data_PA8
# 
_chem_comp.id                                    PA8 
_chem_comp.name                                  1,2-DIOCTANOYL-SN-GLYCERO-3-PHOSPHATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H36 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    -1 
_chem_comp.pdbx_initial_date                     2004-08-02 
_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                        423.458 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PA8 
_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        1U4T 
_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 
PA8 O1  O1  O -1 1 N N N 10.819 27.899 11.040 0.760   3.765  -1.717 O1  PA8 1  
PA8 O2  O2  O 0  1 N N N 12.953 29.151 11.296 -1.345  4.331  -0.446 O2  PA8 2  
PA8 P1  P1  P 0  1 N N N 11.960 28.581 10.286 -0.597  3.220  -1.217 P1  PA8 3  
PA8 O3  O3  O 0  1 N N N 11.393 29.725 9.437  -1.483  2.751  -2.477 O3  PA8 4  
PA8 O4  O4  O 0  1 N N N 12.671 27.564 9.378  -0.345  1.965  -0.241 O4  PA8 5  
PA8 C1  C1  C 0  1 N N N 12.120 27.598 8.032  0.540   2.414  0.788  C1  PA8 6  
PA8 C2  C2  C 0  1 N N R 12.729 26.461 7.202  0.822   1.263  1.756  C2  PA8 7  
PA8 C3  C3  C 0  1 N N N 11.682 25.779 6.316  -0.502  0.708  2.288  C3  PA8 8  
PA8 O5  O5  O 0  1 N N N 10.954 24.829 7.125  -1.352  0.332  1.173  O5  PA8 9  
PA8 C4  C4  C 0  1 N N N 9.889  24.158 6.395  -2.570  -0.183 1.401  C4  PA8 10 
PA8 O6  O6  O 0  1 N N N 8.767  23.967 6.903  -2.960  -0.333 2.535  O6  PA8 11 
PA8 C5  C5  C 0  1 N N N 10.251 23.703 4.976  -3.453  -0.573 0.244  C5  PA8 12 
PA8 C6  C6  C 0  1 N N N 11.406 22.705 4.885  -4.776  -1.128 0.776  C6  PA8 13 
PA8 C7  C7  C 0  1 N N N 10.919 21.286 4.625  -5.672  -1.524 -0.400 C7  PA8 14 
PA8 C8  C8  C 0  1 N N N 11.727 20.602 3.556  -6.995  -2.079 0.132  C8  PA8 15 
PA8 C9  C9  C 0  1 N N N 12.757 19.674 4.160  -7.891  -2.475 -1.043 C9  PA8 16 
PA8 C10 C10 C 0  1 N N N 14.035 20.425 4.500  -9.214  -3.030 -0.511 C10 PA8 17 
PA8 C11 C11 C 0  1 N N N 15.115 20.207 3.445  -10.110 -3.426 -1.686 C11 PA8 18 
PA8 O7  O7  O 0  1 N N N 13.907 26.955 6.466  1.543   0.211  1.061  O7  PA8 19 
PA8 C12 C12 C 0  1 N N N 14.810 25.981 5.803  2.885   0.222  1.036  C12 PA8 20 
PA8 O8  O8  O 0  1 N N N 15.814 26.355 5.160  3.493   1.105  1.592  O8  PA8 21 
PA8 C13 C13 C 0  1 N N N 14.497 24.500 5.962  3.633   -0.870 0.314  C13 PA8 22 
PA8 C14 C14 C 0  1 N N N 15.756 23.639 6.126  5.138   -0.623 0.438  C14 PA8 23 
PA8 C15 C15 C 0  1 N N N 15.493 22.384 6.960  5.898   -1.731 -0.295 C15 PA8 24 
PA8 C16 C16 C 0  1 N N N 15.081 22.722 8.392  7.403   -1.485 -0.172 C16 PA8 25 
PA8 C17 C17 C 0  1 N N N 13.632 22.326 8.674  8.162   -2.593 -0.904 C17 PA8 26 
PA8 C18 C18 C 0  1 N N N 13.457 20.815 8.662  9.667   -2.346 -0.781 C18 PA8 27 
PA8 C19 C19 C 0  1 N N N 12.568 20.378 7.521  10.427  -3.454 -1.513 C19 PA8 28 
PA8 H1  H1  H 0  1 N N N 12.217 30.258 8.919  -1.610  3.530  -3.035 H1  PA8 29 
PA8 H2  H2  H 0  1 N N N 11.013 27.519 8.083  0.078   3.239  1.330  H2  PA8 30 
PA8 H3  H3  H 0  1 N N N 12.317 28.590 7.576  1.475   2.750  0.342  H3  PA8 31 
