9a-Hydroxy-2a,7a,10b-triacetoxy-5a-cinnamoyloxy-3,11-cyclotaxa-4(20)-en-13-one

9a-Hydroxy-2a,7a,10b-triacetoxy-5a-cinnamoyloxy-3,11-cyclotaxa-4(20)-en-13-one

Common Name: 9a-Hydroxy-2a,7a,10b-triacetoxy-5a-cinnamoyloxy-3,11-cyclotaxa-4(20)-en-13-one

Synonyms:

CAS Registry Number:

InChI: InChI=1S/C35H44O10/c1-18-25(39)16-24-31(43-21(4)37)30-19(2)26(45-28(40)15-14-23-12-10-9-11-13-23)17-27(42-20(3)36)35(30,8)33(41)32(44-22(5)38)29(18)34(24,6)7/h9-15,18,24,26-27,29-33,41H,2,16-17H2,1,3-8H3/b15-14+/t18-,24+,26+,27?,29?,30?,31?,32?,33+,35-/m1/s1

InChIKey: TUZFANULSBFXRL-FKERPWGLSA-N

Formula: C35H42O10

Molecular Weight: 661.2415

Exact Mass: 661.2415

NMR Solvent: CDCl3

MHz: 500 MHz (1H) 125 MHz (13C)

Calibration: TMS

NMR references: Shi, Q. W.

Sauriol, F.

Mamer, O.

Zamir, L. O. J. Nat. Prod. 2003, 66, 470.L. O. J. Nat. Prod. 2004, 67, 168.

Species: Taxus canadensis Marsh was collected in September 1997 at St-Jean, Quebec, Canada.

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 2.15 m
2 6.05 d 5.5
5 5.71 t 9.1
6a 2.67 ddd 15.3, 10.1, 4.3
6b 2.01 dd 15.3, 8.9
7a 5.32 dd 4.2, 1.1
9 4.52 d 9.2
10 5.35 d 9.2
12 3.62 q 7.2
14a 2.62 d 20.1
14b 2.52 dd 20.1, 7.2
16 1.24 s
17 1.55 s
18 1.33 d 7.2
19 1.43 s
20a 5.84 s
20b 5.7 s
OAc 2.16 s
OAc 2.07 s
OAc 1.95 s
2' 6.34 d 16
3' 7.66 d 16
o 7.54 m
m 7.38 m
p 7.38 m

Carbon NMR Peaks

Position PPM
1 48.3
2 76
3 65.4
4 141.7
5 74
6 31
7 73.5
8 48.3
9 83.8
10 84.8
11 57.9
12 52.5
13 213.6
14 38.8
15 42.6
16 26.9
17 28.4
18 15.8
19 24.6
20 128.3