data_ACD
# 
_chem_comp.id                                    ACD 
_chem_comp.name                                  "ARACHIDONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H32 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                        304.467 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ACD 
_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        1ADL 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
ACD C1   C1   C 0 1 N N N -45.266 66.779 -6.119  1.652  0.496  -7.475 C1   ACD 1  
ACD C2   C2   C 0 1 N N N -45.814 68.027 -5.480  0.399  0.400  -6.643 C2   ACD 2  
ACD C3   C3   C 0 1 N N N -45.454 69.290 -6.232  0.480  -0.830 -5.738 C3   ACD 3  
ACD C4   C4   C 0 1 N N N -46.345 70.439 -5.798  -0.791 -0.928 -4.894 C4   ACD 4  
ACD C5   C5   C 0 1 N N N -46.031 71.683 -6.467  -0.711 -2.140 -4.003 C5   ACD 5  
ACD C6   C6   C 0 1 N N N -47.001 72.342 -7.213  -0.907 -2.019 -2.713 C6   ACD 6  
ACD C7   C7   C 0 1 N N N -48.343 71.800 -7.335  -1.375 -0.706 -2.142 C7   ACD 7  
ACD C8   C8   C 0 1 N N N -49.375 72.798 -7.134  -2.594 -0.935 -1.287 C8   ACD 8  
ACD C9   C9   C 0 1 N N N -50.505 72.826 -7.944  -2.621 -0.496 -0.053 C9   ACD 9  
ACD C10  C10  C 0 1 N N N -50.689 71.859 -9.016  -1.477 0.329  0.477  C10  ACD 10 
ACD C11  C11  C 0 1 N N N -51.868 72.130 -9.822  -2.012 1.613  1.057  C11  ACD 11 
ACD C12  C12  C 0 1 N N N -52.103 71.452 -11.018 -1.683 1.969  2.274  C12  ACD 12 
ACD C13  C13  C 0 1 N N N -51.180 70.444 -11.509 -0.644 1.185  3.034  C13  ACD 13 
ACD C14  C14  C 0 1 N N N -51.811 69.486 -12.407 0.417  2.123  3.546  C14  ACD 14 
ACD C15  C15  C 0 1 N N N -51.246 68.229 -12.623 0.745  2.110  4.814  C15  ACD 15 
ACD C16  C16  C 0 1 N N N -50.013 67.849 -11.960 0.186  1.049  5.727  C16  ACD 16 
ACD C17  C17  C 0 1 N N N -50.237 67.230 -10.585 1.332  0.359  6.469  C17  ACD 17 
ACD C18  C18  C 0 1 N N N -48.916 66.936 -9.897  0.765  -0.717 7.395  C18  ACD 18 
ACD C19  C19  C 0 1 N N N -48.122 68.209 -9.648  1.911  -1.408 8.137  C19  ACD 19 
ACD C20  C20  C 0 1 N N N -46.720 67.886 -9.195  1.343  -2.485 9.063  C20  ACD 20 
ACD O1   O1   O 0 1 N N N -44.087 66.764 -6.549  2.521  -0.334 -7.356 O1   ACD 21 
ACD O2   O2   O 0 1 N N N -46.024 65.787 -6.208  1.803  1.504  -8.348 O2   ACD 22 
ACD H21  1H2  H 0 1 N N N -46.917 67.949 -5.340  -0.466 0.311  -7.300 H21  ACD 23 
ACD H22  2H2  H 0 1 N N N -45.498 68.097 -4.412  0.300  1.295  -6.030 H22  ACD 24 
ACD H31  1H3  H 0 1 N N N -44.372 69.541 -6.126  1.346  -0.742 -5.082 H31  ACD 25 
ACD H32  2H3  H 0 1 N N N -45.482 69.137 -7.336  0.579  -1.726 -6.351 H32  ACD 26 
ACD H41  1H4  H 0 1 N N N -47.421 70.178 -5.927  -1.657 -1.016 -5.551 H41  ACD 27 
ACD H42  2H4  H 0 1 N N N -46.319 70.565 -4.690  -0.890 -0.032 -4.281 H42  ACD 28 
ACD H5   H5   H 0 1 N N N -45.028 72.139 -6.406  -0.492 -3.109 -4.427 H5   ACD 29 
ACD H6   H6   H 0 1 N N N -46.708 73.285 -7.703  -0.734 -2.861 -2.059 H6   ACD 30 
ACD H71  1H7  H 0 1 N N N -48.475 71.280 -8.312  -1.626 -0.024 -2.956 H71  ACD 31 
ACD H72  2H7  H 0 1 N N N -48.487 70.933 -6.648  -0.582 -0.270 -1.535 H72  ACD 32 
ACD H8   H8   H 0 1 N N N -49.298 73.559 -6.340  -3.446 -1.463 -1.690 H8   ACD 33 
ACD H9   H9   H 0 1 N N N -51.251 73.611 -7.737  -3.463 -0.725 0.583  H9   ACD 34 
ACD H101 1H10 H 0 0 N N N -49.776 71.790 -9.653  -0.787 0.557  -0.334 H101 ACD 35 
ACD H102 2H10 H 0 0 N N N -50.708 70.818 -8.616  -0.955 -0.229 1.252  H102 ACD 36 
ACD H11  H11  H 0 1 N N N -52.614 72.880 -9.513  -2.665 2.241  0.469  H11  ACD 37 
ACD H12  H12  H 0 1 N N N -53.018 71.712 -11.575 -2.157 2.824  2.734  H12  ACD 38 
ACD H131 1H13 H 0 0 N N N -50.292 70.917 -11.990 -0.189 0.448  2.371  H131 ACD 39 
ACD H132 2H13 H 0 0 N N N -50.672 69.923 -10.663 -1.116 0.676  3.874  H132 ACD 40 
ACD H14  H14  H 0 1 N N N -52.747 69.720 -12.940 0.907  2.806  2.868  H14  ACD 41 
ACD H15  H15  H 0 1 N N N -51.768 67.542 -13.310 1.417  2.860  5.206  H15  ACD 42 
