{"id":3913,"npaid":"NPA003913","original_name":"Cacibiocin B","mol_formula":"C15H8Cl2N2O7","mol_weight":"399.1420","exact_mass":"397.9709","inchikey":"XKCFYLTVOFQSHE-UHFFFAOYSA-N","smiles":"C1=C(NC(=C1)C(=O)O)C(=O)NC2=C(C3=CC(=C(C(=C3OC2=O)Cl)O)Cl)O","cluster_id":2103,"node_id":1682,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C15H8Cl2N2O7/c16-5-3-4-10(20)9(15(25)26-12(4)8(17)11(5)21)19-13(22)6-1-2-7(18-6)14(23)24/h1-3,18,20-21H,(H,19,22)(H,23,24)","m_plus_h":"398.9782","m_plus_na":"420.9601","origin_reference":{"doi":"10.1002/cbic.201300712","pmid":24554531,"authors":"Zettler, Judith; Xia, Haiyang; Burkard, Nadja; Kulik, Andreas; Grond, Stephanie; Heide, Lutz; Apel, Alexander K.","title":"New Aminocoumarins from the rare actinomycete catenulispora acidiphila DSM 44928: Identification, structure elucidation, and heterologous production","journal":"ChemBioChem","year":2014,"volume":"15","issue":"4","pages":"612-621"},"origin_organism":{"id":2294,"type":"Bacterium","genus":"Catenulispora","species":"acidiphila DSM 44928","taxon":{"id":274,"name":"Catenulispora","rank":"genus","taxon_db":"lpsn","external_id":"515323","ncbi_id":414878,"ancestors":[{"id":1,"name":"Bacteria","rank":"domain","taxon_db":"lpsn","external_id":"0","ncbi_id":2},{"id":203,"name":"Actinobacteria","rank":"phylum","taxon_db":"lpsn","external_id":"0","ncbi_id":201174},{"id":204,"name":"Actinobacteria","rank":"class","taxon_db":"lpsn","external_id":"0","ncbi_id":null},{"id":270,"name":"Catenulisporales","rank":"order","taxon_db":"lpsn","external_id":"0","ncbi_id":414714},{"id":273,"name":"Catenulisporaceae","rank":"family","taxon_db":"lpsn","external_id":"0","ncbi_id":414877}]}},"syntheses":[],"reassignments":[],"mol_structures":[{"current_structure":true,"reference_doi":"10.1002/cbic.201300712","structure_smiles":"C1=C(NC(=C1)C(=O)O)C(=O)NC2=C(C3=CC(=C(C(=C3OC2=O)Cl)O)Cl)O","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"mibig","external_db_code":"BGC0001154"},{"external_db_name":"npmrd","external_db_code":"NP0012546"}],"classyfire":{"class":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000145","name":"Coumarins and derivatives","chemont_id":"CHEMONTID:0000145","description":"Polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one)."},"smiles":"OC(=O)c1ccc([nH]1)C(=O)Nc1c(O)c2cc(Cl)c(O)c(Cl)c2oc1=O","kingdom":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000000","name":"Organic compounds","chemont_id":"CHEMONTID:0000000","description":"Compounds that contain at least one carbon atom, excluding isocyanide/cyanide and their non-hydrocarbyl derivatives, thiophosgene, carbon diselenide, carbon monosulfide, carbon disulfide, carbon subsulfide, carbon monoxide, carbon dioxide, Carbon suboxide, and dicarbon monoxide."},"inchikey":"InChIKey=XKCFYLTVOFQSHE-UHFFFAOYSA-N","subclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002908","name":"Hydroxycoumarins","chemont_id":"CHEMONTID:0002908","description":"Coumarins that contain one or more hydroxyl groups attached to the coumarin skeleton."},"ancestors":["1-benzopyrans","2-heteroaryl carboxamides","4-hydroxycoumarins","7-hydroxycoumarins","Aryl chlorides","Aryl halides","Azacyclic compounds","Benzenoids","Benzopyrans","Carboxylic acid amides","Carboxylic acid derivatives","Carboxylic acids","Carboxylic acids and derivatives","Chemical entities","Coumarins and derivatives","Heteroaromatic compounds","Hydrocarbon derivatives","Hydroxycoumarins","Lactones","Monocarboxylic acids and derivatives","Organic acids and derivatives","Organic compounds","Organic nitrogen compounds","Organic oxides","Organic oxygen compounds","Organochlorides","Organohalogen compounds","Organoheterocyclic compounds","Organonitrogen compounds","Organooxygen compounds","Organopnictogen compounds","Oxacyclic compounds","Phenylpropanoids and polyketides","Pyranones and derivatives","Pyrans","Pyrrole 2-carboxylic acids","Pyrrole carboxamides","Pyrrole carboxylic acids","Pyrrole carboxylic acids and derivatives","Pyrroles","Secondary carboxylic acid amides","Substituted pyrroles","Vinylogous