From: Biotransformation of oral contraceptive ethynodiol diacetate with microbial and plant cell cultures
COMPOUNDS | ||||||||
---|---|---|---|---|---|---|---|---|
Carbon | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 |
1 | 1.41, 2.05 | 1.12, 2.07, | 1.36, 1.70 | 1.38, 1.94 | 1.52, 2.24 | 1.54, 2.25 | 1.74, 1.96 | 1.75, 1.92 |
2 | 2.01, 2.27 dt, J=13.4, 2.8 | 1.33, 1.94 | 1.46, 2.01 | 1.55, 1.83 | 2.21, 2.38 | 2.28, 2.37 | 1.95, 2.23 | 1.91, 1.98 |
3 | 5.20 br s, W1/2=19.6 | 4.05, m (W1/2=17.4 Hz) | 5.20, m (W1/2=22.8 Hz) | 4.01, m (W1/2=15.6 Hz) | - | - | 4.14 m, W1/2=16.8 | 5.85d J =9.6 |
4 | 5.32 | 5.55, br s (W1/2=9.7 Hz) | 5.55, br s, (W1/2=17.2 Hz) | 5.40, br s (W1/2=9.37 Hz) | 5.81 s | 5.81 s | 5.37 | 5.50 d J=9.6 |
5 | - | - | - | - | - | - | - | - |
6 | 0.95, 1.68 | 4.12, br s (W1/2=9.6 Hz) | 4.16, br s, (W1/2=17.1 Hz) | 2.05, 2.41 | 2.27, 2.49 | 2.29, 2.45 dt, J=14.5, 3.28 | 1.67, 1.82 | 1.77, 1.82 |
7 | 1.17, 1.80 | 2.05, 2.65 | 1.13, 1.87 | 0.90, 1.75 | 1.12, 1.83 | 1.06, 1.82 | 0.94, 1.73 | 1.15, 1.78 |
8 | 1.25 | 1.94 | 1.82 | 1.72 | 1.36 | 1.35 | 1.25 | 0.82 |
9 | 0.71 | 0.60 | 0.65 | 0.80 | 0.85 | 0.86 | 0.67 | 1.08 |
10 | 1.77 | 1.80 | 2.20 | - | 2.06 | 2.07 td, J=10.5, 4.7 | 1.75 | 1.47 |
11 | 1.25, 1.84 | 1.23, 1.85 | 1.59, 1.67 | 1.22, 1.91 | 1.23, 1.88 | 1.13, 2.02 | 0.78, 1.51 | |
12 | 1.67, 1.82 | 1.65, 1.83 | 1.66, 1.84 | 1.66, 1.82 | 1.70, 1.87 | 1.63, 1.75 | 1.27, 2.04 | 1.54, 1.68 |
13 | - | - | - | - | - | - | - | - |
14 | 1.51 | 1.50 | 1.52 | 1.48 | 1.54 | 1.51 | 1.50 | 1.42 |
15 | 1.31, 1.72 | 1.37, 1.67 | 1.27, 1.29 | 1.37, 1.72 | 1.33, 1.75 | 1.27, 1.54 | 1.32, 1.77 | 1.28, 1.67 |
16 | 1.98, 2.72 | 2.15, 2.65 | 2.04, 2.65 | 2.05, 2.65 | 1.97, 2.73 ddd, J=15, 9.6, 5.7 | 1.98, 2.27 | 1.99, 2.70 ddd J=15, 6.0, 3.6 | 1.94, 2.27 |
17 | - | - | - | - | - | - | - | |
18 | 0.87, s | 0.94, s | 0.95, s | 0.93, s | 0.91, s | 0.89, s | 0.87, s | 0.84, s |
20 | - | - | - | - | - | - | - | - |
21 | 2.55, s | 2.94, s | 2.97, s | 2.95, s | 2.57, s | 2.55, s | 2.55, s | 2.55, s |
22 | - | - | - | - | - | - | ||
23 | 2.02 | 2.01, s | 2.00, s | 1.99, s | 2.02 s | 2.01 s | ||
24 | ||||||||
25 | 2.02 | 2.01, s | 2.00, s | 1.99, s |