PA8 H4  H4  H 0  1 N N N 13.125 25.671 7.857  1.424   1.627  2.588  H4  PA8 32 
PA8 H5  H5  H 0  1 N N N 12.143 25.259 5.449  -1.002  1.471  2.885  H5  PA8 33 
PA8 H6  H6  H 0  1 N N N 10.976 26.510 5.869  -0.306  -0.167 2.907  H6  PA8 34 
PA8 H7  H7  H 0  1 N N N 9.353  23.260 4.497  -2.953  -1.336 -0.353 H7  PA8 35 
PA8 H8  H8  H 0  1 N N N 10.495 24.595 4.361  -3.649  0.302  -0.375 H8  PA8 36 
PA8 H9  H9  H 0  1 N N N 12.004 22.731 5.820  -4.580  -2.003 1.395  H9  PA8 37 
PA8 H10 H10 H 0  1 N N N 12.111 23.012 4.085  -5.276  -0.365 1.373  H10 PA8 38 
PA8 H11 H11 H 0  1 N N N 10.959 20.691 5.562  -5.172  -2.287 -0.996 H11 PA8 39 
PA8 H12 H12 H 0  1 N N N 9.847  21.296 4.336  -5.868  -0.649 -1.019 H12 PA8 40 
PA8 H13 H13 H 0  1 N N N 12.221 21.359 2.912  -7.495  -1.316 0.729  H13 PA8 41 
PA8 H14 H14 H 0  1 N N N 11.055 20.039 2.876  -6.799  -2.954 0.751  H14 PA8 42 
PA8 H15 H15 H 0  1 N N N 12.346 19.186 5.068  -7.391  -3.238 -1.640 H15 PA8 43 
PA8 H16 H16 H 0  1 N N N 12.976 18.841 3.461  -8.087  -1.600 -1.662 H16 PA8 44 
PA8 H17 H17 H 0  1 N N N 14.408 20.107 5.496  -9.714  -2.267 0.086  H17 PA8 45 
PA8 H18 H18 H 0  1 N N N 13.821 21.510 4.606  -9.018  -3.905 0.108  H18 PA8 46 
PA8 H19 H19 H 0  1 N N N 14.665 20.232 2.431  -9.610  -4.189 -2.283 H19 PA8 47 
PA8 H20 H20 H 0  1 N N N 15.603 19.223 3.598  -11.052 -3.822 -1.307 H20 PA8 48 
PA8 H21 H21 H 0  1 N N N 15.884 21.004 3.518  -10.305 -2.551 -2.305 H21 PA8 49 
PA8 H22 H22 H 0  1 N N N 13.825 24.353 6.833  3.385   -1.834 0.757  H22 PA8 50 
PA8 H23 H23 H 0  1 N N N 13.912 24.148 5.087  3.350   -0.869 -0.738 H23 PA8 51 
PA8 H24 H24 H 0  1 N N N 16.565 24.239 6.594  5.386   0.341  -0.005 H24 PA8 52 
PA8 H25 H25 H 0  1 N N N 16.150 23.352 5.129  5.421   -0.623 1.490  H25 PA8 53 
PA8 H26 H26 H 0  1 N N N 14.709 21.765 6.477  5.650   -2.696 0.148  H26 PA8 54 
PA8 H27 H27 H 0  1 N N N 16.401 21.742 6.971  5.615   -1.731 -1.348 H27 PA8 55 
PA8 H28 H28 H 0  1 N N N 15.218 23.808 8.578  7.650   -0.520 -0.614 H28 PA8 56 
PA8 H29 H29 H 0  1 N N N 15.759 22.217 9.112  7.686   -1.485 0.881  H29 PA8 57 
PA8 H30 H30 H 0  1 N N N 13.306 22.737 9.652  7.915   -3.557 -0.461 H30 PA8 58 
PA8 H31 H31 H 0  1 N N N 12.955 22.791 7.926  7.879   -2.592 -1.957 H31 PA8 59 
PA8 H32 H32 H 0  1 N N N 13.030 20.469 9.627  9.915   -1.382 -1.224 H32 PA8 60 
PA8 H33 H33 H 0  1 N N N 14.443 20.313 8.588  9.950   -2.346 0.272  H33 PA8 61 
PA8 H34 H34 H 0  1 N N N 11.616 19.969 7.918  11.499  -3.279 -1.425 H34 PA8 62 
PA8 H35 H35 H 0  1 N N N 13.076 19.592 6.923  10.179  -4.419 -1.070 H35 PA8 63 
PA8 H36 H36 H 0  1 N N N 12.341 21.242 6.863  10.144  -3.454 -2.566 H36 PA8 64 
# 
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 
PA8 O1  P1  SING N N 1  
PA8 O2  P1  DOUB N N 2  
PA8 P1  O3  SING N N 3  
PA8 P1  O4  SING N N 4  
PA8 O3  H1  SING N N 5  
PA8 O4  C1  SING N N 6  
PA8 C1  C2  SING N N 7  
PA8 C1  H2  SING N N 8  
PA8 C1  H3  SING N N 9  
PA8 C2  C3  SING N N 10 
PA8 C2  O7  SING N N 11 
PA8 C2  H4  SING N N 12 
PA8 C3  O5  SING N N 13 
PA8 C3  H5  SING N N 14 
