9a,10b-Diacetoxy-5a-cinnamoyloxy-3,11-cyclotaxa-4(20)-en-13-one

9a,10b-Diacetoxy-5a-cinnamoyloxy-3,11-cyclotaxa-4(20)-en-13-one

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

Synonyms:

CAS Registry Number:

InChI: InChI=1S/C33H42O7/c1-19-25-17-24-18-26(36)20(2)29(32(24,5)6)30(38-21(3)34)31(39-22(4)35)33(25,7)16-15-27(19)40-28(37)14-13-23-11-9-8-10-12-23/h8-14,20,24-25,27,29-31H,1,15-18H2,2-7H3/b14-13+/t20-,24-,25?,27+,29?,30?,31?,33-/m1/s1

InChIKey: DPGKEPRRKOHHSL-YCGSXLCGSA-N

Formula: C33H40O7

Molecular Weight: 587.2411

Exact Mass: 587.241

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 1.95 t 6.3
2a 2.57 dd 15.7, 5.5
2b 2.09 d 15.7
5 5.7 t 9.7
6a 2.09 d
6b 1.82 m
7a 1.74 m
7b 0.97 td 14.7, 2.8
9 5.6 d 9.5
10 5.78 d 9.5
12 3.38 q 7.3
14a 2.66 dd 20.4, 7.1
14b 2.32 d 20.4
16 1.19 s
17 1.55 s
18 1.27 s
19 1.2 s
20a 5.63 s
20b 5.53 s
OAc 2.05 s
OAc 2.04 s
2' 6.36 d 16
3' 7.66 d 16
o 7.55 m
p 7.37 m

Carbon NMR Peaks

Position PPM
1 45.4
2 36.2
3 65.4
4 147.8
5 75.3
6 26.1
7 31.3
8 44.3
9 83
10 80.4
11 57.8
12 52.3
13 215.3
14 43.8
15 48.1
16 26.1
17 28.4
18 15.6
19 26.4
20 125.3
OAc 21170.8
OAc 21170.2
1' 166
2' 117.9
3' 145.2
4' 134.6
5' 128.2
6' 128.8
7' 130.1