{"id":6699,"npaid":"NPA006699","original_name":"Cyclizidine","mol_formula":"C17H25NO3","mol_weight":"291.3910","exact_mass":"291.1834","inchikey":"WGALLPIJABPILU-VLZDLOPHSA-N","smiles":"CC(/C=C/C1CC1)=C\\[C@H]1[C@H](O)[C@@](C)(O)C2[C@@H]3O[C@@H]3CCN21","cluster_id":1242,"node_id":1052,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C17H25NO3/c1-10(3-4-11-5-6-11)9-12-16(19)17(2,20)15-14-13(21-14)7-8-18(12)15/h3-4,9,11-16,19-20H,5-8H2,1-2H3/b4-3+,10-9+/t12-,13+,14+,15?,16-,17-/m0/s1","m_plus_h":"292.1907","m_plus_na":"314.1726","origin_reference":{"doi":"10.1039/c39820001160","pmid":null,"authors":"Freer, Andrew A; Gardner, Donald; Greatbanks, David; Poyser, J Philip; Sim, George A","title":"Structure of cyclizidine (antibiotic M146791): X-ray crystal structure of an indolizidinediol metabolite bearing a unique cyclopropyl side-chain","journal":"Journal of the Chemical Society, Chemical Communications","year":1982,"volume":null,"issue":"20","pages":"1160-1162"},"origin_organism":{"id":3212,"type":"Bacterium","genus":"Streptomyces","species":"sp. NCIB 1 1649","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":[{"reference_doi":"10.1021/ol103094j","structure_smiles":"CC(/C=C/C1CC1)=C\\[C@H]1[C@H](O)[C@@](C)(O)C2[C@@H]3O[C@@H]3CCN21"}],"mol_structures":[{"current_structure":false,"reference_doi":"10.1039/c39820001160","structure_smiles":"C/C(=C\\[C@H]1[C@@H]([C@@]([C@@H]2N1CC[C@@H]3[C@H]2O3)(C)O)O)/C=C/C4CC4","is_reassignment":false,"version":1},{"current_structure":true,"reference_doi":"10.1021/ol103094j","structure_smiles":"CC(/C=C/C1CC1)=C\\[C@H]1[C@H](O)[C@@](C)(O)C2[C@@H]3O[C@@H]3CCN21","is_reassignment":true,"version":2}],"exclusions":[],"external_ids":[{"external_db_name":"mibig","external_db_code":"BGC0001293"},{"external_db_name":"npmrd","external_db_code":"NP0276804"}],"classyfire":{"class":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000251","name":"Indolizidines","chemont_id":"CHEMONTID:0000251","description":"Polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen."},"smiles":"C\\C(\\C=C\\C1CC1)=C/[C@H]1[C@H](O)[C@@](C)(O)[C@H]2[C@@H]3O[C@@H]3CCN12","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=WGALLPIJABPILU-MUUXAGPVSA-N","subclass":null,"ancestors":["1,2-aminoalcohols","1,2-diols","1,4-oxazepines","Alcohols and polyols","Alkanolamines","Amines","Azacyclic compounds","Chemical entities","Dialkyl ethers","Epoxides","Epoxypiperidines","Ethers","Hydrocarbon derivatives","Indolizidines","N-alkylpyrrolidines","Organic compounds","Organic nitrogen compounds","Organic oxygen compounds","Organoheterocyclic compounds","Organonitrogen compounds","Organooxygen compounds","Organopnictogen compounds","Oxacyclic compounds","Oxazepines","Piperidines","Polyols","Pyrrolidines","Secondary alcohols","Tertiary alcohols","Tertiary amines","Trialkylamines"],"superclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000002","name":"Organoheterocyclic compounds","chemont_id":"CHEMONTID:0000002","description":"Compounds containing a ring with least one carbon atom and one non-carbon atom."},"description":"This compound belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen.","substituents":["Indolizidine","Para-oxazepine","Epoxypiperidine","Piperidine","N-alkylpyrrolidine","Tertiary alcohol","Pyrrolidine","1,2-diol","Tertiary aliphatic amine","Tertiary amine","Secondary alcohol","1,2-aminoalcohol","Azacycle","Oxacycle","Dialkyl ether","Oxirane","Ether","Hydrocarbon derivative","Organic oxygen compound","Organopnictogen compound","Organonitrogen compound","Amine","Alcohol","Organic nitrogen compound","Organooxygen compound","Aliphatic heteropolycyclic compound"],"direct_parent":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000251","name":"Indolizidines","chemont_id":"CHEMONTID:0000251","description":"Polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen."},"intermediate_nodes":[],"alternative_parents":[{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002530","name":"Epoxypiperidines","chemont_id":"CHEMONTID:0002530","description":"Heteropolycyclic compounds containing an oxirane fused to a piperidine ring."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001339","name":"1,4-oxazepines","chemont_id":"CHEMONTID:0001339","description":"Organic compounds containing an aromatic seven-membered wring containing a nitrogen and an oxygen atom, a positions 1 and 4, respectively."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000195","name":"Piperidines","chemont_id":"CHEMONTID:0000195","description":"Compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0003449","name":"N-alkylpyrrolidines","chemont_id":"CHEMONTID:0003449","description":"Compounds containing a pyrrolidine moiety that is substituted at the N1-position with an alkyl group. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0001670","name":"Tertiary alcohols","chemont_id":"CHEMONTID:0001670","description":"Compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H )."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0002239","name":"Trialkylamines","chemont_id":"CHEMONTID:0002239","description":"Organic compounds containing a trialkylamine group, characterized by exactly three alkyl groups bonded to the amino nitrogen."},{"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/C0002467","name":"1,2-diols","chemont_id":"CHEMONTID:0002467","description":"Polyols containing an alcohol group at two adjacent positions."},{"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/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/C0000159","name":"Epoxides","chemont_id":"CHEMONTID:0000159","description":"Compounds containing a cyclic ether with three ring atoms(one oxygen and two carbon atoms)."},{"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/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/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."}],"molecular_framework":"Aliphatic heteropolycyclic compounds","external_descriptors":[],"predicted_chebi_terms":["piperidines (CHEBI:26151)","epoxide (CHEBI:32955)","oxacycle (CHEBI:38104)","organonitrogen heterocyclic compound (CHEBI:38101)","N-alkylpyrrolidine (CHEBI:46775)","tertiary alcohol (CHEBI:26878)","tertiary amino compound (CHEBI:50996)","secondary alcohol (CHEBI:35681)","polyol (CHEBI:26191)","amino alcohol (CHEBI:22478)","ether (CHEBI:25698)","pnictogen molecular entity (CHEBI:33302)","organic molecular entity (CHEBI:50860)","organic molecule (CHEBI:72695)","indolizines (CHEBI:38485)","chemical entity (CHEBI:24431)","organic heterocyclic compound (CHEBI:24532)","pyrrolidines (CHEBI:38260)","oxygen molecular entity (CHEBI:25806)","organooxygen compound (CHEBI:36963)","organic hydroxy compound (CHEBI:33822)","alcohol (CHEBI:30879)","nitrogen molecular entity (CHEBI:51143)","organonitrogen compound (CHEBI:35352)","amine (CHEBI:32952)","tertiary amine (CHEBI:32876)"],"classification_version":"2.1","predicted_lipidmaps_terms":[]},"npclassifier":{"isglycoside":false,"class_results":["Indolizidine alkaloids"],"pathway_results":["Alkaloids"],"superclass_results":["Lysine alkaloids"]}}