(12αH)-2α,10β-diacetoxy-5α-cinnamoyloxy-9α,13α-epoxytax-4(20)-ene-11β,13β-diol

(12αH)-2α,10β-diacetoxy-5α-cinnamoyloxy-9α,13α-epoxytax-4(20)-ene-11β,13β-diol

Common Name: (12αH)-2α,10β-diacetoxy-5α-cinnamoyloxy-9α,13α-epoxytax-4(20)-ene-11β,13β-diol

Synonyms: taxumairol Q

CAS Registry Number:

InChI: InChI=1S/C33H42O9/c1-18-24(41-25(36)14-13-22-11-9-8-10-12-22)15-16-31(7)26(18)27(39-20(3)34)23-17-32(37)19(2)33(38,30(23,5)6)29(28(31)42-32)40-21(4)35/h8-14,19,23-24,26-29,37-38H,1,15-17H2,2-7H3/b14-13+/t19-,23-,24-,26-,27?,28-,29?,31+,32-,33-/m0/s1

InChIKey: ZNDNIKJPCFPZJG-UCHGESEASA-N

Formula: C33H42O9

Molecular Weight: 582.6826

Exact Mass: 582.2829

NMR Solvent: CDCl3

MHz: 500 MHz (H), 125 MHz (C)

Calibration:

NMR references: Zhang, M. L.

Shi, Q. W.

Dong, M.

Wang, Y. F.

Huo, C. H.

Gu, Y. C.

Cong, B.

Kiyota, H. Tetrahedron Lett. 2008, 49, 1180.

Species: Leaves of T. cuspidata collected in 1997 from Toyama Prefecture, Japan

Notes: unknown callibration

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 2 br d 9.2
2 5.5 d 11.8
3 3.43 d 11.8
5 5.34 t 2.6
6 1.89 m 13.7, 13.7, 6.6
7α 2.48 td 13.7, 4.5, 2.1
7β 1.03 br ddd
9 4.24 d 10
10 5.65 d 10
12 2.37 q 6.8
13-OH 2.64 s
14α 2.28 br d 15
14β 2.11 o, m
16 1.2 s
17 1.47 s
18 1.18 d 6.8
19 0.9 s
20a 5.22 s
20b 4.62 s
2-OAc 1.87 s
10-OAc 2.09 s
2' 6.49 d 16
3' 7.74 d 16
Ph-o 7.6 m
Ph-m 7.39 m
Ph-p 7.39 m

Carbon NMR Peaks

Position PPM
1 48.7
2 71.5
3 43.5
4 145.1
5 75.5
6 27.6
7 37.9
8 43.9
9 79
10 73.5
11 75
12 44.1
13 99.3
14 33.7
15 40.7
16 29.1
17 22.6
18 6.5
19 16.2
20 112.1