{"id":2483,"npaid":"NPA002483","original_name":"Griseofulvin","mol_formula":"C17H17ClO6","mol_weight":"352.7700","exact_mass":"352.0714","inchikey":"DDUHZTYCFQRHIY-OEWHWVHBSA-N","smiles":"C[C@@H]1CC(=O)C=C(C12C(=O)C3=C(O2)C(=C(C=C3OC)OC)Cl)OC","cluster_id":1467,"node_id":1210,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C17H17ClO6/c1-8-5-9(19)6-12(23-4)17(8)16(20)13-10(21-2)7-11(22-3)14(18)15(13)24-17/h6-8H,5H2,1-4H3/t8-,17?/m1/s1","m_plus_h":"353.0787","m_plus_na":"375.0606","origin_reference":{"doi":"10.1042/bj0330240","pmid":16746904,"authors":"Oxford, A E; Raistrick, H; Simonart, P","title":"Studies in the biochemistry of micro-organisms: Griseofulvin, C(17)H(17)O(6)Cl, a metabolic product of Penicillium griseo-fulvum Dierckx","journal":"Biochemical Journal","year":1939,"volume":"33","issue":"2","pages":"240-248"},"origin_organism":{"id":1638,"type":"Fungus","genus":"Penicillium","species":"griseo","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":"10.1042/bj0330240","structure_smiles":"C[C@@H]1CC(=O)C=C(C12C(=O)C3=C(O2)C(=C(C=C3OC)OC)Cl)OC","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"mibig","external_db_code":"BGC0000070"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004684926%3%Griseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004684927%3%Griseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000085321%1%MLS001183742-01!"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000086004%1%MLS001304062-01!Griseofulvin126-07-8"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000204903%3%Massbank:BML00405&Griseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004684925%3%Griseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004689647%3%GRISEOFULVIN"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004692129%3%Griseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004692130%3%Griseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004692131%3%Griseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004692132%3%Griseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004692133%3%Griseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004692134%3%Griseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004692135%3%Griseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004692136%3%Griseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004692137%3%Griseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004692138%3%Griseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004692139%3%Griseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004692140%3%Griseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693977%3%GRISEOFULVIN"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693978%3%GRISEOFULVIN"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693979%3%GRISEOFULVIN"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000854941%NCGC00380657-01_C17H17ClO6_(2R,6'R)-7-Chloro-2',4,6-trimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2%1!CCMSLIB00000854943%NCGC00380657-01_C17H17ClO6_(2R,6'R)-7-Chloro-2',4,6-trimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00010109295%griseofulvin CollisionEnergy:102040%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727939%Massbank:AC000508 Griseofulvin|Amudane, Fulvicin, Grisactin|(2S,5'R)-7-chloro-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012131969%Suspect related to NCGC00380657-01_C17H17ClO6_(2R,6'R)-7-Chloro-2',4,6-trimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2,1'-cyclohex[2]ene]-3,4'-dione (predicted molecular formula SIRIUS: C17H18O6 / BUDDY: C17H18O6) with delta m/z -33.967 (putative explanation: methionine oxidation to homocysteic acid (reverse); atomic difference: 1C,2H,-3O) [M+H]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00008851495%Griseofulvin [M+H]+%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003134981%Spectral Match to Griseofulvin from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003136116%Spectral Match to Griseofulvin from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003136146%Spectral Match to Griseofulvin from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003136177%Spectral Match to Griseofulvin from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003136296%Spectral Match to Griseofulvin from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003136354%Spectral Match to Griseofulvin from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003136385%Spectral Match to Griseofulvin from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00003138467%Spectral Match to Griseofulvin from NIST14%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00010107610%Polygris CollisionEnergy:102040%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00010107611%Polygris CollisionEnergy:102040%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00010109294%griseofulvin CollisionEnergy:102040%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004684928%3%Griseofulvin"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00010118944%Polygris CollisionEnergy:205060%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00010118945%Polygris CollisionEnergy:205060%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00010120635%griseofulvin CollisionEnergy:205060%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00010120636%griseofulvin CollisionEnergy:205060%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009971766%Suspect related to NCGC00380657-01_C17H17ClO6_(2R,6'R)-7-Chloro-2',4,6-trimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2,1'-cyclohex[2]ene]-3,4'-dione (predicted molecular formula: C17H18O6) with delta m/z -33.967 (putative explanation: methionine oxidation to homocysteic acid (reverse); atomic difference: 1C,2H,-3O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727131%Massbank:AC000511 Griseofulvin|Amudane, Fulvicin, Grisactin|(2S,5'R)-7-chloro-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727285%Massbank:AC000512 Griseofulvin|Amudane, Fulvicin, Grisactin|(2S,5'R)-7-chloro-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727341%Massbank:AC000509 Griseofulvin|Amudane, Fulvicin, Grisactin|(2S,5'R)-7-chloro-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727524%Massbank:AC000510 Griseofulvin|Amudane, Fulvicin, Grisactin|(2S,5'R)-7-chloro-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione%3"},{"external_db_name":"npmrd","external_db_code":"NP0006405"},{"external_db_name":"cmmc","external_db_code":"https://cmmc-kb.gnps2.org/structurepage/?inchikey=DDUHZTYCFQRHIY-OEWHWVHBSA-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)=C(Cl)C2=C1C(=O)C1(O2)[C@H](C)CC(=O)C=C1OC","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=DDUHZTYCFQRHIY-OEWHWVHBSA-N","subclass":null,"ancestors":["Aldehydes","Alkyl aryl ethers","Anisoles","Aryl alkyl ketones","Aryl chlorides","Aryl halides","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","Organochlorides","Organohalogen 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","Aryl chloride","Aryl halide","Benzenoid","Vinylogous ester","Cyclic ketone","Ketone","Oxacycle","Ether","Organic oxygen compound","Carbonyl group","Organooxygen compound","Aldehyde","Hydrocarbon derivative","Organic oxide","Organochloride","Organohalogen 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/C0001030","name":"Aryl chlorides","chemont_id":"CHEMONTID:0001030","description":"Organic compounds containing the acyl chloride functional 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/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/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/C0000124","name":"Aldehydes","chemont_id":"CHEMONTID:0000124","description":"Organic compounds containing the aldehyde functional group."}],"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)","organochlorine compound (CHEBI:36683)","enone (CHEBI:51689)","enol ether (CHEBI:47985)","oxacycle (CHEBI:38104)","organic oxide (CHEBI:25701)","organic molecule (CHEBI:72695)","aldehyde (CHEBI:17478)","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)","organohalogen compound (CHEBI:36684)","haloarene (CHEBI:50887)","organic acid (CHEBI:64709)"],"classification_version":"2.1","predicted_lipidmaps_terms":["Benzofuranoids (PK1310)"]},"npclassifier":{"isglycoside":false,"class_results":["Griseofulvins"],"pathway_results":["Polyketides"],"superclass_results":["Aromatic polyketides"]}}