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                    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                        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 InChI            InChI                1.02b 
InChI=1/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/f/h30H 
STG InChIKey         InChI                1.02b UZKIAJMSMKLBQE-SUUJSHOWDO 
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 
# 
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" 
# 
