data_CIT
#
_chem_comp.id CIT
_chem_comp.name 'CITRIC ACID'
_chem_comp.type NON-POLYMER
_chem_comp.pdbx_type HETAIN
_chem_comp.formula 'C6 H8 O7'
_chem_comp.mon_nstd_parent_comp_id ?
_chem_comp.pdbx_synonyms ?
_chem_comp.pdbx_formal_charge 0
_chem_comp.pdbx_initial_date 1999-07-08
_chem_comp.pdbx_modified_date 2024-09-27
_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 192.124
_chem_comp.one_letter_code ?
_chem_comp.three_letter_code CIT
_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 1CZ9
_chem_comp.pdbx_subcomponent_list ?
_chem_comp.pdbx_processing_site RCSB
_chem_comp.pdbx_pcm Y
#
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.pdbx_backbone_atom_flag
_chem_comp_atom.pdbx_n_terminal_atom_flag
_chem_comp_atom.pdbx_c_terminal_atom_flag
_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
CIT C1 C1 C 0 1 N N N N N N 68.418 48.385 33.023 0.412 -0.006 2.479 C1 CIT 1
CIT O1 O1 O 0 1 N N N N N N 68.820 47.571 32.398 -0.446 0.836 2.368 O1 CIT 2
CIT O2 O2 O 0 1 N N N N N N 68.637 49.556 32.978 0.812 -0.400 3.698 O2 CIT 3
CIT C2 C2 C 0 1 N N N N N N 67.483 48.069 34.223 1.032 -0.616 1.249 C2 CIT 4
CIT C3 C3 C 0 1 N N N N N N 65.935 48.115 34.049 0.402 0.002 0.000 C3 CIT 5
CIT O7 O7 O 0 1 N N N N N N 65.489 49.422 33.583 0.631 1.412 0.000 O7 CIT 6
CIT C4 C4 C 0 1 N N N N N N 65.539 47.145 32.912 1.032 -0.616 -1.249 C4 CIT 7
CIT C5 C5 C 0 1 N N N N N N 64.042 46.992 32.792 0.412 -0.006 -2.479 C5 CIT 8
CIT O3 O3 O 0 1 N N N N N N 63.650 46.281 31.741 -0.446 0.836 -2.368 O3 CIT 9
CIT O4 O4 O 0 1 N N N N N N 63.222 47.369 33.585 0.812 -0.400 -3.698 O4 CIT 10
CIT C6 C6 C 0 1 N N N N N N 65.260 47.776 35.354 -1.080 -0.265 0.000 C6 CIT 11
CIT O5 O5 O 0 1 N N N N N N 65.325 46.558 35.726 -1.860 0.656 0.000 O5 CIT 12
CIT O6 O6 O 0 1 N N N N N N 64.722 48.718 36.017 -1.533 -1.529 0.000 O6 CIT 13
CIT HO2 HO2 H 0 1 N N N N N N 68.290 50.257 33.516 0.414 -0.009 4.488 HO2 CIT 14
CIT H21 1H2 H 0 1 N N N N N N 67.760 47.068 34.629 2.105 -0.422 1.249 H21 CIT 15
CIT H22 2H2 H 0 1 N N N N N N 67.760 48.739 35.069 0.858 -1.692 1.249 H22 CIT 16
CIT HO7 HO7 H 0 1 N N N N N N 64.545 49.450 33.476 1.590 1.540 0.000 HO7 CIT 17
CIT H41 1H4 H 0 1 N N N N N N 65.992 47.453 31.941 2.105 -0.422 -1.249 H41 CIT 18
CIT H42 2H4 H 0 1 N N N N N N 66.037 46.155 33.033 0.858 -1.692 -1.249 H42 CIT 19
CIT HO4 HO4 H 0 1 N N N N N N 62.279 47.272 33.509 0.414 -0.009 -4.488 HO4 CIT 20
CIT HO6 HO6 H 0 1 N N N N N N 64.296 48.504 36.839 -2.485 -1.701 0.000 HO6 CIT 21
#
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
CIT C1 O1 DOUB N N 1
CIT C1 O2 SING N N 2
CIT C1 C2 SING N N 3
CIT O2 HO2 SING N N 4
CIT C2 C3 SING N N 5
CIT C2 H21 SING N N 6
CIT C2 H22 SING N N 7
CIT C3 O7 SING N N 8
CIT C3 C4 SING N N 9
CIT C3 C6 SING N N 10
CIT O7 HO7 SING N N 11
CIT C4 C5 SING N N 12
CIT C4 H41 SING N N 13
CIT C4 H42 SING N N 14
CIT C5 O3 DOUB N N 15
CIT C5 O4 SING N N 16
