Table 3.

¹³C and ¹H NMR chemical shifts, HMBC, and ROESY correlations of the aglycone moiety of chitonoidoside A₁ (2) *.

Position	δC mult. a	δH mult. (J in Hz) b	HMBC	ROESY
1	36.8 CH2	1.74 m		H-11, H-19
		1.34 m		H-3, H-5, H-11
2	27.5 CH2	2.12 m
		1.88 m		H-19, H-30
3	89.6 CH	3.17 dd (4.1; 11.7)	C: 4, 30, 31, C:1 Xyl1	H-1, H-5, H-31, H1-Xyl1
4	40.2 C
5	53.5 CH	0.82 brd (12.2)	C: 6, 10, 19, 30	H-1, H-3, H-31
6	21.6 CH2	1.61 m		H-31
		1.42 m		H-19, H-30
7	29.0 CH2	1.59 m
		1.16 m		H-32
8	39.4 CH	3.14 m		H-6, H-19
9	151.7 C
10	40.4 C
11	111.8 CH	5.27 d (4.6)	C: 8, 10, 12, 13	H-1
12	32.7 CH2	2.62 d (16.8)	C: 9, 11, 13, 18	H-17, H-32
		2.46 dd (5.1; 16.8)	C: 9, 11, 13, 14, 18
13	56.5 C
14	42.7 C
15	52.7 CH2	2.40 d (15.8)	C: 13, 16, 17, 32	H-7, H-32
		2.12 d (15.8)	C: 8, 14, 16, 32
16	215.2 C
17	61.9 CH	2.85 s	C: 12, 13, 16, 18, 20, 21	H-21, H-32
18	177.4 C
19	22.6 CH3	1.28 s	C: 1, 5, 9, 10	H-1, H-2, H-8, H-30
20	84.3 C
21	27.4 CH3	1.43 s	C: 17, 20, 22	H-12, H-17
22	38.9 CH2	1.72 m	C: 20, 21, 23
		1.54 m	C: 17, 20, 21, 23
23	22.8 CH2	1.70 m
		1.44 m
24	38.5 CH2	1.89 m	C: 22, 25, 26, 27	H-21
25	146.4 C
26	111.2 CH2	4.70 brs	C: 24, 27
		4.68 brs	C: 24, 27
27	22.8 CH3	1.62 s	C: 24, 25, 26
30	17.2 CH3	1.00 s	C: 3, 4, 5, 31	H-31
31	28.7 CH3	1.18 s	C: 3, 4, 5, 30	H-3, H-5, H-30
32	21.3 CH3	0.88 s	C: 8, 13, 14, 15	H-7, H-12, H-17

^a Recorded at 176.03 MHz in C₅D₅N/D₂O (4/1). ^b Recorded at 700.00 MHz in C₅D₅N/D₂O (4/1). * The NMR data for aglycone parts of chitonoidoside A₁ (2), C (4), and D (5) are similar but with minor differences. The original spectra are presented in Figures S8–S13, S24–S29, and S32–S37, correspondingly, and the assigned signals for the aglycone parts of 4 and 5 are provided as Tables S3 and S4.