data_SO1
# 
_chem_comp.id                                    SO1 
_chem_comp.name                                  
"[1R-(1.ALPHA.,3A.BETA.,4.BETA.,4A.BETA.,7.BETA.,7A.ALPHA.,8A.BETA.)]8A-[(6-DEOXY-4-O-METHYL-BETA-D-ALTROPYRANOSYLOXY)METHYL]-4-FORMYL-4,4A,5,6,7,7A,8,8A-OCTAHYDRO-7-METHYL-3-(1-METHYLETHYL)-1,4-METHANO-S-INDACENE-3A(1H)-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H42 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         SORDARIN 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-20 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        494.618 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SO1 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1N0U 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
SO1 O14  O14  O 0 1 N N N 73.578 56.445 17.894 1.227  -2.404 -2.991 O14  SO1 1  
SO1 C5   C5   C 0 1 N N N 74.781 56.134 18.031 0.755  -1.714 -1.941 C5   SO1 2  
SO1 O15  O15  O 0 1 N N N 75.769 56.916 18.086 0.369  -2.299 -0.957 O15  SO1 3  
SO1 C1   C1   C 0 1 N N R 75.088 54.597 18.130 0.708  -0.203 -1.989 C1   SO1 4  
SO1 C4   C4   C 0 1 N N R 75.690 54.034 16.774 2.044  0.487  -1.603 C4   SO1 5  
SO1 C12  C12  C 0 1 N N N 75.540 52.665 16.868 1.670  1.933  -1.207 C12  SO1 6  
SO1 C6   C6   C 0 1 N N S 74.907 52.409 18.217 0.104  1.938  -1.338 C6   SO1 7  
SO1 C10  C10  C 0 1 N N N 76.040 52.607 19.276 -0.055 1.919  -2.888 C10  SO1 8  
SO1 C3   C3   C 0 1 N N S 76.006 54.174 19.404 0.113  0.428  -3.287 C3   SO1 9  
SO1 C11  C11  C 0 1 N N N 77.409 54.792 19.266 0.894  0.224  -4.571 C11  SO1 10 
SO1 O19  O19  O 0 1 N N N 78.433 54.174 19.056 0.751  -0.790 -5.210 O19  SO1 11 
SO1 C9   C9   C 0 1 N N R 75.286 54.701 20.706 -1.302 -0.144 -3.441 C9   SO1 12 
SO1 C18  C18  C 0 1 N N N 75.906 54.530 22.076 -2.041 0.282  -4.721 C18  SO1 13 
SO1 C24  C24  C 0 1 N N N 74.743 54.941 22.987 -3.530 0.039  -4.340 C24  SO1 14 
SO1 C22  C22  C 0 1 N N R 73.438 54.523 22.255 -3.601 0.141  -2.792 C22  SO1 15 
SO1 C25  C25  C 0 1 N N N 72.548 55.754 22.035 -4.017 -1.198 -2.189 C25  SO1 16 
SO1 C16  C16  C 0 1 N N R 73.977 53.878 20.956 -2.191 0.537  -2.369 C16  SO1 17 
SO1 C7   C7   C 0 1 N N N 73.093 53.805 19.713 -1.669 0.112  -1.027 C7   SO1 18 
SO1 C2   C2   C 0 1 N N S 73.899 53.600 18.341 -0.199 0.472  -0.898 C2   SO1 19 
SO1 C8   C8   C 0 1 N N N 72.748 53.574 17.274 0.289  0.177  0.526  C8   SO1 20 
SO1 O17  O17  O 0 1 N N N 72.073 52.345 17.385 -0.479 0.938  1.460  O17  SO1 21 
SO1 C52  C52  C 0 1 N N R 70.984 52.212 16.524 0.019  0.622  2.761  C52  SO1 22 
SO1 O56  O56  O 0 1 N N N 70.007 53.267 16.790 -0.131 -0.775 3.000  O56  SO1 23 
