data_P2I
# 
_chem_comp.id                                    P2I 
_chem_comp.name                                  1,2-DIACETOYL-SN-GLYCERO-3-PHOSPHOINOSITOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H22 O13 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                        417.280 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P2I 
_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        1TAV 
_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 
P2I C1  C1  C 0  1 N N N 10.010 28.390 7.902  -2.789 -0.862 0.703  C1  P2I 1  
P2I C2  C2  C 0  1 N N S 9.228  29.697 7.705  -3.553 0.199  1.497  C2  P2I 2  
P2I C3  C3  C 0  1 N N R 9.095  30.016 6.210  -4.143 1.230  0.534  C3  P2I 3  
P2I C4  C4  C 0  1 N N N 8.420  28.852 5.473  -5.098 0.534  -0.437 C4  P2I 4  
P2I C5  C5  C 0  1 N N S 9.243  27.571 5.645  -4.334 -0.527 -1.232 C5  P2I 5  
P2I C6  C6  C 0  1 N N R 9.382  27.223 7.132  -3.744 -1.559 -0.268 C6  P2I 6  
P2I O1  O1  O 0  1 N N N 10.223 28.055 9.264  -1.734 -0.239 -0.032 O1  P2I 7  
P2I P1  P1  P 0  1 N N N 11.543 28.506 10.037 -0.357 -0.901 0.478  P1  P2I 8  
P2I O2  O2  O -1 1 N N N 11.694 30.077 10.144 -0.255 -0.758 2.013  O2  P2I 9  
P2I O3  O3  O 0  1 N N N 11.388 28.424 11.615 -0.334 -2.398 0.098  O3  P2I 10 
P2I O4  O4  O 0  1 N N N 12.833 27.726 9.511  0.888  -0.152 -0.216 O4  P2I 11 
P2I C7  C7  C 0  1 N N N 12.798 26.309 9.482  2.074  -0.700 0.362  C7  P2I 12 
P2I C8  C8  C 0  1 N N S 13.484 25.837 8.192  3.301  -0.028 -0.257 C8  P2I 13 
P2I O5  O5  O 0  1 N N N 12.726 24.762 7.669  3.314  1.379  0.102  O5  P2I 14 
P2I C9  C9  C 0  1 N N N 12.831 23.441 7.921  2.703  2.278  -0.685 C9  P2I 15 
P2I O6  O6  O 0  1 N N N 12.109 22.644 7.368  2.142  1.917  -1.693 O6  P2I 16 
P2I C10 C10 C 0  1 N N N 13.891 23.021 8.927  2.717  3.738  -0.313 C10 P2I 17 
P2I C11 C11 C 0  1 N N N 13.557 26.936 7.123  4.571  -0.700 0.269  C11 P2I 18 
P2I O7  O7  O 0  1 N N N 14.390 26.506 6.072  5.729  -0.143 -0.406 O7  P2I 19 
P2I C12 C12 C 0  1 N N N 14.805 27.316 5.084  6.959  -0.585 -0.103 C12 P2I 20 
P2I O8  O8  O 0  1 N N N 14.465 28.468 4.957  7.104  -1.446 0.731  O8  P2I 21 
P2I C13 C13 C 0  1 N N N 15.790 26.574 4.203  8.162  -0.006 -0.804 C13 P2I 22 
P2I O9  O9  O 0  1 N N N 9.911  30.764 8.345  -2.661 0.849  2.404  O9  P2I 23 
P2I O10 O10 O 0  1 N N N 8.310  31.185 6.052  -4.857 2.221  1.276  O10 P2I 24 
P2I O11 O11 O 0  1 N N N 8.322  29.165 4.096  -5.649 1.498  -1.337 O11 P2I 25 
P2I O12 O12 O 0  1 N N N 8.593  26.505 4.974  -5.226 -1.178 -2.139 O12 P2I 26 
P2I O13 O13 O 0  1 N N N 10.191 26.067 7.265  -3.030 -2.550 -1.010 O13 P2I 27 
P2I H1  H1  H 0  1 N N N 11.042 28.558 7.560  -2.369 -1.598 1.389  H1  P2I 28 
P2I H2  H2  H 0  1 N N N 8.242  29.640 8.191  -4.358 -0.277 2.058  H2  P2I 29 
P2I H3  H3  H 0  1 N N N 10.074 30.247 5.767  -3.338 1.706  -0.027 H3  P2I 30 
P2I H4  H4  H 0  1 N N N 7.387  28.709 5.823  -5.903 0.058  0.123  H4  P2I 31 
P2I H5  H5  H 0  1 N N N 10.229 27.668 5.167  -3.529 -0.052 -1.792 H5  P2I 32 
P2I H6  H6  H 0  1 N N N 8.409  26.956 7.569  -4.549 -2.035 0.292  H6  P2I 33 
P2I H7  H7  H 0  1 N N N 11.744 25.967 9.552  2.110  -1.772 0.168  H7  P2I 34 
P2I H8  H8  H 0  1 N N N 13.290 25.912 10.395 2.068  -0.526 1.438  H8  P2I 35 
P2I H9  H9  H 0  1 N N N 14.498 25.470 8.414  3.260  -0.126 -1.341 H9  P2I 36 
P2I H10 H10 H 0  1 N N N 13.869 23.699 9.804  3.591  4.218  -0.754 H10 P2I 37 
P2I H11 H11 H 0  1 N N N 14.896 23.066 8.459  1.812  4.217  -0.688 H11 P2I 38 
P2I H12 H12 H 0  1 N N N 13.700 21.982 9.269  2.757  3.836  0.772  H12 P2I 39 
P2I H13 H13 H 0  1 N N N 13.951 27.893 7.525  4.520  -1.772 0.078  H13 P2I 40 
P2I H14 H14 H 0  1 N N N 12.559 27.189 6.708  4.656  -0.526 1.342  H14 P2I 41 
P2I H15 H15 H 0  1 N N N 16.559 27.276 3.818  9.066  -0.485 -0.429 H15 P2I 42 
