{"id":"https://openalex.org/W2065099529","doi":"https://doi.org/10.1021/ci700175m","title":"Multilabeled Classification Approach To Find a Plant Source for Terpenoids","display_name":"Multilabeled Classification Approach To Find a Plant Source for Terpenoids","publication_year":2007,"publication_date":"2007-12-11","ids":{"openalex":"https://openalex.org/W2065099529","doi":"https://doi.org/10.1021/ci700175m","mag":"2065099529","pmid":"https://pubmed.ncbi.nlm.nih.gov/18069808"},"language":"en","primary_location":{"id":"doi:10.1021/ci700175m","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ci700175m","pdf_url":null,"source":{"id":"https://openalex.org/S167262187","display_name":"Journal of Chemical Information and Modeling","issn_l":"1549-9596","issn":["1549-9596","1549-960X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Chemical Information and Modeling","raw_type":"journal-article"},"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5044955979","display_name":"Dimitar Hristozov","orcid":null},"institutions":[{"id":"https://openalex.org/I17974374","display_name":"Universidade de S\u00e3o Paulo","ror":"https://ror.org/036rp1748","country_code":"BR","type":"education","lineage":["https://openalex.org/I17974374"]}],"countries":["BR"],"is_corresponding":true,"raw_author_name":"Dimitar Hristozov","raw_affiliation_strings":["Computer-Chemie-Centrum und Institut f\u00fcr Organische Chemie, Universit\u00e4t Erlangen-N\u00fcrnberg, N\u00e4gelsbachstr. 25, D-91052 Erlangen, Germany, and Laborat\u00f3rio de Farmacognosia, Faculdade de Ci\u00eancias Farmac\u00eauticas de Ribeir\u00e3o Preto, Universidade de S\u00e3o Paulo, Av. do Caf\u00e9 s/no., 14040-903, Ribeir\u00e3o Preto, SP, Brazil"],"affiliations":[{"raw_affiliation_string":"Computer-Chemie-Centrum und Institut f\u00fcr Organische Chemie, Universit\u00e4t Erlangen-N\u00fcrnberg, N\u00e4gelsbachstr. 25, D-91052 Erlangen, Germany, and Laborat\u00f3rio de Farmacognosia, Faculdade de Ci\u00eancias Farmac\u00eauticas de Ribeir\u00e3o Preto, Universidade de S\u00e3o Paulo, Av. do Caf\u00e9 s/no., 14040-903, Ribeir\u00e3o Preto, SP, Brazil","institution_ids":["https://openalex.org/I17974374"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5038599370","display_name":"Johann Gasteiger","orcid":"https://orcid.org/0000-0003-2036-7144"},"institutions":[{"id":"https://openalex.org/I17974374","display_name":"Universidade de S\u00e3o Paulo","ror":"https://ror.org/036rp1748","country_code":"BR","type":"education","lineage":["https://openalex.org/I17974374"]}],"countries":["BR"],"is_corresponding":false,"raw_author_name":"Johann Gasteiger","raw_affiliation_strings":["Computer-Chemie-Centrum und Institut f\u00fcr Organische Chemie, Universit\u00e4t Erlangen-N\u00fcrnberg, N\u00e4gelsbachstr. 25, D-91052 Erlangen, Germany, and Laborat\u00f3rio de Farmacognosia, Faculdade de Ci\u00eancias Farmac\u00eauticas de Ribeir\u00e3o Preto, Universidade de S\u00e3o Paulo, Av. do Caf\u00e9 s/no., 14040-903, Ribeir\u00e3o Preto, SP, Brazil"],"affiliations":[{"raw_affiliation_string":"Computer-Chemie-Centrum und Institut f\u00fcr Organische Chemie, Universit\u00e4t Erlangen-N\u00fcrnberg, N\u00e4gelsbachstr. 25, D-91052 Erlangen, Germany, and Laborat\u00f3rio de Farmacognosia, Faculdade de Ci\u00eancias Farmac\u00eauticas de Ribeir\u00e3o Preto, Universidade de S\u00e3o Paulo, Av. do Caf\u00e9 s/no., 14040-903, Ribeir\u00e3o Preto, SP, Brazil","institution_ids":["https://openalex.org/I17974374"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5013832408","display_name":"Fernando B. Da Costa","orcid":"https://orcid.org/0000-0002-2345-5804"},"institutions":[{"id":"https://openalex.org/I17974374","display_name":"Universidade de S\u00e3o Paulo","ror":"https://ror.org/036rp1748","country_code":"BR","type":"education","lineage":["https://openalex.org/I17974374"]}],"countries":["BR"],"is_corresponding":false,"raw_author_name":"Fernando B. Da Costa","raw_affiliation_strings":["Computer-Chemie-Centrum und Institut f\u00fcr Organische Chemie, Universit\u00e4t Erlangen-N\u00fcrnberg, N\u00e4gelsbachstr. 