{"id":5240,"npaid":"NPA005240","original_name":"Penisimplicin A","mol_formula":"C30H40O10","mol_weight":"560.6400","exact_mass":"560.2621","inchikey":"LIFWJOZSNQRGRS-LNAZPTBHSA-N","smiles":"C=C1C[C@H]2[C@]3(C)CCC(=O)C(C)(C)[C@H]3[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@]2(C)[C@H]2C(=O)O[C@](C)(C(=O)OC)C(=O)[C@]12C","cluster_id":617,"node_id":433,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C30H40O10/c1-14-13-17-27(6)12-11-18(33)26(4,5)20(27)19(38-15(2)31)22(39-16(3)32)29(17,8)21-23(34)40-30(9,25(36)37-10)24(35)28(14,21)7/h17,19-22H,1,11-13H2,2-10H3/t17-,19-,20+,21-,22+,27-,28+,29-,30-/m0/s1","m_plus_h":"561.2694","m_plus_na":"583.2513","origin_reference":{"doi":"10.1248/cpb.53.1114","pmid":16141578,"authors":"Komai, Shin-Ichirou; Hosoe, Tomoo; Itabashi, Takeshi; Nozawa, Koohei; Okada, Kaoru; De Campos Takaki, Galba Maria; Yaguchi, Takashi; Takizawa, Kayoko; Fukushima, Kazutaka; Kawai, Ken-Ichi","title":"Two new meroterpenoids, penisimplicin A and B, isolated from Penicillium simplicissimum","journal":"Chemical and Pharmaceutical Bulletin","year":2005,"volume":"53","issue":"9","pages":"1114-1117"},"origin_organism":{"id":2475,"type":"Fungus","genus":"Penicillium","species":"simplicissimum","taxon":{"id":1239,"name":"Penicillium","rank":"genus","taxon_db":"mycobank","external_id":"9257","ncbi_id":5073,"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":1212,"name":"Eurotiomycetes","rank":"class","taxon_db":"mycobank","external_id":"501483","ncbi_id":147545},{"id":1235,"name":"Eurotiales","rank":"order","taxon_db":"mycobank","external_id":"90472","ncbi_id":5042},{"id":1236,"name":"Aspergillaceae","rank":"family","taxon_db":"mycobank","external_id":"80489","ncbi_id":1131492}]}},"syntheses":[],"reassignments":[{"reference_doi":"10.1080/14786419.2017.1419230","structure_smiles":"C=C1C[C@H]2[C@]3(C)CCC(=O)C(C)(C)[C@H]3[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@]2(C)[C@H]2C(=O)O[C@](C)(C(=O)OC)C(=O)[C@]12C"}],"mol_structures":[{"current_structure":false,"reference_doi":"10.1248/cpb.53.1114","structure_smiles":"CC(=O)O[C@@H]1[C@@H]2[C@](CCC(=O)C2(C)C)([C@H]3CC(=C)[C@]4([C@H]([C@@]3([C@H]1OC(=O)C)C)C(=O)O[C@@](C4=O)(C)C(=O)OC)C)C","is_reassignment":false,"version":1},{"current_structure":true,"reference_doi":"10.1080/14786419.2017.1419230","structure_smiles":"C=C1C[C@H]2[C@]3(C)CCC(=O)C(C)(C)[C@H]3[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@]2(C)[C@H]2C(=O)O[C@](C)(C(=O)OC)C(=O)[C@]12C","is_reassignment":true,"version":2}],"exclusions":[],"external_ids":[{"external_db_name":"npmrd","external_db_code":"NP0006007"}],"classyfire":{"class":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000258","name":"Steroids and steroid derivatives","chemont_id":"CHEMONTID:0000258","description":"Compounds based on the cyclopenta[a]phenanthrene carbon skeleton, partially or completely hydrogenated; there are usually methyl groups at C-10 and C-13, and often an alkyl group at C-17. 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They have the general structure R4C(=O)OC(R2)(R3)C(R1)=O (R1=organyl, R4=H or organyl; R2,R3 = any atom)."},{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000086","name":"Pyrans","chemont_id":"CHEMONTID:0000086","description":"Compounds containing a pyran ring, which is a six-member heterocyclic, non-aromatic ring with five carbon atoms, one oxygen atom and  two ring double bonds."},{"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/C0003416","name":"Methyl esters","chemont_id":"CHEMONTID:0003416","description":"Organic compounds containing a carboxyl group that is esterified with a methyl group. 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They contain at least one carbon atom and heteroatom."}],"molecular_framework":"Aliphatic heteropolycyclic compounds","external_descriptors":[],"predicted_chebi_terms":["17-oxo steroid (CHEBI:19168)","organic heterotricyclic compound (CHEBI:26979)","organooxygen compound (CHEBI:36963)","naphthalenes (CHEBI:25477)","delta-lactone (CHEBI:18946)","ketone (CHEBI:17087)","carboxylic ester (CHEBI:33308)","lignan (CHEBI:25036)","pyrans (CHEBI:26407)","oxanes (CHEBI:46942)","cyclic ketone (CHEBI:3992)","oxacycle (CHEBI:38104)","organic oxide (CHEBI:25701)","organic molecule (CHEBI:72695)","oxo steroid (CHEBI:35789)","chemical entity (CHEBI:24431)","lipid (CHEBI:18059)","steroid (CHEBI:35341)","organic heterocyclic compound (CHEBI:24532)","benzenoid aromatic compound (CHEBI:33836)","lactone (CHEBI:25000)","oxygen molecular entity (CHEBI:25806)","organic molecular entity (CHEBI:50860)","carbonyl compound (CHEBI:36586)"],"classification_version":"2.1","predicted_lipidmaps_terms":["Sterol Lipids (ST)"]},"npclassifier":{"isglycoside":false,"class_results":["Tetraketide meroterpenoids"],"pathway_results":["Polyketides","Terpenoids"],"superclass_results":["Meroterpenoids"]}}