Ketcher 10112115502D 1 1.00000 0.00000 0 39 43 0 0 0 999 V2000 -0.3834 -0.2751 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2588 0.2376 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5002 0.2251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3876 -1.2879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0417 0.4501 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1423 -0.2668 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2504 1.2545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3754 -0.2876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5085 1.2378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2671 -1.8006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4876 -1.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5585 1.2254 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1465 -1.2838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0177 0.2417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1507 0.7502 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3667 1.7547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1299 1.7673 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3671 -1.3088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2548 0.2251 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3921 1.7422 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0177 -1.7964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9053 -0.2668 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0177 1.2588 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3585 2.7717 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2465 -1.8255 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1343 -0.2709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9053 -1.2838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0177 -2.8134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7848 0.2417 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0138 0.2417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1468 -1.2879 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8932 -0.2584 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5180 1.1253 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4969 1.1253 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7684 0.2584 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2629 -0.7544 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4918 -0.7710 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3917 -2.2799 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1549 -2.2758 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 1 3 1 0 0 0 1 4 1 0 0 0 1 5 1 1 0 0 2 6 1 0 0 0 2 7 1 0 0 0 3 8 1 0 0 0 3 9 1 0 0 0 4 10 1 0 0 0 4 11 1 0 0 0 5 12 1 0 0 0 6 13 1 0 0 0 6 14 1 0 0 0 6 15 1 1 0 0 7 16 1 0 0 0 7 17 1 0 0 0 8 18 1 0 0 0 8 19 1 1 0 0 9 20 1 6 0 0 13 21 1 0 0 0 14 22 1 0 0 0 14 23 1 1 0 0 16 24 1 6 0 0 18 25 2 0 0 0 19 26 1 0 0 0 21 27 2 0 0 0 21 28 1 0 0 0 22 29 2 0 0 0 26 30 1 0 0 0 26 31 2 0 0 0 30 32 1 0 0 0 30 33 1 6 0 0 30 34 1 1 0 0 32 35 1 0 0 0 7 12 1 1 0 0 9 16 1 0 0 0 10 13 1 0 0 0 11 18 1 0 0 0 22 27 1 0 0 0 2 36 1 6 0 0 3 37 1 1 0 0 4 38 1 1 0 0 13 39 1 6 0 0 M END > CHEBI:5371 > glaucarubinone > A quassinoid with formula C25H34O10. It is a natural product isolated from several plant species and exhibits anti-cancer and anti-malarial properties. > 3 > (+)-glaucarubinone > 1beta,11alpha,12alpha-trihydroxy-2,16-dioxo-11,20-epoxypicras-3-en-15beta-yl (2S)-2-hydroxy-2-methylbutanoate > C25H34O10 > 494.537 > 494.21520 > 0 > [H][C@]12[C@@]3(O)OC[C@@]11[C@@]([H])(C[C@@]4([H])C(C)=CC(=O)[C@@H](O)[C@]24C)OC(=O)[C@H](OC(=O)[C@@](C)(O)CC)[C@@]1([H])[C@@H](C)[C@H]3O > InChI=1S/C25H34O10/c1-6-22(4,31)21(30)35-16-15-11(3)17(27)25(32)20-23(5)12(10(2)7-13(26)18(23)28)8-14(34-19(16)29)24(15,20)9-33-25/h7,11-12,14-18,20,27-28,31-32H,6,8-9H2,1-5H3/t11-,12+,14-,15-,16-,17-,18-,20-,22+,23-,24+,25+/m1/s1 > WRBGCYVAJRRQKP-STDAJNJZSA-N > 1259-86-5 > 1259-86-5 > C08763 > C00003711 > 12560029; 17340307; 19199792; 19501276; 21264793; 21733691; 24271901; 24318349; 24491405; 25409929; 26178388; 2690830; 27027695; 27304668; 27659301; 29953225; 3103880; 3287009; 33567682; 600027; 7020445; 720499; 8508162; 895397; 9778691 $$$$