19-​Debenzoyl-​19-​acetyltaxinine M

19-​Debenzoyl-​19-​acetyltaxinine M

Common Name: 19-​Debenzoyl-​19-​acetyltaxinine M

Synonyms: 5-​De(cinnamoyl)​-​11-​acetyl-​19-​hydroxytaxagifin

CAS Registry Number: 157664-01-2

InChI: InChI=1S/C30H40O14/c1-13-20(36)10-22(41-15(3)32)29(12-39-14(2)31)23(13)24(42-16(4)33)19-9-21(37)28(8)30(38,27(19,7)11-40-28)26(44-18(6)35)25(29)43-17(5)34/h19-20,22-26,36,38H,1,9-12H2,2-8H3/t19-,20-,22-,23-,24+,25-,26-,27-,28+,29+,30-/m0/s1

InChIKey: InChIKey=NLAYBBWKEUNLKD-LQCJOEJLSA-N

Formula: C30H40O14

Molecular Weight: 624.63

Exact Mass: 624.2418

NMR Solvent: CDCl3

MHz: 300.0

Calibration: TMS

NMR references: Barboni, L., Gariboldi, P., Torregiani, E., Appendino, G., Varese, M., Gabetta, B., and Bombardelli, E. (1995). Minor Taxoids from Taxus wallichiana. J. Nat. Prod. 58, 934–939.

Species: Taxus

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 2.42 br d 11.5
2β 6.16 dd 10.2, 2
3 3.63 d 10.2
5 4.38 br t 2.5
6α 2.16 m
6β 1.62 m
7 5.44 dd 10.5, 6.1
9 5.48 d 3.1
10 5.28 d 3.1
14α 2.7 d 19.2
14β 3 dd 19.2, 11.5
16 1.59 s
17 4.19 d 8
17 3.69 d 8
18 1.17 s
19 4.4 d 12.3
19 4.28 d 12.3
20A 5.31 s
20B 4.44 s
Ac 2.18 s
Ac 2.11 s
Ac 2.1 s
Ac 1.99 s
Ac 1.96 s

Carbon NMR Peaks

Position PPM
1 48.7
2 70.4
3 38.4
4 144.6
5 72.7
6 39.2
7 68.7
8 49.7
9 69.5
10 64.1
11 80.3
12 91.4
13 204.5
14 33.9
15 49.1
16 15.1
17 82.2
18 12.1
19 61.6
20 113
Ac 172.1
Ac 170.5
Ac 169.8
Ac 168.5
Ac 168.1
Ac 21.4
Ac 21.3
Ac 20.8
Ac 20.7
Ac 20.7