{"id":16342,"npaid":"NPA016342","original_name":"Phenalinolactone A","mol_formula":"C38H53NO12","mol_weight":"715.8370","exact_mass":"715.3568","inchikey":"LULQRLKBANNSOX-AFCHNXSNSA-N","smiles":"C[C@H]1[C@@H](CC[C@@H](O1)OCC2([C@H]3CC[C@@]4([C@H]([C@@]3([C@H](C[C@H]2OC(=O)C)O)C)CC=C([C@H]4C5=C(C(=O)OC5O)O)C)C)COC(=O)C6=CC=C(N6)C)OC","cluster_id":3126,"node_id":2384,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C38H53NO12/c1-19-8-12-25-36(5,31(19)30-32(42)35(45)51-34(30)44)15-14-26-37(25,6)27(41)16-28(50-22(4)40)38(26,18-48-33(43)23-10-9-20(2)39-23)17-47-29-13-11-24(46-7)21(3)49-29/h8-10,21,24-29,31,34,39,41-42,44H,11-18H2,1-7H3/t21-,24+,25+,26-,27-,28+,29+,31-,34?,36+,37-,38?/m0/s1","m_plus_h":"716.3641","m_plus_na":"738.3460","origin_reference":{"doi":"10.1038/ja.2010.165","pmid":21179045,"authors":"Gebhardt, Klaus; Meyer, Sven W.; Schinko, Jochen; Bringmann, Gerhard; Zeeck, Axel; Fiedler, Hans-Peter","title":"Phenalinolactones A-D, terpenoglycoside antibiotics from Streptomyces sp. Tue 6071","journal":"Journal of Antibiotics","year":2011,"volume":"64","issue":"3","pages":"229-232"},"origin_organism":{"id":3252,"type":"Bacterium","genus":"Streptomyces","species":"sp. Tue 6071","taxon":{"id":283,"name":"Streptomyces","rank":"genus","taxon_db":"lpsn","external_id":"517119","ncbi_id":1883,"ancestors":[{"id":1,"name":"Bacteria","rank":"domain","taxon_db":"lpsn","external_id":"0","ncbi_id":2},{"id":203,"name":"Actinobacteria","rank":"phylum","taxon_db":"lpsn","external_id":"0","ncbi_id":201174},{"id":204,"name":"Actinobacteria","rank":"class","taxon_db":"lpsn","external_id":"0","ncbi_id":null},{"id":275,"name":"Streptomycetales","rank":"order","taxon_db":"lpsn","external_id":"0","ncbi_id":85011},{"id":276,"name":"Streptomycetaceae","rank":"family","taxon_db":"lpsn","external_id":"0","ncbi_id":2062}]}},"syntheses":[],"reassignments":[],"mol_structures":[{"current_structure":true,"reference_doi":"10.1038/ja.2010.165","structure_smiles":"C[C@H]1[C@@H](CC[C@@H](O1)OCC2([C@H]3CC[C@@]4([C@H]([C@@]3([C@H](C[C@H]2OC(=O)C)O)C)CC=C([C@H]4C5=C(C(=O)OC5O)O)C)C)COC(=O)C6=CC=C(N6)C)OC","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"mibig","external_db_code":"BGC0000654"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000075317%Phenalinolactone A%3!CCMSLIB00000075318%Phenalinolactone A%3"},{"external_db_name":"npmrd","external_db_code":"NP0009664"}],"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":"[H]C1(O)OC(=O)C(O)=C1[C@]1([H])C(C)=CC[C@]2([H])[C@@]1(C)CC[C@]1([H])C(COC(=O)C3=CC=C(C)N3)(CO[C@@]3([H])CC[C@@]([H])(OC)[C@]([H])(C)O3)[C@@]([H])(C[C@]([H])(O)[C@@]21C)OC(C)=O","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=LULQRLKBANNSOX-AFCHNXSNSA-N","subclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002049","name":"Terpene glycosides","chemont_id":"CHEMONTID:0002049","description":"Prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone."},"ancestors":["11-beta-hydroxysteroids","11-hydroxysteroids","Acetals","Alcohols and polyols","Alpha,beta-unsaturated carboxylic esters","Azacyclic compounds","Benzenoids","Butenolides","Carbonyl compounds","Carboxylic acid derivatives","Carboxylic acid esters","Carboxylic acids and derivatives","Chemical entities","Cyclic alcohols and derivatives","Dialkyl ethers","Dihydrofurans","Diterpene glycosides","Diterpene lactones","Diterpenoids","Enoate esters","Enols","Ethers","Furanones","Hemiacetals","Heteroaromatic compounds","Hydrocarbon derivatives","Hydrophenanthrenes","Hydroxysteroids","Isocopalane and spongiane diterpenoids","Lactones","Lipids and lipid-like molecules","Organic