(3E,8E)-9,10b,13a-Triacetoxy-2a,7b,20-trihydroxy-5a-[(2E)-cinnamoyloxy]-3,8-secotaxa-3,8,11-tri-ene

(3E,8E)-9,10b,13a-Triacetoxy-2a,7b,20-trihydroxy-5a-[(2E)-cinnamoyloxy]-3,8-secotaxa-3,8,11-tri-ene

Common Name: (3E,8E)-9,10b,13a-Triacetoxy-2a,7b,20-trihydroxy-5a-[(2E)-cinnamoyloxy]-3,8-secotaxa-3,8,11-tri-ene

Synonyms: (3E,8E)-9,10b,13a-Triacetoxy-2a,7b,20-trihydroxy-5a-[(2E)-cinnamoyloxy]-3,8-secotaxa-3,8,11-tri-ene(¼(1R,3E,8E,10R,13S)-9,10,13-Tris(acetoxy)-2,7-dihydroxy-4-(hydroxymethyl)-8,12,15,15-tetrame-thylbicyclo[9.3.1]pentadeca-3,8,11-trien-5-yl (2E)-3-Phenylprop-2-enoate

CAS Registry Number:

InChI: InChI=1S/C36H48O13/c1-11-12-18(2)13-31(46-22(6)39)35(44)49-30-16-27(42)19(3)33(47-23(7)40)34(48-24(8)41)32-20(4)29(45-21(5)38)15-26(36(32,9)10)28(43)14-25(30)17-37/h11-14,26-30,34,37,42-43H,1,15-17H2,2-10H3/b18-12+,25-14+,31-13-,33-19-/t26-,27-,28-,29?,30-,34?/m0/s1

InChIKey: ZKNSLNFIWKQWCV-BKRBZZKTSA-N

Formula: C35H44O11

Molecular Weight: 640.2888

Exact Mass: 640.2884

NMR Solvent: (D6)acetone, CDCl3

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

Calibration: TMS

NMR references: Luh, L. J.

Abd El-Razek, M. H.

Liaw, C. C.

Arthur Chen, C. T.

Lin, Y. S.

Kuo, Y. H.

Chien, C. T.

Shen, Y. C. Helv. Chim. Acta 2009, 92, 1349.

Species: needles and stems of T. sumatrana

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.79 d 8.1
2 4.7 dd 5.5, 10.5
3 5.58 d 10.5
5 5.7 br. S
6a 2.05 m
6b 2.57 m
7 4.47 d 8.5
10 7.04 s
13 5.3 d 10
14a 2.15 m
14b 2.5 m
16 1.1 s
17 1.21 s
18 2.08 s
19 1.59 s
20a 3.69 d 12.5
20b 4.41 d 12.5
1' 6.55 d 16
2' 7.08 d 16
o 7.53 t 4
m 7.4 m
p 7.38 m
9-OAc 2.23 s
10-OAc 1.98 s
13-OAc 1.7 s

Carbon NMR Peaks

Position PPM
1 47.8
2 66.1
3 126.7
4 135.7
5 71.5
6a 36.2
7 63.6
8 128.1
9 141.2
10 69.3
11 136.4
12 135.7
13 69.6
14a 24.8
15 36.5
16 32.8
17 25
18 16.1
19 11.4
20a 58.1
1' 166.3
2' 117.8
a 146.1
o 134
m 128.1
p 129.1
7' 130.8