data_JJ3
# 
_chem_comp.id                                    JJ3 
_chem_comp.name                                  (3AS,4R,9BR)-4-(4-HYDROXYPHENYL)-6-(METHOXYMETHYL)-1,2,3,3A,4,9B-HEXAHYDROCYCLOPENTA[C]CHROMEN-8-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H22 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-07-03 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        326.386 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JJ3 
_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        ? 
_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 
JJ3 C1   C1   C 0 1 Y N N 79.969 42.617 68.043 -3.968 0.572  0.280  C1   JJ3 1  
JJ3 C2   C2   C 0 1 Y N N 80.009 42.696 69.431 -3.572 -0.743 0.086  C2   JJ3 2  
JJ3 C3   C3   C 0 1 Y N N 79.110 41.943 70.182 -2.228 -1.056 0.052  C3   JJ3 3  
JJ3 C4   C4   C 0 1 Y N N 78.165 41.112 69.573 -1.273 -0.059 0.213  C4   JJ3 4  
JJ3 O5   O5   O 0 1 N N N 77.331 40.420 70.403 0.041  -0.408 0.172  O5   JJ3 5  
JJ3 C6   C6   C 0 1 N N R 76.906 39.192 69.810 0.965  0.475  0.808  C6   JJ3 6  
JJ3 C8   C8   C 0 1 N N S 76.148 39.466 68.490 0.759  1.890  0.282  C8   JJ3 7  
JJ3 C10  C10  C 0 1 N N N 75.036 40.532 68.703 0.817  1.898  -1.262 C10  JJ3 8  
JJ3 C11  C11  C 0 1 N N N 74.859 41.184 67.309 -0.005 3.141  -1.664 C11  JJ3 9  
JJ3 C12  C12  C 0 1 N N N 76.198 41.006 66.562 -0.951 3.441  -0.488 C12  JJ3 10 
JJ3 C13  C13  C 0 1 N N R 77.122 40.129 67.470 -0.672 2.370  0.590  C13  JJ3 11 
JJ3 C15  C15  C 0 1 Y N N 78.126 41.027 68.188 -1.665 1.252  0.408  C15  JJ3 12 
JJ3 C16  C16  C 0 1 Y N N 79.028 41.785 67.417 -3.016 1.564  0.440  C16  JJ3 13 
JJ3 C17  C17  C 0 1 Y N N 76.020 38.441 70.797 2.373  0.028  0.509  C17  JJ3 14 
JJ3 C18  C18  C 0 1 Y N N 75.983 38.825 72.137 3.338  0.077  1.498  C18  JJ3 15 
JJ3 C19  C19  C 0 1 Y N N 75.169 38.140 73.042 4.629  -0.332 1.227  C19  JJ3 16 
JJ3 C20  C20  C 0 1 Y N N 74.391 37.064 72.598 4.958  -0.792 -0.040 C20  JJ3 17 
JJ3 O21  O21  O 0 1 N N N 73.584 36.386 73.470 6.227  -1.195 -0.309 O21  JJ3 18 
JJ3 C22  C22  C 0 1 Y N N 74.428 36.677 71.259 3.988  -0.841 -1.031 C22  JJ3 19 
JJ3 C23  C23  C 0 1 Y N N 75.241 37.363 70.360 2.697  -0.436 -0.753 C23  JJ3 20 
JJ3 C24  C24  C 0 1 N N N 79.147 42.017 71.667 -1.795 -2.484 -0.159 C24  JJ3 21 
JJ3 O25  O25  O 0 1 N N N 79.673 40.773 72.135 -2.949 -3.316 -0.297 O25  JJ3 22 
JJ3 C26  C26  C 0 1 N N N 80.459 41.069 73.263 -2.648 -4.698 -0.503 C26  JJ3 23 
JJ3 O27  O27  O 0 1 N N N 80.848 43.358 67.310 -5.291 0.887  0.308  O27  JJ3 24 
JJ3 H2   H2   H 0 1 N N N 80.729 43.334 69.921 -4.312 -1.519 -0.039 H2   JJ3 25 
JJ3 H16  H16  H 0 1 N N N 78.996 41.726 66.339 -3.327 2.587  0.591  H16  JJ3 26 
JJ3 H27  H27  H 0 1 N N N 80.479 43.530 66.452 -5.687 0.845  1.189  H27  JJ3 27 
JJ3 H241 1H24 H 0 0 N N N 79.789 42.849 71.992 -1.189 -2.550 -1.063 H241 JJ3 28 
JJ3 H242 2H24 H 0 0 N N N 78.141 42.195 72.075 -1.208 -2.816 0.697  H242 JJ3 29 
JJ3 H6   H6   H 0 1 N N N 77.785 38.574 69.572 0.800  0.460  1.885  H6   JJ3 30 
JJ3 H8   H8   H 0 1 N N N 75.737 38.506 68.145 1.502  2.569  0.700  H8   JJ3 31 
JJ3 H101 1H10 H 0 0 N N N 74.100 40.068 69.048 1.847  1.994  -1.604 H101 JJ3 32 
JJ3 H102 2H10 H 0 0 N N N 75.303 41.266 69.477 0.363  0.993  -1.665 H102 JJ3 33 
JJ3 H13  H13  H 0 1 N N N 77.699 39.381 66.907 -0.732 2.798  1.590  H13  JJ3 34 
JJ3 H111 1H11 H 0 0 N N N 74.044 40.693 66.757 0.660  3.988  -1.834 H111 JJ3 35 
JJ3 H112 2H11 H 0 0 N N N 74.598 42.249 67.402 -0.582 2.931  -2.564 H112 JJ3 36 
JJ3 H121 1H12 H 0 0 N N N 76.031 40.508 65.596 -0.747 4.435  -0.089 H121 JJ3 37 
JJ3 H122 2H12 H 0 0 N N N 76.664 41.982 66.360 -1.988 3.377  -0.818 H122 JJ3 38 
