{"id":36282,"npaid":"NPA036282","original_name":"Oxaline","mol_formula":"C24H25N5O4","mol_weight":"447.4950","exact_mass":"447.1907","inchikey":"SOHAVULMGIITDH-SSDCDQDPSA-N","smiles":"C=CC(C)(C)[C@]12C=C(OC)C(=O)N3/C(=C/C4=CN=CN4)C(=O)N[C@@]31N(OC)C1=CC=CC=C12","cluster_id":1934,"node_id":1555,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C24H25N5O4/c1-6-22(2,3)23-12-19(32-4)21(31)28-18(11-15-13-25-14-26-15)20(30)27-24(23,28)29(33-5)17-10-8-7-9-16(17)23/h6-14H,1H2,2-5H3,(H,25,26)(H,27,30)/b18-11+/t23-,24-/m1/s1","m_plus_h":"448.1980","m_plus_na":"470.1799","origin_reference":{"doi":"10.1007/s12272-022-01370-w","pmid":35094261,"authors":"Kim, Dong-Cheol; Quang, Tran Hong; Tien, Nguyen Thuy; Kim, Kwan-Woo; Kim, Youn-Chul; Ngan, Nguyen Thi Thanh; Cuong, Nguyen Xuan; Nam, Nguyen Hoai; Oh, Hyuncheol","title":"Anti-neuroinflammatory effect of oxaline, isorhodoptilometrin, and 5-hydroxy-7-(2'-hydroxypropyl)-2-methyl-chromone obtained from the marine fungal strain Penicillium oxalicum CLC-MF05.","journal":"Archives of Pharmacal Research","year":2022,"volume":"45","issue":"2","pages":"90-104"},"origin_organism":{"id":11408,"type":"Fungus","genus":"Penicillium","species":"oxalicum CLC-MF05","taxon":{"id":1239,"name":"Penicillium","rank":"genus","taxon_db":"mycobank","external_id":"9257","ncbi_id":5073,"ancestors":[{"id":599,"name":"Eukarya","rank":"domain","taxon_db":"mycobank","external_id":"0","ncbi_id":2759},{"id":600,"name":"Fungi","rank":"kingdom","taxon_db":"mycobank","external_id":"90157","ncbi_id":4751},{"id":617,"name":"Ascomycota","rank":"phylum","taxon_db":"mycobank","external_id":"90031","ncbi_id":4890},{"id":1212,"name":"Eurotiomycetes","rank":"class","taxon_db":"mycobank","external_id":"501483","ncbi_id":147545},{"id":1235,"name":"Eurotiales","rank":"order","taxon_db":"mycobank","external_id":"90472","ncbi_id":5042},{"id":1236,"name":"Aspergillaceae","rank":"family","taxon_db":"mycobank","external_id":"80489","ncbi_id":1131492}]}},"syntheses":[],"reassignments":[],"mol_structures":[{"current_structure":true,"reference_doi":"10.1007/s12272-022-01370-w","structure_smiles":"C=CC(C)(C)[C@]12C=C(OC)C(=O)N3/C(=C/C4=CN=CN4)C(=O)N[C@@]31N(OC)C1=CC=CC=C12","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"gnps","external_db_code":"CCMSLIB00012113170%Suspect related to Massbank:AC000743 Oxaline (predicted molecular formula SIRIUS: C22H27NO8 / BUDDY: C23H23N5O4) with delta m/z -14.016 (putative explanation: Ala->Gly substitution|Gln->Asn substitution|Glu->Asp substitution|Leu/Ile->Val substitution|Thr->Ser substitution; atomic difference: -1C,-2H|-1C,-2H|-1C,-2H|-1C,-2H|-1C,-2H) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012113171%Suspect related to Massbank:AC000743 Oxaline (predicted molecular formula SIRIUS: C22H29NO8 / BUDDY: C22H29NO8) with delta m/z -12.0 (putative explanation: formaldehyde adduct (reverse)|methylation and reduction (reverse)|nan (reverse); atomic difference: -1C|-1C|-1C) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012113172%Suspect related to Massbank:AC000744 Oxaline (predicted molecular formula SIRIUS: C22H27NO8 / BUDDY: C23H23N5O4) with delta m/z -14.016 (putative explanation: Ala->Gly substitution|Gln->Asn substitution|Glu->Asp substitution|Leu/Ile->Val substitution|Thr->Ser substitution; atomic difference: -1C,-2H|-1C,-2H|-1C,-2H|-1C,-2H|-1C,-2H) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727311%Massbank:AC000746 Oxaline%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727374%Massbank:AC000745 Oxaline%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727418%Massbank:AC000744 Oxaline%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727443%Massbank:AC000742 Oxaline%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727892%Massbank:AC000743 Oxaline%3"}],"classyfire":{"class":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000211","name":"Indoles and derivatives","chemont_id":"CHEMONTID:0000211","description":"Organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring."