Marvin 12031211002D 33 36 0 0 0 0 999 V2000 6.1925 -23.0513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1925 -23.8656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8974 -24.2729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8935 -22.6461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5954 -23.8628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5950 -23.0460 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2360 -22.5332 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2396 -24.3753 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0411 -24.1893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0319 -22.7078 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.3931 -23.4473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2062 -23.5020 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6677 -22.8229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3105 -22.0833 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.4878 -22.0227 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.4606 -22.6327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4592 -21.7892 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7300 -23.0537 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6011 -21.9732 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8828 -21.4236 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4787 -21.1756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7827 -21.3823 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 8.7431 -20.7637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7341 -19.9203 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.4573 -19.4941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4503 -18.6543 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.7164 -18.2345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9917 -18.6647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9973 -19.5108 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1860 -19.0641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8775 -20.2218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1785 -18.2254 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 7.2712 -19.9432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 16 1 0 0 0 0 5 8 1 0 0 0 0 16 17 2 0 0 0 0 7 10 1 0 0 0 0 16 18 1 0 0 0 0 6 4 2 0 0 0 0 10 19 1 6 0 0 0 8 9 1 0 0 0 0 15 20 1 1 0 0 0 9 11 2 0 0 0 0 15 21 1 0 0 0 0 10 11 1 0 0 0 0 14 22 1 1 0 0 0 4 1 1 0 0 0 0 21 23 1 0 0 0 0 24 23 1 6 0 0 0 24 25 1 0 0 0 0 2 3 1 0 0 0 0 5 6 1 0 0 0 0 3 5 2 0 0 0 0 6 7 1 0 0 0 0 10 15 1 0 0 0 0 24 29 1 0 0 0 0 25 26 1 0 0 0 0 26 27 1 0 0 0 0 27 28 1 0 0 0 0 28 29 1 0 0 0 0 11 12 1 0 0 0 0 25 30 1 0 0 0 0 12 13 1 0 0 0 0 25 31 1 0 0 0 0 13 14 1 0 0 0 0 26 32 1 6 0 0 0 14 15 1 0 0 0 0 29 33 2 0 0 0 0 M END > CHEBI:65561 > callophycoic acid E > A dibenzooxepine diterpenoid that is hexahydrodibenzo[b,e]oxepine-2-carboxylic acid with an isolated double bond between positions 6 and 6a and is substituted by a bromo, a 2-[(1R,3S)-3-bromo-2,2-dimethyl-6-methylidenecyclohexyl]ethyl and a methyl group at positions 9, 10 and 10 respectively (the 9S,10S,10aR stereoisomer). It is isolated from the Fijian red alga Callophycus serratus and exhibits antibacterial, antimalarial and anticancer activities. > 3 > (9S,10S,10aR)-9-bromo-10-{2-[(1R,3S)-3-bromo-2,2-dimethyl-6-methylidenecyclohexyl]ethyl}-10-methyl-7,8,9,10,10a,11-hexahydrodibenzo[b,e]oxepine-2-carboxylic acid > C27H34Br2O3 > 566.36500 > 564.08747 > 0 > [H][C@@]12Cc3cc(ccc3OC=C1CC[C@H](Br)[C@@]2(C)CC[C@@H]1C(=C)CC[C@H](Br)C1(C)C)C(O)=O > InChI=1S/C27H34Br2O3/c1-16-5-9-23(28)26(2,3)20(16)11-12-27(4)21-14-19-13-17(25(30)31)6-8-22(19)32-15-18(21)7-10-24(27)29/h6,8,13,15,20-21,23-24H,1,5,7,9-12,14H2,2-4H3,(H,30,31)/t20-,21-,23+,24+,27+/m1/s1 > PSYSMHVCBGMCIW-FBHGCBBZSA-N > 11167775 > 17715978 $$$$