data_VKV
#

_chem_comp.id                                   VKV
_chem_comp.name                                 "2-{[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-yl]oxy}propane-1,3-diol"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H40 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "2-Arachidonyl Glycerol Ether"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-08-24
_chem_comp.pdbx_modified_date                   2021-03-05
_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                       364.562
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    VKV
_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       7JVY
_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
VKV  C10  C1   C  0  1  N  N  N  10.026   6.211   -4.541    7.789  -1.223  -0.901  C10  VKV   1  
VKV  C15  C2   C  0  1  N  N  N   9.335   7.213   -3.608    7.275  -2.664  -0.921  C15  VKV   2  
VKV  C17  C3   C  0  1  N  N  N  15.526   7.757  -11.191  -10.694  -0.574  -2.720  C17  VKV   3  
VKV  C21  C4   C  0  1  N  N  N  21.655   5.792   -9.198   -4.589  -0.288   1.328  C21  VKV   4  
VKV  C22  C5   C  0  1  N  N  N  18.024   4.760   -6.074   -0.841   3.301   0.862  C22  VKV   5  
VKV  O01  O1   O  0  1  N  N  N  11.161   6.834   -5.113    6.834  -0.385  -0.246  O01  VKV   6  
VKV  O03  O2   O  0  1  N  N  N   9.943   4.939   -6.535    8.952  -1.730   1.156  O03  VKV   7  
VKV  C04  C6   C  0  1  N  N  N  13.435   5.900   -5.322    4.894   1.054  -0.320  C04  VKV   8  
VKV  C05  C7   C  0  1  N  N  N  13.581   6.783   -6.580    3.850   1.659  -1.260  C05  VKV   9  
VKV  C06  C8   C  0  1  N  N  N  12.359   6.547   -4.369    5.859   0.181  -1.124  C06  VKV  10  
VKV  C07  C9   C  0  1  N  N  N  19.073   9.153  -10.700   -7.839  -1.873  -0.487  C07  VKV  11  
VKV  C08  C10  C  0  1  N  N  N  17.825   8.298  -10.443   -8.932  -0.924  -0.984  C08  VKV  12  
VKV  C11  C11  C  0  1  N  N  N  20.319   8.375  -10.109   -7.170  -1.275   0.752  C11  VKV  13  
VKV  C12  C12  C  0  1  N  N  N  16.532   8.877  -11.038   -9.601  -1.522  -2.223  C12  VKV  14  
VKV  C14  C13  C  0  1  N  N  N   9.123   5.731   -5.679    9.119  -1.166  -0.146  C14  VKV  15  
VKV  C16  C14  C  0  1  N  N  N  20.801   7.245  -11.102   -6.094  -2.209   1.242  C16  VKV  16  
VKV  C19  C15  C  0  1  N  N  N  17.855   6.164   -6.747    0.140   2.379   0.185  C19  VKV  17  
VKV  C23  C16  C  0  1  N  N  N  21.583   4.250   -8.990   -3.889   0.176   2.579  C23  VKV  18  
VKV  C09  C17  C  0  1  N  N  N  15.063   6.809   -7.005    2.885   2.532  -0.455  C09  VKV  19  
VKV  C13  C18  C  0  1  N  N  N  15.885   7.452   -5.892    1.856   3.129  -1.381  C13  VKV  20  
VKV  C18  C19  C  0  1  N  N  N  17.203   7.145   -5.769    0.580   2.986  -1.122  C18  VKV  21  
VKV  C20  C20  C  0  1  N  N  N  21.396   6.098  -10.685   -4.876  -1.763   1.431  C20  VKV  22  
VKV  C24  C21  C  0  1  N  N  N  20.387   4.792   -6.862   -2.315   1.376   1.150  C24  VKV  23  
VKV  C25  C22  C  0  1  N  N  N  19.195   4.135   -6.137   -2.011   2.849   1.242  C25  VKV  24  
VKV  C26  C23  C  0  1  N  N  N  20.977   3.778   -7.871   -2.785   0.875   2.491  C26  VKV  25  
VKV  O02  O3   O  0  1  N  N  N   9.022   8.370   -4.346    7.193  -3.159   0.417  O02  VKV  26  
VKV  H1   H1   H  0  1  N  N  N  10.334   5.338   -3.947    7.937  -0.875  -1.923  H1   VKV  27  
VKV  H2   H2   H  0  1  N  N  N   8.413   6.769   -3.205    6.287  -2.691  -1.380  H2   VKV  28  
VKV  H3   H3   H  0  1  N  N  N  10.009   7.473   -2.779    7.960  -3.286  -1.497  H3   VKV  29  
