{"id":5768,"npaid":"NPA005768","original_name":"Penicillic acid","mol_formula":"C8H10O4","mol_weight":"170.1640","exact_mass":"170.0579","inchikey":"VOUGEZYPVGAPBB-XQRVVYSFSA-N","smiles":"CC(=C)C(=O)/C(=C/C(=O)O)/OC","cluster_id":2787,"node_id":2151,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C8H10O4/c1-5(2)8(11)6(12-3)4-7(9)10/h4H,1H2,2-3H3,(H,9,10)/b6-4-","m_plus_h":"171.0652","m_plus_na":"193.0471","origin_reference":{"doi":"10.1042/bj0300394","pmid":16746037,"authors":"Birkinshaw, J H; Oxford, A E; Raistrick, H","title":"Studies in the biochemistry of micro-organisms: Penicillic acid, a metabolic product of Penicillium puberulum Bainier and P. cylopium Westling","journal":"Biochemical Journal","year":1936,"volume":"30","issue":"3","pages":"394"},"origin_organism":{"id":2956,"type":"Fungus","genus":"Penicillium","species":"puberulum","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/bj0300394","structure_smiles":"CC(=C)C(=O)/C(=C/C(=O)O)/OC","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727291%Massbank:AC000668 Penicillic Acid|(2Z)-3-methoxy-5-methyl-4-oxohexa-2,5-dienoic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006675752%Penicillic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727191%Massbank:AC000669 Penicillic Acid|(2Z)-3-methoxy-5-methyl-4-oxohexa-2,5-dienoic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727898%Massbank:AC000666 Penicillic Acid|(2Z)-3-methoxy-5-methyl-4-oxohexa-2,5-dienoic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727376%Massbank:AC000667 Penicillic Acid|(2Z)-3-methoxy-5-methyl-4-oxohexa-2,5-dienoic acid%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727872%Massbank:AC000670 Penicillic Acid|(2Z)-3-methoxy-5-methyl-4-oxohexa-2,5-dienoic acid%3"},{"external_db_name":"npmrd","external_db_code":"NP0006402"}],"classyfire":{"class":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000389","name":"Keto acids and derivatives","chemont_id":"CHEMONTID:0000389","description":"Organic compounds containing a ketone group and a carboxylic acid group."},"smiles":"CO\\C(=C/C(O)=O)C(=O)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=VOUGEZYPVGAPBB-XQRVVYSFSA-N","subclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001415","name":"Medium-chain keto acids and derivatives","chemont_id":"CHEMONTID:0001415","description":"Keto acids with a 6 to 12  carbon atoms long side chain."},"ancestors":["Acryloyl compounds","Alpha,beta-unsaturated carbonyl compounds","Alpha,beta-unsaturated ketones","Alpha-branched alpha,beta-unsaturated ketones","Branched fatty acids","Carbonyl compounds","Carboxylic acids","Carboxylic acids and derivatives","Chemical entities","Enones","Fatty Acyls","Fatty acids and conjugates","Hydrocarbon derivatives","Keto acids and derivatives","Ketones","Lipids and lipid-like molecules","Medium-chain keto acids and derivatives","Monocarboxylic acids and derivatives","Organic acids and derivatives","Organic compounds","Organic oxides","Organic oxygen compounds","Organooxygen compounds","Unsaturated fatty acids","Vinylogous esters"],"superclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000264","name":"Organic acids and derivatives","chemont_id":"CHEMONTID:0000264","description":"Compounds an organic acid or a derivative thereof."},"description":"This compound belongs to the class of organic compounds known as medium-chain keto acids and derivatives. 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They have the generic structure RC(=O)C(R')=C, R = organyl group and R'= any heteroatom."},{"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/C0001363","name":"Enones","chemont_id":"CHEMONTID:0001363","description":"Compounds containing the enone functional group, with the structure RC(=O)CR'."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000275","name":"Acryloyl compounds","chemont_id":"CHEMONTID:0000275","description":"Organic compounds containing the acryloyl functional group (which has the core fragment but-3-en-2-one)."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000118","name":"Ketones","chemont_id":"CHEMONTID:0000118","description":"Organic compounds  in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). 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They contain at least one carbon atom and heteroatom."}],"molecular_framework":"Aliphatic acyclic compounds","external_descriptors":[],"predicted_chebi_terms":["branched-chain fatty acid (CHEBI:35819)","unsaturated fatty acid (CHEBI:27208)","enone (CHEBI:51689)","enol ether (CHEBI:47985)","olefinic compound (CHEBI:78840)","ketone (CHEBI:17087)","carbonyl compound (CHEBI:36586)","carboxylic acid (CHEBI:33575)","carboxylic acid anion (CHEBI:29067)","organic oxide (CHEBI:25701)","organic molecule (CHEBI:72695)","oxo carboxylic acid (CHEBI:25754)","chemical entity (CHEBI:24431)","lipid (CHEBI:18059)","organooxygen compound (CHEBI:36963)","monocarboxylic acid (CHEBI:25384)","oxygen molecular entity (CHEBI:25806)","organic molecular entity (CHEBI:50860)","alpha,beta-unsaturated ketone (CHEBI:51721)"],"classification_version":"2.1","predicted_lipidmaps_terms":["Branched fatty acids (FA0102)","Unsaturated fatty acids (FA0103)","Fatty Acyls (FA)","Fatty Acids and Conjugates (FA01)"]},"npclassifier":{"isglycoside":false,"class_results":["Branched fatty acids"],"pathway_results":["Fatty acids"],"superclass_results":["Fatty Acids and Conjugates"]}}