data_PIO # _chem_comp.id PIO _chem_comp.name "[(2R)-2-octanoyloxy-3-[oxidanyl-[(1R,2R,3S,4R,5R,6S)-2,3,6-tris(oxidanyl)-4,5-diphosphonooxy-cyclohexyl]oxy-phosphoryl]oxy-propyl] octanoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H49 O19 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "dioctanoyl l-alpha-phosphatidyl-d-myo-inositol 4,5-diphosphate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-12-01 _chem_comp.pdbx_modified_date 2021-03-13 _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 746.566 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PIO _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2h3v _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 PIO C1 C1 C 0 1 N N R 34.262 -6.468 11.709 3.375 -0.598 0.760 C1 PIO 1 PIO O1 O1 O 0 1 N N N 34.515 -5.025 11.250 1.978 -0.552 0.462 O1 PIO 2 PIO P1 P1 P 0 1 N N N 33.876 -3.560 11.738 0.926 -1.634 1.021 P1 PIO 3 PIO C2 C2 C 0 1 N N R 34.564 -6.755 13.220 3.786 0.688 1.480 C2 PIO 4 PIO O2 O2 O 0 1 N N N 35.895 -6.415 13.598 3.515 1.812 0.640 O2 PIO 5 PIO C3 C3 C 0 1 N N S 34.312 -8.244 13.550 5.281 0.638 1.799 C3 PIO 6 PIO O3 O3 O 0 1 N N N 34.612 -8.441 14.939 5.665 1.839 2.472 O3 PIO 7 PIO C4 C4 C 0 1 N N R 35.168 -9.190 12.621 6.076 0.506 0.499 C4 PIO 8 PIO O4 O4 O 0 1 N N N 34.852 -10.640 12.948 7.473 0.460 0.797 O4 PIO 9 PIO P4 P4 P 0 1 N N N 35.530 -11.687 14.052 8.525 1.542 0.237 P4 PIO 10 PIO C5 C5 C 0 1 N N R 34.824 -8.867 11.113 5.665 -0.780 -0.222 C5 PIO 11 PIO O5 O5 O 0 1 N N N 35.663 -9.703 10.252 6.408 -0.903 -1.436 O5 PIO 12 PIO P5 P5 P 0 1 N N N 35.338 -10.750 9.021 7.383 -2.147 -1.746 P5 PIO 13 PIO C6 C6 C 0 1 N N S 35.059 -7.378 10.757 4.170 -0.730 -0.541 C6 PIO 14 PIO O6 O6 O 0 1 N N N 34.637 -7.063 9.421 3.786 -1.931 -1.213 O6 PIO 15 PIO O11 O11 O 0 1 N N N 32.487 -3.946 12.254 1.262 -3.081 0.400 O11 PIO 16 PIO O12 O12 O 0 1 N N N 34.868 -3.045 12.748 1.021 -1.697 2.497 O12 PIO 17 PIO O13 O13 O 0 1 N N N 33.847 -2.669 10.532 -0.566 -1.201 0.598 O13 PIO 18 PIO C1A C1A C 0 1 N N N 31.537 -5.265 7.791 -3.695 1.031 0.221 C1A PIO 19 PIO O1A O1A O 0 1 N N N 32.365 -5.786 7.076 -4.089 0.730 -0.881 O1A PIO 20 PIO C1B C1B C 0 1 N N N 32.511 0.035 9.787 -6.560 -2.088 0.378 C1B PIO 21 PIO O1B O1B O 0 1 N N N 33.694 0.122 10.061 -6.615 -3.065 1.088 O1B PIO 22 PIO C1C C1C C 0 1 N N N 33.422 -3.203 9.295 -1.733 -1.902 1.033 C1C PIO 23 PIO C2A C2A C 0 1 N N N 30.506 -6.136 8.528 -3.864 2.442 0.722 C2A