JJ3 H18  H18  H 0 1 N N N 76.586 39.655 72.476 3.081  0.435  2.485  H18  JJ3 39 
JJ3 H23  H23  H 0 1 N N N 75.271 37.063 69.323 1.941  -0.477 -1.523 H23  JJ3 40 
JJ3 H19  H19  H 0 1 N N N 75.140 38.439 74.079 5.382  -0.293 2.000  H19  JJ3 41 
JJ3 H21  H21  H 0 1 N N N 74.054 36.229 74.280 6.386  -2.134 -0.143 H21  JJ3 42 
JJ3 H22  H22  H 0 1 N N N 73.827 35.846 70.919 4.242  -1.198 -2.018 H22  JJ3 43 
JJ3 H261 1H26 H 0 0 N N N 81.515 41.146 72.965 -3.576 -5.262 -0.598 H261 JJ3 44 
JJ3 H262 2H26 H 0 0 N N N 80.130 42.024 73.698 -2.059 -4.810 -1.414 H262 JJ3 45 
JJ3 H263 3H26 H 0 0 N N N 80.347 40.268 74.008 -2.078 -5.076 0.346  H263 JJ3 46 
# 
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 
JJ3 C1  C2   SING Y N 1  
JJ3 C1  C16  DOUB Y N 2  
JJ3 C1  O27  SING N N 3  
JJ3 C2  C3   DOUB Y N 4  
JJ3 C2  H2   SING N N 5  
JJ3 C3  C4   SING Y N 6  
JJ3 C3  C24  SING N N 7  
JJ3 C4  O5   SING N N 8  
JJ3 C4  C15  DOUB Y N 9  
JJ3 O5  C6   SING N N 10 
JJ3 C6  C8   SING N N 11 
JJ3 C6  C17  SING N N 12 
JJ3 C6  H6   SING N N 13 
JJ3 C8  C10  SING N N 14 
JJ3 C8  C13  SING N N 15 
JJ3 C8  H8   SING N N 16 
JJ3 C10 C11  SING N N 17 
JJ3 C10 H101 SING N N 18 
JJ3 C10 H102 SING N N 19 
JJ3 C11 C12  SING N N 20 
JJ3 C11 H111 SING N N 21 
JJ3 C11 H112 SING N N 22 
JJ3 C12 C13  SING N N 23 
JJ3 C12 H121 SING N N 24 
JJ3 C12 H122 SING N N 25 
JJ3 C13 C15  SING N N 26 
JJ3 C13 H13  SING N N 27 
JJ3 C15 C16  SING Y N 28 
JJ3 C16 H16  SING N N 29 
JJ3 C17 C18  SING Y N 30 
JJ3 C17 C23  DOUB Y N 31 
JJ3 C18 C19  DOUB Y N 32 
JJ3 C18 H18  SING N N 33 
JJ3 C19 C20  SING Y N 34 
JJ3 C19 H19  SING N N 35 
JJ3 C20 O21  SING N N 36 
JJ3 C20 C22  DOUB Y N 37 
JJ3 O21 H21  SING N N 38 
JJ3 C22 C23  SING Y N 39 
JJ3 C22 H22  SING N N 40 
JJ3 C23 H23  SING N N 41 
JJ3 C24 O25  SING N N 42 
JJ3 C24 H241 SING N N 43 
JJ3 C24 H242 SING N N 44 
JJ3 O25 C26  SING N N 45 
JJ3 C26 H261 SING N N 46 
JJ3 C26 H262 SING N N 47 
JJ3 C26 H263 SING N N 48 
JJ3 O27 H27  SING N N 49 
# 
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 
JJ3 SMILES           ACDLabs              10.04 Oc1ccc(cc1)C4Oc2c(cc(O)cc2C3CCCC34)COC                                                                                                             
JJ3 InChI            InChI                1.02b InChI=1/C20H22O4/c1-23-11-13-9-15(22)10-18-16-3-2-4-17(16)19(24-20(13)18)12-5-7-14(21)8-6-12/h5-10,16-17,19,21-22H,2-4,11H2,1H3/t16-,17+,19+/m1/s1 
JJ3 InChIKey         InChI                1.02b RHQLNMNKTIOREN-AOIWGVFYBI                                                                                                                          
JJ3 SMILES_CANONICAL CACTVS               3.341 COCc1cc(O)cc2[C@@H]3CCC[C@@H]3[C@@H](Oc12)c4ccc(O)cc4                                                                                              
JJ3 SMILES           CACTVS               3.341 COCc1cc(O)cc2[CH]3CCC[CH]3[CH](Oc12)c4ccc(O)cc4                                                                                                    
JJ3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COCc1cc(cc2c1O[C@H]([C@@H]3[C@H]2CCC3)c4ccc(cc4)O)O                                                                                                
JJ3 SMILES           "OpenEye OEToolkits" 1.5.0 COCc1cc(cc2c1OC(C3C2CCC3)c4ccc(cc4)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 
JJ3 "SYSTEMATIC NAME" ACDLabs              10.04 (3aS,4R,9bR)-4-(4-hydroxyphenyl)-6-(methoxymethyl)-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-8-ol 
JJ3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3aS,4R,9bR)-4-(4-hydroxyphenyl)-6-(methoxymethyl)-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-8-ol 
# 