25, D-91052 Erlangen, Germany, and Laborat\u00f3rio de Farmacognosia, Faculdade de Ci\u00eancias Farmac\u00eauticas de Ribeir\u00e3o Preto, Universidade de S\u00e3o Paulo, Av. do Caf\u00e9 s/no., 14040-903, Ribeir\u00e3o Preto, SP, Brazil"],"affiliations":[{"raw_affiliation_string":"Computer-Chemie-Centrum und Institut f\u00fcr Organische Chemie, Universit\u00e4t Erlangen-N\u00fcrnberg, N\u00e4gelsbachstr. 25, D-91052 Erlangen, Germany, and Laborat\u00f3rio de Farmacognosia, Faculdade de Ci\u00eancias Farmac\u00eauticas de Ribeir\u00e3o Preto, Universidade de S\u00e3o Paulo, Av. do Caf\u00e9 s/no., 14040-903, Ribeir\u00e3o Preto, SP, Brazil","institution_ids":["https://openalex.org/I17974374"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":3,"corresponding_author_ids":["https://openalex.org/A5044955979"],"corresponding_institution_ids":["https://openalex.org/I17974374"],"apc_list":null,"apc_paid":null,"fwci":3.2847,"has_fulltext":false,"cited_by_count":12,"citation_normalized_percentile":{"value":0.92351256,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":89,"max":94},"biblio":{"volume":"48","issue":"1","first_page":"56","last_page":"67"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T11550","display_name":"Text and Document Classification Technologies","score":0.9781000018119812,"subfield":{"id":"https://openalex.org/subfields/1702","display_name":"Artificial Intelligence"},"field":{"id":"https://openalex.org/fields/17","display_name":"Computer Science"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T11550","display_name":"Text and Document Classification Technologies","score":0.9781000018119812,"subfield":{"id":"https://openalex.org/subfields/1702","display_name":"Artificial Intelligence"},"field":{"id":"https://openalex.org/fields/17","display_name":"Computer Science"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10908","display_name":"Analytical Chemistry and Chromatography","score":0.949400007724762,"subfield":{"id":"https://openalex.org/subfields/1607","display_name":"Spectroscopy"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T13083","display_name":"Advanced Text Analysis Techniques","score":0.933899998664856,"subfield":{"id":"https://openalex.org/subfields/1702","display_name":"Artificial Intelligence"},"field":{"id":"https://openalex.org/fields/17","display_name":"Computer Science"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/terpenoid","display_name":"Terpenoid","score":0.7522618770599365},{"id":"https://openalex.org/keywords/computer-science","display_name":"Computer science","score":0.3661080002784729},{"id":"https://openalex.org/keywords/artificial-intelligence","display_name":"Artificial intelligence","score":0.3385528028011322},{"id":"https://openalex.org/keywords/computational-biology","display_name":"Computational biology","score":0.33298131823539734},{"id":"https://openalex.org/keywords/biology","display_name":"Biology","score":0.27600908279418945},{"id":"https://openalex.org/keywords/botany","display_name":"Botany","score":0.1933181881904602}],"concepts":[{"id":"https://openalex.org/C206103511","wikidata":"https://www.wikidata.org/wiki/Q426694","display_name":"Terpenoid","level":2,"score":0.7522618770599365},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.3661080002784729},{"id":"https://openalex.org/C154945302","wikidata":"https://www.wikidata.org/wiki/Q11660","display_name":"Artificial intelligence","level":1,"score":0.3385528028011322},{"id":"https://openalex.org/C70721500","wikidata":"https://www.wikidata.org/wiki/Q177005","display_name":"Computational biology","level":1,"score":0.33298131823539734},{"id":"https://openalex.org/C86803240","wikidata":"https://www.wikidata.org/wiki/Q420","display_name":"Biology","level":0,"score":0.27600908279418945},{"id":"https://openalex.org/C59822182","wikidata":"https://www.wikidata.org/wiki/Q441","display_name":"Botany","level":1,"score":0.1933181881904602}],"mesh":[{"descriptor_ui":"D001185","descriptor_name":"Artificial Intelligence","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D001185","descriptor_name":"Artificial Intelligence","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D001185","descriptor_name":"Artificial Intelligence","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D003198","descriptor_name":"Computer Simulation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D003198","descriptor_name":"Computer