data_STG # _chem_comp.id STG _chem_comp.name "ESTRIOL 3-(B-D-GLUCURONIDE)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H32 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 464.505 _chem_comp.one_letter_code ? _chem_comp.three_letter_code STG _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 1BFV _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 STG C1 C1 C 0 1 Y N N 63.592 22.707 12.254 -0.124 -0.925 -0.015 C1 STG 1 STG C2 C2 C 0 1 Y N N 63.797 22.914 10.915 -0.502 -0.625 -1.306 C2 STG 2 STG C3 C3 C 0 1 Y N N 62.879 23.679 10.233 -1.610 0.180 -1.527 C3 STG 3 STG C4 C4 C 0 1 Y N N 61.745 24.195 10.860 -2.321 0.678 -0.449 C4 STG 4 STG C5 C5 C 0 1 Y N N 61.559 23.978 12.229 -1.937 0.379 0.850 C5 STG 5 STG C6 C6 C 0 1 N N N 60.351 24.581 12.910 -2.753 0.966 1.972 C6 STG 6 STG C7 C7 C 0 1 N N N 60.533 24.889 14.353 -2.447 0.277 3.301 C7 STG 7 STG C8 C8 C 0 1 N N S 61.829 24.416 15.037 -0.928 0.214 3.466 C8 STG 8 STG C9 C9 C 0 1 N N S 62.258 23.027 14.450 -0.386 -0.797 2.448 C9 STG 9 STG C10 C10 C 0 1 Y N N 62.499 23.232 12.956 -0.857 -0.422 1.073 C10 STG 10 STG C11 C11 C 0 1 N N N 63.508 22.469 15.208 1.129 -0.901 2.519 C11 STG 11 STG C12 C12 C 0 1 N N N 63.158 22.309 16.702 1.586 -1.253 3.947 C12 STG 12 STG C13 C13 C 0 1 N N S 62.821 23.674 17.313 1.040 -0.191 4.879 C13 STG 13 STG C14 C14 C 0 1 N N S 61.566 24.204 16.538 -0.511 -0.269 4.840 C14 STG 14 STG C15 C15 C 0 1 N N N 61.130 25.419 17.379 -0.915 0.625 6.017 C15 STG 15 STG C16 C16 C 0 1 N N R 61.461 25.009 18.830 0.117 0.244 7.114 C16 STG 16 STG C17 C17 C 0 1 N N R 62.178 23.641 18.725 1.349 -0.351 6.363 C17 STG 17 STG C18 C18 C 0 1 N N N 64.013 24.628 17.353 1.497 1.189 4.405 C18 STG 18 STG O19 O19 O 0 1 N N N 63.078 23.403 19.797 2.529 0.387 6.683 O19 STG 19 STG O20 O20 O 0 1 N N N 63.089 23.919 8.891 -1.994 0.479 -2.795 O20 STG 20 STG C21 C21 C 0 1 N N S 62.291 25.007 8.345 -1.003 -0.066 -3.667 C21 STG 21 STG C22 C22 C 0 1 N N R 62.987 25.476 7.057 -1.465 0.079 -5.118 C22 STG 22 STG C23 C23 C 0 1 N N S 62.022 26.232 6.103 -0.411 -0.541 -6.043 C23 STG 23 STG C24 C24 C 0 1 N N S 60.650 25.518 5.972 0.949 0.089 -5.726 C24 STG 24 STG C25 C25 C 0 1 N N S 60.092 25.224 7.412 1.229 -0.056 -4.229 C25 STG 25 STG C26 C26 C 0 1 N N N 58.723 24.527 7.337 2.580 0.532 -3.914 C26 STG 26 STG O27 O27 O 0 1 N N N 61.075 24.237 7.924 0.227 0.630 -3.481 O27 STG 27 STG O28 O28 O 0 1 N N N 64.037 26.380 7.355 -2.712 -0.596 -5.293 O28 STG 28 STG O29 O29 O 0 1 N N N 62.545 26.335 4.794 -0.754 -0.283 -7.406 O29 STG 29 STG O30 O30 O 0 1 N N N 59.768 26.340 5.252 1.971 -0.576 -6.471 O30 STG 30 STG O31 O31 O 0 1 N N N 58.397 23.518 8.277 2.673 1.446 -3.129 O31 STG 31 STG O32 O32 O 0 1 N N N 57.836 24.918 6.294 3.680 0.041 -4.506 O32 STG 32 STG O33 O33 O 0 1 N N N 60.265 24.891 19.629 -0.431 -0.750 7.980 O33 STG 33 STG H1 H1 H 0 1 N N N 64.336 22.093 12.788 0.736 -1.554 0.157 H1 STG 34 STG H2 H2 H 0 1 N N N 64.672 22.479 10.403 0.059 -1.015 -2.141 H2 STG 35 STG H4 H4 H 0 1 N N N 61.003 24.768 10.279 -3.184 1.305 -0.621 H4 STG 36 STG H61 1H6 H 0 1 N N N 60.013 25.491 12.361 -3.812 0.846 1.743 H61 STG 37 STG H62 2H6 H 0 1 N N N 59.460 23.926 12.765 -2.526 2.029 2.060 H62 STG 38 STG H71 1H7 H 0 1 N N N 60.417 25.986 14.509 -2.859 -0.731 3.296 H71 STG 39 STG H72 2H7 H 0 1 N N N 59.656 24.500 14.922 -2.882 0.849 4.120 H72 STG 40 STG H8 H8 H 0 1 N N N 62.620 25.183 14.868 -0.496 1.196 3.275 H8 STG 41 STG H9 H9 H 0 1 N N N 61.464 22.256 14.588 -0.803 -1.775 2.691 H9 STG 42 STG H111 1H11 H 0 0 N N N 63.890 21.523 14.757 1.568 0.052 2.227 H111 STG 43 STG H112 2H11 H 0 0 N N N 64.416 23.096 15.049 1.469 -1.677 1.832 H112 STG 44 STG H121 1H12 H 0 0 N N N 62.341 21.567 16.862 2.674 -1.264 3.996 H121 STG 45 STG H122 2H12 H 0 0 N N N 63.965 21.787 17.266 1.193 -2.230 4.230 H122 STG 46 STG H14 H14 H 0 1 N N N 60.720 23.481 16.458 -0.849 -1.292 5.003 H14 STG 47 STG H151 1H15 H 0 0 N N N 61.587 26.384 17.060 -0.824 1.678 5.751 H151 STG 48 STG H152 2H15 H 0 0 N N N 60.070 25.729 17.220 -1.929 0.395 6.346 H152 STG 49 STG H16 H16 H 0 1 N N N 62.097 25.777 19.328 0.395 1.128 7.688 H16 STG 50 STG H17 H17 H 0 1 N N N 61.487 22.771 18.827 1.479 -1.401 6.624 H17 STG 51 STG H181 1H18 H 0 0 N N N 63.767 25.620 17.797 1.220 1.325 3.360 H181 STG 52 STG H182 2H18 H 0 0 N N N 64.877 24.160 17.880 1.016 1.958 5.011 H182 STG 53 STG H183 3H18 H 0 0 N N N 64.459 24.747 16.338 2.579 1.269 4.508 H183 STG 54 STG HO1 HO1 H 0 1 N N N 62.684 23.382 20.661 2.664 0.299 7.636 HO1 STG 55 STG H21 H21 H 0 1 N N N 62.118 25.876 9.021 -0.860 -1.122 -3.437 H21 STG 56 STG H22 H22 H 0 1 N N N 63.363 24.548 6.565 -1.586 1.135 -5.360 H22 STG 57 STG H23 H23 H 0 1 N N N 61.898 27.241 6.560 -0.364 -1.617 -5.875 H23 STG 58 STG H24 H24 H 0 1 N N N 60.761 24.553 5.424 0.932 1.145 -5.993 H24 STG 59 STG H25 H25 H 0 1 N N N 59.966 26.146 8.025 1.222 -1.112 -3.960 H25 STG 60 STG HO8 HO8 H 0 1 N N N 64.467 26.669 6.559 -3.344 -0.175 -4.695 HO8 STG 61 STG HO9 HO9 H 0 1 N N N 61.954 26.797 4.210 -1.614 -0.696 -7.561 HO9 STG 62 STG HO3 HO3 H 0 1 N N N 58.928 25.903 5.171 2.808 -0.152 -6.236 HO3 STG 63 STG HO2 HO2 H 0 1 N N N 56.990 24.487 6.247 4.547 0.419 -4.304 HO2 STG 64 STG HO0 HO0 H 0 1 N N N 60.468 24.638 20.521 -1.211 -0.358 8.397 HO0 STG 65 # 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 STG C1 C2 DOUB Y N 1 STG C1 C10 SING Y N 2 STG C1 H1 SING N N 3 STG C2 C3 SING Y N 4 STG C2 H2 SING N N 5 STG C3 C4 DOUB Y N 6 STG C3 O20 SING N N 7 STG C4 C5 SING Y N 8 STG C4 H4 SING N N 9 STG C5 C6 SING N N 10 STG C5 C10 DOUB Y N 11 STG C6 C7 SING N N 12 STG C6 H61 SING N N 13 STG