data_E3G
# 
_chem_comp.id                                    E3G 
_chem_comp.name                                  "ESTRONE BETA-D-GLUCURONIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H30 O8" 
_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                        446.490 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     E3G 
_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        1CFV 
_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 
E3G "C1'" "C1'" C 0 1 N N S 62.284 24.935 8.405  -0.990 -0.101 -3.352 "C1'" E3G 1  
E3G "C2'" "C2'" C 0 1 N N R 63.020 25.358 7.130  -1.458 0.015  -4.804 "C2'" E3G 2  
E3G "C3'" "C3'" C 0 1 N N S 62.094 26.020 6.090  -0.380 -0.567 -5.725 "C3'" E3G 3  
E3G "C4'" "C4'" C 0 1 N N S 60.702 25.344 5.933  0.953  0.121  -5.413 "C4'" E3G 4  
E3G "C5'" "C5'" C 0 1 N N S 60.102 25.125 7.353  1.239  -0.001 -3.914 "C5'" E3G 5  
E3G "C6'" "C6'" C 0 1 N N N 58.730 24.440 7.335  2.564  0.644  -3.604 "C6'" E3G 6  
E3G C1    C1    C 0 1 Y N N 63.781 22.881 12.399 -0.082 -0.907 0.304  C1    E3G 7  
E3G C2    C2    C 0 1 Y N N 63.884 23.008 11.033 -0.469 -0.625 -0.988 C2    E3G 8  
E3G C3    C3    C 0 1 Y N N 62.899 23.687 10.354 -1.612 0.128  -1.214 C3    E3G 9  
E3G C4    C4    C 0 1 Y N N 61.802 24.182 11.035 -2.350 0.593  -0.139 C4    E3G 10 
E3G C5    C5    C 0 1 Y N N 61.696 24.048 12.401 -1.958 0.311  1.162  C5    E3G 11 
E3G C6    C6    C 0 1 N N N 60.483 24.649 13.091 -2.805 0.859  2.280  C6    E3G 12 
E3G C7    C7    C 0 1 N N N 60.480 24.444 14.592 -2.473 0.184  3.610  C7    E3G 13 
E3G C8    C8    C 0 1 N N S 61.888 24.497 15.200 -0.954 0.193  3.783  C8    E3G 14 
E3G C9    C9    C 0 1 N N S 62.650 23.252 14.652 -0.360 -0.791 2.767  C9    E3G 15 
E3G C10   C10   C 0 1 Y N N 62.714 23.388 13.118 -0.842 -0.438 1.389  C10   E3G 16 
E3G C11   C11   C 0 1 N N N 64.087 23.280 15.246 1.159  -0.821 2.843  C11   E3G 17 
E3G C12   C12   C 0 1 N N N 64.043 23.237 16.788 1.626  -1.153 4.273  C12   E3G 18 
E3G C13   C13   C 0 1 N N S 63.259 24.438 17.323 1.025  -0.120 5.203  C13   E3G 19 
E3G C14   C14   C 0 1 N N S 61.841 24.395 16.719 -0.521 -0.271 5.158  C14   E3G 20 
E3G C15   C15   C 0 1 N N N 61.094 25.463 17.541 -0.951 0.620  6.330  C15   E3G 21 
E3G C16   C16   C 0 1 N N N 61.575 25.168 18.978 0.117  0.298  7.410  C16   E3G 22 
E3G C17   C17   C 0 1 N N N 62.913 24.448 18.789 1.338  -0.245 6.663  C17   E3G 23 
E3G C18   C18   C 0 1 N N N 64.051 25.749 17.125 1.409  1.279  4.721  C18   E3G 24 
E3G "O8'" "O8'" O 0 1 N N N 64.042 26.298 7.488  -2.676 -0.713 -4.974 "O8'" E3G 25 
E3G "O9'" "O9'" O 0 1 N N N 62.679 26.293 4.844  -0.732 -0.333 -7.090 "O9'" E3G 26 
E3G O10   O10   O 0 1 N N N 59.881 26.282 5.221  2.002  -0.506 -6.153 O10   E3G 27 
E3G O11   O11   O 0 1 N N N 58.416 23.453 8.304  2.619  1.566  -2.825 O11   E3G 28 
E3G O12   O12   O 0 1 N N N 57.774 24.813 6.345  3.684  0.195  -4.192 O12   E3G 29 
