data_AB0 # _chem_comp.id AB0 _chem_comp.name "3,7:6,10:9,14-TRIANHYDRO-2,5,11,12,13-PENTADEOXY-4-O-(METHOXYMETHYL)-L-ARABINO-L-ALLO-TETRADEC-12-ENONIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H24 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "CIGUATOXIN ABC RING FRAGMENT" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-11-21 _chem_comp.pdbx_modified_date 2021-03-01 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 344.357 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AB0 _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 ? _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 AB0 C22 C22 C 0 1 N N N -2.205 -2.941 18.914 9.987 -4.447 4.292 C22 AB0 1 AB0 O21 O21 O 0 1 N N N -1.087 -3.672 19.426 9.325 -4.381 3.036 O21 AB0 2 AB0 C20 C20 C 0 1 N N N -1.390 -4.194 20.728 8.593 -5.572 2.747 C20 AB0 3 AB0 O17 O17 O 0 1 N N N -1.515 -3.134 21.689 7.554 -5.858 3.683 O17 AB0 4 AB0 C14 C14 C 0 1 N N S -0.233 -2.608 22.068 6.611 -4.798 3.780 C14 AB0 5 AB0 C15 C15 C 0 1 N N N 0.134 -1.394 21.207 5.966 -4.560 2.415 C15 AB0 6 AB0 C10 C10 C 0 1 N N R 1.411 -0.728 21.730 4.826 -3.556 2.540 C10 AB0 7 AB0 O11 O11 O 0 1 N N N 1.652 0.495 21.017 4.156 -3.431 1.291 O11 AB0 8 AB0 C05 C05 C 0 1 N N S 2.851 1.186 21.409 3.146 -2.409 1.316 C05 AB0 9 AB0 C06 C06 C 0 1 N N N 2.870 2.369 20.433 2.603 -2.316 -0.116 C06 AB0 10 AB0 C07 C07 C 0 1 N N N 3.727 3.436 20.680 1.674 -1.176 -0.395 C07 AB0 11 AB0 C01 C01 C 0 1 N N N 4.524 3.773 21.769 0.608 -0.835 0.340 C01 AB0 12 AB0 C02 C02 C 0 1 N N N 4.733 3.113 22.974 0.147 -1.541 1.572 C02 AB0 13 AB0 O03 O03 O 0 1 N N N 4.148 1.852 23.338 1.176 -1.639 2.548 O03 AB0 14 AB0 C04 C04 C 0 1 N N R 2.817 1.547 22.892 2.067 -2.742 2.361 C04 AB0 15 AB0 C08 C08 C 0 1 N N R 2.463 0.296 23.702 2.705 -3.023 3.732 C08 AB0 16 AB0 O16 O16 O 0 1 N N N 2.295 0.646 25.078 1.710 -3.545 4.616 O16 AB0 17 AB0 C09 C09 C 0 1 N N S 1.187 -0.374 23.192 3.847 -4.028 3.610 C09 AB0 18 AB0 O12 O12 O 0 1 N N N 0.931 -1.578 23.931 4.522 -4.143 4.865 O12 AB0 19 AB0 C13 C13 C 0 1 N N R -0.315 -2.162 23.521 5.549 -5.142 4.834 C13 AB0 20 AB0 C18 C18 C 0 1 N N N -0.636 -3.354 24.425 6.151 -5.226 6.233 C18 AB0 21 AB0 C19 C19 C 0 1 N N N -0.752 -2.907 25.883 5.108 -5.536 7.272 C19 AB0 22 AB0 O23 O23 O 0 1 N N N -1.454 -1.943 26.184 5.684 -5.592 8.500 O23 AB0 23 AB0 O24 O24 O 0 1 N N N -0.135 -3.504 26.766 3.916 -5.716 7.072 O24 AB0 24 AB0 H23 H23 H 0 1 N N N -1.408 -1.798 27.122 5.029 -5.794 9.203 H23 AB0 25 AB0 H181 1H18 H 0 0 N N N -1.590 -3.800 24.108 6.908 -6.013 6.248 H181 AB0 26 AB0 H182 2H18 H 0 0 N N N 0.176 -4.091 24.343 6.617 -4.268 6.478 H182 AB0 27 AB0 H13 H13 H 0 1 N N N -1.116 -1.413 23.609 5.095 -6.117 4.617 H13 AB0 28 AB0 H09 H09 H 0 1 N N N 0.328 0.303 23.313 3.419 -5.007 3.352 H09 AB0 29 AB0 H08 H08 H 0 1 N N N 3.291 -0.419 23.587 3.058 -2.093 4.193 H08 AB0 30 AB0 H16 H16 H 0 1 N N N 2.258 -0.144 25.604 0.864 -3.181 4.319 H16 AB0 31 AB0 H04 H04 H 0 1 N N N 2.108 2.378 23.023 1.499 -3.635 2.066 H04 AB0 32 AB0 H021 1H02 H 0 0 N N N 5.818 2.934 23.007 -0.650 -0.941 2.026 H021 AB0 33 AB0 H022 2H02 H 0 0 N N N 4.220 3.790 23.673 -0.292 -2.518 1.340 H022 AB0 34 AB0 H01 H01 H 0 1 N N N 5.069 4.699 21.660 -0.001 -0.001 -0.000 H01 AB0 35 AB0 H07 H07 H 0 1 N N N 3.785 4.143 19.865 1.876 -0.599 -1.294 H07 AB0 36 AB0 H061 1H06 H 0 0 N N N 3.159 1.959 19.454 2.124 -3.260 -0.407 H061 AB0 37 AB0 