{"id":18988,"npaid":"NPA018988","original_name":"14-Deoxyandrographolide","mol_formula":"C20H30O4","mol_weight":"334.4560","exact_mass":"334.2144","inchikey":"GVRNTWSGBWPJGS-YSDSKTICSA-N","smiles":"C[C@@]12CC[C@H]([C@@]([C@H]1CCC(=C)[C@H]2CCC3=CCOC3=O)(C)CO)O","cluster_id":246,"node_id":226,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C20H30O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h9,15-17,21-22H,1,4-8,10-12H2,2-3H3/t15-,16+,17-,19+,20+/m1/s1","m_plus_h":"335.2217","m_plus_na":"357.2036","origin_reference":{"doi":"10.1039/p19730001247","pmid":null,"authors":"Balmain, Alan; Connolly, Joseph D","title":"Minor diterpenoid constituents of Andrographis paniculata Nees","journal":"Journal of the Chemical Society, Perkin Transactions 1","year":1973,"volume":null,"issue":null,"pages":"1247-1251"},"origin_organism":{"id":371,"type":"Fungus","genus":"Antrodia","species":"camphorata","taxon":{"id":1519,"name":"Antrodia","rank":"genus","taxon_db":"mycobank","external_id":"17083","ncbi_id":40415,"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":1365,"name":"Basidiomycota","rank":"phylum","taxon_db":"mycobank","external_id":"90050","ncbi_id":5204},{"id":1366,"name":"Agaricomycetes","rank":"class","taxon_db":"mycobank","external_id":"501297","ncbi_id":155619},{"id":1511,"name":"Polyporales","rank":"order","taxon_db":"mycobank","external_id":"90565","ncbi_id":5303},{"id":1518,"name":"Fomitopsidaceae","rank":"family","taxon_db":"mycobank","external_id":"81772","ncbi_id":1769247}]}},"syntheses":[],"reassignments":[],"mol_structures":[{"current_structure":true,"reference_doi":"10.1039/p19730001247","structure_smiles":"C[C@@]12CC[C@H]([C@@]([C@H]1CCC(=C)[C@H]2CCC3=CCOC3=O)(C)CO)O","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"gnps","external_db_code":"CCMSLIB00004685676%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004685677%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004685678%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004685679%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693401%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693402%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693403%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693404%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693405%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693406%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693407%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693408%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693409%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693410%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693411%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693412%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693413%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693414%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00004693415%3%4-[2-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000850337%NCGC00168865-02_C20H30O4_3-{2-[(1R,4aS,5R,8aS)-6-Hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006435689%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006435690%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006435766%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006435767%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006435840%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006435841%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006435917%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006435918%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006435989%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006435990%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006499282%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006499310%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006499338%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006499339%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006499366%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006499367%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006499395%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006499396%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006499424%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006499425%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006499797%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006499823%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006499850%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006499877%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006499904%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006499927%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006499928%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006500327%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006500371%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006500390%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006500733%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006500751%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006500768%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006500789%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006500819%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006501114%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006501115%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006501154%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006501174%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006501175%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006501194%14-Deoxyandrographolide%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00006501214%14-Deoxyandrographolide%1"},{"external_db_name":"npmrd","external_db_code":"NP0168794"},{"external_db_name":"cmmc","external_db_code":"https://cmmc-kb.gnps2.org/structurepage/?inchikey=GVRNTWSGBWPJGS-YSDSKTICSA-N"}],"classyfire":{"class":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000259","name":"Prenol lipids","chemont_id":"CHEMONTID:0000259","description":"Lipids synthesized from the five-carbon-unit precursors isopentenyl diphosphate and dimethylallyl diphosphate."