{"id":4201,"npaid":"NPA004201","original_name":"Phormidolide","mol_formula":"C59H97BrO12","mol_weight":"1078.3170","exact_mass":"1076.6163","inchikey":"ZQZINNIFSWTJMU-OPUVCDAMSA-N","smiles":"C=C1/C=C(\\C)C[C@H]2C[C@@H](OC(=O)/C=C(C)/C=C/C[C@@H](O)C1)[C@@](C)([C@@H](O)/C=C(\\C)C[C@@H](O)C(C)(C)[C@@H](O)C[C@@H](O)[C@H](C)[C@@H](O)C[C@H](CC(=C)/C(=C\\Br)OC)OC(=O)CCCCCCCCCCCCCCC)O2","cluster_id":2213,"node_id":1760,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C59H97BrO12/c1-12-13-14-15-16-17-18-19-20-21-22-23-24-28-56(67)70-47(35-44(6)51(39-60)69-11)36-49(62)45(7)50(63)38-53(65)58(8,9)52(64)32-43(5)33-54(66)59(10)55-37-48(72-59)31-42(4)29-41(3)30-46(61)27-25-26-40(2)34-57(68)71-55/h25-26,29,33-34,39,45-50,52-55,61-66H,3,6,12-24,27-28,30-32,35-38H2,1-2,4-5,7-11H3/b26-25+,40-34+,42-29+,43-33+,51-39+/t45-,46-,47+,48+,49+,50-,52-,53+,54+,55-,59-/m1/s1","m_plus_h":"1077.6236","m_plus_na":"1099.6055","origin_reference":{"doi":"10.1021/jo020240s","pmid":12423120,"authors":"Williamson, R Thomas; Boulanger, Anna; Vulpanovici, Alexandra; Roberts, Mary A; Gerwick, William H","title":"Structure and absolute stereochemistry of phormidolide, a new toxic metabolite from the marine cyanobacterium Phormidium sp.","journal":"Journal of Organic Chemistry","year":2002,"volume":"67","issue":"23","pages":"7927-7936"},"origin_organism":{"id":2399,"type":"Bacterium","genus":"Phormidium","species":"sp.","taxon":{"id":492,"name":"Phormidium","rank":"genus","taxon_db":"lpsn","external_id":"0","ncbi_id":1198,"ancestors":[{"id":1,"name":"Bacteria","rank":"domain","taxon_db":"lpsn","external_id":"0","ncbi_id":2},{"id":417,"name":"Cyanobacteria","rank":"phylum","taxon_db":"lpsn","external_id":"0","ncbi_id":1117},{"id":418,"name":"Cyanophyceae","rank":"class","taxon_db":"lpsn","external_id":"0","ncbi_id":null},{"id":473,"name":"Oscillatoriales","rank":"order","taxon_db":"lpsn","external_id":"0","ncbi_id":1150},{"id":491,"name":"Phormidiaceae","rank":"family","taxon_db":"lpsn","external_id":"0","ncbi_id":null}]}},"syntheses":[],"reassignments":[{"reference_doi":"10.1039/c9cc05067a","structure_smiles":"C=C1/C=C(\\C)C[C@H]2C[C@@H](OC(=O)/C=C(C)/C=C/C[C@@H](O)C1)[C@@](C)([C@@H](O)/C=C(\\C)C[C@@H](O)C(C)(C)[C@@H](O)C[C@@H](O)[C@H](C)[C@@H](O)C[C@H](CC(=C)/C(=C\\Br)OC)OC(=O)CCCCCCCCCCCCCCC)O2"}],"mol_structures":[{"current_structure":false,"reference_doi":"10.1021/jo020240s","structure_smiles":"CCCCCCCCCCCCCCCC(=O)O[C@H](C[C@H]1[C@H]([C@H](OC(O1)(C)C)C[C@H]2C([C@H](OC(O2)(C)C)C/C(=C/[C@@H]([C@@]3([C@H]4C[C@@H](O3)C/C(=C/C(=C)C[C@@H](C/C=C/C(=C/C(=O)O4)/C)O)/C)C)O)/C)(C)C)C)CC(=C)/C(=C\\Br)/OC","is_reassignment":false,"version":1},{"current_structure":true,"reference_doi":"10.1039/c9cc05067a","structure_smiles":"C=C1/C=C(\\C)C[C@H]2C[C@@H](OC(=O)/C=C(C)/C=C/C[C@@H](O)C1)[C@@](C)([C@@H](O)/C=C(\\C)C[C@@H](O)C(C)(C)[C@@H](O)C[C@@H](O)[C@H](C)[C@@H](O)C[C@H](CC(=C)/C(=C\\Br)OC)OC(=O)CCCCCCCCCCCCCCC)O2","is_reassignment":true,"version":2}],"exclusions":[],"external_ids":[{"external_db_name":"mibig","external_db_code":"BGC0001350"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00005436470%Phormidolide %3"},{"external_db_name":"npmrd","external_db_code":"NP0004387"}],"classyfire":{"class":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000147","name":"Macrolides and analogues","chemont_id":"CHEMONTID:0000147","description":"Organic compounds containing a lactone ring of at least twelve members."},"smiles":"CCCCCCCCCCCCCCCC(=O)O[C@H](C[C@@H]1OC(C)(C)O[C@H](C[C@@H]2OC(C)(C)O[C@H](C\\C(C)=C\\[C@H](O)[C@@]3(C)O[C@@H]4C[C@H]3OC(=O)\\C=C(/C)\\C=C\\C[C@@H](O)CC(=C)\\C=C(C)\\C4)C2(C)C)[C@@H]1C)CC(=C)C(\\OC)=C/Br","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=NKCNLPYUACMDHH-PMNWVCLESA-N","subclass":null,"ancestors":["1,3-dioxanes","Acetals","Alcohols and polyols","Alpha,beta-unsaturated carboxylic esters","Bromoalkenes","Carbohydrates and carbohydrate conjugates","Carbonyl compounds","Carboxylic acid derivatives","Carboxylic acid esters","Carboxylic acids and derivatives","Chemical entities","Dialkyl ethers","Dicarboxylic acids and derivatives","Dioxanes","Enoate esters","Ethers","Fatty Acyls","Fatty acid esters","Haloalkenes","Hydrocarbon derivatives","Ketals","Lactones","Lipids and lipid-like