Hongdoushan C

Hongdoushan C

Common Name: Hongdoushan C

Synonyms:

CAS Registry Number: 474975-30-9

InChI: InChI=1S/C27H42O6/c1-9-14(2)25(31)33-20-12-15(3)21-19(30)13-27(8)11-10-18(29)16(4)22(27)24(32-17(5)28)23(20)26(21,6)7/h14,18-20,22-24,29-30H,4,9-13H2,1-3,5-8H3/t14-,18-,19-,20-,22-,23-,24-,27-/m0/s1

InChIKey: InChIKey=JHDROULESJIQAM-QVPXOSEDSA-N

Formula: C27H42O6

Molecular Weight: 462.62

Exact Mass: 462.2981

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, 20, and 3'.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.81 d 2.2
2 5.35 dd 6.3, 2.2
3 3.21 d 6.3
5 4.17 t 3
6 1.7 m
6 1.63 m
7 2.05 m
7 1.63 m
9 2.35 m
9 1.63 m
10 5.14 dd 11.7, 5.6
13 2.77 dd 18.7, 9.2
13 2.35 m
14 5.03 dd 9.2, 4.7
16 1.71 s
17 1.19 s
18 1.97 s
19 0.81 s
20 5.09 br s
20 4.75 br s
2' 2.35 m
3' 1.63 m
3' 1.46 m
4' 0.89 t 7.3
5' 1.12 d 7.1
OAc-2 2 s

Carbon NMR Peaks

Position PPM
1 59.5
2 71.1
3 39.8
4 147.8
5 76.4
6 30.9
7 33.2
8 40
9 47.1
10 67.6
11 137.9
12 133.7
13 39.5
14 70.4
15 37.5
16 25.4
17 32.1
18 21
19 22.3
20 113.5
1' 175.9
2' 41.1
3' 26.8
4' 11.5
5' 16.6
OAc-2 21.3
OAc-2 169.8