data_EQV # _chem_comp.id EQV _chem_comp.name "Loganic acid" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C16 H24 O10" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(1S,4aS,6S,7R,7aS)-1-(beta-D-glucopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxyl ic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-01-29 _chem_comp.pdbx_modified_date 2020-07-17 _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 376.356 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EQV _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 6C8R _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id EQV _pdbx_chem_comp_synonyms.name ;(1S,4aS,6S,7R,7aS)-1-(beta-D-glucopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxyl ic acid ; _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? # # 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 EQV C01 C01 C 0 1 N N N 12.898 9.311 -21.100 2.791 3.334 0.491 C01 EQV 1 EQV C02 C02 C 0 1 N N R 12.699 7.818 -21.345 2.826 1.917 -0.084 C02 EQV 2 EQV C03 C03 C 0 1 N N S 11.114 7.390 -21.011 4.234 1.316 0.077 C03 EQV 3 EQV C04 C04 C 0 1 N N N 10.801 6.276 -22.190 4.081 0.069 0.972 C04 EQV 4 EQV C3 C05 C 0 1 N N S 11.365 6.868 -23.284 2.599 -0.349 0.800 C3 EQV 5 EQV C2 C06 C 0 1 N N S 12.902 7.538 -22.673 1.867 1.005 0.702 C2 EQV 6 EQV C1 C07 C 0 1 N N S 13.904 6.642 -22.756 0.559 0.833 -0.066 C1 EQV 7 EQV O5 O08 O 0 1 N N N 14.165 6.181 -24.376 0.848 0.324 -1.396 O5 EQV 8 EQV C5 C09 C 0 1 N N N 12.984 5.555 -24.982 1.640 -0.760 -1.471 C5 EQV 9 EQV C4 C10 C 0 1 N N N 11.532 5.952 -24.436 2.467 -1.112 -0.485 C4 EQV 10 EQV C11 C11 C 0 1 N N N 10.378 5.513 -25.335 3.264 -2.269 -0.661 C11 EQV 11 EQV O12 O12 O 0 1 N N N 9.184 5.758 -24.995 3.183 -2.913 -1.691 O12 EQV 12 EQV O13 O13 O 0 1 N N N 10.661 4.893 -26.425 4.113 -2.658 0.312 O13 EQV 13 EQV O1 O14 O 0 1 N N N 15.100 7.200 -22.421 -0.282 -0.091 0.626 O1 EQV 14 EQV C15 C15 C 0 1 N N S 16.034 6.216 -22.240 -1.581 -0.240 0.049 C15 EQV 15 EQV C16 C16 C 0 1 N N R 17.361 6.913 -21.955 -2.348 -1.337 0.791 C16 EQV 16 EQV C17 C17 C 0 1 N N S 18.429 5.968 -21.487 -3.759 -1.449 0.207 C17 EQV 17 EQV C18 C18 C 0 1 N N S 17.981 4.972 -20.456 -4.451 -0.086 0.309 C18 EQV 18 EQV C19 C19 C 0 1 N N R 16.665 4.290 -20.826 -3.603 0.963 -0.415 C19 EQV 19 EQV O20 O20 O 0 1 N N N 15.621 5.327 -21.136 -2.294 0.994 0.157 O20 EQV 20 EQV C21 C21 C 0 1 N N N 16.191 3.412 -19.708 -4.258 2.339 -0.267 C21 EQV 21 EQV O22 O22 O 0 1 N N N 16.288 4.091 -18.466 -3.531 3.297 -1.038 O22 EQV 22 EQV O23 O23 O 0 1 N N N 19.003 3.956 -20.293 -5.742 -0.159 -0.299 O23 EQV 23 EQV O24 O24 O 0 1 N N N 