5α-O-cinnamoyltaxin B

5α-O-cinnamoyltaxin B

Common Name: 5α-O-cinnamoyltaxin B

Synonyms:

CAS Registry Number:

InChI: InChI=1S/C37H44O10/c1-20-30(44-21(2)38)18-28-31(45-22(3)39)16-26-19-37(8,35(43)34(47-24(5)41)33(20)36(28,6)7)32(46-23(4)40)17-27(26)29(42)15-14-25-12-10-9-11-13-25/h9-16,27-28,30-32,34H,17-19H2,1-8H3/b15-14+,26-16+/t27-,28-,30?,31?,32?,34?,37-/m0/s1

InChIKey: ONZMBMXNDRXWOH-SOCUMJJXSA-N

Formula: C37H44O11

Molecular Weight: 648.749

Exact Mass: 648.2934

NMR Solvent: CDCl3

MHz: 500.13 (1H); 125.77 (13C)

Calibration: CDCL3 (7.25ppm for 1H and 77ppm for 13C)

NMR references: Zamir, L. O.

Zhang, J.

Wu, J.

Sauriol, F.

Mamer, O. Tetrahedron 1999, 55, 14323

Species: Taxus canadensis needles

Notes: structure data identified in taxus

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.69 d 8.5
2 5.76 d 9.8
3 5.43 d 9.8
5 5.73 d 6.5
6α 2.24 td 13.8, 6.5
6β 2.04 o.m
7 5.36 o.m
10 6.34 s
13 5.36 o.d 11.7
14α 2.7 ddd 16.4, 16.4, 8.8
14β 1.83 dd 16.4, 2.1
16 1.1 s
17 1.26 s
18 2.04 s
19 1.3 s
20α 2.77 d 15.4
20β 1.98 o.d
OAC 2.06 s
OAc 2.13 s
OAc 1.98 s
OAc 1.92 s
CH=1' 6.5 d 15.9
=CH 2' 7.8 d 15.9
Ph-o 7.51 m
Ph-m 7.39 m
Ph-p 7.39 m

Carbon NMR Peaks

Position PPM
1 46.8
2 70.8
3 124.1
4 133.1
5 70
6 32.7
7 70.4
8 53.2
9 205.6
10 77.8
11 129
12 138.6
13 69.2
14 27.3
15 37.8
16 32
17 25
18 17.1
19 20.4
20 35.4