data_RE9
# 
_chem_comp.id                                    RE9 
_chem_comp.name                                  "6-(2,3,4,5,6,7-HEXAHYDRO-2,4,4-TRIMETHYL-1-METYLENEINDEN-2-YL)-3-METHYLHEXA-2,4-DIENOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H28 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        300.435 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RE9 
_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        1CBQ 
_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 
RE9 C1   C1   C 0 1 N N N 67.375 42.001 37.109 -1.906 -0.359 2.882  C1   RE9 1  
RE9 C2   C2   C 0 1 N N N 67.564 43.526 36.818 -1.926 -0.268 4.411  C2   RE9 2  
RE9 C3   C3   C 0 1 N N N 69.062 43.899 36.615 -1.117 0.955  4.850  C3   RE9 3  
RE9 C4   C4   C 0 1 N N N 69.687 43.199 35.413 0.367  0.702  4.576  C4   RE9 4  
RE9 C5   C5   C 0 1 N N N 69.243 41.735 35.362 0.525  0.226  3.145  C5   RE9 5  
RE9 C6   C6   C 0 1 N N N 69.854 40.731 34.510 1.799  0.221  2.406  C6   RE9 6  
RE9 C7   C7   C 0 1 N N R 69.149 39.380 34.754 1.521  -0.322 1.023  C7   RE9 7  
RE9 C8   C8   C 0 1 N N N 68.031 39.720 35.779 0.013  -0.625 1.033  C8   RE9 8  
RE9 C9   C9   C 0 1 N N N 68.223 41.194 36.097 -0.475 -0.238 2.406  C9   RE9 9  
RE9 C10  C10  C 0 1 N N N 68.568 38.864 33.395 1.850  0.725  -0.041 C10  RE9 10 
RE9 C11  C11  C 0 1 N N N 68.021 37.483 33.654 1.563  0.159  -1.408 C11  RE9 11 
RE9 C12  C12  C 0 1 N N N 68.471 36.384 32.984 0.737  0.801  -2.236 C12  RE9 12 
RE9 C13  C13  C 0 1 N N N 67.950 35.005 33.077 0.458  0.252  -3.563 C13  RE9 13 
RE9 C14  C14  C 0 1 N N N 68.550 34.093 32.318 -0.379 0.903  -4.403 C14  RE9 14 
RE9 C15  C15  C 0 1 N N N 68.238 32.676 32.197 -0.934 0.224  -5.517 C15  RE9 15 
RE9 C16  C16  C 0 1 N N N 65.913 41.628 36.987 -2.742 0.777  2.290  C16  RE9 16 
RE9 C17  C17  C 0 1 N N N 67.796 41.654 38.540 -2.482 -1.706 2.441  C17  RE9 17 
RE9 C18  C18  C 0 1 N N N 70.859 40.944 33.636 2.977  0.624  2.870  C18  RE9 18 
RE9 C19  C19  C 0 1 N N N 69.993 38.283 35.382 2.323  -1.602 0.779  C19  RE9 19 
RE9 C20  C20  C 0 1 N N N 66.812 34.730 33.969 1.105  -1.038 -3.995 C20  RE9 20 
RE9 O1   O1   O 0 1 N N N 67.996 32.002 33.213 -0.759 -0.971 -5.650 O1   RE9 21 
RE9 O2   O2   O 0 1 N N N 68.229 32.171 31.057 -1.658 0.906  -6.430 O2   RE9 22 
RE9 H21  1H2  H 0 1 N N N 66.944 43.852 35.950 -1.482 -1.169 4.835  H21  RE9 23 
RE9 H22  2H2  H 0 1 N N N 67.095 44.151 37.613 -2.954 -0.169 4.757  H22  RE9 24 
RE9 H31  1H3  H 0 1 N N N 69.192 45.004 36.546 -1.266 1.127  5.916  H31  RE9 25 
RE9 H32  2H3  H 0 1 N N N 69.651 43.704 37.541 -1.446 1.830  4.290  H32  RE9 26 
RE9 H41  1H4  H 0 1 N N N 69.467 43.733 34.459 0.740  -0.062 5.259  H41  RE9 27 
RE9 H42  2H4  H 0 1 N N N 70.797 43.297 35.405 0.928  1.626  4.718  H42  RE9 28 
RE9 H81  1H8  H 0 1 N N N 67.004 39.463 35.428 -0.493 -0.032 0.272  H81  RE9 29 
RE9 H82  2H8  H 0 1 N N N 68.027 39.060 36.678 -0.157 -1.687 0.858  H82  RE9 30 
RE9 H101 1H10 H 0 0 N N N 67.819 39.556 32.945 2.904  0.993  0.026  H101 RE9 31 
RE9 H102 2H10 H 0 0 N N N 69.306 38.895 32.560 1.238  1.612  0.120  H102 RE9 32 
RE9 H11  H11  H 0 1 N N N 67.230 37.259 34.390 2.027  -0.765 -1.718 H11  RE9 33 
RE9 H12  H12  H 0 1 N N N 69.316 36.627 32.319 0.273  1.726  -1.927 H12  RE9 34 
RE9 H14  H14  H 0 1 N N N 69.373 34.548 31.742 -0.624 1.939  -4.224 H14  RE9 35 
RE9 H161 1H16 H 0 0 N N N 65.778 40.540 37.194 -3.769 0.696  2.645  H161 RE9 36 
RE9 H162 2H16 H 0 0 N N N 65.264 42.260 37.636 -2.324 1.735  2.601  H162 RE9 37 
RE9 H163 3H16 H 0 0 N N N 65.488 41.920 35.998 -2.727 0.711  1.202  H163 RE9 38 
RE9 H171 1H17 H 0 0 N N N 67.661 40.566 38.747 -3.508 -1.796 2.796  H171 RE9 39 
RE9 H172 2H17 H 0 0 N N N 68.839 41.985 38.752 -2.467 -1.768 1.353  H172 RE9 40 
RE9 H173 3H17 H 0 0 N N N 67.261 42.283 39.288 -1.880 -2.513 2.859  H173 RE9 41 
RE9 H181 1H18 H 0 0 N N N 71.362 41.909 33.461 3.077  0.922  3.904  H181 RE9 42 
