Marvin 07081314302D 32 34 0 0 0 0 999 V2000 6.8822 -13.9439 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.9982 -15.0682 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5916 -14.3546 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.1765 -15.0656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8822 -13.1184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5953 -12.7035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3084 -13.1184 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.3129 -13.9449 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.1006 -14.1990 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.5805 -13.5267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0933 -12.8601 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.5953 -11.8779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3108 -11.4631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3010 -12.2928 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3428 -12.0733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4060 -13.5222 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3587 -14.9829 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1673 -15.1493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3052 -14.7695 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3509 -15.0629 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5889 -15.7824 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1706 -14.3542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4595 -13.9431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1687 -13.5332 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1676 -12.7118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4557 -12.3021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4580 -11.4806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7469 -11.0709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0351 -11.4826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0388 -12.3082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7504 -12.7142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8232 -15.0729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3 4 1 0 0 0 0 10 16 2 0 0 0 0 5 1 1 0 0 0 0 9 17 1 6 0 0 0 17 18 1 0 0 0 0 3 2 1 1 0 0 0 8 19 1 6 0 0 0 5 6 2 0 0 0 0 8 9 1 0 0 0 0 4 20 1 0 0 0 0 9 10 1 0 0 0 0 4 21 2 0 0 0 0 10 11 1 0 0 0 0 1 22 1 1 0 0 0 11 7 1 0 0 0 0 22 23 1 0 0 0 0 1 3 1 0 0 0 0 1 24 1 0 0 0 0 6 12 1 0 0 0 0 24 25 2 0 0 0 0 3 8 1 0 0 0 0 25 26 1 0 0 0 0 12 13 1 0 0 0 0 26 27 2 0 0 0 0 7 6 1 0 0 0 0 27 28 1 0 0 0 0 7 14 1 1 0 0 0 28 29 2 0 0 0 0 7 8 1 0 0 0 0 29 30 1 0 0 0 0 11 15 1 1 0 0 0 30 31 2 0 0 0 0 31 26 1 0 0 0 0 2 32 1 0 0 0 0 M END > CHEBI:66520 > spiculoic acid A > A carbobicyclic compound that is 2,3,3a,4,5,7a-hexahydro-1H-indene substituted by ethyl groups at positions 3, 4, 5 and 7, a methyl group at position 1, an oxo group at position 2, a 2-phenylethenyl group at position 5 and a carboxy group at position 4 (the 1R,3R,3aS,4S,5R,7aS stereoisomer). Isolated from Plakortis angulospiculatus, it exhibits cytotoxicity against human breast cancer MCF-7 cells. > 3 > (1R,3R,3aS,4S,5R,7aS)-3,4,5,7-tetraethyl-1-methyl-2-oxo-5-[(E)-2-phenylethenyl]-2,3,3a,4,5,7a-hexahydro-1H-indene-4-carboxylic acid > C27H36O3 > 408.57290 > 408.26645 > 0 > [H][C@@]12[C@@H](C)C(=O)[C@H](CC)[C@@]1([H])[C@](CC)(C(O)=O)[C@@](CC)(C=C2CC)\C=C\c1ccccc1 > InChI=1S/C27H36O3/c1-6-20-17-26(8-3,16-15-19-13-11-10-12-14-19)27(9-4,25(29)30)23-21(7-2)24(28)18(5)22(20)23/h10-18,21-23H,6-9H2,1-5H3,(H,29,30)/b16-15+/t18-,21-,22+,23-,26-,27-/m1/s1 > ALLQJQBDLUMIQH-UOVLAWSHSA-N > 9666648 > 14703354; 16320993; 17007398; 17107066; 22801647 $$$$