Simulation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D003198","descriptor_name":"Computer Simulation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D007783","descriptor_name":"Lactones","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D007783","descriptor_name":"Lactones","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D007783","descriptor_name":"Lactones","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D010944","descriptor_name":"Plants","qualifier_ui":"Q000145","qualifier_name":"classification","is_major_topic":false},{"descriptor_ui":"D010944","descriptor_name":"Plants","qualifier_ui":"Q000145","qualifier_name":"classification","is_major_topic":false},{"descriptor_ui":"D010944","descriptor_name":"Plants","qualifier_ui":"Q000145","qualifier_name":"classification","is_major_topic":false},{"descriptor_ui":"D010944","descriptor_name":"Plants","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D010944","descriptor_name":"Plants","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D010944","descriptor_name":"Plants","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D010944","descriptor_name":"Plants","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D010944","descriptor_name":"Plants","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D010944","descriptor_name":"Plants","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D012717","descriptor_name":"Sesquiterpenes","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D012717","descriptor_name":"Sesquiterpenes","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D012717","descriptor_name":"Sesquiterpenes","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D013729","descriptor_name":"Terpenes","qualifier_ui":"Q000302","qualifier_name":"isolation & purification","is_major_topic":false},{"descriptor_ui":"D013729","descriptor_name":"Terpenes","qualifier_ui":"Q000302","qualifier_name":"isolation & purification","is_major_topic":false},{"descriptor_ui":"D013729","descriptor_name":"Terpenes","qualifier_ui":"Q000302","qualifier_name":"isolation & purification","is_major_topic":false},{"descriptor_ui":"D013729","descriptor_name":"Terpenes","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D013729","descriptor_name":"Terpenes","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D013729","descriptor_name":"Terpenes","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D013729","descriptor_name":"Terpenes","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D013729","descriptor_name":"Terpenes","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D013729","descriptor_name":"Terpenes","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false}],"locations_count":3,"locations":[{"id":"doi:10.1021/ci700175m","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ci700175m","pdf_url":null,"source":{"id":"https://openalex.org/S167262187","display_name":"Journal of Chemical Information and Modeling","issn_l":"1549-9596","issn":["1549-9596","1549-960X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Chemical Information and Modeling","raw_type":"journal-article"},{"id":"pmid:18069808","is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/18069808","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of chemical information and modeling","raw_type":null},{"id":"pmh:oai:www.producao.usp.br:BDPI/20106","is_oa":false,"landing_page_url":"http://producao.usp.br/handle/BDPI/20106","pdf_url":null,"source":{"id":"https://openalex.org/S4306401373","display_name":"Scientific Electronic Library Online (S\u00e3o Paulo Research Foundation, Latin American and Caribbean Center on Health Sciences Information, Conselho Nacional de Desenvolvimento Cient\u00edfico e Tecnol\u00f3gico)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"host_organization":"https://openalex.org/I2982035970","host_organization_name":"Costa Rican Department of Social Security","host_organization_lineage":["https://openalex.org/I2982035970"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"","raw_type":"article"}],"best_oa_location":null,"sustainable_development_goals":[{"display_name":"Life in