data_UMQ
# 
_chem_comp.id                                    UMQ 
_chem_comp.name                                  UNDECYL-MALTOSIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H44 O11" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         UNDECYL-BETA-D-MALTOPYRANOSIDE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-09-09 
_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                        496.589 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UMQ 
_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        1KB9 
_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 
UMQ C2     C2     C 0 1 N N R -17.713 67.729 28.164 0.524  0.468  -6.517 C2     UMQ 1  
UMQ C4     C4     C 0 1 N N S -19.998 68.435 27.786 -1.935 0.085  -6.512 C4     UMQ 2  
UMQ C5     C5     C 0 1 N N R -19.995 67.632 26.475 -1.718 -0.675 -5.202 C5     UMQ 3  
UMQ C6     C6     C 0 1 N N N -20.845 68.355 25.411 -2.826 -1.717 -5.031 C6     UMQ 4  
UMQ O2     O2     O 0 1 N N N -16.815 67.098 29.058 1.553  1.459  -6.504 O2     UMQ 5  
UMQ O4     O4     O 0 1 N N N -21.271 68.447 28.380 -3.217 0.716  -6.492 O4     UMQ 6  
UMQ C1     C1     C 0 1 N N R -17.778 67.002 26.794 0.556  -0.321 -5.207 C1     UMQ 7  
UMQ C3     C3     C 0 1 N N S -19.012 67.743 28.757 -0.840 1.148  -6.659 C3     UMQ 8  
UMQ O1     O1     O 0 1 N N N -18.329 65.718 27.016 0.318  0.565  -4.112 O1     UMQ 9  
UMQ O3     O3     O 0 1 N N N -18.927 68.417 30.006 -0.941 1.766  -7.943 O3     UMQ 10 
UMQ O5     O5     O 0 1 N N N -18.701 67.625 25.938 -0.451 -1.330 -5.227 O5     UMQ 11 
UMQ O6     O6     O 0 1 N N N -20.512 69.697 25.140 -2.629 -2.424 -3.805 O6     UMQ 12 
UMQ "C1'"  "C1'"  C 0 1 N N R -17.351 61.829 25.807 1.674  0.039  -0.258 "C1'"  UMQ 13 
UMQ "C2'"  "C2'"  C 0 1 N N R -16.230 62.570 26.553 2.577  -0.562 -1.338 "C2'"  UMQ 14 
UMQ "C3'"  "C3'"  C 0 1 N N R -16.938 63.724 27.311 2.213  0.054  -2.693 "C3'"  UMQ 15 
UMQ "C4'"  "C4'"  C 0 1 N N S -17.669 64.664 26.322 0.708  -0.128 -2.926 "C4'"  UMQ 16 
UMQ "C5'"  "C5'"  C 0 1 N N R -18.727 63.761 25.650 -0.053 0.438  -1.726 "C5'"  UMQ 17 
UMQ "C6'"  "C6'"  C 0 1 N N N -19.453 64.614 24.600 -1.557 0.289  -1.964 "C6'"  UMQ 18 
UMQ "O1'"  "O1'"  O 0 1 N N N -16.865 60.711 25.081 2.029  -0.505 1.014  "O1'"  UMQ 19 
UMQ "O3'"  "O3'"  O 0 1 N N N -15.934 64.380 28.060 2.941  -0.601 -3.733 "O3'"  UMQ 20 
UMQ "O5'"  "O5'"  O 0 1 N N N -18.063 62.719 24.981 0.311  -0.269 -0.543 "O5'"  UMQ 21 
UMQ "O6'"  "O6'"  O 0 1 N N N -20.389 63.814 23.926 -2.272 0.896  -0.886 "O6'"  UMQ 22 
UMQ "O2'"  "O2'"  O 0 1 N N N -15.580 61.649 27.409 3.943  -0.274 -1.034 "O2'"  UMQ 23 
UMQ CA     CA     C 0 1 N N N -17.661 59.623 25.522 1.159  0.093  1.976  CA     UMQ 24 
UMQ CB     CB     C 0 1 N N N -17.729 58.375 24.608 1.487  -0.449 3.368  CB     UMQ 25 
UMQ CC     CC     C 0 1 N N N -16.926 58.414 23.312 0.555  0.191  4.398  CC     UMQ 26 
