7-deacetoxy-5-O-cinnamoyltaxin B

7-deacetoxy-5-O-cinnamoyltaxin B

Common Name: 7-deacetoxy-5-O-cinnamoyltaxin B

Synonyms: 5α-Cinnamoyloxy-2α,10ß,13α-triacetoxy-2(3→20)abeotaxa-4(20),11-dien-9-one

CAS Registry Number:

InChI: InChI=1S/C35H42O9/c1-20-28(41-21(2)36)18-26-29(42-22(3)37)17-25-19-35(7,33(40)32(43-23(4)38)31(20)34(26,5)6)16-15-27(25)44-30(39)14-13-24-11-9-8-10-12-24/h8-14,17,26-29,32H,15-16,18-19H2,1-7H3/b14-13+,25-17+/t26-,27?,28?,29?,32?,35+/m0/s1

InChIKey: JZPWADNEGOGXBR-LMXWLVDASA-N

Formula: C35H42O9

Molecular Weight: 645.2766

Exact Mass: 645.2764

NMR Solvent: CDCl3

MHz: 500 MHz (1H) 125 MHz (13C)

Calibration: TMS

NMR references: Shi, Q. W.

Sauriol, F.

Mamer, O.

Zamir, L. O. Bioorg. Med. Chem. 2003, 11, 293.

Species: Air-dried needles of Taxus canadesis

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.73 dd 8.3, 1.9
2 5.8 dd 10, 1.8
3a 2.76 d 15.2
3b 1.82 o d 15.2
5 5.57 br s
6a 2.13 om
6b 1.84 om
7a 2.07 om
7b 1.58 om
10 6.34 s
13 5.39 o m
14a 2.7 o ddd 16.1, 8.9, 10.9
14b 1.86 o dd 16.1, 3.4
16 1.1 s
17 1.27 s
18 1.92 s
19 1.25 s
20 5.39 o m
OAc 2.06 s
OAc 2 s
OAc 1.99 s
2' 6.51 d 16
3' 7.81 d 16
O 7.5 m
m 7.4 o m
p 7.38 o m

Carbon NMR Peaks

Position PPM
1 47.1
2 70.8
3 35.7
4 135.4
5 72.3
6 28.9
7 29.3
8 50.2
9 206.6
10 78.1
11 130.5
12 136.9
13 69.2
14 27.5
15 37.8
16 32.2
17 25.4
18 17
19 27
20 122.1