data_E4H
# 
_chem_comp.id                                    E4H 
_chem_comp.name                                  (3R,4S,5S,7R,9E,11R,12R)-12-ETHYL-4-HYDROXY-3,5,7,11-TETRAMETHYLOXACYCLODODEC-9-ENE-2,8-DIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H28 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-06-29 
_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                        296.402 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     E4H 
_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 
E4H CAD  CAD  C 0 1 N N N 44.585 50.972 16.431 -1.102 0.090  -2.152 CAD  E4H 1  
E4H CAR  CAR  C 0 1 N N S 43.701 51.671 15.385 -2.055 0.785  -1.187 CAR  E4H 2  
E4H CAL  CAL  C 0 1 N N N 44.279 53.048 15.001 -3.227 -0.101 -0.804 CAL  E4H 3  
E4H CAQ  CAQ  C 0 1 N N R 44.142 54.061 16.168 -2.891 -1.422 -0.144 CAQ  E4H 4  
E4H CAC  CAC  C 0 1 N N N 44.960 55.329 15.888 -2.696 -2.537 -1.169 CAC  E4H 5  
E4H CAN  CAN  C 0 1 N N N 42.669 54.428 16.455 -1.748 -1.355 0.818  CAN  E4H 6  
E4H OAF  OAF  O 0 1 N N N 42.301 54.656 17.603 -1.969 -1.085 1.989  OAF  E4H 7  
E4H CAI  CAI  C 0 1 N N N 41.744 54.510 15.418 -0.363 -1.601 0.411  CAI  E4H 8  
E4H CAJ  CAJ  C 0 1 N N N 40.397 54.834 15.598 0.611  -1.473 1.316  CAJ  E4H 9  
E4H CAP  CAP  C 0 1 N N R 39.445 54.860 14.387 2.057  -1.674 0.960  CAP  E4H 10 
E4H CAB  CAB  C 0 1 N N N 39.938 55.801 13.264 2.229  -2.851 0.003  CAB  E4H 11 
E4H CAU  CAU  C 0 1 N N R 39.255 53.381 13.919 2.609  -0.396 0.322  CAU  E4H 12 
E4H CAK  CAK  C 0 1 N N N 38.113 53.068 12.904 3.657  -0.763 -0.731 CAK  E4H 13 
E4H CAA  CAA  C 0 1 N N N 36.779 53.700 13.321 4.309  0.513  -1.267 CAA  E4H 14 
E4H OAM  OAM  O 0 1 N N N 40.518 52.881 13.349 1.531  0.345  -0.303 OAM  E4H 15 
E4H CAO  CAO  C 0 1 N N N 41.061 51.730 13.851 1.124  1.524  0.186  CAO  E4H 16 
E4H OAG  OAG  O 0 1 N N N 40.553 51.142 14.807 1.730  2.059  1.082  OAG  E4H 17 
E4H CAS  CAS  C 0 1 N N R 42.344 51.209 13.169 -0.120 2.185  -0.363 CAS  E4H 18 
E4H CAE  CAE  C 0 1 N N N 41.956 50.092 12.194 -0.255 3.578  0.265  CAE  E4H 19 
E4H CAT  CAT  C 0 1 N N S 43.452 50.747 14.159 -1.336 1.342  0.031  CAT  E4H 20 
E4H OAH  OAH  O 0 1 N N N 44.680 50.577 13.429 -2.241 2.172  0.772  OAH  E4H 21 
E4H HAD1 1HAD H 0 0 N N N 45.588 50.805 16.011 -0.518 -0.655 -1.612 HAD1 E4H 22 
E4H HAD2 2HAD H 0 0 N N N 44.663 51.605 17.327 -1.674 -0.398 -2.940 HAD2 E4H 23 
E4H HAD3 3HAD H 0 0 N N N 44.136 50.005 16.703 -0.431 0.828  -2.593 HAD3 E4H 24 