P2I H16 H16 H 0  1 N N N 16.293 25.774 4.785  8.076  -0.180 -1.876 H16 P2I 43 
P2I H17 H17 H 0  1 N N N 15.259 26.114 3.344  8.212  1.066  -0.613 H17 P2I 44 
P2I H18 H18 H 0  1 N N N 10.861 30.619 8.201  -3.181 1.508  2.883  H18 P2I 45 
P2I H19 H19 H 0  1 N N N 8.696  31.873 6.622  -5.211 2.850  0.632  H19 P2I 46 
P2I H20 H20 H 0  1 N N N 8.106  28.346 3.619  -6.244 1.018  -1.930 H20 P2I 47 
P2I H21 H21 H 0  1 N N N 7.685  26.451 5.317  -5.575 -0.494 -2.727 H21 P2I 48 
P2I H22 H22 H 0  1 N N N 10.395 25.964 8.209  -3.667 -2.964 -1.609 H22 P2I 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 
P2I C1  C2  SING N N 1  
P2I C1  C6  SING N N 2  
P2I C1  O1  SING N N 3  
P2I C1  H1  SING N N 4  
P2I C2  C3  SING N N 5  
P2I C2  O9  SING N N 6  
P2I C2  H2  SING N N 7  
P2I C3  C4  SING N N 8  
P2I C3  O10 SING N N 9  
P2I C3  H3  SING N N 10 
P2I C4  C5  SING N N 11 
P2I C4  O11 SING N N 12 
P2I C4  H4  SING N N 13 
P2I C5  C6  SING N N 14 
P2I C5  O12 SING N N 15 
P2I C5  H5  SING N N 16 
P2I C6  O13 SING N N 17 
P2I C6  H6  SING N N 18 
P2I O1  P1  SING N N 19 
P2I P1  O2  SING N N 20 
P2I P1  O3  DOUB N N 21 
P2I P1  O4  SING N N 22 
P2I O4  C7  SING N N 23 
P2I C7  C8  SING N N 24 
P2I C7  H7  SING N N 25 
P2I C7  H8  SING N N 26 
P2I C8  O5  SING N N 27 
P2I C8  C11 SING N N 28 
P2I C8  H9  SING N N 29 
P2I O5  C9  SING N N 30 
P2I C9  O6  DOUB N N 31 
P2I C9  C10 SING N N 32 
P2I C10 H10 SING N N 33 
P2I C10 H11 SING N N 34 
P2I C10 H12 SING N N 35 
P2I C11 O7  SING N N 36 
P2I C11 H13 SING N N 37 
P2I C11 H14 SING N N 38 
P2I O7  C12 SING N N 39 
P2I C12 O8  DOUB N N 40 
P2I C12 C13 SING N N 41 
P2I C13 H15 SING N N 42 
P2I C13 H16 SING N N 43 
P2I C13 H17 SING N N 44 
P2I O9  H18 SING N N 45 
P2I O10 H19 SING N N 46 
P2I O11 H20 SING N N 47 
P2I O12 H21 SING N N 48 
P2I O13 H22 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 
P2I SMILES           ACDLabs              10.04 O=C(OCC(OC(=O)C)COP([O-])(=O)OC1C(O)C(O)C(O)C(O)C1O)C                                                                                                                                 
P2I InChI            InChI                1.02b InChI=1/C13H23O13P/c1-5(14)23-3-7(25-6(2)15)4-24-27(21,22)26-13-11(19)9(17)8(16)10(18)12(13)20/h7-13,16-20H,3-4H2,1-2H3,(H,21,22)/p-1/t7-,8-,9-,10+,11+,12-,13-/m0/s1/fC13H22O13P/q-1 
P2I InChIKey         InChI                1.02b WCCWBLFRGXINLH-HFTJCJANDY                                                                                                                                                             
P2I SMILES_CANONICAL CACTVS               3.341 CC(=O)OC[C@@H](CO[P]([O-])(=O)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O)OC(C)=O                                                                                               
P2I SMILES           CACTVS               3.341 CC(=O)OC[CH](CO[P]([O-])(=O)O[CH]1[CH](O)[CH](O)[CH](O)[CH](O)[CH]1O)OC(C)=O                                                                                                          
P2I SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)OC[C@@H](CO[P@@](=O)([O-])OC1[C@H]([C@@H](C([C@@H]([C@H]1O)O)O)O)O)OC(=O)C                                                                                                      
P2I SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)OCC(COP(=O)([O-])OC1C(C(C(C(C1O)O)O)O)O)OC(=O)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 
P2I "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-2,3-bis(acetyloxy)propyl (1r,2R,3S,4s,5R,6S)-2,3,4,5,6-pentahydroxycyclohexyl phosphate" 
P2I "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S)-2,3-diacetyloxypropyl] [(2S,3R,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl] phosphate"      
# 
