7-O-β-xylosyl-10-deacetyltaxuspinanane A

7-O-β-xylosyl-10-deacetyltaxuspinanane A

Common Name: 7-O-β-xylosyl-10-deacetyltaxuspinanane A

Synonyms:

CAS Registry Number: 1006869-61-9

InChI: InChI=1S/C50H65NO17/c1-8-25(2)19-20-34(54)51-36(28-15-11-9-12-16-28)39(57)45(61)65-31-22-50(62)43(67-44(60)29-17-13-10-14-18-29)41-48(7,42(59)38(56)35(26(31)3)47(50,5)6)32(21-33-49(41,24-64-33)68-27(4)52)66-46-40(58)37(55)30(53)23-63-46/h9-18,25,30-33,36-41,43,46,53,55-58,62H,8,19-24H2,1-7H3,(H,51,54)/t25?,30-,31+,32+,33-,36+,37+,38-,39-,40-,41+,43+,46+,48-,49+,50-/m1/s1

InChIKey: InChIKey=LMJKXOVDUJQGSQ-YTOAEJNASA-N

Formula: C50H65N1O17

Molecular Weight: 952.05

Exact Mass: 951.4252

NMR Solvent: CDCl3

MHz: 500.0

Calibration: Not mentioned in reference.

NMR references: Huo, C., Zhang, X., Li, C., Wang, Y., Shi, Q., and Kiyota, H. (2007). A new taxol analogue from the leaves of Taxus cuspidata. Biochemical Systematics and Ecology 35, 704–708.

Species: Taxus

Notes: 3'-Ph carbon assignments missing from reference.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 5.65 d 7.2
3 3.89 d 6.6
5 4.88 d 8.9
6a 2.73 dt 15.9, 7.8
6b 2.02 m
7 4.06 m
10 5.17 br s
13 6.18 br t 9.4
14 2.27 br d 9.7
16 1.22 s
17 1.1 s
18 1.84 s
19 1.8 s
20a 4.29 d 8.7
20b 4.18 d 8.7
OAc 2.35 s
2-OBz-o 8.09 d 7.4
2-OBz-m 7.49 t 7.7
2-OBz-p 7.6 t 7.3
2' 4.67 d 2.3
3' 5.56 dd 8.7, 2.3
3'-NH 6.26 br d 8.5
3'-Ph-o 7.38 m
3'-Ph-m 7.33 m
3'-Ph-p 7.38 m
2"a 2.23 m
2"b 2.18 m
3"a 1.62 m
3"b 1.37 m
4" 1.29 m
5"a 1.27 m
5"b 1.09 m
6" 0.8
7" 0.81
1''' 4.06
2''' 3.23
3''' 3.48 br t 8.2
4''' 3.67 m
5'''a 3.95 dd 11.5, 4.7
5'''b 3.25 dd 11.5, 9.7

Carbon NMR Peaks

Position PPM
1 78.8
2 74.4
3 46.2
4 81.1
5 83.9
6 35.5
7 81.3
8 57.2
9 211.5
10 74.6
11 136
12 138
13 72.2
14 35.7
15 43.1
16 26.3
17 20.5
18 14.2
19 10.5
20 76.5
OAc 22.4
OAc 170.5
2-OBz C-1 167
2-OBz-o 129.9
2-OBz-m 128.5
2-OBz-p 133.6
1' 172.1
2' 73
3' 54.3
1" CO 173
2" 34.3
3" 32.1
4" 33.8
5" 28.9
6" 10.9
7" 18.7
1''' 105
2''' 72.8
3''' 75.2
4''' 69.1
5''' 65