data_GA4 # _chem_comp.id GA4 _chem_comp.name "GIBBERELLIN A4" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H24 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-11-26 _chem_comp.pdbx_modified_date 2011-06-04 _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 332.391 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GA4 _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 GA4 C1 C1 C 0 1 N N N 50.429 24.076 -2.453 -1.212 1.858 1.486 C1 GA4 1 GA4 C2 C2 C 0 1 N N N 49.734 24.510 -1.161 -1.459 1.227 2.866 C2 GA4 2 GA4 C3 C3 C 0 1 N N S 50.567 25.433 -0.226 -0.279 0.368 3.323 C3 GA4 3 GA4 O31 O31 O 0 1 N N N 50.325 26.761 -0.665 0.851 1.203 3.578 O31 GA4 4 GA4 C4 C4 C 0 1 N N S 52.138 25.114 -0.228 0.068 -0.653 2.202 C4 GA4 5 GA4 C5 C5 C 0 1 N N R 52.634 25.079 -1.713 0.606 0.237 1.068 C5 GA4 6 GA4 C6 C6 C 0 1 N N S 54.142 24.891 -2.003 1.216 -0.499 -0.120 C6 GA4 7 GA4 C7 C7 C 0 1 N N N 54.786 26.206 -2.364 2.619 -0.011 -0.372 C7 GA4 8 GA4 O71 O71 O 0 1 N N N 54.411 27.091 -3.140 2.888 0.545 -1.411 O71 GA4 9 GA4 O72 O72 O 0 1 N N N 55.965 26.427 -1.714 3.571 -0.194 0.556 O72 GA4 10 GA4 C8 C8 C 0 1 N N R 54.262 23.796 -3.112 0.324 -0.177 -1.311 C8 GA4 11 GA4 C9 C9 C 0 1 N N R 52.754 23.365 -3.437 -0.432 1.109 -0.890 C9 GA4 12 GA4 C10 C10 C 0 1 N N R 51.931 23.800 -2.220 -0.775 0.773 0.533 C10 GA4 13 GA4 C11 C11 C 0 1 N N N 52.544 21.850 -3.731 -1.500 1.493 -1.859 C11 GA4 14 GA4 C12 C12 C 0 1 N N N 53.773 21.046 -4.172 -2.258 0.332 -2.484 C12 GA4 15 GA4 C13 C13 C 0 1 N N R 55.131 21.722 -3.884 -1.304 -0.799 -2.885 C13 GA4 16 GA4 C14 C14 C 0 1 N N N 55.083 22.572 -2.598 -0.686 -1.301 -1.548 C14 GA4 17 GA4 C15 C15 C 0 1 N N N 54.994 24.104 -4.457 0.969 0.052 -2.664 C15 GA4 18 GA4 C16 C16 C 0 1 N N N 55.521 22.756 -4.918 -0.129 -0.251 -3.676 C16 GA4 19 GA4 C17 C17 C 0 1 N N N 56.213 22.534 -6.028 -0.061 -0.071 -4.972 C17 GA4 20 GA4 C18 C18 C 0 1 N N N 52.876 26.064 0.700 1.021 -1.768 2.636 C18 GA4 21 GA4 C19 C19 C 0 1 N N N 52.266 23.618 0.114 -1.287 -1.142 1.703 C19 GA4 22 GA4 O91 O91 O 0 1 N N N 52.445 22.999 1.154 -1.948 -2.032 2.183 O91 GA4 23 GA4 O92 O92 O 0 1 N N N 52.127 22.863 -1.070 -1.630 -0.402 0.619 O92 GA4 24 GA4 H11 1H1 H 0 1 N N N 49.919 23.199 -2.916 -2.132 2.316 1.122 H11 GA4 25 GA4 H12 2H1 H 0 1 N N N 50.271 24.817 -3.270 -0.430 2.613 1.564 H12 GA4 26 GA4 H21 1H2 H 0 1 N N N 48.756 24.990 -1.397 -2.353 0.605 2.816 H21 GA4 27 GA4 H22 2H2 H 0 1 N N N 49.383 23.613 -0.597 -1.623 2.021 3.594 H22 GA4 28 GA4 H3 H3 H 0 1 N N N 50.249 25.267 0.829 -0.549 -0.167 4.233 H3 GA4 29 GA4 HO3 HO3 H 0 1 N N N 50.833 27.324 -0.094 0.592 1.819 4.277 HO3 GA4 30 GA4 H5 H5 H 0 1 N N N 52.417 26.070 -2.175 1.246 1.042 1.429 H5 GA4 31 GA4 H6 H6 H 0 1 N N N 54.699 24.544 -1.101 1.219 -1.572 0.069 H6 GA4 32 GA4 HO7 HO7 H 0 1 N N N 56.370 27.255 -1.941 4.471 0.118 0.394 HO7 GA4 33 GA4 H9 H9 H 0 1 N N N 52.437 23.857 -4.385 0.299 1.917 -0.867 H9 GA4 34 GA4 H111 1H11 H 0 0 N N N 52.079 21.360 -2.843 -2.217 2.132 -1.342 H111 GA4 35 GA4 H112 2H11 H 0 0 N N N 51.730 21.727 -4.484 -1.044 2.075 -2.659 H112 GA4 36 GA4 H121 1H12 H 0 0 N N N 53.747 20.025 -3.722 -2.983 -0.049 -1.765 H121 GA4 37 GA4 H122 2H12 H 0 0 N N N 53.694 20.784 -5.253 -2.785 0.685 -3.370 H122 GA4 38 