Table 1.

¹H and ¹³C NMR spectral data of berkeleypenostatin A (1) in MeOH-d₄ (125 MHz^a, 600 MHz^b)

carbon	δc, typea	δH, mult (J in Hz)b	HMBC correlations
1	203.3, C		H-2α, H-2β
2α	46.7, CH2	2.93, d (18.7)	H-4β
2β		2.67, d (18.7)
3	91.6, C		H-2α, H-4α, H-8, H-6β
4α	43.8, CH2	2.66, dd (16.7, 6.2)	H-6β
4β		2.14, dd (16.7, 9.3)
5	80.4, CH	4.72, dddd (9.3, 6.2, 6.1, 1.0)	H-1’, H-6β, H-4β
6α	38.8, CH2	1.83, ddd (13.6, 12.3, 6.1)	H-4α, H-7, H-8
6β		2.45, ddd (13.6, 7.0, 1.0)
7	49.4, CH	2.54, dt (12.3, 7.0)	H-2α, H-2β, H-6α, H-6β
8	41.1, CH	2.64, bd (7.0)	H-6α, H-7
9	84.5, C		H-8
10	121.4, CH	5.59, bs	H-7, H-22
11	137.5, C		H-12, H-13, H-22
12	80.8, CH	4.67, bd (9.4)	H-10, H-14, H-22
13	131.1, CH	6.03, dd (15.3, 9.4)	H-15
14	137.3, CH	5.76, dt (15.3, 6.8)	H-12,H-13, H-15
15	33.3, CH2	2.13, m	H-13
16	30.4, CH2	1.44, bs
17	30.4, CH2	1.33, bs
18	30.3, CH2	1.32, bs
19	33.2, CH2	1.32, bs
20	23.0, CH2	1.32, bs
21	14.6, CH3	0.90, t (7.1)	H-19
22	20.4, CH3	1.60, bs	H-10
23	170.9, C
glucose
1’	103.2, CH	4.33, d (7.8)	H-2’
2’	75.2, CH	3.14, bt (8.2)	H-1’, H-3’
3’	78.1, CH	3.36, m	H-1’, H-2’, H-4’ or H- 5’ (3.27)
4’	71.8, CH	3.27, m	H-3’, H-6’
5’	78.1, CH	3.27, m	H-6’
6’	62.9, CH2	3.87, bd (11.7) 3.66, dd (11.7, 4.6)	H-4’ or H-5’ (3.27)

All assignments are based on COSY, HSQC and HMBC NMR experiments, J is in Hz