{"id":8767,"npaid":"NPA008767","original_name":"Cylindrol A4","mol_formula":"C28H39ClO6","mol_weight":"507.0670","exact_mass":"506.2435","inchikey":"CJUHWKPMXGYAGR-CVGSNDQKSA-N","smiles":"C[C@@H]1CCC(=O)[C@@H]([C@@]1(C)C[C@H](/C(=C/CC2=C(C(=C(C(=C2O)Cl)C)C=O)O)/C)OC(=O)CC(C)C)C","cluster_id":1134,"node_id":969,"has_exclusions":false,"synonyms":[],"inchi":"InChI=1S/C28H39ClO6/c1-15(2)12-24(32)35-23(13-28(7)17(4)9-11-22(31)19(28)6)16(3)8-10-20-26(33)21(14-30)18(5)25(29)27(20)34/h8,14-15,17,19,23,33-34H,9-13H2,1-7H3/b16-8+/t17-,19+,23-,28+/m1/s1","m_plus_h":"507.2508","m_plus_na":"529.2327","origin_reference":{"doi":"10.1021/jo961074p","pmid":11667727,"authors":"Singh, Sheo B.; Ball, Richard G.; Bills, Gerald F.; Cascales, Carmen; Gibbs, Jackson B.; Goetz, Michael A.; Hoogsteen, Karst; Jenkins, Rosalind G.; Liesch, Jerrold M.; Lingham, Russell B.; Silverman, Keith C.; Zink, Deborah L.","title":"Chemistry and biology of cylindrols: Novel inhibitors of Ras farnesyl-protein transferase from Cylindrocarpon lucidum","journal":"Journal of Organic Chemistry","year":1996,"volume":"61","issue":"22","pages":"7727-7737"},"origin_organism":{"id":1279,"type":"Fungus","genus":"Cylindrocarpon","species":"lucidum","taxon":{"id":925,"name":"Cylindrocarpon","rank":"genus","taxon_db":"mycobank","external_id":"7866","ncbi_id":13474,"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/jo961074p","structure_smiles":"C[C@@H]1CCC(=O)[C@@H]([C@@]1(C)C[C@H](/C(=C/CC2=C(C(=C(C(=C2O)Cl)C)C=O)O)/C)OC(=O)CC(C)C)C","is_reassignment":false,"version":1}],"exclusions":[],"external_ids":[{"external_db_name":"gnps","external_db_code":"CCMSLIB00000846211%NCGC00384856-01![(E,2R)-5-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,%1!CCMSLIB00000847370%NCGC00384856-01![(E,2R)-5-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,%1"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012134476%Suspect related to NCGC00384856-01![(E,2R)-5-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl] 3-methylbutanoate (predicted molecular formula SIRIUS: unknown / BUDDY: C28H32N2O6) with delta m/z -14.016 (putative explanation: Ala->Gly substitution|Gln->Asn substitution|Glu->Asp substitution|Leu/Ile->Val substitution|Thr->Ser substitution; atomic difference: -1C,-2H|-1C,-2H|-1C,-2H|-1C,-2H|-1C,-2H) [M+NH4]+%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012134477%Suspect related to NCGC00384856-01![(E,2R)-5-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl] 3-methylbutanoate (predicted molecular formula SIRIUS: C15H28N8O9 / BUDDY: C18H32N4O8S) with delta m/z -42.047 (putative explanation: Deisopropylation, depropylation, dealkylation|Leu/Ile->Ala substitution|Val->Gly substitution; atomic difference: -3C,-6H|-3C,-6H|-3C,-6H) [M-H]-%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009974272%Suspect related to NCGC00384856-01![(E,2R)-5-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl] 3-methylbutanoate (predicted molecular formula: unknown) with delta m/z -84.058 (putative explanation: unspecified; atomic difference: unspecified)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009974273%Suspect related to NCGC00384856-01![(E,2R)-5-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl] 3-methylbutanoate (predicted molecular formula: unknown) with delta m/z -14.016 (putative explanation: Ala->Gly substitution|Gln->Asn substitution|Glu->Asp substitution|Leu/Ile->Val substitution|Thr->Ser substitution; atomic difference: -1C,-2H|-1C,-2H|-1C,-2H|-1C,-2H|-1C,-2H)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00009974274%Suspect related to NCGC00384856-01![(E,2R)-5-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl] 3-methylbutanoate (predicted molecular formula: C15H28N8O9) with delta m/z -42.047 (putative explanation: Deisopropylation, depropylation, dealkylation|Leu/Ile->Ala substitution|Val->Gly substitution; atomic