data_XPA
# 
_chem_comp.id                                    XPA 
_chem_comp.name                                  1,2-DIDECANOYL-SN-GLYCERO-3-PHOSPHATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H44 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                        479.564 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XPA 
_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        1U4U 
_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 
XPA O1  O1  O -1 1 N N N 11.267 29.271 11.969 0.760   3.919  -2.191 O1  XPA 1  
XPA O2  O2  O 0  1 N N N 13.357 28.214 11.131 -1.343  4.700  -1.036 O2  XPA 2  
XPA P1  P1  P 0  1 N N N 12.089 28.957 10.720 -0.600  3.473  -1.610 P1  XPA 3  
XPA O3  O3  O 0  1 N N N 12.475 30.268 10.025 -1.488  2.805  -2.776 O3  XPA 4  
XPA O4  O4  O 0  1 N N N 11.266 28.084 9.759  -0.356  2.396  -0.438 O4  XPA 5  
XPA C1  C1  C 0  1 N N N 12.056 27.707 8.595  0.530   3.005  0.504  C1  XPA 6  
XPA C2  C2  C 0  1 N N R 11.379 28.233 7.323  0.804   2.029  1.650  C2  XPA 7  
XPA C3  C3  C 0  1 N N N 12.315 28.167 6.113  -0.522  1.577  2.264  C3  XPA 8  
XPA O5  O5  O 0  1 N N N 13.373 27.227 6.409  -1.374  1.026  1.225  O5  XPA 9  
XPA C4  C4  C 0  1 N N N 14.439 27.239 5.419  -2.595  0.563  1.534  C4  XPA 10 
XPA O6  O6  O 0  1 N N N 15.562 26.757 5.661  -2.987  0.606  2.676  O6  XPA 11 
XPA C5  C5  C 0  1 N N N 14.082 27.887 4.076  -3.479  -0.009 0.456  C5  XPA 12 
XPA C6  C6  C 0  1 N N N 15.195 27.867 3.027  -4.806  -0.461 1.070  C6  XPA 13 
XPA C7  C7  C 0  1 N N N 16.553 28.207 3.625  -5.703  -1.042 -0.025 C7  XPA 14 
XPA C8  C8  C 0  1 N N N 16.605 29.621 4.135  -7.029  -1.494 0.589  C8  XPA 15 
XPA C9  C9  C 0  1 N N N 18.028 30.134 4.173  -7.927  -2.075 -0.505 C9  XPA 16 
XPA C10 C10 C 0  1 N N N 18.149 31.460 3.438  -9.253  -2.526 0.109  C10 XPA 17 
XPA C11 C11 C 0  1 N N N 18.016 31.283 1.929  -10.150 -3.108 -0.986 C11 XPA 18 
XPA C12 C12 C 0  1 N N N 19.312 31.616 1.206  -11.477 -3.559 -0.371 C12 XPA 19 
XPA C13 C13 C 0  1 N N N 19.445 33.104 0.975  -12.374 -4.140 -1.466 C13 XPA 20 
XPA O7  O7  O 0  1 N N N 10.089 27.549 7.125  1.520   0.873  1.140  O7  XPA 21 
XPA C14 C14 C 0  1 N N N 10.076 26.088 6.863  2.862   0.871  1.116  C14 XPA 22 
XPA O8  O8  O 0  1 N N N 9.005  25.464 6.701  3.474   1.832  1.519  O8  XPA 23 
XPA C15 C15 C 0  1 N N N 11.416 25.372 6.762  3.605   -0.329 0.588  C15 XPA 24 
XPA C16 C16 C 0  1 N N N 11.389 24.193 5.782  5.111   -0.074 0.671  C16 XPA 25 
XPA C17 C17 C 0  1 N N N 11.093 22.865 6.481  5.865   -1.292 0.134  C17 XPA 26 
XPA C18 C18 C 0  1 N N N 12.315 21.950 6.515  7.371   -1.037 0.218  C18 XPA 27 