},"smiles":"C[C@@]1(CO)[C@H](O)CC[C@@]2(C)[C@H](CCC3=CCOC3=O)C(=C)CC[C@H]12","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=GVRNTWSGBWPJGS-YSDSKTICSA-N","subclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001283","name":"Terpene lactones","chemont_id":"CHEMONTID:0001283","description":"Prenol lipids containing a lactone ring."},"ancestors":["Alcohols and polyols","Alpha,beta-unsaturated carboxylic esters","Butenolides","Carbonyl compounds","Carboxylic acid derivatives","Carboxylic acid esters","Carboxylic acids and derivatives","Chemical entities","Colensane and clerodane diterpenoids","Cyclic alcohols and derivatives","Dihydrofurans","Diterpene lactones","Diterpenoids","Enoate esters","Furanones","Hydrocarbon derivatives","Lactones","Lipids and lipid-like molecules","Monocarboxylic acids and derivatives","Organic acids and derivatives","Organic compounds","Organic oxides","Organic oxygen compounds","Organoheterocyclic compounds","Organooxygen compounds","Oxacyclic compounds","Prenol lipids","Primary alcohols","Secondary alcohols","Terpene lactones"],"superclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000012","name":"Lipids and lipid-like molecules","chemont_id":"CHEMONTID:0000012","description":"Fatty acids and their derivatives, and substances related biosynthetically or functionally to these compounds."},"description":"This compound belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.","substituents":["Diterpene lactone","Diterpenoid","Clerodane diterpenoid","2-furanone","Cyclic alcohol","Dihydrofuran","Alpha,beta-unsaturated carboxylic ester","Enoate ester","Carboxylic acid ester","Lactone","Secondary alcohol","Monocarboxylic acid or derivatives","Organoheterocyclic compound","Oxacycle","Carboxylic acid derivative","Hydrocarbon derivative","Organic oxide","Alcohol","Carbonyl group","Organooxygen compound","Primary alcohol","Organic oxygen compound","Aliphatic heteropolycyclic compound"],"direct_parent":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001538","name":"Diterpene lactones","chemont_id":"CHEMONTID:0001538","description":"Diterpenoids containing a lactone moiety."},"intermediate_nodes":[],"alternative_parents":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001757","name":"Colensane and clerodane diterpenoids","chemont_id":"CHEMONTID:0001757","description":"Diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002223","name":"Butenolides","chemont_id":"CHEMONTID:0002223","description":"Dihydrofurans with a carbonyl group at the C2 carbon atom."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003626","name":"Enoate esters","chemont_id":"CHEMONTID:0003626","description":"An alpha,beta-unsaturated carboxylic ester of general formula R1C(R2)=C(R3)C(=O)OR4 (R4= organyl compound) in which the ester C=O function is conjugated to a C=C double bond at the alpha,beta position."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001661","name":"Secondary alcohols","chemont_id":"CHEMONTID:0001661","description":"Compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (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/C0001292","name":"Cyclic alcohols and derivatives","chemont_id":"CHEMONTID:0001292","description":"Organic compounds containing an aliphatic ring substituted with at least one hydroxyl group."},{"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/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/C0000286","name":"Primary alcohols","chemont_id":"CHEMONTID:0000286","description":"Compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl)."},{"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/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."}],"molecular_framework":"Aliphatic heteropolycyclic compounds","external_descriptors":[],"predicted_chebi_terms":["diterpenoid (CHEBI:23849)","butenolide (CHEBI:50523)","enoate ester (CHEBI:51702)","secondary alcohol (CHEBI:35681)","lactone (CHEBI:25000)","organic hydroxy compound (CHEBI:33822)","oxacycle (CHEBI:38104)","carbonyl compound (CHEBI:36586)","primary alcohol (CHEBI:15734)","organic oxide (CHEBI:25701)","organic molecule (CHEBI:72695)","diterpene lactone (CHEBI:49193)","chemical entity (CHEBI:24431)","lipid (CHEBI:18059)","ether lipid (CHEBI:64611)","organic heterocyclic compound (CHEBI:24532)","dihydrofuran (CHEBI:51659)","furans (CHEBI:24129)","cyclic ketone (CHEBI:3992)","organooxygen compound (CHEBI:36963)","carboxylic ester (CHEBI:33308)","alpha,beta-unsaturated carboxylic ester (CHEBI:51737)","oxygen molecular entity (CHEBI:25806)","organic molecular entity (CHEBI:50860)","polyol (CHEBI:26191)","alcohol (CHEBI:30879)","terpene lactone (CHEBI:37668)"],"classification_version":"2.1","predicted_lipidmaps_terms":["Colensane and clerodane diterpenoids (PR010404)","C20 isoprenoids (diterpenes) (PR0104)","Prenol Lipids (PR)"]},"npclassifier":{"isglycoside":false,"class_results":["Labdane diterpenoids"],"pathway_results":["Terpenoids"],"superclass_results":["Diterpenoids"]}}