7,​9-​Deacetyltaxinine B

7,​9-​Deacetyltaxinine B

Common Name: 7,​9-​Deacetyltaxinine B

Synonyms: 7,9-dideacetyltaxinine B

CAS Registry Number: 205440-38-6

InChI: InChI=1S/C33H40O9/c1-17-23(36)15-22-29(40-19(3)34)28-18(2)24(42-26(38)14-13-21-11-9-8-10-12-21)16-25(37)33(28,7)31(39)30(41-20(4)35)27(17)32(22,5)6/h8-14,22,24-25,28-31,37,39H,2,15-16H2,1,3-7H3/b14-13+/t22-,24-,25-,28-,29+,30+,31-,33+/m0/s1

InChIKey: InChIKey=PDQPYMSGWITCRT-JWYVNNRNSA-N

Formula: C33H40O9

Molecular Weight: 580.67

Exact Mass: 580.2672

NMR Solvent: CDCl3

MHz: 500.0

Calibration: Residual solvent signals were used for calibration. 7.25 and 77.0 ppm for proton and carbon nmr respectively.

NMR references: Zamir, L.O., Zhang, J., Wu, J., Sauriol, F., and Mamer, O. (1999). Novel taxanes from the needles of Taxus canadensis. Tetrahedron 55, 14323–14340.

Species: Taxus

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 2.13 d 10.6
2 5.49 d 5.7
3 3.19 d 5.7
5 5.35 br s
6a 2.2 m
6b 1.72 ddd 14.5, 11.3, 3.5
7 4.24 dd 10.3, 4.7
7-OH 3.66 s
9 4.43 dd 9.9, 5.8
9-OH 3.91 d 5.8
10 6.08 d 9.9
14a 2.82 dd 20, 7.3
14b 2.35 d 20
16 1.14 s
17 1.65 s
18 2.26 s
19 1.19 s
20a 5.37 s
20b 4.94 s
OAc 2.15 s
OAc 2.06 s
OCinn CH= 1' 6.4 d 15.8
OCinn =CH 2' 7.66 d 15.8
Ph-o 7.76 d 8
Ph-m 7.44 t 7.2
Ph-p 7.39 d 7.2

Carbon NMR Peaks

Position PPM
1 48.7
2 69
3 41.4
4 140.4
5 77
6 37.5
7 71
8 47.4
9 77.6
10 75.8
11 151.4
12 137.8
13 199.2
14 36.1
15 37.9
16 37.2
17 25.6
18 14.2
19 12.9
20 118.2
OAc 21.4
OAc 170
OAc 21.2
OAc 169.6
OCinn C=O 166.2
OCinn CH= 1' 117.5
OCinn =CH 2' 146.1
Ph-1" 134.5
Ph-o 128.5
Ph-m 128.8
Ph-p 130.4