XPA C19 C19 C 0  1 N N N 13.316 22.375 7.588  8.126   -2.255 -0.319 C19 XPA 28 
XPA C20 C20 C 0  1 N N N 13.977 21.171 8.242  9.632   -2.000 -0.236 C20 XPA 29 
XPA C21 C21 C 0  1 N N N 15.450 21.415 8.471  10.386  -3.218 -0.773 C21 XPA 30 
XPA C22 C22 C 0  1 N N N 16.291 20.351 7.800  11.892  -2.963 -0.689 C22 XPA 31 
XPA C23 C23 C 0  1 N N N 17.760 20.494 8.166  12.646  -4.181 -1.226 C23 XPA 32 
XPA H1  H1  H 0  1 N N N 12.251 30.202 8.940  -1.610  3.482  -3.456 H1  XPA 33 
XPA H2  H2  H 0  1 N N N 13.086 28.103 8.705  0.072   3.911  0.900  H2  XPA 34 
XPA H3  H3  H 0  1 N N N 12.172 26.603 8.570  1.468   3.257  0.009  H3  XPA 35 
XPA H4  H4  H 0  1 N N N 11.113 29.295 7.437  1.408   2.523  2.411  H4  XPA 36 
XPA H5  H5  H 0  1 N N N 12.751 29.158 5.868  -1.019  2.431  2.725  H5  XPA 37 
XPA H6  H6  H 0  1 N N N 11.781 27.852 5.191  -0.332  0.816  3.020  H6  XPA 38 
XPA H7  H7  H 0  1 N N N 13.184 27.386 3.658  -2.983  -0.863 -0.005 H7  XPA 39 
XPA H8  H8  H 0  1 N N N 13.769 28.937 4.252  -3.669  0.752  -0.301 H8  XPA 40 
XPA H9  H9  H 0  1 N N N 14.958 28.580 2.209  -4.616  -1.222 1.826  H9  XPA 41 
XPA H10 H10 H 0  1 N N N 15.239 26.872 2.537  -5.302  0.393  1.531  H10 XPA 42 
XPA H11 H11 H 0  1 N N N 16.794 27.504 4.451  -5.207  -1.896 -0.486 H11 XPA 43 
XPA H12 H12 H 0  1 N N N 17.354 28.051 2.872  -5.893  -0.281 -0.781 H12 XPA 44 
XPA H13 H13 H 0  1 N N N 16.147 29.678 5.144  -7.526  -0.639 1.050  H13 XPA 45 
XPA H14 H14 H 0  1 N N N 15.976 30.277 3.497  -6.839  -2.255 1.346  H14 XPA 46 
XPA H15 H15 H 0  1 N N N 18.365 30.246 5.225  -7.430  -2.929 -0.966 H15 XPA 47 
XPA H16 H16 H 0  1 N N N 18.716 29.385 3.728  -8.117  -1.313 -1.262 H16 XPA 48 
XPA H17 H17 H 0  1 N N N 19.120 31.940 3.681  -9.749  -1.672 0.570  H17 XPA 49 
XPA H18 H18 H 0  1 N N N 17.378 32.168 3.806  -9.063  -3.288 0.865  H18 XPA 50 
XPA H19 H19 H 0  1 N N N 17.708 30.242 1.694  -9.654  -3.962 -1.447 H19 XPA 51 
XPA H20 H20 H 0  1 N N N 17.192 31.919 1.542  -10.341 -2.346 -1.742 H20 XPA 52 
XPA H21 H21 H 0  1 N N N 19.362 31.075 0.238  -11.973 -2.705 0.090  H21 XPA 53 
XPA H22 H22 H 0  1 N N N 20.183 31.243 1.787  -11.287 -4.320 0.385  H22 XPA 54 
XPA H23 H23 H 0  1 N N N 18.474 33.523 0.640  -11.878 -4.994 -1.927 H23 XPA 55 
XPA H24 H24 H 0  1 N N N 20.210 33.300 0.195  -13.319 -4.462 -1.029 H24 XPA 56 
XPA H25 H25 H 0  1 N N N 19.751 33.608 1.915  -12.564 -3.379 -2.222 H25 XPA 57 
XPA H26 H26 H 0  1 N N N 12.200 26.097 6.459  3.351   -1.205 1.184  H26 XPA 58 
XPA H27 H27 H 0  1 N N N 11.724 25.019 7.769  3.323   -0.502 -0.451 H27 XPA 59 