C6 H62 SING N N 14 STG C7 C8 SING N N 15 STG C7 H71 SING N N 16 STG C7 H72 SING N N 17 STG C8 C9 SING N N 18 STG C8 C14 SING N N 19 STG C8 H8 SING N N 20 STG C9 C10 SING N N 21 STG C9 C11 SING N N 22 STG C9 H9 SING N N 23 STG C11 C12 SING N N 24 STG C11 H111 SING N N 25 STG C11 H112 SING N N 26 STG C12 C13 SING N N 27 STG C12 H121 SING N N 28 STG C12 H122 SING N N 29 STG C13 C14 SING N N 30 STG C13 C17 SING N N 31 STG C13 C18 SING N N 32 STG C14 C15 SING N N 33 STG C14 H14 SING N N 34 STG C15 C16 SING N N 35 STG C15 H151 SING N N 36 STG C15 H152 SING N N 37 STG C16 C17 SING N N 38 STG C16 O33 SING N N 39 STG C16 H16 SING N N 40 STG C17 O19 SING N N 41 STG C17 H17 SING N N 42 STG C18 H181 SING N N 43 STG C18 H182 SING N N 44 STG C18 H183 SING N N 45 STG O19 HO1 SING N N 46 STG O20 C21 SING N N 47 STG C21 C22 SING N N 48 STG C21 O27 SING N N 49 STG C21 H21 SING N N 50 STG C22 C23 SING N N 51 STG C22 O28 SING N N 52 STG C22 H22 SING N N 53 STG C23 C24 SING N N 54 STG C23 O29 SING N N 55 STG C23 H23 SING N N 56 STG C24 C25 SING N N 57 STG C24 O30 SING N N 58 STG C24 H24 SING N N 59 STG C25 C26 SING N N 60 STG C25 O27 SING N N 61 STG C25 H25 SING N N 62 STG C26 O31 DOUB N N 63 STG C26 O32 SING N N 64 STG O28 HO8 SING N N 65 STG O29 HO9 SING N N 66 STG O30 HO3 SING N N 67 STG O32 HO2 SING N N 68 STG O33 HO0 SING N N 69 # 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 STG SMILES ACDLabs 10.04 "O=C(O)C5OC(Oc1ccc2c(c1)CCC3C4CC(O)C(O)C4(C)CCC23)C(O)C(O)C5O" STG SMILES_CANONICAL CACTVS 3.341 "C[C@]12CC[C@H]3[C@@H](CCc4cc(O[C@@H]5O[C@@H]([C@@H](O)[C@H](O)[C@H]5O)C(O)=O)ccc34)[C@@H]1C[C@@H](O)[C@@H]2O" STG SMILES CACTVS 3.341 "C[C]12CC[CH]3[CH](CCc4cc(O[CH]5O[CH]([CH](O)[CH](O)[CH]5O)C(O)=O)ccc34)[CH]1C[CH](O)[CH]2O" STG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1C[C@H]([C@@H]2O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O" STG SMILES "OpenEye OEToolkits" 1.5.0 "CC12CCC3c4ccc(cc4CCC3C1CC(C2O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O" STG InChI InChI 1.03 "InChI=1S/C24H32O9/c1-24-7-6-13-12-5-3-11(32-23-19(28)17(26)18(27)20(33-23)22(30)31)8-10(12)2-4-14(13)15(24)9-16(25)21(24)29/h3,5,8,13-21,23,25-29H,2,4,6-7,9H2,1H3,(H,30,31)/t13-,14-,15+,16-,17+,18+,19-,20+,21+,23-,24+/m1/s1" STG InChIKey InChI 1.03 UZKIAJMSMKLBQE-JRSYHJKYSA-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 STG "SYSTEMATIC NAME" ACDLabs 10.04 "(14beta,16alpha,17alpha)-16,17-dihydroxyestra-1,3,5(10)-trien-3-yl beta-D-glucopyranosiduronic acid" STG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S,4S,5R,6S)-6-[[(8R,9S,13S,14S,16R,17R)-16,17-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxy-oxane-2-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site STG "Create component" 1999-07-08 RCSB STG "Modify descriptor" 2011-06-04 RCSB #