Taxezopidines K

Taxezopidines K

Common Name: Taxezopidines K

Synonyms: Taxezopidin

CAS Registry Number: 223589-38-6

InChI: InChI=1S/C37H46O12/c1-19-27(49-30(42)16-15-25-13-11-10-12-14-25)18-29(46-22(4)39)36(9)31(19)32(47-23(5)40)26-17-28(45-21(3)38)20(2)37(44,35(26,7)8)33(43)34(36)48-24(6)41/h10-16,26-27,29,31-34,43-44H,1,17-18H2,2-9H3/b16-15+/t26-,27-,29-,31-,32+,33-,34-,36+,37-/m0/s1

InChIKey: InChIKey=KZNJMVNXYDZENT-SJYNCOLHSA-N

Formula: C37H46O12

Molecular Weight: 682.75

Exact Mass: 682.2989

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 1.89 m
2 5.76 d 6.8
3 3.61 d 6.8
5 5.24 m
6 2.03 m
7a 4.8 m
9 5.09 d 4.4
10 4.33 d 4.4
14a 2.5 dd 18.6, 8
14b 2.3 d 18.6
16 1.52 s
17 1.2 s
18 1.5 s
19 1.57 s
20a 5.2 s
20b 5.04 s
22 6.45 d 16
23 7.7 d 16
25, 29 7.53 m
26, 28 7.39 m
27 7.39 m
2-OAc 1.96 s
7-OAc 2.19 s
9-OAc 2.02 s
13-OAc 2.2 s

Carbon NMR Peaks

Position PPM
1 50.6
2 68.74
3 41.06
4 142.96
5 67.58
6 32.7
7 70.65
8 43.03
9 76.36
10 78.55
11 78.41
12 124.28
13 144.29
14 25.89
15 41.17
16 24.46
17 31.7
18 11.44
19 14.8
20 110.59
21 165.14
22 117.84
23 145.08
24 134.29
25, 29 128.14
26, 28 128.95
27 130.43
2-OAc 21.65
2-OAc 170.58
7-OAc 21.31
7-OAc 170.31
9-OAc 21.04
9-OAc 170.45
13-OAc 20.86
13-OAc 168.55