Land","score":0.5,"id":"https://metadata.un.org/sdg/15"}],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":25,"referenced_works":["https://openalex.org/W563002101","https://openalex.org/W1480376833","https://openalex.org/W1531771198","https://openalex.org/W1558901573","https://openalex.org/W1570448133","https://openalex.org/W1583837637","https://openalex.org/W1753402186","https://openalex.org/W1973981488","https://openalex.org/W1981981644","https://openalex.org/W1981986450","https://openalex.org/W1988790447","https://openalex.org/W1998228029","https://openalex.org/W2001515828","https://openalex.org/W2004828907","https://openalex.org/W2016940256","https://openalex.org/W2033293438","https://openalex.org/W2053463056","https://openalex.org/W2094558211","https://openalex.org/W2106446203","https://openalex.org/W2125055259","https://openalex.org/W2130243001","https://openalex.org/W2148603752","https://openalex.org/W2156935079","https://openalex.org/W2159916945","https://openalex.org/W2999905431"],"related_works":["https://openalex.org/W2748952813","https://openalex.org/W2039535598","https://openalex.org/W2339166755","https://openalex.org/W2375574361","https://openalex.org/W3148214057","https://openalex.org/W4389619092","https://openalex.org/W4250223017","https://openalex.org/W4380204762","https://openalex.org/W2156893011","https://openalex.org/W2398684957"],"abstract_inverted_index":{"Recently,":[0],"we":[1,70,103],"have":[2],"built":[3],"a":[4,12,41,105,123,163,170,219],"classification":[5,131,146,165,224],"model":[6,182],"that":[7,244],"is":[8,60,97,126],"capable":[9],"of":[10,21,43,48,58,74,108,118,122,147,173,193,201,211,232,237,241,253],"assigning":[11,75],"given":[13],"sesquiterpene":[14],"lactone":[15],"(STL)":[16],"into":[17,150],"exactly":[18],"one":[19,56,81,93],"tribe":[20,57,82],"the":[22,28,46,49,72,109,120,145,148,154,183,194,197,209,229,235],"plant":[23,35,155,212,239],"family":[24,156],"Asteraceae":[25,59,203],"from":[26,153,169],"which":[27],"STL":[29,77],"has":[30],"been":[31],"isolated.":[32],"Although":[33],"many":[34],"species":[36],"are":[37,160,167,226,245],"able":[38],"to":[39,78,90,112,144,162,180,214],"biosynthesize":[40],"set":[42],"peculiar":[44],"compounds,":[45],"occurrence":[47],"same":[50],"secondary":[51,198],"metabolites":[52],"in":[53,67],"more":[54,79,91],"than":[55,80,92],"frequent.":[61],"Building":[62],"on":[63],"our":[64,191],"previous":[65],"work,":[66,102],"this":[68,101],"paper,":[69],"explore":[71],"possibility":[73],"an":[76,86],"(class)":[83],"simultaneously.":[84],"When":[85],"object":[87],"may":[88],"belong":[89],"class":[94],"simultaneously,":[95],"it":[96],"called":[98],"multilabeled.":[99],"In":[100],"present":[104],"general":[106],"overview":[107],"techniques":[110],"available":[111],"examine":[113],"multilabeled":[114,124,130,139,176],"data.":[115],"The":[116,158,175,222],"problem":[117],"evaluating":[119],"performance":[121],"classifier":[125],"discussed.":[127],"Two":[128],"particular":[129],"methods-cross-training":[132],"with":[133,234],"support":[134],"vector":[135],"machines":[136],"(ct-SVM)":[137],"and":[138,166,205],"k-nearest":[140],"neighbors":[141],"(ML-kNN)-were":[142],"applied":[143],"STLs":[149],"seven":[151],"tribes":[152],"Asteraceae.":[157],"results":[159],"compared":[161],"single-label":[164],"analyzed":[168],"chemotaxonomic":[171],"point":[172],"view.":[174],"approach":[177],"allowed":[178],"us":[179],"(1)":[181],"reality":[184],"as":[185,187],"closely":[186],"possible,":[188],"(2)":[189],"improve":[190],"understanding":[192],"relationship":[195],"between":[196],"metabolite":[199],"profiles":[200],"different":[202],"tribes,":[204],"(3)":[206],"significantly":[207],"decrease":[208],"number":[210],"sources":[213,240],"be":[215],"considered":[216],"for":[217,228],"finding":[218,238],"certain":[220],"STL.":[221],"presented":[223],"models":[225],"useful":[227],"targeted":[230],"collection":[231],"plants":[233],"objective":[236],"natural":[242],"compounds":[243],"biologically":[246],"active":[247],"or":[248],"possess":[249],"other":[250],"specific":[251],"properties":[252],"interest.":[254]},"counts_by_year":[{"year":2020,"cited_by_count":1},{"year":2018,"cited_by_count":1},{"year":2015,"cited_by_count":1},{"year":2014,"cited_by_count":1},{"year":2012,"cited_by_count":1}],"updated_date":"2025-11-06T03:46:38.306776","created_date":"2025-10-10T00:00:00"}
