data_E3O # _chem_comp.id E3O _chem_comp.name "(16ALPHA,17ALPHA)-ESTRA-1,3,5(10)-TRIENE-3,16,17-TRIOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H24 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-10-17 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 288.381 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E3O _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 2J7Y _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 E3O C2 C2 C 0 1 N N S 49.783 31.900 76.276 -3.345 0.866 -3.199 C2 E3O 1 E3O C3 C3 C 0 1 N N N 50.429 31.897 74.896 -4.467 0.426 -2.222 C3 E3O 2 E3O C4 C4 C 0 1 N N N 49.551 31.276 73.809 -5.834 0.229 -2.906 C4 E3O 3 E3O C5 C5 C 0 1 N N S 49.145 29.868 74.264 -6.248 1.456 -3.733 C5 E3O 4 E3O C6 C6 C 0 1 N N N 50.386 28.968 74.315 -6.559 2.638 -2.780 C6 E3O 5 E3O C7 C7 C 0 1 N N R 48.093 29.170 73.403 -7.442 1.275 -4.698 C7 E3O 6 E3O O1 O1 O 0 1 N N N 47.065 30.082 73.019 -7.389 0.019 -5.368 O1 E3O 7 E3O C8 C8 C 0 1 N N R 47.533 28.079 74.338 -7.238 2.415 -5.723 C8 E3O 8 E3O O2 O2 O 0 1 N N N 46.111 27.965 74.230 -7.686 2.063 -7.020 O2 E3O 9 E3O C9 C9 C 0 1 N N N 47.897 28.493 75.765 -5.731 2.741 -5.726 C9 E3O 10 E3O C10 C10 C 0 1 N N S 48.448 29.924 75.611 -5.119 1.735 -4.751 C10 E3O 11 E3O C12 C12 C 0 1 N N R 49.346 30.482 76.723 -3.796 2.081 -4.065 C12 E3O 12 E3O C14 C14 C 0 1 N N N 48.687 30.554 78.081 -2.686 2.418 -5.063 C14 E3O 13 E3O C15 C15 C 0 1 N N N 49.669 30.949 79.189 -1.445 2.895 -4.315 C15 E3O 14 E3O C16 C16 C 0 1 Y N N 50.521 32.157 78.797 -1.087 2.051 -3.117 C16 E3O 15 E3O C17 C17 C 0 1 Y N N 51.231 32.850 79.745 0.175 2.251 -2.529 C17 E3O 16 E3O C18 C18 C 0 1 Y N N 52.011 33.968 79.386 0.565 1.520 -1.410 C18 E3O 17 E3O O3 O3 O 0 1 N N N 52.685 34.657 80.341 1.790 1.721 -0.856 O3 E3O 18 E3O C19 C19 C 0 1 Y N N 52.059 34.377 78.056 -0.302 0.581 -0.866 C19 E3O 19 E3O C20 C20 C 0 1 Y N N 51.366 33.726 77.047 -1.562 0.380 -1.435 C20 E3O 20 E3O C21 C21 C 0 1 Y N N 50.601 32.604 77.339 -1.987 1.122 -2.551 C21 E3O 21 E3O H2 H2 H 0 1 N N N 48.859 32.513 76.161 -3.180 0.017 -3.879 H2 E3O 22 E3O H3C1 1H3C H 0 0 N N N 51.426 31.399 74.929 -4.566 1.170 -1.421 H3C1 E3O 23 E3O H3C2 2H3C H 0 0 N N N 50.745 32.927 74.607 -4.206 -0.521 -1.737 H3C2 E3O 24 E3O H12 H12 H 0 1 N N N 50.206 29.785 76.856 -3.949 2.954 -3.414 H12 E3O 25 E3O H4C1 1H4C H 0 0 N N N 50.041 31.279 72.808 -5.767 -0.660 -3.546 H4C1 E3O 26 E3O H4C2 2H4C H 0 0 N N N 48.673 31.913 73.550 -6.595 0.008 -2.148 H4C2 E3O 27 E3O H6C1 1H6C H 0 0 N N N 51.193 29.400 74.951 -5.664 2.923 -2.217 H6C1 E3O 28 E3O H6C2 2H6C H 0 0 N N N 50.937 28.955 73.346 -6.902 3.509 -3.346 H6C2 E3O 29 E3O H6C3 3H6C H 0 0 N N N 50.091 27.945 74.646 -7.341 2.361 -2.066 H6C3 E3O 30 E3O H7 H7 H 0 1 N N N 48.510 28.760 72.453 -8.413 1.345 -4.198 H7 E3O 31 E3O H10 H10 H 0 1 N N N 47.611 30.657 75.688 -4.939 0.819 -5.338 H10 E3O 32 E3O H1 H1 H 0 1 N N N 46.411 29.648 72.484 -6.453 -0.232 -5.411 H1 E3O 33 E3O H8 H8 H 0 1 N N N 47.966 27.089 74.062 -7.791 3.307 -5.408 H8 E3O 34 E3O HA HA H 0 1 N N N 45.766 27.293 