19.528 6.768 -20.969 -4.506 -2.420 0.942 O24 EQV 24 EQV O25 O25 O 0 1 N N N 17.782 7.547 -23.169 -1.666 -2.584 0.636 O25 EQV 25 EQV O26 O26 O 0 1 N N N 10.350 8.328 -21.183 5.102 2.264 0.701 O26 EQV 26 EQV H1A H1 H 0 1 N N N 13.940 9.584 -21.321 3.491 3.965 -0.056 H1A EQV 27 EQV H2A H2 H 0 1 N N N 12.223 9.883 -21.754 1.785 3.740 0.396 H2A EQV 28 EQV H3A H3 H 0 1 N N N 12.674 9.543 -20.048 3.073 3.306 1.544 H3A EQV 29 EQV H4 H4 H 0 1 N N N 13.360 7.235 -20.686 2.546 1.934 -1.137 H4 EQV 30 EQV H5A H5 H 0 1 N N N 11.075 6.899 -20.028 4.631 1.030 -0.897 H5A EQV 31 EQV H6 H6 H 0 1 N N N 11.277 5.310 -21.966 4.743 -0.727 0.633 H6 EQV 32 EQV H7 H7 H 0 1 N N N 9.719 6.129 -22.326 4.287 0.320 2.013 H7 EQV 33 EQV H3 H8 H 0 1 N N N 10.770 7.736 -23.603 2.252 -0.940 1.647 H3 EQV 34 EQV H2 H10 H 0 1 N N N 13.105 8.447 -23.258 1.674 1.420 1.691 H2 EQV 35 EQV H1 H13 H 0 1 N N N 13.697 5.728 -22.181 0.054 1.795 -0.147 H1 EQV 36 EQV H5 H15 H 0 1 N N N 13.092 4.839 -25.783 1.605 -1.369 -2.362 H5 EQV 37 EQV H16 H16 H 0 1 N N N 9.858 4.675 -26.884 4.613 -3.458 0.101 H16 EQV 38 EQV H17 H17 H 0 1 N N N 16.147 5.619 -23.157 -1.483 -0.512 -1.002 H17 EQV 39 EQV H18 H18 H 0 1 N N N 17.195 7.673 -21.178 -2.411 -1.085 1.850 H18 EQV 40 EQV H19 H19 H 0 1 N N N 18.790 5.407 -22.362 -3.698 -1.749 -0.839 H19 EQV 41 EQV H20 H20 H 0 1 N N N 17.838 5.498 -19.501 -4.557 0.191 1.358 H20 EQV 42 EQV H21 H21 H 0 1 N N N 16.830 3.672 -21.721 -3.532 0.707 -1.472 H21 EQV 43 EQV H22 H22 H 0 1 N N N 15.142 3.133 -19.887 -5.287 2.291 -0.622 H22 EQV 44 EQV H23 H23 H 0 1 N N N 16.811 2.504 -19.673 -4.248 2.634 0.783 H23 EQV 45 EQV H24 H24 H 0 1 N N N 15.984 3.522 -17.769 -3.891 4.194 -0.991 H24 EQV 46 EQV H25 H25 H 0 1 N N N 18.722 3.325 -19.641 -6.332 -0.809 0.107 H25 EQV 47 EQV H26 H26 H 0 1 N N N 20.221 6.195 -20.664 -4.120 -3.307 0.926 H26 EQV 48 EQV H27 H27 H 0 1 N N N 18.609 7.992 -23.024 -0.763 -2.584 0.981 H27 EQV 49 EQV H28 H28 H 0 1 N N N 9.462 8.054 -20.986 6.005 1.944 0.831 H28 EQV 50 # # 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 EQV C01 C02 SING N N 1 EQV C02 C03 SING N N 2 EQV C02 C2 SING N N 3 EQV C03 C04 SING N N 4 EQV C03 O26 SING N N 5 EQV C04 C3 SING N N 6 EQV C3 C4 SING N N 7 EQV C2 C1 SING N N 8 EQV C1 O1 SING N N 9 EQV O5 C5 SING N N 10 EQV C5 C4 DOUB N N 11 EQV C4 C11 SING N N 12 EQV C11 O12 DOUB N N 13 EQV C11 O13 SING N N 14 EQV O1 C15 SING N N 15 EQV C15 C16 SING N N 16 EQV C15 O20 SING N N 17 EQV C16 C17 SING N N 18 EQV C16 O25 SING N N 19 EQV C17 C18 SING N N 20 EQV C17 O24 SING N N 21 EQV C18 C19 SING N N 22 EQV C18 O23 SING N N 23 EQV C19 O20 SING N N 24 EQV