UMQ CD     CD     C 0 1 N N N -17.181 57.052 22.599 0.884  -0.351 5.791  CD     UMQ 27 
UMQ CF     CF     C 0 1 N N N -16.437 56.934 21.265 -0.047 0.289  6.821  CF     UMQ 28 
UMQ CG     CG     C 0 1 N N N -16.709 55.584 20.578 0.280  -0.252 8.213  CG     UMQ 29 
UMQ CH     CH     C 0 1 N N N -15.971 54.396 21.230 -0.651 0.388  9.244  CH     UMQ 30 
UMQ CI     CI     C 0 1 N N N -14.914 53.796 20.274 -0.322 -0.154 10.636 CI     UMQ 31 
UMQ CJ     CJ     C 0 1 N N N -15.515 53.308 18.942 -1.254 0.486  11.666 CJ     UMQ 32 
UMQ CK     CK     C 0 1 N N N -14.421 52.724 18.030 -0.925 -0.056 13.058 CK     UMQ 33 
UMQ CL     CL     C 0 1 N N N -14.201 53.586 16.774 -1.857 0.584  14.089 CL     UMQ 34 
UMQ H21    1H2    H 0 1 N N N -17.349 68.766 27.975 0.682  -0.209 -7.356 H21    UMQ 35 
UMQ H41    1H4    H 0 1 N N N -19.705 69.488 27.569 -1.883 -0.609 -7.350 H41    UMQ 36 
UMQ H51    1H5    H 0 1 N N N -20.378 66.610 26.703 -1.747 0.024  -4.367 H51    UMQ 37 
UMQ H61    1H6    H 0 1 N N N -20.835 67.768 24.462 -3.794 -1.217 -5.011 H61    UMQ 38 
UMQ H62    2H6    H 0 1 N N N -21.923 68.285 25.683 -2.796 -2.419 -5.864 H62    UMQ 39 
UMQ HO21   1HO2   H 0 0 N N N -16.775 67.542 29.896 2.393  0.989  -6.413 HO21   UMQ 40 
UMQ HO41   1HO4   H 0 0 N N N -21.272 68.943 29.190 -3.312 1.182  -7.334 HO41   UMQ 41 
UMQ H11    1H1    H 0 1 N N N -16.753 66.997 26.355 1.534  -0.788 -5.089 H11    UMQ 42 
UMQ H31    1H3    H 0 1 N N N -19.388 66.710 28.943 -0.956 1.902  -5.880 H31    UMQ 43 
UMQ HO31   1HO3   H 0 0 N N N -19.791 68.426 30.400 -0.236 2.426  -7.992 HO31   UMQ 44 
UMQ HO61   1HO6   H 0 0 N N N -21.035 70.142 24.484 -3.347 -3.069 -3.736 HO61   UMQ 45 
UMQ "H1'1" "1H1'" H 0 0 N N N -18.055 61.422 26.569 1.804  1.121  -0.239 "H1'1" UMQ 46 
UMQ "H2'1" "1H2'" H 0 0 N N N -15.439 62.993 25.891 2.432  -1.641 -1.377 "H2'1" UMQ 47 
UMQ "H3'1" "1H3'" H 0 0 N N N -17.733 63.348 27.996 2.456  1.116  -2.691 "H3'1" UMQ 48 
UMQ "H4'1" "1H4'" H 0 0 N N N -16.962 65.135 25.599 0.482  -1.189 -3.033 "H4'1" UMQ 49 
UMQ "H5'1" "1H5'" H 0 0 N N N -19.437 63.347 26.402 0.192  1.493  -1.607 "H5'1" UMQ 50 
UMQ "H6'1" "1H6'" H 0 0 N N N -19.915 65.527 25.041 -1.827 0.778  -2.900 "H6'1" UMQ 51 
UMQ "H6'2" "2H6'" H 0 0 N N N -18.745 65.119 23.901 -1.813 -0.768 -2.020 "H6'2" UMQ 52 
UMQ "HO3'" "'HO3" H 0 0 N N N -16.367 65.086 28.524 3.880  -0.461 -3.548 "HO3'" UMQ 53 
UMQ "HO6'" "'HO6" H 0 0 N N N -20.838 64.341 23.276 -3.213 0.781  -1.075 "HO6'" UMQ 54 
UMQ "HO2'" "'HO2" H 0 0 N N N -14.887 62.107 27.870 4.130  -0.679 -0.176 "HO2'" UMQ 55 
UMQ HA1    1HA    H 0 1 N N N -17.334 59.316 26.543 0.124  -0.144 1.728  HA1    UMQ 56 
UMQ HA2    2HA    H 0 1 N N N -18.694 59.983 25.733 1.295  1.174  1.966  HA2    UMQ 57 
UMQ HB1    1HB    H 0 1 N N N -17.442 57.470 25.194 2.522  -0.211 3.616  HB1    UMQ 58 
UMQ HB2    2HB    H 0 1 N N N -18.794 58.143 24.376 1.351  -1.530 3.378  HB2    UMQ 59 
UMQ HC1    1HC    H 0 1 N N N -17.157 59.298 22.673 -0.478 -0.046 4.150  HC1    UMQ 60 