E3G "O7'" "O7'" O 0 1 N N N 61.032 24.241 8.047  0.209  0.647  -3.171 "O7'" E3G 30 
E3G O20   O20   O 0 1 N N N 62.947 23.895 9.019  -2.004 0.409  -2.484 O20   E3G 31 
E3G O19   O19   O 0 1 N N N 63.565 23.952 19.672 2.357  -0.674 7.150  O19   E3G 32 
E3G "H1'" "H1'" H 0 1 N N N 62.173 25.859 9.018  -0.804 -1.148 -3.114 "H1'" E3G 33 
E3G "H2'" "H2'" H 0 1 N N N 63.440 24.435 6.665  -1.623 1.063  -5.053 "H2'" E3G 34 
E3G "H3'" "H3'" H 0 1 N N N 61.911 27.015 6.557  -0.288 -1.639 -5.549 "H3'" E3G 35 
E3G "H4'" "H4'" H 0 1 N N N 60.766 24.366 5.399  0.892  1.174  -5.687 "H4'" E3G 36 
E3G "H5'" "H5'" H 0 1 N N N 59.962 26.117 7.840  1.276  -1.055 -3.638 "H5'" E3G 37 
E3G H1    H1    H 0 1 N N N 64.584 22.352 12.938 0.806  -1.495 0.480  H1    E3G 38 
E3G H2    H2    H 0 1 N N N 64.741 22.573 10.491 0.114  -0.989 -1.821 H2    E3G 39 
E3G H4    H4    H 0 1 N N N 60.997 24.692 10.479 -3.240 1.179  -0.315 H4    E3G 40 
E3G H61   1H6   H 0 1 N N N 60.381 25.730 12.839 -3.856 0.690  2.047  H61   E3G 41 
E3G H62   2H6   H 0 1 N N N 59.539 24.264 12.637 -2.628 1.931  2.369  H62   E3G 42 
E3G H71   1H7   H 0 1 N N N 59.800 25.171 15.093 -2.836 -0.842 3.603  H71   E3G 43 
E3G H72   2H7   H 0 1 N N N 59.961 23.495 14.865 -2.939 0.734  4.428  H72   E3G 44 
E3G H8    H8    H 0 1 N N N 62.380 25.461 14.932 -0.568 1.194  3.594  H8    E3G 45 
E3G H9    H9    H 0 1 N N N 62.146 22.296 14.928 -0.729 -1.787 3.008  H9    E3G 46 
E3G H111  1H11  H 0 0 N N N 64.722 22.464 14.828 1.553  0.153  2.554  H111  E3G 47 
E3G H112  2H11  H 0 0 N N N 64.670 24.154 14.874 1.538  -1.578 2.157  H112  E3G 48 
E3G H121  1H12  H 0 0 N N N 63.637 22.270 17.167 2.714  -1.109 4.326  H121  E3G 49 
E3G H122  2H12  H 0 0 N N N 65.063 23.171 17.233 1.280  -2.148 4.553  H122  E3G 50 
E3G H14   H14   H 0 1 N N N 61.275 23.438 16.806 -0.818 -1.306 5.329  H14   E3G 51 
E3G H151  1H15  H 0 0 N N N 61.249 26.512 17.199 -0.912 1.673  6.049  H151  E3G 52 
E3G H152  2H15  H 0 0 N N N 59.987 25.469 17.407 -1.947 0.348  6.678  H152  E3G 53 
E3G H161  1H16  H 0 0 N N N 61.629 26.067 19.634 0.372  1.201  7.965  H161  E3G 54 
E3G H162  2H16  H 0 0 N N N 60.838 24.606 19.599 -0.258 -0.464 8.091  H162  E3G 55 
E3G H181  1H18  H 0 0 N N N 63.479 26.623 17.514 1.133  1.391  3.673  H181  E3G 56 
E3G H182  2H18  H 0 0 N N N 65.068 25.687 17.577 0.884  2.025  5.317  H182  E3G 57 
E3G H183  3H18  H 0 0 N N N 64.347 25.893 16.060 2.485  1.418  4.830  H183  E3G 58 
E3G HO8   HO8   H 0 1 N N N 64.498 26.560 6.697  -3.325 -0.314 -4.379 HO8   E3G 59 
E3G HO9   HO9   H 0 1 N N N 62.108 26.700 4.203  -1.575 -0.783 -7.242 HO9   E3G 60 
E3G HO1   HO1   H 0 1 N N N 59.030 25.869 5.125  2.821  -0.046 -5.921 HO1   E3G 61 
E3G HO2   HO2   H 0 1 N N N 56.924 24.388 6.333  4.535  0.610  -3.993 HO2   E3G 62 
# 
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 
E3G "C1'" "C2'" SING N N 1  
E3G "C1'" "O7'" SING N N 2  
E3G "C1'" O20   SING N N 3  
E3G "C1'" "H1'" SING N N 4  
