{"id":19749,"npaid":"NPA019749","original_name":"Epidechlorogriseofulvin","mol_formula":"C17H18O6","mol_weight":"318.3250","exact_mass":"318.1103","inchikey":"QPCYNIYZPDJCMB-XYZCENFISA-N","smiles":"COC1=CC(=O)C[C@H](C)[C@]12OC1=CC(OC)=CC(OC)=C1C2=O","cluster_id":1467,"node_id":1210,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C17H18O6/c1-9-5-10(18)6-14(22-4)17(9)16(19)15-12(21-3)7-11(20-2)8-13(15)23-17/h6-9H,5H2,1-4H3/t9-,17-/m0/s1","m_plus_h":"319.1176","m_plus_na":"341.0995","origin_reference":{"doi":"10.1021/np960395t","pmid":8786360,"authors":"Jarvis, Bruce B.; Zhou, Yihong; Jiang, Jian; Wang, Shengjun; Sorenson; Hintikka; Nikulin; Parikka; Etzel, Ruth A.; Dearborn, Dorr G.","title":"Toxigenic molds in water-damaged buildings: Dechlorogriseofulvins from Memnoniella echinata","journal":"Journal of Natural Products","year":1996,"volume":"59","issue":"6","pages":"553-554"},"origin_organism":{"id":5574,"type":"Fungus","genus":"Memnoniella","species":"echinata","taxon":{"id":974,"name":"Memnoniella","rank":"genus","taxon_db":"mycobank","external_id":"8900","ncbi_id":80382,"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":879,"name":"Sordariomycetes","rank":"class","taxon_db":"mycobank","external_id":"90350","ncbi_id":147550},{"id":899,"name":"Hypocreales","rank":"order","taxon_db":"mycobank","external_id":"90477","ncbi_id":5125}]}},"syntheses":[],"reassignments":[],"mol_structures":[{"current_structure":true,"reference_doi":"10.1021/np960395t","structure_smiles":"COC1=CC(=O)C[C@H](C)[C@]12OC1=CC(OC)=CC(OC)=C1C2=O","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"mibig","external_db_code":"BGC0000070"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004684834%3%Dechlorogriseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004684835%3%Dechlorogriseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004691886%3%Dechlorogriseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004691887%3%Dechlorogriseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004691888%3%Dechlorogriseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004691889%3%Dechlorogriseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004691890%3%Dechlorogriseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004691891%3%Dechlorogriseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000853452%NCGC00169215-02_C17H18O6_(2S,6'R)-2',4,6-Trimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2,1'-cyclohe%1!CCMSLIB00000853453%NCGC00169215-02_C17H18O6_(2S,6'R)-2',4,6-Trimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2,1'-cyclohe%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000079928%1%\"MLS000877020-01!3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione\""},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012128286%Suspect related to NCGC00169215-02_C17H18O6_(2S,6'R)-2',4,6-Trimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2,1'-cyclohex[2]ene]-3,4'-dione (predicted molecular formula SIRIUS: C18H20O6 / BUDDY: C18H20O6) with delta m/z 14.016 (putative explanation: Asn->Gln substitution|Asp->Glu substitution|Gly->Ala substitution|Methylation|Ser->Thr substitution|Val->Leu/Ile substitution|chain elongation; atomic difference: 1C,2H|1C,2H|1C,2H|1C,2H|1C,2H|1C,2H|1C,2H) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012128287%Suspect related to NCGC00169215-02_C17H18O6_(2S,6'R)-2',4,6-Trimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2,1'-cyclohex[2]ene]-3,4'-dione (predicted molecular formula SIRIUS: C16H17O7P / BUDDY: C15H16N2O6S) with delta m/z 33.963 (putative explanation: Chlorination of tyrosine residues; atomic difference: 1Cl,-1H) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009968082%Suspect related to NCGC00169215-02_C17H18O6_(2S,6'R)-2',4,6-Trimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2,1'-cyclohex[2]ene]-3,4'-dione (predicted molecular formula: C16H16O6) 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)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009968083%Suspect related to NCGC00169215-02_C17H18O6_(2S,6'R)-2',4,6-Trimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2,1'-cyclohex[2]ene]-3,4'-dione (predicted molecular formula: C18H20O6) with delta m/z 14.016 (putative explanation: Asn->Gln substitution|Asp->Glu substitution|Gly->Ala substitution|Methylation|Ser->Thr substitution|Val->Leu/Ile substitution|chain elongation; atomic difference: 1C,2H|1C,2H|1C,2H|1C,2H|1C,2H|1C,2H|1C,2H)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009968084%Suspect related to