Hongdoushan A

Hongdoushan A

Common Name: Hongdoushan A

Synonyms:

CAS Registry Number: 474975-28-5

InChI: InChI=1S/C29H44O7/c1-10-15(2)27(33)36-22-13-16(3)23-20(32)14-29(9)12-11-21(34-18(5)30)17(4)24(29)26(35-19(6)31)25(22)28(23,7)8/h15,20-22,24-26,32H,4,10-14H2,1-3,5-9H3/t15-,20-,21-,22-,24-,25-,26-,29-/m0/s1

InChIKey: InChIKey=HULFDGRJZFOLFD-BNKKXMPWSA-N

Formula: C29H44O7

Molecular Weight: 504.66

Exact Mass: 504.3087

NMR Solvent: CDCl3

MHz: 400.0

Calibration: TMS

NMR references: Banskota, A.H., Usia, T., Tezuka, Y., Kouda, K., Nguyen, N.T., and Kadota, S. (2002). Three New C-14 Oxygenated Taxanes from the Wood of Taxus yunnanensis. J. Nat. Prod. 65, 1700–1702.

Species: Taxus

Notes: Relative stereochemistry not reported for protons at positions 6, 7, 9, 13, and 3'.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.86 d 2.2
2 5.36 dd 6.3, 2.2
3 2.94 d 6.3
5 5.28 t 3
6 1.8 m
6 1.76 m
7 1.92 m
7 1.21 m
9 2.35 m
9 1.64 dd 15.1, 5.9
10 5.1 dd 11.7, 5.6
13 2.83 dd 19.1, 9.2
13 2.35 m
14 4.99 dd 9.2, 4.7
16 1.73 s
17 1.19 s
18 1.98 s
19 0.85 s
20 5.25 br s
20 4.81 br s
2' 2.35 m
3' 1.63 m
3' 1.46 m
4' 0.88 t 7.3
5' 1.12 d 6.9
OAc-2 2.17 s
OAc-5 2.01 s

Carbon NMR Peaks

Position PPM
1 59.4
2 70.6
3 41.9
4 142.3
5 78.2
6 28.9
7 33.9
8 39.5
9 47.1
10 67.2
11 138.7
12 132.1
13 39.6
14 70.2
15 37.3
16 25.3
17 31.9
18 21
19 22.5
20 116.6
1' 175.6
2' 41
3' 26.6
4' 11.5
5' 16.5
OAc-2 21.3
OAc-2 169.8
OAc-5 21.4
OAc-5 169.8