SO1 C56  C56  C 0 1 N N R 68.922 53.275 15.844 0.535  -1.078 4.223  C56  SO1 24 
SO1 C61  C61  C 0 1 N N N 68.001 54.447 16.208 0.563  -2.595 4.423  C61  SO1 25 
SO1 C55  C55  C 0 1 N N S 68.175 51.901 15.890 -0.203 -0.425 5.393  C55  SO1 26 
SO1 O64  O64  O 0 1 N N N 67.091 51.867 14.939 0.454  -0.753 6.618  O64  SO1 27 
SO1 C65  C65  C 0 1 N N N 65.806 51.655 15.525 -0.556 -0.818 7.626  C65  SO1 28 
SO1 C54  C54  C 0 1 N N S 69.151 50.752 15.571 -0.200 1.095  5.201  C54  SO1 29 
SO1 O60  O60  O 0 1 N N N 69.633 50.867 14.233 1.136  1.589  5.303  O60  SO1 30 
SO1 C53  C53  C 0 1 N N S 70.344 50.792 16.540 -0.761 1.415  3.811  C53  SO1 31 
SO1 O57  O57  O 0 1 N N N 69.884 50.454 17.847 -2.142 1.049  3.757  O57  SO1 32 
SO1 C13  C13  C 0 1 N N N 76.300 54.835 15.641 3.150  0.445  -2.641 C13  SO1 33 
SO1 C20  C20  C 0 1 N N N 77.412 54.060 14.904 4.375  1.195  -2.113 C20  SO1 34 
SO1 C21  C21  C 0 1 N N N 75.229 55.273 14.617 3.527  -1.009 -2.927 C21  SO1 35 
SO1 H14  H14  H 0 1 N N N 72.833 55.856 17.852 1.257  -3.370 -2.960 H14  SO1 36 
SO1 H4   H4   H 0 1 N N N 76.117 54.576 15.898 2.454  -0.021 -0.702 H4   SO1 37 
SO1 H121 1H12 H 0 0 N N N 74.972 52.219 16.017 2.106  2.648  -1.905 H121 SO1 38 
SO1 H122 2H12 H 0 0 N N N 76.488 52.100 16.706 1.978  2.160  -0.191 H122 SO1 39 
SO1 H6   H6   H 0 1 N N N 74.433 51.407 18.345 -0.417 2.728  -0.806 H6   SO1 40 
SO1 H101 1H10 H 0 0 N N N 75.926 52.035 20.226 0.769  2.503  -3.333 H101 SO1 41 
SO1 H102 2H10 H 0 0 N N N 77.029 52.157 19.024 -0.981 2.350  -3.225 H102 SO1 42 
SO1 H11  H11  H 0 1 N N N 77.731 55.844 19.327 1.578  0.986  -4.914 H11  SO1 43 
SO1 H9   H9   H 0 1 N N N 75.252 55.783 20.439 -1.311 -1.237 -3.360 H9   SO1 44 
SO1 H181 1H18 H 0 0 N N N 76.339 53.523 22.280 -1.755 -0.350 -5.560 H181 SO1 45 
SO1 H182 2H18 H 0 0 N N N 76.859 55.084 22.240 -1.865 1.332  -4.939 H182 SO1 46 
SO1 H241 1H24 H 0 0 N N N 74.822 54.525 24.018 -3.841 -0.954 -4.662 H241 SO1 47 
SO1 H242 2H24 H 0 0 N N N 74.764 56.019 23.269 -4.163 0.799  -4.794 H242 SO1 48 
SO1 H22  H22  H 0 1 N N N 72.779 53.814 22.809 -4.307 0.922  -2.503 H22  SO1 49 
SO1 H251 1H25 H 0 0 N N N 71.611 55.454 21.509 -5.028 -1.444 -2.515 H251 SO1 50 
SO1 H252 2H25 H 0 0 N N N 72.339 56.296 22.986 -3.329 -1.975 -2.521 H252 SO1 51 
SO1 H253 3H25 H 0 0 N N N 73.086 56.570 21.498 -3.992 -1.130 -1.102 H253 SO1 52 
SO1 H16  H16  H 0 1 N N N 74.089 52.780 21.120 -2.145 1.625  -2.432 H16  SO1 53 
SO1 H71  1H7  H 0 1 N N N 72.318 53.011 19.831 -1.781 -0.963 -0.894 H71  SO1 54 
SO1 H72  2H7  H 0 1 N N N 72.436 54.703 19.648 -2.232 0.622  -0.241 H72  SO1 55 
SO1 H81  1H8  H 0 1 N N N 72.063 54.449 17.359 1.340  0.450  0.614  H81  SO1 56 
