Taxinine A 11,​12-​epoxide

Taxinine A 11,​12-​epoxide

Common Name: Taxinine A 11,​12-​epoxide

Synonyms: 5α-Hydroxy-2α,9α,10β-triacetoxy-11,12-epoxy-taxa-4(20)-en13-one

CAS Registry Number: 261785-64-2

InChI: InChI=1S/C26H36O9/c1-12-17(30)9-10-24(7)19(12)20(32-13(2)27)16-11-18(31)25(8)26(35-25,23(16,5)6)22(34-15(4)29)21(24)33-14(3)28/h16-17,19-22,30H,1,9-11H2,2-8H3/t16-,17-,19-,20+,21-,22-,24+,25+,26-/m0/s1

InChIKey: InChIKey=ADGXUPJIZKJROL-PZJULMBASA-N

Formula: C26H36O9

Molecular Weight: 492.56

Exact Mass: 492.2359

NMR Solvent: CDCl3

MHz: 500.0

Calibration: TMS

NMR references: Murakami, R., Shi, Q., and Oritani, T. (1999). A taxoid from the needles of the Japanese yew, Taxus cuspidata. Phytochemistry 52, 1577–1580.

Species: Taxus

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.91 m
2 5.74 dd 5.4, 1.8
3 3.28 d 5.5
5 4.3 br s
6α 1.78 m
6β 1.72 m
7α 1.93 m
7β 1.72 m
9 5.96 d 10.8
10 5.38 d 10.8
14α 2.48 d 19.8
14β 2.65 dd 19.8, 8.8
16 1.83 s
17 0.8 s
18 1.94 s
19 0.94 s
20a 5.29 s
20b 5.14 s
AcO 2.05 s
AcO 2.06 s
AcO 2.07 s

Carbon NMR Peaks

Position PPM
1 51
2 70.3
3 41.2
4 145.4
5 76.5
6 29.5
7 25.9
8 43.7
9 76.7
10 71.6
11 64.2
12 59.8
13 208.4
14 37.9
15 38.2
16 25
17 28.7
18 14.5
19 17.5
20 116.4
AcO 20.4
AcO 20.6
AcO 21.2
AcO 169
AcO 169.3
AcO 169.6