@prefix biopax:  <http://www.biopax.org/release/biopax-level3.owl#> .
@prefix cito:    <http://purl.org/spar/cito/> .
@prefix dc:      <http://purl.org/dc/elements/1.1/> .
@prefix dcterms: <http://purl.org/dc/terms/> .
@prefix foaf:    <http://xmlns.com/foaf/0.1/> .
@prefix freq:    <http://purl.org/cld/freq/> .
@prefix gpml:    <http://vocabularies.wikipathways.org/gpml#> .
@prefix obo:     <http://purl.obolibrary.org/obo/> .
@prefix owl:     <http://www.w3.org/2002/07/owl#> .
@prefix pav:     <http://purl.org/pav/> .
@prefix prov:    <http://www.w3.org/ns/prov#> .
@prefix rdf:     <http://www.w3.org/1999/02/22-rdf-syntax-ns#> .
@prefix rdfs:    <http://www.w3.org/2000/01/rdf-schema#> .
@prefix skos:    <http://www.w3.org/2004/02/skos/core#> .
@prefix void:    <http://rdfs.org/ns/void#> .
@prefix wp:      <http://vocabularies.wikipathways.org/wp#> .
@prefix wprdf:   <http://rdf.wikipathways.org/> .
@prefix xsd:     <http://www.w3.org/2001/XMLSchema#> .

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        wp:source         <https://identifiers.org/chebi/CHEBI:15318> ;
        wp:target         <https://identifiers.org/chebi/CHEBI:68443> .

<https://www.wikipathways.org//wpi/wpi.php?action=downloadFile&type=svg&pwTitle=Pathway:WP5589&oldid=141384>
        rdf:type        foaf:Image ;
        dcterms:format  "image/svg+xml" .

<https://identifiers.org/chebi/CHEBI:28177>
        rdf:type            wp:Metabolite , wp:DataNode ;
        rdfs:label          "Theophylline" ;
        rdfs:seeAlso        <https://identifiers.org/inchikey/ZFXYFBGIUFBOJW-UHFFFAOYSA-N> ;
        dc:identifier       <https://identifiers.org/chebi/CHEBI:28177> ;
        dc:source           "ChEBI" ;
        dcterms:identifier  "CHEBI:28177" ;
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        wp:bdbChEBI         <https://identifiers.org/chebi/CHEBI:28177> ;
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        wp:bdbInChIKey      <https://identifiers.org/inchikey/ZFXYFBGIUFBOJW-UHFFFAOYSA-N> ;
        wp:bdbKeggCompound  <https://identifiers.org/kegg.compound/C07130> ;
        wp:bdbPubChem       <http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID2153> ;
        wp:bdbWikidata      <http://www.wikidata.org/entity/Q407308> ;
        wp:isAbout          <http://rdf.wikipathways.org/Pathway/WP5589_r141384/DataNode/faccf> ;
        foaf:page           <https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:28177> .

<https://identifiers.org/chebi/CHEBI:62208>
        rdf:type            wp:DataNode , wp:Metabolite ;
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        rdfs:seeAlso        <https://identifiers.org/inchikey/GMSNIKWWOQHZGF-UHFFFAOYSA-N> ;
        dc:identifier       <https://identifiers.org/chebi/CHEBI:62208> ;
        dc:source           "ChEBI" ;
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        dcterms:references  <https://identifiers.org/pubmed/33662138> , <https://identifiers.org/pubmed/27638206> ;
        wp:bdbChEBI         <https://identifiers.org/chebi/CHEBI:62208> , <https://identifiers.org/chebi/CHEBI:62207> ;
        wp:bdbChemspider    <https://identifiers.org/chemspider/63805> ;
        wp:bdbHmdb          <https://identifiers.org/hmdb/HMDB0001886> ;
        wp:bdbInChIKey      <https://identifiers.org/inchikey/GMSNIKWWOQHZGF-UHFFFAOYSA-N> ;
        wp:bdbKeggCompound  <https://identifiers.org/kegg.compound/C16357> ;
        wp:bdbPubChem       <http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID70639> ;
        wp:bdbWikidata      <http://www.wikidata.org/entity/Q27888118> , <http://www.wikidata.org/entity/Q74418326> ;
        wp:isAbout          <http://rdf.wikipathways.org/Pathway/WP5589_r141384/DataNode/ce038> ;
        foaf:page           <https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:62208> .

<https://identifiers.org/pubmed/33662138>
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        dc:source           "PubMed" ;
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        foaf:page           <http://www.ncbi.nlm.nih.gov/pubmed/33662138> .