SO1 H82  2H8  H 0 1 N N N 73.116 53.770 16.240 0.170  -0.884 0.738  H82  SO1 57 
SO1 H52  H52  H 0 1 N N N 71.367 52.333 15.484 1.075  0.887  2.818  H52  SO1 58 
SO1 H56  H56  H 0 1 N N N 69.288 53.410 14.799 1.556  -0.699 4.182  H56  SO1 59 
SO1 H611 1H61 H 0 0 N N N 67.160 54.453 15.475 1.156  -3.055 3.632  H611 SO1 60 
SO1 H612 2H61 H 0 0 N N N 67.654 54.414 17.267 1.009  -2.826 5.391  H612 SO1 61 
SO1 H613 3H61 H 0 0 N N N 68.538 55.422 16.260 -0.453 -2.985 4.389  H613 SO1 62 
SO1 H55  H55  H 0 1 N N N 67.762 51.775 16.918 -1.231 -0.786 5.423  H55  SO1 63 
SO1 H651 1H65 H 0 0 N N N 64.968 51.628 14.789 -0.111 -1.141 8.567  H651 SO1 64 
SO1 H652 2H65 H 0 0 N N N 65.808 50.729 16.147 -1.004 0.166  7.755  H652 SO1 65 
SO1 H653 3H65 H 0 0 N N N 65.607 52.415 16.316 -1.324 -1.530 7.324  H653 SO1 66 
SO1 H54  H54  H 0 1 N N N 68.606 49.785 15.684 -0.822 1.564  5.964  H54  SO1 67 
SO1 H60  H60  H 0 1 N N N 70.234 50.158 14.036 1.093  2.545  5.163  H60  SO1 68 
SO1 H53  H53  H 0 1 N N N 71.122 50.057 16.227 -0.659 2.482  3.613  H53  SO1 69 
SO1 H57  H57  H 0 1 N N N 69.493 49.587 17.856 -2.453 1.261  2.866  H57  SO1 70 
SO1 H13  H13  H 0 1 N N N 76.752 55.737 16.115 2.804  0.918  -3.561 H13  SO1 71 
SO1 H201 1H20 H 0 0 N N N 77.860 54.649 14.070 5.221  1.023  -2.777 H201 SO1 72 
SO1 H202 2H20 H 0 0 N N N 78.195 53.708 15.615 4.157  2.262  -2.070 H202 SO1 73 
SO1 H203 3H20 H 0 0 N N N 77.041 53.071 14.543 4.618  0.834  -1.113 H203 SO1 74 
SO1 H211 1H21 H 0 0 N N N 75.677 55.862 13.783 3.598  -1.557 -1.987 H211 SO1 75 
SO1 H212 2H21 H 0 0 N N N 74.649 54.400 14.234 2.764  -1.465 -3.557 H212 SO1 76 
SO1 H213 3H21 H 0 0 N N N 74.397 55.829 15.109 4.489  -1.042 -3.439 H213 SO1 77 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
SO1 O14 C5   SING N N 1  
SO1 O14 H14  SING N N 2  
SO1 C5  O15  DOUB N N 3  
SO1 C5  C1   SING N N 4  
SO1 C1  C4   SING N N 5  
SO1 C1  C3   SING N N 6  
SO1 C1  C2   SING N N 7  
SO1 C4  C12  SING N N 8  
SO1 C4  C13  SING N N 9  
SO1 C4  H4   SING N N 10 
SO1 C12 C6   SING N N 11 
SO1 C12 H121 SING N N 12 
SO1 C12 H122 SING N N 13 
SO1 C6  C10  SING N N 14 
SO1 C6  C2   SING N N 15 
SO1 C6  H6   SING N N 16 
SO1 C10 C3   SING N N 17 
SO1 C10 H101 SING N N 18 
SO1 C10 H102 SING N N 19 
SO1 C3  C11  SING N N 20 
SO1 C3  C9   SING N N 21 
SO1 C11 O19  DOUB N N 22 
SO1 C11 H11  SING N N 23 
SO1 C9  C18  SING N N 24 
SO1 C9  C16  SING N N 25 
SO1 C9  H9   SING N N 26 
SO1 C18 C24  SING N N 27 
SO1 C18 H181 SING N N 28 
SO1 C18 H182 SING N N 29 
SO1 C24 C22  SING N N 30 
SO1 C24 H241 SING N N 31 
SO1 C24 H242 SING N N 32 
SO1 C22 C25  SING N N 33 
SO1 C22 C16  SING N N 34 
