Taxchinin I

Taxchinin I

Common Name: Taxchinin I

Synonyms: 9-O-benzoyl-9,10-dide-O-acetyl-11(15→1)abeobaccatin VI

CAS Registry Number:

InChI: InChI=1S/C40H46O13/c1-21-27(49-22(2)41)19-39(37(5,6)47)30(21)31(44)33(51-35(45)25-14-10-8-11-15-25)38(7)28(50-23(3)42)18-29-40(20-48-29,53-24(4)43)32(38)34(39)52-36(46)26-16-12-9-13-17-26/h8-17,27-29,31-34,44,47H,18-20H2,1-7H3/t27?,28?,29-,31-,32+,33?,34?,38-,39+,40?/m1/s1

InChIKey: AFACRWFCMRQXCN-VUBWODPQSA-N

Formula: C40H44O12

Molecular Weight: 716.2833

Exact Mass: 716.2854

NMR Solvent: CHCl3

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

Calibration: TMS

NMR references: Kaoru Fuji, Kiyoshi Tanaka, Bo Li, Tetsuro Shingu, Toshio Yokoi, Hangdong Sun, Tooru Taga. Structures of nine new diterpenoids from Taxus chinensis. Tetrahedron, Volume 51, Issue 37, 1995, Pages 10175-10188. ISSN 0040-4020. https://doi.org/10.1016/0040-4020(95)00607-A.

Species: Taxus chinensis leaves and stems

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 6.65 d 8
3 3.32 d 8
5 5.01 t 8.4
6α 2.39 ddd 4, 9.6, 13.3
6β 2.11 td 7.5, 13.3
7 5.3 dd 4, 13.3
9 5.27 d 5
10 4.98 d 5
13 5.62 td 6.6
14α 1.94 dd 6.6, 14.8
14β 2.58 dd 7.4, 14.8
16 1.16 s
17 0.98 s
18 1.25 s
19 1.86 s
20α 4.25 d 8.4
20β 4.76 d 8.4
10-OH 6.78 brs
15-OH 2.97 brs
4-AcO 2.32 s
7-AcO 1.91 s
13-AcO 2.18 s
2-BzO (2,6) 8.1 d-like 7.2
2-BzO (3,5) 7.53 t-like 8
2-BzO (4) 7.67 t-like 7.5
9-BzO (2,6) 8.14 d-like 7.3
9-BzO (3,5) 7.47 t-like 7.7
9-BzO (4) 7.59 t-like 7.4

Carbon NMR Peaks

Position PPM
1 67.2
2 68.5
3 44.3
4 78.8
5 84.7
6 34.7
7 70.5
8 43.2
9 80.7
10 66.3
11 139.7
12 142.6
13 79.3
14 36.3
15 76.2
16 25.2
17 27.7
18 11.4
19 13.3
20 74.4