Taxa-4(20),11-diene-5α,7β,9α,10β,13α-pentol

Taxa-4(20),11-diene-5α,7β,9α,10β,13α-pentol

Common Name: Taxa-4(20),11-diene-5α,7β,9α,10β,13α-pentol

Synonyms: 5α,7β,9α,10β,13α-Pentahydroxy-4(20),11(12)-taxadiene

CAS Registry Number: 27854-03-1

InChI: InChI=1S/C20H32O5/c1-9-12-6-11-7-13(21)10(2)16(19(11,3)4)17(24)18(25)20(12,5)15(23)8-14(9)22/h11-15,17-18,21-25H,1,6-8H2,2-5H3/t11-,12-,13+,14+,15+,17-,18+,20+/m1/s1

InChIKey: InChIKey=NEJHXGLBMMARIL-ASNCVHGZSA-N

Formula: C20H32O5

Molecular Weight: 352.46

Exact Mass: 352.224975

NMR Solvent: CDCl3

MHz: 500.0

Calibration: CDCl3 7.25 ppm

NMR references: Sun, D.-A., Nikolakakis, A., Sauriol, F., Mamer, O., and Zamir, L.O. (2001). Microbial and reducing agents catalyze the rearrangement of taxanes. Bioorganic & Medicinal Chemistry 9, 1985–1992.

Species: Taxus

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.66 m
2 1.69 m
3 3.09 br s
5 4.32 t 2.5
6a 1.97 ddd 13.5, 4, 2
6b 1.63 m
7 4.4 dd 11.5, 5
9 4.11 d 9.5
10 4.99 d 9.5
13 4.36 d 10.7
14a 2.81 ddd 15.5, 10.5, 8.7
14b 1.18 dd 15.5, 3.6
16 0.97 br s
17 1.44 br s
18 2.07 br s
19 0.96 s
20a 5.1 s
20b 4.78 s

Carbon NMR Peaks

Position PPM
1 39.6
2 26.7
3 34.9
4 150.5
5 73.7
6 39.6
7 70.7
8 45.8
9 80.5
10 72.6
11 138.9
12 138.8
13 68.4
14 32.9
15 38.7
16 32.9
17 25.9
18 17
19 12.1
20 111.7