data_3EV # _chem_comp.id 3EV _chem_comp.name "(1S,3S,5Z,7E,14beta,17alpha)-9,10-secocholesta-5,7,10-triene-1,3,25-triol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H44 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "1alpha,25-dihydroxy-3-epi-vitamin D3" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-09-30 _chem_comp.pdbx_modified_date 2020-06-17 _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 416.636 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3EV _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3A78 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 3EV C1 C1 C 0 1 N N S 13.971 17.194 35.700 5.575 -2.091 0.689 C1 3EV 1 3EV O1 O1 O 0 1 N N N 12.869 16.641 36.414 5.307 -3.481 0.881 O1 3EV 2 3EV C2 C2 C 0 1 N N N 14.671 16.093 34.901 6.785 -1.921 -0.235 C2 3EV 3 3EV O2 O2 O 0 1 N N N 16.566 15.604 33.462 8.247 -0.279 -1.234 O2 3EV 4 3EV C3 C3 C 0 1 N N S 15.844 16.674 34.101 7.034 -0.435 -0.495 C3 3EV 5 3EV O3 O3 O 0 1 N N N 4.525 26.072 34.730 -7.940 -0.568 -1.368 O3 3EV 6 3EV C4 C4 C 0 1 N N N 15.339 17.701 33.071 5.870 0.154 -1.297 C4 3EV 7 3EV C5 C5 C 0 1 N N N 14.515 18.755 33.780 4.590 -0.073 -0.517 C5 3EV 8 3EV C6 C6 C 0 1 N N N 14.718 20.058 33.488 3.687 0.913 -0.338 C6 3EV 9 3EV C7 C7 C 0 1 N N N 14.007 21.176 34.124 2.461 0.655 0.422 C7 3EV 10 3EV C8 C8 C 0 1 N N N 13.784 22.384 33.565 1.569 1.629 0.599 C8 3EV 11 3EV C9 C9 C 0 1 N N N 14.191 22.733 32.146 1.768 3.029 0.036 C9 3EV 12 3EV C10 C10 C 0 1 N N N 13.521 18.266 34.746 4.379 -1.426 0.037 C10 3EV 13 3EV C11 C11 C 0 1 N N N 12.956 23.283 31.404 0.528 3.485 -0.730 C11 3EV 14 3EV C12 C12 C 0 1 N N N 12.166 24.344 32.198 -0.760 3.251 0.077 C12 3EV 15 3EV C13 C13 C 0 1 N N R 11.755 23.839 33.588 -0.849 1.773 0.376 C13 3EV 16 3EV C14 C14 C 0 1 N N S 13.061 23.489 34.297 0.294 1.422 1.362 C14 3EV 17 3EV C15 C15 C 0 1 N N N 12.704 23.335 35.781 -0.062 -0.021 1.726 C15 3EV 18 3EV C16 C16 C 0 1 N N N 11.542 24.325 35.961 -1.605 0.042 1.905 C16 3EV 19 3EV C17 C17 C 0 1 N N R 11.273 24.918 34.562 -2.091 1.253 1.083 C17 3EV 20 3EV C18 C18 C 0 1 N N N 10.824 22.620 33.476 -0.652 0.983 -0.919 C18 3EV 21 3EV C19 C19 C 0 1 N N N 12.269 18.712 34.762 3.194 -2.034 -0.034 C19 3EV 22 3EV C20 C20 C 0 1 N N R 9.911 25.632 34.319 -3.135 0.801 0.060 C20 3EV 23 3EV C21 C21 C 0 1 N N N 9.912 27.042 34.914 -3.631 2.013 -0.731 C21 3EV 24 3EV C22 C22 C 0 1 N N N 8.670 24.878 34.807 -4.312 0.150 0.788 C22 3EV 25 3EV C23 C23 C 0 1 N N N 7.404 25.283 34.041 -5.298 -0.413 -0.239 C23 3EV 26 3EV C24 C24 C 0 1 N N N 6.240 24.369 34.410 -6.476 -1.065 0.488 C24 3EV 27 3EV C25 C25 C 0 1 N N N 4.856 24.881 34.007 -7.460 -1.628 -0.538 C25 3EV 28 3EV C26 C26 C 0 1 N N N 4.803 25.212 32.523 -8.638 -2.279 0.189 C26 3EV 29 3EV C27 C27 C 0 1 N N N 3.818 23.816 34.344 -6.754 -2.673 -1.403 C27 3EV 30 3EV H1 H1 H 0 1 N N N 14.660 17.637 36.434 5.778 -1.620 1.651 H1 3EV 31 3EV HO1 HO1 H 0 1 N N N 12.436 17.326 36.909 4.552 -3.661 1.458 HO1 3EV 32 3EV H2 H2 H 0 1 N N N 15.051 15.329 35.596 7.665 -2.360 0.236 H2 3EV 33 3EV H2A H2A H 0 1 N N N 13.950 15.638 34.206 6.592 -2.427 -1.181 H2A 3EV 34 3EV HO2 HO2 H 0 1 N N N 17.293 15.963 32.966 8.469 0.640 -1.436 HO2 3EV 35 3EV H3 H3 H 0 1 N N N 16.527 17.199 34.784 7.120 0.089 0.456 H3 3EV 36 3EV HO3 HO3 H 0 1 N N N 3.664 26.374 34.466 -8.400 0.132 -0.886 HO3 3EV 37 3EV H4 H4 H 0 1 N N N 16.197 18.177 32.575 6.027 1.223 -1.441 H4 3EV 38 3EV H4A H4A H 0 1 N N N 14.718 17.193 32.319 5.802 -0.342 -2.265 H4A 3EV 39 3EV H6 H6 H 0 1 N N N 15.454 20.295 32.734 3.867 1.893 -0.755 H6 3EV 40 3EV H7 H7 H 0 1 N N N 13.631 21.017 35.124 2.281 -0.325 0.838 H7 3EV 41 3EV H9 H9 H 0 1 N N N 14.985 23.494 32.163 1.958 3.722 0.856 H9 3EV 42 3EV H9A H9A H 0 1 N N N 14.564 21.834 31.634 2.626 3.027 -0.637 H9A 3EV 43 3EV H11 H11 H 0 1 N N N 13.301 23.747 30.468 0.619 4.548 -0.954 H11 3EV 44 3EV H11A H11A H 0 0 N N N 12.280 22.440 31.199 0.466 2.930 -1.667 H11A 3EV 45 3EV H12 H12 H 0 1 N N N 12.801 25.234 32.322 -0.719 3.816 1.009 H12 3EV 46 3EV H12A H12A H 0 0 N N N 11.256 24.599 31.634 -1.625 3.563 -0.508 H12A 3EV 47 3EV H14 H14 H 0 1 N N N 13.843 24.263 34.274 0.261 2.069 2.239 H14 3EV 48 3EV H15 H15 H 0 1 N N N 12.402 22.305 36.022 0.206 -0.701 0.917 H15 3EV 49 3EV H15A H15A H 0 0 N N N 13.555 23.584 36.432 0.423 -0.315 2.656 H15A 3EV 50 3EV H16 H16 H 0 1 N N N 10.648 23.810 36.343 -2.063 -0.876 1.535 H16 3EV 51 3EV H16A H16A H 0 0 N N N 11.814 25.118 36.674 -1.855 0.188 2.956 H16A 3EV 52 3EV H17 H17 H 0 1 N N N 11.840 25.845 34.394 -2.505 2.022 1.735 H17 3EV 53 3EV H18 H18 H 0 1 N N N 10.544 22.278 34.483 0.366 1.127 -1.281 H18 3EV 54 3EV H18A H18A H 0 0 N N N 9.918 22.901 32.920 -0.823 -0.076 -0.728 H18A 3EV 55 3EV H18B H18B H 0 0 N N N 11.344 21.809 32.945 -1.358 1.336 -1.671 H18B 3EV 56 3EV H19 H19 H 0 1 N N N 11.953 19.459 34.049 3.070 -3.024 0.380 H19 3EV 57 3EV H19A H19A H 0 0 N N N 11.568 18.327 35.488 2.360 -1.536 -0.504 H19A 3EV 58 3EV H20 H20 H 0 1 N N N 9.828 25.669 33.223 -2.686 0.080 -0.623 H20 3EV 59 3EV H21 H21 H 0 1 N N N 8.939 27.520 34.727 -4.019 2.763 -0.042 H21 3EV 60 3EV H21A H21A H 0 0 N N N 10.089 26.982 35.998 -2.805 2.437 -1.302 H21A 3EV 61 3EV H21B H21B H 0 0 N N N 10.709 27.637 34.445 -4.423 1.702 -1.413 H21B 3EV 62 3EV H22 H22 H 0 1 N N N 8.836 23.800 34.663 -3.947 -0.659 1.421 H22 3EV 63 3EV H22A H22A H 0 0 N N N 8.521 25.103 35.873 -4.816 0.895 1.404 H22A 3EV 64 3EV H23 H23 H 0 1 N N N 7.143 26.320 34.299 -5.664 0.395 -0.872 H23 3EV 65 3EV H23A H23A H 0 0 N N N 7.596 25.204 32.961 -4.794 -1.158 -0.855 H23A 3EV 66 3EV H24 H24 H 0 1 N N N 6.399 23.406 33.902 -6.109 -1.873 1.122 H24 3EV 67 3EV H24A H24A H 0 0 N N N 6.245 24.249 35.503 -6.979 -0.320 1.105 H24A 3EV 68 3EV H26 H26 H 0 1 N N N 5.053 24.315 31.938 -9.340 -2.680 -0.542 H26 3EV 69 3EV H26A H26A H 0 0 N N N 3.790 25.551 32.259 -8.272 -3.087 0.823 H26A 3EV 70 3EV H26B H26B H 0 0 N N N 5.527 26.009 32.299 -9.142 -1.534 0.805 H26B 3EV 71 3EV H27 H27 H 0 1 N N N 4.052 22.890 33.799 -5.915 -2.209 -1.921 H27 3EV 72 3EV H27A H27A H 0 0 N N N 3.834 23.618 35.426 -6.388 -3.481 -0.770 H27A 3EV 73 3EV H27B H27B H 0 0 N N N 2.819 24.172 34.050 -7.456 -3.074 -2.134 H27B 3EV 74 # # 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 3EV C1 O1 SING N N 1 3EV C1 C2 SING N N 2 3EV C1 C10 SING N N 3 3EV C2 C3 SING N N 4 3EV O2 C3 SING N N 5 3EV C3 C4 SING