data_KME
#

_chem_comp.id                                   KME
_chem_comp.name                                 "(1E)-prop-1-en-1-yl 3-deoxy-7-O-methyl-alpha-D-manno-oct-2-ulopyranosidonic acid"
_chem_comp.type                                 D-saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C12 H20 O8"
_chem_comp.mon_nstd_parent_comp_id              KDO
_chem_comp.pdbx_synonyms                        
;(1E)-prop-1-en-1-yl 3-deoxy-7-O-methyl-alpha-D-manno-oct-2-ulosidonic acid; (1E)-prop-1-en-1-yl
3-deoxy-7-O-methyl-D-manno-oct-2-ulosidonic acid; (1E)-prop-1-en-1-yl 3-deoxy-7-O-methyl-manno-oct-2-ulosidonic acid
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2009-08-06
_chem_comp.pdbx_modified_date                   2020-07-17
_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                       292.282
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    KME
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       3IKC
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
loop_
_pdbx_chem_comp_synonyms.ordinal
_pdbx_chem_comp_synonyms.comp_id
_pdbx_chem_comp_synonyms.name
_pdbx_chem_comp_synonyms.provenance
_pdbx_chem_comp_synonyms.type
1  KME  "(1E)-prop-1-en-1-yl 3-deoxy-7-O-methyl-alpha-D-manno-oct-2-ulosidonic acid"  PDB  ?  
2  KME  "(1E)-prop-1-en-1-yl 3-deoxy-7-O-methyl-D-manno-oct-2-ulosidonic acid"        PDB  ?  
3  KME  "(1E)-prop-1-en-1-yl 3-deoxy-7-O-methyl-manno-oct-2-ulosidonic acid"          PDB  ?  
#   #
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
KME  C1    C1    C  0  1  N  N  N  -23.175  59.135  73.273   2.362   0.516  -1.379  C1    KME   1  
KME  C2    C2    C  0  1  N  N  R  -24.133  58.069  73.828   1.349   0.593  -0.266  C2    KME   2  
KME  O2    O2    O  0  1  N  N  N  -23.887  57.839  75.222   1.826  -0.139   0.864  O2    KME   3  
KME  C3    C3    C  0  1  N  N  N  -25.589  58.538  73.710   1.133   2.057   0.127  C3    KME   4  
KME  C4    C4    C  0  1  N  N  R  -26.489  57.422  74.268   0.058   2.132   1.216  C4    KME   5  
KME  O4    O4    O  0  1  N  N  N  -27.866  57.807  74.200  -0.201   3.499   1.539  O4    KME   6  
KME  C5    C5    C  0  1  N  N  R  -26.239  56.174  73.425  -1.224   1.473   0.699  C5    KME   7  
KME  O5    O5    O  0  1  N  N  N  -26.608  56.387  72.059  -1.713   2.201  -0.429  O5    KME   8  
KME  C6    C6    C  0  1  N  N  S  -24.760  55.769  73.525  -0.918   0.032   0.284  C6    KME   9  
KME  O6    O6    O  0  1  N  N  N  -23.904  56.849  73.122   0.111   0.032  -0.709  O6    KME  10  
KME  C7    C7    C  0  1  N  N  R  -24.373  54.514  72.697  -2.180  -0.613  -0.290  C7    KME  11  
KME  O7    O7    O  0  1  N  N  N  -25.169  53.287  72.602  -3.209  -0.613   0.702  O7    KME  12  
KME  C8    C8    C  0  1  N  N  N  -22.945  54.225  73.156  -1.873  -2.054  -0.705  C8    KME  13  
KME  O8    O8    O  0  1  N  N  N  -22.597  53.073  72.421  -3.019  -2.619  -1.347  O8    KME  14  
KME  C9    C9    C  0  1  N  N  N  -26.395  53.458  71.877  -4.532  -0.535   0.168  C9    KME  15  
KME  C10   C10   C  0  1  N  N  N  -23.673  59.073  75.948   2.069  -1.461   0.684  C10   KME  16  
KME  C11   C11   C  0  1  N  N  N  -24.570  60.130  76.039   2.511  -2.192   1.687  C11   KME  17  
KME  C12   C12   C  0  1  N  N  N  -24.218  61.257  76.782   2.781  -3.661   1.487  C12   KME  18  
KME  O1A   O1A   O  0  1  N  N  N  -22.039  58.739  72.933   3.345  -0.176  -1.255  O1A   KME  19  
KME  O1B   O1B   O  0  1  N  N  N  -23.590  60.314  73.198   2.169   1.211  -2.511  O1B   KME  20  
KME  H31   H3    H  0  1  N  N  N  -25.735  59.463  74.287   2.066   2.473   0.506  H31   KME  21  
