Chemical shifts and multiplicities of cyclopentane and glucuronide protons for AZ11939714 and the three isomeric O-glucuronides
Assignment | AZ11939714 | 1-Glucuronide (Dog) | 3-Hydroxymethyl-glucuronide (Human) | 2-Glucuronide (Major, Rat) |
|---|---|---|---|---|
| 1 | 4.50 | 4.83 | 4.49a | 4.63 |
| (dd, J = 8.0, 5.6 Hz) | (dd, J = 7.7, 5.3 Hz) | (dd, J = 8.0, 5.3 Hz) | ||
| 2 | 4.02 | 4.26 | 4.11 | 4.20 |
| (t, J ≈ 4.6 Hz) | (t, J ≈ 4.4 Hz) | (t, J ≈ 4.7 Hz) | (dd, J = 5.3, 3.3 Hz) | |
| 3 | 2.20-2.26 | 2.23-2.30 | 2.34-2.41 | 2.34-2.41 |
| (m) | (m) | (m) | (m) | |
| 4 | 2.42 | 2.48 | 2.44 | 2.44 |
| (dt, J = 13.4, 8.7 Hz) | (dt, J = 13.6, 9.0 Hz) | (dt, J = 12.5, 9.0 Hz) | (dt, J = 13.6, 8.5 Hz) | |
| 1.89 | 1.78 | 2.00a | 1.85a | |
| (dt, J = 13.4, 9.3 Hz) | (dt, J = 13.6, 8.7 Hz) | |||
| 5 | 5.03 | 5.26 | 5.00 | 5.09 |
| (q, J ≈ 8.9 Hz) | (q, J ≈ 8.7 Hz) | (q, J ≈ 8.9 Hz) | (q, J ≈ 8.8 Hz) | |
| 3 | 3.64 | 3.64 | 3.98 | 3.60-3.62 |
| Hydroxy | (dd, J = 11.3, 6.9 Hz) | (dd, J = 10.7, 6.8 Hz) | (dd, J = 10.4, 8.1 Hz) | (m) |
| Methyl | 3.60 | 3.59 | 3.65 | 3.58-3.60 |
| (dd, J = 11.3, 6.7 Hz) | (dd, J = 10.7, 6.8 Hz) | (dd, J = 10.4, 6.2 Hz) | (m) | |
| 1′ | 4.38 | 4.37 | 4.46 | |
| (d, J = 8.0 Hz) | (d, J = 7.7 Hz) | (d, J = 7.8 Hz) | ||
| 2′ | 3.15 | 3.23 | 3.30 | |
| (t, J = 8.7 Hz) | (t, J = 8.0 Hz) | (t, J = 8.5 Hz) | ||
| 3′ | 3.32 | 3.39-3.42 | 3.43 | |
| (t, J = 9.2 Hz) | (m) | (t, J = 9.0 Hz) | ||
| 4′ | 3.26 | 3.38-3.41 | 3.40 | |
| (t, J = 9.4 Hz) | (m) | (t, J = 9.0 Hz) | ||
| 5′ | 3.36 | 3.59 | 3.61a | |
|
|
| (d, J = 9.7 Hz) | (d, J = 8.5 Hz) |
|
↵ a Multiplicity obscured by other resonances.