NCGC00169215-02_C17H18O6_(2S,6'R)-2',4,6-Trimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2,1'-cyclohex[2]ene]-3,4'-dione (predicted molecular formula: C16H17O7P) with delta m/z 33.963 (putative explanation: Chlorination of tyrosine residues; atomic difference: 1Cl,-1H)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012128285%Suspect related to NCGC00169215-02_C17H18O6_(2S,6'R)-2',4,6-Trimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2,1'-cyclohex[2]ene]-3,4'-dione (predicted molecular formula SIRIUS: C16H16O6 / BUDDY: C16H16O6) 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":"npmrd","external_db_code":"NP0023240"},{"external_db_name":"cmmc","external_db_code":"https://cmmc-kb.gnps2.org/structurepage/?inchikey=QPCYNIYZPDJCMB-XYZCENFISA-N"}],"classyfire":{"class":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000301","name":"Benzofurans","chemont_id":"CHEMONTID:0000301","description":"Organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom."},"smiles":"COC1=CC(OC)=C2C(OC3(C(C)CC(=O)C=C3OC)C2=O)=C1","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=QPCYNIYZPDJCMB-UHFFFAOYSA-N","subclass":null,"ancestors":["Alkyl aryl ethers","Anisoles","Aryl alkyl ketones","Aryl ketones","Benzenoids","Benzofurans","Carbonyl compounds","Chemical entities","Coumarans","Cyclic ketones","Cyclohexenones","Ethers","Hydrocarbon derivatives","Ketones","Organic acids and derivatives","Organic compounds","Organic oxides","Organic oxygen compounds","Organoheterocyclic compounds","Organooxygen compounds","Oxacyclic compounds","Phenol ethers","Vinylogous esters"],"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 benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.","substituents":["Coumaran","Benzofuran","Anisole","Aryl alkyl ketone","Aryl ketone","Alkyl aryl ether","Cyclohexenone","Benzenoid","Vinylogous ester","Ketone","Cyclic ketone","Ether","Oxacycle","Organic oxygen compound","Carbonyl group","Hydrocarbon derivative","Organic oxide","Organooxygen compound","Aromatic heteropolycyclic compound"],"direct_parent":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000301","name":"Benzofurans","chemont_id":"CHEMONTID:0000301","description":"Organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom."},"intermediate_nodes":[],"alternative_parents":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004189","name":"Coumarans","chemont_id":"CHEMONTID:0004189","description":"Compounds containing the coumaran skeleton, which consists of a benzene ring fused to a 2,3-dihydrofuran ring."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003671","name":"Aryl alkyl ketones","chemont_id":"CHEMONTID:0003671","description":"Ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000138","name":"Anisoles","chemont_id":"CHEMONTID:0000138","description":"Organic compounds containing a methoxybenzene or a derivative thereof."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004325","name":"Cyclohexenones","chemont_id":"CHEMONTID:0004325","description":"Compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000128","name":"Alkyl aryl ethers","chemont_id":"CHEMONTID:0000128","description":"Organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003891","name":"Vinylogous esters","chemont_id":"CHEMONTID:0003891","description":"Organic compounds containing an ester group, which is indirectly attached to a carbonyl via an intervening vinyl (>C=C<) moiety."},{"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/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."}],"molecular_framework":"Aromatic heteropolycyclic compounds","external_descriptors":[],"predicted_chebi_terms":["1-benzofurans (CHEBI:38830)","aromatic ketone (CHEBI:76224)","methoxybenzene (CHEBI:51683)","cyclohexenones (CHEBI:48953)","aromatic ether (CHEBI:35618)","enone (CHEBI:51689)","enol ether (CHEBI:47985)","oxacycle (CHEBI:38104)","organic oxide (CHEBI:25701)","organic molecule (CHEBI:72695)","benzofurans (CHEBI:35259)","chemical entity (CHEBI:24431)","organic heterocyclic compound (CHEBI:24532)","oxygen molecular entity (CHEBI:25806)","organic molecular entity (CHEBI:50860)","organooxygen compound (CHEBI:36963)","carbonyl compound (CHEBI:36586)","ketone (CHEBI:17087)","benzenoid aromatic compound (CHEBI:33836)","cyclic ketone (CHEBI:3992)","ether (CHEBI:25698)"],"classification_version":"2.1","predicted_lipidmaps_terms":["Benzofuranoids (PK1310)"]},"npclassifier":{"isglycoside":false,"class_results":["Griseofulvins"],"pathway_results":["Polyketides"],"superclass_results":["Aromatic polyketides"]}}