KME  H32   H3A   H  0  1  N  N  N  -25.838  58.732  72.656   0.807   2.624  -0.745  H32   KME  22  
KME  H4    H4    H  0  1  N  N  N  -26.255  57.228  75.325   0.405   1.606   2.106  H4    KME  23  
KME  HO4   HO4   H  0  1  N  Y  N  -28.408  57.109  74.548   0.572   3.979   1.868  HO4   KME  24  
KME  H5    H5    H  0  1  N  N  N  -26.866  55.359  73.816  -1.977   1.473   1.487  H5    KME  25  
KME  HO5   HO5   H  0  1  N  Y  N  -26.442  55.597  71.559  -1.924   3.126  -0.239  HO5   KME  26  
KME  H6    H6    H  0  1  N  N  N  -24.619  55.519  74.587  -0.583  -0.534   1.153  H6    KME  27  
KME  H7    H7    H  0  1  N  N  N  -24.566  54.809  71.655  -2.514  -0.048  -1.160  H7    KME  28  
KME  H81   H8    H  0  1  N  N  N  -22.271  55.065  72.935  -1.030  -2.061  -1.395  H81   KME  29  
KME  H82   H8A   H  0  1  N  N  N  -22.897  54.044  74.240  -1.625  -2.641   0.179  H82   KME  30  
KME  HO8   HO8   H  0  1  N  Y  N  -21.711  52.812  72.642  -2.895  -3.533  -1.637  HO8   KME  31  
KME  H9    H9    H  0  1  N  N  N  -26.939  52.502  71.845  -5.254  -0.539   0.984  H9    KME  32  
KME  H9A   H9A   H  0  1  N  N  N  -27.015  54.216  72.379  -4.638   0.385  -0.406  H9A   KME  33  
KME  H9B   H9B   H  0  1  N  N  N  -26.171  53.787  70.851  -4.712  -1.391  -0.481  H9B   KME  34  
KME  H10   H10   H  0  1  N  N  N  -22.731  59.182  76.465   1.901  -1.915  -0.282  H10   KME  35  
KME  H11   H11   H  0  1  N  N  N  -25.527  60.080  75.541   2.680  -1.739   2.652  H11   KME  36  
KME  H12   H12   H  0  1  N  N  N  -25.037  61.990  76.748   3.138  -4.096   2.421  H12   KME  37  
KME  H12A  H12A  H  0  0  N  N  N  -24.032  60.964  77.826   1.862  -4.161   1.181  H12A  KME  38  
KME  H12B  H12B  H  0  0  N  N  N  -23.307  61.705  76.358   3.539  -3.789   0.714  H12B  KME  39  
KME  HO1B  HO1B  H  0  0  N  N  N  -22.906  60.869  72.841   2.846   1.129  -3.197  HO1B  KME  40  
#   #
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
KME  O1A  C1    DOUB  N  N   1  
KME  O1B  C1    SING  N  N   2  
KME  C1   C2    SING  N  N   3  
KME  O6   C2    SING  N  N   4  
KME  C3   C2    SING  N  N   5  
KME  C2   O2    SING  N  N   6  
KME  O2   C10   SING  N  N   7  
KME  C3   C4    SING  N  N   8  
KME  C3   H31   SING  N  N   9  
KME  C3   H32   SING  N  N  10  
KME  C5   C4    SING  N  N  11  
KME  O4   C4    SING  N  N  12  
KME  C4   H4    SING  N  N  13  
KME  O4   HO4   SING  N  N  14  
KME  O5   C5    SING  N  N  15  
KME  C5   C6    SING  N  N  16  
KME  C5   H5    SING  N  N  17  
KME  O5   HO5   SING  N  N  18  
KME  C7   C6    SING  N  N  19  
KME  O6   C6    SING  N  N  20  
KME  C6   H6    SING  N  N  21  
KME  O7   C7    SING  N  N  22  
KME  C7   C8    SING  N  N  23  
KME  C7   H7    SING  N  N  24  
KME  C9   O7    SING  N  N  25  
KME  O8   C8    SING  N  N  26  
KME  C8   H81   SING  N  N  27  
KME  C8   H82   SING  N  N  28  
KME  O8   HO8   SING  N  N  29  
KME  C9   H9    SING  N  N  30  
KME  C9   H9A   SING  N  E  31  
KME  C9   H9B   SING  N  N  32  
KME  C10  C11   DOUB  N  N  33  
KME  C10  H10   SING  N  N  34  
KME  C11  C12   SING  N  N  35  
KME  C11  H11   SING  N  N  36  
KME  C12  H12   SING  N  N  37  
KME  C12  H12A  SING  N  N  38  
KME  C12  H12B  SING  N  N  39  
KME  O1B  HO1B  SING  N  N  40  
#   #
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
KME  SMILES            ACDLabs               11.02  "O=C(O)C1(O/C=C/C)OC(C(O)C(O)C1)C(OC)CO"  
KME  SMILES_CANONICAL  CACTVS                3.352  "CO[C@H](CO)[C@H]1O[C@@](C[C@@H](O)[C@H]1O)(O\C=C\C)C(O)=O"  
KME  SMILES            CACTVS                3.352  "CO[CH](CO)[CH]1O[C](C[CH](O)[CH]1O)(OC=CC)C(O)=O"  
