5-​Decinnamoyltaxinine B 11,​12-​epoxide

5-​Decinnamoyltaxinine B 11,​12-​epoxide

Common Name: 5-​Decinnamoyltaxinine B 11,​12-​epoxide

Synonyms: Decinnamoyltaxinine 11,​12-​β-​epoxide

CAS Registry Number: 182167-00-6

InChI: InChI=1S/C28H38O11/c1-12-18(33)11-20(35-13(2)29)26(8)21(12)22(36-14(3)30)17-10-19(34)27(9)28(39-27,25(17,6)7)24(38-16(5)32)23(26)37-15(4)31/h17-18,20-24,33H,1,10-11H2,2-9H3/t17-,18-,20-,21-,22+,23-,24-,26+,27+,28-/m0/s1

InChIKey: InChIKey=OYGYAJRTYGLJDV-GMZLKGLPSA-N

Formula: C28H38O11

Molecular Weight: 550.59

Exact Mass: 550.2414

NMR Solvent: CDCl3

MHz: 500.0

Calibration: TMS for proton, residual solvent (77.0 ppm) for carbon.

NMR references: Qin Yue, Qi-Cheng Fang, and Xiao-Tian Liang (1996). A taxane-11,12-oxide from Taxus yunnanensis. Phytochemistry 43, 639–642.

Species: Taxus

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1β 1.99 m
2β 5.78 dd 5.9, 1.8
3α 3.27 d 5.9
5β 4.34 t 3
6α 2 m
6β 1.7 m
7α 5.66 dd 11.6, 5.4
9β 5.43 d 11.2
10α 6.02 d 11.2
14α 2.3 d 19.9
14β 2.64 dd 19.9, 8.8
16 1.83 s
17 0.81 s
18 2.07 s
19 1.03 s
20 5.35 s
20 5.01 s
COCH3 2.02 s
COCH3 2.02 s
COCH3 2.02 s
COCH3 2.03 s

Carbon NMR Peaks

Position PPM
1 51.67
2 68.97
3 40.3
4 143.3
5 75.24
6 37
7 69.09
8 47.03
9 75.68
10 71.42
11 59.9
12 64.56
13 208.35
14 38.16
15 38.55
16 25.43
17 29.17
18 14.6
19 13.24
20 117.54
COCH3 20.58
COCH3 20.72
COCH3 21.15
COCH3 21.37
COCH3 168.74
COCH3 168.11
COCH3 169.53
COCH3 169.59