data_GA3
# 
_chem_comp.id                                    GA3 
_chem_comp.name                                  "GIBBERELLIN A3" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H22 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(1S,2S,4aR,4bR,7S,9aS,10S,10aR)-2,7-dihydroxy-1-methyl-8-methylidene-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-09-04 
_chem_comp.pdbx_modified_date                    2008-12-05 
_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                        346.374 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GA3 
_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        3ED1 
_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 
GA3 O71  O71  O 0 1 N N N 32.996 42.150 14.616 -0.321 3.501  -0.915 O71  GA3 1  
GA3 C7   C7   C 0 1 N N N 33.638 42.777 13.748 0.063  2.591  -0.005 C7   GA3 2  
GA3 O72  O72  O 0 1 N N N 34.507 42.225 13.068 0.333  2.938  1.120  O72  GA3 3  
GA3 C6   C6   C 0 1 N N S 33.409 44.249 13.509 0.157  1.136  -0.388 C6   GA3 4  
GA3 C5   C5   C 0 1 N N R 31.905 44.612 13.557 1.319  0.463  0.364  C5   GA3 5  
GA3 C8   C8   C 0 1 N N S 34.102 45.198 14.512 -1.101 0.395  0.049  C8   GA3 6  
GA3 C15  C15  C 0 1 N N N 34.344 44.681 15.952 -2.247 1.235  0.595  C15  GA3 7  
GA3 C16  C16  C 0 1 N N N 35.332 45.718 16.415 -3.491 0.391  0.337  C16  GA3 8  
GA3 C17  C17  C 0 1 N N N 35.734 45.858 17.667 -4.708 0.656  0.744  C17  GA3 9  
GA3 C13  C13  C 0 1 N N S 35.888 46.536 15.284 -3.058 -0.812 -0.480 C13  GA3 10 
GA3 C14  C14  C 0 1 N N N 35.530 45.626 14.130 -1.718 -0.378 -1.138 C14  GA3 11 
GA3 O13  O13  O 0 1 N N N 37.288 46.644 15.519 -4.037 -1.154 -1.463 O13  GA3 12 
GA3 C12  C12  C 0 1 N N N 35.207 47.922 15.080 -2.718 -1.994 0.424  C12  GA3 13 
GA3 C11  C11  C 0 1 N N N 33.912 47.741 14.256 -1.641 -1.687 1.440  C11  GA3 14 
GA3 C9   C9   C 0 1 N N R 33.174 46.440 14.613 -0.664 -0.621 1.121  C9   GA3 15 
GA3 C10  C10  C 0 1 N N R 31.994 46.129 13.695 0.735  -0.963 0.705  C10  GA3 16 
GA3 O92  O92  O 0 1 N N N 32.217 46.570 12.343 0.799  -1.671 -0.565 O92  GA3 17 
GA3 C1   C1   C 0 1 N N N 30.654 46.687 14.117 1.680  -1.578 1.677  C1   GA3 18 
GA3 C2   C2   C 0 1 N N N 29.545 46.107 13.617 2.966  -1.388 1.484  C2   GA3 19 
GA3 C3   C3   C 0 1 N N S 29.570 44.858 12.738 3.542  -0.576 0.361  C3   GA3 20 
GA3 O31  O31  O 0 1 N N N 28.960 43.814 13.523 4.279  0.518  0.910  O31  GA3 21 
GA3 C4   C4   C 0 1 N N S 31.024 44.495 12.315 2.448  -0.023 -0.573 C4   GA3 22 
GA3 C18  C18  C 0 1 N N N 31.141 43.168 11.559 2.964  1.075  -1.506 C18  GA3 23 
GA3 C19  C19  C 0 1 N N N 31.582 45.627 11.492 1.814  -1.192 -1.306 C19  GA3 24 
GA3 O91  O91  O 0 1 N N N 31.551 45.787 10.284 2.164  -1.622 -2.379 O91  GA3 25 
GA3 HO71 HO71 H 0 0 N N N 33.291 41.247 14.638 -0.367 4.421  -0.623 HO71 GA3 26 
GA3 H6   H6   H 0 1 N N N 33.850 44.400 12.513 0.298  1.039  -1.464 H6   GA3 27 
GA3 H5   H5   H 0 1 N N N 31.457 43.937 14.302 1.663  1.028  1.231  H5   GA3 28 
GA3 H15  H15  H 0 1 N N N 33.428 44.656 16.561 -2.119 1.406  1.664  H15  GA3 29 
GA3 H15A H15A H 0 0 N N N 34.690 43.639 16.024 -2.312 2.183  0.061  H15A GA3 30 
GA3 H17  H17  H 0 1 N N N 36.441 46.672 17.727 -4.902 1.547  1.323  H17  GA3 31 
GA3 H17A H17A H 0 0 N N N 35.406 45.253 18.499 -5.517 -0.016 0.500  H17A GA3 32 
GA3 H14  H14  H 0 1 N N N 36.214 44.768 14.048 -1.887 0.275  -1.995 H14  GA3 33 
GA3 H14A H14A H 0 0 N N N 35.603 46.107 13.143 -1.110 -1.240 -1.412 H14A GA3 34 
GA3 HO13 HO13 H 0 0 N N N 37.748 46.668 14.688 -4.896 -1.399 -1.094 HO13 GA3 35 
GA3 H12  H12  H 0 1 N N N 34.961 48.358 16.060 -3.621 -2.298 0.955  H12  GA3 36 
GA3 H12A H12A H 0 0 N N N 35.893 48.593 14.543 -2.386 -2.825 -0.197 H12A GA3 37 
GA3 H11  H11  H 0 1 N N N 33.244 48.591 14.462 -2.133 -1.418 2.374  H11  GA3 38 
GA3 H11A H11A H 0 0 N N N 34.190 47.693 13.193 -1.082 -2.606 1.618  H11A GA3 39 
GA3 H9   H9   H 0 1 N N N 32.826 46.620 15.641 -0.547 -0.038 2.035  H9   GA3 40 
