7b,11 b-Dihydroxy-2a,9a,10b,13-tetraacetoxy-5a-cinnamoyloxytaxa-4(20),12-diene

7b,11 b-Dihydroxy-2a,9a,10b,13-tetraacetoxy-5a-cinnamoyloxytaxa-4(20),12-diene

Common Name: 7b,11 b-Dihydroxy-2a,9a,10b,13-tetraacetoxy-5a-cinnamoyloxytaxa-4(20),12-diene

Synonyms:

CAS Registry Number:

InChI: InChI=1S/C37H46O12/c1-19-27(49-30(43)16-15-25-13-11-10-12-14-25)18-29(42)36(9)31(19)32(46-22(4)39)26-17-28(45-21(3)38)20(2)37(44,35(26,7)8)34(48-24(6)41)33(36)47-23(5)40/h10-16,26-27,29,31-34,42,44H,1,17-18H2,2-9H3/b16-15+/t26-,27-,29-,31-,32?,33?,34?,36+,37-/m0/s1

InChIKey: DBZFNHBVCLHAHY-ZYORHVBFSA-N

Formula: C37H46O12

Molecular Weight: 721.2626

Exact Mass: 721.2628

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 1.9 o m
2 5.77 d 7.2
3 3.51 d 7.2
5 5.28 br dd 9.7, 6.5
6a 2.16 o m
6b 1.89 o m
7 3.38 br t 9
9 4.98 d 5
10 5.46 d 5
14a 2.52 ddq 18.7, 7.7, 1.9
14b 2.37 d 18.7
16 1.17 s
17 1.51 s
18 1.65 s
19 1.43 s
20a 5.05 br s
20b 4.99 br s
OAc 2.2 s
OAc 2.15 s
OAc 2.11 s
OAc 2.01 s
-- CH 2' 6.46
--CH 3' 7.68
o 7.52
m 7.38
P 7.38

Carbon NMR Peaks

Position PPM
1 50.2
2 68.7
3 40.2
4 143.6
5 67.6
6 34.8
7 68
8 44
9 75.3
10 77.5
11 78
12 123.8
13 144.2
14 25.7
15 41.1
16 31.6
17 23.8
18 11.7
19 13.3
20 109.3