data_46D
# 
_chem_comp.id                                    46D 
_chem_comp.name                                  "(4AR,6R,7S,8R,8AR)-8-((5R,6R)-3-CARBOXY-TETRAHYDRO-4,5,6-TRIHYDROXY-2H-PYRAN-2-YLOXY)-HEXAHYDRO-6,7-DIHYDROXY-2-METHYLPYRANO[3,2-D][1,3]DIOXINE-2-CARBOXYLIC ACID)" 
_chem_comp.type                                  D-SACCHARIDE 
_chem_comp.pdbx_type                             ATOMS 
_chem_comp.formula                               "C15 H22 O14" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "4,6-O-(1-CARBOXYETHYLIDENE)-BETA-D-MANNOSE-(1->4)-BETA-D-GLUCURONIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-04-11 
_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                        426.327 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     46D 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1X1J 
_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 
46D O6A  O6A  O 0 1 N N N 20.737 56.248 80.081 -8.916 -1.143 -3.173 O6A  46D 1  
46D C6   C6   C 0 1 N N N 19.659 56.616 79.566 -8.381 -1.352 -4.401 C6   46D 2  
46D O6B  O6B  O 0 1 N N N 18.778 55.831 79.154 -8.279 -0.492 -5.262 O6B  46D 3  
46D C5   C5   C 0 1 N N S 19.417 58.120 79.424 -7.936 -2.771 -4.547 C5   46D 4  
46D O5   O5   O 0 1 N N N 20.049 58.566 78.211 -8.153 -3.043 -5.925 O5   46D 5  
46D C1   C1   C 0 1 N N R 19.948 59.990 78.043 -7.823 -4.385 -6.273 C1   46D 6  
46D C2   C2   C 0 1 N N R 18.472 60.375 77.913 -6.337 -4.646 -6.028 C2   46D 7  
46D O2   O2   O 0 1 N N N 18.364 61.796 77.788 -6.043 -6.020 -6.278 O2   46D 8  
46D C3   C3   C 0 1 N N R 17.699 59.908 79.149 -5.944 -4.301 -4.591 C3   46D 9  
46D O3   O3   O 0 1 N N N 16.306 60.146 78.933 -4.520 -4.297 -4.480 O3   46D 10 
46D C4   C4   C 0 1 N N S 17.922 58.415 79.409 -6.464 -2.921 -4.185 C4   46D 11 
46D OP1  OP1  O 0 1 N N N 17.358 58.040 80.677 -6.320 -2.765 -2.781 OP1  46D 12 
46D CP1  CP1  C 0 1 N N S 16.101 57.359 80.531 -5.460 -1.674 -2.465 CP1  46D 13 
46D OP5  OP5  O 0 1 N N N 15.062 58.292 80.187 -4.165 -1.867 -3.044 OP5  46D 14 
46D CP5  CP5  C 0 1 N N R 13.800 57.631 79.994 -3.291 -0.771 -2.778 CP5  46D 15 
46D CP6  CP6  C 0 1 N N N 12.718 58.617 79.586 -1.952 -0.988 -3.483 CP6  46D 16 
46D OP6  OP6  O 0 1 N N N 11.470 57.922 79.423 -0.848 -0.602 -2.663 OP6  46D 17 
46D CP7  CP7  C 0 1 N N S 11.040 57.201 80.586 -1.085 0.577  -1.896 CP7  46D 18 
46D CP9  CP9  C 0 1 N N N 10.582 58.152 81.696 0.057  0.587  -0.928 CP9  46D 19 
46D OP7  OP7  O 0 1 N N N 10.631 57.722 82.868 -0.054 0.556  0.288  OP7  46D 20 
46D OP8  OP8  O 0 1 N N N 10.191 59.288 81.349 1.241  0.637  -1.586 OP8  46D 21 
46D CP8  CP8  C 0 1 N N N 9.847  56.335 80.177 -1.052 1.838  -2.748 CP8  46D 22 