ACD H161 1H16 H 0 0 N N N -49.407 67.171 -12.606 -0.359 0.314  5.137  H161 ACD 43 
ACD H162 2H16 H 0 0 N N N -49.313 68.715 -11.896 -0.488 1.510  6.449  H162 ACD 44 
ACD H171 1H17 H 0 0 N N N -50.897 67.866 -9.950  1.879  1.094  7.059  H171 ACD 45 
ACD H172 2H17 H 0 0 N N N -50.880 66.321 -10.643 2.007  -0.101 5.747  H172 ACD 46 
ACD H181 1H18 H 0 0 N N N -49.066 66.358 -8.955  0.218  -1.453 6.805  H181 ACD 47 
ACD H182 2H18 H 0 0 N N N -48.317 66.186 -10.465 0.090  -0.257 8.117  H182 ACD 48 
ACD H191 1H19 H 0 0 N N N -48.123 68.877 -10.540 2.457  -0.672 8.727  H191 ACD 49 
ACD H192 2H19 H 0 0 N N N -48.641 68.885 -8.930  2.585  -1.868 7.415  H192 ACD 50 
ACD H201 1H20 H 0 0 N N N -46.137 68.819 -9.012  2.160  -2.977 9.592  H201 ACD 51 
ACD H202 2H20 H 0 0 N N N -46.718 67.217 -8.302  0.668  -2.025 9.785  H202 ACD 52 
ACD H203 3H20 H 0 0 N N N -46.200 67.209 -9.912  0.797  -3.221 8.473  H203 ACD 53 
ACD HO2  HO2  H 0 1 N N N -45.678 64.999 -6.611  2.607  1.566  -8.881 HO2  ACD 54 
# 
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 
ACD C1  C2   SING N N 1  
ACD C1  O1   DOUB N N 2  
ACD C1  O2   SING N N 3  
ACD C2  C3   SING N N 4  
ACD C2  H21  SING N N 5  
ACD C2  H22  SING N N 6  
ACD C3  C4   SING N N 7  
ACD C3  H31  SING N N 8  
ACD C3  H32  SING N N 9  
ACD C4  C5   SING N N 10 
ACD C4  H41  SING N N 11 
ACD C4  H42  SING N N 12 
ACD C5  C6   DOUB N Z 13 
ACD C5  H5   SING N N 14 
ACD C6  C7   SING N N 15 
ACD C6  H6   SING N N 16 
ACD C7  C8   SING N N 17 
ACD C7  H71  SING N N 18 
ACD C7  H72  SING N N 19 
ACD C8  C9   DOUB N Z 20 
ACD C8  H8   SING N N 21 
ACD C9  C10  SING N N 22 
ACD C9  H9   SING N N 23 
ACD C10 C11  SING N N 24 
ACD C10 H101 SING N N 25 
ACD C10 H102 SING N N 26 
ACD C11 C12  DOUB N Z 27 
ACD C11 H11  SING N N 28 
ACD C12 C13  SING N N 29 
ACD C12 H12  SING N N 30 
ACD C13 C14  SING N N 31 
ACD C13 H131 SING N N 32 
ACD C13 H132 SING N N 33 
ACD C14 C15  DOUB N Z 34 
ACD C14 H14  SING N N 35 
ACD C15 C16  SING N N 36 
ACD C15 H15  SING N N 37 
ACD C16 C17  SING N N 38 
ACD C16 H161 SING N N 39 
ACD C16 H162 SING N N 40 
ACD C17 C18  SING N N 41 
ACD C17 H171 SING N N 42 
ACD C17 H172 SING N N 43 
ACD C18 C19  SING N N 44 
ACD C18 H181 SING N N 45 
ACD C18 H182 SING N N 46 
ACD C19 C20  SING N N 47 
ACD C19 H191 SING N N 48 
ACD C19 H192 SING N N 49 
ACD C20 H201 SING N N 50 
ACD C20 H202 SING N N 51 
ACD C20 H203 SING N N 52 
ACD O2  HO2  SING N N 53 
# 
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 
ACD SMILES           ACDLabs              10.04 O=C(O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC                                                                                                                                
ACD InChI            InChI                1.02b InChI=1/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-/f/h21H 
ACD InChIKey         InChI                1.02b YZXBAPSDXZZRGB-FSPJQBAYDG                                                                                                                                            
ACD SMILES_CANONICAL CACTVS               3.341 CCCCC/C=C\C\C=C/C/C=C\C\C=C/CCCC(O)=O                                                                                                                                
ACD SMILES           CACTVS               3.341 CCCCCC=CCC=CCC=CCC=CCCCC(O)=O                                                                                                                                        
ACD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)O                                                                                                                                
ACD SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCC=CCC=CCC=CCC=CCCCC(=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 
ACD "SYSTEMATIC NAME" ACDLabs              10.04 "(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid" 
ACD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid" 
# 
