Taxchinin C

Taxchinin C

Common Name: Taxchinin C

Synonyms: Taxayuntin D, 9-deacetyl-9-benzoyltaxayuntin C

CAS Registry Number:

InChI: InChI=1S/C47H50O14/c1-26-33(56-27(2)48)24-46(44(5,6)54)36(26)37(58-41(51)30-17-11-8-12-18-30)39(59-42(52)31-19-13-9-14-20-31)45(7)34(57-28(3)49)23-35-47(25-55-35,61-29(4)50)38(45)40(46)60-43(53)32-21-15-10-16-22-32/h8-22,33-35,37-40,54H,23-25H2,1-7H3/t33?,34?,35-,37?,38+,39?,40?,45-,46+,47?/m1/s1

InChIKey: SKICGKCRGMFJSZ-DNWSMKDPSA-N

Formula: C47H51O15

Molecular Weight: 855.4115

Exact Mass: 855.409

NMR Solvent: CH2Cl2

MHz: 400 (1H); 100 (13C)

Calibration: TMS

NMR references: Kaoru Fuji, Kiyoshi Tanaka, Bo Li, Tetsuro Shingu, Handong Sun, and Tooru Taga. Novel Diterpenoids from Taxus Chinensis. Journal of Natural Products 1993 56 (9), 1520-1531. DOI: 10.1021/np50099a010

Species: Taxus chinensis leaves and stems- collected November 1990 at Yunnan, China.

Notes: 6β Proton NMR signal overlaps with other signals, unspecific with the aromatic ring carbon NMR carbon

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 6.55 d 7.3
3 3.18 d 7.7
5 4.97 d 7.3
6α 2.7 m
7 5.67 t 8.1
9 6.56 d 11.3
10 6.77 d 11
13 5.71 t 7.7
14α 2.45 dd 7.3, 14.3
16 1.21 s
17 1.21 s
18 1.97 s
19 1.87 s
20α 4.19 d 7.7
20β 4.51 d 7.7
15-OH 2.62 s
Ph-H 8.04 d 7.3
Ph-H 7.75 d 7.3
Ph-H 7.63 m
Ph-H 7.49 m
Ph-H 7.35 m
Ph-H 7.22 m
4-AcO 2.17 s
7-AcO 2.17 s
9-AcO 1.83 s

Carbon NMR Peaks

Position PPM
1 68.1
2 68.4
3 44.4
4 79.1
5 84.8
6 34.8
7 70.6
8 43.8
9 77.5
10 68.5
11 136.4
12 148
13 78.8
14 36.7
15 75.8
16 27.7
17 25.4
18 11.8
19 13.1
20 74.6