},"smiles":"CON1C2=CC=CC=C2[C@]2(C=C(OC)C(=O)N3\\C(=C\\C4=CN=CN4)C(=O)N[C@]123)C(C)(C)C=C","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=SOHAVULMGIITDH-SSDCDQDPSA-N","subclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001213","name":"Pyridoindoles","chemont_id":"CHEMONTID:0001213","description":"Compounds containing a pyridoindole, which consists of a pyridine fused to an indole. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center. Indole is a bicyclic  compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring."},"ancestors":["1-hydroxylamino, 2-unsubstituted benzenoids","1-hydroxylamino, 4-unsubstituted benzenoids","Alpha amino acids and derivatives","Alpha carbolines","Amino acids and derivatives","Amino acids, peptides, and analogues","Azacyclic compounds","Azoles","Azolidines","Benzenoids","Carbonyl compounds","Carboxylic acid amides","Carboxylic acid derivatives","Carboxylic acids and derivatives","Chemical entities","Heteroaromatic compounds","Hydrocarbon derivatives","Imidazoles","Imidazolidines","Imidazolidinones","Imidazopyridines","Indoles","Indoles and derivatives","Lactams","N-organohydroxylamines","Organic acids and derivatives","Organic compounds","Organic nitrogen compounds","Organic oxides","Organic oxygen compounds","Organoheterocyclic compounds","Organonitrogen compounds","Organooxygen compounds","Organopnictogen compounds","Ortho amides","Orthocarboxylic acid derivatives","Pyridines and derivatives","Pyridoindoles","Pyridoindolones","Secondary carboxylic acid amides","Tertiary carboxylic acid amides"],"superclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000002","name":"Organoheterocyclic compounds","chemont_id":"CHEMONTID:0000002","description":"Compounds containing a ring with least one carbon atom and one non-carbon atom."},"description":"This compound belongs to the class of organic compounds known as pyridoindolones. These are pyridoindoles with a structure that contains an indole moiety bearing a ketone. Indole is a bicyclic  compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.","substituents":["Pyridoindolone","Alpha-carboline","Alpha-amino acid or derivatives","Imidazopyridine","Indole","1-hydroxylamino, 4-unsubstituted benzenoid","1-hydroxylamino, 2-unsubstituted benzenoid","Imidazolidinone","Pyridine","Benzenoid","Azole","Imidazole","Imidazolidine","Heteroaromatic compound","Tertiary carboxylic acid amide","Orthocarboxylic acid derivative","Ortho amide","Secondary carboxylic acid amide","Lactam","Carboxamide group","N-organohydroxylamine","Azacycle","Carboxylic acid derivative","Organooxygen compound","Organic oxygen compound","Organopnictogen compound","Organic oxide","Organic nitrogen compound","Hydrocarbon derivative","Organonitrogen compound","Carbonyl group","Aromatic heteropolycyclic compound"],"direct_parent":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001374","name":"Pyridoindolones","chemont_id":"CHEMONTID:0001374","description":"Pyridoindoles with a structure that contains an indole moiety bearing a ketone. Indole is a bicyclic  compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring."},"intermediate_nodes":[],"alternative_parents":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001913","name":"Alpha carbolines","chemont_id":"CHEMONTID:0001913","description":"Organic compounds containing a pyrido[2,3-b]indole core (which is a pyridine fused to an indole)."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000060","name":"Alpha amino acids and derivatives","chemont_id":"CHEMONTID:0000060","description":"Amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002497","name":"Indoles","chemont_id":"CHEMONTID:0002497","description":"Compounds containing an indole moiety, which consists of pyrrole ring fused to benzene  to form 2,3-benzopyrrole."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000328","name":"Imidazopyridines","chemont_id":"CHEMONTID:0000328","description":"Organic polycyclic compounds containing an imidazole ring fused to a pyridine ring. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004648","name":"1-hydroxylamino, 2-unsubstituted benzenoids","chemont_id":"CHEMONTID:0004648","description":"Benzenoids in which the benzene moiety is N-linked to an hydroxylamine at the 1-position, and unsubstituted at the 2-position."