Marvin 02071311342D 31 35 0 0 0 0 999 V2000 11.5126 -9.8954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5126 -10.7207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.2250 -11.1292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.2250 -9.4785 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.9372 -9.8954 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.9337 -10.7207 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 13.6427 -11.1341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.3598 -10.7267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6497 -9.4835 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 13.6551 -8.6608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.3764 -8.2571 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 15.0867 -8.6736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.7025 -8.1266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.3725 -7.3721 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.5529 -7.4528 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 16.5086 -8.3036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.7899 -6.6600 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.2250 -8.6532 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.5102 -8.2406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5102 -7.4153 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.7954 -8.6532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.2258 -11.9545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5043 -11.5376 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9256 -11.5418 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.9298 -9.0701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6426 -10.3081 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.3721 -9.0784 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 15.0744 -9.5018 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 14.3634 -9.9020 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 15.0655 -10.3177 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.7851 -9.9120 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12 13 2 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 11 1 0 0 0 0 5 9 1 0 0 0 0 13 16 1 0 0 0 0 6 7 1 0 0 0 0 14 17 2 0 0 0 0 7 8 1 0 0 0 0 4 18 1 1 0 0 0 8 29 1 0 0 0 0 18 19 1 0 0 0 0 9 29 1 0 0 0 0 19 20 2 0 0 0 0 3 6 1 0 0 0 0 19 21 1 0 0 0 0 5 4 1 0 0 0 0 3 22 1 0 0 0 0 9 10 1 0 0 0 0 3 23 1 0 0 0 0 28 12 1 0 0 0 0 6 24 1 1 0 0 0 11 10 1 0 0 0 0 5 25 1 6 0 0 0 11 12 1 0 0 0 0 9 26 1 1 0 0 0 5 6 1 0 0 0 0 11 27 1 6 0 0 0 29 28 1 0 0 0 0 29 30 1 1 0 0 0 28 30 1 0 0 0 0 1 2 2 0 0 0 0 1 4 1 0 0 0 0 2 3 1 0 0 0 0 28 31 1 6 0 0 0 M END > CHEBI:65955 > gelomulide K > An abietane diterpenoid that is ent-abieta-2(3),13(15)-diene-16,12-olide substituted by a 1β-acetoxy group and a β-epoxy group across positions 8 and 14. Isolated from the leaves of Gelonium aequoreum, it exhibits moderate cytotoxicity against lung (A549), breast (MDAMB-231 and MCF7), and liver (HepG2) cancer cell lines. > 3 > 1beta-acetoxy-8beta,14beta-epoxy-ent-abieta-2(3),13(15)-diene-16,12-olide > (1beta,5beta,9beta,10alpha,12beta,14beta)-16-oxo-8,14:12,16-diepoxyabieta-2,13(15)-dien-1-yl acetate > C22H28O5 > 372.45470 > 372.19367 > 0 > [H][C@@]12C[C@]3([H])[C@]4(CC[C@]5([H])C(C)(C)C=C[C@@H](OC(C)=O)[C@@]35C)O[C@]4([H])C1=C(C)C(=O)O2 > InChI=1S/C22H28O5/c1-11-17-13(26-19(11)24)10-15-21(5)14(6-9-22(15)18(17)27-22)20(3,4)8-7-16(21)25-12(2)23/h7-8,13-16,18H,6,9-10H2,1-5H3/t13-,14-,15+,16-,18-,21-,22+/m1/s1 > IWHCUIYQYFOMEF-FBERYXRISA-N > 15836693 > 17714747; 21641992 $$$$