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. 2021 Apr 27;13(5):312. doi: 10.3390/toxins13050312

Table 4.

NMR spectroscopic data (500 MHz, D2O), 1H and 13C chemical shifts (δ, ppm) as well as 1H multiplicities of asperulose identified in MeOH40 fraction of G. arenarium.(d: doublet, dd: doublet of doublets, m: multiplet, brs: broad singlet).

Asperuloside (MeOD, 500 MHz)
Position TM H TMC, Type
1 5.91 (d) 95.7, CH
3 7.48 (d) 152.7, CH
4 - 107.5, qC
5 3.70 (m) 38.7, CH
6 5.68 (dd) 89.1, CH
7 5.77 (d) 130.9, CH
8 - 144.9, qC
9 3.38 146.2, CH
10 4.65/4.78 (m) 64.3, CH2
11 - 176.2, COOH
Ac (CH3) 2.1 23.1, CH3
Ac (C = O) - 176.6
1′ 4.85 (d) 103.2, CH
2′ 3.27 (dd) 75.5, CH
3′ 3.51 (m) 79, CH
4′ 3.38 (m) 72.1, CH
5′ 3.50 (m) 79.1, CH
6′ 3.75/3.95 (m) 63, CH2