data_SCG # _chem_comp.id SCG _chem_comp.name Secologanin _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C17 H24 O10" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "METHYL (2S,3R,4S)-2-(BETA-D-GLUCOPYRANOSYLOXY)-4-(2-OXOETHYL)-3-VINYL-3,4-DIHYDRO-2H-PYRAN-5-CARBOXYLATE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-19 _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 388.366 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SCG _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 2FPC _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id SCG _pdbx_chem_comp_synonyms.name "METHYL (2S,3R,4S)-2-(BETA-D-GLUCOPYRANOSYLOXY)-4-(2-OXOETHYL)-3-VINYL-3,4-DIHYDRO-2H-PYRAN-5-CARBOXYLATE" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? # # 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 SCG O16 O16 O 0 1 N N N 103.193 2.281 -0.448 -4.726 -1.068 2.849 O16 SCG 1 SCG C10 C10 C 0 1 N N N 102.928 1.530 0.480 -3.940 -1.437 2.010 C10 SCG 2 SCG C9 C9 C 0 1 N N N 103.964 1.304 1.557 -3.853 -0.716 0.690 C9 SCG 3 SCG C3 C1 C 0 1 N N S 103.569 0.039 2.317 -2.409 -0.274 0.445 C3 SCG 4 SCG C2 C6 C 0 1 N N R 104.630 -1.025 2.205 -1.508 -1.510 0.342 C2 SCG 5 SCG C7 C7 C 0 1 N N N 104.636 -1.680 0.832 -2.114 -2.512 -0.607 C7 SCG 6 SCG C8 C8 C 0 1 N N N 105.405 -1.334 -0.171 -2.406 -3.718 -0.187 C8 SCG 7 SCG C1 C5 C 0 1 N N S 105.953 -0.459 2.705 -0.137 -1.065 -0.186 C1 SCG 8 SCG O5 O4 O 0 1 N N N 105.770 -0.233 4.081 -0.331 -0.488 -1.508 O5 SCG 9 SCG C5 C3 C 0 1 N N N 104.467 0.117 4.603 -1.344 0.374 -1.712 C5 SCG 10 SCG C4 C2 C 0 1 N N N 103.425 0.316 3.792 -2.346 0.512 -0.836 C4 SCG 11 SCG C12 C12 C 0 1 N N N 102.190 0.803 4.403 -3.381 1.434 -1.122 C12 SCG 12 SCG O14 O14 O 0 1 N N N 102.107 0.810 5.821 -4.331 1.689 -0.199 O14 SCG 13 SCG C15 C15 C 0 1 N N N 100.908 1.100 6.494 -5.149 2.735 -0.727 C15 SCG 14 SCG O13 O13 O 0 1 N N N 101.242 1.236 3.771 -3.414 1.996 -2.201 O13 SCG 15 SCG O1 O11 O 0 1 N N N 106.982 -1.423 2.607 0.425 -0.086 0.691 O1 SCG 16 SCG C17 C17 C 0 1 N N S 108.206 -1.025 3.181 1.727 0.220 0.188 C17 SCG 17 SCG O22 O22 O 0 1 N N N 108.670 0.031 2.381 2.555 -0.937 0.282 O22 SCG 18 SCG C21 C21 C 0 1 N N R 109.939 0.576 2.706 3.780 -0.647 -0.390 C21 SCG 19 SCG C23 C23 C 0 1 N N N 110.162 1.751 1.748 4.624 -1.919 -0.480 C23 SCG 20 SCG O24 O24 O 0 1 N N N 110.872 1.378 0.566 3.957 -2.876 -1.306 O24 SCG 21 SCG C20 C20 C 0 1 N N S 110.992 -0.514 2.579 4.555 0.422 0.384 C20 SCG 22 SCG O25 O25 O 0 1 N N N 112.190 -0.078 3.194 5.793 0.688 -0.279 O25 SCG 23 SCG C19 C19 C 0 1 N N S 110.581 -1.784 