<http://rdf.wikipathways.org/Pathway/WP5589_r141384/WP/Interaction/id3ffb1853>
        rdf:type          wp:Conversion , wp:DirectedInteraction , wp:Interaction ;
        dcterms:isPartOf  <https://identifiers.org/wikipathways/WP5589_r141384> ;
        wp:isAbout        <http://rdf.wikipathways.org/Pathway/WP5589_r141384/Interaction/id3ffb1853> ;
        wp:participants   <https://identifiers.org/chebi/CHEBI:28177> , <https://identifiers.org/chebi/CHEBI:62208> ;
        wp:source         <https://identifiers.org/chebi/CHEBI:62208> ;
        wp:target         <https://identifiers.org/chebi/CHEBI:28177> .

<https://identifiers.org/pubmed/23471406>
        rdf:type            wp:PublicationReference ;
        dc:source           "PubMed" ;
        dcterms:identifier  "23471406" ;
        dcterms:isPartOf    <https://identifiers.org/chebi/CHEBI:27732> ;
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<https://identifiers.org/pubmed/27638206>
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        foaf:page           <http://www.ncbi.nlm.nih.gov/pubmed/27638206> .

<https://identifiers.org/chebi/CHEBI:68443>
        rdf:type            wp:Metabolite , wp:DataNode ;
        rdfs:label          "1-methylxanthine" ;
        dc:identifier       <https://identifiers.org/chebi/CHEBI:68443> ;
        dc:source           "ChEBI" ;
        dcterms:identifier  "CHEBI:68443" ;
        dcterms:isPartOf    <http://rdf.wikipathways.org/Pathway/WP5589_r141384/WP/Interaction/id4b86a8bd> , <https://identifiers.org/wikipathways/WP5589_r141384> , <http://rdf.wikipathways.org/Pathway/WP5589_r141384/WP/Interaction/idf84076d6> ;
        dcterms:references  <https://identifiers.org/pubmed/27638206> , <https://identifiers.org/pubmed/33662138> ;
        wp:bdbChEBI         <https://identifiers.org/chebi/CHEBI:68443> ;
        wp:isAbout          <http://rdf.wikipathways.org/Pathway/WP5589_r141384/DataNode/cad83> ;
        foaf:page           <https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:68443> .

obo:NCBITaxon_2711  obo:NCIT_C179773  "2711" .

<http://rdf.wikipathways.org/Pathway/WP5589_r141384/WP/Interaction/id4b86a8bd>
        rdf:type          wp:Conversion , wp:DirectedInteraction , wp:Interaction ;
        dcterms:isPartOf  <https://identifiers.org/wikipathways/WP5589_r141384> ;
        wp:isAbout        <http://rdf.wikipathways.org/Pathway/WP5589_r141384/Interaction/id4b86a8bd> ;
        wp:participants   <https://identifiers.org/chebi/CHEBI:28177> , <https://identifiers.org/chebi/CHEBI:68443> ;
        wp:source         <https://identifiers.org/chebi/CHEBI:68443> ;
        wp:target         <https://identifiers.org/chebi/CHEBI:28177> .

<http://rdf.wikipathways.org/Pathway/WP5589_r141384/WP/Interaction/id4e7c26c2>
        rdf:type          wp:Conversion , wp:DirectedInteraction , wp:Interaction ;
        dcterms:isPartOf  <https://identifiers.org/wikipathways/WP5589_r141384> ;
        wp:isAbout        <http://rdf.wikipathways.org/Pathway/WP5589_r141384/Interaction/id4e7c26c2> ;
        wp:participants   <https://identifiers.org/chebi/CHEBI:62208> , <https://identifiers.org/chebi/CHEBI:15318> ;
        wp:source         <https://identifiers.org/chebi/CHEBI:15318> ;
        wp:target         <https://identifiers.org/chebi/CHEBI:62208> .

<https://identifiers.org/chebi/CHEBI:15318>
        rdf:type            wp:Metabolite , wp:DataNode ;
        rdfs:label          "Xanthine" ;
        dc:identifier       <https://identifiers.org/chebi/CHEBI:15318> ;
        dc:source           "ChEBI" ;
        dcterms:identifier  "CHEBI:15318" ;
        dcterms:isPartOf    <http://rdf.wikipathways.org/Pathway/WP5589_r141384/WP/Interaction/idf84076d6> , <https://identifiers.org/wikipathways/WP5589_r141384> , <http://rdf.wikipathways.org/Pathway/WP5589_r141384/WP/Interaction/id4e7c26c2> ;
        dcterms:references  <https://identifiers.org/pubmed/33662138> , <https://identifiers.org/pubmed/27638206> ;
        wp:bdbChEBI         <https://identifiers.org/chebi/CHEBI:15318> ;
        wp:bdbWikidata      <http://www.wikidata.org/entity/Q49922434> ;
        wp:isAbout          <http://rdf.wikipathways.org/Pathway/WP5589_r141384/DataNode/c48b0> ;
        foaf:page           <https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:15318> .