N N 6 3EV O3 C25 SING N N 7 3EV C4 C5 SING N N 8 3EV C5 C6 DOUB N N 9 3EV C5 C10 SING N N 10 3EV C6 C7 SING N N 11 3EV C7 C8 DOUB N N 12 3EV C8 C9 SING N N 13 3EV C8 C14 SING N N 14 3EV C9 C11 SING N N 15 3EV C10 C19 DOUB N N 16 3EV C11 C12 SING N N 17 3EV C12 C13 SING N Z 18 3EV C13 C14 SING N N 19 3EV C13 C17 SING N N 20 3EV C13 C18 SING N N 21 3EV C14 C15 SING N E 22 3EV C15 C16 SING N N 23 3EV C16 C17 SING N N 24 3EV C17 C20 SING N N 25 3EV C20 C21 SING N N 26 3EV C20 C22 SING N N 27 3EV C22 C23 SING N N 28 3EV C23 C24 SING N N 29 3EV C24 C25 SING N N 30 3EV C25 C26 SING N N 31 3EV C25 C27 SING N N 32 3EV C1 H1 SING N N 33 3EV O1 HO1 SING N N 34 3EV C2 H2 SING N N 35 3EV C2 H2A SING N N 36 3EV O2 HO2 SING N N 37 3EV C3 H3 SING N N 38 3EV O3 HO3 SING N N 39 3EV C4 H4 SING N N 40 3EV C4 H4A SING N N 41 3EV C6 H6 SING N N 42 3EV C7 H7 SING N N 43 3EV C9 H9 SING N N 44 3EV C9 H9A SING N N 45 3EV C11 H11 SING N N 46 3EV C11 H11A SING N N 47 3EV C12 H12 SING N N 48 3EV C12 H12A SING N N 49 3EV C14 H14 SING N N 50 3EV C15 H15 SING N N 51 3EV C15 H15A SING N N 52 3EV C16 H16 SING N N 53 3EV C16 H16A SING N N 54 3EV C17 H17 SING N N 55 3EV C18 H18 SING N N 56 3EV C18 H18A SING N N 57 3EV C18 H18B SING N N 58 3EV C19 H19 SING N N 59 3EV C19 H19A SING N N 60 3EV C20 H20 SING N N 61 3EV C21 H21 SING N N 62 3EV C21 H21A SING N N 63 3EV C21 H21B SING N N 64 3EV C22 H22 SING N N 65 3EV C22 H22A SING N N 66 3EV C23 H23 SING N N 67 3EV C23 H23A SING N N 68 3EV C24 H24 SING N N 69 3EV C24 H24A SING N N 70 3EV C26 H26 SING N N 71 3EV C26 H26A SING N N 72 3EV C26 H26B SING N N 73 3EV C27 H27 SING N N 74 3EV C27 H27A SING N N 75 3EV C27 H27B SING N N 76 # # 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 3EV SMILES ACDLabs 11.02 "OC3C(=C)\C(=C/C=C1\CCCC2(C)C(C(C)CCCC(O)(C)C)CCC12)CC(O)C3" 3EV SMILES_CANONICAL CACTVS 3.352 "C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2C(/CCC[C@]12C)=C/C=C3/C[C@H](O)C[C@H](O)C3=C" 3EV SMILES CACTVS 3.352 "C[CH](CCCC(C)(C)O)[CH]1CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)C[CH](O)C3=C" 3EV SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[C@H](CCCC(C)(C)O)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@@H](C[C@@H](C3=C)O)O)C" 3EV SMILES "OpenEye OEToolkits" 1.7.0 "CC(CCCC(C)(C)O)C1CCC2C1(CCCC2=CC=C3CC(CC(C3=C)O)O)C" 3EV InChI InChI 1.03 "InChI=1S/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22+,23-,24+,25+,27-/m1/s1" 3EV InChIKey InChI 1.03 GMRQFYUYWCNGIN-GNVXBELXSA-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 3EV "SYSTEMATIC NAME" ACDLabs 11.02 "(1S,3S,5Z,7E,14beta,17alpha)-9,10-secocholesta-5,7,10-triene-1,3,25-triol" 3EV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(1S,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2R)-6-hydroxy-6-methyl-heptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexane-1,3-diol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3EV "Create component" 2009-09-30 PDBJ 3EV "Modify descriptor" 2011-06-04 RCSB 3EV "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 3EV _pdbx_chem_comp_synonyms.name "1alpha,25-dihydroxy-3-epi-vitamin D3" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##