Hongdoushan B

Hongdoushan B

Common Name: Hongdoushan B

Synonyms:

CAS Registry Number: 474975-29-6

InChI: InChI=1S/C27H40O7/c1-9-21(31)34-20-12-14(2)22-18(30)13-27(8)11-10-19(32-16(4)28)15(3)23(27)25(33-17(5)29)24(20)26(22,6)7/h18-20,23-25,30H,3,9-13H2,1-2,4-8H3/t18-,19-,20-,23-,24-,25-,27-/m0/s1

InChIKey: InChIKey=CIQZPTJELMJHRG-ZNQIWVDCSA-N

Formula: C27H40O7

Molecular Weight: 476.6

Exact Mass: 476.2774

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, and 20.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.87 d 2.2
2 5.36 dd 6.3, 2.2
3 2.93 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 dd 15.1, 11.9
9 1.67 dd 15.1, 5.9
10 5.11 dd 11.7, 5.6
13 2.81 dd 19.1, 9.2
13 2.4 dd 19.1, 4.7
14 5 dd 9.2, 4.7
16 1.72 s
17 1.18 s
18 1.98 s
19 0.84 s
20 5.25 br s
20 4.88 br s
2' 2.28 q 7.5
3' 1.1 t 7.5
OAc-2 2.17 s
OAc-5 2.04 s

Carbon NMR Peaks

Position PPM
1 59.3
2 70.7
3 41.9
4 142.4
5 78.4
6 29.7
7 33.9
8 39.5
9 47.2
10 67.4
11 138.7
12 132.4
13 39.6
14 70.6
15 37.4
16 25.4
17 32.1
18 21.1
19 22.5
20 116.8
1' 173.4
2' 28
3' 9.2
OAc-2 21.8
OAc-2 170
OAc-5 21.4
OAc-5 169.7