data_I3S # _chem_comp.id I3S _chem_comp.name "(1S,3S,4S)-1,3,4-TRIPHOSPHO-MYO-INOSITOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C6 H15 O15 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-03-21 _chem_comp.pdbx_modified_date 2011-06-04 _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 420.096 _chem_comp.one_letter_code ? _chem_comp.three_letter_code I3S _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 1Z2P _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 I3S O11 O11 O 0 1 N N N 25.702 -9.243 13.720 2.938 -3.510 0.318 O11 I3S 1 I3S P3 P3 P 0 1 N N N 25.071 -10.165 12.545 1.764 -2.604 -0.308 P3 I3S 2 I3S O12 O12 O 0 1 N N N 23.717 -10.797 13.172 0.468 -3.519 -0.584 O12 I3S 3 I3S O10 O10 O 0 1 N N N 26.029 -11.200 12.090 2.227 -2.008 -1.582 O10 I3S 4 I3S O3 O3 O 0 1 N N N 24.662 -9.176 11.343 1.381 -1.430 0.726 O3 I3S 5 I3S C3 C3 C 0 1 N N S 23.636 -8.204 11.525 0.425 -0.596 0.069 C3 I3S 6 I3S C2 C2 C 0 1 N N S 24.263 -6.814 11.759 -0.876 -0.580 0.874 C2 I3S 7 I3S O2 O2 O 0 1 N N N 25.201 -6.513 10.715 -0.619 -0.070 2.184 O2 I3S 8 I3S C1 C1 C 0 1 N N S 23.181 -5.716 11.848 -1.899 0.314 0.170 C1 I3S 9 I3S O1 O1 O 0 1 N N N 23.783 -4.422 11.800 -3.115 0.329 0.922 O1 I3S 10 I3S P1 P1 P 0 1 N N N 23.389 -3.260 12.868 -4.267 -0.244 -0.045 P1 I3S 11 I3S OP2 OP2 O 0 1 N N N 22.970 -4.009 14.239 -3.867 -1.574 -0.556 OP2 I3S 12 I3S OP3 OP3 O 0 1 N N N 22.035 -2.559 12.329 -5.643 -0.378 0.780 OP3 I3S 13 I3S OP1 OP1 O 0 1 N N N 24.513 -2.316 13.069 -4.480 0.765 -1.282 OP1 I3S 14 I3S C6 C6 C 0 1 N N R 22.154 -5.798 10.710 -1.347 1.737 0.064 C6 I3S 15 I3S O6 O6 O 0 1 N N N 21.096 -4.898 11.002 -2.303 2.571 -0.593 O6 I3S 16 I3S C5 C5 C 0 1 N N R 21.576 -7.201 10.547 -0.046 1.720 -0.741 C5 I3S 17 I3S O5 O5 O 0 1 N N N 20.659 -7.230 9.454 0.470 3.049 -0.840 O5 I3S 18 I3S C4 C4 C 0 1 N N S 22.706 -8.195 10.303 0.978 0.827 -0.037 C4 I3S 19 I3S O4 O4 O 0 1 N N N 22.152 -9.488 10.070 2.193 0.812 -0.789 O4 I3S 20 I3S P4 P4 P 0 1 N N N 22.307 -10.186 8.614 3.345 1.384 0.178 P4 I3S 21 I3S OP5 OP5 O 0 1 N N N 21.787 -11.678 8.890 4.771 1.273 -0.562 OP5 I3S 22 I3S OP6 OP6 O 0 1 N N N 21.220 -9.525 7.622 3.039 2.927 0.524 OP6 I3S 23 I3S OP4 OP4 O 0 1 N N N 23.687 -10.130 8.069 3.377 0.595 1.430 OP4 I3S 24 I3S H11 H11 H 0 1 N N N 26.495 -8.872 13.352 3.136 -4.198 -0.331 H11 I3S 25 I3S H12 H12 H 0 1 N N N 23.347 -11.337 12.483 0.200 -3.887 0.269 H12 I3S 26 I3S H3 H3 H 0 1 N N N 23.029 -8.465 12.423 0.230 -0.985 -0.931 H3 I3S 27 I3S H2 H2 H 0 1 N N N 24.802 -6.837 12.734 -1.269 -1.593 0.949 H2 I3S 28 I3S HO2 HO2 H 0 1 N N N 25.587 -5.657 10.859 -1.463 -0.076 2.656 HO2 I3S 29 I3S H1 H1 H 0 1 N N N 22.653 -5.880 12.816 -2.095 -0.075 -0.829 H1 I3S 30 I3S HP3 HP3 H 0 1 N N N 21.804 -1.880 12.952 -6.305 -0.723 0.166 HP3 I3S 31 I3S HP1 HP1 H 0 1 N N N 