Table 2. 1H NMR chemical shifts of pregna-5,7-diene-3β,17α,20-triols, D-like, L-like and 5,7,9(11)-triene.
4R | 4S | 4R-D | 4S-D | 4R-L | 4S-L | 5S | |
---|---|---|---|---|---|---|---|
1 CH2 | α 1.31 | α 1.29 | α 2.12 | α2.12 | α 1.31 | α 1.31 | 1.48 |
β 1.90 | β 1.90 | β 2.42 | β2.41 | β 1.90 | β 1.90 | 1.70 | |
2 CH2 | α 1.92 | α 1.93 | α 1.97 | α1.97 | α 1.92 | α 1.92 | 1.89 |
β 1.45 | β 1.54 | β 1.68 | β 1.68 | β 1.54 | β 1.54 | 1.68 | |
3 CH | 3.51 | 3.51 | 3.76 | 3.76 | 4.03 | 4.03 | 3.47 |
4 CH2 | α 2.41 | α 2.40 | α 2.55 | α 2.54 | α 2.41 | α 2.44 | 2.34 |
β 2.23 | β 2.23 | β 2.19 | β 2.19 | β 2.29 | β 2.35 | 2.42 | |
6 CH | 5.54 | 5.54 | 6.23 | 6.24 | 5.59 | 5.54 | 5.65 |
7 CH | 5.42 | 5.39 | 6.09 | 6.09 | 5.47 | 5.39 | 5.40 |
9 CH | 2.11 | 2.02 | 2.85 | 2.85 | 2.02 | 2.02 | |
1.54 | 1.56 | ||||||
11 CH2 | α 1.67 | α 1.6-1.8 | α 1.77 | α 1.77 | α 1.7-1.8 | α 1.7-1.8 | 5.61 |
β 1.75 | β 1.6-1.8 | β 1.77 | β 1.77 | β 1.7-1.8 | β 1.7-1.8 | ||
12 CH2 | α 1.49 | α 1.49 | α 1.54 | α 1.56 | α 1.49 | α 1.49 | 2.61 |
β 1.80 | β 2.12 | β 2.05 | β 2.04 | β 2.18 | β 2.18 | 2.14 | |
14 CH | 2.62 | 2.57 | 2.12 | 2.12 | 2.05 | 2.05 | 2.78 |
15 CH2 | α 1.83 | α 1.84 | α 1.54 | α 1.61 | α 1.82 | α 1.82 | 1.85 |
β 1.63 | β 1.56 | β 2.53 | β 1.61 | β 1.51 | β 1.51 | 1.50 | |
16 CH2 | α 1.56 | α 1.7-1.8? | α 1.87 | α 1.7 | α 1.76 | α 1.76 | 1.60 |
β 1.74 | β 1.9? | β 2.7 | β 2.66 | β 2.22 | β 2.22 | 1.75 | |
18 CH3 | 0.7 | 0.77 | 0.6 | 0.67 | 0.76 | 0.76 | 0.67 |
19 CH3 | 0.94 | 0.95 | α 4.76 | α 4.74 | 0.67 | 0.75 | 1.24 |
β 5.05 | β 5.05 | ||||||
20 C | 3.78 CH | 3.94 CH | 3.76 | 3.61 | 3.72 CH | 3.65 CH | 3.9 |
21 CH3 | 1.19 | 1.15 | 1.18 | 1.14 | 1.14 | 1.15 | 1.16 |
Italics - not fully determined presumably similar to parental compound