molecules","Macrolides and analogues","Monosaccharides","Organic acids and derivatives","Organic compounds","Organic oxides","Organic oxygen compounds","Organobromides","Organohalogen compounds","Organoheterocyclic compounds","Organooxygen compounds","Oxacyclic compounds","Oxolanes","Phenylpropanoids and polyketides","Secondary alcohols","Vinyl bromides","Vinyl halides"],"superclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000261","name":"Phenylpropanoids and polyketides","chemont_id":"CHEMONTID:0000261","description":"Organic compounds that are synthesized either from the amino acid phenylalanine (phenylpropanoids) or the decarboxylative condensation of malonyl-CoA (polyketides). 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This term, once abandoned, has been reinstated as a subclass of acetals."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001314","name":"1,3-dioxanes","chemont_id":"CHEMONTID:0001314","description":"Organic compounds containing 1,3-dioxane, an aliphatic six-member ring with two oxygen atoms in ring positions 1 and 3."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000346","name":"Dicarboxylic acids and derivatives","chemont_id":"CHEMONTID:0000346","description":"Organic compounds containing exactly two carboxylic acid groups."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001540","name":"Monosaccharides","chemont_id":"CHEMONTID:0001540","description":"Compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn."},{"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/C0001967","name":"Oxolanes","chemont_id":"CHEMONTID:0001967","description":"Organic compounds containing an oxolane (tetrahydrofuran) ring, which is a saturated aliphatic five-member ring containing one oxygen and five carbon atoms."},{"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/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/C0002864","name":"Vinyl bromides","chemont_id":"CHEMONTID:0002864","description":"Vinyl halides in which a bromine atom is bonded to an sp2-hybridised carbon atom."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003904","name":"Bromoalkenes","chemont_id":"CHEMONTID:0003904","description":"Compounds derived from an alkene by replacing a hydrogen atom with a bromine atom."},{"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/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/C0003940","name":"Organic oxides","chemont_id":"CHEMONTID:0003940","description":"Organic compounds containing an oxide group."},{"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."},{"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/C0001515","name":"Organobromides","chemont_id":"CHEMONTID:0001515","description":"Compounds containing a chemical bond between a carbon atom and a bromine atom."}],"molecular_framework":"Aliphatic heteropolycyclic compounds","external_descriptors":[],"predicted_chebi_terms":["fatty acid ester (CHEBI:35748)","ketal (CHEBI:59777)","dioxanes (CHEBI:46926)","dicarboxylic acid (CHEBI:35692)","monosaccharide (CHEBI:35381)","enoate ester (CHEBI:51702)","oxolanes (CHEBI:26912)","lactone (CHEBI:25000)","secondary alcohol (CHEBI:35681)","organobromine compound (CHEBI:37141)","bromoalkene (CHEBI:51328)","ether (CHEBI:25698)","oxacycle (CHEBI:38104)","organic oxide (CHEBI:25701)","carbonyl compound (CHEBI:36586)","organic molecule (CHEBI:72695)","macrolide (CHEBI:25106)","chemical entity (CHEBI:24431)","lipid (CHEBI:18059)","organooxygen compound (CHEBI:36963)","oxygen molecular entity (CHEBI:25806)","organic molecular entity (CHEBI:50860)","acetal (CHEBI:59769)","organic heterocyclic compound (CHEBI:24532)","organic acid (CHEBI:64709)","carboxylic acid (CHEBI:33575)","carbohydrates and carbohydrate derivatives (CHEBI:78616)","carboxylic ester (CHEBI:33308)","alpha,beta-unsaturated carboxylic ester (CHEBI:51737)","polyol (CHEBI:26191)","organic hydroxy compound (CHEBI:33822)","alcohol (CHEBI:30879)","organohalogen compound (CHEBI:36684)"],"classification_version":"2.1","predicted_lipidmaps_terms":["Fatty esters (FA07)","Dicarboxylic acids (FA0117)","Macrolides and lactone polyketides (PK04)","Fatty Acyls (FA)"]},"npclassifier":{"isglycoside":false,"class_results":[],"pathway_results":["Polyketides"],"superclass_results":[]}}