5α,13α-Diacetoxy-4(20),11-diene-9α,10β-diol

5α,13α-Diacetoxy-4(20),11-diene-9α,10β-diol

Common Name: 5α,13α-Diacetoxy-4(20),11-diene-9α,10β-diol

Synonyms:

CAS Registry Number: 350691-17-7

InChI: InChI=1S/C24H36O6/c1-12-17-10-16-11-19(30-15(4)26)13(2)20(23(16,5)6)21(27)22(28)24(17,7)9-8-18(12)29-14(3)25/h16-19,21-22,27-28H,1,8-11H2,2-7H3/t16-,17-,18+,19+,21-,22+,24-/m1/s1

InChIKey: InChIKey=ULDINMPCNMIJAR-RHRPEDSFSA-N

Formula: C24H36O6

Molecular Weight: 420.54

Exact Mass: 420.2512

NMR Solvent: CDCl3

MHz: 300.0

Calibration: TMS

NMR references: Shi, Q.W., Oritani, T., Kiyota, H., and Murakami, R. (2001). Three new taxoids from the leaves of the Japanese yew, Taxus cuspidata. Nat Prod Lett 15, 55–62.

Species: Taxus

Notes: Multiplet at position 6 was reported as ppm range range in literature. We tabulated ppm value at center of peak in our database.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.82 m
2 1.7 m
3 2.94 br d 5
5 5.35 br s
6 1.81 m
7α 1.75 m
7β 1.55 m
9 4.14 dd 9.8, 3.3
10 4.8 br d 9.8
13 5.89 br t 8.5
14α 1.06 dd 14.9, 8
14β 2.67 ddd 14.9, 8.5, 5
16 1.52 s
17 1.17 s
18 1.95 br s
19 0.91 s
20a 4.82 br s
20b 5.19 br s
9-OH 2.5 d 3.3
10-OH 2.24 br s
5-OAc 2.14 s
13-OAc 2.06 s

Carbon NMR Peaks

Position PPM
1 40.5
2 28.2
3 38
4 149.3
5 76.7
6 27.6
7 26.1
8 42.8
9 78.7
10 72.1
11 138.7
12 133.9
13 71
14 31.9
15 39.4
16 27.3
17 31.5
18 15
19 18.2
20 113.5
5-OAc 21.8
5-OAc 170
10-OAc 21.5
10-OAc 170.6