acids"],"superclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000261","name":"Phenylpropanoids and polyketides","chemont_id":"CHEMONTID:0000261","description":"Organic compounds that are synthesized either from the amino acid phenylalanine (phenylpropanoids) or the decarboxylative condensation of malonyl-CoA (polyketides). Phenylpropanoids are aromatic compounds based on the phenylpropane skeleton. Polyketides usually consist of alternating carbonyl and methylene groups (beta-polyketones), biogenetically derived from repeated condensation of acetyl coenzyme A (via malonyl coenzyme A), and usually the compounds derived from them by further condensations."},"description":"This compound belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.","substituents":["4-hydroxycoumarin","7-hydroxycoumarin","Benzopyran","1-benzopyran","2-heteroaryl carboxamide","Pyrrole-2-carboxylic acid or derivatives","Pyrrole-2-carboxamide","Pyrrole-2-carboxylic acid","Pyranone","Aryl chloride","Aryl halide","Substituted pyrrole","Pyran","Benzenoid","Pyrrole","Vinylogous acid","Heteroaromatic compound","Carboxamide group","Lactone","Secondary carboxylic acid amide","Oxacycle","Monocarboxylic acid or derivatives","Carboxylic acid","Carboxylic acid derivative","Azacycle","Organoheterocyclic compound","Organooxygen compound","Organonitrogen compound","Organochloride","Organohalogen compound","Organic oxygen compound","Organic nitrogen compound","Hydrocarbon derivative","Organic oxide","Organopnictogen compound","Aromatic heteropolycyclic compound"],"direct_parent":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002909","name":"7-hydroxycoumarins","chemont_id":"CHEMONTID:0002909","description":"Coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton."},"intermediate_nodes":[],"alternative_parents":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002907","name":"4-hydroxycoumarins","chemont_id":"CHEMONTID:0002907","description":"Coumarins that contain one or more hydroxyl groups attached to C4-position the coumarin skeleton."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003410","name":"1-benzopyrans","chemont_id":"CHEMONTID:0003410","description":"Organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002556","name":"Pyrrole carboxamides","chemont_id":"CHEMONTID:0002556","description":"Heterocyclic compounds containing a pyrrole ring bearing a carboxamide."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002557","name":"Pyrrole 2-carboxylic acids","chemont_id":"CHEMONTID:0002557","description":"Pyrrole carboxylic acids where the carboxyl group is attached at position C2."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004817","name":"2-heteroaryl carboxamides","chemont_id":"CHEMONTID:0004817","description":"Compounds containing a heteroaromatic ring that carries a carboxamide group."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000481","name":"Pyranones and derivatives","chemont_id":"CHEMONTID:0000481","description":"Compounds containing a pyran ring which bears a ketone."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002257","name":"Substituted pyrroles","chemont_id":"CHEMONTID:0002257","description":"Heterocyclic compounds containing a pyrrole ring substituted at one or more positions."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001030","name":"Aryl chlorides","chemont_id":"CHEMONTID:0001030","description":"Organic compounds containing the acyl chloride functional group."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002448","name":"Benzenoids","chemont_id":"CHEMONTID:0002448","description":"Aromatic compounds containing one or more benzene rings."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003889","name":"Vinylogous acids","chemont_id":"CHEMONTID:0003889","description":"Organic compounds containing a hydroxyl group, which is indirectly attached to a carbonyl via an intervening vinyl (>C=C<) moiety."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004144","name":"Heteroaromatic compounds","chemont_id":"CHEMONTID:0004144","description":"Compounds containing an aromatic ring where a carbon atom is linked to an hetero atom."