10β,13α-diacetoxy-5α-cinnamoyloxy-2α,7β-dihydroxy-2(3→20)abeotaxa-4(20),11-dien-9-one

10β,13α-diacetoxy-5α-cinnamoyloxy-2α,7β-dihydroxy-2(3→20)abeotaxa-4(20),11-dien-9-one

Common Name: 10β,13α-diacetoxy-5α-cinnamoyloxy-2α,7β-dihydroxy-2(3→20)abeotaxa-4(20),11-dien-9-one

Synonyms: 5α-cinnamoyloxy-10α,13β-diacetoxy-2(3→20)abeotaxa-2α,7β-diol-4(20),11-dien-9-one

CAS Registry Number:

InChI: InChI=1S/C33H40O9/c1-18-25(40-19(2)34)15-23-24(36)14-22-17-33(6,31(39)30(41-20(3)35)29(18)32(23,4)5)27(37)16-26(22)42-28(38)13-12-21-10-8-7-9-11-21/h7-14,23-27,30,36-37H,15-17H2,1-6H3/b13-12+,22-14+/t23-,24-,25?,26-,27-,30?,33-/m0/s1

InChIKey: WNOWLWNAESNNDL-SYICZCBUSA-N

Formula: C33H40O9

Molecular Weight: 580.674

Exact Mass: 580.2672

NMR Solvent: CDCl3

MHz: 300 (1H); 125 (13C)

Calibration: TMS

NMR references: Shi, Q. W.

Oritani, T.

Sugiyama, T.

Murakami, R.

Wei, H. Six New Taxane Diterpenoids from the Seeds of Taxus chinensis var. mairei and taxus yunnanensis. J. Nat. Prod. 1999, 62, 1114.

Species: Taxus chinensis var. mairei seeds collected in Jinggangshan, China in October 1995

Notes: structure data identified in taxus

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.7 dd 8.4, 2.2
2 4.62 br d 11.3
3α 2.63 d 14.8
3β 1.87 d 14.8
5 5.6 br d 6.6
6α 1.87 m
6β 2.36 m
7 4.32 br d 10.7
10 6.44 br s
13 5.43 br d 11.8
14α 1.92 m
14β 2.64 m
16 1.25 s
17 1.24 s
18 1.93 d 1.1
19 1.13 s
20 5.4 br d 11.3
10-OAc 1.96 s
13-OAc 2.18 s
2' 6.5 d 15.9
3' 7.82 d 15.9
5' 7.5 m
6' 7.42 m
7' 7.42 m

Carbon NMR Peaks

Position PPM
1 49
2 67.8
3 35.9
4 132
5 69.2
6 32.3
7 68
8 53.9
9 206.9
10 78.4
11 129.4
12 137.6
13 70.7
14 26.3
15 37.7
16 18.4
17 25
18 16.8
19 35.5
20 126.3