UMQ HC2    2HC    H 0 1 N N N -15.844 58.636 23.467 0.691  1.273  4.389  HC2    UMQ 61 
UMQ HD1    1HD    H 0 1 N N N -16.935 56.196 23.270 1.918  -0.112 6.039  HD1    UMQ 62 
UMQ HD2    2HD    H 0 1 N N N -18.272 56.868 22.465 0.748  -1.432 5.801  HD2    UMQ 63 
UMQ HF1    1HF    H 0 1 N N N -16.675 57.788 20.589 -1.082 0.051  6.573  HF1    UMQ 64 
UMQ HF2    2HF    H 0 1 N N N -15.343 57.112 21.392 0.088  1.371  6.811  HF2    UMQ 65 
UMQ HG1    1HG    H 0 1 N N N -17.804 55.384 20.523 1.315  -0.014 8.461  HG1    UMQ 66 
UMQ HG2    2HG    H 0 1 N N N -16.475 55.642 19.489 0.144  -1.334 8.223  HG2    UMQ 67 
UMQ HH1    1HH    H 0 1 N N N -15.521 54.682 22.209 -1.685 0.149  8.996  HH1    UMQ 68 
UMQ HH2    2HH    H 0 1 N N N -16.685 53.618 21.589 -0.514 1.469  9.234  HH2    UMQ 69 
UMQ HI1    1HI    H 0 1 N N N -14.083 54.518 20.095 0.711  0.083  10.884 HI1    UMQ 70 
UMQ HI2    2HI    H 0 1 N N N -14.341 52.980 20.774 -0.458 -1.236 10.646 HI2    UMQ 71 
UMQ HJ1    1HJ    H 0 1 N N N -16.346 52.583 19.105 -2.288 0.248  11.418 HJ1    UMQ 72 
UMQ HJ2    2HJ    H 0 1 N N N -16.092 54.113 18.430 -1.118 1.567  11.656 HJ2    UMQ 73 
UMQ HK1    1HK    H 0 1 N N N -13.468 52.569 18.587 0.108  0.181  13.306 HK1    UMQ 74 
UMQ HK2    2HK    H 0 1 N N N -14.640 51.664 17.761 -1.062 -1.138 13.068 HK2    UMQ 75 
UMQ HL1    1HL    H 0 1 N N N -13.408 53.163 16.113 -1.623 0.197  15.080 HL1    UMQ 76 
UMQ HL2    2HL    H 0 1 N N N -15.154 53.740 16.216 -1.721 1.665  14.079 HL2    UMQ 77 
UMQ HL3    3HL    H 0 1 N N N -13.981 54.645 17.042 -2.892 0.346  13.841 HL3    UMQ 78 
# 
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 
UMQ C2    O2     SING N N 1  
UMQ C2    C1     SING N N 2  
UMQ C2    C3     SING N N 3  
UMQ C2    H21    SING N N 4  
UMQ C4    C5     SING N N 5  
UMQ C4    O4     SING N N 6  
UMQ C4    C3     SING N N 7  
UMQ C4    H41    SING N N 8  
UMQ C5    C6     SING N N 9  
UMQ C5    O5     SING N N 10 
UMQ C5    H51    SING N N 11 
UMQ C6    O6     SING N N 12 
UMQ C6    H61    SING N N 13 
UMQ C6    H62    SING N N 14 
UMQ O2    HO21   SING N N 15 
UMQ O4    HO41   SING N N 16 
UMQ C1    O1     SING N N 17 
UMQ C1    O5     SING N N 18 
UMQ C1    H11    SING N N 19 
UMQ C3    O3     SING N N 20 
UMQ C3    H31    SING N N 21 
UMQ O1    "C4'"  SING N N 22 
UMQ O3    HO31   SING N N 23 
UMQ O6    HO61   SING N N 24 
UMQ "C1'" "C2'"  SING N N 25 
UMQ "C1'" "O1'"  SING N N 26 
UMQ "C1'" "O5'"  SING N N 27 
UMQ "C1'" "H1'1" SING N N 28 
UMQ "C2'" "C3'"  SING N N 29 
UMQ "C2'" "O2'"  SING N N 30 
UMQ "C2'" "H2'1" SING N N 31 
UMQ "C3'" "C4'"  SING N N 32 
UMQ "C3'" "O3'"  SING N N 33 
UMQ "C3'" "H3'1" SING N N 34 
UMQ "C4'" "C5'"  SING N N 35 
UMQ "C4'" "H4'1" SING N N 36 
UMQ "C5'" "C6'"  SING N N 37 
UMQ "C5'" "O5'"  SING N N 38 
UMQ "C5'" "H5'1" SING N N 39 
UMQ "C6'" "O6'"  SING N N 40 
UMQ "C6'" "H6'1" SING N N 41 
UMQ "C6'" "H6'2" SING N N 42 
