data_AB0
# 
_chem_comp.id                                    AB0 
_chem_comp.name                                  "3,7:6,10:9,14-TRIANHYDRO-2,5,11,12,13-PENTADEOXY-4-O-(METHOXYMETHYL)-L-ARABINO-L-ALLO-TETRADEC-12-ENONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H24 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "CIGUATOXIN ABC RING FRAGMENT" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-11-21 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        344.357 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AB0 
_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        ? 
_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 
AB0 C22  C22  C 0 1 N N N -2.205 -2.941 18.914 9.987  -4.447 4.292  C22  AB0 1  
AB0 O21  O21  O 0 1 N N N -1.087 -3.672 19.426 9.325  -4.381 3.036  O21  AB0 2  
AB0 C20  C20  C 0 1 N N N -1.390 -4.194 20.728 8.593  -5.572 2.747  C20  AB0 3  
AB0 O17  O17  O 0 1 N N N -1.515 -3.134 21.689 7.554  -5.858 3.683  O17  AB0 4  
AB0 C14  C14  C 0 1 N N S -0.233 -2.608 22.068 6.611  -4.798 3.780  C14  AB0 5  
AB0 C15  C15  C 0 1 N N N 0.134  -1.394 21.207 5.966  -4.560 2.415  C15  AB0 6  
AB0 C10  C10  C 0 1 N N R 1.411  -0.728 21.730 4.826  -3.556 2.540  C10  AB0 7  
AB0 O11  O11  O 0 1 N N N 1.652  0.495  21.017 4.156  -3.431 1.291  O11  AB0 8  
AB0 C05  C05  C 0 1 N N S 2.851  1.186  21.409 3.146  -2.409 1.316  C05  AB0 9  
AB0 C06  C06  C 0 1 N N N 2.870  2.369  20.433 2.603  -2.316 -0.116 C06  AB0 10 
AB0 C07  C07  C 0 1 N N N 3.727  3.436  20.680 1.674  -1.176 -0.395 C07  AB0 11 
AB0 C01  C01  C 0 1 N N N 4.524  3.773  21.769 0.608  -0.835 0.340  C01  AB0 12 
AB0 C02  C02  C 0 1 N N N 4.733  3.113  22.974 0.147  -1.541 1.572  C02  AB0 13 
AB0 O03  O03  O 0 1 N N N 4.148  1.852  23.338 1.176  -1.639 2.548  O03  AB0 14 
AB0 C04  C04  C 0 1 N N R 2.817  1.547  22.892 2.067  -2.742 2.361  C04  AB0 15 
AB0 C08  C08  C 0 1 N N R 2.463  0.296  23.702 2.705  -3.023 3.732  C08  AB0 16 
AB0 O16  O16  O 0 1 N N N 2.295  0.646  25.078 1.710  -3.545 4.616  O16  AB0 17 
AB0 C09  C09  C 0 1 N N S 1.187  -0.374 23.192 3.847  -4.028 3.610  C09  AB0 18 
AB0 O12  O12  O 0 1 N N N 0.931  -1.578 23.931 4.522  -4.143 4.865  O12  AB0 19 
AB0 C13  C13  C 0 1 N N R -0.315 -2.162 23.521 5.549  -5.142 4.834  C13  AB0 20 
AB0 C18  C18  C 0 1 N N N -0.636 -3.354 24.425 6.151  -5.226 6.233  C18  AB0 21 
AB0 C19  C19  C 0 1 N N N -0.752 -2.907 25.883 5.108  -5.536 7.272  C19  AB0 22 
AB0 O23  O23  O 0 1 N N N -1.454 -1.943 26.184 5.684  -5.592 8.500  O23  AB0 23 
AB0 O24  O24  O 0 1 N N N -0.135 -3.504 26.766 3.916  -5.716 7.072  O24  AB0 24 
AB0 H23  H23  H 0 1 N N N -1.408 -1.798 27.122 5.029  -5.794 9.203  H23  AB0 25 
AB0 H181 1H18 H 0 0 N N N -1.590 -3.800 24.108 6.908  -6.013 6.248  H181 AB0 26 
AB0 H182 2H18 H 0 0 N N N 0.176  -4.091 24.343 6.617  -4.268 6.478  H182 AB0 27 
AB0 H13  H13  H 0 1 N N N -1.116 -1.413 23.609 5.095  -6.117 4.617  H13  AB0 28 
AB0 H09  H09  H 0 1 N N N 0.328  0.303  23.313 3.419  -5.007 3.352  H09  AB0 29 
AB0 H08  H08  H 0 1 N N N 3.291  -0.419 23.587 3.058  -2.093 4.193  H08  AB0 30 
AB0 H16  H16  H 0 1 N N N 2.258  -0.144 25.604 0.864  -3.181 4.319  H16  AB0 31 
AB0 H04  H04  H 0 1 N N N 2.108  2.378  23.023 1.499  -3.635 2.066  H04  AB0 32 
AB0 H021 1H02 H 0 0 N N N 5.818  2.934  23.007 -0.650 -0.941 2.026  H021 AB0 33 
AB0 H022 2H02 H 0 0 N N N 4.220  3.790  23.673 -0.292 -2.518 1.340  H022 AB0 34 
AB0 H01  H01  H 0 1 N N N 5.069  4.699  21.660 -0.001 -0.001 -0.000 H01  AB0 35 
AB0 H07  H07  H 0 1 N N N 3.785  4.143  19.865 1.876  -0.599 -1.294 H07  AB0 36 
AB0 H061 1H06 H 0 0 N N N 3.159  1.959  19.454 2.124  -3.260 -0.407 H061 AB0 37 
AB0 H062 2H06 H 0 0 N N N 1.864  2.806  20.521 3.461  -2.219 -0.796 H062 AB0 38 
AB0 H05  H05  H 0 1 N N N 3.782  0.604  21.340 3.624  -1.451 1.563  H05  AB0 39 