CIT O4 HO4 SING N N 17
CIT C6 O5 DOUB N N 18
CIT C6 O6 SING N N 19
CIT O6 HO6 SING N N 20
#
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
CIT SMILES ACDLabs 10.04 'O=C(O)CC(O)(C(=O)O)CC(=O)O'
CIT SMILES_CANONICAL CACTVS 3.341 'OC(=O)CC(O)(CC(O)=O)C(O)=O'
CIT SMILES CACTVS 3.341 'OC(=O)CC(O)(CC(O)=O)C(O)=O'
CIT SMILES_CANONICAL 'OpenEye OEToolkits' 1.5.0 'C(C(=O)O)C(CC(=O)O)(C(=O)O)O'
CIT SMILES 'OpenEye OEToolkits' 1.5.0 'C(C(=O)O)C(CC(=O)O)(C(=O)O)O'
CIT InChI InChI 1.03 'InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)'
CIT InChIKey InChI 1.03 KRKNYBCHXYNGOX-UHFFFAOYSA-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
CIT 'SYSTEMATIC NAME' ACDLabs 10.04 '2-hydroxypropane-1,2,3-tricarboxylic acid'
CIT 'SYSTEMATIC NAME' 'OpenEye OEToolkits' 1.5.0 '2-hydroxypropane-1,2,3-tricarboxylic acid'
#
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
CIT 'Create component' 1999-07-08 RCSB
CIT 'Modify descriptor' 2011-06-04 RCSB
CIT 'Modify PCM' 2024-09-27 PDBE
#
_pdbx_chem_comp_pcm.pcm_id 1
_pdbx_chem_comp_pcm.comp_id CIT
_pdbx_chem_comp_pcm.modified_residue_id THR
_pdbx_chem_comp_pcm.type None
_pdbx_chem_comp_pcm.category 'Covalent chemical modification'
_pdbx_chem_comp_pcm.position 'Amino-acid side chain'
_pdbx_chem_comp_pcm.polypeptide_position 'Any position'
_pdbx_chem_comp_pcm.comp_id_linking_atom C5
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom OG1
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession ?
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession ?
#
_pdbe_chem_comp_drugbank_details.comp_id CIT
_pdbe_chem_comp_drugbank_details.drugbank_id DB04272
_pdbe_chem_comp_drugbank_details.type 'small molecule'
_pdbe_chem_comp_drugbank_details.name 'Citric acid'
_pdbe_chem_comp_drugbank_details.description
'A key intermediate in metabolism. It is an acid compound found in citrus fruits. The salts of citric acid (citrates) can be used as anticoagulants due to their calcium-chelating ability.  Citric acid is one of the active ingredients in Phexxi, a non-hormonal contraceptive agent that was approved by the FDA on May 2020.[L14120] It is also used in combination with magnesium oxide to form magnesium citrate, an osmotic laxative.[L43832]'
_pdbe_chem_comp_drugbank_details.cas_number 77-92-9
_pdbe_chem_comp_drugbank_details.mechanism_of_action ?
#
loop_
_pdbe_chem_comp_synonyms.comp_id
_pdbe_chem_comp_synonyms.name
_pdbe_chem_comp_synonyms.provenance
_pdbe_chem_comp_synonyms.type
CIT 'Citric Acid' ChEMBL 'United States Accepted Names'
CIT 'Urologic G' ChEMBL Tradename
CIT '2-hydroxy-1,2,3-propanetricarboxyic acid' DrugBank ?
CIT '2-Hydroxytricarballylic acid' DrugBank ?
CIT '3-carboxy-3-hydroxypentane-1,5-dioic acid' DrugBank ?
CIT 'Acidum citricum' DrugBank ?
CIT 'Anhydrous citric acid' DrugBank ?
CIT 'Citric acid monoglyceride' DrugBank ?
CIT 'Citric acid, anhydrous' DrugBank ?
CIT 'Citric acid,anhydrous' DrugBank ?