VKV  H4   H4   H  0  1  N  N  N  14.594   8.157  -11.617  -11.171  -1.000  -3.603  H4   VKV  30  
VKV  H5   H5   H  0  1  N  N  N  15.934   6.987  -11.862  -11.439  -0.435  -1.937  H5   VKV  31  
VKV  H6   H6   H  0  1  N  N  N  15.319   7.313  -10.206  -10.251   0.389  -2.975  H6   VKV  32  
VKV  H7   H7   H  0  1  N  N  N  22.652   6.159   -8.912   -5.526   0.257   1.212  H7   VKV  33  
VKV  H8   H8   H  0  1  N  N  N  20.891   6.286   -8.579   -3.951  -0.101   0.464  H8   VKV  34  
VKV  H9   H9   H  0  1  N  N  N  17.192   4.301   -5.561   -0.580   4.335   1.034  H9   VKV  35  
VKV  H10  H10  H  0  1  N  N  N   9.424   4.616   -7.262    9.757  -1.727   1.692  H10  VKV  36  
VKV  H11  H11  H  0  1  N  N  N  13.110   4.891   -5.615    5.449   1.853   0.170  H11  VKV  37  
VKV  H12  H12  H  0  1  N  N  N  14.401   5.838   -4.800    4.394   0.444   0.434  H12  VKV  38  
VKV  H13  H13  H  0  1  N  N  N  13.244   7.805   -6.354    4.349   2.269  -2.013  H13  VKV  39  
VKV  H14  H14  H  0  1  N  N  N  12.971   6.367   -7.395    3.294   0.860  -1.749  H14  VKV  40  
VKV  H15  H15  H  0  1  N  N  N  12.124   5.847   -3.554    6.358   0.790  -1.877  H15  VKV  41  
VKV  H16  H16  H  0  1  N  N  N  12.759   7.480   -3.946    5.303  -0.619  -1.614  H16  VKV  42  
VKV  H17  H17  H  0  1  N  N  N  19.206   9.307  -11.781   -8.282  -2.836  -0.232  H17  VKV  43  
VKV  H18  H18  H  0  1  N  N  N  18.969  10.128  -10.201   -7.094  -2.011  -1.271  H18  VKV  44  
VKV  H19  H19  H  0  1  N  N  N  17.691   8.201   -9.355   -9.677  -0.786  -0.200  H19  VKV  45  
VKV  H20  H20  H  0  1  N  N  N  17.992   7.303  -10.882   -8.489   0.038  -1.239  H20  VKV  46  
VKV  H21  H21  H  0  1  N  N  N  20.035   7.915   -9.151   -6.727  -0.312   0.497  H21  VKV  47  
VKV  H22  H22  H  0  1  N  N  N  21.143   9.086   -9.945   -7.915  -1.136   1.536  H22  VKV  48  
VKV  H23  H23  H  0  1  N  N  N  16.744   9.322  -12.022  -10.044  -2.485  -1.968  H23  VKV  49  
VKV  H24  H24  H  0  1  N  N  N  16.128   9.648  -10.366   -8.856  -1.661  -3.007  H24  VKV  50  
VKV  H25  H25  H  0  1  N  N  N   8.716   6.591   -6.231    9.872  -1.733  -0.694  H25  VKV  51  
VKV  H26  H26  H  0  1  N  N  N   8.295   5.127   -5.279    9.441  -0.129  -0.055  H26  VKV  52  
VKV  H27  H27  H  0  1  N  N  N  20.650   7.392  -12.161   -6.326  -3.245   1.437  H27  VKV  53  
VKV  H28  H28  H  0  1  N  N  N  18.843   6.547   -7.041    1.007   2.235   0.830  H28  VKV  54  
VKV  H29  H29  H  0  1  N  N  N  17.220   6.065   -7.640   -0.336   1.416  -0.003  H29  VKV  55  
VKV  H30  H30  H  0  1  N  N  N  22.005   3.573   -9.718   -4.299  -0.067   3.549  H30  VKV  56  
VKV  H31  H31  H  0  1  N  N  N  15.416   5.782   -7.178    2.385   1.923   0.298  H31  VKV  57  
VKV  H32  H32  H  0  1  N  N  N  15.172   7.395   -7.930    3.440   3.332   0.035  H32  VKV  58  
VKV  H33  H33  H  0  1  N  N  N  15.422   8.147   -5.206    2.171   3.675  -2.258  H33  VKV  59  
VKV  H34  H34  H  0  1  N  N  N  17.791   7.593   -4.981   -0.157   3.302  -1.845  H34  VKV  60  
VKV  H35  H35  H  0  1  N  N  N  21.699   5.372  -11.425   -4.078  -2.454   1.660  H35  VKV  61  
VKV  H36  H36  H  0  1  N  N  N  21.156   5.074   -6.128   -3.095   1.211   0.407  H36  VKV  62  
VKV  H37  H37  H  0  1  N  N  N  20.045   5.690   -7.397   -1.414   0.836   0.856  H37  VKV  63  
VKV  H38  H38  H  0  1  N  N  N  19.312   3.164   -5.679   -2.757   3.532   1.621  H38  VKV  64  
VKV  H39  H39  H  0  1  N  N  N  20.908   2.716   -7.688   -2.211   1.092   3.380  H39  VKV  65  
VKV  H40  H40  H  0  1  N  N  N   8.593   9.001   -3.780    6.873  -4.069   0.481  H40  VKV  66  
