data_DXB
# 
_chem_comp.id                                    DXB 
_chem_comp.name                                  1,2-HYDRO-1-OXY-3,4-HYDRO-3-(1-METHOXY-2-OXY-3,4-DIHYDROXYPENTYL)-8,9-DIHYDROXY-7-METHYL-ANTHRACENE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H24 O7" 
_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                        388.411 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DXB 
_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        1BP8 
_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 
DXB C1   C1   C 0 1 N N N -7.336  -3.011 14.740 -1.404 0.043  -0.089 C1   DXB 1  
DXB O1   O1   O 0 1 N N N -6.239  -2.538 14.856 -2.578 -0.225 -0.234 O1   DXB 2  
DXB C9A  C9A  C 0 1 Y N N -7.705  -3.669 13.493 -0.485 0.074  -1.235 C9A  DXB 3  
DXB C2   C2   C 0 1 N N N -8.421  -2.880 15.841 -0.836 0.358  1.277  C2   DXB 4  
DXB C3   C3   C 0 1 N N R -9.761  -2.714 15.098 0.510  -0.367 1.394  C3   DXB 5  
DXB C4   C4   C 0 1 N N N -10.099 -3.995 14.309 1.483  0.200  0.366  C4   DXB 6  
DXB C4A  C4A  C 0 1 Y N N -9.031  -4.135 13.260 0.906  0.140  -1.023 C4A  DXB 7  
DXB C10  C10  C 0 1 Y N N -9.374  -4.713 12.023 1.758  0.157  -2.082 C10  DXB 8  
DXB C5A  C5A  C 0 1 Y N N -8.374  -4.837 11.060 1.267  0.118  -3.401 C5A  DXB 9  
DXB C5   C5   C 0 1 Y N N -8.716  -5.290 9.805  2.143  0.136  -4.497 C5   DXB 10 
DXB C6   C6   C 0 1 Y N N -7.787  -5.319 8.789  1.647  0.103  -5.767 C6   DXB 11 
DXB C7   C7   C 0 1 Y N N -6.483  -4.977 9.027  0.278  0.050  -6.002 C7   DXB 12 
DXB CC7  CC7  C 0 1 N N N -5.454  -5.084 7.980  -0.234 0.017  -7.419 CC7  DXB 13 
DXB C8   C8   C 0 1 Y N N -6.115  -4.526 10.256 -0.614 0.028  -4.952 C8   DXB 14 
DXB O8   O8   O 0 1 N N N -4.791  -4.253 10.447 -1.950 -0.023 -5.191 O8   DXB 15 
DXB C8A  C8A  C 0 1 Y N N -7.066  -4.413 11.291 -0.129 0.060  -3.630 C8A  DXB 16 
DXB C9   C9   C 0 1 Y N N -6.748  -3.809 12.488 -1.007 0.036  -2.531 C9   DXB 17 
DXB O9   O9   O 0 1 N N N -5.529  -3.196 12.504 -2.345 -0.023 -2.727 O9   DXB 18 
DXB CME  CME  C 0 1 N N N -10.593 -3.056 18.169 3.261  0.298  3.329  CME  DXB 19 
DXB C1S  C1S  C 0 1 N N S -10.916 -2.210 15.959 1.078  -0.167 2.801  C1S  DXB 20 
DXB O1S  O1S  O 0 1 N N N -11.309 -3.136 16.958 2.387  -0.735 2.871  O1S  DXB 21 
DXB C2S  C2S  C 0 1 N N N -12.126 -1.870 15.067 0.182  -0.843 3.806  C2S  DXB 22 
DXB O2S  O2S  O 0 1 N N N -11.995 -1.692 13.888 0.378  -1.995 4.110  O2S  DXB 23 
DXB C3S  C3S  C 0 1 N N S -13.467 -1.809 15.722 -0.958 -0.083 4.431  C3S  DXB 24 
DXB O3S  O3S  O 0 1 N N N -14.187 -0.610 15.454 -2.017 -0.988 4.749  O3S  DXB 25 
DXB C4S  C4S  C 0 1 N N S -14.277 -3.053 15.304 -0.473 0.604  5.709  C4S  DXB 26 
DXB O4S  O4S  O 0 1 N N N -14.346 -3.158 13.895 0.584  1.509  5.390  O4S  DXB 27 