difference: -3C,-6H|-3C,-6H|-3C,-6H)%4"},{"external_db_name":"gnps","external_db_code":"CCMSLIB00012134475%Suspect related to NCGC00384856-01![(E,2R)-5-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)-3-methyl-1-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-en-2-yl] 3-methylbutanoate (predicted molecular formula SIRIUS: unknown / BUDDY: C22H30O8) with delta m/z -84.058 (putative explanation: unspecified; atomic difference: unspecified) [M+NH4]+%4"},{"external_db_name":"npmrd","external_db_code":"NP0003898"},{"external_db_name":"cmmc","external_db_code":"https://cmmc-kb.gnps2.org/structurepage/?inchikey=CJUHWKPMXGYAGR-CVGSNDQKSA-N"}],"classyfire":{"class":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0000323","name":"Organooxygen compounds","chemont_id":"CHEMONTID:0000323","description":"Organic compounds containing a bond between a carbon atom and an oxygen atom."},"smiles":"CC(C)CC(=O)O[C@H](C[C@@]1(C)[C@H](C)CCC(=O)[C@@H]1C)C(\\C)=C\\CC1=C(O)C(C=O)=C(C)C(Cl)=C1O","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=CJUHWKPMXGYAGR-CVGSNDQKSA-N","subclass":{"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."},"ancestors":["Aldehydes","Aryl chlorides","Aryl halides","Aryl-aldehydes","Benzaldehydes","Benzene and substituted derivatives","Benzenediols","Benzenoids","Benzoyl derivatives","Carbonyl compounds","Carboxylic acid derivatives","Carboxylic acid esters","Carboxylic acids and derivatives","Chemical entities","Chlorobenzenes","Chlorophenols","Cresols","Cyclic ketones","Fatty Acyls","Fatty acid esters","Halobenzenes","Halophenols","Hydrocarbon derivatives","Hydroxybenzaldehydes","Ketones","Lipids and lipid-like molecules","Meta cresols","Monocarboxylic acids and derivatives","O-chlorophenols","Organic acids and derivatives","Organic compounds","Organic oxides","Organic oxygen compounds","Organochlorides","Organohalogen compounds","Organooxygen compounds","P-chlorophenols","Phenols","Resorcinols","Toluenes","Vinylogous acids"],"superclass":{"url":"http://classyfire.wishartlab.com/tax_nodes/C0004603","name":"Organic oxygen compounds","chemont_id":"CHEMONTID:0004603","description":"Organic compounds that contain one or more oxygen atoms."},"description":"This compound belongs to the class of organic compounds known as hydroxybenzaldehydes. 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They contain at least one carbon atom and heteroatom."}],"molecular_framework":"Aromatic homomonocyclic compounds","external_descriptors":[],"predicted_chebi_terms":["resorcinols (CHEBI:33572)","monochlorophenol (CHEBI:38857)","carbonyl compound (CHEBI:36586)","hydroxytoluene (CHEBI:24751)","toluenes (CHEBI:27024)","organochlorine compound (CHEBI:36683)","fatty acid ester (CHEBI:35748)","enone (CHEBI:51689)","enol (CHEBI:33823)","carboxylic ester (CHEBI:33308)","cyclic ketone (CHEBI:3992)","monocarboxylic acid (CHEBI:25384)","organic oxide (CHEBI:25701)","organic molecule (CHEBI:72695)","hydroxybenzaldehyde (CHEBI:24673)","chemical entity (CHEBI:24431)","benzenoid aromatic compound (CHEBI:33836)","phenols (CHEBI:33853)","benzenediols (CHEBI:33570)","halophenol (CHEBI:38856)","chlorophenol (CHEBI:23150)","benzenes (CHEBI:22712)","methoxybenzene (CHEBI:51683)","organohalogen compound (CHEBI:36684)","lipid (CHEBI:18059)","organooxygen compound (CHEBI:36963)","haloarene (CHEBI:50887)","organic acid (CHEBI:64709)","carboxylic acid (CHEBI:33575)","oxygen molecular entity (CHEBI:25806)","organic molecular entity (CHEBI:50860)","ketone (CHEBI:17087)","aldehyde (CHEBI:17478)","arenecarbaldehyde (CHEBI:33855)","benzaldehydes (CHEBI:22698)"],"classification_version":"2.1","predicted_lipidmaps_terms":["Fatty esters (FA07)","Fatty Acyls (FA)"]},"npclassifier":{"isglycoside":false,"class_results":["Tetraketide meroterpenoids"],"pathway_results":["Polyketides","Terpenoids"],"superclass_results":["Meroterpenoids"]}}