey: InChIKey=CEAAWQZVSISBFI-BUHFOSPRSA-N

Formula: C35H42O10

Molecular Weight: 622.7

Exact Mass: 622.2778

NMR Solvent: CDCl3

MHz: 500.0

Calibration: Residual solvent 7.26 ppm and 77.0 ppm for proton and carbon respectively.

NMR references: Shigemori, H., Sakurai, C.A., Hosoyama, H., Kobayashi, A., Kajiyama, S., and Kobayashi, J. (1999). Taxezopidines J, K, and L, new taxoids from Taxus cuspidata inhibiting Ca2+-induced depolymerization of microtubules. Tetrahedron 55, 2553–2558.

Species: Taxus

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 2.18 m
2 5.48 dd 5.6, 1.5
3 3.13 d 5.6
5 5.41 br s
6a 1.81 m
6b 1.66 m
7a 1.87 m
7b 1.83 m
9 5.71 d 10.8
10 6.09 d 10.8
14a 2.05 m
14b 1.73 d 16
16 1.52 s
17a 3.48 d 8.1
17b 3.09 d 8.1
18 2.23 s
19 0.92 s
20a 5.37 s
20b 4.93 s
22 6.7 d 16
23 7.7 d 16
25, 29 7.6 m
26, 28 7.37 m
27 7.37 m
2-AcO 2.06 s
9-AcO 2.04 s
10-AcO 1.98 s

Carbon NMR Peaks

Position PPM
1 48.3
2 70
3 42.78
4 146.63
5 76.37
6 28.45
7 27.9
8 43.74
9 76.37
10 70
11 128.96
12 141.4
13 96.25
14 35.35
15 37.62
16 17.36
17 75.54
18 11.9
19 17.36
20 118.03
21 166.34
22 118.08
23 145.65
24 134.45
25, 29 128.3
26, 28 128.95
27 130.41
2-AcO 21.11
2-AcO 169.51
9-AcO 20.91
9-AcO 169.97
10-AcO 21.6
10-AcO 169.51