KME  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.0  "C/C=C/O[C@@]1(C[C@H]([C@H]([C@H](O1)[C@@H](CO)OC)O)O)C(=O)O"  
KME  SMILES            "OpenEye OEToolkits"  1.7.0  "CC=COC1(CC(C(C(O1)C(CO)OC)O)O)C(=O)O"  
KME  InChI             InChI                 1.03   "InChI=1S/C12H20O8/c1-3-4-19-12(11(16)17)5-7(14)9(15)10(20-12)8(6-13)18-2/h3-4,7-10,13-15H,5-6H2,1-2H3,(H,16,17)/b4-3+/t7-,8-,9-,10-,12-/m1/s1"  
KME  InChIKey          InChI                 1.03   HGSGCVUFLKROQP-PPCCDUSGSA-N  
#   #
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
KME  "SYSTEMATIC NAME"  ACDLabs               11.02  "(1E)-prop-1-en-1-yl 3-deoxy-7-O-methyl-alpha-D-manno-oct-2-ulopyranosidonic acid"  
KME  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.6.1  "(2R,4R,5R,6S)-4,5-dihydroxy-6-[(1R)-2-hydroxy-1-methoxy-ethyl]-2-[(E)-prop-1-enoxy]oxane-2-carboxylic acid"  
#
_pdbx_chem_comp_related.comp_id            KME
_pdbx_chem_comp_related.related_comp_id    KDO
_pdbx_chem_comp_related.relationship_type  "Carbohydrate core"
_pdbx_chem_comp_related.details            ?
#   #
loop_
_pdbx_chem_comp_atom_related.ordinal
_pdbx_chem_comp_atom_related.comp_id
_pdbx_chem_comp_atom_related.atom_id
_pdbx_chem_comp_atom_related.related_comp_id
_pdbx_chem_comp_atom_related.related_atom_id
_pdbx_chem_comp_atom_related.related_type
 1  KME  C1    KDO  C1    "Carbohydrate core"  
 2  KME  C2    KDO  C2    "Carbohydrate core"  
 3  KME  C3    KDO  C3    "Carbohydrate core"  
 4  KME  C4    KDO  C4    "Carbohydrate core"  
 5  KME  C5    KDO  C5    "Carbohydrate core"  
 6  KME  C6    KDO  C6    "Carbohydrate core"  
 7  KME  C7    KDO  C7    "Carbohydrate core"  
 8  KME  C8    KDO  C8    "Carbohydrate core"  
 9  KME  O1A   KDO  O1A   "Carbohydrate core"  
10  KME  O1B   KDO  O1B   "Carbohydrate core"  
11  KME  O2    KDO  O2    "Carbohydrate core"  
12  KME  O4    KDO  O4    "Carbohydrate core"  
13  KME  O5    KDO  O5    "Carbohydrate core"  
14  KME  O6    KDO  O6    "Carbohydrate core"  
15  KME  O7    KDO  O7    "Carbohydrate core"  
16  KME  O8    KDO  O8    "Carbohydrate core"  
17  KME  H31   KDO  H31   "Carbohydrate core"  
18  KME  H32   KDO  H32   "Carbohydrate core"  
19  KME  H4    KDO  H4    "Carbohydrate core"  
20  KME  H5    KDO  H5    "Carbohydrate core"  
21  KME  H6    KDO  H6    "Carbohydrate core"  
22  KME  H7    KDO  H7    "Carbohydrate core"  
23  KME  H81   KDO  H81   "Carbohydrate core"  
24  KME  H82   KDO  H82   "Carbohydrate core"  
25  KME  HO1B  KDO  HO1B  "Carbohydrate core"  
26  KME  HO4   KDO  HO4   "Carbohydrate core"  
27  KME  HO5   KDO  HO5   "Carbohydrate core"  
28  KME  HO8   KDO  HO8   "Carbohydrate core"  
#   #
loop_
_pdbx_chem_comp_feature.comp_id
_pdbx_chem_comp_feature.type
_pdbx_chem_comp_feature.value
_pdbx_chem_comp_feature.source
_pdbx_chem_comp_feature.support
KME  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
KME  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
KME  "CARBOHYDRATE ANOMER"                  alpha     PDB  ?  
KME  "CARBOHYDRATE PRIMARY CARBONYL GROUP"  ketose    PDB  ?  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
KME  "Create component"          2009-08-06  RCSB  
KME  "Modify descriptor"         2011-06-04  RCSB  
KME  "Other modification"        2020-07-03  RCSB  
KME  "Modify parent residue"     2020-07-17  RCSB  
KME  "Modify synonyms"           2020-07-17  RCSB  
KME  "Modify internal type"      2020-07-17  RCSB  
KME  "Modify linking type"       2020-07-17  RCSB  
KME  "Modify atom id"            2020-07-17  RCSB  
KME  "Modify component atom id"  2020-07-17  RCSB  
KME  "Modify leaving atom flag"  2020-07-17  RCSB  
##