<https://identifiers.org/wikipathways/WP5589>
        pav:hasVersion  <https://identifiers.org/wikipathways/WP5589_r141384> .

<https://www.wikipathways.org//wpi/wpi.php?action=downloadFile&type=png&pwTitle=Pathway:WP5589&oldid=141384>
        rdf:type        foaf:Image ;
        dcterms:format  "image/png" .

<http://rdf.wikipathways.org/Pathway/WP5589_r141384/WP/Interaction/id6df473fe>
        rdf:type          wp:Conversion , wp:DirectedInteraction , wp:Interaction ;
        dcterms:isPartOf  <https://identifiers.org/wikipathways/WP5589_r141384> ;
        wp:isAbout        <http://rdf.wikipathways.org/Pathway/WP5589_r141384/Interaction/id6df473fe> ;
        wp:participants   <https://identifiers.org/chebi/CHEBI:27732> , <https://identifiers.org/chebi/CHEBI:28177> ;
        wp:source         <https://identifiers.org/chebi/CHEBI:28177> ;
        wp:target         <https://identifiers.org/chebi/CHEBI:27732> .

<https://identifiers.org/chebi/CHEBI:27732>
        rdf:type            wp:Metabolite , wp:DataNode ;
        rdfs:label          "Caffeine" ;
        rdfs:seeAlso        <https://identifiers.org/inchikey/RYYVLZVUVIJVGH-UHFFFAOYSA-N> ;
        dc:identifier       <https://identifiers.org/chebi/CHEBI:27732> ;
        dc:source           "ChEBI" ;
        dcterms:identifier  "CHEBI:27732" ;
        dcterms:isPartOf    <https://identifiers.org/wikipathways/WP5589_r141384> , <http://rdf.wikipathways.org/Pathway/WP5589_r141384/WP/Interaction/id6df473fe> ;
        dcterms:references  <https://identifiers.org/pubmed/27638206> , <https://identifiers.org/pubmed/33662138> , <https://identifiers.org/pubmed/23471406> ;
        wp:bdbChEBI         <https://identifiers.org/chebi/CHEBI:27732> ;
        wp:bdbChemspider    <https://identifiers.org/chemspider/2424> ;
        wp:bdbHmdb          <https://identifiers.org/hmdb/HMDB0001847> ;
        wp:bdbInChIKey      <https://identifiers.org/inchikey/RYYVLZVUVIJVGH-UHFFFAOYSA-N> ;
        wp:bdbKeggCompound  <https://identifiers.org/kegg.compound/C07481> ;
        wp:bdbPubChem       <http://rdf.ncbi.nlm.nih.gov/pubchem/compound/CID2519> ;
        wp:bdbWikidata      <http://www.wikidata.org/entity/Q60235> ;
        wp:isAbout          <http://rdf.wikipathways.org/Pathway/WP5589_r141384/DataNode/efb38> ;
        foaf:page           <https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:27732> .

<https://identifiers.org/wikipathways/WP5589_r141384>
        rdf:type               skos:Collection , wp:Pathway ;
        dc:identifier          <https://identifiers.org/wikipathways/WP5589> ;
        dc:source              "WikiPathways" ;
        dc:title               "Caffeine synthesis"@en ;
        dcterms:description    "Citrus sinensis caffeine synthesis pathway.\n\n[Convergent Biochemical Pathways for Xanthine Alkaloid Production in Plants Evolved from Ancestral Enzymes with Different Catalytic Properties](https://pmc.ncbi.nlm.nih.gov/articles/PMC8233510/)\n[Convergent evolution of caffeine in plants by co-option of exapted ancestral enzymes](https://pmc.ncbi.nlm.nih.gov/articles/PMC5035902/)" ;
        dcterms:identifier     "WP5589" ;
        dcterms:references     <https://identifiers.org/pubmed/27638206> , <https://identifiers.org/pubmed/33662138> ;
        cito:cites             <https://identifiers.org/pubmed/27638206> , <https://identifiers.org/pubmed/23471406> , <https://identifiers.org/pubmed/33662138> ;
        wp:isAbout             <http://rdf.wikipathways.org/Pathway/WP5589_r141384> ;
        wp:ontologyTag         obo:PW_0000002 , wp:Curation:Plants , wp:Curation:AnalysisCollection ;
        wp:organism            obo:NCBITaxon_2711 ;
        wp:organismName        "Citrus sinensis" ;
        wp:pathwayOntologyTag  obo:PW_0000002 ;
        foaf:img               <https://www.wikipathways.org//wpi/wpi.php?action=downloadFile&type=svg&pwTitle=Pathway:WP5589&oldid=141384> , <https://www.wikipathways.org//wpi/wpi.php?action=downloadFile&type=png&pwTitle=Pathway:WP5589&oldid=141384> ;
        foaf:page              <http://www.wikipathways.org/instance/WP5589_r141384> .