C19 C21 SING N N 25 EQV C21 O22 SING N N 26 EQV C01 H1A SING N N 27 EQV C01 H2A SING N N 28 EQV C01 H3A SING N N 29 EQV C02 H4 SING N N 30 EQV C03 H5A SING N N 31 EQV C04 H6 SING N N 32 EQV C04 H7 SING N N 33 EQV C3 H3 SING N N 34 EQV C2 H2 SING N N 35 EQV C2 C3 SING N N 36 EQV C1 O5 SING N N 37 EQV C1 H1 SING N N 38 EQV C5 H5 SING N N 39 EQV O13 H16 SING N N 40 EQV C15 H17 SING N N 41 EQV C16 H18 SING N N 42 EQV C17 H19 SING N N 43 EQV C18 H20 SING N N 44 EQV C19 H21 SING N N 45 EQV C21 H22 SING N N 46 EQV C21 H23 SING N N 47 EQV O22 H24 SING N N 48 EQV O23 H25 SING N N 49 EQV O24 H26 SING N N 50 EQV O25 H27 SING N N 51 EQV O26 H28 SING N N 52 # # 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 EQV SMILES ACDLabs 12.01 "CC1C(CC2C(=COC(C12)OC3C(C(C(C(O3)CO)O)O)O)C(=O)O)O" EQV InChI InChI 1.03 "InChI=1S/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/t5-,6+,8-,9+,10+,11+,12-,13+,15-,16-/m0/s1" EQV InChIKey InChI 1.03 JNNGEAWILNVFFD-CDJYTOATSA-N EQV SMILES_CANONICAL CACTVS 3.385 "C[C@H]1[C@@H](O)C[C@H]2[C@@H]1[C@@H](OC=C2C(O)=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O" EQV SMILES CACTVS 3.385 "C[CH]1[CH](O)C[CH]2[CH]1[CH](OC=C2C(O)=O)O[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O" EQV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H]1[C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O" EQV SMILES "OpenEye OEToolkits" 2.0.6 "CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)O" # # 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 EQV "SYSTEMATIC NAME" ACDLabs 12.01 ;(1S,4aS,6S,7R,7aS)-1-(beta-D-glucopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxyl ic acid ; EQV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 ;(1~{S},4~{a}~{S},6~{S},7~{R},7~{a}~{S})-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2 -yl]oxy-7-methyl-6-oxidanyl-1,4~{a},5,6,7,7~{a}-hexahydrocyclopenta[c]pyran-4-carboxylic acid ; # # loop_ _pdbx_chem_comp_feature.comp_id _pdbx_chem_comp_feature.type _pdbx_chem_comp_feature.value _pdbx_chem_comp_feature.source _pdbx_chem_comp_feature.support EQV "CARBOHYDRATE ISOMER" D PDB ? EQV "CARBOHYDRATE RING" pyranose PDB ? EQV "CARBOHYDRATE ANOMER" beta PDB ? EQV "CARBOHYDRATE PRIMARY CARBONYL GROUP" aldose PDB ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EQV "Create component" 2018-01-29 RCSB EQV "Initial release" 2018-02-07 RCSB EQV "Other modification" 2020-07-03 RCSB EQV "Modify synonyms" 2020-07-17 RCSB EQV "Modify internal type" 2020-07-17 RCSB EQV "Modify linking type" 2020-07-17 RCSB EQV "Modify atom id" 2020-07-17 RCSB EQV "Modify component atom id" 2020-07-17 RCSB ##