PIO 24 PIO C2B C2B C 0 1 N N N 31.493 1.025 10.417 -7.814 -1.553 -0.264 C2B PIO 25 PIO C2C C2C C 0 1 N N R 31.881 -3.355 9.240 -2.978 -1.230 0.450 C2C PIO 26 PIO O2C O2C O 0 1 N N N 31.522 -3.859 7.965 -3.107 0.108 0.998 O2C PIO 27 PIO C3A C3A C 0 1 N N N 30.006 -7.265 7.607 -4.557 3.285 -0.350 C3A PIO 28 PIO C3B C3B C 0 1 N N N 31.015 2.114 9.442 -9.006 -2.421 0.142 C3B PIO 29 PIO C3C C3C C 0 1 N N N 31.159 -2.005 9.470 -4.217 -2.052 0.812 C3C PIO 30 PIO O3C O3C O 0 1 N N N 31.954 -0.958 8.956 -5.383 -1.481 0.161 O3C PIO 31 PIO O41 O41 O 0 1 N N N 34.427 -12.742 14.079 8.612 1.427 -1.366 O41 PIO 32 PIO O42 O42 O 0 1 N N N 36.821 -12.147 13.430 8.079 2.903 0.611 O42 PIO 33 PIO O43 O43 O 0 1 N N N 35.779 -10.964 15.365 9.976 1.259 0.875 O43 PIO 34 PIO C4A C4A C 0 1 N N N 29.573 -8.470 8.462 -4.729 4.717 0.160 C4A PIO 35 PIO C4B C4B C 0 1 N N N 32.205 2.806 8.755 -10.279 -1.877 -0.510 C4B PIO 36 PIO O51 O51 O 0 1 N N N 35.760 -12.059 9.660 6.513 -3.497 -1.851 O51 PIO 37 PIO O52 O52 O 0 1 N N N 33.854 -10.539 8.764 8.151 -1.893 -3.138 O52 PIO 38 PIO O53 O53 O 0 1 N N N 36.251 -10.277 7.914 8.373 -2.281 -0.654 O53 PIO 39 PIO C5A C5A C 0 1 N N N 30.795 -9.360 8.756 -5.422 5.560 -0.913 C5A PIO 40 PIO C5B C5B C 0 1 N N N 32.021 2.741 7.227 -11.471 -2.746 -0.104 C5B PIO 41 PIO C6A C6A C 0 1 N N N 30.697 -9.911 10.189 -5.594 6.993 -0.403 C6A PIO 42 PIO C6B C6B C 0 1 N N N 31.107 3.892 6.770 -12.744 -2.202 -0.755 C6B PIO 43 PIO C7A C7A C 0 1 N N N 30.449 -11.431 10.141 -6.287 7.836 -1.475 C7A PIO 44 PIO C7B C7B C 0 1 N N N 31.963 5.137 6.468 -13.936 -3.071 -0.349 C7B PIO 45 PIO C8A C8A C 0 1 N N N 31.732 -12.174 10.557 -6.459 9.268 -0.966 C8A PIO 46 PIO C8B C8B C 0 1 N N N 31.096 6.194 5.758 -15.209 -2.527 -1.001 C8B PIO 47 PIO H1 H1 H 0 1 N N N 33.195 -6.681 11.548 3.582 -1.455 1.401 H1 PIO 48 PIO H2 H2 H 0 1 N N N 33.857 -6.158 13.815 3.219 0.782 2.407 H2 PIO 49 PIO H3 H3 H 0 1 N N N 33.250 -8.462 13.366 5.488 -0.219 2.440 H3 PIO 50 PIO H4 H4 H 0 1 N N N 36.236 -8.993 12.795 5.870 1.363 -0.142 H4 PIO 51 PIO H5 H5 H 0 1 N N N 33.764 -9.106 10.943 5.872 -1.637 0.419 H5 PIO 52 PIO H6 H6 H 0 1 N N N 36.130 -7.156 10.875 3.963 0.127 -1.181 H6 PIO 53 PIO H1C H1C H 0 1 N N N 33.744 -2.530 8.486 -1.684 -2.936 0.691 H1C PIO 54 PIO H1CA H1CA H 0 0 N N N 33.884 -4.192 9.155 -1.785 -1.882 2.121 H1CA PIO 55 PIO H3C H3C H 0 1 N N N 30.187 -2.015 8.955 -4.082 -3.080 0.478 H3C PIO 56 PIO H3CA H3CA H 0 0 N N N 