{"id":8490,"npaid":"NPA008490","original_name":"Fumonisin B3","mol_formula":"C34H59NO14","mol_weight":"705.8390","exact_mass":"705.3936","inchikey":"CPCRJSQNWHCGOP-ZYKBYZIHSA-N","smiles":"CCCC[C@@H](C)[C@H]([C@H](C[C@@H](C)C[C@@H](CCCCCC[C@@H]([C@@H](C)N)O)O)OC(=O)C[C@@H](CC(=O)O)C(=O)O)OC(=O)C[C@@H](CC(=O)O)C(=O)O","cluster_id":490,"node_id":440,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C34H59NO14/c1-5-6-11-21(3)32(49-31(43)19-24(34(46)47)17-29(40)41)27(48-30(42)18-23(33(44)45)16-28(38)39)15-20(2)14-25(36)12-9-7-8-10-13-26(37)22(4)35/h20-27,32,36-37H,5-19,35H2,1-4H3,(H,38,39)(H,40,41)(H,44,45)(H,46,47)/t20-,21+,22+,23+,24+,25+,26-,27-,32+/m0/s1","m_plus_h":"706.4009","m_plus_na":"728.3828","origin_reference":{"doi":"10.1021/jf070061h","pmid":17469843,"authors":"Gelderblom, Wentzel C. A.; Sewram, Vikash; Shephard, Gordon S.; Snijman, Petra W.; Tenza, Kenny; Westhuizen, Liana van der; Vleggaar, Robert","title":"Structure and Natural Occurrence of Stereoisomers of the Fumonisin B Series Mycotoxins","journal":"Journal of Agricultural and Food Chemistry","year":2007,"volume":"55","issue":"11","pages":"4388-4394"},"origin_organism":{"id":3026,"type":"Fungus","genus":"Fusarium","species":"moniliforme","taxon":{"id":927,"name":"Fusarium","rank":"genus","taxon_db":"mycobank","external_id":"8284","ncbi_id":5506,"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},{"id":921,"name":"Nectriaceae","rank":"family","taxon_db":"mycobank","external_id":"81059","ncbi_id":110618}]}},"syntheses":[],"reassignments":[],"mol_structures":[{"current_structure":true,"reference_doi":"10.1021/jf070061h","structure_smiles":"CCCC[C@@H](C)[C@H]([C@H](C[C@@H](C)C[C@@H](CCCCCC[C@@H]([C@@H](C)N)O)O)OC(=O)C[C@@H](CC(=O)O)C(=O)O)OC(=O)C[C@@H](CC(=O)O)C(=O)O","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"mibig","external_db_code":"BGC0002502"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009952885%Suspect related to Massbank:AC000491 Fumonisin B3 (predicted molecular formula: C42H51N5O6) with delta m/z 15.995 (putative explanation: Ala->Ser substitution|Oxidation or Hydroxylation|Phe->Tyr substitution; atomic difference: 1O|1O|1O)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727263%Massbank:AC000495 Fumonisin B3%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727268%Massbank:AC000491 Fumonisin B3%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727425%Massbank:AC000493 Fumonisin B3%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727493%Massbank:AC000498 Fumonisin B3%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727537%Massbank:AC000489 Fumonisin B3%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727562%Massbank:AC000497 Fumonisin B3%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727695%Massbank:AC000490 Fumonisin B3%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727766%Massbank:AC000494 Fumonisin B3%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727822%Massbank:AC000496 Fumonisin B3%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005727921%Massbank:AC000492 Fumonisin B3%3"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00000847573%NCGC00380841-01!2-[2-[(5R,6R,7S,9S,11R,18S,19S)-19-amino-6-[(3R)-3,4-dicarboxybutanoyl]oxy-11,18-dih%1!CCMSLIB00000847574%NCGC00380841-01!2-[2-[(5R,6R,7S,9S,11R,18S,19S)-19-amino-6-[(3R)-3,4-dicarboxybutanoyl]oxy-11,18-dih%1!CCMSLIB00000846198%NCGC00380841-01!2-[2-[(5R,6R,7S,9S,11R,18S,19S)-19-amino-6-[(3R)-3,4-dicarboxybutanoyl]oxy-11,18-dih%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012113088%Suspect related to Massbank:AC000491 Fumonisin B3 (predicted molecular formula SIRIUS: C42H51N5O6 / BUDDY: C35H55N5O11) with delta m/z 15.995 (putative explanation: Ala->Ser substitution|Oxidation or Hydroxylation|Phe->Tyr substitution; atomic difference: 1O|1O|1O) [M+H]+%4"},{"external_db_name":"npmrd","external_db_code":"NP0007045"},{"external_db_name":"cmmc","external_db_code":"https://cmmc-kb.gnps2.org/structurepage/?inchikey=CPCRJSQNWHCGOP-ZYKBYZIHSA-N"}],"classyfire":{"class":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000265","name":"Carboxylic acids and derivatives","chemont_id":"CHEMONTID:0000265","description":"Compounds containing a carboxylic acid group with the formula -C(=O)OH or a derivative thereof."},"smiles":"CCCC[C@@H](C)[C@@H](OC(=O)C[C@@H](CC(O)=O)C(O)=O)[C@H](C[C@@H](C)C[C@H](O)CCCCCC[C@H](O)[C@@H](C)N)OC(=O)C[C@@H](CC(O)=O)C(O)=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=CPCRJSQNWHCGOP-ZYKBYZIHSA-N","subclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001792","name":"Fumonisins","chemont_id":"CHEMONTID:0001792","description":"Diesters of propane-1,2,3-tricarboxylic acid (TCA) and similar long-chain aminopolyol backbones (for FB1: 2S-amino-12S,16R-dimethyl-3S,5R,10R,14S,15R-pentahydroxyeicosane). Structurally, fumonisins resemble the sphingoid bases sphinganine (SA) and sphingosine (SO) to which TCA groups have been added at the C-14 and C-15 positions."