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. Author manuscript; available in PMC: 2020 Dec 2.
Published in final edited form as: J Nat Prod. 2015 Jan 14;78(2):315–319. doi: 10.1021/np5006696

Table 1.

1H and 13C NMR Data for 1 and 2 (600 and 150 MHz, CD3OD)

position 1
2
δC δH (J in Hz) HMBC δC δH (J in Hz)
1 37.2 2.82 (1H, dd, 17.9, 4.6) eq 3b, 15 (w)a 33.3 2.84 (1H, dd, 17.9, 4.4)
2.56 (1H, dd, 17.9, 10.6) ax 2.49 (1H, dd, 17.9, 11.7)
2 42.1 2.33 (1H, dddd, 11.4, 10.6, 4.6, 3.0) ax 1a, 1b, 3b, 13a, 13b, 14 46.1 1.67 (1H, dddd, 12.3, 11.7, 4.4, 3.3)
3 28.0 1.98 (1H, dddd, 11.4, 4.7, 3.0, 2.5) eq 1a, 1b (w), 2 (w), 4a, 4b (w) 24.6 2.06 (1H, m, 12.3, 3.3)b
1.66 (1H, dddd, 11.4, 11.4, 11.4, 5.3) ax 1.42 (1H, m, 12.6, S.4)b
4 38.0 3.08 (1H, ddd, 18.1, 11.4, 4.7) ax 3b, 5 38.9 3.04 (1H, m, 17.6, 12.3)b
2.95 (1H, ddd, 18.1, 5.3, 2.5) eq 2.95 (1H, m, 17.6, S.0)b
5 125.7 7.20 (1H, s) 1b, 4a (w), 4b 125.6 7.24 (1H, s)
6 159.1 5, 8, 1′ 159.2
7 180.1 5, 8 180.1
8 137.4 7.24 (1H, s) 15 137.4 7.28 (1H, s)
9 153.8 1a, 1b (w), 8, 15 154.1
10 142.2 1a, 1b, 4a, 5, 8, 15 143.0
11 143.4 1a, 1b, 3b, 4a, 4b (w), 5, 8 (w) 143.9
12 150.0 1a, 1b, 3b (w), 13a, 13b, 14 73.1
13 110.5 4.83c (1H, s) 2, 14 27.3 1.27 (3H, s)
4.81d (1H, s)
14 21.0 1.83 (3H, s) 2, 13a, 13b 26.8 1.25 (3H, s)
15 27.4 2.40 (3H, s) 8 27.4 2.45 (3H, s)
glucose moiety
1′ 101.8 5.00 (1H, d, 7.6) 2′, 3′, 5′ 101.8 5.02 (1H, d, 7.6)
2′ 74.5 3.57 (1H, dd, 9.2, 7.6) 3′ 74.5 3.57 (1H, dd, 9.2, 7.6)
3′ 77.1 3.51 (1H, t, 9.2) V, 2′, 4′, 5′ 77.1 3.51 (1H, t, 9.2)
4′ 71.6 3.38 (1H, t, 9.2) 2′, 3′, 5′, 6′a, 6′b (w) 71.6 3.39 (1H, t, 9.2)
5′ 75.9 3.75 (1H, ddd, 9.2, 6.7, 1.8) 1′, 4′, 6′a (w), 6′b 75.9 3.75 (1H, ddd, 9.2, 6.6, 1.6)
6′ 64.9 4.55 (1H, dd, 12.0, 1.8) 4′, 5′ 64.9 4.53 (1H, dd, 12.0, 1.6)
4.15 (1H, dd, 12.0, 6.7) 4.15 (1H, dd, 12.0, 6.6)
glutaryl group
1″ 172.5 6′a, 6′b, 2″a, 2″b 172.6
2″ 46.3 2.74 (1H, d, 14.8) 4″, 6″ 46.9 2.68 (1H, d, 14.5)
2.68 (1H, d, 14.8) 2.62 (1H, d, 14.5)
3″ 70.8 2″a, 2″b, 4″, 6″ 71.0
4″ 46.0 2.63 (2H, brs) 2″a, 2″b, 6″ 46.9 2.61 (2H, brs)
5″ 175.0 4″ 175.0
6″ 27.9 1.34 (3H, s) 2″a, 2″b, 4″ 28.0 1.31 (3H, s)
a

w: weak.

b

Only identifiable couplings.

c

cis to Me-14.

d

trans to Me-14.