Decursinol angelate spectral data and interpretation

Decursinol angelate
C19H20O5
328.36

MASS


EIMS m/z 328 [M]+








1H NMR

(300MHz, CDCl3) δ 1.31, 1.33 (3H, s, gem(CH3)2), 1.77 (3H, s, 4"-H), 1.80 (3H, d, J=7.8, 5"-H), 2.83 (dd, J=17.4, 4.8, 4'-H), 3.18(1H, dd, J=17.4, 4.8, 4'-H), 5.05 (t, J=5.0, 1H, 3'-H), 6.02 (1H, q, 6.16 (1H, d, J=9.6, 3-H), 6.72 (1H, s, 5-H), 7.08 (1H, s, 8-H), 7.53 (1H, d, J=9.6, 4-H) broad line below is  ''

difficulty, then use the numbering in below fig









13 C NMR

(100MHz, CDCl3) δ 15.7 (C-4"), 20.5 (C-5"), 23.2, 25.0 (gem(CH3)2), 27.8 (C-4'), 70.0 (C-3'), 76.6 (C-2'), 104.6 (C-8), 112.8 (C-10), 113.2 (C-3), 115.8 (C-6), 127.3 (C-2"), 128.6 (C-5), 139.4 (C-3"), 143.1 (C-4), 154.2 (C-9), 156.4 (C-7), 161.2 (C-2) 167.0 (C-1")

HPLC
http://www.phcog.com/article.asp?issn=0973-1296;year=2014;volume=10;issue=37;spage=34;epage=39;aulast=Hwang