SO1 C22 H22  SING N N 35 
SO1 C25 H251 SING N N 36 
SO1 C25 H252 SING N N 37 
SO1 C25 H253 SING N N 38 
SO1 C16 C7   SING N N 39 
SO1 C16 H16  SING N N 40 
SO1 C7  C2   SING N N 41 
SO1 C7  H71  SING N N 42 
SO1 C7  H72  SING N N 43 
SO1 C2  C8   SING N N 44 
SO1 C8  O17  SING N N 45 
SO1 C8  H81  SING N N 46 
SO1 C8  H82  SING N N 47 
SO1 O17 C52  SING N N 48 
SO1 C52 O56  SING N N 49 
SO1 C52 C53  SING N N 50 
SO1 C52 H52  SING N N 51 
SO1 O56 C56  SING N N 52 
SO1 C56 C61  SING N N 53 
SO1 C56 C55  SING N N 54 
SO1 C56 H56  SING N N 55 
SO1 C61 H611 SING N N 56 
SO1 C61 H612 SING N N 57 
SO1 C61 H613 SING N N 58 
SO1 C55 O64  SING N N 59 
SO1 C55 C54  SING N N 60 
SO1 C55 H55  SING N N 61 
SO1 O64 C65  SING N N 62 
SO1 C65 H651 SING N N 63 
SO1 C65 H652 SING N N 64 
SO1 C65 H653 SING N N 65 
SO1 C54 O60  SING N N 66 
SO1 C54 C53  SING N N 67 
SO1 C54 H54  SING N N 68 
SO1 O60 H60  SING N N 69 
SO1 C53 O57  SING N N 70 
SO1 C53 H53  SING N N 71 
SO1 O57 H57  SING N N 72 
SO1 C13 C20  SING N N 73 
SO1 C13 C21  SING N N 74 
SO1 C13 H13  SING N N 75 
SO1 C20 H201 SING N N 76 
SO1 C20 H202 SING N N 77 
SO1 C20 H203 SING N N 78 
SO1 C21 H211 SING N N 79 
SO1 C21 H212 SING N N 80 
SO1 C21 H213 SING N N 81 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
SO1 SMILES           ACDLabs              10.04 O=C(O)C53C4(COC1OC(C(OC)C(O)C1O)C)CC2C(C)CCC2C3(C=O)CC4CC5C(C)C 
SO1 InChI            InChI                1.02b 
InChI=1/C27H42O8/c1-13(2)19-8-16-9-25(11-28)18-7-6-14(3)17(18)10-26(16,27(19,25)24(31)32)12-34-23-21(30)20(29)22(33-5)15(4)35-23/h11,13-23,29-30H,6-10,12H2,1-5H3,(H,31,32)/t14-,15-,16+,17-,18-,19?,20+,21+,22-,23-,25+,26+,27+/m1/s1/f/h31H 
SO1 InChIKey         InChI                1.02b DIBGPTPYRVEPSP-MVVCCIERDM 
SO1 SMILES_CANONICAL CACTVS               3.341 CO[C@@H]1[C@@H](C)O[C@@H](OC[C@@]23C[C@@H]4[C@H](C)CC[C@H]4[C@]5(C[C@@H]2C[C@H](C(C)C)[C@@]35C(O)=O)C=O)[C@@H](O)[C@@H]1O 
SO1 SMILES           CACTVS               3.341 CO[CH]1[CH](C)O[CH](OC[C]23C[CH]4[CH](C)CC[CH]4[C]5(C[CH]2C[CH](C(C)C)[C]35C(O)=O)C=O)[CH](O)[CH]1O 
SO1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]1CC[C@@H]2[C@@H]1C[C@@]3([C@H]4CC([C@@]3([C@@]2(C4)C=O)C(=O)O)C(C)C)CO[C@H]5[C@H]([C@@H]([C@@H]([C@H](O5)C)OC)O)O 
SO1 SMILES           "OpenEye OEToolkits" 1.5.0 CC1CCC2C1CC3(C4CC(C3(C2(C4)C=O)C(=O)O)C(C)C)COC5C(C(C(C(O5)C)OC)O)O 
# 
_pdbx_chem_comp_identifier.comp_id           SO1 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "(1S,3R,3aR,4S,4aR,7R,7aR,8aS)-8a-{[(6-deoxy-4-O-methyl-beta-D-altropyranosyl)oxy]methyl}-4-formyl-7-methyl-3-(1-methylethyl)decahydro-1,4-methano-s-indacene-3a(1H)-carboxylic acid" 
# 