UMQ "O1'" CA     SING N N 43 
UMQ "O3'" "HO3'" SING N N 44 
UMQ "O6'" "HO6'" SING N N 45 
UMQ "O2'" "HO2'" SING N N 46 
UMQ CA    CB     SING N N 47 
UMQ CA    HA1    SING N N 48 
UMQ CA    HA2    SING N N 49 
UMQ CB    CC     SING N N 50 
UMQ CB    HB1    SING N N 51 
UMQ CB    HB2    SING N N 52 
UMQ CC    CD     SING N N 53 
UMQ CC    HC1    SING N N 54 
UMQ CC    HC2    SING N N 55 
UMQ CD    CF     SING N N 56 
UMQ CD    HD1    SING N N 57 
UMQ CD    HD2    SING N N 58 
UMQ CF    CG     SING N N 59 
UMQ CF    HF1    SING N N 60 
UMQ CF    HF2    SING N N 61 
UMQ CG    CH     SING N N 62 
UMQ CG    HG1    SING N N 63 
UMQ CG    HG2    SING N N 64 
UMQ CH    CI     SING N N 65 
UMQ CH    HH1    SING N N 66 
UMQ CH    HH2    SING N N 67 
UMQ CI    CJ     SING N N 68 
UMQ CI    HI1    SING N N 69 
UMQ CI    HI2    SING N N 70 
UMQ CJ    CK     SING N N 71 
UMQ CJ    HJ1    SING N N 72 
UMQ CJ    HJ2    SING N N 73 
UMQ CK    CL     SING N N 74 
UMQ CK    HK1    SING N N 75 
UMQ CK    HK2    SING N N 76 
UMQ CL    HL1    SING N N 77 
UMQ CL    HL2    SING N N 78 
UMQ CL    HL3    SING N N 79 
# 
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 
UMQ SMILES           ACDLabs              10.04 O(CCCCCCCCCCC)C2OC(C(OC1OC(CO)C(O)C(O)C1O)C(O)C2O)CO                                                                                                                                    
UMQ InChI            InChI                1.02b InChI=1/C23H44O11/c1-2-3-4-5-6-7-8-9-10-11-31-22-20(30)18(28)21(15(13-25)33-22)34-23-19(29)17(27)16(26)14(12-24)32-23/h14-30H,2-13H2,1H3/t14-,15-,16-,17+,18-,19-,20-,21-,22-,23-/m1/s1 
UMQ InChIKey         InChI                1.02b UYEMNFYVTFDKRG-ZNGNCRBCBE                                                                                                                                                               
UMQ SMILES_CANONICAL CACTVS               3.341 CCCCCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O                                                                                           
UMQ SMILES           CACTVS               3.341 CCCCCCCCCCCO[CH]1O[CH](CO)[CH](O[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2O)[CH](O)[CH]1O                                                                                                        
UMQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O                                                                                     
UMQ SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCCOC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)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 
UMQ "SYSTEMATIC NAME" ACDLabs              10.04 "undecyl 4-O-alpha-D-glucopyranosyl-beta-D-glucopyranoside"                                                                      
UMQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-undecoxy-oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol 
# 