PA8 C3  H6  SING N N 15 
PA8 O5  C4  SING N N 16 
PA8 C4  O6  DOUB N N 17 
PA8 C4  C5  SING N N 18 
PA8 C5  C6  SING N N 19 
PA8 C5  H7  SING N N 20 
PA8 C5  H8  SING N N 21 
PA8 C6  C7  SING N N 22 
PA8 C6  H9  SING N N 23 
PA8 C6  H10 SING N N 24 
PA8 C7  C8  SING N N 25 
PA8 C7  H11 SING N N 26 
PA8 C7  H12 SING N N 27 
PA8 C8  C9  SING N N 28 
PA8 C8  H13 SING N N 29 
PA8 C8  H14 SING N N 30 
PA8 C9  C10 SING N N 31 
PA8 C9  H15 SING N N 32 
PA8 C9  H16 SING N N 33 
PA8 C10 C11 SING N N 34 
PA8 C10 H17 SING N N 35 
PA8 C10 H18 SING N N 36 
PA8 C11 H19 SING N N 37 
PA8 C11 H20 SING N N 38 
PA8 C11 H21 SING N N 39 
PA8 O7  C12 SING N N 40 
PA8 C12 O8  DOUB N N 41 
PA8 C12 C13 SING N N 42 
PA8 C13 C14 SING N N 43 
PA8 C13 H22 SING N N 44 
PA8 C13 H23 SING N N 45 
PA8 C14 C15 SING N N 46 
PA8 C14 H24 SING N N 47 
PA8 C14 H25 SING N N 48 
PA8 C15 C16 SING N N 49 
PA8 C15 H26 SING N N 50 
PA8 C15 H27 SING N N 51 
PA8 C16 C17 SING N N 52 
PA8 C16 H28 SING N N 53 
PA8 C16 H29 SING N N 54 
PA8 C17 C18 SING N N 55 
PA8 C17 H30 SING N N 56 
PA8 C17 H31 SING N N 57 
PA8 C18 C19 SING N N 58 
PA8 C18 H32 SING N N 59 
PA8 C18 H33 SING N N 60 
PA8 C19 H34 SING N N 61 
PA8 C19 H35 SING N N 62 
PA8 C19 H36 SING N N 63 
# 
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 
PA8 SMILES           ACDLabs              10.04 O=P([O-])(O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC                                                                                                                     
PA8 InChI            InChI                1.02b InChI=1/C19H37O8P/c1-3-5-7-9-11-13-18(20)25-15-17(16-26-28(22,23)24)27-19(21)14-12-10-8-6-4-2/h17H,3-16H2,1-2H3,(H2,22,23,24)/p-1/t17-/m1/s1/fC19H36O8P/h22H/q-1 
PA8 InChIKey         InChI                1.02b XYSBQYUENLDGMI-APENUSJXDZ                                                                                                                                        
PA8 SMILES_CANONICAL CACTVS               3.341 CCCCCCCC(=O)OC[C@H](CO[P](O)([O-])=O)OC(=O)CCCCCCC                                                                                                               
PA8 SMILES           CACTVS               3.341 CCCCCCCC(=O)OC[CH](CO[P](O)([O-])=O)OC(=O)CCCCCCC                                                                                                                
PA8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCCCC(=O)OC[C@H](CO[P@@](=O)(O)[O-])OC(=O)CCCCCCC                                                                                                             
PA8 SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCCC(=O)OCC(COP(=O)(O)[O-])OC(=O)CCCCCCC                                                                                                                     
# 
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 
PA8 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R)-2,3-bis(octanoyloxy)propyl hydrogen phosphate"  
PA8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R)-2,3-di(octanoyloxy)propyl] hydrogen phosphate" 
# 
