2α,​5α,​9α-​Trihydroxy-​10β,​13α-​diacetoxy-​4β,​20-​epoxytax-​11-​ene

2α,​5α,​9α-​Trihydroxy-​10β,​13α-​diacetoxy-​4β,​20-​epoxytax-​11-​ene

Common Name: 2α,​5α,​9α-​Trihydroxy-​10β,​13α-​diacetoxy-​4β,​20-​epoxytax-​11-​ene

Synonyms: 10β,​13α-​diacetoxy-​4β,​20-​epoxytax-​11-​ene-2α,​5α,​9α-triol

CAS Registry Number: 162936-71-2

InChI: InChI=1S/C24H36O8/c1-11-15(31-12(2)25)9-14-18(28)20-23(6,8-7-16(27)24(20)10-30-24)21(29)19(32-13(3)26)17(11)22(14,4)5/h14-16,18-21,27-29H,7-10H2,1-6H3/t14-,15-,16-,18+,19+,20-,21-,23+,24+/m0/s1

InChIKey: InChIKey=AUQZHMAOZHESTB-HWYAHSQLSA-N

Formula: C24H36O8

Molecular Weight: 452.54

Exact Mass: 452.241

NMR Solvent: CDCl3

MHz: 400.0

Calibration: Residual solvent, ppm not mentioned.

NMR references: Zong Ping Zhang, Wiedenfeld, H., and Röder, E. (1995). Taxanes from Taxus chinensis. Phytochemistry 38, 667–670.

Species: Taxus

Notes: Relative stereochemistry not reported for protons at position 7.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1β 1.84 dd 8.2, 1.6
2β 3.9 ddd 10.8, 4.5, 1.6
3α 3.19 br d 4.5
5β 3.18 br t 2.5
6 1.75 m
7 1.84 m
7 2.12 m
9β 4.07 d 9.8
10α 5.82 d 9.8
13β 5.8 ddd 10.4, 4.8, 1.4
14α 1.52 dd 15.6, 4.8
14β 2.68 ddd 15.6, 10.4, 8.2
16 1.02 s
17 1.47 s
18 2.11 d 1.4
19 1.19 s
20 2.62 dd 4.4, 0.9
20 3.64 dd 4.4, 0.7
OAc 2.1 s
OAc 2.15 s
2α-OH 4.38 d 10.8

Carbon NMR Peaks

Position PPM
1 50.7
2 72.2
3 35.9
4 67.2
5 70
6 26.8
7 24.3
8 44.8
9 75.8
10 76.1
11 134.8
12 137.7
13 76.2
14 28.3
15 37.4
16 26.4
17 32.2
18 15.7
19 17.7
20 54.2
OAc 21.1
OAc 21.2
OAc 170.2
OAc 170.5