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001663","name":"Secondary carboxylic acid amides","chemont_id":"CHEMONTID:0001663","description":"Compounds containing a secondary carboxylic acid amide functional group, with the general structure RC(=O)N(R')H (R,R'=alkyl, aryl)."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000050","name":"Lactones","chemont_id":"CHEMONTID:0000050","description":"Cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004140","name":"Oxacyclic compounds","chemont_id":"CHEMONTID:0004140","description":"Organic compounds containing an heterocycle with at least one oxygen atom linked to a ring carbon."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004139","name":"Azacyclic compounds","chemont_id":"CHEMONTID:0004139","description":"Organic compounds containing an heterocycle with at least one nitrogen atom and one carbon atom linked to each other."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001205","name":"Carboxylic acids","chemont_id":"CHEMONTID:0001205","description":"Compounds containing a carboxylic acid group with the formula -C(=O)OH."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001137","name":"Monocarboxylic acids and derivatives","chemont_id":"CHEMONTID:0001137","description":"Carboxylic acids containing exactly one carboxyl groups."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001516","name":"Organochlorides","chemont_id":"CHEMONTID:0001516","description":"Compounds containing a chemical bond between a carbon atom and a chlorine atom."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004557","name":"Organopnictogen compounds","chemont_id":"CHEMONTID:0004557","description":"Compounds containing a bond between carbon a pnictogen atom. Pnictogens are p-block element atoms that are in the group 15 of the periodic table."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000323","name":"Organooxygen compounds","chemont_id":"CHEMONTID:0000323","description":"Organic compounds containing a bond between a carbon atom and an oxygen atom."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003940","name":"Organic oxides","chemont_id":"CHEMONTID:0003940","description":"Organic compounds containing an oxide group."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004150","name":"Hydrocarbon derivatives","chemont_id":"CHEMONTID:0004150","description":"Derivatives of hydrocarbons obtained by substituting one or more carbon atoms by an heteroatom. They contain at least one carbon atom and heteroatom."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000278","name":"Organonitrogen compounds","chemont_id":"CHEMONTID:0000278","description":"Organic compounds containing a nitrogen atom."}],"molecular_framework":"Aromatic heteropolycyclic compounds","external_descriptors":[],"predicted_chebi_terms":["hydroxycoumarin (CHEBI:37912)","1-benzopyran (CHEBI:38443)","pyrroles (CHEBI:26455)","carboxamide (CHEBI:37622)","carboxylic acid (CHEBI:33575)","organic aromatic compound (CHEBI:33659)","pyranone (CHEBI:37963)","organochlorine compound (CHEBI:36683)","benzenoid aromatic compound (CHEBI:33836)","enone (CHEBI:51689)","enol (CHEBI:33823)","lactone (CHEBI:25000)","oxacycle (CHEBI:38104)","organonitrogen heterocyclic compound (CHEBI:38101)","carboxylic acid anion (CHEBI:29067)","carbonyl compound (CHEBI:36586)","pnictogen molecular entity (CHEBI:33302)","organic molecular entity (CHEBI:50860)","organooxygen compound (CHEBI:36963)","organic oxide (CHEBI:25701)","organic molecule (CHEBI:72695)","organonitrogen compound (CHEBI:35352)","chemical entity (CHEBI:24431)","coumarins (CHEBI:23403)","organic heterocyclic compound (CHEBI:24532)","benzopyran (CHEBI:22727)","amide (CHEBI:32988)","pyrans (CHEBI:26407)","organohalogen compound (CHEBI:36684)","haloarene (CHEBI:50887)","oxygen molecular entity (CHEBI:25806)","nitrogen molecular entity (CHEBI:51143)"],"classification_version":"2.1","predicted_lipidmaps_terms":["Benzopyranoids (PK1311)"]},"npclassifier":{"isglycoside":false,"class_results":["Simple coumarins"],"pathway_results":["Shikimates and Phenylpropanoids"],"superclass_results":["Coumarins"]}}