13-​Acetylbrevifoliol

13-​Acetylbrevifoliol

Common Name: 13-​Acetylbrevifoliol

Synonyms: 13-O-acetylbrevifoliol

CAS Registry Number: 148877-82-1

InChI: InChI=1S/C33H42O10/c1-17-23-15-33(39)16-25(40-19(3)34)18(2)27(31(33,6)7)28(41-20(4)35)29(42-21(5)36)32(23,8)26(14-24(17)37)43-30(38)22-12-10-9-11-13-22/h9-13,23-26,28-29,37,39H,1,14-16H2,2-8H3/t23-,24+,25+,26+,28-,29+,32+,33+/m1/s1

InChIKey: InChIKey=FEKNEDAFAFLREE-USPMZCCWSA-N

Formula: C33H42O10

Molecular Weight: 598.68

Exact Mass: 598.2778

NMR Solvent: CDCl3

MHz: 300.0

Calibration: TMS

NMR references: Barboni, L., Gariboldi, P., Torregiani, E., Appendino, G., Gabetta, B., Zini, G., and Bombardelli, E. (1993). Taxanes from the needles of Taxus wallichiana. Phytochemistry 33, 145–150.

Species: Taxus

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2α 1.43 br d 14.3
2β 2.4 dd 14.3, 8.9
3 2.88 d 8.9
5 4.32 br t 3
6α 1.96 m
6β 1.82 m
7 5.64 dd 10.8, 5
9 6.02 br d 10.2
10 6.61 d 10.2
13 5.44 br t 7.5
14α 1.3 dd 14.4, 7.9
14β 2.49 dd 14.4, 7.3
16 1.06 s
17 1.32 s
18 2 s
19 0.88 s
20A 5.12 s
20B 4.79 br s
OOCMe 2.04
OOCMe 2.03
OOCMe 1.78
2', 6' 7.85 d 7.5
3', 5' 7.42 t 7.5
4' 7.54 t 7.5

Carbon NMR Peaks

Position PPM
1 75.5
2 29.2
3 37.5
4 150.2
5 72.4
6 35.9
7 69.7
8 63.2
9 77
10 70.2
11 136.3
12 147.4
13 79.7
14 44.1
15 45.1
16 26.9
17 24.8
18 12
19 12.8
20 111.6
OOCMe 21.4
OOCMe 21.1
OOCMe 20.7
OOCMe 171
OOCMe 170.1
OOCMe 170
7' 164.2
1' 129.2
2',6' 129.4
3',5' 128.7
4' 133.3