RE9 H182 2H18 H 0 0 N N N 71.323 40.181 32.988 3.835  0.653  2.215  H182 RE9 43 
RE9 H191 1H19 H 0 0 N N N 69.483 37.306 35.558 3.388  -1.375 0.809  H191 RE9 44 
RE9 H192 2H19 H 0 0 N N N 70.914 38.122 34.774 2.085  -2.332 1.553  H192 RE9 45 
RE9 H193 3H19 H 0 0 N N N 70.440 38.651 36.334 2.065  -2.012 -0.197 H193 RE9 46 
RE9 H201 1H20 H 0 0 N N N 66.418 33.689 34.039 0.877  -1.225 -5.045 H201 RE9 47 
RE9 H202 2H20 H 0 0 N N N 67.065 35.087 34.994 2.185  -0.965 -3.866 H202 RE9 48 
RE9 H203 3H20 H 0 0 N N N 65.972 35.413 33.700 0.721  -1.858 -3.388 H203 RE9 49 
RE9 HO2  HO2  H 0 1 N N N 68.025 31.246 30.978 -1.940 0.265  -7.097 HO2  RE9 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 
RE9 C1  C2   SING N N 1  
RE9 C1  C9   SING N N 2  
RE9 C1  C16  SING N N 3  
RE9 C1  C17  SING N N 4  
RE9 C2  C3   SING N N 5  
RE9 C2  H21  SING N N 6  
RE9 C2  H22  SING N N 7  
RE9 C3  C4   SING N N 8  
RE9 C3  H31  SING N N 9  
RE9 C3  H32  SING N N 10 
RE9 C4  C5   SING N N 11 
RE9 C4  H41  SING N N 12 
RE9 C4  H42  SING N N 13 
RE9 C5  C6   SING N N 14 
RE9 C5  C9   DOUB N N 15 
RE9 C6  C7   SING N N 16 
RE9 C6  C18  DOUB N N 17 
RE9 C7  C8   SING N N 18 
RE9 C7  C10  SING N N 19 
RE9 C7  C19  SING N N 20 
RE9 C8  C9   SING N N 21 
RE9 C8  H81  SING N N 22 
RE9 C8  H82  SING N N 23 
RE9 C10 C11  SING N N 24 
RE9 C10 H101 SING N N 25 
RE9 C10 H102 SING N N 26 
RE9 C11 C12  DOUB N E 27 
RE9 C11 H11  SING N N 28 
RE9 C12 C13  SING N N 29 
RE9 C12 H12  SING N N 30 
RE9 C13 C14  DOUB N E 31 
RE9 C13 C20  SING N N 32 
RE9 C14 C15  SING N N 33 
RE9 C14 H14  SING N N 34 
RE9 C15 O1   DOUB N N 35 
RE9 C15 O2   SING N N 36 
RE9 C16 H161 SING N N 37 
RE9 C16 H162 SING N N 38 
RE9 C16 H163 SING N N 39 
RE9 C17 H171 SING N N 40 
RE9 C17 H172 SING N N 41 
RE9 C17 H173 SING N N 42 
RE9 C18 H181 SING N N 43 
RE9 C18 H182 SING N N 44 
RE9 C19 H191 SING N N 45 
RE9 C19 H192 SING N N 46 
RE9 C19 H193 SING N N 47 
RE9 C20 H201 SING N N 48 
RE9 C20 H202 SING N N 49 
RE9 C20 H203 SING N N 50 
RE9 O2  HO2  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 
RE9 SMILES           ACDLabs              10.04 O=C(O)\C=C(\C=C\CC1(C(/C2=C(C1)C(CCC2)(C)C)=C)C)C                                                                                                        
RE9 InChI            InChI                1.02b InChI=1/C20H28O2/c1-14(12-18(21)22)8-6-11-20(5)13-17-16(15(20)2)9-7-10-19(17,3)4/h6,8,12H,2,7,9-11,13H2,1,3-5H3,(H,21,22)/b8-6+,14-12+/t20-/m1/s1/f/h21H 
RE9 InChIKey         InChI                1.02b HEVXQLBAMFMFKU-UFVXWIFWDJ                                                                                                                                
RE9 SMILES_CANONICAL CACTVS               3.341 CC(/C=C/C[C@]1(C)CC2=C(CCCC2(C)C)C1=C)=C\C(O)=O                                                                                                          
RE9 SMILES           CACTVS               3.341 CC(C=CC[C]1(C)CC2=C(CCCC2(C)C)C1=C)=CC(O)=O                                                                                                              
RE9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C\C(=C/C(=O)O)\C=C\C[C@@]1(CC2=C(C1=C)CCCC2(C)C)C                                                                                                        
RE9 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=CC(=O)O)C=CCC1(CC2=C(C1=C)CCCC2(C)C)C                                                                                                                
# 
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 
RE9 "SYSTEMATIC NAME" ACDLabs              10.04 "(2E,4E)-3-methyl-6-[(2R)-2,4,4-trimethyl-1-methylidene-2,3,4,5,6,7-hexahydro-1H-inden-2-yl]hexa-2,4-dienoic acid" 
RE9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2E,4E)-3-methyl-6-[(2R)-2,7,7-trimethyl-3-methylidene-1,4,5,6-tetrahydroinden-2-yl]hexa-2,4-dienoic acid"        
# 