31.001 -1.852 10.548 -4.360 -2.036 1.892 H3CA PIO 57 PIO H2A H2A H 0 1 N N N 30.974 -6.576 9.421 -4.471 2.435 1.628 H2A PIO 58 PIO H3A H3A H 0 1 N N N 29.149 -6.906 7.019 -3.951 3.291 -1.255 H3A PIO 59 PIO H4A H4A H 0 1 N N N 29.145 -8.112 9.410 -5.336 4.711 1.065 H4A PIO 60 PIO H5A H5A H 0 1 N N N 30.819 -10.197 8.042 -4.815 5.567 -1.818 H5A PIO 61 PIO H6A H6A H 0 1 N N N 31.637 -9.710 10.724 -6.201 6.986 0.502 H6A PIO 62 PIO H7A H7A H 0 1 N N N 29.634 -11.692 10.832 -5.680 7.842 -2.381 H7A PIO 63 PIO H8A H8A H 0 1 N N N 31.555 -13.259 10.523 -6.953 9.869 -1.730 H8A PIO 64 PIO H2AA H2AA H 0 0 N N N 29.653 -5.511 8.832 -2.886 2.868 0.944 H2AA PIO 65 PIO H3AA H3AA H 0 0 N N N 30.816 -7.569 6.927 -5.536 2.858 -0.571 H3AA PIO 66 PIO H4AA H4AA H 0 0 N N N 28.818 -9.054 7.916 -3.750 5.144 0.381 H4AA PIO 67 PIO H5AA H5AA H 0 0 N N N 31.715 -8.765 8.654 -6.400 5.134 -1.134 H5AA PIO 68 PIO H6AA H6AA H 0 0 N N N 29.864 -9.420 10.714 -4.615 7.419 -0.182 H6AA PIO 69 PIO H7AA H7AA H 0 0 N N N 30.170 -11.725 9.118 -7.265 7.409 -1.697 H7AA PIO 70 PIO H8AA H8AA H 0 0 N N N 32.547 -11.913 9.866 -7.065 9.262 -0.060 H8AA PIO 71 PIO H8AB H8AB H 0 0 N N N 32.011 -11.880 11.580 -5.480 9.695 -0.745 H8AB PIO 72 PIO H2B H2B H 0 1 N N N 30.617 0.454 10.758 -7.982 -0.527 0.066 H2B PIO 73 PIO H3B H3B H 0 1 N N N 30.376 1.653 8.674 -8.838 -3.446 -0.188 H3B PIO 74 PIO H4B H4B H 0 1 N N N 32.253 3.857 9.075 -10.447 -0.852 -0.179 H4B PIO 75 PIO H5B H5B H 0 1 N N N 33.001 2.834 6.736 -11.303 -3.771 -0.434 H5B PIO 76 PIO H6B H6B H 0 1 N N N 30.564 3.591 5.862 -12.912 -1.177 -0.425 H6B PIO 77 PIO H7B H7B H 0 1 N N N 32.351 5.553 7.410 -13.768 -4.096 -0.679 H7B PIO 78 PIO H8B H8B H 0 1 N N N 31.706 7.084 5.542 -15.099 -2.545 -2.085 H8B PIO 79 PIO H2BA H2BA H 0 0 N N N 31.970 1.514 11.279 -7.703 -1.571 -1.348 H2BA PIO 80 PIO H3BA H3BA H 0 0 N N N 30.436 2.865 9.999 -9.117 -2.402 1.226 H3BA PIO 81 PIO H4BA H4BA H 0 0 N N N 33.138 2.295 9.034 -10.168 -1.896 -1.594 H4BA PIO 82 PIO H5BA H5BA H 0 0 N N N 31.563 1.779 6.954 -11.582 -2.727 0.981 H5BA PIO 83 PIO H6BA H6BA H 0 0 N N N 30.386 4.127 7.567 -12.634 -2.221 -1.840 H6BA PIO 84 PIO H7BA H7BA H 0 0 N N N 32.804 4.855 5.818 -14.047 -3.052 0.735 H7BA PIO 85 PIO H8BA H8BA H 0 0 N N N 30.708 5.778 4.817 -16.059 -3.145 -0.711 H8BA PIO 86 PIO H8BB H8BB H 0 0 N N N 30.255 6.475 6.409 -15.377 -1.502 -0.670 H8BB PIO 87 PIO H2C H2C H 0 1 N N N 31.571 -4.056 10.029 -2.885 -1.171 -0.635 