46D OP4  OP4  O 0 1 N N N 12.073 56.323 81.055 -2.254 0.572  -1.074 OP4  46D 23 
46D CP4  CP4  C 0 1 N N S 13.326 56.988 81.287 -3.062 -0.588 -1.279 CP4  46D 24 
46D CP3  CP3  C 0 1 N N R 14.385 55.977 81.731 -4.401 -0.420 -0.562 CP3  46D 25 
46D OP3  OP3  O 0 1 N N N 14.015 55.442 83.005 -4.184 -0.410 0.845  OP3  46D 26 
46D CP2  CP2  C 0 1 N N S 15.755 56.651 81.845 -5.352 -1.560 -0.941 CP2  46D 27 
46D OP2  OP2  O 0 1 N N N 15.713 57.614 82.901 -4.838 -2.798 -0.438 OP2  46D 28 
46D O1   O1   O 0 1 N Y N ?      ?      ?      -8.085 -4.604 -7.658 O1   46D 29 
46D H6A  H6A  H 0 1 N N N 21.406 56.844 80.394 -9.213 -0.215 -3.056 H6A  46D 30 
46D H5   H5   H 0 1 N N N 19.854 58.667 80.291 -8.588 -3.394 -3.924 H5   46D 31 
46D H1   H1   H 0 1 N N N 20.595 60.782 78.484 -8.446 -5.087 -5.705 H1   46D 32 
46D H2   H2   H 0 1 N N N 18.041 59.884 77.009 -5.728 -4.064 -6.731 H2   46D 33 
46D HO2  HO2  H 0 1 N N N 17.448 62.034 77.707 -6.633 -6.300 -6.994 HO2  46D 34 
46D H3   H3   H 0 1 N N N 18.063 60.474 80.037 -6.307 -5.065 -3.892 H3   46D 35 
46D HO3  HO3  H 0 1 N N N 15.826 59.856 79.700 -4.198 -3.643 -5.118 HO3  46D 36 
46D H4   H4   H 0 1 N N N 17.425 57.831 78.599 -5.860 -2.140 -4.666 H4   46D 37 
46D HP1  HP1  H 0 1 N N N 16.184 56.607 79.711 -5.912 -0.772 -2.892 HP1  46D 38 
46D HP5  HP5  H 0 1 N N N 13.962 56.868 79.197 -3.737 0.141  -3.200 HP5  46D 39 
46D HP61 1HP6 H 0 0 N N N 12.634 59.469 80.299 -1.809 -2.039 -3.754 HP61 46D 40 
46D HP62 2HP6 H 0 0 N N N 12.998 59.197 78.676 -1.915 -0.416 -4.417 HP62 46D 41 
46D HP8  HP8  H 0 1 N N N 9.906  59.877 82.037 2.003  0.646  -0.968 HP8  46D 42 
46D HP81 1HP8 H 0 0 N N N 9.512  55.774 81.081 -0.993 2.728  -2.115 HP81 46D 43 
46D HP82 2HP8 H 0 0 N N N 9.026  56.922 79.702 -0.184 1.830  -3.414 HP82 46D 44 
46D HP83 3HP8 H 0 0 N N N 10.070 55.669 79.311 -1.955 1.911  -3.362 HP83 46D 45 
46D HP4  HP4  H 0 1 N N N 13.180 57.757 82.080 -2.535 -1.451 -0.849 HP4  46D 46 
46D HP3  HP3  H 0 1 N N N 14.447 55.161 80.973 -4.847 0.547  -0.823 HP3  46D 47 
46D H6   H6   H 0 1 N N N 14.672 54.814 83.280 -4.624 0.384  1.187  H6   46D 48 
46D HP2  HP2  H 0 1 N N N 16.530 55.879 82.059 -6.335 -1.425 -0.479 HP2  46D 49 
46D H7   H7   H 0 1 N N N 15.498 57.175 83.715 -4.474 -2.603 0.437  H7   46D 50 
46D HO1  HO1  H 0 1 N N N -0.066 0.941  -0.111 -7.306 -4.284 -8.139 HO1  46D 51 
# 
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 
46D O6A C6   SING N N 1  
46D O6A H6A  SING N N 2  
46D C6  O6B  DOUB N N 3  
46D C6  C5   SING N N 4  
46D C5  O5   SING N N 5  
46D C5  C4   SING N N 6  
46D C5  H5   SING N N 7  
46D O5  C1   SING N N 8  
46D C1  C2   SING N N 9  
46D C1  O1   SING N N 10 
46D C1  H1   SING N N 11 