74.806 -6.936 1.645 -7.477 HA E3O 35 E3O H9C1 1H9C H 0 0 N N N 47.060 28.401 76.496 -5.575 3.764 -5.365 H9C1 E3O 36 E3O H9C2 2H9C H 0 0 N N N 48.589 27.789 76.284 -5.286 2.664 -6.723 H9C2 E3O 37 E3O H141 1H14 H 0 0 N N N 48.168 29.598 78.326 -3.002 3.203 -5.759 H141 E3O 38 E3O H142 2H14 H 0 0 N N N 47.806 31.237 78.064 -2.443 1.534 -5.667 H142 E3O 39 E3O H151 1H15 H 0 0 N N N 50.306 30.085 79.491 -1.612 3.922 -3.965 H151 E3O 40 E3O H152 2H15 H 0 0 N N N 49.140 31.124 80.155 -0.602 2.920 -5.017 H152 E3O 41 E3O H17 H17 H 0 1 N N N 51.175 32.509 80.793 0.865 2.981 -2.945 H17 E3O 42 E3O H3 H3 H 0 1 N N N 53.211 35.410 80.099 1.703 1.936 0.087 H3 E3O 43 E3O H19 H19 H 0 1 N N N 52.672 35.254 77.790 0.003 0.000 -0.002 H19 E3O 44 E3O H20 H20 H 0 1 N N N 51.423 34.101 76.011 -2.198 -0.378 -0.987 H20 E3O 45 # 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 E3O C2 C3 SING N N 1 E3O C2 C12 SING N N 2 E3O C2 C21 SING N N 3 E3O C2 H2 SING N N 4 E3O C3 C4 SING N N 5 E3O C3 H3C1 SING N N 6 E3O C3 H3C2 SING N N 7 E3O C4 C5 SING N N 8 E3O C4 H4C1 SING N N 9 E3O C4 H4C2 SING N N 10 E3O C5 C6 SING N N 11 E3O C5 C7 SING N N 12 E3O C5 C10 SING N N 13 E3O C6 H6C1 SING N N 14 E3O C6 H6C2 SING N N 15 E3O C6 H6C3 SING N N 16 E3O C7 O1 SING N N 17 E3O C7 C8 SING N N 18 E3O C7 H7 SING N N 19 E3O O1 H1 SING N N 20 E3O C8 O2 SING N N 21 E3O C8 C9 SING N N 22 E3O C8 H8 SING N N 23 E3O O2 HA SING N N 24 E3O C9 C10 SING N N 25 E3O C9 H9C1 SING N N 26 E3O C9 H9C2 SING N N 27 E3O C10 C12 SING N N 28 E3O C10 H10 SING N N 29 E3O C12 C14 SING N N 30 E3O C12 H12 SING N N 31 E3O C14 C15 SING N N 32 E3O C14 H141 SING N N 33 E3O C14 H142 SING N N 34 E3O C15 C16 SING N N 35 E3O C15 H151 SING N N 36 E3O C15 H152 SING N N 37 E3O C16 C17 DOUB Y N 38 E3O C16 C21 SING Y N 39 E3O C17 C18 SING Y N 40 E3O C17 H17 SING N N 41 E3O C18 O3 SING N N 42 E3O C18 C19 DOUB Y N 43 E3O O3 H3 SING N N 44 E3O C19 C20 SING Y N 45 E3O C19 H19 SING N N 46 E3O C20 C21 DOUB Y N 47 E3O C20 H20 SING N N 48 # 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 E3O SMILES ACDLabs 10.04 "Oc1cc4c(cc1)C3CCC2(C(CC(O)C2O)C3CC4)C" E3O SMILES_CANONICAL CACTVS 3.341 "C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1C[C@@H](O)[C@H]2O" E3O SMILES CACTVS 3.341 "C[C]12CC[CH]3[CH](CCc4cc(O)ccc34)[CH]1C[CH](O)[CH]2O" E3O SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1C[C@H]([C@H]2O)O)O" E3O SMILES "OpenEye OEToolkits" 1.5.0 "CC12CCC3c4ccc(cc4CCC3C1CC(C2O)O)O" E3O InChI InChI 1.03 "InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17-,18+/m1/s1" E3O InChIKey InChI 1.03 PROQIPRRNZUXQM-PNVOZDDCSA-N # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier E3O "SYSTEMATIC NAME" ACDLabs 10.04 "(9beta,13alpha,14beta,16alpha,17alpha)-estra-1(10),2,4-triene-3,16,17-triol" E3O "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(8R,9S,13S,14S,16R,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,16,17-triol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site E3O "Create component" 2006-10-17 RCSB E3O "Modify descriptor" 2011-06-04 RCSB #