GA3 H1   H1   H 0 1 N N N 30.588 47.523 14.797 1.321  -2.161 2.513  H1   GA3 41 
GA3 H2   H2   H 0 1 N N N 28.588 46.549 13.850 3.654  -1.848 2.178  H2   GA3 42 
GA3 H3   H3   H 0 1 N N N 29.022 45.013 11.797 4.218  -1.203 -0.220 H3   GA3 43 
GA3 HO31 HO31 H 0 0 N N N 28.826 43.046 12.980 5.013  0.251  1.480  HO31 GA3 44 
GA3 H18  H18  H 0 1 N N N 31.169 43.363 10.477 3.358  1.900  -0.913 H18  GA3 45 
GA3 H18A H18A H 0 0 N N N 32.065 42.653 11.863 3.755  0.672  -2.139 H18A GA3 46 
GA3 H18B H18B H 0 0 N N N 30.273 42.534 11.795 2.146  1.434  -2.131 H18B GA3 47 
# 
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 
GA3 O71 C7   SING N N 1  
GA3 C7  O72  DOUB N N 2  
GA3 C7  C6   SING N N 3  
GA3 C6  C5   SING N N 4  
GA3 C6  C8   SING N N 5  
GA3 C5  C10  SING N N 6  
GA3 C5  C4   SING N N 7  
GA3 C8  C15  SING N N 8  
GA3 C8  C14  SING N N 9  
GA3 C8  C9   SING N N 10 
GA3 C15 C16  SING N N 11 
GA3 C16 C17  DOUB N N 12 
GA3 C16 C13  SING N N 13 
GA3 C13 C14  SING N N 14 
GA3 C13 O13  SING N N 15 
GA3 C13 C12  SING N N 16 
GA3 C12 C11  SING N N 17 
GA3 C11 C9   SING N N 18 
GA3 C9  C10  SING N N 19 
GA3 C10 O92  SING N N 20 
GA3 C10 C1   SING N N 21 
GA3 O92 C19  SING N N 22 
GA3 C1  C2   DOUB N N 23 
GA3 C2  C3   SING N N 24 
GA3 C3  O31  SING N N 25 
GA3 C3  C4   SING N N 26 
GA3 C4  C18  SING N N 27 
GA3 C4  C19  SING N N 28 
GA3 C19 O91  DOUB N N 29 
GA3 O71 HO71 SING N N 30 
GA3 C6  H6   SING N N 31 
GA3 C5  H5   SING N N 32 
GA3 C15 H15  SING N N 33 
GA3 C15 H15A SING N N 34 
GA3 C17 H17  SING N N 35 
GA3 C17 H17A SING N N 36 
GA3 C14 H14  SING N N 37 
GA3 C14 H14A SING N N 38 
GA3 O13 HO13 SING N N 39 
GA3 C12 H12  SING N N 40 
GA3 C12 H12A SING N N 41 
GA3 C11 H11  SING N N 42 
GA3 C11 H11A SING N N 43 
GA3 C9  H9   SING N N 44 
GA3 C1  H1   SING N N 45 
GA3 C2  H2   SING N N 46 
GA3 C3  H3   SING N N 47 
GA3 O31 HO31 SING N N 48 
GA3 C18 H18  SING N N 49 
GA3 C18 H18A SING N N 50 
GA3 C18 H18B SING N N 51 
# 
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 
GA3 SMILES           ACDLabs              10.04 O=C(O)C5C21CC(O)(\C(=C)C1)CCC2C34OC(=O)C(C)(C(O)C=C3)C45                                                                                                                                    
GA3 InChI            InChI                1.02b InChI=1/C19H22O6/c1-9-7-17-8-18(9,24)5-3-10(17)19-6-4-11(20)16(2,15(23)25-19)13(19)12(17)14(21)22/h4,6,10-13,20,24H,1,3,5,7-8H2,2H3,(H,21,22)/t10-,11+,12-,13-,16-,17+,18+,19-/m1/s1/f/h21H 
GA3 InChIKey         InChI                1.02b IXORZMNAPKEEDV-UTKWDUDXDX                                                                                                                                                                   
GA3 SMILES_CANONICAL CACTVS               3.341 C[C@]12[C@@H](O)C=C[C@@]3(OC1=O)[C@@H]4CC[C@]5(O)C[C@]4(CC5=C)[C@H]([C@H]23)C(O)=O                                                                                                          
GA3 SMILES           CACTVS               3.341 C[C]12[CH](O)C=C[C]3(OC1=O)[CH]4CC[C]5(O)C[C]4(CC5=C)[CH]([CH]23)C(O)=O                                                                                                                     
GA3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@]12[C@H](C=C[C@@]3([C@@H]1[C@@H]([C@]45[C@H]3CC[C@](C4)(C(=C)C5)O)C(=O)O)OC2=O)O                                                                                                       
GA3 SMILES           "OpenEye OEToolkits" 1.5.0 CC12C(C=CC3(C1C(C45C3CCC(C4)(C(=C)C5)O)C(=O)O)OC2=O)O                                                                                                                                       
# 
_pdbx_chem_comp_identifier.comp_id           GA3 
_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        "(1S,2S,4aR,4bR,7S,9aS,10S,10aR)-2,7-dihydroxy-1-methyl-8-methylidene-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid" 
# 
