10β-Hydroxy-2α,5α-diacetoxy-4(20),11(12)-taxadiene

10β-Hydroxy-2α,5α-diacetoxy-4(20),11(12)-taxadiene

Common Name: 10β-Hydroxy-2α,5α-diacetoxy-4(20),11(12)-taxadiene

Synonyms: 10β-Hydroxy-2α,5α-diacetoxytaxa-4(20),11(12)-diene

CAS Registry Number: 877822-62-3

InChI: InChI=1S/C24H36O5/c1-13-8-9-17-22(29-16(4)26)21-14(2)19(28-15(3)25)10-11-24(21,7)12-18(27)20(13)23(17,5)6/h17-19,21-22,27H,2,8-12H2,1,3-7H3/t17-,18-,19-,21-,22+,24-/m0/s1

InChIKey: InChIKey=KAMUTWKVVVPQOA-BVWKLLKYSA-N

Formula: C24H36O5

Molecular Weight: 404.54

Exact Mass: 404.256275

NMR Solvent: CDCl3

MHz: 500.0

Calibration: CDCl3

NMR references: Zhan, Y., Zou, J.-H., Ma, X., and Dai, J. (2005). Biotransformation of 14-deacetoxyl sinenxan A by Ginkgo cell suspension cultures and the cytotoxic activity evaluation. Journal of Molecular Catalysis B: Enzymatic 36, 43–46.

Species: Taxus

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.76 m
2 5.38 dd 6, 1.8
3 3.08 d 6.1
5 5.25 t 2.8
6 1.8 m
7a 1.91 m
7b 1.2 m
9a 2.34 dd 14.8, 11.8
9b 1.63 m
10 5.09 dd 11.7, 5.6
13a 2.44 m
13b 1.97 m
14a 1.95 m
14b 1.69 m
16 1.65 s
17 1.11 s
18 1.94 s
19 0.85 s
20a 5.24 s
20b 4.9 s
2-OAc 2.03 s
5-OAc 2.11 s

Carbon NMR Peaks

Position PPM
1 52.2
2 72.4
3 41
4 143.5
5 78.9
6 29
7 33.7
8 39.6
9 47
10 67.7
11 137.2
12 134.8
13 30.1
14 18.3
15 37.2
16 25.3
17 32
18 21.3
19 22.5
20 116.4
2-OAc 169.7
5-OAc 169.8
2-OAc 21.6
5-OAc 21.9