3.285 3.716 1.704 0.441 C19 SCG 24 SCG O26 O26 O 0 1 N N N 111.440 -2.831 2.871 4.360 2.661 1.284 O26 SCG 25 SCG C18 C18 C 0 1 N N R 109.150 -2.187 2.954 2.335 1.359 1.010 C18 SCG 26 SCG O27 O27 O 0 1 N N N 108.739 -3.305 3.768 1.487 2.507 0.936 O27 SCG 27 SCG H10 H10 H 0 1 N N N 101.969 1.036 0.529 -3.299 -2.285 2.206 H10 SCG 28 SCG H91 H91 H 0 1 N N N 104.007 2.166 2.239 -4.503 0.159 0.710 H91 SCG 29 SCG H92 H92 H 0 1 N N N 104.959 1.179 1.105 -4.169 -1.385 -0.111 H92 SCG 30 SCG H3 H1 H 0 1 N N N 102.620 -0.295 1.872 -2.075 0.349 1.275 H3 SCG 31 SCG H2 H6 H 0 1 N N N 104.408 -1.878 2.864 -1.393 -1.961 1.327 H2 SCG 32 SCG H7 H7 H 0 1 N N N 103.950 -2.498 0.671 -2.308 -2.236 -1.633 H7 SCG 33 SCG H81 H81 H 0 1 N N N 106.134 -0.538 -0.151 -2.212 -3.994 0.839 H81 SCG 34 SCG H82 H82 H 0 1 N N N 105.198 -1.967 -1.021 -2.840 -4.436 -0.866 H82 SCG 35 SCG H1 H5 H 0 1 N N N 106.224 0.435 2.124 0.530 -1.925 -0.252 H1 SCG 36 SCG H5 H3 H 0 1 N N N 104.334 0.219 5.670 -1.349 0.973 -2.610 H5 SCG 37 SCG H151 H151 H 0 0 N N N 100.180 0.297 6.308 -4.538 3.619 -0.908 H151 SCG 38 SCG H152 H152 H 0 0 N N N 100.503 2.054 6.127 -5.599 2.407 -1.664 H152 SCG 39 SCG H153 H153 H 0 0 N N N 101.102 1.176 7.574 -5.936 2.977 -0.012 H153 SCG 40 SCG H17 H17 H 0 1 N N N 108.126 -0.745 4.242 1.650 0.527 -0.855 H17 SCG 41 SCG H21 H21 H 0 1 N N N 110.001 0.945 3.741 3.564 -0.283 -1.394 H21 SCG 42 SCG H231 H231 H 0 0 N N N 110.769 2.500 2.277 5.596 -1.681 -0.913 H231 SCG 43 SCG H232 H232 H 0 0 N N N 109.180 2.147 1.451 4.763 -2.335 0.518 H232 SCG 44 SCG H24 H24 H 0 1 N N N 110.262 1.295 -0.158 4.521 -3.661 -1.336 H24 SCG 45 SCG H20 H20 H 0 1 N N N 111.121 -0.714 1.505 4.751 0.070 1.396 H20 SCG 46 SCG H25 H25 H 0 1 N N N 112.867 0.020 2.535 6.248 1.366 0.241 H25 SCG 47 SCG H19 H19 H 0 1 N N N 110.648 -1.603 4.368 3.607 2.115 -0.562 H19 SCG 48 SCG H26 H26 H 0 1 N N N 111.632 -2.736 1.946 3.799 3.449 1.291 H26 SCG 49 SCG H18 H18 H 0 1 N N N 109.114 -2.479 1.894 2.436 1.047 2.050 H18 SCG 50 SCG H27 H27 H 0 1 N N N 108.649 -4.078 3.223 0.631 2.247 1.303 H27 SCG 51 # # 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 SCG O16 C10 DOUB N N 1 SCG C10 C9 SING N N 2 SCG C10 H10 SING N N 3 SCG C9 C3 SING N N 4 SCG C9 H91 SING N N 5 SCG C9 H92 SING N N 6 SCG C3 C2 SING N N 7 SCG C3 C4 SING N N 8 SCG C3 H3 SING N N 9 SCG C2 C7 SING N N 10 SCG C2 C1 SING N N 11 SCG C2 H2 SING N N 12 SCG C7 C8 DOUB N N 13 SCG C7 H7 SING N N 14 SCG C8 H81 SING N N 15 SCG C8 H82 SING N N 16 SCG C1 O5 SING N N 17 SCG C1 O1 SING N N 18 SCG C1 H1 SING N N 19 SCG O5 C5 SING N N 20 SCG