E4H HAR  HAR  H 0 1 N N N 42.714 51.866 15.831 -2.475 1.659  -1.736 HAR  E4H 25 
E4H HAL1 1HAL H 0 0 N N N 45.345 52.931 14.755 -3.887 0.472  -0.128 HAL1 E4H 26 
E4H HAL2 2HAL H 0 0 N N N 43.717 53.433 14.137 -3.826 -0.295 -1.710 HAL2 E4H 27 
E4H HAQ  HAQ  H 0 1 N N N 44.541 53.568 17.067 -3.787 -1.712 0.458  HAQ  E4H 28 
E4H HAC1 1HAC H 0 0 N N N 45.156 55.856 16.834 -1.880 -2.274 -1.842 HAC1 E4H 29 
E4H HAC2 2HAC H 0 0 N N N 45.915 55.053 15.418 -2.457 -3.467 -0.654 HAC2 E4H 30 
E4H HAC3 3HAC H 0 0 N N N 44.395 55.987 15.212 -3.614 -2.666 -1.744 HAC3 E4H 31 
E4H HAI  HAI  H 0 1 N N N 42.088 54.311 14.414 -0.131 -1.885 -0.600 HAI  E4H 32 
E4H HAJ  HAJ  H 0 1 N N N 40.024 55.066 16.585 0.349  -1.212 2.337  HAJ  E4H 33 
E4H HAP  HAP  H 0 1 N N N 38.471 55.283 14.674 2.624  -1.877 1.878  HAP  E4H 34 
E4H HAB1 1HAB H 0 0 N N N 40.055 56.819 13.663 1.667  -2.661 -0.911 HAB1 E4H 35 
E4H HAB2 2HAB H 0 0 N N N 40.906 55.443 12.884 3.285  -2.973 -0.237 HAB2 E4H 36 
E4H HAB3 3HAB H 0 0 N N N 39.203 55.811 12.445 1.856  -3.760 0.476  HAB3 E4H 37 
E4H HAU  HAU  H 0 1 N N N 38.946 52.872 14.844 3.077  0.215  1.095  HAU  E4H 38 
E4H HAK1 1HAK H 0 0 N N N 37.982 51.977 12.849 3.177  -1.298 -1.551 HAK1 E4H 39 
E4H HAK2 2HAK H 0 0 N N N 38.399 53.491 11.930 4.419  -1.398 -0.279 HAK2 E4H 40 
E4H HAA1 1HAA H 0 0 N N N 36.769 53.851 14.411 5.056  0.252  -2.017 HAA1 E4H 41 
E4H HAA2 2HAA H 0 0 N N N 36.659 54.669 12.815 3.548  1.148  -1.719 HAA2 E4H 42 
E4H HAA3 3HAA H 0 0 N N N 35.952 53.032 13.036 4.789  1.048  -0.447 HAA3 E4H 43 
E4H HAS  HAS  H 0 1 N N N 42.800 52.051 12.628 -0.042 2.292  -1.437 HAS  E4H 44 
E4H HAE1 1HAE H 0 0 N N N 41.863 50.506 11.179 0.622  4.175  0.015  HAE1 E4H 45 
E4H HAE2 2HAE H 0 0 N N N 42.732 49.313 12.202 -1.149 4.066  -0.123 HAE2 E4H 46 
E4H HAE3 3HAE H 0 0 N N N 40.994 49.655 12.501 -0.334 3.483  1.348  HAE3 E4H 47 
E4H HAT  HAT  H 0 1 N N N 43.084 49.805 14.592 -0.995 0.542  0.683  HAT  E4H 48 
E4H HOAH HOAH H 0 0 N N N 44.493 50.540 12.498 -1.762 2.482  1.552  HOAH E4H 49 
# 
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 
E4H CAD CAR  SING N N 1  
E4H CAD HAD1 SING N N 2  
E4H CAD HAD2 SING N N 3  
E4H CAD HAD3 SING N N 4  
E4H CAR CAL  SING N N 5  
E4H CAR CAT  SING N N 6  
E4H CAR HAR  SING N N 7  
E4H CAL CAQ  SING N N 8  
E4H CAL HAL1 SING N N 9  
E4H CAL HAL2 SING N N 10 
E4H CAQ CAC  SING N N 11 
E4H CAQ CAN  SING N N 12 
E4H CAQ HAQ  SING N N 13 
E4H CAC HAC1 SING N N 14 
E4H CAC HAC2 SING N N 15 
E4H CAC HAC3 SING N N 16 
E4H CAN OAF  DOUB N N 17 