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004649","name":"1-hydroxylamino, 4-unsubstituted benzenoids","chemont_id":"CHEMONTID:0004649","description":"Benzenoids in which the benzene moiety is N-linked to an hydroxylamine at the 1-position, and unsubstituted at the 4-position."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000089","name":"Pyridines and derivatives","chemont_id":"CHEMONTID:0000089","description":"Compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001149","name":"Imidazolidinones","chemont_id":"CHEMONTID:0001149","description":"Organic compounds containing an imidazolidinone moiety, which is an imidazolidine ring bearing a ketone."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001664","name":"Tertiary carboxylic acid amides","chemont_id":"CHEMONTID:0001664","description":"Compounds containing an amide derivative of carboxylic acid, with the general structure RN(R1)C(R2)=O (R1-R2 any atom but H)."},{"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/C0000078","name":"Imidazoles","chemont_id":"CHEMONTID:0000078","description":"Compounds containing an imidazole ring, which is an aromatic five-member ring with two nitrogen atoms at positions 1 and 3, and three carbon atoms."},{"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/C0001236","name":"Orthocarboxylic acid derivatives","chemont_id":"CHEMONTID:0001236","description":"Organic compounds containing the orhtocarboxylic acid functional group, with the RC(X)(X)X (R=H, alkyl, aryl; X=OH, alkoxy, aryloxy, substituted amino, etc.)."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000160","name":"Lactams","chemont_id":"CHEMONTID:0000160","description":"Compounds containing a lactam ring, which is a cyclic amide of amino carboxylic acids, having a 1-azacycloalkan-2-one structure (or an analogue having unsaturation or heteroatoms replacing one or more carbon atoms of the ring)."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002927","name":"Ortho amides","chemont_id":"CHEMONTID:0002927","description":"Hypothetical  Compounds having the general structure RC(NH2)3, and N-substituted derivatives thereof."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000158","name":"N-organohydroxylamines","chemont_id":"CHEMONTID:0000158","description":"Organic compounds comprising the hydroxylamine functional group, with the general structure R1ON(R2)R3 (R1,R3=H, organyl; R2 = organyl)."},{"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/C0001831","name":"Carbonyl compounds","chemont_id":"CHEMONTID:0001831","description":"Organic compounds containing a carbonyl group, with the general structure RC(=O)R', where R=organyl, R'=H, N, O, organyl group or halide 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/C0003940","name":"Organic oxides","chemont_id":"CHEMONTID:0003940","description":"Organic compounds containing an oxide group."},{"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."}],"molecular_framework":"Aromatic heteropolycyclic compounds","external_descriptors":[{"source":"CHEBI","source_id":"CHEBI:70400","annotations":["organic heterotetracyclic compound","imidazoles","indole alkaloid","lactam","enol ether"]}],"predicted_chebi_terms":["pyridoindole (CHEBI:48888)","organonitrogen compound (CHEBI:35352)","organooxygen compound (CHEBI:36963)","indoles (CHEBI:24828)","imidazopyridine (CHEBI:46908)","organic aromatic compound (CHEBI:33659)","hydroxylamines (CHEBI:24709)","pyridines (CHEBI:26421)","imidazolidinone (CHEBI:55370)","carboxamide (CHEBI:37622)","imidazoles (CHEBI:24780)","organic molecular entity (CHEBI:50860)","lactam (CHEBI:24995)","organonitrogen heterocyclic compound (CHEBI:38101)","carbonyl compound (CHEBI:36586)","organic molecule (CHEBI:72695)","organic oxide (CHEBI:25701)","pnictogen molecular entity (CHEBI:33302)","chemical entity (CHEBI:24431)","organic heterocyclic compound (CHEBI:24532)","amino acid (CHEBI:33709)","peptide (CHEBI:16670)","benzenoid aromatic compound (CHEBI:33836)","imidazolidines (CHEBI:38261)","amide (CHEBI:32988)","azole (CHEBI:68452)","nitrogen molecular entity (CHEBI:51143)","oxygen molecular entity (CHEBI:25806)"],"classification_version":"2.1","predicted_lipidmaps_terms":[]}}