XPA H28 H28 H 0  1 N N N 12.359 24.127 5.245  5.365   0.803  0.075  H28 XPA 60 
XPA H29 H29 H 0  1 N N N 10.633 24.377 4.990  5.393   0.100  1.710  H29 XPA 61 
XPA H30 H30 H 0  1 N N N 10.734 23.052 7.514  5.611   -2.168 0.731  H30 XPA 62 
XPA H31 H31 H 0  1 N N N 10.250 22.350 5.973  5.583   -1.465 -0.904 H31 XPA 63 
XPA H32 H32 H 0  1 N N N 12.808 21.940 5.520  7.625   -0.160 -0.379 H32 XPA 64 
XPA H33 H33 H 0  1 N N N 11.997 20.900 6.689  7.654   -0.863 1.256  H33 XPA 65 
XPA H34 H34 H 0  1 N N N 14.089 23.039 7.148  7.872   -3.131 0.277  H34 XPA 66 
XPA H35 H35 H 0  1 N N N 12.810 22.995 8.358  7.843   -2.428 -1.358 H35 XPA 67 
XPA H36 H36 H 0  1 N N N 13.836 20.267 7.614  9.886   -1.123 -0.832 H36 XPA 68 
XPA H37 H37 H 0  1 N N N 13.478 20.934 9.205  9.914   -1.826 0.803  H37 XPA 69 
XPA H38 H38 H 0  1 N N N 15.733 22.420 8.096  10.132  -4.094 -0.176 H38 XPA 70 
XPA H39 H39 H 0  1 N N N 15.666 21.444 9.560  10.104  -3.391 -1.811 H39 XPA 71 
XPA H40 H40 H 0  1 N N N 16.163 20.406 6.700  12.146  -2.086 -1.285 H40 XPA 72 
XPA H41 H41 H 0  1 N N N 15.922 19.342 8.083  12.174  -2.789 0.350  H41 XPA 73 
XPA H42 H42 H 0  1 N N N 18.077 19.641 8.802  12.364  -4.354 -2.264 H42 XPA 74 
XPA H43 H43 H 0  1 N N N 17.922 21.439 8.725  13.719  -3.999 -1.166 H43 XPA 75 
XPA H44 H44 H 0  1 N N N 18.381 20.508 7.246  12.393  -5.057 -0.629 H44 XPA 76 
# 
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 
XPA O1  P1  SING N N 1  
XPA O2  P1  DOUB N N 2  
XPA P1  O3  SING N N 3  
XPA P1  O4  SING N N 4  
XPA O3  H1  SING N N 5  
XPA O4  C1  SING N N 6  
XPA C1  C2  SING N N 7  
XPA C1  H2  SING N N 8  
XPA C1  H3  SING N N 9  
XPA C2  C3  SING N N 10 
XPA C2  O7  SING N N 11 
XPA C2  H4  SING N N 12 
XPA C3  O5  SING N N 13 
XPA C3  H5  SING N N 14 
XPA C3  H6  SING N N 15 
XPA O5  C4  SING N N 16 
XPA C4  O6  DOUB N N 17 
XPA C4  C5  SING N N 18 
XPA C5  C6  SING N N 19 
XPA C5  H7  SING N N 20 
XPA C5  H8  SING N N 21 
XPA C6  C7  SING N N 22 
XPA C6  H9  SING N N 23 
XPA C6  H10 SING N N 24 
XPA C7  C8  SING N N 25 
XPA C7  H11 SING N N 26 
XPA C7  H12 SING N N 27 
XPA C8  C9  SING N N 28 
XPA C8  H13 SING N N 29 
XPA C8  H14 SING N N 30 
XPA C9  C10 SING N N 31 
XPA C9  H15 SING N N 32 
XPA C9  H16 SING N N 33 
XPA C10 C11 SING N N 34 
XPA C10 H17 SING N N 35 
XPA C10 H18 SING N N 36 
XPA C11 C12 SING N N 37 
XPA C11 H19 SING N N 38 
XPA C11 H20 SING N N 39 
XPA C12 C13 SING N N 40 
XPA C12 H21 SING N N 41 
XPA C12 H22 SING N N 42 
XPA C13 H23 SING N N 43 
XPA C13 H24 SING N N 44 
XPA C13 H25 SING N N 45 
XPA O7  C14 SING N N 46 
XPA C14 O8  DOUB N N 47 