24.282 -1.637 13.692 -4.739 1.617 -0.906 HP1 I3S 32 I3S H6 H6 H 0 1 N N N 22.670 -5.535 9.757 -1.151 2.126 1.063 H6 I3S 33 I3S HO6 HO6 H 0 1 N N N 20.460 -4.948 10.297 -1.917 3.456 -0.639 HO6 I3S 34 I3S H5 H5 H 0 1 N N N 21.032 -7.482 11.479 -0.242 1.331 -1.740 H5 I3S 35 I3S HO5 HO5 H 0 1 N N N 20.299 -8.103 9.352 -0.205 3.578 -1.288 HO5 I3S 36 I3S H4 H4 H 0 1 N N N 23.299 -7.899 9.406 1.173 1.216 0.962 H4 I3S 37 I3S HP5 HP5 H 0 1 N N N 21.877 -12.086 8.037 5.432 1.626 0.050 HP5 I3S 38 I3S HP6 HP6 H 0 1 N N N 21.310 -9.933 6.769 3.027 3.404 -0.317 HP6 I3S 39 # 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 I3S O11 P3 SING N N 1 I3S O11 H11 SING N N 2 I3S P3 O12 SING N N 3 I3S P3 O10 DOUB N N 4 I3S P3 O3 SING N N 5 I3S O12 H12 SING N N 6 I3S O3 C3 SING N N 7 I3S C3 C2 SING N N 8 I3S C3 C4 SING N N 9 I3S C3 H3 SING N N 10 I3S C2 O2 SING N N 11 I3S C2 C1 SING N N 12 I3S C2 H2 SING N N 13 I3S O2 HO2 SING N N 14 I3S C1 O1 SING N N 15 I3S C1 C6 SING N N 16 I3S C1 H1 SING N N 17 I3S O1 P1 SING N N 18 I3S P1 OP2 DOUB N N 19 I3S P1 OP3 SING N N 20 I3S P1 OP1 SING N N 21 I3S OP3 HP3 SING N N 22 I3S OP1 HP1 SING N N 23 I3S C6 O6 SING N N 24 I3S C6 C5 SING N N 25 I3S C6 H6 SING N N 26 I3S O6 HO6 SING N N 27 I3S C5 O5 SING N N 28 I3S C5 C4 SING N N 29 I3S C5 H5 SING N N 30 I3S O5 HO5 SING N N 31 I3S C4 O4 SING N N 32 I3S C4 H4 SING N N 33 I3S O4 P4 SING N N 34 I3S P4 OP5 SING N N 35 I3S P4 OP6 SING N N 36 I3S P4 OP4 DOUB N N 37 I3S OP5 HP5 SING N N 38 I3S OP6 HP6 SING N N 39 # 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 I3S SMILES ACDLabs 10.04 "O=P(OC1C(O)C(O)C(OP(=O)(O)O)C(O)C1OP(=O)(O)O)(O)O" I3S SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1[C@@H](O)[C@H](O[P](O)(O)=O)[C@@H](O[P](O)(O)=O)[C@@H](O)[C@H]1O[P](O)(O)=O" I3S SMILES CACTVS 3.341 "O[CH]1[CH](O)[CH](O[P](O)(O)=O)[CH](O[P](O)(O)=O)[CH](O)[CH]1O[P](O)(O)=O" I3S SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[C@H]1([C@H]([C@@H]([C@H]([C@H]([C@H]1OP(=O)(O)O)O)OP(=O)(O)O)OP(=O)(O)O)O)O" I3S SMILES "OpenEye OEToolkits" 1.5.0 "C1(C(C(C(C(C1OP(=O)(O)O)O)OP(=O)(O)O)OP(=O)(O)O)O)O" I3S InChI InChI 1.03 "InChI=1S/C6H15O15P3/c7-1-2(8)5(20-23(13,14)15)6(21-24(16,17)18)3(9)4(1)19-22(10,11)12/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)/t1-,2-,3+,4+,5+,6+/m1/s1" I3S InChIKey InChI 1.03 MMWCIQZXVOZEGG-MLQGYMEPSA-N # 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 I3S "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,2S,3S,4S,5R,6R)-3,5,6-trihydroxycyclohexane-1,2,4-triyl tris[dihydrogen (phosphate)]" I3S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1S,2S,3S,4R,5R,6S)-2,4,5-trihydroxy-3,6-diphosphonooxy-cyclohexyl] dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site I3S "Create component" 2005-03-21 RCSB I3S "Modify descriptor" 2011-06-04 RCSB #