Taxa-4(20),11(12)-dien-5α-ol

Taxa-4(20),11(12)-dien-5α-ol

Common Name: Taxa-4(20),11(12)-dien-5α-ol

Synonyms: Taxa-4(20),11-dien-5α-ol

CAS Registry Number: 178888-02-3

InChI: InChI=1S/C20H32O/c1-13-6-7-15-12-17-14(2)18(21)9-11-20(17,5)10-8-16(13)19(15,3)4/h15,17-18,21H,2,6-12H2,1,3-5H3/t15-,17+,18-,20+/m0/s1

InChIKey: InChIKey=QHDGSWAXTYWVOP-ZNWBIBPKSA-N

Formula: C20H32O1

Molecular Weight: 288.47

Exact Mass: 288.2453

NMR Solvent: CDCl3

MHz: 500.0

Calibration: not reported

NMR references: Hefner, J., Rubenstein, S.M., Ketchum, R.E.B., Gibson, D.M., Williams, R.M., and Croteau, R. (1996). Cytochrome P450-catalyzed hydroxylation of taxa-4(5),11(12)-diene to taxa-4(20),11(12)-dien-5a-o1: the first oxygenation step in taxol biosynthesis. Chemistry & Biology 3, 479–489.

Species: Taxus

Notes: Assignments of chemical shifts not given in reference. Multiplets at 3.30, 2.32, 2.02, 1.73, and 1.23 ppm were reported in literature as 3.31-3.28, 2.36-2.28, 2.1-1.93, 1.78-1.68, and 1.28-1.18 respectively.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
4.91 dd 1.4, 1.4
4.62 ddd 1.7, 1.1, 0.5
4.23 dd 2.7, 2.7
3.3 m
2.82 dt 13.5, 5.3
2.32 m
2.24 ddd 13.1, 13.1, 6.8
2.02 m
1.87 ddd 18.6, 10.6, 3.1
1.81 dd 1.1, 1.1
1.73 m
1.62 ddd 15.5, 5.9, 2.4
1.54 ddd 15.3, 5.3, 2.2
1.32 s
1.23 m
1.17 s
1.02 s
0.97 ddd 13.3, 4.3, 2.9

Carbon NMR Peaks

Position PPM
155.9
136.8
130.5
108.7
74.6
43.5
40
39.9
39.2
35.4
32.7
30.8
30.16
30.13
28
25.4
24.7
22.9
22.1
21.3