XPA C14 C15 SING N N 48 
XPA C15 C16 SING N N 49 
XPA C15 H26 SING N N 50 
XPA C15 H27 SING N N 51 
XPA C16 C17 SING N N 52 
XPA C16 H28 SING N N 53 
XPA C16 H29 SING N N 54 
XPA C17 C18 SING N N 55 
XPA C17 H30 SING N N 56 
XPA C17 H31 SING N N 57 
XPA C18 C19 SING N N 58 
XPA C18 H32 SING N N 59 
XPA C18 H33 SING N N 60 
XPA C19 C20 SING N N 61 
XPA C19 H34 SING N N 62 
XPA C19 H35 SING N N 63 
XPA C20 C21 SING N N 64 
XPA C20 H36 SING N N 65 
XPA C20 H37 SING N N 66 
XPA C21 C22 SING N N 67 
XPA C21 H38 SING N N 68 
XPA C21 H39 SING N N 69 
XPA C22 C23 SING N N 70 
XPA C22 H40 SING N N 71 
XPA C22 H41 SING N N 72 
XPA C23 H42 SING N N 73 
XPA C23 H43 SING N N 74 
XPA C23 H44 SING N N 75 
# 
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 
XPA SMILES           ACDLabs              10.04 O=P([O-])(O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC                                                                                                                             
XPA InChI            InChI                1.02b InChI=1/C23H45O8P/c1-3-5-7-9-11-13-15-17-22(24)29-19-21(20-30-32(26,27)28)31-23(25)18-16-14-12-10-8-6-4-2/h21H,3-20H2,1-2H3,(H2,26,27,28)/p-1/t21-/m1/s1/fC23H44O8P/h26H/q-1 
XPA InChIKey         InChI                1.02b PHQFPHNJHDEXLJ-MEZQQZCTDJ                                                                                                                                                    
XPA SMILES_CANONICAL CACTVS               3.341 CCCCCCCCCC(=O)OC[C@H](CO[P](O)([O-])=O)OC(=O)CCCCCCCCC                                                                                                                       
XPA SMILES           CACTVS               3.341 CCCCCCCCCC(=O)OC[CH](CO[P](O)([O-])=O)OC(=O)CCCCCCCCC                                                                                                                        
XPA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCCCCCC(=O)OC[C@H](CO[P@@](=O)(O)[O-])OC(=O)CCCCCCCCC                                                                                                                     
XPA SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCCCCC(=O)OCC(COP(=O)(O)[O-])OC(=O)CCCCCCCCC                                                                                                                             
# 
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 
XPA "SYSTEMATIC NAME" ACDLabs              10.04 "(2R)-2,3-bis(decanoyloxy)propyl hydrogen phosphate"  
XPA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R)-2,3-di(decanoyloxy)propyl] hydrogen phosphate" 
# 