E3G "C2'" "C3'" SING N N 5  
E3G "C2'" "O8'" SING N N 6  
E3G "C2'" "H2'" SING N N 7  
E3G "C3'" "C4'" SING N N 8  
E3G "C3'" "O9'" SING N N 9  
E3G "C3'" "H3'" SING N N 10 
E3G "C4'" "C5'" SING N N 11 
E3G "C4'" O10   SING N N 12 
E3G "C4'" "H4'" SING N N 13 
E3G "C5'" "C6'" SING N N 14 
E3G "C5'" "O7'" SING N N 15 
E3G "C5'" "H5'" SING N N 16 
E3G "C6'" O11   DOUB N N 17 
E3G "C6'" O12   SING N N 18 
E3G C1    C2    DOUB Y N 19 
E3G C1    C10   SING Y N 20 
E3G C1    H1    SING N N 21 
E3G C2    C3    SING Y N 22 
E3G C2    H2    SING N N 23 
E3G C3    C4    DOUB Y N 24 
E3G C3    O20   SING N N 25 
E3G C4    C5    SING Y N 26 
E3G C4    H4    SING N N 27 
E3G C5    C6    SING N N 28 
E3G C5    C10   DOUB Y N 29 
E3G C6    C7    SING N N 30 
E3G C6    H61   SING N N 31 
E3G C6    H62   SING N N 32 
E3G C7    C8    SING N N 33 
E3G C7    H71   SING N N 34 
E3G C7    H72   SING N N 35 
E3G C8    C9    SING N N 36 
E3G C8    C14   SING N N 37 
E3G C8    H8    SING N N 38 
E3G C9    C10   SING N N 39 
E3G C9    C11   SING N N 40 
E3G C9    H9    SING N N 41 
E3G C11   C12   SING N N 42 
E3G C11   H111  SING N N 43 
E3G C11   H112  SING N N 44 
E3G C12   C13   SING N N 45 
E3G C12   H121  SING N N 46 
E3G C12   H122  SING N N 47 
E3G C13   C14   SING N N 48 
E3G C13   C17   SING N N 49 
E3G C13   C18   SING N N 50 
E3G C14   C15   SING N N 51 
E3G C14   H14   SING N N 52 
E3G C15   C16   SING N N 53 
E3G C15   H151  SING N N 54 
E3G C15   H152  SING N N 55 
E3G C16   C17   SING N N 56 
E3G C16   H161  SING N N 57 
E3G C16   H162  SING N N 58 
E3G C17   O19   DOUB N N 59 
E3G C18   H181  SING N N 60 
E3G C18   H182  SING N N 61 
E3G C18   H183  SING N N 62 
E3G "O8'" HO8   SING N N 63 
E3G "O9'" HO9   SING N N 64 
E3G O10   HO1   SING N N 65 
E3G O12   HO2   SING N N 66 
# 
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 
E3G SMILES           ACDLabs              10.04 O=C4C3(C)CCC5c2c(cc(OC1OC(C(=O)O)C(O)C(O)C1O)cc2)CCC5C3CC4 
E3G InChI            InChI                1.02b 
InChI=1/C24H30O8/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-16,18-21,23,26-28H,2,4,6-9H2,1H3,(H,29,30)/t14-,15-,16+,18+,19+,20-,21+,23-,24+/m1/s1/f/h29H 
E3G InChIKey         InChI                1.02b FJAZVHYPASAQKM-LZIOXDSHDH 
E3G 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]1CCC2=O 
E3G 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]1CCC2=O 
E3G SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1CCC2=O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O 
E3G SMILES           "OpenEye OEToolkits" 1.5.0 CC12CCC3c4ccc(cc4CCC3C1CCC2=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 
E3G "SYSTEMATIC NAME" ACDLabs              10.04 "(14beta)-17-oxoestra-1,3,5(10)-trien-3-yl beta-D-glucopyranosiduronic acid"                                                                                         
E3G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-2-carboxylic acid" 
# 