DXB C5S  C5S  C 0 1 N N N -13.646 -4.360 15.811 -1.632 1.376  6.343  C5S  DXB 28 
DXB H21  1H2  H 0 1 N N N -8.418  -3.722 16.571 -1.516 0.004  2.052  H21  DXB 29 
DXB H22  2H2  H 0 1 N N N -8.214  -2.065 16.574 -0.687 1.433  1.378  H22  DXB 30 
DXB H3   H3   H 0 1 N N N -9.615  -1.883 14.368 0.366  -1.432 1.209  H3   DXB 31 
DXB H4A  H4A  H 0 1 N N N -10.208 -4.897 14.954 1.702  1.238  0.617  H4A  DXB 32 
DXB H4E  H4E  H 0 1 N N N -11.133 -3.999 13.892 2.409  -0.374 0.394  H4E  DXB 33 
DXB H10  H10  H 0 1 N N N -10.399 -5.059 11.813 2.824  0.201  -1.910 H10  DXB 34 
DXB H5   H5   H 0 1 N N N -9.746  -5.633 9.611  3.210  0.175  -4.335 H5   DXB 35 
DXB H6   H6   H 0 1 N N N -8.091  -5.619 7.772  2.330  0.119  -6.604 H6   DXB 36 
DXB HM71 HM71 H 0 0 N N N -4.391  -4.805 8.173  -0.395 1.036  -7.771 HM71 DXB 37 
DXB HM72 HM72 H 0 0 N N N -5.468  -6.129 7.591  0.497  -0.476 -8.059 HM72 DXB 38 
DXB HM73 HM73 H 0 0 N N N -5.804  -4.503 7.095  -1.175 -0.531 -7.452 HM73 DXB 39 
DXB HO8  HO8  H 0 1 N N N -4.533  -3.937 11.305 -2.259 0.891  -5.250 HO8  DXB 40 
DXB HO9  HO9  H 0 1 N N N -4.877  -3.291 11.819 -2.661 0.889  -2.779 HO9  DXB 41 
DXB HM11 HM11 H 0 0 N N N -10.902 -3.784 18.954 4.260  -0.111 3.482  HM11 DXB 42 
DXB HM12 HM12 H 0 0 N N N -9.498  -3.145 17.973 3.305  1.093  2.584  HM12 DXB 43 
DXB HM13 HM13 H 0 0 N N N -10.636 -2.017 18.571 2.886  0.702  4.269  HM13 DXB 44 
DXB HS1  HS1  H 0 1 N N N -10.550 -1.296 16.483 1.132  0.899  3.022  HS1  DXB 45 
DXB HS3  HS3  H 0 1 N N N -13.303 -1.802 16.824 -1.322 0.668  3.729  HS3  DXB 46 
DXB HO3  HO3  H 0 1 N N N -15.039 -0.571 15.870 -1.654 -1.635 5.370  HO3  DXB 47 
DXB HS4  HS4  H 0 1 N N N -15.288 -2.918 15.754 -0.110 -0.146 6.410  HS4  DXB 48 
DXB HO4  HO4  H 0 1 N N N -14.845 -3.924 13.637 0.222  2.156  4.769  HO4  DXB 49 
DXB HM51 HM51 H 0 0 N N N -14.231 -5.259 15.508 -1.286 1.866  7.254  HM51 DXB 50 
DXB HM52 HM52 H 0 0 N N N -12.582 -4.445 15.487 -1.995 2.128  5.642  HM52 DXB 51 
DXB HM53 HM53 H 0 0 N N N -13.494 -4.331 16.915 -2.439 0.686  6.586  HM53 DXB 52 
# 
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 
DXB C1  O1   DOUB N N 1  
DXB C1  C9A  SING N N 2  
DXB C1  C2   SING N N 3  
DXB C9A C4A  DOUB Y N 4  
DXB C9A C9   SING Y N 5  
DXB C2  C3   SING N N 6  
DXB C2  H21  SING N N 7  
DXB C2  H22  SING N N 8  
DXB C3  C4   SING N N 9  
DXB C3  C1S  SING N N 10 
DXB C3  H3   SING N N 11 
DXB C4  C4A  SING N N 12 
DXB C4  H4A  SING N N 13 
DXB C4  H4E  SING N N 14 
DXB C4A C10  SING Y N 15 
DXB C10 C5A  DOUB Y N 16 
DXB C10 H10  SING N N 17 
DXB C5A C5   SING Y N 18 
DXB C5A C8A  SING Y N 19 
DXB C5  C6   DOUB Y N 20 
DXB C5  H5   SING N N 21 
DXB C6  C7   SING Y N 22 
DXB C6  H6   SING N N 23 
