2α,7β,13α-triacetoxy-10β-hydroxy-5α-(3′-dimethylamino-3′-phenyl)-propionyloxy-2(3→20)-abeo-taxa-9-one

2α,7β,13α-triacetoxy-10β-hydroxy-5α-(3′-dimethylamino-3′-phenyl)-propionyloxy-2(3→20)-abeo-taxa-9-one

Common Name: 2α,7β,13α-triacetoxy-10β-hydroxy-5α-(3′-dimethylamino-3′-phenyl)-propionyloxy-2(3→20)-abeo-taxa-9-one

Synonyms: 2α,7β,13α-triacetoxy-5α-[(2'R,3'S)-N,N-dimethyl-3'-phenylisoseryloxy]-10β-hydroxy-2(3→20)abeotaxa-4(20),11-dien-9-one

CAS Registry Number:

InChI: InChI=1S/C37H49NO10/c1-20-28(45-21(2)39)16-26-30(46-22(3)40)15-25-19-37(7,35(44)34(43)33(20)36(26,5)6)31(47-23(4)41)18-29(25)48-32(42)17-27(38(8)9)24-13-11-10-12-14-24/h10-15,26-31,34,43H,16-19H2,1-9H3/b25-15+/t26-,27?,28?,29-,30?,31?,34+,37-/m0/s1

InChIKey: OPAGPKVLDRPUHT-NAYSBXPXSA-N

Formula: C37H49N1O10

Molecular Weight: 667.796

Exact Mass: 667.3356

NMR Solvent: CDCl3

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

Calibration: TMS

NMR references: Shi, Q. W.

Oritani, T.

Sugiyama, T.

Horiguchi, T.

Murakami, R.

Zhao, D.

Oritani, T. Three new taxane diterpenoids from the seeds of Taxus yunnanensis Cheng et L. K. Fu and T. cuspidata Sieb et Zucc. Tetrahedron 1999, 55, 8365.

Species: Taxus cuspidata Sieb et Zucc seeds collected in teh Toyama Prefecture of Japan in October 1998

Notes: structure data identified in taxus

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.63 dd 2.2, 8.5
2 5.67 dd 2.2, 9.9
3α 2.72 brd 15.4
3β 1.92 brd 15.4
5 5.5 brd 5.8
6α 2.2 m
6β 1.38 dd 3, 15.4
7 5 dd 3, 12.7
10 5.46 d 2.8
13 5.43 brd 11.3
14α 1.98 dd 3.6, 15.5
14β 2.73 ddd 8.5, 11.3, 15.5
16 1.16 s
17 1.16 s
18 1.97 brs
19 1.24 s
20 5.34 brd 9.9
2-OAc 2.01 s
7-OAc 1.98 s
13-OAc 2.01 s
10-OH 4.17 d 2.8
2'a 3.08 dd 7.8, 14
2'b 2.85 dd 7.8, 14
3' 3.99 t 7.8
5' 7.29 m
6' 7.29 m
7' 7.29 m
N-CH3 2.17 s

Carbon NMR Peaks

Position PPM
1 47.9
2 71.7
3 36
4 133
5 69.7
6 33.2
7 71.2
8 53.8
9 213.8
10 77.4
11 132.6
12 136.7
13 70.4
14 28
15 38.4
16 32.7
17 25.4
18 17.3
19 22.2
20 124.7