#
_pdbe_chem_comp_drugbank_classification.comp_id CIT
_pdbe_chem_comp_drugbank_classification.drugbank_id DB04272
_pdbe_chem_comp_drugbank_classification.parent 'Tricarboxylic acids and derivatives'
_pdbe_chem_comp_drugbank_classification.kingdom 'Organic compounds'
_pdbe_chem_comp_drugbank_classification.class 'Carboxylic acids and derivatives'
_pdbe_chem_comp_drugbank_classification.superclass 'Organic acids and derivatives'
_pdbe_chem_comp_drugbank_classification.description
'This compound belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.'
#
loop_
_pdbe_chem_comp_drugbank_targets.comp_id
_pdbe_chem_comp_drugbank_targets.drugbank_id
_pdbe_chem_comp_drugbank_targets.name
_pdbe_chem_comp_drugbank_targets.organism
_pdbe_chem_comp_drugbank_targets.uniprot_id
_pdbe_chem_comp_drugbank_targets.pharmacologically_active
_pdbe_chem_comp_drugbank_targets.ordinal
CIT DB04272 'Metallo-beta-lactamase type 2' 'Klebsiella pneumoniae' C7C422 yes 1
CIT DB04272 'Lanosterol 14-alpha demethylase' Yeast P10613 yes 2
CIT DB04272 'Transient receptor potential cation channel subfamily V member 4' Humans Q9HBA0 yes 3
CIT DB04272 'Aldo-keto reductase family 1 member B1' Humans P15121 yes 4
CIT DB04272 'Isocitrate dehydrogenase [NADP]' 'Bacillus subtilis (strain 168)' P39126 yes 5
CIT DB04272 Beta-lactamase 'Bacillus licheniformis' P00808 yes 6
CIT DB04272 'Beta-lactamase 2' 'Bacillus cereus' P04190 unknown 7
CIT DB04272 'Citrate synthase, mitochondrial' Humans O75390 unknown 8
CIT DB04272 'Proto-oncogene tyrosine-protein kinase Src' Humans P12931 unknown 9
CIT DB04272 'Ribonuclease pancreatic' Humans P07998 unknown 10
CIT DB04272 'Eosinophil cationic protein' Humans P12724 unknown 11
CIT DB04272 'Fumarate hydratase class II' 'Escherichia coli (strain K12)' P05042 unknown 12
CIT DB04272 6-phosphogluconolactonase 'Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)' Q9X0N8 unknown 13
CIT DB04272 'L-amino-acid oxidase' Humans Q96RQ9 unknown 14
CIT DB04272 'Carboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 1' Humans Q9GZU7 unknown 15
CIT DB04272 'Cytochrome c peroxidase' 'Marinobacter hydrocarbonoclasticus' P83787 unknown 16
CIT DB04272 'Hepatocyte growth factor-regulated tyrosine kinase substrate' Humans O14964 unknown 17
CIT DB04272 Invasin 'Yersinia pseudotuberculosis serotype I (strain IP32953)' P11922 unknown 18
CIT DB04272 'Intron-associated endonuclease 1' 'Enterobacteria phage T4' P13299 unknown 19
CIT DB04272 'Short tail fiber protein gp12' 'Enterobacteria phage T4' P10930 unknown 20
CIT DB04272 'Malate dehydrogenase, mitochondrial' Humans P40926 unknown 21
CIT DB04272 'N5-carboxyaminoimidazole ribonucleotide mutase' 'Acetobacter aceti' Q2QJL3 unknown 22
CIT DB04272 '50S ribosomal protein L4' 'Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)' P38516 unknown 23
CIT DB04272 'Carboxypeptidase B' Humans P15086 unknown 24
CIT DB04272 'Hexon protein' HAdV-2 P03277 unknown 25
CIT DB04272 'Riboflavin biosynthesis protein' 'Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)' Q9WZW1 unknown 26