H2C PIO 88 PIO HO2 HO2 H 0 1 N N N 36.022 -6.609 14.519 3.751 2.663 1.034 HO2 PIO 89 PIO HO3 HO3 H 0 1 N N N 34.465 -9.351 15.169 5.200 1.988 3.307 HO3 PIO 90 PIO HO6 HO6 H 0 1 N N N 35.110 -7.608 8.802 2.849 -1.969 -1.447 HO6 PIO 91 PIO H41 H41 H 0 1 N N N 34.747 -13.545 13.685 8.899 0.560 -1.683 H41 PIO 92 PIO H43 H43 H 0 1 N N N 36.712 -10.941 15.543 10.662 1.875 0.581 H43 PIO 93 PIO H51 H51 H 0 1 N N N 36.554 -12.373 9.244 5.843 -3.480 -2.547 H51 PIO 94 PIO H52 H52 H 0 1 N N N 33.734 -10.128 7.916 8.757 -2.604 -3.388 H52 PIO 95 PIO H11 H11 H 0 1 N N N 32.444 -3.798 13.191 1.219 -3.113 -0.566 H11 PIO 96 # # 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 PIO C1 O1 SING N N 1 PIO C1 C2 SING N N 2 PIO C1 C6 SING N N 3 PIO C1 H1 SING N N 4 PIO O1 P1 SING N N 5 PIO P1 O11 SING N N 6 PIO O11 H11 SING N N 7 PIO P1 O12 DOUB N N 8 PIO P1 O13 SING N N 9 PIO C2 O2 SING N N 10 PIO C2 C3 SING N N 11 PIO C2 H2 SING N N 12 PIO O2 HO2 SING N N 13 PIO C3 O3 SING N N 14 PIO C3 C4 SING N N 15 PIO C3 H3 SING N N 16 PIO O3 HO3 SING N N 17 PIO C4 O4 SING N N 18 PIO C4 C5 SING N N 19 PIO C4 H4 SING N N 20 PIO O4 P4 SING N N 21 PIO P4 O41 SING N N 22 PIO O41 H41 SING N N 23 PIO P4 O42 DOUB N N 24 PIO P4 O43 SING N N 25 PIO O43 H43 SING N N 26 PIO C5 O5 SING N N 27 PIO C5 C6 SING N N 28 PIO C5 H5 SING N N 29 PIO O5 P5 SING N N 30 PIO P5 O51 SING N N 31 PIO O51 H51 SING N N 32 PIO P5 O52 SING N N 33 PIO O52 H52 SING N N 34 PIO P5 O53 DOUB N N 35 PIO C6 O6 SING N N 36 PIO C6 H6 SING N N 37 PIO O6 HO6 SING N N 38 PIO O13 C1C SING N N 39 PIO C1A O1A DOUB N N 40 PIO C1A C2A SING N N 41 PIO C1A O2C SING N N 42 PIO C1B O1B DOUB N N 43 PIO C1B C2B SING N N 44 PIO C1B O3C SING N N 45 PIO C1C C2C SING N N 46 PIO C1C H1C SING N N 47 PIO C1C H1CA SING N N 48 PIO C2A C3A SING N N 49 PIO C2A H2A SING N N 50 PIO C2A H2AA SING N N 51 PIO C2B C3B SING N N 52 PIO C2B H2B SING N N 53 PIO C2B H2BA SING N N 54 PIO C2C O2C SING N N 55 PIO C2C C3C SING N N 56 PIO C2C H2C SING N N 57 PIO C3A C4A SING N N 58 PIO C3A H3A SING N N 59 PIO C3A H3AA SING N N 60 PIO C3B C4B SING N N 61 PIO C3B H3B SING N N 62 PIO C3B H3BA SING N N 63 PIO C3C O3C SING N N 64 PIO C3C H3C SING N N 65 PIO C3C H3CA SING N N 66 PIO C4A C5A SING N N 67 PIO C4A H4A SING N N 68 PIO C4A H4AA SING N N 69 PIO C4B C5B SING N N 70 PIO C4B H4B SING N N 71 PIO C4B H4BA SING N N 72 PIO C5A C6A SING N N 73 PIO C5A H5A SING N N 74 PIO C5A H5AA SING N N 75 PIO C5B