AB0 H10  H10  H 0 1 N N N 2.264  -1.410 21.600 5.262  -2.586 2.818  H10  AB0 40 
AB0 H151 1H15 H 0 0 N N N 0.299  -1.724 20.171 5.600  -5.506 1.995  H151 AB0 41 
AB0 H152 2H15 H 0 0 N N N -0.690 -0.666 21.250 6.714  -4.207 1.694  H152 AB0 42 
AB0 H14  H14  H 0 1 N N N 0.532  -3.386 21.928 7.150  -3.891 4.079  H14  AB0 43 
AB0 H201 1H20 H 0 0 N N N -2.339 -4.747 20.680 9.278  -6.427 2.725  H201 AB0 44 
AB0 H202 2H20 H 0 0 N N N -0.571 -4.858 21.041 8.166  -5.477 1.742  H202 AB0 45 
AB0 H221 1H22 H 0 0 N N N -2.924 -2.753 19.725 9.601  -5.294 4.864  H221 AB0 46 
AB0 H222 2H22 H 0 0 N N N -1.858 -1.982 18.502 9.820  -3.517 4.842  H222 AB0 47 
AB0 H223 3H22 H 0 0 N N N -2.693 -3.526 18.120 11.058 -4.581 4.123  H223 AB0 48 
# 
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 
AB0 C22 O21  SING N N 1  
AB0 C22 H221 SING N N 2  
AB0 C22 H222 SING N N 3  
AB0 C22 H223 SING N N 4  
AB0 O21 C20  SING N N 5  
AB0 C20 O17  SING N N 6  
AB0 C20 H201 SING N N 7  
AB0 C20 H202 SING N N 8  
AB0 O17 C14  SING N N 9  
AB0 C14 C15  SING N N 10 
AB0 C14 C13  SING N N 11 
AB0 C14 H14  SING N N 12 
AB0 C15 C10  SING N N 13 
AB0 C15 H151 SING N N 14 
AB0 C15 H152 SING N N 15 
AB0 C10 O11  SING N N 16 
AB0 C10 C09  SING N N 17 
AB0 C10 H10  SING N N 18 
AB0 O11 C05  SING N N 19 
AB0 C05 C06  SING N N 20 
AB0 C05 C04  SING N N 21 
AB0 C05 H05  SING N N 22 
AB0 C06 C07  SING N N 23 
AB0 C06 H061 SING N N 24 
AB0 C06 H062 SING N N 25 
AB0 C07 C01  DOUB N N 26 
AB0 C07 H07  SING N N 27 
AB0 C01 C02  SING N N 28 
AB0 C01 H01  SING N N 29 
AB0 C02 O03  SING N N 30 
AB0 C02 H021 SING N N 31 
AB0 C02 H022 SING N N 32 
AB0 O03 C04  SING N N 33 
AB0 C04 C08  SING N N 34 
AB0 C04 H04  SING N N 35 
AB0 C08 C09  SING N N 36 
AB0 C08 H08  SING N N 37 
AB0 C08 O16  SING N N 38 
AB0 O16 H16  SING N N 39 
AB0 C09 O12  SING N N 40 
AB0 C09 H09  SING N N 41 
AB0 O12 C13  SING N N 42 
AB0 C13 C18  SING N N 43 
AB0 C13 H13  SING N N 44 
AB0 C18 C19  SING N N 45 
AB0 C18 H181 SING N N 46 
AB0 C18 H182 SING N N 47 
AB0 C19 O23  SING N N 48 
AB0 C19 O24  DOUB N N 49 
AB0 O23 H23  SING N N 50 
# 
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 
AB0 SMILES           ACDLabs              10.04 O=C(O)CC2OC1C(O)C3OCC=CCC3OC1CC2OCOC                                                                                                                                       
AB0 InChI            InChI                1.02b InChI=1/C16H24O8/c1-20-8-22-10-6-12-16(24-11(10)7-13(17)18)14(19)15-9(23-12)4-2-3-5-21-15/h2-3,9-12,14-16,19H,4-8H2,1H3,(H,17,18)/t9-,10-,11+,12+,14+,15-,16+/m0/s1/f/h17H 
AB0 InChIKey         InChI                1.02b BUTGPEQQPCQQSZ-FMURWNCYDK                                                                                                                                                  
AB0 SMILES_CANONICAL CACTVS               3.341 COCO[C@H]1C[C@H]2O[C@H]3CC=CCO[C@@H]3[C@@H](O)[C@@H]2O[C@@H]1CC(O)=O                                                                                                       
AB0 SMILES           CACTVS               3.341 COCO[CH]1C[CH]2O[CH]3CC=CCO[CH]3[CH](O)[CH]2O[CH]1CC(O)=O                                                                                                                  
AB0 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COCO[C@H]1C[C@@H]2[C@H]([C@@H]([C@@H]3[C@@H](O2)CC=CCO3)O)O[C@@H]1CC(=O)O                                                                                                  
AB0 SMILES           "OpenEye OEToolkits" 1.5.0 COCOC1CC2C(C(C3C(O2)CC=CCO3)O)OC1CC(=O)O                                                                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           AB0 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "3,7:6,10:9,14-trianhydro-2,5,11,12,13-pentadeoxy-4-O-(methoxymethyl)-L-arabino-L-allo-tetradec-12-enonic acid" 
# 
