data_689 # _chem_comp.id 689 _chem_comp.name "4-[(1S,2S,5S)-5-(HYDROXYMETHYL)-6,8,9-TRIMETHYL-3-OXABICYCLO[3.3.1]NON-7-EN-2-YL]PHENOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H24 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-05-16 _chem_comp.pdbx_modified_date 2011-06-04 _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 288.381 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 689 _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 689 CAN CAN C 0 1 N N N -33.526 -3.753 17.681 -2.434 2.336 -0.901 CAN 689 1 689 CAK CAK C 0 1 N N S -33.310 -4.845 18.766 -1.755 0.990 -1.161 CAK 689 2 689 CAJ CAJ C 0 1 N N S -32.625 -4.398 20.045 -0.307 1.023 -0.643 CAJ 689 3 689 CAO CAO C 0 1 N N N -33.611 -3.326 20.767 -0.342 1.238 0.850 CAO 689 4 689 CAR CAR C 0 1 N N N -33.096 -2.211 21.537 0.847 1.884 1.513 CAR 689 5 689 CAQ CAQ C 0 1 N N N -34.989 -3.510 20.549 -1.349 0.892 1.586 CAQ 689 6 689 CAP CAP C 0 1 N N S -35.691 -4.614 19.710 -2.609 0.264 1.072 CAP 689 7 689 CAS CAS C 0 1 N N N -36.725 -5.314 20.561 -2.935 -0.969 1.917 CAS 689 8 689 CAL CAL C 0 1 N N S -34.705 -5.637 19.014 -2.462 -0.154 -0.388 CAL 689 9 689 CAT CAT C 0 1 N N N -35.306 -6.259 17.852 -3.859 -0.363 -0.976 CAT 689 10 689 OAU OAU O 0 1 N N N -34.465 -7.300 17.267 -4.520 -1.415 -0.270 OAU 689 11 689 CAM CAM C 0 1 N N N -34.246 -6.707 20.059 -1.676 -1.450 -0.534 CAM 689 12 689 OAH OAH O 0 1 N N N -33.574 -6.189 21.302 -0.337 -1.304 -0.073 OAH 689 13 689 CAI CAI C 0 1 N N S -32.311 -5.591 21.033 0.317 -0.362 -0.890 CAI 689 14 689 CAD CAD C 0 1 Y N N -31.676 -5.144 22.341 1.788 -0.337 -0.560 CAD 689 15 689 CAC CAC C 0 1 Y N N -32.455 -4.902 23.477 2.696 0.130 -1.492 CAC 689 16 689 CAB CAB C 0 1 Y N N -31.828 -4.448 24.635 4.044 0.159 -1.190 CAB 689 17 689 CAA CAA C 0 1 Y N N -30.451 -4.214 24.614 4.486 -0.290 0.046 CAA 689 18 689 OAG OAG O 0 1 N N N -29.797 -3.769 25.708 5.812 -0.267 0.343 OAG 689 19 689 CAF CAF C 0 1 Y N N -29.707 -4.435 23.462 3.573 -0.763 0.977 CAF 689 20 689 CAE CAE C 0 1 Y N N -30.341 -4.885 22.321 2.226 -0.785 0.672 CAE 689 21 689 HAN1 1HAN H 0 0 N N N -34.467 -3.950 17.146 -1.886 3.125 -1.417 HAN1 689 22 689 HAN2 2HAN H 0 0 N N N -32.687 -3.773 16.969 -3.459 2.304 -1.271 HAN2 689 23 689 HAN3 3HAN H 0 0 N N N -33.577 -2.764 18.160 -2.440 2.538 0.170 HAN3 689 24 689 HAK HAK H 0 1 N N N -32.562 -5.541 18.359 -1.763 0.770 -2.229 HAK 689 25 689 HAJ HAJ H 0 1 N N N -31.651 -3.956 19.788 0.267 1.806 -1.138 HAJ 689 26 689 HAR1 1HAR H 0 0 N N N -33.806 -1.372 21.486 0.629 2.051 2.567 HAR1 689 27 689 HAR2 2HAR H 0 0 N N N -32.126 -1.897 21.124 1.714 1.230 1.421 HAR2 689 28 689 HAR3 3HAR H 0 0 N N N -32.966 -2.518 22.585 1.059 2.838 1.030 HAR3 689 29 689 HAQ HAQ H 0 1 N N N -35.642 -2.793 21.025 -1.275 1.069 2.649 HAQ 689 30 689 HAP HAP H 0 1 N N N -36.187 -4.107 18.869 -3.425 0.981 1.158 HAP 689 31 689 HAS1 1HAS H 0 0 N N N -36.984 -6.280 20.103 -3.056 -0.674 2.959 HAS1 689 32 689 HAS2 2HAS H 0 0 N N N -37.627 -4.688 20.631 -3.859 -1.422 1.557 HAS2 689 33 689 HAS3 3HAS H 0 0 N N N -36.317 -5.484 21.568 -2.121 -1.690 1.835 HAS3 689 34 689 HAT1 1HAT H 0 0 N N N -35.445 -5.477 17.091 -4.435 0.557 -0.879 HAT1 689 35 689 HAT2 2HAT H 0 0 N N N -36.259 -6.715 18.157 -3.773 -0.630 -2.029 HAT2 689 36 689 HAU HAU H 0 1 N N N -34.282 -7.087 16.359 -5.394 -1.514 -0.671 HAU 689 37 689 HAM1 1HAM H 0 0 N N N -33.486 -7.314 19.545 -2.168 -2.232 0.044 HAM1 689 38 689 HAM2 2HAM H 0 0 N N N -35.145 -7.254 20.380 -1.662 -1.740 -1.585 HAM2 689 39 689 HAI HAI H 0 1 N N N -31.583 -6.275 20.572 0.180 -0.626 -1.939 HAI 689 40 689 HAC HAC H 0 1 N N N -33.523 -5.064 23.457 2.351 0.479 -2.454 HAC 689 41 689 HAB HAB H 0 1 N N N -32.398 -4.279 25.536 4.753 0.528 -1.917 HAB 689 42 689 HAG HAG H 0 1 N N N -28.875 -3.664 25.505 6.177 -1.117 0.060 HAG 689 43 689 HAF HAF H 0 1 N N N -28.642 -4.256 23.459 3.915 -1.113 1.940 HAF 689 44 689 HAE HAE H 0 1 N N N -29.776 -5.031 21.412 1.515 -1.153 1.396 HAE 689 45 # 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 689 CAN CAK SING N N 1 689 CAN HAN1 SING N N 2 689 CAN HAN2 SING N N 3 689 CAN HAN3 SING N N 4 689 CAK CAJ SING N N 5 689 CAK CAL SING N N 6 689 CAK HAK SING N N 7 689 CAJ CAO SING N N 8 689 CAJ CAI SING N N 9 689 CAJ HAJ SING N N 10 689 CAO CAR SING N N 11 689 CAO CAQ DOUB N N 12 689 CAR HAR1 SING N N 13 689 CAR HAR2 SING N N 14 689 CAR HAR3 SING N N 15 689 CAQ CAP SING N N 16 689 CAQ HAQ SING N N 17 689 CAP CAS SING N N 18 689 CAP CAL SING N N 19 689 CAP HAP SING N N 20 689 CAS HAS1 SING N N 21 689 CAS HAS2 SING N N 22 689 CAS HAS3 SING N N 23 689 CAL CAT SING N N 24 689 CAL CAM SING N N 25 689 CAT OAU SING N N 26 689 CAT HAT1 SING N N 27 689 CAT HAT2 SING N N 28 689 OAU HAU SING N N 29 689 CAM OAH SING N N 30 689 CAM HAM1 SING N N 31 689 CAM HAM2 SING N N 32 689 OAH CAI SING N N 33 689 CAI CAD SING N N 34 689 CAI HAI SING N N 35 689 CAD CAC SING Y N 36 689 CAD CAE DOUB Y N 37 689 CAC CAB DOUB Y N 38 689 CAC HAC SING N N 39 689 CAB CAA SING Y N 40 689 CAB HAB SING N N 41 689 CAA OAG SING N N 42 689 CAA CAF DOUB Y N 43 689 OAG HAG SING N N 44 689 CAF CAE SING Y N 45 689 CAF HAF SING N N 46 689 CAE HAE SING N N 47 # 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 689 SMILES ACDLabs 10.04 "Oc1ccc(cc1)C2OCC3(C(C=C(C2C3C)C)C)CO" 689 SMILES_CANONICAL CACTVS 3.341 "C[C@H]1C=C(C)[C@@H]2[C@H](C)[C@@]1(CO)CO[C@@H]2c3ccc(O)cc3" 689 SMILES CACTVS 3.341 "C[CH]1C=C(C)[CH]2[CH](C)[C]1(CO)CO[CH]2c3ccc(O)cc3" 689 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H]1C=C([C@@H]2[C@@H]([C@]1(CO[C@@H]2c3ccc(cc3)O)CO)C)C" 689 SMILES "OpenEye OEToolkits" 1.5.0 "CC1C=C(C2C(C1(COC2c3ccc(cc3)O)CO)C)C" 689 InChI InChI 1.03 "InChI=1S/C18H24O3/c1-11-8-12(2)18(9-19)10-21-17(16(11)13(18)3)14-4-6-15(20)7-5-14/h4-8,12-13,16-17,19-20H,9-10H2,1-3H3/t12-,13-,16+,17+,18-/m0/s1" 689 InChIKey InChI 1.03 DTZWKYVREFMAJA-QXWBOSQLSA-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 689 "SYSTEMATIC NAME" ACDLabs 10.04 "4-[(1S,2S,5S,6S,9S)-5-(hydroxymethyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol" 689 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[(1S,2S,5S,6S,9S)-5-(hydroxymethyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 689 "Create component" 2005-05-16 RCSB 689 "Modify descriptor" 2011-06-04 RCSB #