46D C2  O2   SING N N 12 
46D C2  C3   SING N N 13 
46D C2  H2   SING N N 14 
46D O2  HO2  SING N N 15 
46D C3  O3   SING N N 16 
46D C3  C4   SING N N 17 
46D C3  H3   SING N N 18 
46D O3  HO3  SING N N 19 
46D C4  OP1  SING N N 20 
46D C4  H4   SING N N 21 
46D OP1 CP1  SING N N 22 
46D CP1 OP5  SING N N 23 
46D CP1 CP2  SING N N 24 
46D CP1 HP1  SING N N 25 
46D OP5 CP5  SING N N 26 
46D CP5 CP6  SING N N 27 
46D CP5 CP4  SING N N 28 
46D CP5 HP5  SING N N 29 
46D CP6 OP6  SING N N 30 
46D CP6 HP61 SING N N 31 
46D CP6 HP62 SING N N 32 
46D OP6 CP7  SING N N 33 
46D CP7 CP9  SING N N 34 
46D CP7 CP8  SING N N 35 
46D CP7 OP4  SING N N 36 
46D CP9 OP7  DOUB N N 37 
46D CP9 OP8  SING N N 38 
46D OP8 HP8  SING N N 39 
46D CP8 HP81 SING N N 40 
46D CP8 HP82 SING N N 41 
46D CP8 HP83 SING N N 42 
46D OP4 CP4  SING N N 43 
46D CP4 CP3  SING N N 44 
46D CP4 HP4  SING N N 45 
46D CP3 OP3  SING N N 46 
46D CP3 CP2  SING N N 47 
46D CP3 HP3  SING N N 48 
46D OP3 H6   SING N N 49 
46D CP2 OP2  SING N N 50 
46D CP2 HP2  SING N N 51 
46D OP2 H7   SING N N 52 
46D O1  HO1  SING N N 53 
# 
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 
46D SMILES           ACDLabs              10.04 O=C(O)C3OC(O)C(O)C(O)C3OC1OC2COC(OC2C(O)C1O)(C(=O)O)C 
46D InChI            InChI                1.02b 
InChI=1/C15H22O14/c1-15(14(23)24)25-2-3-8(29-15)5(17)7(19)13(26-3)28-9-4(16)6(18)12(22)27-10(9)11(20)21/h3-10,12-13,16-19,22H,2H2,1H3,(H,20,21)(H,23,24)/t3-,4-,5-,6-,7+,8-,9+,10+,12?,13+,15+/m1/s1/f/h20,23H 
46D InChIKey         InChI                1.02b GZJXZKGVHLWBOW-CZVXPUMDDV 
46D SMILES_CANONICAL CACTVS               3.341 C[C@@]1(OC[C@H]2O[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O)O[C@@H]3C(O)=O)[C@@H](O)[C@@H](O)[C@@H]2O1)C(O)=O 
46D SMILES           CACTVS               3.341 C[C]1(OC[CH]2O[CH](O[CH]3[CH](O)[CH](O)[CH](O)O[CH]3C(O)=O)[CH](O)[CH](O)[CH]2O1)C(O)=O 
46D SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@]1(OC[C@@H]2[C@@H](O1)[C@@H]([C@@H]([C@@H](O2)O[C@H]3[C@@H]([C@H]([C@@H](O[C@@H]3C(=O)O)O)O)O)O)O)C(=O)O 
46D SMILES           "OpenEye OEToolkits" 1.5.0 CC1(OCC2C(O1)C(C(C(O2)OC3C(C(C(OC3C(=O)O)O)O)O)O)O)C(=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 
46D "SYSTEMATIC NAME" ACDLabs              10.04 "4-O-{4,6-O-[(1S)-1-carboxyethylidene]-beta-D-mannopyranosyl}-beta-D-glucopyranuronic acid"                                                                                    
46D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,4aR,6S,7S,8R,8aS)-6-[(2S,3S,4R,5R,6R)-2-carboxy-4,5,6-trihydroxy-oxan-3-yl]oxy-7,8-dihydroxy-2-methyl-4,4a,6,7,8,8a-hexahydropyrano[5,6-d][1,3]dioxine-2-carboxylic acid" 
# 
