NMR spectroscopic data (300 MHz, dimethylsulfoxide-d6) for GiUA, GUA, and GUB
| Iso-urolithin A 3-O-glucuronide | Urolithin A 8-O-glucuronide | Urolithin A 3-O-glucuronide | Urolithin B 3-O-glucuronide | |||||
|---|---|---|---|---|---|---|---|---|
| δH | δC | δH | δC | δH | δC | δH | δC | |
| 1 | 8.12 (d, J = 8.9 Hz) | 125.14 | 8.09 (d, J = 8.9 Hz) | 124.37 | 8.15 (d, J = 9.1 Hz) | 123.67 | 8.17(o) | 125.14 |
| 2 | 7.05 (o) | 113.83 | 6.83 (dd, J = 8.7, 2.4 Hz) | 113.16 | 7.03 (dd, J = 8.8, 2.5 Hz) | 113.64 | 7.04 (dd, J = 8.6, 2.1 Hz) | 114.24 |
| 3 | 159.05 | 10.24 (s) (OH) | 159.20 | 157.39 | 158.79 | |||
| 4 | 7.07 (o) | 104.29 | 6.75 (d, J = 2.4 Hz) | 102.89 | 7.08 (d, J = 2.4 Hz) | 103.86 | 7.03 (s) | 104.24 |
| 4a | 152.57 | 151.37 | 150.55 | 151.96 | ||||
| 6 | 160.61 | 160.35 | 160.39 | 161.24 | ||||
| 6a | 112.42 | 120.08 | 120.77 | 119.58 | ||||
| 7 | 8.08 (d, J = 8.7 Hz) | 132.97 | 7.74 (d, J = 2.7 Hz) | 114.90 | 7.54 (d, J = 2.6 Hz) | 113.64 | 8.15(o) | 130.16 |
| 8 | 7.02 (o) | 117.60 | 156.15 | 10.31 (s) (OH) | 157.54 | 7.58 (t, J = 7.7 Hz) | 129.05 | |
| 9 | 164.30 | 7.56 (dd, J = 8.6, 2.7 Hz) | 124.95 | 7.34 (dd, J = 8.7, 2.7 Hz) | 124.10 | 7.87 (t, J = 7.7 Hz) | 136.10 | |
| 10 | 7.53 (d, J = 2.1 Hz) | 107.23 | 8.23 (d, J = 9.0 Hz) | 123.64 | 8.18 (d, J = 9.1 Hz) | 123.76 | 8.21 (d, J = 8.9 Hz) | 122.39 |
| 10a | 137.28 | 129.77 | 126.26 | 134.70 | ||||
| 10b | 111.52 | 109.36 | 112.46 | 112.46 | ||||
| Glur1 | 5.23 (d, J = 7.2 Hz) | 99.97 | 5.22 (d, J = 7.2 Hz) | 100.25 | 5.21 (d, J = 7.3 Hz) | 99.60 | 5.15 (d, J = 6.8 Hz) | 99.88 |
| Glur2 | 3.32(o) | 73.32 | 3.30-3.45 (o) | 72.99 | 3.30-3.45 (o) | 72.87 | 3.34 (o) | 73.14 |
| Glur3 | 3.35(o) | 76.18 | 3.30-3.45 (o) | 75.74 | 3.30-3.45 (o) | 75.54 | 3.38 (o) | 75.88 |
| Glur4 | 3.42(o) | 71.76 | 3.30-3.45 (o) | 71.32 | 3.30-3.45 (o) | 71.29 | 3.40 (o) | 71.69 |
| Glur5 | 4.03 (d, J = 9.2 Hz) | 75.79 | 3.99 (d, J = 9.2Hz) | 75.46 | 4.02 (d, J = 9.2 Hz) | 75.34 | 4.02 (d, J = 9.2 Hz) | 75.56 |
| Glur6 | 170.56 | 170.05 | 170.08 | 170.71 | ||||
d, doublet; dd, doublet of doublets; o, overlapped signal; s, singlet; t, triplet.