C6B SING N N 76 PIO C5B H5B SING N N 77 PIO C5B H5BA SING N N 78 PIO C6A C7A SING N N 79 PIO C6A H6A SING N N 80 PIO C6A H6AA SING N N 81 PIO C6B C7B SING N N 82 PIO C6B H6B SING N N 83 PIO C6B H6BA SING N N 84 PIO C7A C8A SING N N 85 PIO C7A H7A SING N N 86 PIO C7A H7AA SING N N 87 PIO C7B C8B SING N N 88 PIO C7B H7B SING N N 89 PIO C7B H7BA SING N N 90 PIO C8A H8A SING N N 91 PIO C8A H8AA SING N N 92 PIO C8A H8AB SING N N 93 PIO C8B H8B SING N N 94 PIO C8B H8BA SING N N 95 PIO C8B H8BB SING N N 96 # # 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 PIO SMILES ACDLabs 12.01 "O=C(OCC(OC(=O)CCCCCCC)COP(=O)(O)OC1C(O)C(O)C(OP(=O)(O)O)C(OP(=O)(O)O)C1O)CCCCCCC" PIO InChI InChI 1.03 "InChI=1S/C25H49O19P3/c1-3-5-7-9-11-13-18(26)39-15-17(41-19(27)14-12-10-8-6-4-2)16-40-47(37,38)44-23-20(28)21(29)24(42-45(31,32)33)25(22(23)30)43-46(34,35)36/h17,20-25,28-30H,3-16H2,1-2H3,(H,37,38)(H2,31,32,33)(H2,34,35,36)/t17-,20-,21+,22+,23-,24-,25-/m1/s1" PIO InChIKey InChI 1.03 XLNCEHRXXWQMPK-MJUMVPIBSA-N PIO SMILES_CANONICAL CACTVS 3.385 "CCCCCCCC(=O)OC[C@H](CO[P](O)(=O)O[C@@H]1[C@H](O)[C@H](O)[C@@H](O[P](O)(O)=O)[C@H](O[P](O)(O)=O)[C@H]1O)OC(=O)CCCCCCC" PIO SMILES CACTVS 3.385 "CCCCCCCC(=O)OC[CH](CO[P](O)(=O)O[CH]1[CH](O)[CH](O)[CH](O[P](O)(O)=O)[CH](O[P](O)(O)=O)[CH]1O)OC(=O)CCCCCCC" PIO SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCCCCCCC(=O)OC[C@H](COP(=O)(O)O[C@@H]1[C@@H]([C@@H]([C@H]([C@@H]([C@H]1O)OP(=O)(O)O)OP(=O)(O)O)O)O)OC(=O)CCCCCCC" PIO SMILES "OpenEye OEToolkits" 1.9.2 "CCCCCCCC(=O)OCC(COP(=O)(O)OC1C(C(C(C(C1O)OP(=O)(O)O)OP(=O)(O)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 PIO "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-3-{[(R)-hydroxy{[(1R,2R,3S,4R,5R,6S)-2,3,6-trihydroxy-4,5-bis(phosphonooxy)cyclohexyl]oxy}phosphoryl]oxy}propane-1,2-diyl dioctanoate" PIO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2R)-2-octanoyloxy-3-[oxidanyl-[(1R,2R,3S,4R,5R,6S)-2,3,6-tris(oxidanyl)-4,5-diphosphonooxy-cyclohexyl]oxy-phosphoryl]oxy-propyl] octanoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site PIO "Create component" 2000-12-01 EBI PIO "Modify descriptor" 2011-06-04 RCSB PIO "Modify descriptor" 2012-04-19 EBI PIO "Modify descriptor" 2014-09-05 RCSB PIO "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id PIO _pdbx_chem_comp_synonyms.name "dioctanoyl l-alpha-phosphatidyl-d-myo-inositol 4,5-diphosphate" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##