2α-acetoxy-5α-cinnamoyloxy-9α,10ß-dihydroxy-3,11-cyclotax-4(20)-en-13-one

2α-acetoxy-5α-cinnamoyloxy-9α,10ß-dihydroxy-3,11-cyclotax-4(20)-en-13-one

Common Name: 2α-acetoxy-5α-cinnamoyloxy-9α,10ß-dihydroxy-3,11-cyclotax-4(20)-en-13-one

Synonyms:

CAS Registry Number:

InChI: InChI=1S/C31H40O7/c1-17-22(33)16-21-28(37-19(3)32)26-18(2)23(38-24(34)13-12-20-10-8-7-9-11-20)14-15-31(26,6)29(36)27(35)25(17)30(21,4)5/h7-13,17,21,23,25-29,35-36H,2,14-16H2,1,3-6H3/b13-12+/t17-,21+,23+,25?,26?,27-,28?,29+,31-/m1/s1

InChIKey: UOVKIBRNSSOESZ-ICKDJQANSA-N

Formula: C31H38O7

Molecular Weight: 561.2255

Exact Mass: 561.2256

NMR Solvent: CDCl3

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

Calibration: TMS

NMR references: Shi, Q. W.

Li, Z. P.

Zhao, D.

Gu, J. S.

Oritani, T.

Kiyota, H.Biosci. Biotechnol. Biochem. 2004, 68, 1584.

Species: Air-dried needles of Taxus canadesis

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 2.09 m
2 6.05 d 5
5 5.56 t 9.3
6a 1.55 m
6b 2.15 m
7a 1.87 ddd 14, 5.4, 3.3
7b 1.11 td 13.7, 3.3
9 4.31 d 9.5
10 4.21 d 9.5
12 3.55 q 7.2
14a 2.49 dd 20.5, 7.2
14b 2.59 d 20.5
16 1.23 s
17 1.55 s
18 1.54 d 7.2
19 1.29 s
20a 5.79 s
20b 5.64 s
OAc 2.06 s
2' 6.36 d 16.1
3' 7.66 d 16.1
o 7.55 m
m 7.38 m
p 7.38 m

Carbon NMR Peaks

Position PPM
1 47.9
2 76.6
3 65.8
4 142.8
5 76.4
6 26
7 29.7
8 44.3
9 84
10 81.8
11 58.3
12 52.3
13 215.3
14 38.9
15 42.2
16 26.7
17 28.7
18 16.5
19 26.3
20 127.9