CIT DB04272 Beta-fructosidase 'Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)' O33833 unknown 27
CIT DB04272 'Putative stringent starvation protein A' 'Yersinia pestis' A0A5P8YJZ1 unknown 28
CIT DB04272 'Citrate synthase' 'Thermus thermophilus' Q9LCX9 unknown 29
CIT DB04272 "RNA 3'-terminal phosphate cyclase" 'Escherichia coli (strain K12)' P46849 unknown 30
CIT DB04272 'U6 snRNA-associated Sm-like protein LSm6' Humans P62312 unknown 31
CIT DB04272 'Pleckstrin homology domain-containing family A member 1' Humans Q9HB21 unknown 32
CIT DB04272 'Fe(3+)-binding periplasmic protein' 'Serratia marcescens' P21408 unknown 33
CIT DB04272 'Signal recognition particle receptor FtsY' 'Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)' Q9WZ40 unknown 34
CIT DB04272 'Nicotinate-nucleotide adenylyltransferase' 'Shigella flexneri' P0A753 unknown 35
CIT DB04272 'N utilization substance protein B homolog' 'Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)' Q9X286 unknown 36
CIT DB04272 'Complement component C8 gamma chain' Humans P07360 unknown 37
CIT DB04272 'Ribonucleoside-diphosphate reductase subunit beta' 'Mycobacterium leprae (strain TN)' Q9CBQ2 unknown 38
CIT DB04272 'Glutamine synthetase' 'Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)' P9WN39 unknown 39
CIT DB04272 'Glutamine synthetase' 'Mycobacterium tuberculosis (strain CDC 1551 / Oshkosh)' P9WN38 unknown 40
CIT DB04272 '2-methylcitrate synthase' 'Antarctic bacterium DS2-3R' O34002 unknown 41
CIT DB04272 'Prostaglandin F synthase' 'Trypanosoma brucei brucei' Q9GV41 unknown 42
CIT DB04272 'Adenine phosphoribosyltransferase' Humans P07741 unknown 43
CIT DB04272 'Glucose-1-phosphate thymidylyltransferase' 'Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)' Q9HU22 unknown 44
CIT DB04272 'Glyoxalase family protein' 'Bacillus cereus (strain ATCC 14579 / DSM 31 / JCM 2152 / NBRC 15305 / NCIMB 9373 / NRRL B-3711)' Q81F54 unknown 45
CIT DB04272 'Laccase domain protein YfiH' 'Escherichia coli (strain K12)' P33644 unknown 46
CIT DB04272 'Ribose-5-phosphate isomerase A' 'Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)' P44725 unknown 47
CIT DB04272 'GMP synthase [glutamine-hydrolyzing]' 'Escherichia coli (strain K12)' P04079 unknown 48
CIT DB04272 'Inosine triphosphate pyrophosphatase' Humans Q9BY32 unknown 49
CIT DB04272 Lysozyme 'Enterobacteria phage P1' Q37875 unknown 50
CIT DB04272 'Glycerol uptake operon antiterminator regulatory protein' 'Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)' Q9X1F0 unknown 51
CIT DB04272 '3-carboxy-cis,cis-muconate cycloisomerase' 'Pseudomonas putida' P32427 unknown 52
CIT DB04272 'Pyruvate decarboxylase' 'Zymomonas mobilis subsp. mobilis (strain ATCC 31821 / ZM4 / CP4)' P06672 unknown 53
#
loop_
_software.name
_software.version
_software.description
rdkit 2023.09.6 'Core functionality.'
pdbeccdutils 0.8.6 'Wrapper to provide 2D templates and molecular fragments.'
#
loop_
_pdbe_chem_comp_atom_depiction.comp_id