acids and derivatives","Organic compounds","Organic nitrogen compounds","Organic oxides","Organic oxygen compounds","Organoheterocyclic compounds","Organonitrogen compounds","Organooxygen compounds","Organopnictogen compounds","Oxacyclic compounds","Oxanes","Phenanthrenes and derivatives","Prenol lipids","Pyrrole carboxylic acids and derivatives","Pyrroles","Secondary alcohols","Steroid lactones","Steroids and steroid derivatives","Substituted pyrroles","Terpene glycosides","Terpene lactones","Tricarboxylic acids and derivatives"],"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 glycosides. These are diterpenoids in which an isoprene unit is glycosylated.","substituents":["Diterpene glycoside","Steroid lactone","Isocopalane diterpenoid","Diterpenoid","Diterpene lactone","11-hydroxysteroid","11-beta-hydroxysteroid","Hydroxysteroid","Steroid","Phenanthrene","Hydrophenanthrene","Tricarboxylic acid or derivatives","Pyrrole-2-carboxylic acid or derivatives","Substituted pyrrole","Oxane","2-furanone","Heteroaromatic compound","Alpha,beta-unsaturated carboxylic ester","Enoate ester","Pyrrole","Dihydrofuran","Cyclic alcohol","Secondary alcohol","Lactone","Hemiacetal","Carboxylic acid ester","Oxacycle","Azacycle","Organoheterocyclic compound","Ether","Enol","Dialkyl ether","Carboxylic acid derivative","Acetal","Organic nitrogen compound","Organic oxygen compound","Organopnictogen compound","Organic oxide","Hydrocarbon derivative","Organooxygen compound","Organonitrogen compound","Carbonyl group","Alcohol","Aromatic heteropolycyclic compound"],"direct_parent":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001755","name":"Diterpene glycosides","chemont_id":"CHEMONTID:0001755","description":"Diterpenoids in which an isoprene unit is glycosylated."},"intermediate_nodes":[],"alternative_parents":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001125","name":"Steroid lactones","chemont_id":"CHEMONTID:0001125","description":"Sterol lipids containing a lactone moiety linked to the steroid skeleton."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002550","name":"Isocopalane and spongiane diterpenoids","chemont_id":"CHEMONTID:0002550","description":"Diterpenoids with a structure based on the isocopalane  (Tetradecahydro-1,1,4a,7,8,8a-hexamethylphenanthrene) or the 15,16-epoxyisocopalane skeleton."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001538","name":"Diterpene lactones","chemont_id":"CHEMONTID:0001538","description":"Diterpenoids containing a lactone moiety."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003227","name":"11-beta-hydroxysteroids","chemont_id":"CHEMONTID:0003227","description":"Hydroxysteroids carrying a beta-hydroxyl group at the 11-position."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000223","name":"Hydrophenanthrenes","chemont_id":"CHEMONTID:0000223","description":"A phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001986","name":"Tricarboxylic acids and derivatives","chemont_id":"CHEMONTID:0001986","description":"Carboxylic acids containing exactly three carboxyl groups."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002554","name":"Pyrrole carboxylic acids and derivatives","chemont_id":"CHEMONTID:0002554","description":"Heterocyclic compounds containing a pyrrole ring bearing a carboxyl group (or a derivative thereof)."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002257","name":"Substituted pyrroles","chemont_id":"CHEMONTID:0002257","description":"Heterocyclic compounds containing a pyrrole ring substituted at one or more positions."