C5 C4 DOUB N N 21 SCG C5 H5 SING N N 22 SCG C4 C12 SING N N 23 SCG C12 O14 SING N N 24 SCG C12 O13 DOUB N N 25 SCG O14 C15 SING N N 26 SCG C15 H151 SING N N 27 SCG C15 H152 SING N N 28 SCG C15 H153 SING N N 29 SCG O1 C17 SING N N 30 SCG C17 O22 SING N N 31 SCG C17 C18 SING N N 32 SCG C17 H17 SING N N 33 SCG O22 C21 SING N N 34 SCG C21 C23 SING N N 35 SCG C21 C20 SING N N 36 SCG C21 H21 SING N N 37 SCG C23 O24 SING N N 38 SCG C23 H231 SING N N 39 SCG C23 H232 SING N N 40 SCG O24 H24 SING N N 41 SCG C20 O25 SING N N 42 SCG C20 C19 SING N N 43 SCG C20 H20 SING N N 44 SCG O25 H25 SING N N 45 SCG C19 O26 SING N N 46 SCG C19 C18 SING N N 47 SCG C19 H19 SING N N 48 SCG O26 H26 SING N N 49 SCG C18 O27 SING N N 50 SCG C18 H18 SING N N 51 SCG O27 H27 SING N N 52 # # 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 SCG SMILES ACDLabs 10.04 "O=CCC2C(C(=O)OC)=COC(OC1OC(C(O)C(O)C1O)CO)C2\C=C" SCG SMILES_CANONICAL CACTVS 3.341 "COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](C=C)[C@@H]1CC=O" SCG SMILES CACTVS 3.341 "COC(=O)C1=CO[CH](O[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2O)[CH](C=C)[CH]1CC=O" SCG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COC(=O)C1=CO[C@H]([C@@H]([C@@H]1CC=O)C=C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O" SCG SMILES "OpenEye OEToolkits" 1.5.0 "COC(=O)C1=COC(C(C1CC=O)C=C)OC2C(C(C(C(O2)CO)O)O)O" SCG InChI InChI 1.03 "InChI=1S/C17H24O10/c1-3-8-9(4-5-18)10(15(23)24-2)7-25-16(8)27-17-14(22)13(21)12(20)11(6-19)26-17/h3,5,7-9,11-14,16-17,19-22H,1,4,6H2,2H3/t8-,9+,11-,12-,13+,14-,16+,17+/m1/s1" SCG InChIKey InChI 1.03 CSKKDSFETGLMSB-NRZPKYKESA-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 SCG "SYSTEMATIC NAME" ACDLabs 10.04 "methyl (2S,3R,4S)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate" SCG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 ;methyl (4S,5R,6S)-5-ethenyl-4-(2-oxoethyl)-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dihydro-4H-p yran-3-carboxylate ; # # 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 SCG "CARBOHYDRATE ISOMER" D PDB ? SCG "CARBOHYDRATE RING" pyranose PDB ? SCG "CARBOHYDRATE ANOMER" beta PDB ? SCG "CARBOHYDRATE PRIMARY CARBONYL GROUP" aldose 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 SCG "Create component" 2006-01-19 RCSB SCG "Modify descriptor" 2011-06-04 RCSB SCG "Other modification" 2020-07-03 RCSB SCG "Modify name" 2020-07-17 RCSB SCG "Modify synonyms" 2020-07-17 RCSB SCG "Modify linking type" 2020-07-17 RCSB SCG "Modify atom id" 2020-07-17 RCSB SCG "Modify component atom id" 2020-07-17 RCSB ##