E4H CAN CAI  SING N N 18 
E4H CAI CAJ  DOUB N E 19 
E4H CAI HAI  SING N N 20 
E4H CAJ CAP  SING N N 21 
E4H CAJ HAJ  SING N N 22 
E4H CAP CAB  SING N N 23 
E4H CAP CAU  SING N N 24 
E4H CAP HAP  SING N N 25 
E4H CAB HAB1 SING N N 26 
E4H CAB HAB2 SING N N 27 
E4H CAB HAB3 SING N N 28 
E4H CAU CAK  SING N N 29 
E4H CAU OAM  SING N N 30 
E4H CAU HAU  SING N N 31 
E4H CAK CAA  SING N N 32 
E4H CAK HAK1 SING N N 33 
E4H CAK HAK2 SING N N 34 
E4H CAA HAA1 SING N N 35 
E4H CAA HAA2 SING N N 36 
E4H CAA HAA3 SING N N 37 
E4H OAM CAO  SING N N 38 
E4H CAO OAG  DOUB N N 39 
E4H CAO CAS  SING N N 40 
E4H CAS CAE  SING N N 41 
E4H CAS CAT  SING N N 42 
E4H CAS HAS  SING N N 43 
E4H CAE HAE1 SING N N 44 
E4H CAE HAE2 SING N N 45 
E4H CAE HAE3 SING N N 46 
E4H CAT OAH  SING N N 47 
E4H CAT HAT  SING N N 48 
E4H OAH HOAH 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 
E4H SMILES           ACDLabs              10.04 O=C1OC(C(C=CC(=O)C(CC(C)C(O)C1C)C)C)CC                                                                                                           
E4H InChI            InChI                1.02b InChI=1/C17H28O4/c1-6-15-10(2)7-8-14(18)11(3)9-12(4)16(19)13(5)17(20)21-15/h7-8,10-13,15-16,19H,6,9H2,1-5H3/b8-7+/t10-,11-,12+,13-,15-,16+/m1/s1 
E4H InChIKey         InChI                1.02b NZUJVBSYQXETNF-PQWITYJEBQ                                                                                                                        
E4H SMILES_CANONICAL CACTVS               3.341 CC[C@H]1OC(=O)[C@H](C)[C@@H](O)[C@@H](C)C[C@@H](C)C(=O)\C=C\[C@H]1C                                                                              
E4H SMILES           CACTVS               3.341 CC[CH]1OC(=O)[CH](C)[CH](O)[CH](C)C[CH](C)C(=O)C=C[CH]1C                                                                                         
E4H SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@@H]1[C@@H](\C=C\C(=O)[C@@H](C[C@@H]([C@@H]([C@H](C(=O)O1)C)O)C)C)C                                                                          
E4H SMILES           "OpenEye OEToolkits" 1.5.0 CCC1C(C=CC(=O)C(CC(C(C(C(=O)O1)C)O)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 
E4H "SYSTEMATIC NAME" ACDLabs              10.04 (3R,4S,5S,7R,9E,11R,12R)-12-ethyl-4-hydroxy-3,5,7,11-tetramethyloxacyclododec-9-ene-2,8-dione    
E4H "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3R,4S,5S,7R,9E,11R,12R)-12-ethyl-4-hydroxy-3,5,7,11-tetramethyl-1-oxacyclododec-9-ene-2,8-dione 
# 