GA4 H13 H13 H 0 1 N N N 55.837 20.860 -3.845 -1.820 -1.594 -3.422 H13 GA4 39 GA4 H141 1H14 H 0 0 N N N 56.069 22.808 -2.134 -1.432 -1.340 -0.754 H141 GA4 40 GA4 H142 2H14 H 0 0 N N N 54.679 22.061 -1.692 -0.193 -2.265 -1.675 H142 GA4 41 GA4 H151 1H15 H 0 0 N N N 54.360 24.627 -5.210 1.290 1.089 -2.762 H151 GA4 42 GA4 H152 2H15 H 0 0 N N N 55.774 24.896 -4.379 1.813 -0.623 -2.804 H152 GA4 43 GA4 H171 1H17 H 0 0 N N N 56.595 21.555 -6.362 0.838 0.329 -5.415 H171 GA4 44 GA4 H172 2H17 H 0 0 N N N 56.497 23.287 -6.781 -0.905 -0.323 -5.597 H172 GA4 45 GA4 H181 1H18 H 0 0 N N N 53.968 25.842 0.698 0.577 -2.326 3.460 H181 GA4 46 GA4 H182 2H18 H 0 0 N N N 52.669 27.130 0.450 1.200 -2.441 1.797 H182 GA4 47 GA4 H183 3H18 H 0 0 N N N 52.451 26.049 1.730 1.967 -1.333 2.960 H183 GA4 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 GA4 C1 C2 SING N N 1 GA4 C1 C10 SING N N 2 GA4 C1 H11 SING N N 3 GA4 C1 H12 SING N N 4 GA4 C2 C3 SING N N 5 GA4 C2 H21 SING N N 6 GA4 C2 H22 SING N N 7 GA4 C3 O31 SING N N 8 GA4 C3 C4 SING N N 9 GA4 C3 H3 SING N N 10 GA4 O31 HO3 SING N N 11 GA4 C4 C5 SING N N 12 GA4 C4 C18 SING N N 13 GA4 C4 C19 SING N N 14 GA4 C5 C6 SING N N 15 GA4 C5 C10 SING N N 16 GA4 C5 H5 SING N N 17 GA4 C6 C7 SING N N 18 GA4 C6 C8 SING N N 19 GA4 C6 H6 SING N N 20 GA4 C7 O71 DOUB N N 21 GA4 C7 O72 SING N N 22 GA4 O72 HO7 SING N N 23 GA4 C8 C9 SING N N 24 GA4 C8 C14 SING N N 25 GA4 C8 C15 SING N N 26 GA4 C9 C10 SING N N 27 GA4 C9 C11 SING N N 28 GA4 C9 H9 SING N N 29 GA4 C10 O92 SING N N 30 GA4 C11 C12 SING N N 31 GA4 C11 H111 SING N N 32 GA4 C11 H112 SING N N 33 GA4 C12 C13 SING N N 34 GA4 C12 H121 SING N N 35 GA4 C12 H122 SING N N 36 GA4 C13 C14 SING N N 37 GA4 C13 C16 SING N N 38 GA4 C13 H13 SING N N 39 GA4 C14 H141 SING N N 40 GA4 C14 H142 SING N N 41 GA4 C15 C16 SING N N 42 GA4 C15 H151 SING N N 43 GA4 C15 H152 SING N N 44 GA4 C16 C17 DOUB N N 45 GA4 C17 H171 SING N N 46 GA4 C17 H172 SING N N 47 GA4 C18 H181 SING N N 48 GA4 C18 H182 SING N N 49 GA4 C18 H183 SING N N 50 GA4 C19 O91 DOUB N N 51 GA4 C19 O92 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 GA4 SMILES ACDLabs 10.04 "O=C(O)C4C21CC(\C(=C)C1)CCC2C35OC(=O)C(C)(C34)C(O)CC5" GA4 SMILES_CANONICAL CACTVS 3.341 "C[C@]12[C@@H](O)CC[C@@]3(OC1=O)[C@@H]4CC[C@@H]5C[C@]4(CC5=C)[C@H]([C@H]23)C(O)=O" GA4 SMILES CACTVS 3.341 "C[C]12[CH](O)CC[C]3(OC1=O)[CH]4CC[CH]5C[C]4(CC5=C)[CH]([CH]23)C(O)=O" GA4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@]12[C@H](CC[C@@]3([C@@H]1[C@@H]([C@]45[C@H]3CC[C@H](C4)C(=C)C5)C(=O)O)OC2=O)O" GA4 SMILES "OpenEye OEToolkits" 1.5.0 "CC12C(CCC3(C1C(C45C3CCC(C4)C(=C)C5)C(=O)O)OC2=O)O" GA4 InChI InChI 1.03 "InChI=1S/C19H24O5/c1-9-7-18-8-10(9)3-4-11(18)19-6-5-12(20)17(2,16(23)24-19)14(19)13(18)15(21)22/h10-14,20H,1,3-8H2,2H3,(H,21,22)/t10-,11-,12+,13-,14-,17-,18+,19-/m1/s1" GA4 InChIKey InChI 1.03 RSQSQJNRHICNNH-NFMPGMCNSA-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 GA4 "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,2S,4aR,4bR,7R,9aR,10S,10aR)-2-hydroxy-1-methyl-8-methylidene-13-oxododecahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic 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 GA4 "Create component" 2001-11-26 RCSB GA4 "Modify descriptor" 2011-06-04 RCSB #