DXB C7  CC7  SING N N 24 
DXB C7  C8   DOUB Y N 25 
DXB CC7 HM71 SING N N 26 
DXB CC7 HM72 SING N N 27 
DXB CC7 HM73 SING N N 28 
DXB C8  O8   SING N N 29 
DXB C8  C8A  SING Y N 30 
DXB O8  HO8  SING N N 31 
DXB C8A C9   DOUB Y N 32 
DXB C9  O9   SING N N 33 
DXB O9  HO9  SING N N 34 
DXB CME O1S  SING N N 35 
DXB CME HM11 SING N N 36 
DXB CME HM12 SING N N 37 
DXB CME HM13 SING N N 38 
DXB C1S O1S  SING N N 39 
DXB C1S C2S  SING N N 40 
DXB C1S HS1  SING N N 41 
DXB C2S O2S  DOUB N N 42 
DXB C2S C3S  SING N N 43 
DXB C3S O3S  SING N N 44 
DXB C3S C4S  SING N N 45 
DXB C3S HS3  SING N N 46 
DXB O3S HO3  SING N N 47 
DXB C4S O4S  SING N N 48 
DXB C4S C5S  SING N N 49 
DXB C4S HS4  SING N N 50 
DXB O4S HO4  SING N N 51 
DXB C5S HM51 SING N N 52 
DXB C5S HM52 SING N N 53 
DXB C5S HM53 SING N N 54 
# 
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 
DXB SMILES           ACDLabs              10.04 O=C(C(O)C(O)C)C(OC)C3CC(=O)c2c(cc1ccc(c(O)c1c2O)C)C3                                                                                                               
DXB InChI            InChI                1.02b InChI=1/C21H24O7/c1-9-4-5-11-6-12-7-13(21(28-3)20(27)18(25)10(2)22)8-14(23)15(12)19(26)16(11)17(9)24/h4-6,10,13,18,21-22,24-26H,7-8H2,1-3H3/t10-,13+,18-,21-/m0/s1 
DXB InChIKey         InChI                1.02b XBKVKSRQTHGEJA-LAHPPJGFBF                                                                                                                                          
DXB SMILES_CANONICAL CACTVS               3.341 CO[C@@H]([C@H]1CC(=O)c2c(O)c3c(O)c(C)ccc3cc2C1)C(=O)[C@@H](O)[C@H](C)O                                                                                             
DXB SMILES           CACTVS               3.341 CO[CH]([CH]1CC(=O)c2c(O)c3c(O)c(C)ccc3cc2C1)C(=O)[CH](O)[CH](C)O                                                                                                   
DXB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc2cc3c(c(c2c1O)O)C(=O)C[C@@H](C3)[C@@H](C(=O)[C@H]([C@H](C)O)O)OC                                                                                             
DXB SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc2cc3c(c(c2c1O)O)C(=O)CC(C3)C(C(=O)C(C(C)O)O)OC                                                                                                               
# 
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 
DXB "SYSTEMATIC NAME" ACDLabs              10.04 (1S)-5-deoxy-1-C-[(2R)-5,10-dihydroxy-6-methyl-4-oxo-1,2,3,4-tetrahydroanthracen-2-yl]-1-O-methyl-L-ribulose   
DXB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3R)-3-[(1S,3S,4S)-3,4-dihydroxy-1-methoxy-2-oxo-pentyl]-8,9-dihydroxy-7-methyl-3,4-dihydro-2H-anthracen-1-one 
# 
