Taxuspine Z

Taxuspine Z

Common Name: Taxuspine Z

Synonyms: Taxine NA-​2

CAS Registry Number: 194782-04-2

InChI: InChI=1S/C37H51NO9/c1-20-28(47-30(42)19-27(38(9)10)25-14-12-11-13-15-25)16-17-37(8)31(20)33(43)26-18-29(44-22(3)39)21(2)32(36(26,6)7)34(45-23(4)40)35(37)46-24(5)41/h11-15,26-29,31,33-35,43H,1,16-19H2,2-10H3/t26-,27+,28-,29-,31-,33+,34+,35-,37+/m0/s1

InChIKey: InChIKey=CKXBHBNBEFREKT-LTHGSNFJSA-N

Formula: C37H51N1O9

Molecular Weight: 653.8

Exact Mass: 653.3564

NMR Solvent: CDCl3

MHz: 500.0

Calibration: Solvent residual 7.26ppm and 77.0ppm for proton and carbon respectively.

NMR references: Shigemori, H., Wang, X.-X., Yoshida, N., and Kobayashi, J. (1997). Taxuspines X-Z, New Taxoids from Japanese Yew Taxus cuspidata. Chemical & Pharmaceutical Bulletin 45, 1205–1208.

Species: Taxus

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 2.1 m
2 4.16 dd 6.8, 3
3 2.97 d 6.8
5 5.21 s
6a 1.45 m
6b 1.1 m
7a 1.59 m
7b 1.38 dd 11, 4.5
9 5.82 d 10.5
10 5.96 d 10.5
13 5.91 dd 15.4, 8
14a 2.56 m
14b 1.3 m
16 1.68 s
17 1.15 s
18 2.2 s
19 0.84 s
20a 5.42 s
20b 5.39 s
22a 3.01 m
22b 2.83 m
23 3.75 t 6.8
25 7.33 m
26 7.4 m
27 7.4 m
28 7.4 m
29 7.33 m
NMe2 2.18 s
9-AcO 2.04 s
10-AcO 2.01 s
13-AcO 2.05 s

Carbon NMR Peaks

Position PPM
1 51.33
2 70.04
3 46.1
4 143.46
5 77.81
6 28.68
7 28.02
8 44.33
9 76.75
10 72.38
11 132.95
12 136.71
13 70.38
14 27.41
15 37.29
16 27.1
17 31.61
18 15.24
19 17.97
20 119.44
21 170.94
22 40.32
23 67.89
24 139.08
25 128.37
26 128.23
27 127.7
28 128.23
29 128.37
9-CH3CO 169.88
10-CH3CO 170.23
13-CH3CO 170.55
9-CH3CO 21
10-CH3CO 20.81
13-CH3CO 21.34
NMe2 42.86