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002012","name":"Oxanes","chemont_id":"CHEMONTID:0002012","description":"Compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms."},{"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/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/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/C0001092","name":"Hemiacetals","chemont_id":"CHEMONTID:0001092","description":"Compounds comprising the hemiacetal functional group, with the general formula R2C(OH)OR' ( R' not Hydrogen )."},{"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/C0000132","name":"Enols","chemont_id":"CHEMONTID:0000132","description":"Compounds containing the enol functional group, with the structure HO(R)C=CR'. Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001167","name":"Dialkyl ethers","chemont_id":"CHEMONTID:0001167","description":"Organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are alkyl groups."},{"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/C0001656","name":"Acetals","chemont_id":"CHEMONTID:0001656","description":"Compounds having the structure R2C(OR')2 ( R' not Hydrogen) and thus diethers of geminal diols. Originally, the term was confined to derivatives of aldehydes (one R = H), but it now applies equally to derivatives of ketones (neither R = H ). Mixed acetals have different R' groups."},{"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."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000278","name":"Organonitrogen compounds","chemont_id":"CHEMONTID:0000278","description":"Organic compounds containing a nitrogen 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/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":"Aromatic heteropolycyclic compounds","external_descriptors":[],"predicted_chebi_terms":["steroid lactone (CHEBI:26766)","diterpenoid (CHEBI:23849)","diterpene lactone (CHEBI:49193)","11beta-hydroxy steroid (CHEBI:35346)","phenanthrenes (CHEBI:25961)","carbonyl compound (CHEBI:36586)","pyrroles (CHEBI:26455)","oxanes (CHEBI:46942)","butenolide (CHEBI:50523)","organic aromatic compound (CHEBI:33659)","enoate ester (CHEBI:51702)","secondary alcohol (CHEBI:35681)","lactone (CHEBI:25000)","hemiacetal (CHEBI:5653)","organic hydroxy compound (CHEBI:33822)","oxacycle (CHEBI:38104)","enol (CHEBI:33823)","ether (CHEBI:25698)","organonitrogen heterocyclic compound (CHEBI:38101)","acetal (CHEBI:59769)","pnictogen molecular entity (CHEBI:33302)","organic molecular entity (CHEBI:50860)","organonitrogen compound (CHEBI:35352)","organic oxide (CHEBI:25701)","organic molecule (CHEBI:72695)","diterpene glycoside (CHEBI:71939)","chemical entity (CHEBI:24431)","lipid (CHEBI:18059)","steroid (CHEBI:35341)","ether lipid (CHEBI:64611)","terpene lactone (CHEBI:37668)","hydroxy steroid (CHEBI:35350)","11-hydroxy steroid (CHEBI:36841)","benzenoid aromatic compound (CHEBI:33836)","organooxygen compound (CHEBI:36963)","organic heterocyclic compound (CHEBI:24532)","dihydrofuran (CHEBI:51659)","furans (CHEBI:24129)","cyclic ketone (CHEBI:3992)","carboxylic ester (CHEBI:33308)","alpha,beta-unsaturated carboxylic ester (CHEBI:51737)","oxygen molecular entity (CHEBI:25806)","polyol (CHEBI:26191)","alcohol (CHEBI:30879)","nitrogen molecular entity (CHEBI:51143)","terpene glycoside (CHEBI:61777)"],"classification_version":"2.1","predicted_lipidmaps_terms":["Sterol Lipids (ST)","Isocopalane and spongiane diterpenoids (PR010411)","C20 isoprenoids (diterpenes) (PR0104)","Prenol Lipids (PR)"]},"npclassifier":{"isglycoside":true,"class_results":[],"pathway_results":["Terpenoids"],"superclass_results":[]}}