_pdbe_chem_comp_atom_depiction.atom_id
_pdbe_chem_comp_atom_depiction.element
_pdbe_chem_comp_atom_depiction.model_Cartn_x
_pdbe_chem_comp_atom_depiction.model_Cartn_y
_pdbe_chem_comp_atom_depiction.pdbx_ordinal
CIT C1 C 0.342 1.929 1
CIT O1 O 1.842 1.929 2
CIT O2 O -0.408 3.228 3
CIT C2 C -0.408 0.630 4
CIT C3 C 0.342 -0.669 5
CIT O7 O 1.092 0.630 6
CIT C4 C -0.957 -1.419 7
CIT C5 C -2.256 -0.669 8
CIT O3 O -2.256 0.831 9
CIT O4 O -3.555 -1.419 10
CIT C6 C 1.641 -1.419 11
CIT O5 O 1.641 -2.919 12
CIT O6 O 2.940 -0.669 13
#
loop_
_pdbe_chem_comp_bond_depiction.comp_id
_pdbe_chem_comp_bond_depiction.atom_id_1
_pdbe_chem_comp_bond_depiction.atom_id_2
_pdbe_chem_comp_bond_depiction.value_order
_pdbe_chem_comp_bond_depiction.bond_dir
_pdbe_chem_comp_bond_depiction.pdbx_ordinal
CIT C1 O1 DOUBLE NONE 1
CIT C1 O2 SINGLE NONE 2
CIT C1 C2 SINGLE NONE 3
CIT C2 C3 SINGLE NONE 4
CIT C3 O7 SINGLE NONE 5
CIT C3 C4 SINGLE NONE 6
CIT C3 C6 SINGLE NONE 7
CIT C4 C5 SINGLE NONE 8
CIT C5 O3 DOUBLE NONE 9
CIT C5 O4 SINGLE NONE 10
CIT C6 O5 DOUBLE NONE 11
CIT C6 O6 SINGLE NONE 12
#
#
#
_pdbe_chem_comp_rdkit_properties.comp_id CIT
_pdbe_chem_comp_rdkit_properties.exactmw 192.027
_pdbe_chem_comp_rdkit_properties.amw 192.123
_pdbe_chem_comp_rdkit_properties.lipinskiHBA 7
_pdbe_chem_comp_rdkit_properties.lipinskiHBD 4
_pdbe_chem_comp_rdkit_properties.NumRotatableBonds 6
_pdbe_chem_comp_rdkit_properties.NumHBD 4
_pdbe_chem_comp_rdkit_properties.NumHBA 7
_pdbe_chem_comp_rdkit_properties.NumHeavyAtoms 13
_pdbe_chem_comp_rdkit_properties.NumAtoms 21
_pdbe_chem_comp_rdkit_properties.NumHeteroatoms 7
_pdbe_chem_comp_rdkit_properties.NumAmideBonds 0
_pdbe_chem_comp_rdkit_properties.FractionCSP3 0.500
_pdbe_chem_comp_rdkit_properties.NumRings 0
_pdbe_chem_comp_rdkit_properties.NumAromaticRings 0
_pdbe_chem_comp_rdkit_properties.NumAliphaticRings 0
_pdbe_chem_comp_rdkit_properties.NumSaturatedRings 0
_pdbe_chem_comp_rdkit_properties.NumHeterocycles 0
_pdbe_chem_comp_rdkit_properties.NumAromaticHeterocycles 0
_pdbe_chem_comp_rdkit_properties.NumSaturatedHeterocycles 0
_pdbe_chem_comp_rdkit_properties.NumAliphaticHeterocycles 0
_pdbe_chem_comp_rdkit_properties.NumSpiroAtoms 0
_pdbe_chem_comp_rdkit_properties.NumBridgeheadAtoms 0
_pdbe_chem_comp_rdkit_properties.NumAtomStereoCenters 0
_pdbe_chem_comp_rdkit_properties.NumUnspecifiedAtomStereoCenters 0
_pdbe_chem_comp_rdkit_properties.labuteASA 83.812
_pdbe_chem_comp_rdkit_properties.tpsa 132.130
_pdbe_chem_comp_rdkit_properties.CrippenClogP -1.248
_pdbe_chem_comp_rdkit_properties.CrippenMR 37.091
_pdbe_chem_comp_rdkit_properties.chi0v 5.858
_pdbe_chem_comp_rdkit_properties.chi1v 2.679
_pdbe_chem_comp_rdkit_properties.chi2v 0.844
_pdbe_chem_comp_rdkit_properties.chi3v 0.844
_pdbe_chem_comp_rdkit_properties.chi4v 0.421
_pdbe_chem_comp_rdkit_properties.chi0n 13.858
_pdbe_chem_comp_rdkit_properties.chi1n 6.312
_pdbe_chem_comp_rdkit_properties.chi2n 0.844
_pdbe_chem_comp_rdkit_properties.chi3n 0.844
_pdbe_chem_comp_rdkit_properties.chi4n 0.421