#   #
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
VKV  C17  C12  SING  N  N   1  
VKV  C16  C20  DOUB  N  Z   2  
VKV  C16  C11  SING  N  N   3  
VKV  C12  C08  SING  N  N   4  
VKV  C07  C08  SING  N  N   5  
VKV  C07  C11  SING  N  N   6  
VKV  C20  C21  SING  N  N   7  
VKV  C21  C23  SING  N  N   8  
VKV  C23  C26  DOUB  N  Z   9  
VKV  C26  C24  SING  N  N  10  
VKV  C09  C05  SING  N  N  11  
VKV  C09  C13  SING  N  N  12  
VKV  C24  C25  SING  N  N  13  
VKV  C19  C22  SING  N  N  14  
VKV  C19  C18  SING  N  N  15  
VKV  C05  C04  SING  N  N  16  
VKV  O03  C14  SING  N  N  17  
VKV  C25  C22  DOUB  N  Z  18  
VKV  C13  C18  DOUB  N  Z  19  
VKV  C14  C10  SING  N  N  20  
VKV  C04  C06  SING  N  N  21  
VKV  O01  C10  SING  N  N  22  
VKV  O01  C06  SING  N  N  23  
VKV  C10  C15  SING  N  N  24  
VKV  O02  C15  SING  N  N  25  
VKV  C10  H1   SING  N  N  26  
VKV  C15  H2   SING  N  N  27  
VKV  C15  H3   SING  N  N  28  
VKV  C17  H4   SING  N  N  29  
VKV  C17  H5   SING  N  N  30  
VKV  C17  H6   SING  N  N  31  
VKV  C21  H7   SING  N  N  32  
VKV  C21  H8   SING  N  N  33  
VKV  C22  H9   SING  N  N  34  
VKV  O03  H10  SING  N  N  35  
VKV  C04  H11  SING  N  N  36  
VKV  C04  H12  SING  N  N  37  
VKV  C05  H13  SING  N  N  38  
VKV  C05  H14  SING  N  N  39  
VKV  C06  H15  SING  N  N  40  
VKV  C06  H16  SING  N  N  41  
VKV  C07  H17  SING  N  N  42  
VKV  C07  H18  SING  N  N  43  
VKV  C08  H19  SING  N  N  44  
VKV  C08  H20  SING  N  N  45  
VKV  C11  H21  SING  N  N  46  
VKV  C11  H22  SING  N  N  47  
VKV  C12  H23  SING  N  N  48  
VKV  C12  H24  SING  N  N  49  
VKV  C14  H25  SING  N  N  50  
VKV  C14  H26  SING  N  N  51  
VKV  C16  H27  SING  N  N  52  
VKV  C19  H28  SING  N  N  53  
VKV  C19  H29  SING  N  N  54  
VKV  C23  H30  SING  N  N  55  
VKV  C09  H31  SING  N  N  56  
VKV  C09  H32  SING  N  N  57  
VKV  C13  H33  SING  N  N  58  
VKV  C18  H34  SING  N  N  59  
VKV  C20  H35  SING  N  N  60  
VKV  C24  H36  SING  N  N  61  
VKV  C24  H37  SING  N  N  62  
VKV  C25  H38  SING  N  N  63  
VKV  C26  H39  SING  N  N  64  
VKV  O02  H40  SING  N  N  65  
#   #
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
VKV  SMILES            ACDLabs               12.01  "C(CO)(OCCCC\C=C/C\C=C/C/C=C\C/C=C\CCCCC)CO"  
VKV  InChI             InChI                 1.03   "InChI=1S/C23H40O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26-23(21-24)22-25/h6-7,9-10,12-13,15-16,23-25H,2-5,8,11,14,17-22H2,1H3/b7-6-,10-9-,13-12-,16-15-"  
VKV  InChIKey          InChI                 1.03   CUJUUWXZAQHCNC-DOFZRALJSA-N  
VKV  SMILES_CANONICAL  CACTVS                3.385  "CCCCC\C=C/C/C=C\C\C=C/C\C=C/CCCCOC(CO)CO"  
VKV  SMILES            CACTVS                3.385  "CCCCCC=CCC=CCC=CCC=CCCCCOC(CO)CO"  
VKV  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC(CO)CO"  
VKV  SMILES            "OpenEye OEToolkits"  2.0.7  "CCCCCC=CCC=CCC=CCC=CCCCCOC(CO)CO"  
#   #
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
VKV  "SYSTEMATIC NAME"  ACDLabs               12.01  "2-{[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-yl]oxy}propane-1,3-diol"  
VKV  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "2-[(5~{Z},8~{Z},11~{Z},14~{Z})-icosa-5,8,11,14-tetraenoxy]propane-1,3-diol"  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     VKV
_pdbx_chem_comp_synonyms.name        "2-Arachidonyl Glycerol Ether"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
VKV  "Create component"  2020-08-24  RCSB  
VKV  "Modify synonyms"   2021-03-01  PDBE  
VKV  "Initial release"   2021-03-10  RCSB  
##
