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. 2013 Mar 28;8(3):e60074. doi: 10.1371/journal.pone.0060074

Table 1. 1H NMR (400.13 MHz for 1H, 100.61 MHz for 13C, DMSO-d6, 30°C).

Atom # Silybin A-7,23-diyl bis(hydrogen sulphate) Silybin B-7,23-diyl bis(hydrogen sulphate)
2 5.077(d, 11.2) 5.076 (d, 11.4)
3 4.601 (dd, 6.1, 11.2) 4.593 (dd, 6.3, 11.4)
6 5.915 (d, 2.1) 5.912 (d, 2.1)
8 5.879 (d, 2.1) 5.882 (d, 2.1)
10 4.357 (ddd, 2.5, 5.8, 7.8) 4.350 (ddd, 2.6, 5.9, 7.8)
11 4.873 (d, 7.8) 4.876 (d, 7.8)
13 7.096 (d, 1.9) 7.088 (d, 1.9)
15 7.025 (dd, 1.9, 8.1) 7. 032 (dd, 1.9, 8.2)
16 6.991 (d, 8.1) 6.995 (d, 8.2)
18 7.034 (d, 1.9) 7.043 (d, 2.0)
21 6.802 (d, 8.1) 6. 799 (d, 8.1)
22 6.861 (dd, 1.9, 8.1) 6.864 (dd, 2.0, 8.1)
23 3.768 (dd, 2.5, 11.1) 3.765 (ddd, 2.6, 11.1)
3.691 (dd, 5.8, 11.1) 3.692 (ddd, 5.9, 11.1)
3-OH 5.786 (d, 6.1) 5.783 (d, 6.3)
5-OH 11.881 (s) 11.886 (s)
7-OH n.d. n.d.
19-OMe 3.790 (s) 3.793 (s)
20-OH 9.141 (s) 9.120 (s)
23-OH n.d. n.d.