H062 2H06 H 0 0 N N N 1.864 2.806 20.521 3.461 -2.219 -0.796 H062 AB0 38 AB0 H05 H05 H 0 1 N N N 3.782 0.604 21.340 3.624 -1.451 1.563 H05 AB0 39 AB0 H10 H10 H 0 1 N N N 2.264 -1.410 21.600 5.262 -2.586 2.818 H10 AB0 40 AB0 H151 1H15 H 0 0 N N N 0.299 -1.724 20.171 5.600 -5.506 1.995 H151 AB0 41 AB0 H152 2H15 H 0 0 N N N -0.690 -0.666 21.250 6.714 -4.207 1.694 H152 AB0 42 AB0 H14 H14 H 0 1 N N N 0.532 -3.386 21.928 7.150 -3.891 4.079 H14 AB0 43 AB0 H201 1H20 H 0 0 N N N -2.339 -4.747 20.680 9.278 -6.427 2.725 H201 AB0 44 AB0 H202 2H20 H 0 0 N N N -0.571 -4.858 21.041 8.166 -5.477 1.742 H202 AB0 45 AB0 H221 1H22 H 0 0 N N N -2.924 -2.753 19.725 9.601 -5.294 4.864 H221 AB0 46 AB0 H222 2H22 H 0 0 N N N -1.858 -1.982 18.502 9.820 -3.517 4.842 H222 AB0 47 AB0 H223 3H22 H 0 0 N N N -2.693 -3.526 18.120 11.058 -4.581 4.123 H223 AB0 48 # # 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 AB0 C22 O21 SING N N 1 AB0 C22 H221 SING N N 2 AB0 C22 H222 SING N N 3 AB0 C22 H223 SING N N 4 AB0 O21 C20 SING N N 5 AB0 C20 O17 SING N N 6 AB0 C20 H201 SING N N 7 AB0 C20 H202 SING N N 8 AB0 O17 C14 SING N N 9 AB0 C14 C15 SING N N 10 AB0 C14 C13 SING N N 11 AB0 C14 H14 SING N N 12 AB0 C15 C10 SING N N 13 AB0 C15 H151 SING N N 14 AB0 C15 H152 SING N N 15 AB0 C10 O11 SING N N 16 AB0 C10 C09 SING N N 17 AB0 C10 H10 SING N N 18 AB0 O11 C05 SING N N 19 AB0 C05 C06 SING N N 20 AB0 C05 C04 SING N N 21 AB0 C05 H05 SING N N 22 AB0 C06 C07 SING N N 23 AB0 C06 H061 SING N N 24 AB0 C06 H062 SING N N 25 AB0 C07 C01 DOUB N N 26 AB0 C07 H07 SING N N 27 AB0 C01 C02 SING N N 28 AB0 C01 H01 SING N N 29 AB0 C02 O03 SING N N 30 AB0 C02 H021 SING N N 31 AB0 C02 H022 SING N N 32 AB0 O03 C04 SING N N 33 AB0 C04 C08 SING N N 34 AB0 C04 H04 SING N N 35 AB0 C08 C09 SING N N 36 AB0 C08 H08 SING N N 37 AB0 C08 O16 SING N N 38 AB0 O16 H16 SING N N 39 AB0 C09 O12 SING N N 40 AB0 C09 H09 SING N N 41 AB0 O12 C13 SING N N 42 AB0 C13 C18 SING N N 43 AB0 C13 H13 SING N N 44 AB0 C18 C19 SING N N 45 AB0 C18 H181 SING N N 46 AB0 C18 H182 SING N N 47 AB0 C19 O23 SING N N 48 AB0 C19 O24 DOUB N N 49 AB0 O23 H23 SING N N 50 # # 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 AB0 SMILES ACDLabs 10.04 "O=C(O)CC2OC1C(O)C3OCC=CCC3OC1CC2OCOC" AB0 SMILES_CANONICAL CACTVS 3.341 "COCO[C@H]1C[C@H]2O[C@H]3CC=CCO[C@@H]3[C@@H](O)[C@@H]2O[C@@H]1CC(O)=O" AB0 SMILES CACTVS 3.341 "COCO[CH]1C[CH]2O[CH]3CC=CCO[CH]3[CH](O)[CH]2O[CH]1CC(O)=O" AB0 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COCO[C@H]1C[C@@H]2[C@H]([C@@H]([C@@H]3[C@@H](O2)CC=CCO3)O)O[C@@H]1CC(=O)O" AB0 SMILES "OpenEye OEToolkits" 1.5.0 "COCOC1CC2C(C(C3C(O2)CC=CCO3)O)OC1CC(=O)O" AB0 InChI InChI 1.03 "InChI=1S/C16H24O8/c1-20-8-22-10-6-12-16(24-11(10)7-13(17)18)14(19)15-9(23-12)4-2-3-5-21-15/h2-3,9-12,14-16,19H,4-8H2,1H3,(H,17,18)/t9-,10-,11+,12+,14+,15-,16+/m0/s1" AB0 InChIKey InChI 1.03 BUTGPEQQPCQQSZ-RQHZCWAZSA-N # _pdbx_chem_comp_identifier.comp_id AB0 _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 "3,7:6,10:9,14-trianhydro-2,5,11,12,13-pentadeoxy-4-O-(methoxymethyl)-L-arabino-L-allo-tetradec-12-enonic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AB0 "Create component" 2006-11-21 RCSB AB0 "Modify descriptor" 2011-06-04 RCSB AB0 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id AB0 _pdbx_chem_comp_synonyms.name "CIGUATOXIN ABC RING FRAGMENT" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##