},"ancestors":["1,2-aminoalcohols","Alcohols and polyols","Alkanolamines","Amines","Amino acids","Amino acids and derivatives","Amino acids, peptides, and analogues","Carbonyl compounds","Carboxylic acid derivatives","Carboxylic acid esters","Carboxylic acids","Carboxylic acids and derivatives","Chemical entities","Fatty Acyls","Fatty acid esters","Fumonisins","Hexacarboxylic acids and derivatives","Hydrocarbon derivatives","Lipids and lipid-like molecules","Monoalkylamines","Organic acids and derivatives","Organic compounds","Organic nitrogen compounds","Organic oxides","Organic oxygen compounds","Organonitrogen compounds","Organooxygen compounds","Organopnictogen compounds","Primary amines","Secondary alcohols"],"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 fumonisins. These are diesters of propane-1,2,3-tricarboxylic acid (TCA) and similar long-chain aminopolyol backbones (for FB1: 2S-amino-12S,16R-dimethyl-3S,5R,10R,14S,15R-pentahydroxyeicosane). Structurally, fumonisins resemble the sphingoid bases sphinganine (SA) and sphingosine (SO) to which TCA groups have been added at the C-14 and C-15 positions.","substituents":["Fumonisin skeleton","Fumonisin-skeleton","Hexacarboxylic acid or derivatives","Fatty acid ester","Fatty acyl","1,2-aminoalcohol","Amino acid or derivatives","Carboxylic acid ester","Amino acid","Secondary alcohol","Carboxylic acid","Organic nitrogen compound","Primary aliphatic amine","Organonitrogen compound","Organooxygen compound","Primary amine","Hydrocarbon derivative","Organic oxide","Carbonyl group","Organic oxygen compound","Amine","Alcohol","Aliphatic acyclic compound"],"direct_parent":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001792","name":"Fumonisins","chemont_id":"CHEMONTID:0001792","description":"Diesters of propane-1,2,3-tricarboxylic acid (TCA) and similar long-chain aminopolyol backbones (for FB1: 2S-amino-12S,16R-dimethyl-3S,5R,10R,14S,15R-pentahydroxyeicosane). Structurally, fumonisins resemble the sphingoid bases sphinganine (SA) and sphingosine (SO) to which TCA groups have been added at the C-14 and C-15 positions."},"intermediate_nodes":[],"alternative_parents":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002967","name":"Hexacarboxylic acids and derivatives","chemont_id":"CHEMONTID:0002967","description":"Carboxylic acids containing exactly six carboxyl groups."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000324","name":"Fatty acid esters","chemont_id":"CHEMONTID:0000324","description":"Carboxylic ester derivatives of a fatty acid."},{"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/C0001238","name":"Carboxylic acid esters","chemont_id":"CHEMONTID:0001238","description":"Carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group)."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004176","name":"Amino acids","chemont_id":"CHEMONTID:0004176","description":"Organic compounds that contain at least one carboxyl group and one amino group."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001897","name":"1,2-aminoalcohols","chemont_id":"CHEMONTID:0001897","description":"Organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001205","name":"Carboxylic acids","chemont_id":"CHEMONTID:0001205","description":"Compounds containing a carboxylic acid group with the formula -C(=O)OH."},{"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/C0000469","name":"Monoalkylamines","chemont_id":"CHEMONTID:0000469","description":"Organic compounds containing an primary aliphatic amine 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 acyclic compounds","external_descriptors":[],"predicted_chebi_terms":["organooxygen compound (CHEBI:36963)","fatty acid ester (CHEBI:35748)","secondary alcohol (CHEBI:35681)","carboxylic ester (CHEBI:33308)","amino acid (CHEBI:33709)","amino alcohol (CHEBI:22478)","carboxylic acid (CHEBI:33575)","organic oxide (CHEBI:25701)","alkylamine (CHEBI:13759)","organic molecule (CHEBI:72695)","carbonyl compound (CHEBI:36586)","fumonisin (CHEBI:38224)","chemical entity (CHEBI:24431)","organic acid (CHEBI:64709)","lipid (CHEBI:18059)","oxygen molecular entity (CHEBI:25806)","organic molecular entity (CHEBI:50860)","polyol (CHEBI:26191)","organic hydroxy compound (CHEBI:33822)","alcohol (CHEBI:30879)","organonitrogen compound (CHEBI:35352)","nitrogen molecular entity (CHEBI:51143)","amine (CHEBI:32952)","primary amine (CHEBI:32877)","carboxylic acid anion (CHEBI:29067)","peptide (CHEBI:16670)"],"classification_version":"2.1","predicted_lipidmaps_terms":["Fatty esters (FA07)","Fatty Acyls (FA)"]},"npclassifier":{"isglycoside":false,"class_results":["Open-chain polyketides","Sphingoid bases"],"pathway_results":["Fatty acids","Polyketides"],"superclass_results":["Spingolipids","Linear polyketides"]}}