_pdbe_chem_comp_rdkit_properties.hallKierAlpha -1.630
_pdbe_chem_comp_rdkit_properties.kappa1 3.623
_pdbe_chem_comp_rdkit_properties.kappa2 3.854
_pdbe_chem_comp_rdkit_properties.kappa3 3.518
_pdbe_chem_comp_rdkit_properties.Phi 1.074
#
loop_
_pdbe_chem_comp_external_mappings.comp_id
_pdbe_chem_comp_external_mappings.source
_pdbe_chem_comp_external_mappings.resource
_pdbe_chem_comp_external_mappings.resource_id
CIT UniChem ChEMBL CHEMBL1261
CIT UniChem DrugBank DB04272
CIT UniChem 'Guide to Pharmacology' 2478
CIT UniChem 'KEGG LIGAND' C00158
CIT UniChem ChEBI 30769
CIT UniChem ZINC ZINC000000895081
CIT UniChem eMolecules 475729
CIT UniChem fdasrs XF417D3PSL
CIT UniChem SureChEMBL SCHEMBL842
CIT UniChem PharmGKB PA449021
CIT UniChem HMDB HMDB0000094
CIT UniChem NMRShiftDB 10008628
CIT UniChem ACTor 12262-73-6
CIT UniChem Nikkaji J2.824J
CIT UniChem BindingDb 14672
CIT UniChem DrugCentral 666
CIT UniChem MetaboLights MTBLC30769
CIT UniChem BRENDA 110131
CIT UniChem BRENDA 131
CIT UniChem BRENDA 1714
CIT UniChem BRENDA 54493
CIT UniChem ChemicalBook CB4127749
CIT UniChem ChemicalBook CB9854361
CIT UniChem DailyMed 'CITRIC ACID'
CIT UniChem ClinicalTrials 'ANHYDROUS CITRIC ACID'
CIT UniChem ClinicalTrials 'CITRIC ACID'
CIT UniChem ClinicalTrials 'CITRIC ACID MONOHYDRATE'
CIT UniChem ClinicalTrials 'CITRIC ACID, ANHYDROUS'
CIT UniChem ClinicalTrials E-330
CIT UniChem rxnorm 'CITRIC ACID'
CIT UniChem rxnorm 'CITRIC ACID MONOHYDRATE'
CIT UniChem rxnorm 'CITRIC ACID, ANHYDROUS'
CIT UniChem MedChemExpress HY-N1428
CIT UniChem 'Probes And Drugs' PD008874
CIT UniChem CCDC CITRAC
CIT UniChem 'EPA CompTox Dashboard' DTXSID3020332
CIT UniChem 'PubChem TPHARMA' 15322278
CIT UniChem PubChem 19782904
CIT UniChem PubChem 311
CIT UniChem PubChem 88113319
CIT UniChem Mcule MCULE-7981253226
CIT UniChem ACTor 77-92-9
#
loop_
_pdbe_chem_comp_rdkit_conformer.comp_id
_pdbe_chem_comp_rdkit_conformer.atom_id
_pdbe_chem_comp_rdkit_conformer.Cartn_x_rdkit
_pdbe_chem_comp_rdkit_conformer.Cartn_y_rdkit
_pdbe_chem_comp_rdkit_conformer.Cartn_z_rdkit
_pdbe_chem_comp_rdkit_conformer.rdkit_method
_pdbe_chem_comp_rdkit_conformer.rdkit_ordinal
CIT C1 2.436 -0.344 0.770 ETKDGv3 1
CIT O1 2.705 -0.802 1.913 ETKDGv3 2
CIT O2 3.125 0.764 0.286 ETKDGv3 3
CIT C2 1.357 -0.975 -0.060 ETKDGv3 4
CIT C3 -0.062 -0.494 0.330 ETKDGv3 5
CIT O7 -0.256 -0.762 1.702 ETKDGv3 6
CIT C4 -0.202 1.032 0.059 ETKDGv3 7
CIT C5 -1.585 1.555 0.323 ETKDGv3 8
CIT O3 -1.882 2.011 1.460 ETKDGv3 9
CIT O4 -2.547 1.516 -0.681 ETKDGv3 10
CIT C6 -1.052 -1.281 -0.508 ETKDGv3 11
CIT O5 -1.706 -2.232 -0.000 ETKDGv3 12
CIT O6 -1.200 -0.994 -1.863 ETKDGv3 13
CIT HO2 3.848 1.208 0.839 ETKDGv3 14
CIT H21 1.423 -2.079 0.065 ETKDGv3 15
CIT H22 1.554 -0.756 -1.132 ETKDGv3 16
CIT HO7 -1.197 -0.549 1.934 ETKDGv3 17
CIT H41 0.510 1.595 0.699 ETKDGv3 18
CIT H42 0.063 1.257 -0.998 ETKDGv3 19
CIT HO4 -3.487 1.855 -0.515 ETKDGv3 20
CIT HO6 -1.844 -1.524 -2.439 ETKDGv3 21
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